Colored resin composition, color filter and display device

Abstract

The present invention addresses the problem of providing a colored resin composition capable of forming a color filter having excellent brightness and contrast. The present invention relates to a colored resin composition containing phenylphosphonic acid which may have a substituent, a colorant, a dispersant having an amine value of less than 70 mgKOH / g, and a resin, wherein the colorant contains a compound represented by formula (I). # imgabs0 #

Description

Technical Field

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

[0002] Color filters used in display devices such as liquid crystal display devices, electroluminescent display devices, and plasma display panels, and solid-state imaging elements such as CCDs or CMOS sensors are manufactured from colored resin compositions. As the colored resin composition for forming the color filter, various colorants are used. As such a colorant, for example, an example of using a compound represented by the following formula (I-5a-2) is known (Patent Document 1).

[0003]

[0004] Prior Art Documents

[0005] Patent Documents

[0006] Patent Document 1: International Publication No. 2022 / 234774 Summary of the Invention

[0007] However, there are cases where the brightness and contrast of color filters formed from colored resin compositions containing the above compounds are not sufficiently satisfactory. Therefore, an object of the present invention is to provide a colored resin composition capable of forming a color filter having excellent brightness and contrast.

[0008] That is, the gist of the present invention is as follows.

[0009] [1] A colored resin composition containing phenylphosphonic acid which may have a substituent, a colorant, a dispersant having an amine value of less than 70 mgKOH / g, and a resin, wherein the colorant contains a compound represented by the following formula (I).

[0010]

[0011] [In formula (I),

[0012] R 1 ~R 4 and R 13 independently of each other represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent.

[0013] R 5 ~R 12 independently of each other represent a hydrogen atom, a halogen atom, or a hydrocarbon group having 1 to 5 carbon atoms which may have a substituent.

[0014] T 1 represents a divalent aromatic hydrocarbon group which may have a substituent.

[0015] T2 represents a divalent aromatic hydrocarbon group which may have a substituent or a divalent aromatic heterocyclic group which may have a substituent.

[0016] L 1 represents an a-valent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have a substituent or a group represented by formula (i).

[0017] a represents an integer of 2 or more.

[0018] b and c each independently represent an integer of 1 or more.

[0019] d represents an integer of 0 or more.

[0020] X c- represents a c-valent anion.

[0021]

[0022] [In formula (i),

[0023] T 3 represents an a-valent aromatic hydrocarbon group which may have a substituent or an a-valent aromatic heterocyclic group which may have a substituent.

[0024] L 2 represents a divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms which may have a substituent.

[0025] a represents an integer of 2 or more.

[0026] * represents the bonding site to T 2 .

[0027] [2] The colored resin composition according to [1], wherein R 1 and R 3 each independently represent a phenyl group which may have a substituent,

[0028] the phenyl groups of the above R 1 and R 3 each have an alkyl group having 1 to 4 carbon atoms at at least one of the two bonding positions ortho to the N bonded to the phenyl group.

[0029] [3] The colored resin composition according to [1] or [2], wherein the amine value of the above dispersant is 0 mgKOH / g to 65 mgKOH / g.

[0030] [4] The colored resin composition according to any one of [1] to [3], further comprising a polymerizable compound and a polymerization initiator.

[0031] [5] A color filter formed from the colored resin composition according to any one of [1] to [4].

[0032] [6] A display device includes the color filter described in [5].

[0033] According to the present invention, a coloring resin composition capable of forming a color filter with excellent brightness and contrast can be provided. Detailed Description of the Invention

[0034] The coloring resin composition of the present invention includes phenylphosphonic acid which may have substituents, a colorant (hereinafter, sometimes referred to as colorant (A)), a dispersant (hereinafter, sometimes referred to as dispersant (P)), and a resin (hereinafter, sometimes referred to as resin (B)).

[0035] The coloring resin composition of the present invention may further contain a polymerizable compound (hereinafter, sometimes referred to as polymerizable compound (C)).

[0036] The coloring resin composition of the present invention may further contain a polymerization initiator (hereinafter, sometimes referred to as polymerization initiator (D)).

[0037] The coloring resin composition of the present invention may further contain a solvent (hereinafter, sometimes referred to as solvent (E)).

[0038] The coloring resin composition of the present invention may further contain a polymerization initiator assistant (hereinafter, sometimes referred to as polymerization initiator assistant (D1)).

[0039] The coloring resin composition of the present invention may further contain a leveling agent (hereinafter, sometimes referred to as leveling agent (F)).

[0040] It should be noted that in this specification, as long as there is no special description, the compounds exemplified as each component can be used alone or in combination of multiple kinds.

[0041] <Colorant (A)>

[0042] Colorant (A) contains a compound represented by the following formula (I) (hereinafter, sometimes referred to as compound (I)). Hereinafter, the present invention will be described in detail using formula (I), but compound (I) also includes tautomeric forms of formula (I).

[0043]

[0044] [In formula (I),

[0045] R 1 ~R 4 and R 13 independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have substituents.

[0046] R 5 ~R 12Each independently represents a hydrogen atom, a halogen atom, or a hydrocarbon group having 1 to 5 carbon atoms which may have substituents.

[0047] T 1 Represents a divalent aromatic hydrocarbon group which may have substituents.

[0048] T 2 Represents a divalent aromatic hydrocarbon group which may have substituents or a divalent aromatic heterocyclic group which may have substituents.

[0049] L 1 Represents an a-valent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have substituents or a group represented by formula (i).

[0050] a represents an integer of 2 or more.

[0051] b and c each independently represent an integer of 1 or more.

[0052] d represents an integer of 0 or more.

[0053] X c- Represents a c-valent anion.

[0054]

[0055] [In formula (i),

[0056] T 3 Represents an a-valent aromatic hydrocarbon group which may have substituents or an a-valent aromatic heterocyclic group which may have substituents.

[0057] L 2 Represents a divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms which may have substituents.

[0058] a represents an integer of 2 or more.

[0059] * represents the bonding site to T 2 .

[0060] As the hydrocarbon group having 1 to 10 carbon atoms represented by R 1 ~R 4 and R 13 Examples of the hydrocarbon group having 1 to 10 carbon atoms include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. The aliphatic hydrocarbon group may be saturated or unsaturated and may be linear or alicyclic.

[0061] Examples of the above-mentioned saturated or unsaturated chain hydrocarbon groups include linear alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl; branched alkyl groups such as isopropyl, (1-ethyl)propyl, isobutyl, sec-butyl, tert-butyl, (1-ethyl)butyl, (2-ethyl)butyl, (1-propyl)butyl, isopentyl, neopentyl, tert-pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, (1-propyl)pentyl, (1-butyl)pentyl, isohexyl, (2-methyl)hexyl, (5-methyl)hexyl, (2-ethyl)hexyl, (1-butyl)hexyl, (2-methyl)heptyl, (2-ethyl)heptyl, (3-ethyl)heptyl, (2-methyl)octyl, (2-ethyl)octyl; and alkenyl groups such as vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)vinyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, 2-pentenyl, etc.

[0062] Examples of the above-mentioned saturated or unsaturated alicyclic hydrocarbon groups include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl; cycloalkenyl groups such as cyclohexenyl (e.g., cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, and cyclooctenyl; and norbornyl, adamantyl, bicyclo[2.2.2]octyl, etc.

[0063] Examples of aromatic hydrocarbon groups include aryl groups such as phenyl, 1-naphthyl, and 2-naphthyl; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl, etc.

[0064] As long as the upper limit of the number of carbon atoms is 10, the hydrocarbon group having 1 to 10 carbon atoms may also be a group formed by combining two or more of the above-mentioned linear hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups. Such groups include, for example, aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl; aralkenyl groups such as phenylvinyl (styryl); aralkynyl groups such as phenyl ethynyl; alicyclic hydrocarbon groups bonded with one or more alkyl groups or alicyclic hydrocarbon groups such as 1-methylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl, 3,3,5,5-tetramethylcyclohexyl; alkyl groups bonded with one or more alicyclic hydrocarbon groups such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methylcyclohexylmethyl, cyclohexylethyl, etc.

[0065] As the substituents that the hydrocarbon group having 1 to 10 carbon atoms may have (hereinafter sometimes referred to as substituent A), at least one or more selected from halogen atoms, hydroxyl groups, alkoxy groups, formyl groups, substituted or unsubstituted amino groups, nitro groups, cyano groups, -SO3 - and -SO3M are exemplified, where M represents a hydrogen atom or an alkali metal atom.

[0066] As the above-mentioned halogen atom, fluorine atom, chlorine atom, bromine atom, and iodine atom are exemplified.

[0067] As the above-mentioned alkoxy group, alkoxy groups having 1 to 4 carbon atoms such as methoxy group, ethoxy group, propoxy group, and butoxy group are exemplified.

[0068] As the above-mentioned substituted amino group, amino groups having one or two hydrocarbon groups are exemplified. As the above-mentioned hydrocarbon group, the groups exemplified as the hydrocarbon group having 1 to 10 carbon atoms are exemplified. As the substituted amino group, for example, N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylamino, N-isopropylamino, N,N-diisopropylamino, N-phenylamino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-methylphenylamino, N,N-ethylphenylamino, etc. are exemplified.

[0069] As the above-mentioned alkali metal atom, sodium, potassium, etc. are exemplified.

[0070] As R5 ~R 12 The halogen atoms represented include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0071] As R 5 ~R 12 The hydrocarbon group having 1 to 5 carbon atoms represented includes an aliphatic hydrocarbon group having 1 to 5 carbon atoms. Specifically, as the above-mentioned R 1 ~R 4 and R 13 The group having 1 to 5 carbon atoms among the groups exemplified by the aliphatic hydrocarbon groups of.

[0072] As the substituent that the above-mentioned hydrocarbon group having 1 to 5 carbon atoms may have, the groups exemplified as substituent A can be cited.

[0073] T 1 and T 2 The divalent aromatic hydrocarbon group represented by means a group formed by substituting two hydrogen atoms directly bonded to the carbon atoms constituting the aromatic hydrocarbon ring with bonding sites. The aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group can be either a monocyclic ring or a fused ring. For example, a benzene ring, a naphthalene ring, an anthracene ring, and a structure in which at least one hydrogen atom of these aromatic hydrocarbon rings is substituted with a hydrocarbon group, etc. can be cited. As the above-mentioned hydrocarbon group, the groups exemplified as the above-mentioned R 1 ~R 4 and R 13 The groups exemplified by the hydrocarbon group having 1 to 10 carbon atoms represented are preferably a saturated chain hydrocarbon group, an aryl group, or an alkylaryl group, and more preferably a saturated chain hydrocarbon group having 1 to 4 carbon atoms. The number of hydrocarbon groups bonded to the aromatic hydrocarbon ring is preferably 0 to 4, more preferably 0 to 3, and further preferably 0 to 2. Specifically, as the divalent aromatic hydrocarbon group, groups represented by the following formulas (Ta-1) to (Ta-8) can be cited, etc.

[0074]

[0075] T 2 The divalent aromatic heterocyclic group represented by means a group formed by substituting two hydrogen atoms directly bonded to the atoms constituting the aromatic heterocycle with bonding sites. The aromatic heterocycle constituting the divalent aromatic heterocyclic group can be either a monocyclic ring or a fused ring. For example, a pyrrole ring, an oxazole ring, a pyrazole ring, an imidazole ring, a thiazole ring, a furan ring, a thiophene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, an indole ring, a benzimidazole ring, a benzothiazole ring, a quinoline ring, a benzofuran ring, and a structure in which at least one hydrogen atom of these aromatic heterocycles is substituted with a hydrocarbon group, etc. can be cited. As the above-mentioned hydrocarbon group, the groups exemplified as the above-mentioned R 1 ~R 4 and R13 The group exemplified by a hydrocarbon group having 1 to 10 carbon atoms is preferably a saturated chain hydrocarbon group, an aryl group, or an alkylaryl group. The number of hydrocarbon groups bonded to the aromatic heterocycle is preferably 0 to 4, more preferably 0 to 3, and still more preferably 0 to 2.

[0076] As the substituents that the above divalent aromatic hydrocarbon group and divalent aromatic heterocyclic group may have, the groups exemplified as substituent A can be mentioned.

[0077] L 1 The a-valent aliphatic hydrocarbon group having 1 to 12 carbon atoms represents a group obtained by substituting a hydrogen atoms constituting an aliphatic hydrocarbon with bonding sites. When a is 2 or more, it is preferred that the a bonding sites are respectively present on different carbon atoms. As the a-valent aliphatic hydrocarbon group, an a-valent chain hydrocarbon group, an a-valent alicyclic hydrocarbon group, an a-valent group formed by combining a chain hydrocarbon group and an alicyclic hydrocarbon group, etc. can be mentioned.

[0078] The a-valent chain hydrocarbon group may be saturated or unsaturated, and is preferably an a-valent saturated chain hydrocarbon group. As the a-valent saturated chain hydrocarbon group, alkane diyls such as methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, hexane-1,6-diyl, etc.; alkane triyls such as the groups represented by the following formulas (a-1) to (a-2); alkane tetrayls such as the group represented by the following formula (a-3), etc. can be mentioned. The number of carbon atoms of the a-valent chain hydrocarbon group is preferably 1 to 8, more preferably 1 to 6.

[0079]

[0080] The a-valent alicyclic hydrocarbon group may be saturated or unsaturated, and is preferably an a-valent saturated alicyclic hydrocarbon group. As the a-valent saturated alicyclic hydrocarbon group, divalent saturated alicyclic hydrocarbon groups such as cyclohexane-1,2-diyl, cyclohexane-1,4-diyl, norbornane-2,5-diyl, etc.; trivalent saturated alicyclic hydrocarbon groups such as cyclohexane-1,3,5-triyl, etc.; tetravalent saturated alicyclic hydrocarbon groups such as cyclohexane-1,2,4,5-tetrayl, etc. can be mentioned. The number of carbon atoms of the a-valent alicyclic hydrocarbon group is preferably 3 to 10, more preferably 3 to 6.

[0081] As the a-valent group formed by combining a chain hydrocarbon group and an alicyclic hydrocarbon group, it is preferably an a-valent group formed by combining at least one chain hydrocarbon group and at least one saturated alicyclic hydrocarbon group, and for example, the groups represented by the following formulas (a-4) to (a-7) can be mentioned.

[0082]

[0083] As the substituents that the above a-valent aliphatic hydrocarbon group having 1 to 12 carbon atoms may have, the groups exemplified as substituent A can be mentioned.

[0084] L 1 may be a group represented by formula (i).

[0085] In formula (i), T 3 The a-valent aromatic hydrocarbon group represented means a group obtained by substituting a hydrogen atoms directly bonded to the carbon atoms constituting the aromatic hydrocarbon ring with bonding sites. As the aromatic hydrocarbon ring constituting the a-valent aromatic hydrocarbon group, the structures described as the aromatic hydrocarbon rings constituting the above-mentioned divalent aromatic hydrocarbon group can be cited.

[0086] In formula (i), T 3 The a-valent aromatic heterocyclic group represented means a group formed by substituting a hydrogen atoms directly bonded to the atoms constituting the aromatic heterocycle with bonding sites. As the aromatic heterocycle constituting the a-valent aromatic heterocyclic group, the structures described as the aromatic heterocycles constituting the above-mentioned divalent aromatic heterocyclic group can be cited.

[0087] As the substituents that the above-mentioned a-valent aromatic hydrocarbon group and a-valent aromatic heterocyclic group may have, the groups exemplified as substituent A can be cited.

[0088] In formula (i), as the divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms represented by L 2 divalent chain hydrocarbon groups having 1 to 5 carbon atoms and divalent alicyclic hydrocarbon groups having 1 to 5 carbon atoms can be cited.

[0089] The divalent chain hydrocarbon group can be saturated or unsaturated, and a divalent saturated chain hydrocarbon group is preferred. As the divalent saturated chain hydrocarbon group, methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl and other alkane diyls can be cited.

[0090] The divalent alicyclic hydrocarbon group can be saturated or unsaturated, and a divalent saturated alicyclic hydrocarbon group is preferred. As the divalent saturated alicyclic hydrocarbon group, cyclopropyl-1,2-diyl, cyclobutyl-1,3-diyl and the like can be cited.

[0091] As the substituents that the above-mentioned divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms may have, the groups exemplified as substituent A can be cited.

[0092] As the group represented by formula (i), specifically, the groups represented by the following formula (i1) or (i2) can be cited.

[0093]

[0094] [In the formula, L i1 ~L i5 each independently represent a divalent saturated chain hydrocarbon group having 1 to 5 carbon atoms.]

[0095] Examples of the divalent saturated chain hydrocarbon group having 1 to 5 carbon atoms include methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, and pentane-1,5-diyl.

[0096] In formulas (i1) to (i2), L i1 and L i2 , and L i3 to L i5 may be the same or different from each other, and are preferably the same.

[0097] Crop X c- Examples of the c-valent anion represented include known anions. Specifically, examples include halide ions such as fluoride ion, chloride ion, bromide ion, and iodide ion, boron-containing anions, aluminum-containing anions, fluorine-containing anions, and anions containing at least one element selected from tungsten, molybdenum, silicon, and phosphorus and oxygen as essential elements.

[0098] Examples of the boron-containing anion and the aluminum-containing anion include, for example, the anions represented by the following formula (4).

[0099]

[0100] [In formula (4), W 1 , W 2 each independently represents a group having two substituents formed by releasing a proton from a monovalent proton-donating substituent. M A represents boron or aluminum.]

[0101] Examples of the group having two substituents formed by releasing a proton from a monovalent proton-donating substituent include groups formed by releasing a proton from two proton-donating substituents of a compound having at least two monovalent proton-donating substituents (such as a hydroxyl group, a carboxylic acid group, etc.). As the compound, catechol which may have a substituent, 2,3-dihydroxynaphthalene which may have a substituent, 2,2'-biphenol which may have a substituent, 3-hydroxy-2-naphthoic acid which may have a substituent, 2-hydroxy-1-naphthoic acid which may have a substituent, 1-hydroxy-2-naphthoic acid which may have a substituent, binaphthol which may have a substituent, salicylic acid which may have a substituent, diphenylglycolic acid which may have a substituent, or mandelic acid which may have a substituent is preferred.

[0102] In the compounds exemplified above, examples of the substituent include a saturated hydrocarbon group (such as an alkyl group, a cycloalkyl group, etc.), a halogen atom, a haloalkyl group, a hydroxyl group, an amino group, a nitro group, an alkoxy group, etc.

[0103] Examples of salicylic acids that may have substituents include salicylic acid, 3-methylsalicylic acid, 3-tert-butylsalicylic acid, 3-methoxysalicylic acid, 3-nitrosalicylic acid, 4-trifluoromethylsalicylic acid, 3,5-ditert-butylsalicylic acid, 3-aminosalicylic acid, 4-aminosalicylic acid, 5-aminosalicylic acid, 6-aminosalicylic acid and other monoaminosalicylic acids; 3-hydroxysalicylic acid (2,3-dihydroxybenzoic acid), 4-hydroxysalicylic acid (2,4-dihydroxybenzoic acid), 5-hydroxysalicylic acid (2,5-dihydroxybenzoic acid), 6-hydroxysalicylic acid (2,6-dihydroxybenzoic acid) and other monohydroxysalicylic acids; 4,5-dihydroxysalicylic acid, 4,6-dihydroxysalicylic acid and other dihydroxysalicylic acids; 3-chlorosalicylic acid, 4-chlorosalicylic acid, 5-chlorosalicylic acid, 6-chlorosalicylic acid, 3-bromosalicylic acid, 4-bromosalicylic acid, 5-bromosalicylic acid, 6-bromosalicylic acid and other monohalosalicylic acids; 3,5-dichlorosalicylic acid, 3,5-dibromosalicylic acid, 3,5-diiodosalicylic acid and other dihalosalicylic acids; 3,5,6-trichlorosalicylic acid and other trihalosalicylic acids, etc.

[0104] Examples of benzilic acids that may have substituents include

[0105]

[0106] Examples of mandelic acids that may have substituents include

[0107]

[0108] etc.

[0109] Preferred anions among the anions represented by the formula (4) include anions represented by the following formulas and having substituents described in Table 1, namely, anion (BC-1) to anion (BC-24), and anions (BC-25) to anion (BC-28) represented by the formula (BC-25), the formula (BC-26), the formula (BC-27) and the formula (BC-28), etc.

[0110]

[0111] [Table 1]

[0112] Anion <![CDATA[R 61 > <![CDATA[R 62 > <![CDATA[R 63 > <![CDATA[R 64 > Anion (BC-1) H H H H Anion (BC-2) OH H H H Anion (BC-3) H OH H H Anion (BC-4) H H OH H Anion (BC-5) H H H OH Anion (BC-6) Cl H H H Anion (BC-7) H Cl H H Anion (BC-8) H H C1 H Anion (BC-9) H H H C1 Anion (BC-10) Br H H H Anion (BC-11) H Br H H Anion (BC-12) H H Br H Anion (BC-13) H H H Br Anion (BC-14) <![CDATA[NH2]]> H H H Anion (BC-15) H <![CDATA[NH2]]> H H Anion (BC-16) H H <![CDATA[NH2]]> H Anion (BC-17) H H H <![CDATA[NH2]]> Anion (BC-18) H tBu H tBu Anion (BC-19) H Cl H Cl Anion (BC-20) H Br H Br Anion (BC-21) H I H I Anion (BC-22) H OH OH H Anion (BC-23) OH H OH H Anion (BC-24) Cl Cl H Cl

[0113]

[0114]

[0115] Anions (BC-1) to anions (BC-24), and M shown in anions (BC-25) to anions (BC-28) represented by formula (BC-25), formula (BC-26), formula (BC-27), and formula (BC-28), respectively A represents boron or aluminum.

[0116] From the viewpoint of solubility in an organic solvent, as the anion represented by formula (4), anions (BC-1), anions (BC-2), anions (BC-3), anions (BC-25), anions (BC-26), and anions (BC-27) are preferred, anions (BC-1), anions (BC-2), and anions (BC-25) are more preferred, and anions (BC-1) and anions (BC-2) are further preferred.

[0117] As the fluorine-containing anion, for example, groups represented by the following formulas (6), (7), (8), and (9) can be cited.

[0118]

[0119] [In formula (6), W 3 and W 4 each independently represent a fluorine atom or a fluoroalkyl group having 1 to 4 carbon atoms, or W 3 and W 4 together represent a fluoroalkylene group having 1 to 4 carbon atoms.]

[0120]

[0121] [In formula (7), W 5 to W 7 each independently represent a fluorine atom or a fluoroalkyl group having 1 to 4 carbon atoms.]

[0122]

[0123] [In formula (8), Y 1 represents a fluoroalkylene group having 1 to 4 carbon atoms.]

[0124]

[0125] [In formula (9), Y 2 represents a fluoroalkyl group having 1 to 4 carbon atoms.]

[0126] In Formulas (6), (7) and (9), as the fluoroalkyl group having 1 to 4 carbon atoms, a perfluoroalkyl group is preferred. Examples of the perfluoroalkyl group include -CF3, -CF2CF3, -CF2CF2CF3, -CF(CF3)2, -CF2CF2CF2CF3, -CF2CF(CF3)2, -C(CF3)3, etc.

[0127] In Formulas (6) and (8), as the fluoroalkylene group having 1 to 4 carbon atoms, a perfluoroalkylene group is preferred. Examples of the perfluoroalkylene group include -CF2-, -CF2CF2-, -CF2CF2CF2-, -C(CF3)2-, -CF2CF2CF2CF2-, etc.

[0128] As the anion represented by Formula (6) (hereinafter sometimes referred to as "anion (6)"), anions represented by Formulas (6-1) to (6-6) (hereinafter sometimes referred to as "anion (6-1)" to "anion (6-6)") can be respectively cited.

[0129]

[0130] As the anion represented by Formula (7) (hereinafter sometimes referred to as "anion (7)"), an anion represented by the following formula (7-1) can be cited.

[0131]

[0132] As the anion represented by Formula (8) (hereinafter sometimes referred to as "anion (8)"), anions represented by Formulas (8-1) to (8-4) (hereinafter sometimes referred to as "anion (8-1)" to "anion (8-4)") can be respectively cited.

[0133]

[0134] As the anion represented by Formula (9) (hereinafter sometimes referred to as "anion (9)"), anions represented by Formulas (9-1) to (9-4) (hereinafter sometimes referred to as "anion (9-1)" to "anion (9-4)") can be respectively cited.

[0135]

[0136] The c-valent anion represented by X c- is at least one anion selected from anion (6), anion (7), anion (8) and anion (9) (i.e., a fluorine-containing anion), and can improve the solubility of the compound (I) in an organic solvent. Among them, anion (6-1), anion (6-2) and anion (7-1) are preferred, and anion (6-2) is particularly preferred.

[0137] As Xc- The c-valent anion represented may include an anion containing at least one element selected from tungsten, molybdenum, silicon, and phosphorus and oxygen as essential elements, preferably an anion of a heteropolyacid or isopolyacid containing tungsten as an essential element, more preferably an anion of phosphotungstic acid, silicotungstic acid, and tungsten-based isopolyacid.

[0138] For the anion of the heteropolyacid or isopolyacid containing tungsten as an essential element, for example, Keggin-type phosphotungstate ion α-[PW 12 O 40 3- , Dawson-type phosphotungstate ion α-[P2W 18 O 62 6- , β-[P2W 18 O 62 6- , Keggin-type silicotungstate ion α-[SiW 12 O 40 4- , β-[SiW 12 O 40 4- , γ-[SiW 12 O 40 4- , and as other examples, [P2W 17 O 61 10- , [P2W 15 O 56 12- , [H2P2W 12 O 48 12- , [NaP5W 30 O 110 14- , α-[SiW9O 34 10- , γ-[SiW 10 O 36 8- , α-[SiW 11 O 39 8- , β-[SiW 11 O 39 8- , [W6O 19 2- , [W 10 O 32 4- , WO4 2- etc.

[0139] ​​​​​​​​​​​​​​​​In addition, among anions other than anions of heteropolyacids or isopolyacids containing tungsten as an essential element, anions composed of at least one element selected from silicon and phosphorus and oxygen are preferred.

[0140] Examples of such anions composed of at least one element selected from silicon and phosphorus and oxygen include SiO3 2- , PO4 3- .

[0141] Particularly from the viewpoint of ease of synthesis and post-treatment, heteropolyacid anions such as Keggin-type phosphotungstate ions, Dawson-type phosphotungstate ions, Keggin-type silicotungstate ions, etc., and [W 10 O 32 4- and other isopolyacid anions are preferred.

[0142] In formula (I), a plurality of R 1 ~R 13 , T 1 , T 2 and L 1 can be the same or different respectively, and are preferably the same.

[0143] R 1 ~R 4 are each independently preferably a saturated chain hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, an aryl group having 6 to 10 carbon atoms which may have a substituent, or an alkylaryl group having 7 to 10 carbon atoms which may have a substituent.

[0144] Particularly preferably, R 1 and R 3 are each independently an aryl group having 6 to 10 carbon atoms which may have a substituent, or an alkylaryl group having 7 to 10 carbon atoms which may have a substituent, and R 2 and R 4 are each independently a saturated chain hydrocarbon group having 1 to 10 carbon atoms which may have a substituent,

[0145] More preferably, R 1 and R 3 are each independently a phenyl group which may have a substituent, and R 2 and R 4 are each independently a saturated chain hydrocarbon group having 1 to 10 carbon atoms which may have a substituent,

[0146] Further preferably, R 1 and R 3 are each independently a phenyl group which may have a substituent and has an alkyl group having 1 to 4 carbon atoms at at least one of two bonding positions adjacent to the N bonded to the phenyl group, and R 2 and R​4 Each independently is a saturated chain hydrocarbon group having 1 to 6 carbon atoms which may have substituents,

[0147] More preferably, R 1 and R 3 Each independently is a phenyl group which may have substituents and is a group having an alkyl group having 1 to 4 carbon atoms at at least one of two bonding positions adjacent to N bonded to the phenyl group, and R 2 and R 4 Each independently is a saturated chain hydrocarbon group having 2 to 6 carbon atoms which may have substituents,

[0148] Particularly preferably, R 1 and R 3 Each independently is a phenyl group which may have substituents and is a group having an alkyl group having 1 to 3 carbon atoms at each of two bonding positions adjacent to N bonded to the phenyl group, and R 2 and R 4 Each independently is a saturated chain hydrocarbon group having 2 to 6 carbon atoms which may have substituents.

[0149] Here, examples of the substituents that the above phenyl group may have include at least one or more selected from alkyl groups having 1 to 4 carbon atoms, halogen atoms, hydroxyl groups, alkoxy groups, formyl groups, substituted or unsubstituted amino groups, nitro groups, cyano groups, -SO3 - and -SO3M (M is the same as above), among which, preferably at least one or more selected from alkyl groups having 1 to 4 carbon atoms, halogen atoms, alkoxy groups and -SO3 - Among them, more preferably at least one or more selected from alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms and -SO3 - Among them.

[0150] In particular, when the above phenyl group has no substituents or has only at least one or more substituents selected from alkyl groups having 1 to 4 carbon atoms, halogen atoms, hydroxyl groups, formyl groups, substituted or unsubstituted amino groups, nitro groups, cyano groups, -SO3 - and -SO3M (preferably only at least one or more substituents selected from alkyl groups having 1 to 4 carbon atoms and -SO3 - Among them) as substituents, the brightness of the resulting color filter can be further improved.

[0151] In addition, when the above phenyl group has an alkoxy group (preferably a methoxy group) as a substituent, the light resistance can be improved. The substitution position of the above alkoxy group (preferably a methoxy group) is not particularly limited, and by bonding to the position para to N bonded to the phenyl group, the above light resistance improvement effect can be further improved.

[0152] The above R1 ~R 4 In a preferred embodiment, R is particularly preferably 1 and R 3 are each independently any one of the groups represented by formulas (r1) to (r3). It should be noted that any one or more of the hydrogen atoms in the groups represented by formulas (r1) to (r3) may be substituted by -SO3 - .

[0153]

[0154] [In the formula, R r1 ~R r4 each independently represents an alkyl group having 1 to 4 carbon atoms. * represents the bonding site.]

[0155] R r1 ~R r4 are preferably methyl, ethyl, or propyl, more preferably methyl or ethyl, and still more preferably methyl.

[0156] R 5 ~R 12 are preferably hydrogen atoms.

[0157] R 13 is preferably a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms that may have substituents, more preferably a hydrogen atom or a saturated chain hydrocarbon group having 1 to 6 carbon atoms that may have substituents, still more preferably a hydrogen atom, methyl, ethyl, n-propyl, or isopropyl, and even more preferably a hydrogen atom.

[0158] As the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group represented by T 1 , a benzene ring, a naphthalene ring, or a structure in which at least one hydrogen atom of these rings is substituted with a saturated chain hydrocarbon group having 1 to 10 (preferably 1 to 4) carbon atoms is preferred. As T 1 , it is more preferably any one of the groups represented by the above formulas (Ta-1) to (Ta-8), and particularly preferably the group represented by the above formula (Ta-8).

[0159] T 2 is preferably a divalent aromatic hydrocarbon group that may have substituents. As the aromatic hydrocarbon ring constituting the above divalent aromatic hydrocarbon group, a benzene ring, a naphthalene ring, or a structure in which at least one hydrogen atom of these rings is substituted with a saturated chain hydrocarbon group having 1 to 10 (preferably 1 to 4) carbon atoms is preferred, and more preferably a benzene ring or a structure in which at least one hydrogen atom of the benzene ring is substituted with a saturated chain hydrocarbon group having 1 to 4 carbon atoms. As T 2, more preferably any one of the groups represented by the following formulas (Tb-1) to (Tb-10), still more preferably any one of the groups represented by the following formulas (Tb-3), (Tb-5), (Tb-6), (Tb-9), (Tb-10), and particularly preferably any one of the groups represented by the following formulas (Tb-5), (Tb-6), (Tb-9), (Tb-10).

[0160]

[0161] [In the formula, * represents the bonding site with L 1 , and ** represents the bonding site with the nitrogen atom.]

[0162] L 1 is preferably an a-valent aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have substituents, or is an a-valent aromatic hydrocarbon group in the group represented by formula (i) where T 3 is an a-valent aromatic hydrocarbon group which may have substituents, and L 2 is a divalent saturated chain hydrocarbon group having 1 to 5 carbon atoms, more preferably an alkylene group having 1 to 6 carbon atoms which may have substituents, a divalent saturated alicyclic hydrocarbon group having 3 to 10 carbon atoms which may have substituents, or the group represented by the above formula (i1) or (i2), still more preferably an alkylene group having 1 to 6 carbon atoms which may have substituents, a divalent saturated alicyclic hydrocarbon group having 3 to 10 carbon atoms which may have substituents, or any one of the groups represented by the following formulas (i-1) to (i-4).

[0163]

[0164] As the c-valent anion represented by X c- , it is preferably a halide ion or an anion containing at least one element selected from tungsten, molybdenum, silicon, and phosphorus and oxygen as essential elements, more preferably a halide ion, or an anion of a heteropolyacid or isopolyacid containing tungsten as an essential element, still more preferably a halide ion, a Keggin-type phosphotungstate ion, or a Dawson-type phosphotungstate ion.

[0165] As the substituent (i.e., substituent A) possessed by compound (I), it is preferably at least one or more selected from a halogen atom, a hydroxyl group, an alkoxy group, a substituted or unsubstituted amino group, -SO3 - and -SO3M, more preferably at least one or more selected from a halogen atom, an alkoxy group, -SO3 - and -SO3M.

[0166] a is preferably an integer of 2 to 6, more preferably an integer of 2 to 4, still more preferably 2 or 3. It should be noted that a in formula (I) is the same as a in formula (i).

[0167] c is usually from 1 to 14, preferably from 1 to 12, more preferably from 1 to 10, still more preferably from 1 to 6, and particularly preferably from 1 to 4.

[0168] b and d are determined according to a, c and the number of -SO3 - (hereinafter sometimes referred to as e) possessed by the compound (I) as a substituent, and generally adjusted so that the overall charge of the formula (I) is 0. Therefore, usually, a to d in the formula (I) satisfy the relationship of the following formula (z).

[0169] a × b = (c × d) + e ··· (z)

[0170] [In the above formula, a to d represent the same meanings as described above. e represents the number of -SO3 - possessed by the compound (I) as a substituent.]

[0171] e is an integer of 0 or more, preferably from 0 to (a + 1), more preferably from 0 to a, still more preferably 0 or a. In particular, when d is 1 or more, it is preferable that e is 0, that is, the compound (I) does not have -SO3 - , and when d is 0, it is preferable that e = a.

[0172] It should be noted that from the viewpoints of heat resistance and solvent resistance, it is preferable that X c- is an anion containing at least one element selected from tungsten, molybdenum, silicon and phosphorus and oxygen as essential elements, d is 1 or more, and e is 0.

[0173] As the compound (I), a compound represented by the formula (I-1) or the formula (I-2) is preferable.

[0174]

[0175] [In the formula (I-1),

[0176] R 101 and R 103 are independently phenyl groups which may have substituents,

[0177] R 102 and R 104 are independently saturated chain hydrocarbon groups having 1 to 10 carbon atoms which may have substituents,

[0178] R 105 to R 112 are hydrogen atoms,

[0179] R 113 is a hydrogen atom or a saturated chain hydrocarbon group having 1 to 6 carbon atoms which may have substituents,

[0180] T 101 and T102 is a divalent aromatic hydrocarbon group which may have substituents, and the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group is a benzene ring, a naphthalene ring, or a structure obtained by substituting at least one hydrogen atom of these rings with a saturated chain hydrocarbon group having 1 to 4 carbon atoms.

[0181] L 101 is a monovalent aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have substituents, or represents a group represented by the following formula (i-1),

[0182] a101 is 2 or 3,

[0183] d101 represents an integer of 1 or more,

[0184] b, c and X c- represent the same meanings as described above.

[0185]

[0186] [In formula (i-1),

[0187] T 103 represents a monovalent aromatic hydrocarbon group which may have substituents.

[0188] L 102 represents a divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms.

[0189] a101 is 2 or 3.

[0190] * represents the bonding site to T 102 .

[0191]

[0192] [In formula (I-2),

[0193] R 201 and R 203 are each independently a phenyl group which may have substituents,

[0194] R 202 and R 204 are each independently a saturated chain hydrocarbon group having 1 to 10 carbon atoms which may have substituents,

[0195] R 205 ~R 212 are hydrogen atoms,

[0196] R 213 is a hydrogen atom or a saturated chain hydrocarbon group having 1 to 6 carbon atoms which may have substituents,

[0197] T 201 and T 202is a divalent aromatic hydrocarbon group which may have substituents, and the aromatic hydrocarbon ring constituting the above divalent aromatic hydrocarbon group is a benzene ring, a naphthalene ring, or a structure obtained by substituting at least one hydrogen atom of these rings with a saturated chain hydrocarbon group having 1 to 4 carbon atoms.

[0198] L 201 is a monovalent aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have substituents, or represents a group represented by the following formula (i-2).

[0199] a201 and e201 are 2 or 3.

[0200] For the compound represented by formula (I-2), R 201 ~R 213 , T 201 , T 202 and L 201 any e201 hydrogen atoms of which are substituted by -SO3 - .

[0201]

[0202] [In formula (i-2),

[0203] T 203 represents a monovalent aromatic hydrocarbon group which may have substituents.

[0204] L 202 represents a divalent saturated chain hydrocarbon group having 1 to 5 carbon atoms.

[0205] a201 is 2 or 3.

[0206] * represents the bonding site to T 202 .

[0207] As the substituents that the phenyl groups represented by R 101 , R 103 , R 201 and R 203 may have, there may be mentioned at least one or more selected from alkyl groups having 1 to 4 carbon atoms, halogen atoms, hydroxyl groups, alkoxy groups, formyl groups, substituted or unsubstituted amino groups, nitro groups, cyano groups, and -SO3M (M is a hydrogen atom or an alkali metal atom), and among them, preferably at least one or more selected from alkyl groups having 1 to 4 carbon atoms and alkoxy groups having 1 to 4 carbon atoms. As the halogen atom, alkoxy group, substituted amino group, and alkali metal atom, they are the same as the halogen atom, alkoxy group, substituted amino group, and alkali metal atom described as substituent A.

[0208] R 101 , R 103 , R 201 and R 203Each is independently preferably a phenyl group which may have a substituent, and is a group having an alkyl group having 1 to 4 carbon atoms at at least one (preferably both) of the two bonding positions ortho to the N bonded to the phenyl group. In particular, R 101 , R 103 , R 201 and R 203 are each independently preferably any one of the groups represented by the above formulas (r1) to (r3). From the viewpoint of better brightness, they are more preferably the groups represented by the above formula (r1) or (r2), and from the viewpoint of better light resistance, they are more preferably the group represented by the above formula (r3).

[0209] R 102 , R 104 , R 202 and R 204 are each independently preferably a saturated chain hydrocarbon group having 1 to 6 carbon atoms which may have a substituent, more preferably a saturated chain hydrocarbon group having 2 to 6 carbon atoms, and still more preferably a saturated chain hydrocarbon group having 2 to 4 carbon atoms. As the substituent (hereinafter referred to as substituent B) that the saturated chain hydrocarbon groups represented by R 102 , R 104 , R 202 and R 204 may have, there may be mentioned at least one or more selected from a halogen atom, a hydroxyl group, an alkoxy group, a formyl group, a substituted or unsubstituted amino group, a nitro group, a cyano group, and -SO3M (M is a hydrogen atom or an alkali metal atom). As the halogen atom, alkoxy group, substituted amino group, and alkali metal atom, they are the same as the halogen atom, alkoxy group, substituted amino group, and alkali metal atom described as substituent A.

[0210] As the substituent that the saturated chain hydrocarbon groups having 1 to 6 carbon atoms represented by R 113 and R 213 may have, there may be mentioned the groups described as substituent B. R 113 , R 213 are preferably hydrogen atoms.

[0211] As the substituent that the divalent aromatic hydrocarbon groups represented by T 101 and T 201 may have, there may be mentioned the groups described as substituent B. As T 101 and T 201 , it is preferably any one of the groups represented by the above formulas (Ta-1) to (Ta-8), and more preferably the group represented by the formula (Ta-8).

[0212] As T 102 and T 202The substituents that the divalent aromatic hydrocarbon group represented can have include the groups described as substituent B, and among them, at least one or more selected from a halogen atom and an alkoxy group are preferred. As T 102 and T 202 , it is preferably a divalent aromatic hydrocarbon group that may have a substituent, and the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group is a benzene ring or a structure in which at least one hydrogen atom of the benzene ring is substituted with a saturated chain hydrocarbon group having 1 to 4 carbon atoms, more preferably any one of the groups represented by the above formulas (Tb-1) to (Tb-10), further preferably any one of the groups represented by the formulas (Tb-5), (Tb-6), (Tb-9), (Tb-10), and particularly preferably any one of the groups represented by the formulas (Tb-5), (Tb-6).

[0213] As L 101 and L 201 represent a saturated chain hydrocarbon group having 1 to 8 carbon atoms with a valence of a, an aromatic hydrocarbon group with a valence of a represented by T 3 , an aromatic hydrocarbon group with a valence of a101 represented by T 103 , an aromatic hydrocarbon group with a valence of a201 represented by T 203 , and a substituent of the aliphatic hydrocarbon group represented by L 2 , the groups described as substituent B can be cited. As L 101 and L 201 , it is preferably an alkylene group having 1 to 6 carbon atoms that may have a substituent, a divalent saturated alicyclic hydrocarbon group having 3 to 10 carbon atoms that may have a substituent, or any one of the groups represented by the above formulas (i1) or (i2).

[0214] In formula (i-1), the a101-valent aromatic hydrocarbon group represented by T 103 refers to a group in which a101 hydrogen atoms directly bonded to the carbon atoms constituting the ring in the aromatic hydrocarbon ring are substituted with the bonding sites. As the aromatic hydrocarbon ring constituting the a101-valent aromatic hydrocarbon group, the structures described above as the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group can be cited.

[0215] In formula (i-2), the a201-valent aromatic hydrocarbon group represented by T 203 refers to a group in which a201 hydrogen atoms directly bonded to the carbon atoms constituting the ring in the aromatic hydrocarbon ring are substituted with the bonding sites. As the aromatic hydrocarbon ring constituting the a201-valent aromatic hydrocarbon group, the structures described above as the aromatic hydrocarbon ring constituting the divalent aromatic hydrocarbon group can be cited.

[0216] L 102 and L 202Preferably an alkylene group having 1 to 5 carbon atoms, more preferably methylene, ethylene, propane-1,2-diyl, propane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl.

[0217] a201 and e201 are preferably the same.

[0218] The compounds represented by formula (I-1) and formula (I-2) preferably have a charge of 0. a101 in formula (I-1) is preferably the same as a101 in formula (i-1). a201 in formula (I-2) is preferably the same as a201 in formula (i-2).

[0219] It should be noted that from the viewpoints of heat resistance and solvent resistance, the compound represented by formula (I-1) is preferred.

[0220] As the compound (I), specifically, the compounds (I-1a-1) to (I-108a-1) and compounds (I-1a-2) to (I-108a-2) represented by the following formula (I-a), and the compounds (I-1b) to (I-108b) represented by the following formula (I-b) can be mentioned. It should be noted that the compound represented by formula (I-b) represents the compound in which b is 1 and d is 0 in the compound (I). The R 1b ~R 13b 、T 1b 、T 2b and L 1b Any e2 hydrogen atoms possessed by are substituted by -SO3 - substituted.

[0221]

[0222] [Table 2]

[0223] <![CDATA[R 1a ,R 3a > <![CDATA[R 2a ,R 4a > <![CDATA[R 5a ~R 12a > <![CDATA[R 13a > <![CDATA[T 1a > <![CDATA[T 2a > <![CDATA[L 1a > a1 b1 <![CDATA[X c1- > d1 I-1a-1 r-1 Et H H Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-2a-1 r-2 Et H H Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-3a-1 r-3 Et H H Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-4a-1 r-1 Et H H Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-5a-1 r-2 Et H H Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-6a-1 r-3 Et H H Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-7a-1 r-1 Et H Et Ta-8 Tb-5 l-1 2 1 Cr 2 I-8a-1 r-2 Et H Et Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-9a-1 r-3 Et H Et Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-10a-1 r-1 Et H Et Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-11a-1 r-2 Et H Et Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-12a-1 r-3 Et H Et Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-13a-1 r-1 Et H Pr Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-14a-1 r-2 Et H Pr Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-15a-1 r-3 Et H Pr Ta-8 Tb-5 l-1 2 1 <![CDATA[Cl - > 2 I-16a-1 r-1 Et H Pr Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-17a-1 r-2 Et H Pr Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-18a-1 r-3 Et H Pr Ta-8 Tb-6 l-1 2 1 <![CDATA[Cl - > 2 I-19a-1 r-1 Et H H Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-20a-1 r-2 Et H H Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-21a-1 r-3 Et H H Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-22a-1 r-1 Et H H Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-23a-1 r-2 Et H H Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-24a-1 r-3 Et H H Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-25a-1 r-1 Et H Et Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-26a-1 r-2 Et H Et Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-27a-1 r-3 Et H Et Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-28a-1 r-1 Et H Et Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-29a-1 r-2 Et H Et Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-30a-1 r-3 Et H Et Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-31a-1 r-1 Et H Pr Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-32a-1 r-2 Et H Pr Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-33a-1 r-3 Et H Pr Ta-8 Tb-5 i-2 2 1 <![CDATA[Cl - > 2 I-34a-1 r-1 Et H Pr Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-35a-1 r-2 Et H Pr Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-36a-1 r-3 Et H Pr Ta-8 Tb-6 i-2 2 1 <![CDATA[Cl - > 2 I-37a-1 r-1 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-38a-1 r-2 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-39a-1 r-3 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-40a-1 r-1 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-41a-1 r-2 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-42a-1 r-3 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-43a-1 r-1 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-44a-1 r-2 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-45a-1 r-3 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3

[0224] [Table 3]

[0225] <![CDATA[R 1a , R 3a > <![CDATA[R 2a ,R 4a > <![CDATA[R 5a ~R 12a > <![CDATA[R 13a > <![CDATA[T 1a > <![CDATA[T 2a > <![CDATA[L 1a > a1 b1 <![CDATA[X c1- > d1 I-46a-1 r-1 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-47a-1 r-2 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-48a-1 r-3 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-49a-1 r-1 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-50a-1 r-2 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-51a-1 r-3 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[Cl - > 3 I-52a-1 r-1 Et H Pr Ta-8 Tb-6 i-4 3 1 Cr 3 I-53a-1 r-2 Et H Pr Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-54a-1 r-3 Et H Pr Ta-8 Tb-6 i-4 3 1 <![CDATA[Cl - > 3 I-55a-1 r-1 Et H H Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-56a-1 r-2 Et H H Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-57a-1 r-3 Et H H Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-58a-1 r-1 Et H H Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-59a-1 r-2 Et H H Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-60a-1 r-3 Et H H Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-61a-1 r-1 Et H Et Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-62a-1 r-2 Et H Et Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-63a-1 r-3 Et H Et Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-64a-1 r-1 Et H Et Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-65a-1 r-2 Et H Et Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-66a-1 r-3 Et H Et Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-67a-1 r-1 Et H Pr Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-68a-1 r-2 Et H Pr Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-69a-1 r-3 Et H Pr Ta-8 Tb-9 l-1 2 1 <![CDATA[Cl - > 2 I-70a-1 r-1 Et H Pr Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-71a-1 r-2 Et H Pr Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-72a-1 r-3 Et H Pr Ta-8 Tb-10 l-1 2 1 <![CDATA[Cl - > 2 I-73a-1 r-1 Et H H Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-74a-1 r-2 Et H H Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-75a-1 r-3 Et H H Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-76a-1 r-1 Et H H Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-77a-1 r-2 Et H H Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-78a-1 r-3 Et H H Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-79a-1 r-1 Et H Et Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-80a-1 r-2 Et H Et Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-81a-1 r-3 Et H Et Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-82a-1 r-1 Et H Et Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-83a-1 r-2 Et H Et Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-84a-1 r-3 Et H Et Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-85a-1 r-1 Et H Pr Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-86a-1 r-2 Et H Pr Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-87a-1 r-3 Et H Pr Ta-8 Tb-9 i-2 2 1 <![CDATA[Cl - > 2 I-88a-1 r-1 Et H Pr Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-89a-1 r-2 Et H Pr Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2 I-90a-1 r-3 Et H Pr Ta-8 Tb-10 i-2 2 1 <![CDATA[Cl - > 2

[0226] [Table 4]

[0227] <![CDATA[R 1a , R 3a > <![CDATA[R 2a ,R 4a > <![CDATA[R 5a ~R 12a > <![CDATA[R 13a > <![CDATA[T 1a > <![CDATA[T 2a > <![CDATA[L 1a > a1 b1 <![CDATA[X c1- > d1 I-91a-1 r-1 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-92a-1 r-2 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-93a-1 r-3 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-94a-1 r-1 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-95a-1 r-2 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-96a-1 r-3 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-97a-1 r-1 Et H Et Ta-8 Tb-9 i-4 3 1 Cr 3 I-98a-1 r-2 Et H Et Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-99a-1 r-3 Et H Et Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-100a-1 r-1 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-101a-1 r-2 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-102a-1 r-3 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-103a-1 r-1 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-104a-1 r-2 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-105a-1 r-3 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[Cl - > 3 I-106a-1 r-1 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-107a-1 r-2 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-108a-1 r-3 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[Cl - > 3 I-1a-2 r-1 Et H H Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-2a-2 r-2 Et H H Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-3a-2 r-3 Et H H Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-4a-2 r-1 Et H H Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-5a-2 r-2 Et H H Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-6a-2 r-3 Et H H Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-7a-2 r-1 Et H Et Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-8a-2 r-2 Et H Et Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-9a-2 r-3 Et H Et Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-10a-2 r-1 Et H Et Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-11a-2 r-2 Et H Et Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-12a-2 r-3 Et H Et Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-13a-2 r-1 Et H Pr Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-14a-2 r-2 Et H Pr Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-15a-2 r-3 Et H Pr Ta-8 Tb-5 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-16a-2 r-1 Et H Pr Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-17a-2 r-2 Et H Pr Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-18a-2 r-3 Et H Pr Ta-8 Tb-6 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-19a-2 r-1 Et H H Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-20a-2 r-2 Et H H Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-21a-2 r-3 Et H H Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-22a-2 r-1 Et H H Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-23a-2 r-2 Et H H Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-24a-2 r-3 Et H H Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-25a-2 r-1 Et H Et Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-26a-2 r-2 Et H Et Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-27a-2 r-3 Et H Et Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2

[0228] [Table 5]

[0229] <![CDATA[R 1a , R 3a > <![CDATA[R 2a ,R 4a > <![CDATA[R 5a ~R 12a > <![CDATA[R 13a > <![CDATA[T 1a > <![CDATA[T 2a > <![CDATA[L 1a > a1 b1 <![CDATA[X c1- > d1 I-28a-2 r-1 Et H Et Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-29a-2 r-2 Et H Et Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-30a-2 r-3 Et H Et Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-31a-2 r-1 Et H Pr Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-32a-2 r-2 Et H Pr Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-33a-2 r-3 Et H Pr Ta-8 Tb-5 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-34a-2 r-1 Et H Pr Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-35a-2 r-2 Et H Pr Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3。]]> 2 I-36a-2 r-3 Et H Pr Ta-8 Tb-6 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-37a-2 r-1 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-38a-2 r-2 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-39a-2 r-3 Et H H Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-40a-2 r-1 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-41a-2 r-2 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-42a-2 r-3 Et H H Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-43a-2 r-1 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-44a-2 r-2 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-45a-2 r-3 Et H Et Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-46a-2 r-1 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-47a-2 r-2 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-48a-2 r-3 Et H Et Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-49a-2 r-1 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-50a-2 r-2 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-51a-2 r-3 Et H Pr Ta-8 Tb-5 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-52a-2 r-1 Et H Pr Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-53a-2 r-2 Et H Pr Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-54a-2 r-3 Et H Pr Ta-8 Tb-6 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-55a-2 r-1 Et H H Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-56a-2 r-2 Et H H Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-57a-2 r-3 Et H H Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-58a-2 r-1 Et H H Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-59a-2 r-2 Et H H Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-60a-2 r-3 Et H H Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-61a-2 r-1 Et H Et Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-62a-2 r-2 Et H Et Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-63a-2 r-3 Et H Et Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-64a-2 r-1 Et H Et Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-65a-2 r-2 Et H Et Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-66a-2 r-3 Et H Et Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-67a-2 r-1 Et H Pr Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-68a-2 r-2 Et H Pr Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-69a-2 r-3 Et H Pr Ta-8 Tb-9 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-70a-2 r-1 Et H Pr Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-71a-2 r-2 Et H Pr Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-72a-2 r-3 Et H Pr Ta-8 Tb-10 l-1 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2

[0230] [Table 6]

[0231] <![CDATA[R 1a ,R 3a > <![CDATA[R 2a ,R 4a > <![CDATA[R 5a ~R 12a > <![CDATA[R 13a > <![CDATA[T 1a > <![CDATA[T 2a > <![CDATA[L 1a > a1 b1 <![CDATA[X c1- > d1 I-73a-2 r-1 Et H H Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-74a-2 r-2 Et H H Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-75a-2 r-3 Et H H Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-76a-2 r-1 Et H H Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-77a-2 r-2 Et H H Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-78a-2 r-3 Et H H Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-79a-2 r-1 Et H Et Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-80a-2 r-2 Et H Et Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-81a-2 r-3 Et H Et Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-82a-2 r-1 Et H Et Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-83a-2 r-2 Et H Et Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-84a-2 r-3 Et H Et Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-85a-2 r-1 Et H Pr Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-86a-2 r-2 Et H Pr Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-87a-2 r-3 Et H Pr Ta-8 Tb-9 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-88a-2 r-1 Et H Pr Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-89a-2 r-2 Et H Pr Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-90a-2 r-3 Et H Pr Ta-8 Tb-10 i-2 2 3 <![CDATA[[PW 12 O 40 3- > ​ 2 I-91a-2 r-1 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-92a-2 r-2 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-93a-2 r-3 Et H H Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 4a 3- > ​ 1 I-94a-2 r-1 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-95a-2 r-2 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-96a-2 r-3 Et H H Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-97a-2 r-1 Et H Et Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-98a-2 r-2 Et H Et Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 4o 3- > ​ 1 I-49a-2 r-3 Et H Et Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-100a-2 r-1 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-101a-2 r-2 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-102a-2 r-3 Et H Et Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-103a-2 r-1 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-104a-2 r-2 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-105a-2 r-3 Et H Pr Ta-8 Tb-9 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-106a-2 r-1 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-107a-2 r-2 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1 I-108a-2 r-3 Et H Pr Ta-8 Tb-10 i-4 3 1 <![CDATA[[PW 12 O 40 3- > ​ 1

[0232]

[0233] [Table 7]

[0234] <![CDATA[R 1b ,R 3b > <![CDATA[R 2b , R 4b > <![CDATA[R 5b ~R 12b > <![CDATA[R 13b > <![CDATA[T 1b > <![CDATA[T 2b > <![CDATA[L 1b > a2 e2 I-1b r-1 Et H H Ta-8 Tb-5 l-1 2 2 I-2b r-2 Et H H Ta-8 Tb-5 l-1 2 2 I-3b r-3 Et H H Ta-8 Tb-5 l-1 2 2 I-4b r-1 Et H H Ta-8 Tb-6 l-1 2 2 I-5b r-2 Et H H Ta-8 Tb-6 l-1 2 2 I-6b r-3 Et H H Ta-8 Tb-6 l-1 2 2 I-7b r-1 Et H Et Ta-8 Tb-5 l-1 2 2 I-8b r-2 Et H Et Ta-8 Tb-5 l-1 2 2 I-9b r-3 Et H Et Ta-8 Tb-5 l-1 2 2 I-10b r-1 Et H Et Ta-8 Tb-6 l-1 2 2 I-11b r-2 Et H Et Ta-8 Tb-6 l-1 2 2 I-12b r-3 Et H Et Ta-8 Tb-6 l-1 2 2 I-13b r-1 Et H Pr Ta-8 Tb-5 l-1 2 2 I-14b r-2 Et H Pr Ta-8 Tb-5 l-1 2 2 I-15b r-3 Et H Pr Ta-8 Tb-5 l-1 2 2 I-16b r-1 Et H Pr Ta-8 Tb-6 l-1 2 2 I-17b r-2 Et H Pr Ta-8 Tb-6 l-1 2 2 I-18b r-3 Et H Pr Ta-8 Tb-6 l-1 2 2 I-19b r-1 Et H H Ta-8 Tb-5 i-2 2 2 I-20b r-2 Et H H Ta-8 Tb-5 i-2 2 2 I-21b r-3 Et H H Ta-8 Tb-5 i-2 2 2 I-22b r-1 Et H H Ta-8 Tb-6 i-2 2 2 I-23b r-2 Et H H Ta-8 Tb-6 i-2 2 2 I-24b r-3 Et H H Ta-8 Tb-6 i-2 2 2 I-25b r-1 Et H Et Ta-8 Tb-5 i-2 2 2 I-26b r-2 Et H Et Ta-8 Tb-5 i-2 2 2 I-27b r-3 Et H Et Ta-8 Tb-5 i-2 2 2 I-28b r-1 Et H Et Ta-8 Tb-6 i-2 2 2 I-29b r-2 Et H Et Ta-8 Tb-6 i-2 2 2 I-30b r-3 Et H Et Ta-8 Tb-6 i-2 2 2 I-31b r-1 Et H Pr Ta-8 Tb-5 i-2 2 2 I-32b r-2 Et H Pr Ta-8 Tb-5 i-2 2 2 I-33b r-3 Et H Pr Ta-8 Tb-5 i-2 2 2 I-34b r-1 Et H Pr Ta-8 Tb-6 i-2 2 2 I-35b r-2 Et H Pr Ta-8 Tb-6 i-2 2 2 I-36b r-3 Et H Pr Ta-8 Tb-6 i-2 2 2 I-37b r-1 Et H H Ta-8 Tb-5 i-4 3 3 I-38b r-2 Et H H Ta-8 Tb-5 i-4 3 3 I-39b r-3 Et H H Ta-8 Tb-5 i-4 3 3 I-40b r-1 Et H H Ta-8 Tb-6 i-4 3 3 I-41b r-2 Et H H Ta-8 Tb-6 i-4 3 3 I-42b r-3 Et H H Ta-8 Tb-6 i-4 3 3 I-43b r-1 Et H Et Ta-8 Tb-5 i-4 3 3 I-44b r-2 Et H Et Ta-8 Tb-5 i-4 3 3 I-45b r-3 Et H Et Ta-8 Tb-5 i-4 3 3

[0235] [Table 8]

[0236] <![CDATA[R 1b ,R 3b > <![CDATA[R 2b rR 4b > <![CDATA[R 5b ~R 12b > <![CDATA[R 13b > <![CDATA[T 1b > <![CDATA[T 2b > <![CDATA[L 1b > a2 e2 I-46b r-1 Et H Et Ta-8 Tb-6 i-4 3 3 I-47b r-2 Et H Et Ta-8 Tb-6 i-4 3 3 I-48b r-3 Et H Et Ta-8 Tb-6 i-4 3 3 I-49b r-1 Et H Pr Ta-8 Tb-5 i-4 3 3 I-50b r-2 Et H Pr Ta-8 Tb-5 i-4 3 3 I-51b r-3 Et H Pr Ta-8 Tb-5 i-4 3 3 I-52b r-1 Et H Pr Ta-8 Tb-6 i-4 3 3 I-53b r-2 Et H Pr Ta-8 Tb-6 i-4 3 3 I-54b r-3 Et H Pr Ta-8 Tb-6 i-4 3 3 I-55b r-1 Et H H Ta-8 Tb-9 l-1 2 2 I-56b r-2 Et H H Ta-8 Tb-9 l-1 2 2 I-57b r-3 Et H H Ta-8 Tb-9 l-1 2 2 I-58b r-1 Et H H Ta-8 Tb-10 l-1 2 2 I-59b r-2 Et H H Ta-8 Tb-10 l-1 2 2 I-60b r-3 Et H H Ta-8 Tb-10 l-1 2 2 I-61b r-1 Et H Et Ta-8 Tb-9 l-1 2 2 I-62b r-2 Et H Et Ta-8 Tb-9 l-1 2 2 I-63b r-3 Et H Et Ta-8 Tb-9 l-1 2 2 I-64b r-1 Et H Et Ta-8 Tb-10 l-1 2 2 I-65b r-2 Et H Et Ta-8 Tb-10 l-1 2 2 I-66b r-3 Et H Et Ta-8 Tb-10 l-1 2 2 I-67b r-1 Et H Pr Ta-8 Tb-9 l-1 2 2 I-68b r-2 Et H Pr Ta-8 Tb-9 l-1 2 2 I-69b r-3 Et H Pr Ta-8 Tb-9 l-1 2 2 I-70b r-1 Et H Pr Ta-8 Tb-10 l-1 2 2 I-71b r-2 Et H Pr Ta-8 Tb-10 l-1 2 2 I-72b r-3 Et H Pr Ta-8 Tb-10 l-1 2 2 I-73b r-1 Et H H Ta-8 Tb-9 i-2 2 2 I-74b r-2 Et H H Ta-8 Tb-9 i-2 2 2 I-75b r-3 Et H H Ta-8 Tb-9 i-2 2 2 I-76b r-1 Et H H Ta-8 Tb-10 i-2 2 2 I-77b r-2 Et H H Ta-8 Tb-10 i-2 2 2 I-78b r-3 Et H H Ta-8 Tb-10 i-2 2 2 I-79b r-1 Et H Et Ta-8 Tb-9 i-2 2 2 I-80b r-2 Et H Et Ta-8 Tb-9 i-2 2 2 I-81b r-3 Et H Et Ta-8 Tb-9 i-2 2 2 I-82b r-1 Et H Et Ta-8 Tb-10 i-2 2 2 I-83b r-2 Et H Et Ta-8 Tb-10 i-2 2 2 I-84b r-3 Et H Et Ta-8 Tb-10 i-2 2 2 I-85b r-1 Et H Pr Ta-8 Tb-9 i-2 2 2 I-86b r-2 Et H Pr Ta-8 Tb-9 i-2 2 2 I-87b r-3 Et H Pr Ta-8 Tb-9 i-2 2 2 I-88b r-1 Et H Pr Ta-8 Tb-10 i-2 2 2 I-89b r-2 Et H Pr Ta-8 Tb-10 i-2 2 2 I-90b r-3 Et H Pr Ta-8 Tb-10 i-2 2 2

[0237] [Table 9]

[0238] <![CDATA[R 1b ,R 3b > <![CDATA[R 2b ,R 4b > <![CDATA[R 5b ~R 12b > <![CDATA[R 13b > <![CDATA[T 1b > <![CDATA[T 2b > <![CDATA[L 1b > a2 e2 I-91b r-1 Et H H Ta-8 Tb-9 i-4 3 3 I-92b r-2 Et H H Ta-8 Tb-9 i-4 3 3 I-93b r-3 Et H H Ta-8 Tb-9 i-4 3 3 I-94b r-1 Et H H Ta-8 Tb-10 i-4 3 3 I-95b r-2 Et H H Ta-8 Tb-10 i-4 3 3 I-96b r-3 Et H H Ta-8 Tb-10 i-4 3 3 I-97b r-1 Et H Et Ta-8 Tb-9 i-4 3 3 I-98b r-2 Et H Et Ta-8 Tb-9 i-4 3 3 I-99b r-3 Et H Et Ta-8 Tb-9 i-4 3 3 I-100b r-1 Et H Et Ta-8 Tb-10 i-4 3 3 I-101b r-2 Et H Et Ta-8 Tb-10 i-4 3 3 I-102b r-3 Et H Et Ta-8 Tb-10 i-4 3 3 I-103b r-1 Et H Pr Ta-8 Tb-9 i-4 3 3 I-104b r-2 Et H Pr Ta-8 Tb-9 i-4 3 3 I-105b r-3 Et H Pr Ta-8 Tb-9 i-4 3 3 I-106b r-1 Et H Pr Ta-8 Tb-10 i-4 3 3 I-107b r-2 Et H Pr Ta-8 Tb-10 i-4 3 3 I-108b r-3 Et H Pr Ta-8 Tb-10 i-4 3 3

[0239] In Tables 2 to 9, H represents a hydrogen atom, Et represents an ethyl group, Pr represents a n-propyl group, r-1 to r-3 represent groups represented by the following formulas (r-1) to (r-3), Ta-8 represents a group represented by the following formula (Ta-8), Tb-5 to Tb-6 and Tb-9 to Tb-10 represent groups represented by the following formulas (Tb-5) to (Tb-6) and (Tb-9) to (Tb-10), l-1 represents a group represented by the following formula (l-1), and i-2 and i-4 represent groups represented by the following formulas (i-2) and (i-4).

[0240]

[0241] [In the formula, * represents the bonding site to the nitrogen atom.]

[0242]

[0243] [In the formula, * represents the bonding site.]

[0244]

[0245] [In the formula, * represents the bonding site to L 1a or L 1b and ** represents the bonding site to the nitrogen atom.]

[0246]

[0247] [In the formula, * represents the bonding site to T 2a or T 2b

[0248] ​As the compound (I), preferably the compounds (I-1a-1) to (I-36a-1), the compounds (I-1a-2) to (I-36a-2), the compounds (I-55a-1) to (I-90a-1), the compounds (I-55a-2) to (I-90a-2), the compounds (I-1b) to (I-36b), and the compounds (I-55b) to (I-90b), more preferably the compounds (I-1a-1) to (I-18a-1), the compounds (I-55a-1) to (I-72a-1), the compounds (I-1a-2) to (I-18a-2), the compounds (I-55a-2) to (I-72a-2), the compounds (I-1b) to (I-18b), and the compounds (I-55b) to (I-72b), still more preferably the compounds (I-1a-2) to (I-18a-2), the compounds (I-55a-2) to (I-72a-2), the compounds (I-1b) to (I-18b), and the compounds (I-55b) to (I-72b). From the viewpoint of better brightness, R 1a R 3a R 1b R 3b compounds represented by the formula (r-1) or (r-2), and from the viewpoint of better light resistance, R 1a R 3a R 1b R 3b compounds represented by the formula (r-3). In addition, from the viewpoints of heat resistance and solvent resistance, preferably the compounds (I-1a-2) to (I-108a-2), more preferably the compounds (I-1a-2) to (I-18a-2) and the compounds (I-55a-2) to (I-72a-2), still more preferably the compounds (I-1a-2) to (I-6a-2) and the compounds (I-55a-2) to (I-60a-2), and even more preferably the compounds (I-1a-2) to (I-6a-2).

[0249] The compound (I) can be produced by methods such as the following (1) to (3).

[0250] (1) Method for producing the compound (I) (hereinafter sometimes referred to as compound (I')) in which X c- is a halide ion

[0251] The compound (I') can be produced, for example, by reacting a compound represented by the formula (B-I) with a compound represented by the formula (C-I).

[0252]

[0253] [In the formulas (B-I) and (C-I), R1 ~R 13 、T 2 、L 1 and a represent the same meanings as described above. T 1B represents a group obtained by substituting a bonding site different from the bonding site bonded to the nitrogen atom in the above-mentioned T 1 with a hydrogen atom.]

[0254] The amount of the compound represented by the formula (C-I) used is preferably 0.5 mol to 10 mol, more preferably 1 mol to 4 mol, relative to 1 mol of the compound represented by the formula (B-I).

[0255] The reaction temperature is preferably 30°C to 180°C, more preferably 80°C to 130°C. The reaction time is preferably 1 hour to 12 hours, more preferably 1 hour to 8 hours.

[0256] The above reaction can be carried out in the presence of an organic solvent or without a solvent. From the viewpoint of yield, it is preferably carried out in an organic solvent. Examples of the organic solvent include hydrocarbon solvents such as toluene and xylene; halogenated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, and chloroform; alcohol solvents such as methanol, ethanol, isopropanol, and butanol; nitrohydrocarbon solvents such as nitrobenzene; ketone solvents such as methyl isobutyl ketone; amide solvents such as 1-methyl-2-pyrrolidone, etc. The amount of the organic solvent used is preferably 1 part by mass to 20 parts by mass, more preferably 2 parts by mass to 10 parts by mass, relative to 1 part by mass of the compound represented by the formula (B-I).

[0257] From the viewpoint of yield, the above reaction is preferably carried out in the presence of a condensing agent. Examples of the condensing agent include phosphoryl halides such as phosphoric acid, polyphosphoric acid, and phosphoryl chloride, sulfurous halides such as sulfuric acid and thionyl chloride, etc. When a phosphoryl halide, a sulfurous halide, etc. are used as the condensing agent and the relationship of the formula (z1) is satisfied, a compound (I') in which X c- is a halide ion can be obtained.

[0258] a×b - e > 0 ··· (z1)

[0259] [In the above formula, a and b have the same meanings as a and b in the formula (I). e represents the number of -SO3 - possessed by the compound (I') as a substituent.]

[0260] The amount of the condensing agent used is preferably 0.1 part by mass to 20 parts by mass, more preferably 0.2 part by mass to 10 parts by mass, relative to 1 part by mass of the compound represented by the formula (B-I).

[0261] The method for obtaining the compound (I') from the reaction mixture is not particularly limited, and various known methods can be adopted. After extraction, the obtained residue can be purified by column chromatography, recrystallization, etc.

[0262] As a method for producing the compound (B-I), various known methods can be used, such as the method described in German Patent Application No. P3928243.0. Additionally, further purification can be carried out as needed by known methods such as separation using recrystallization and chromatography.

[0263] As a method for producing the compound (C-I), various known methods can be cited. Additionally, further purification can be carried out as needed by known methods such as separation using recrystallization and chromatography.

[0264] (2) X c- is an anion other than halide ions (hereinafter, referred to as anion X 1 ) for the production method of compound (I) (hereinafter, sometimes referred to as compound (I”))

[0265] Compound (I”) can be produced by mixing compound (I’) with the alkali metal salt or protonic acid of anion X 1 . As the alkali metal, lithium, sodium, potassium, etc. can be cited.

[0266] The amount of the alkali metal salt or protonic acid of anion X 1 used relative to compound (I’) can be added in a stoichiometric ratio that balances the charges of the cation in compound (I’) and anion X 1 . Relative to 1 mole of compound (I’), it is preferably 0.5 mole to 8 moles, more preferably 1 mole to 3 moles.

[0267] The mixing of compound (I’) and the alkali metal salt or protonic acid of anion X 1 can be carried out by dissolving both in the following solvents, or can also be carried out without dissolution.

[0268] As the solvent, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, acetonitrile, ethyl acetate, toluene, methanol, ethanol, isopropanol, acetone, tetrahydrofuran, di ane, water, and chloroform can be cited.

[0269] Among them, from the perspective of solubility, it is preferably at least one solvent selected from N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, methanol, ethanol, isopropanol, and water.

[0270] The amount of the solvent used is preferably 1 part by mass to 30 parts by mass, more preferably 2 parts by mass to 20 parts by mass, relative to 1 part by mass of compound (I’).

[0271] When the solvent is water, acids such as acetic acid and hydrochloric acid can be added.

[0272] The mixing temperature of the compound (I') and the alkali metal salt or protonic acid of the anion X 1 is preferably from 0 °C to 150 °C, more preferably from 10 °C to 120 °C, and further preferably from 20 °C to 100 °C. The mixing time is preferably from 1 hour to 72 hours, more preferably from 2 hours to 24 hours, and further preferably from 3 hours to 12 hours.

[0273] When using a solvent soluble in water, mix the solution and, if necessary, further stir for 1 to 3 hours, then remove the solvent, whereby the compound (I'') can be obtained. The obtained compound (I'') can also be washed with ion-exchanged water, methanol, etc. as needed.

[0274] When using a solvent immiscible with water, mix the reaction mixture with ion-exchanged water and, if necessary, further stir for 1 to 3 hours, then separate the organic layer by liquid separation, whereby a solution containing the compound (I'') can be obtained. The solution can also be washed with ion-exchanged water as needed. The compound (I'') can be obtained by removing the solvent from the solution containing the compound (I'').

[0275] (3) Method for producing a compound (hereinafter sometimes referred to as compound (I''')) in which X c- (i.e., d = 0) does not exist

[0276] The compound (I''') can be produced by mixing the compound (I') with sulfuric acid.

[0277] The amount of sulfuric acid used relative to the compound (I') is added in a stoichiometric ratio that balances the charge of the cation in the compound (I') with -SO3 - For example, it is 0.5 mol to 8 mol, preferably 1 mol to 3 mol, per 1 mol of the compound (I'). In addition, the above sulfuric acid can be used as a reaction solvent. When using sulfuric acid as a solvent, the amount of sulfuric acid used is, for example, 20 mol or more, preferably 25 mol or more, per 1 mol of the compound (I'). In addition, when using sulfuric acid as a solvent, the upper limit of the amount of sulfuric acid used is not particularly limited. For example, it is 100 parts by mass or less, preferably 50 parts by mass or less, per 1 part by mass of the compound (I').

[0278] The mixing temperature of the compound (I') and sulfuric acid is preferably from 0 °C to 150 °C, more preferably from 10 °C to 120 °C, and further preferably from 20 °C to 100 °C. The mixing time is preferably from 1 hour to 72 hours, more preferably from 2 hours to 24 hours, and further preferably from 3 hours to 12 hours.

[0279] The mixture obtained by mixing the compound (I') with sulfuric acid can be made into a suspension by adding it to ice water and then filtered to obtain the compound (I'''). Additionally, if necessary, it can be further purified by known methods such as recrystallization and separation by chromatography.

[0280] The content rate of the compound (I) in 100% by mass of the colorant (A) is preferably 70% by mass or more, more preferably 80% by mass or more, further preferably 90% by mass or more, still more preferably 95% by mass or more, and may also be 100% by mass. The colorant (A) may contain one or more than two kinds of the compound (I).

[0281] The colorant (A) may contain dyes (hereinafter sometimes referred to as dye (A1-1)) and / or pigments (hereinafter sometimes referred to as pigment (A1-2)) other than the compound (I). Hereinafter, the dye (A1-1) and the pigment (A1-2) may sometimes be collectively referred to as the colorant (A1). These can be used alone or in combination of two or more.

[0282] As long as the dye (A1-1) does not contain the compound (I), known dyes can be used without particular limitation. For example, solvent dyes, acid dyes, direct dyes, mordant dyes, etc. can be cited. As dyes, for example, those classified as dye compounds in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in the Dyeing Guide (Color Dyeing Company) can be cited. Additionally, according to the chemical structure, azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methylene dyes, azomethine dyes, squaric dyes, acridine dyes, styrene dyes, coumarin dyes, quinoline dyes, nitro dyes, and phthalocyanine dyes, etc. can be cited. Among them, organic solvent-soluble dyes are preferred.

[0283] Specific examples of the dye (A1-1) include:

[0284] C.I. Solvent Yellow 4, 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, 189;

[0285] C.I. Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247;

[0286] C.I. Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99;

[0287] C.I. Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

[0288] C.I. Solvent Blue 4, 5, 14, 18, 35, 36, 37, 38, 44, 45, 58, 59, 59:1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139;

[0289] C.I. Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; etc. C.I. Solvent Dyes,

[0290] C.I. Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251;

[0291] C.I. Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 182, 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 388, 394, 401, 412, 417, 418, 422, 426;

[0292] C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173;

[0293] C.I. Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102;

[0294] C.I. Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123, 126, 127, 129, 130, 131, 138, 140, 142, 143, 147, 150, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 210, 213, 229, 234, 236, 242, 243, 249, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340;

[0295] C.I. Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109; etc. C.I. Acid Dyes,

[0296] C.I. Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141;

[0297] C.I. Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250;

[0298] C.I. Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0299] C.I. Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

[0300] C.I. Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 87, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293;

[0301] C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82; etc. C.I. Direct Dyes,

[0302] C.I. Disperse Yellow 51, 54, 76;

[0303] C.I. Disperse Violet 26, 27;

[0304] C.I. Disperse Blue 1, 14, 56, 60; etc. C.I. Disperse Dyes,

[0305] C.I. Basic Red 1, 9, 10;

[0306] C.I. Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89;

[0307] C.I. Basic Violet 2;

[0308] C.I. Basic Green 1; etc. C.I. Basic Dyes,

[0309] C.I. Reactive Yellow 2, 76, 116;

[0310] C.I. Reactive Orange 16;

[0311] C.I. Reactive Red 36; etc. C.I. reactive dyes,

[0312] C.I. Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0313] C.I. Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36, 37, 38, 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95;

[0314] C.I. Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

[0315] C.I. Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58;

[0316] C.I. Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84;

[0317] C.I. Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; etc. C.I. mordant dyes,

[0318] C.I. Vat Green 1; etc. C.I. vat dyes and dyes with Color Index (C.I.) numbers.

[0319] As pigments (A1 - 2), as long as they do not contain compound (I), known pigments can be used without particular limitation. For example, pigments classified as pigments in the Color Index (published by The Society of Dyers and Colourists) can be cited.

[0320] As pigments classified as pigments, for example, yellow pigments such as C.I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, 231, etc.;

[0321] Orange pigments such as C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc.;

[0322] Red pigments such as C.I. Pigment Red 9, 97, 105, 122, 144, 166, 168, 176, 177, 180, 190, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, 266, 268, 269, 273, etc.;

[0323] Blue pigments such as C.I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60, etc.;

[0324] Purple pigments such as C.I. Pigment Violet 1, 19, 23, 32, 36, 38, etc.;

[0325] Green pigments such as C.I. Pigment Green 7, 36, 58, 59, 62, 63, etc.;

[0326] Brown pigments such as C.I. Pigment Brown 23, 25, etc.;

[0327] Black pigments such as C.I. Pigment Black 1, 7, etc.

[0328] As the colorant (A1), dyes and / or pigments that are yellow, red, or green are preferred.

[0329] The colorant (A1) can be subjected to surface treatments such as rosin treatment, surface treatment using derivatives having an acidic group or a basic group introduced, graft treatment on the surface of the colorant (A1) using a polymer compound, etc., micronization treatment based on a sulfuric acid micronization method, etc., cleaning treatment based on an organic solvent, water, etc. for removing impurities, removal treatment of ionic impurities based on an ion exchange method, etc. The particle size of the colorant (A1) is preferably substantially uniform.

[0330] When the colorant (A) further contains the colorant (A1), the content rate of the compound (I) is, for example, 1% by mass or more, preferably 2% by mass or more, more preferably 10% by mass or more, still more preferably 25% by mass or more, and particularly preferably 50% by mass or more, relative to the total amount of the colorant (A). Further, when the colorant (A) further contains the colorant (A1), the content rate of the compound (I) is, for example, less than 100% by mass relative to the total amount of the colorant (A).

[0331] When the colored resin composition contains the solvent (E), a colorant-containing solution containing the colorant (A) and the solvent (E) can be prepared in advance, and then the colored resin composition can be prepared using the colorant-containing solution. When the colorant (A) is insoluble in the solvent (E), for example, when the colorant (A) contains a pigment (A1-2) or the like, the colorant-containing solution can be prepared by dispersing and mixing the colorant (A) in the solvent (E). The colorant-containing solution may contain a part or all of the solvent (E) contained in the colored resin composition.

[0332] The content rate of the solid component in the colorant-containing solution is preferably 0.01% by mass to 99.99% by mass, more preferably 0.1% by mass to 99.9% by mass, still more preferably 0.1% by mass to 99% by mass, even more preferably 0.5% by mass to 90% by mass, and particularly preferably 1% by mass to 50% by mass, relative to the total amount of the colorant-containing solution.

[0333] The colorant (A) can be dispersed by containing a dispersant to achieve a state where the colorant (A) is uniformly dispersed in the solution. When two or more kinds of colorants (A) are used in combination, they can be separately dispersed or a plurality of them can be mixed and dispersed.

[0334] Dispersant (P)

[0335] Examples of the dispersant (P) include surfactants, and any of cationic, anionic, nonionic, and amphoteric surfactants can be used. Specifically, surfactants such as polyester-based, polyamine-based, polyurethane-based, and acrylic-based surfactants can be cited. These dispersants can be used alone or in combination of two or more. When the dispersant (P) is represented by a trade name, examples include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca Ltd.), EFKA (registered trademark) (manufactured by BASF), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Inc.), Disperbyk (registered trademark) (manufactured by BYK-Chemie GmbH), BYK (registered trademark) (manufactured by BYK-Chemie GmbH), etc. As the dispersant (P), the resin (B) described later can also be used.

[0336] The above-mentioned dispersant (P) may or may not have an amino group.

[0337] From the viewpoint of improving brightness and contrast, the amine value of the above-mentioned dispersant (P) is less than 70 mgKOH / g, preferably 0 mgKOH / g to 65 mgKOH / g, more preferably 1 mgKOH / g to 65 mgKOH / g, further preferably 2 mgKOH / g to 63 mgKOH / g, still further preferably 3 mgKOH / g to 61 mgKOH / g, particularly preferably 5 mgKOH / g to 61 mgKOH / g, and most preferably 7 mgKOH / g to 59 mgKOH / g. If the amine value of the dispersant (P) is 70 mgKOH / g or more, there is a concern that the brightness and contrast may decrease.

[0338] In one embodiment, from the viewpoint of further improving the contrast, the amine value of the above-mentioned dispersant (P) is preferably 30 mgKOH / g to 60 mgKOH / g, more preferably 40 mgKOH / g to 60 mgKOH / g, and further preferably 50 mgKOH / g to 60 mgKOH / g.

[0339] The amine value represents the number of milligrams of potassium hydroxide equivalent to the amount of perchloric acid required to neutralize the amine component contained in 1 g of the sample, and can be measured, for example, according to JIS K7237.

[0340] When using the dispersant (P), the amount of use of the dispersant (solid content) is generally 1 part by mass to 10,000 parts by mass, preferably 5 parts by mass to 5,000 parts by mass, more preferably 10 parts by mass to 1,000 parts by mass, and further preferably 15 parts by mass to 800 parts by mass, relative to 100 parts by mass of the colorant (A). If the amount of use of the dispersant is within the above range, there is a tendency to obtain a more uniform dispersion state of the colorant-containing solution.

[0341] The content rate of the dispersant (P) relative to the total amount of the solid components of the colored resin composition is preferably 1% by mass to 30% by mass, more preferably 2% by mass to 25% by mass, further preferably 3% by mass to 20% by mass, and still further preferably 5% by mass to 20% by mass.

[0342] The content rate of the colorant (A) relative to the total amount of the solid components of the colored resin composition is preferably 0.1% by mass to 50% by mass, more preferably 0.5% by mass to 40% by mass, and further preferably 1% by mass to 30% by mass. If the content rate of the colorant (A) is within the above range, the color density when forming a color filter is sufficient, and the composition can contain the required amount of the resin (B), so that a pattern with sufficient mechanical strength can be formed, which is therefore preferred.

[0343] Here, the "total amount of solid components" in this specification refers to the amount obtained by removing the content of the solvent from the total amount of the colored resin composition. The total amount of solid components and the content of each component relative to this total amount can be measured, for example, by known analytical means such as liquid chromatography or gas chromatography.

[0344] Phenylphosphonic acid which may have substituents

[0345] The colored resin composition of the present invention contains phenylphosphonic acid which may have substituents. The above phenylphosphonic acid can form a salt with a dispersant or can stabilize the salt structure of the compound of formula (I). As a result, the brightness and contrast can be improved.

[0346] One kind or two or more kinds of phenylphosphonic acid which may have substituents can be used.

[0347] The phenylphosphonic acid which may have substituents is preferably a compound represented by formula (X).

[0348]

[0349] [In formula (X), R x is selected from a halogen atom, a hydroxyl group, a substituted or unsubstituted amino group, R A , OR A , COOR B , P(O)(OR B )2, a nitro group, and a cyano group. R A represents a hydrocarbon group having 1 to 10 carbon atoms which may have substituents. R B represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have substituents. R y represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms which may have substituents. p is 0 to 5. When p is 2 or more, R x may be the same or different. ]

[0350] As the hydrocarbon group having 1 to 10 carbon atoms represented by R A , R B and R y , an aliphatic hydrocarbon group and an aromatic hydrocarbon group can be mentioned. The aliphatic hydrocarbon group may be saturated or unsaturated and may be linear or alicyclic.

[0351] Examples of the above-mentioned saturated or unsaturated chain hydrocarbon groups include linear alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, and n-decyl; branched alkyl groups such as isopropyl, (1-ethyl)propyl, isobutyl, sec-butyl, tert-butyl, (1-ethyl)butyl, (2-ethyl)butyl, (1-propyl)butyl, isopentyl, neopentyl, tert-pentyl, (2-methyl)pentyl, (1-ethyl)pentyl, (3-ethyl)pentyl, (1-propyl)pentyl, (1-butyl)pentyl, isohexyl, (2-methyl)hexyl, (5-methyl)hexyl, (2-ethyl)hexyl, (1-butyl)hexyl, (2-methyl)heptyl, (2-ethyl)heptyl, (3-ethyl)heptyl, (2-methyl)octyl, (2-ethyl)octyl; and alkenyl groups such as vinyl, 1-propenyl, 2-propenyl (allyl), (1-methyl)vinyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, (1-(2-propenyl))vinyl, (1,2-dimethyl)propenyl, 2-pentenyl, etc.

[0352] Examples of the above-mentioned saturated or unsaturated alicyclic hydrocarbon groups include cycloalkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl; cycloalkenyl groups such as cyclohexenyl (e.g., cyclohex-2-ene, cyclohex-3-ene), cycloheptenyl, and cyclooctenyl; and norbornyl, adamantyl, bicyclo[2.2.2]octyl, etc.

[0353] Examples of the aromatic hydrocarbon groups include aryl groups such as phenyl, 1-naphthyl, and 2-naphthyl; alkylaryl groups such as o-tolyl, m-tolyl, p-tolyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-methyl-6-ethylphenyl, 2,6-diethylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, 2-methyl-6-isopropylphenyl, 4-butylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl; and alkenylaryl groups such as 4-vinylphenyl, etc.

[0354] As long as the upper limit of the number of carbon atoms is 10, the hydrocarbon group having 1 to 10 carbon atoms may also be a group formed by combining two or more of the above-mentioned linear hydrocarbon groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups. Such groups include, for example, aralkyl groups such as benzyl, phenethyl, 1-methyl-1-phenylethyl; aralkenyl groups such as phenylvinyl (phenylvinyl); aralkynyl groups such as phenyl ethynyl; alicyclic hydrocarbon groups having one or more alkyl groups or alicyclic hydrocarbon groups bonded thereto, such as 1-methylcyclopropyl, 1-methylcyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 1,2-dimethylcyclohexyl, 1,3-dimethylcyclohexyl, 1,4-dimethylcyclohexyl, 2,3-dimethylcyclohexyl, 2,4-dimethylcyclohexyl, 2,5-dimethylcyclohexyl, 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl, 3,3,5,5-tetramethylcyclohexyl; alkyl groups having one or more alicyclic hydrocarbon groups bonded thereto, such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, 2-methylcyclohexylmethyl, cyclohexylethyl, etc.

[0355] Examples of the substituted amino group include amino groups having one or two hydrocarbon groups. Examples of the hydrocarbon group include the groups exemplified as the hydrocarbon group having 1 to 10 carbon atoms above. Examples of the substituted amino group include N-methylamino, N,N-dimethylamino, N-ethylamino, N,N-diethylamino, N-propylamino, N,N-dipropylamino, N-isopropylamino, N,N-diisopropylamino, N-phenylamino, N,N-diphenylamino, N,N-ethylmethylamino, N,N-methylphenylamino, N,N-ethylphenylamino, etc.

[0356] R x The halogen atom represented, for example, is a bromine atom, a chlorine atom, a fluorine atom, or an iodine atom, preferably a bromine atom, a chlorine atom, or a fluorine atom, more preferably a bromine atom or a chlorine atom, and further preferably a bromine atom.

[0357] Examples of the substituent that the hydrocarbon group having 1 to 10 carbon atoms may have include at least one selected from a halogen atom, a hydroxyl group, a carboxyl group, an alkoxy group, a formyl group, a substituted or unsubstituted amino group, a nitro group, and a cyano group.

[0358] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0359] Examples of the alkoxy group include alkoxy groups having 1 to 4 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group.

[0360] As the above-mentioned substituted amino group, examples thereof include those cited as the substituted amino group of R x .

[0361] R A , R B and R y The number of carbon atoms of the hydrocarbon group represented is preferably 1 to 8, more preferably 1 to 6, still more preferably 1 to 4, and even more preferably 1 or 2.

[0362] Among them, R A and R B are preferably aliphatic hydrocarbon groups having 1 to 8 carbon atoms, more preferably aliphatic hydrocarbon groups having 1 to 4 carbon atoms, and still more preferably methyl or ethyl. R y is preferably a hydrogen atom.

[0363] R x is preferably selected from a halogen atom, a hydroxyl group, a substituted or unsubstituted amino group, OR A , COOR B and P(O)(OR B )2. More preferably selected from a halogen atom, a substituted or unsubstituted amino group, OR A , COOR B and P(O)(OR B )2.

[0364] For COOR B and P(O)(OR B )2, R B is preferably a hydrogen atom.

[0365] From the viewpoint of higher brightness, R x is preferably a halogen atom, and from the viewpoints of higher brightness and contrast, R x is preferably P(O)(OR B )2.

[0366] When there is 1 R x , the substitution position of R x relative to -P(O)(OH)(OR y ) bonded to the benzene ring can be any of ortho, para, and meta positions, and is preferably para and meta positions.

[0367] p is preferably 0 to 4, more preferably 0 to 3, still more preferably 0, 1 or 2, and even more preferably 0 or 1.

[0368] As the compound represented by the formula (X), the following compounds represented by the formula (X-1) to the formula (X-22) can be cited.

[0369]

[0370] Among the compounds represented by Formula (X-1) to Formula (X-22), the compounds represented by Formula (X-1), the compounds represented by Formula (X-4), the compounds represented by Formula (X-6), the compounds represented by Formula (X-11), the compounds represented by Formula (X-12), and the compounds represented by Formula (X-13) are particularly preferred.

[0371] The content of phenylphosphonic acid which may have substituents is preferably 1 to 100 parts by mass, more preferably 2 to 80 parts by mass, further preferably 3 to 60 parts by mass, and still more preferably 4 to 40 parts by mass with respect to 100 parts by mass of the colorant.

[0372] The content of phenylphosphonic acid which may have substituents is preferably 1 to 50 parts by mass, more preferably 2 to 40 parts by mass, further preferably 3 to 30 parts by mass, and still more preferably 4 to 25 parts by mass with respect to 100 parts by mass of the dispersant.

[0373] The content ratio of phenylphosphonic acid which may have substituents with respect to the solid content of the colored resin composition is preferably 0.1 to 10% by mass, more preferably 0.2 to 8% by mass, further preferably 0.3 to 6% by mass, and still more preferably 0.4 to 4% by mass.

[0374] <Resin (B)>

[0375] Resin (B) is not particularly limited, and an alkali-soluble resin is preferred. Examples of Resin (B) include the following resins [K1] to [K6] and the like.

[0376] Resin [K1]: A copolymer having a structural unit derived from at least one monomer (a) selected from unsaturated carboxylic acids and unsaturated carboxylic anhydrides (hereinafter sometimes referred to as “(a)”), and a structural unit derived from a monomer (b) having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenic unsaturated bond (hereinafter sometimes referred to as “(b)”).

[0377] Resin [K2]: A copolymer having a structural unit derived from (a), a structural unit derived from (b), and a structural unit derived from a monomer (c) copolymerizable with (a) (however, different from (a) and (b)) (hereinafter sometimes referred to as “(c)”).

[0378] Resin [K3]: A copolymer having a structural unit derived from (a) and a structural unit derived from (c).

[0379] Resin [K4]: A copolymer having a structural unit obtained by adding (b) to a structural unit derived from (a), and a structural unit derived from (c).

[0380] Resin [K5]: A copolymer having a structural unit obtained by adding (a) to a structural unit from (b) and a structural unit from (c);

[0381] Resin [K6]: A copolymer having a structural unit obtained by adding a structural unit from (b) to (a) and then adding an acid anhydride and a structural unit from (c).

[0382] As the monomer (a), for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, p-vinylbenzoic acid can be cited;

[0383] Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, 1,4-cyclohexenedicarboxylic acid;

[0384] Bicyclic unsaturated compounds containing a carboxyl group such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene;

[0385] Acid anhydrides such as acid anhydrides of the above unsaturated dicarboxylic acids other than fumaric acid and mesaconic acid;

[0386] Unsaturated mono[(meth)acryloyloxyalkyl] esters of polycarboxylic acids having 2 or more carboxylic acid groups such as succinic acid mono[2-(meth)acryloyloxyethyl] ester and phthalic acid mono[2-(meth)acryloyloxyethyl] ester;

[0387] Unsaturated acrylate esters containing a hydroxyl group and a carboxyl group in the same molecule such as α-(hydroxymethyl)acrylic acid.

[0388] Among them, from the viewpoints of copolymerization reactivity and solubility of the resulting resin in an aqueous alkali solution, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred.

[0389] It should be noted that in this specification, “(meth)acrylic acid” means at least one selected from acrylic acid and methacrylic acid. Expressions such as “(meth)acryloyl” and “(meth)acrylate” also have the same meaning.

[0390] Monomer (b) refers to a polymerizable compound having a cyclic ether structure with 2 to 4 carbon atoms (for example, at least one selected from an oxirane ring, an oxetane ring, and a tetrahydrofuran ring (oxolane ring)) and an ethylenically unsaturated bond. Monomer (b) is preferably a monomer having a cyclic ether with 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0391] Examples of monomer (b) include a monomer having an oxiranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b1)"), a monomer having an oxetanyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b2)"), a monomer having a tetrahydrofuranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "monomer (b3)"), and the like.

[0392] Examples of monomer (b1) include a monomer having a structure obtained by epoxidizing an unsaturated aliphatic hydrocarbon (hereinafter sometimes referred to as "monomer (b1-1)"), and a monomer having a structure obtained by epoxidizing an unsaturated alicyclic hydrocarbon (hereinafter sometimes referred to as "monomer (b1-2)").

[0393] As monomer (b1-1), a monomer having a glycidyl group and an ethylenically unsaturated bond is preferred. Specifically, examples of monomer (b1-1) include glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyloxymethyl)styrene, 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, 2,4,6-tris(glycidyloxymethyl)styrene, and the like.

[0394] Examples of the monomer (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), methyl 3,4-epoxycyclohexyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), methyl 3,4-epoxycyclohexyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), the compound represented by formula (BI), and the compound represented by formula (BII).

[0395]

[0396] [In formula (BI) and formula (BII), R a and R b each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group may be substituted with a hydroxyl group.

[0397] X a and X b each independently represent a single bond, *-R c -, *-R c -O-, *-R c -S-, or *-R c -NH-.

[0398] R c represents an alkylene group having 1 to 6 carbon atoms.

[0399] * represents the bonding site to O.]

[0400] Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a sec-butyl group, and a tert-butyl group.

[0401] Examples of the alkyl group in which the hydrogen atom is substituted with a hydroxyl group include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, a 1-hydroxy-1-methylethyl group, a 2-hydroxy-1-methylethyl group, a 1-hydroxybutyl group, a 2-hydroxybutyl group, a 3-hydroxybutyl group, and a 4-hydroxybutyl group.

[0402] As R a and R b , a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, and a 2-hydroxyethyl group are preferably selected, and a hydrogen atom and a methyl group are more preferably selected.

[0403] Examples of the alkylene group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, and a hexane-1,6-diyl group.

[0404] As X a and X b A single bond, methylene, ethylene, *-CH2-O-group (* represents the bonding site to O), *-CH2CH2-O-group can be preferably selected, and a single bond, *-CH2CH2-O-group (* represents the bonding site to O) can be more preferably selected.

[0405] As the compound represented by formula (BI), compounds represented by any one of formula (BI-1) to formula (BI-15) etc. can be cited. Among them, compounds represented by formula (BI-1), formula (BI-3), formula (BI-5), formula (BI-7), formula (BI-9) and formula (BI-11) to formula (BI-15) are preferred, and compounds represented by formula (BI-1), formula (BI-7), formula (BI-9) and formula (BI-15) are more preferred.

[0406]

[0407] As the compound represented by formula (BII), compounds represented by any one of formula (BII-1) to formula (BII-15) etc. can be cited. Among them, compounds represented by formula (BII-1), formula (BII-3), formula (BII-5), formula (BII-7), formula (BII-9) and formula (BII-11) to formula (BII-15) are preferred, and compounds represented by formula (BII-1), formula (BII-7), formula (BII-9) and formula (BII-15) are more preferred.

[0408]

[0409] The compound represented by formula (BI) and the compound represented by formula (BII) can be used alone respectively, or the compound represented by formula (BI) and the compound represented by formula (BII) can be used in combination. When they are used in combination, the content ratio of the compound represented by formula (BI) and the compound represented by formula (BII) is preferably 5:95 to 95:5 in terms of molar basis, more preferably 10:90 to 90:10, and further preferably 20:80 to 80:20.

[0410] As the monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond, a monomer having an oxetanyl group and a (meth)acryloyloxy group is more preferred. As the monomer (b2), for example, 3-methyl-3-(meth)acryloxymethyl oxetane, 3-ethyl-3-(meth)acryloxymethyl oxetane, 3-methyl-3-(meth)acryloxyethyl oxetane, 3-ethyl-3-(meth)acryloxyethyl oxetane etc. can be cited.

[0411] As the monomer (b3) having a tetrahydrofuranyl group and an ethylenically unsaturated bond, a monomer having a tetrahydrofuranyl group and a (meth)acryloyloxy group is more preferable. As the monomer (b3), for example, tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.), tetrahydrofurfuryl methacrylate, etc. can be mentioned.

[0412] As the monomer (c), for example, methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2，6 decane-8-yl ester (in this technical field, as a common name, it is called “dicyclopentyl (meth)acrylate”. In addition, it is sometimes called “tricyclodecyl (meth)acrylate”), tricyclo[5.2.1.0 2，6 decane-9-yl ester, tricyclo[5.2.1.0 2，6 decene-8-yl ester (in this technical field, as a common name, it is called “dicyclopentenyl (meth)acrylate”), tricyclo[5.2.1.0 2，6 decene-9-yl ester, dicyclopentyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, benzyl (meth)acrylate and other (meth)acrylates;

[0413] (meth)acrylates containing a hydroxyl group such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate;

[0414] Diesters of dicarboxylic acids such as diethyl maleate, diethyl fumarate and diethyl itaconate;

[0415] Bicyclic unsaturated compounds such as bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-bis(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2-ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene;

[0416] Dicarbonylimide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl 3-maleimidobenzoate, N-succinimidyl 4-maleimidobutyrate, N-succinimidyl 6-maleimidohexanoate, N-succinimidyl 3-maleimidopropionate, and N-(9-acridinyl)maleimide;

[0417] Aromatic compounds containing vinyl such as styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene; nitriles containing vinyl such as (meth)acrylonitrile; halogenated hydrocarbons such as vinyl chloride and vinylidene chloride; amides containing vinyl such as (meth)acrylamide; esters such as vinyl acetate; and dienes such as 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene.

[0418] Among them, from the aspects of copolymerization reactivity and heat resistance, it is preferably used selected from styrene, vinyltoluene, (meth)acrylic acid tricyclo[5.2.1.0 2，6 decane-8-yl ester, (meth)acrylic acid tricyclo[5.2.1.0 2，6 decane-9-yl ester, (meth)acrylic acid tricyclo[5.2.1.0 2，6Dec-8-enyl ester, tricyclo[5.2.1.0 2，6 Dec-9-enyl ester, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, 2-hydroxyethyl (meth)acrylate, and benzyl (meth)acrylate, and at least one or more thereof.

[0419] In the resin [K1], among all the structural units constituting the resin [K1], the ratio of the structural units from each unit is preferably 2 to 60 mol% for the structural units from (a) and 40 to 98 mol% for the structural units from (b), and more preferably 10 to 50 mol% for the structural units from (a) and 50 to 90 mol% for the structural units from (b).

[0420] When the ratio of the structural units of the resin [K1] is within the above range, there is a tendency that the storage stability of the colored resin composition, the developability when forming a colored pattern, and the solvent resistance of the obtained color filter are excellent.

[0421] The resin [K1] can be produced, for example, with reference to the methods described in the literature "Experimental Methods of Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Publishing Co., Ltd., 1st edition, 1st printing, issued on March 1, 1972) and the cited references described in this literature.

[0422] Specifically, the following method can be cited: A specified amount of (a) and (b), a polymerization initiator, a solvent, etc. are charged into a reaction vessel, and an oxygen-free atmosphere is formed, for example, by replacing oxygen with nitrogen, and heating and heat preservation are carried out while stirring. It should be noted that the polymerization initiator and solvent used here are not particularly limited, and the polymerization initiator and solvent commonly used in this field can be used. For example, as the polymerization initiator, azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.), organic peroxides (benzoyl peroxide, etc.) can be cited, and as the solvent, as long as it is a solvent that dissolves each monomer, the solvents described later as the solvent (E) of the colored resin composition of the present invention can be cited.

[0423] It should be noted that for the obtained copolymer, the reaction solution can be used directly, or a concentrated or diluted solution can be used, or a substance taken out in the form of a solid (powder) by methods such as reprecipitation can be used. In particular, by using the solvent contained in the colored resin composition of the present invention as the solvent during this polymerization, the reaction solution can be directly used for preparing the colored resin composition of the present invention, so that the manufacturing process of the colored resin composition of the present invention can be simplified.

[0424] In the resin [K2], the ratio of the structural units derived from each unit among all the structural units constituting the resin [K2] is preferably such that the structural units derived from (a) are 2 to 45 mol%, the structural units derived from (b) are 2 to 95 mol%, and the structural units derived from (c) are 1 to 65 mol%. More preferably, the structural units derived from (a) are 5 to 40 mol%, the structural units derived from (b) are 5 to 80 mol%, and the structural units derived from (c) are 5 to 60 mol%.

[0425] When the ratio of the structural units of the resin [K2] is within the above range, there is a tendency that the storage stability of the colored resin composition, the developability when forming a colored pattern, and the solvent resistance, heat resistance, and mechanical strength of the obtained color filter are excellent.

[0426] The resin [K2] can be produced, for example, in the same manner as the method described for the production method of the resin [K1].

[0427] In the resin [K3], the ratio of the structural units derived from each unit among all the structural units constituting the resin [K3] is preferably such that the structural units derived from (a) are 2 to 60 mol% and the structural units derived from (c) are 40 to 98 mol%. More preferably, the structural units derived from (a) are 10 to 50 mol% and the structural units derived from (c) are 50 to 90 mol%.

[0428] The resin [K3] can be produced, for example, in the same manner as the method described for the production method of the resin [K1].

[0429] The resin [K4] can be produced by obtaining a copolymer of (a) and (c) and adding a cyclic ether having 2 to 4 carbon atoms possessed by (b) to the carboxylic acid and / or carboxylic anhydride possessed by (a).

[0430] First, a copolymer of (a) and (c) is produced in the same manner as the method described for the production method of the resin [K1]. In this case, the ratio of the structural units derived from each unit is preferably the same as the ratio cited for the resin [K3].

[0431] Next, a cyclic ether having 2 to 4 carbon atoms possessed by (b) is reacted with a part of the carboxylic acid and / or carboxylic anhydride derived from (a) in the above copolymer.

[0432] After the production of the copolymer of (a) and (c), the atmosphere in the flask is replaced from nitrogen to air, and (b), a reaction catalyst for the carboxylic acid or carboxylic anhydride and the cyclic ether (such as tris(dimethylaminomethyl)phenol, etc.) and a polymerization inhibitor (such as hydroquinone, etc.) are placed in the flask. For example, the reaction is carried out at 60 to 130 °C for 1 to 10 hours, whereby the resin [K4] can be produced.

[0433] The usage amount of (b) is preferably 5 to 80 moles, more preferably 10 to 75 moles, relative to 100 moles of (a). By being in this range, there is a tendency for good balance among the storage stability of the colored resin composition, the developability during pattern formation, and the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern. Since the cyclic ether has high reactivity and it is not easy to leave unreacted (b), as (b) used in resin [K4], (b1) is preferred, and (b1-1) is more preferred.

[0434] The usage amount of the above reaction catalyst is preferably 0.001 to 5 parts by mass relative to the total 100 parts by mass of (a), (b), and (c). The usage amount of the above polymerization inhibitor is preferably 0.001 to 5 parts by mass relative to the total 100 parts by mass of (a), (b), and (c).

[0435] Reaction conditions such as the charging method, reaction temperature, and time can be appropriately adjusted in consideration of manufacturing equipment, the heat generation based on polymerization, etc. It should be noted that the charging method and reaction temperature can be appropriately adjusted in consideration of manufacturing equipment, the heat generation based on polymerization, etc. in the same way as the polymerization conditions.

[0436] For resin [K5], as the first stage, it is carried out in the same manner as the manufacturing method of the above resin [K1] to obtain a copolymer of (b) and (c). Similarly to the above, for the obtained copolymer, the solution after the reaction can be directly used, or a concentrated or diluted solution can be used, or a substance taken out in the form of a solid (powder) by methods such as reprecipitation can be used.

[0437] The ratio of the structural units from (b) and (c) is preferably 5 to 95 mol% for the structural units from (b) and 5 to 95 mol% for the structural units from (c), more preferably 10 to 90 mol% for the structural units from (b) and 10 to 90 mol% for the structural units from (c), relative to the total number of moles of all the structural units constituting the above copolymer.

[0438] Furthermore, under the same conditions as the manufacturing method of resin [K4], the carboxylic acid or carboxylic anhydride of (a) is reacted with the cyclic ether from (b) in the copolymer of (b) and (c), whereby resin [K5] can be obtained.

[0439] The usage amount of (a) reacted with the above copolymer is preferably 5 to 80 moles relative to 100 moles of (b). Since the cyclic ether has high reactivity and it is not easy to leave unreacted (b), as (b) used in resin [K5], (b1) is preferred, and (b1-1) is more preferred.

[0440] The resin [K6] is obtained by further reacting the resin [K5] with a carboxylic anhydride. The carboxylic anhydride is made to react with the hydroxyl groups generated from the reaction of a cyclic ether with a carboxylic acid or a carboxylic anhydride.

[0441] Examples of the carboxylic anhydride include maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride, and the like. The usage amount of the carboxylic anhydride is preferably 0.5 to 1 mole relative to 1 mole of the usage amount of (a).

[0442] As the specific resin (B), examples include resins [K1] such as 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2，6 decyl (meth)acrylate / (meth)acrylic acid copolymer; resins [K2] such as glycidyl (meth)acrylate / (meth)benzyl acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2，6 decyl (meth)acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2，6 decyl (meth)acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / (2-hydroxyethyl (meth)acrylate) copolymer, 3-methyl-3-(meth)acryloxymethyloxetane / (meth)acrylic acid / styrene copolymer; resins [K3] such as (meth)benzyl acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer; resins [K4] such as the resin obtained by adding glycidyl (meth)acrylate to (meth)benzyl acrylate / (meth)acrylic acid copolymer, the resin obtained by adding glycidyl (meth)acrylate to 3,4-epoxytricyclo[5.2.1.0

[0443] Resin (B) is more preferably at least one selected from Resin [K1] and Resin [K2], and particularly preferably Resin [K2].

[0444] The polystyrene-reduced weight average molecular weight (Mw) of Resin (B) is preferably from 1,000 to 100,000, more preferably from 2,000 to 50,000, and still more preferably from 3,000 to 30,000. When the weight average molecular weight is in the above range, there is a tendency that the solubility of the unexposed portion in the developer is high, and the residual film rate and hardness of the obtained pattern are also high.

[0445] The dispersity [weight average molecular weight (Mw) / number average molecular weight (Mn)] of Resin (B) is preferably from 1 to 6, more preferably from 1.001 to 4, and still more preferably from 1.01 to 4.

[0446] The acid value (in terms of solid content) of Resin (B) is preferably from 10 mg-KOH / g to 300 mg-KOH / g, more preferably from 20 mg-KOH / g to 250 mg-KOH / g, still more preferably from 25 mg-KOH / g to 200 mg-KOH / g, even more preferably from 30 mg-KOH / g to 150 mg-KOH / g, and particularly preferably from 60 mg-KOH / g to 135 mg-KOH / g. Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin, and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0447] The content of Resin (B) in 100% by mass of the solid content of the colored resin composition is preferably from 5 to 50% by mass, more preferably from 10 to 40% by mass, and still more preferably from 15 to 30% by mass. When the content of Resin (B) is in the above range, there is a tendency that the solubility of the unexposed portion in the developer is high.

[0448] <Polymerizable Compound (C)>

[0449] Polymerizable Compound (C) is a compound that can be polymerized by active radicals and / or acids generated from Polymerization Initiator (D). For example, compounds having a polymerizable ethylenically unsaturated bond can be mentioned, and (meth)acrylate compounds are preferred.

[0450] Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, etc., and the above-mentioned monomers (a), (b), and (c).

[0451] As a polymerizable compound having two ethylenically unsaturated bonds, for example, 1,6 - hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3 - methylpentane diol di(meth)acrylate, etc. can be cited.

[0452] The polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. As such a polymerizable compound, for example, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate, tris(2 - (meth)acryloyloxyethyl) isocyanurate, ethylene glycol - modified pentaerythritol tetra(meth)acrylate, ethylene glycol - modified dipentaerythritol hexa(meth)acrylate, propylene glycol - modified pentaerythritol tetra(meth)acrylate, propylene glycol - modified dipentaerythritol hexa(meth)acrylate, caprolactone - modified pentaerythritol tetra(meth)acrylate, caprolactone - modified dipentaerythritol hexa(meth)acrylate, etc. can be cited, and at least one selected from dipentaerythritol penta(meth)acrylate and dipentaerythritol hexa(meth)acrylate can be preferably selected.

[0453] The weight - average molecular weight of the polymerizable compound (C) is preferably 50 to 4000, more preferably 70 to 3500, further preferably 100 to 3000, still further preferably 150 to 2900, and particularly preferably 250 to 1500.

[0454] The content ratio of the polymerizable compound (C) relative to the total solid content of the colored resin composition can be, for example, 1 mass% to 99 mass%, preferably 5 mass% to 90 mass%, more preferably 10 mass% to 80 mass%, and further preferably 12 mass% to 70 mass%.

[0455] <Polymerization initiator (D)>

[0456] The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. under the action of light or heat and initiate polymerization, and known polymerization initiators can be used.

[0457] As the polymerization initiator (D), O - acyl oxime compounds, alkyl phenyl ketone compounds, biimidazole compounds, triazine compounds, acyl phosphine oxide compounds, etc. can be cited.

[0458] As O-acyl oxime compounds, for example, N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxolanylmethoxy)benzoyl}-9H-carbazol-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-imine and N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropane-1-one-2-imine can be mentioned. Further, as O-acyl oxime compounds, commercially available products such as Irgacure (registered trademark) OXE01, OXE02 (both manufactured by BASF), N-1919 (manufactured by ADEKA Corporation), and TR-PBG327 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) can also be used. Among them, as O-acyl oxime compounds, those preferably selected from N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, and TR-PBG327 (N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine), and more preferably those selected from N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine and TR-PBG327 (N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine) are at least one kind.

[0459] As alkyl phenyl ketone compounds, 2-methyl-2-morpholino-1-(4-methylthiophenyl)propane-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutane-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butane-1-one can be mentioned. As alkyl phenyl ketone compounds, commercially available products such as Irgacure (registered trademark) 369, 907, 379 (all manufactured by BASF) can also be used.

[0460] As alkyl phenyl ketone compounds, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzil dimethyl ketal can also be mentioned.

[0461] As bisimidazole compounds, for example, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl bisimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenyl bisimidazole (for example, refer to Japanese Patent Laid-Open No. 6-75372, Japanese Patent Laid-Open No. 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl) bisimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl) bisimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl) bisimidazole (for example, refer to Japanese Patent Publication No. 48-38403, Japanese Patent Laid-Open No. 62-174204, etc.), and bisimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carbalkoxy groups (for example, refer to Japanese Patent Laid-Open No. 7-10913, etc.) can be mentioned.

[0462] As triazine compounds, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyrene)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine can be mentioned.

[0463] As acylphosphine oxide compounds, 2,4,6-trimethylbenzoyl diphenylphosphine oxide can be mentioned. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF Corporation) can be used.

[0464] In addition, examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzil, methyl benzoylformate, and metallocene compounds, etc.

[0465] They are preferably used in combination with a polymerization initiator assistant (D1) (particularly an amine compound) described later.

[0466] The polymerization initiator (D) is preferably a polymerization initiator containing at least one selected from the group consisting of alkylbenzene ketone compounds, triazine compounds, acylphosphine oxide compounds, O-acyl oxime compounds, and biimidazole compounds, and more preferably a polymerization initiator containing an O-acyl oxime compound.

[0467] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass in total of the resin (B) and the polymerizable compound (C) contained in the colored resin composition. When the content of the polymerization initiator (D) is within the above range, there is a tendency to increase the sensitivity and shorten the exposure time, and thus the productivity of the color filter is improved.

[0468] <Polymerization initiator assistant (D1)>

[0469] The colored resin composition of the present invention may contain a polymerization initiator assistant (D1). The polymerization initiator assistant (D1) is a compound or a sensitizer for promoting the polymerization of the polymerizable compound (C) initiated by the polymerization initiator (D). When the polymerization initiator assistant (D1) is contained, it is usually used in combination with the polymerization initiator (D).

[0470] Examples of the polymerization initiator assistant (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds, etc.

[0471] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isopentyl 4-dimethylaminobenzoate, 2-(dimethylamino)ethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone. Among them, 4,4'-bis(diethylamino)benzophenone is preferably selected. In addition, as the amine compound, commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) can be used.

[0472] Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0473] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0474] Examples of the carboxylic acid compound include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0475] When using these polymerization initiator aids (D1), the content is preferably 0.1 part by mass to 30 parts by mass, more preferably 1 part by mass to 20 parts by mass, based on 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C) contained in the colored resin composition.

[0476] <Solvent (E)>

[0477] The solvent (E) is not particularly limited, and solvents commonly used in the art can be employed.

[0478] For the solvent (E), for example, ester solvents (solvents containing -COO- in the molecule and not containing -O-), ether solvents (solvents containing -O- in the molecule and not containing -COO-), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- in the molecule and not containing -COO-), alcohol solvents (solvents containing OH in the molecule and not containing -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, etc. can be cited. Two or more of these solvents can be used in combination.

[0479] As the ester solvents, methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutyrate, ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexyl acetate, and γ-butyrolactone, etc. can be cited.

[0480] As the ether solvents, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole, etc. can be cited.

[0481] As the ether ester solvents, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate, etc. can be cited.

[0482] As the ketone solvents, 4-hydroxy-4-methyl-2-pentanone (diacetone alcohol), acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone, etc. can be cited.​

[0483] Examples of the alcohol solvent include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0484] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, and mesitylene.

[0485] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0486] The solvent (E) is preferably a solvent containing at least one selected from propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, diacetone alcohol, and cyclohexanone.

[0487] The content of the solvent (E) is usually 99.99% by mass or less, preferably 40% to 99% by mass, more preferably 50% to 95% by mass, further preferably 70% to 95% by mass, and still further preferably 75% to 90% by mass with respect to the total amount of the colored resin composition. In other words, the total amount of the solid components of the colored resin composition is usually 0.01% by mass or more, preferably 1% to 60% by mass, more preferably 5% to 50% by mass, further preferably 5% to 30% by mass, and still further preferably 10% to 25% by mass. When the content of the solvent (E) is within the above range, the flatness during coating becomes good, and the color density is not insufficient when forming a color filter, so there is a tendency for the display characteristics to become good.

[0488] <Levelling agent (F)>

[0489] Examples of the levelling agent (F) include silicone-based surfactants, fluorine-based surfactants, and silicone-based surfactants having fluorine atoms. They may have a polymerizable group in the side chain.

[0490] As the silicone-based surfactant, surfactants having a siloxane bond in the molecule etc. can be mentioned. Specifically, Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Toray Silicone SH8400 (trade name: manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452 and TSF4460 (manufactured by Momentive Performance Materials Japan LLC) etc. can be mentioned.

[0491] As the fluorine-based surfactant, surfactants having a fluorocarbon chain in the molecule etc. can be mentioned. Specifically, FLUORAD (registered trademark) FC430, FLUORAD FC431 (manufactured by Sumitomo 3M Co., Ltd.), MEGAFAC (registered trademark) F142D, MEGAFAC F171, MEGAFAC F172, MEGAFAC F173, MEGAFAC F177, MEGAFAC F183, MEGAFAC F554, MEGAFAC R30, MEGAFAC RS-718-K (manufactured by DIC Corporation), F-top (registered trademark) EF301, F-top EF303, F-top EF351, F-top EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, Surflon SC105 (manufactured by Asahi Glass Co., Ltd.) and E5844 (manufactured by Daikin Fine Chemical Research Institute Co., Ltd.) etc. can be mentioned.

[0492] As the silicone-based surfactant having a fluorine atom, surfactants having a siloxane bond and a fluorocarbon chain in the molecule etc. can be mentioned. Specifically, MEGAFAC (registered trademark) R08, MEGAFAC BL20, MEGAFAC F475, MEGAFAC F477 and MEGAFAC F443 (manufactured by DIC Corporation) etc. can be mentioned.

[0493] When a leveling agent (F) is contained, the content rate of the leveling agent (F) is preferably 0.0005% by mass to 1% by mass, more preferably 0.001% by mass to 0.5% by mass, and still more preferably 0.005% by mass to 0.1% by mass, relative to the total amount of the colored resin composition. It should be noted that the content does not include the content of the above-mentioned dispersant. When the content rate of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0494] <Other components>

[0495] The colored resin composition may contain, as needed, fillers, other polymer compounds, adhesion promoters, quenchers, antioxidants, light stabilizers, chain transfer agents, and other additives known in the art.

[0496] <Method for producing colored resin composition>

[0497] The colored resin composition can be prepared by mixing phenylphosphonic acid which may have substituents, a colorant (A), a dispersant (P), a resin (B), and, as needed, a polymerizable compound (C), a polymerization initiator (D), a polymerization initiator assistant (D1), a solvent (E), a leveling agent (F), and other components. The mixing can be carried out using known or conventional devices and conditions.

[0498] The colorant (A) can be used in the form of a colorant-containing solution obtained by previously mixing with a part or all of the solvent (E) and dispersing it with a bead mill to an average particle size of about 0.2 μm or less, and is preferably used in the form of a colorant-containing solution. At this time, a part or all of the above-mentioned dispersant (P) and resin (B) can be blended as needed. In addition, the colorant (A) can also be used in the form of a colorant-containing solution obtained by previously dissolving it in a part or all of the solvent (E). By mixing the remaining components in the thus obtained colorant-containing solution to a specified concentration, the target colored resin composition can be prepared.

[0499] <Method for producing color filter>

[0500] A color filter that can serve as a color conversion layer can be formed from the colored resin composition of the present invention. As a method for forming a colored pattern, a photolithography method, an inkjet method, a printing method, etc. can be cited. Among them, the photolithography method is preferred. The photolithography method is a method of coating the above-mentioned colored resin composition on a substrate, drying it to form a colored resin composition layer, exposing the colored resin composition layer through a photomask, and developing it. In the photolithography method, a colored coating film, which is a cured product of the above-mentioned colored resin composition layer, can be formed by not using a photomask and / or not performing development during exposure. The colored pattern and colored coating film thus formed are the color filters of the present invention.

[0501] The film thickness of the produced color filter is not particularly limited and can be appropriately adjusted according to the purpose, use, etc. For example, it is 0.1 μm to 30 μm, preferably 0.1 μm to 20 μm, more preferably 0.5 μm to 6 μm, and further preferably 0.8 μm to 4.5 μm.

[0502] As the substrate, glass plates such as quartz glass, borosilicate glass, aluminosilicate glass, and soda-lime glass with a silica coating on the surface, resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate, silicon, and substrates with aluminum, silver, silver / copper / palladium alloy thin films formed on the above substrates can be used. Other color filter layers, resin layers, transistors, circuits, etc. can be formed on these substrates.

[0503] The formation of each color pixel based on photolithography can be carried out using known or conventional devices and conditions. For example, it can be produced as described below.

[0504] First, the colored resin composition is coated on the substrate and heated and dried (pre-baked) and / or dried under reduced pressure to remove volatile components such as solvents and make it dry, obtaining a smooth colored resin composition layer.

[0505] As the coating method, spin coating method, slit coating method, slit and spin coating method, etc. can be mentioned.

[0506] The temperature during heat drying is preferably 30 to 120 °C, more preferably 50 °C to 110 °C. In addition, as the heating time, it is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes.

[0507] During drying under reduced pressure, it is preferably carried out at a pressure of 50 to 150 Pa in a temperature range of 20 to 25 °C.

[0508] The film thickness of the colored resin composition layer is not particularly limited and can be appropriately selected according to the film thickness of the target color filter.

[0509] Next, the colored resin composition layer is exposed through a photomask for forming the target colored pattern. The pattern on this photomask is not particularly limited, and a pattern corresponding to the target use is used. In addition, in order to be able to uniformly irradiate parallel light on the entire exposure surface and accurately align the photomask with the substrate on which the colored resin composition layer is formed, exposure devices such as mask aligners and steppers are preferably used. In the case of forming a colored coating film, exposure can be carried out without using a photomask.

[0510] As the light source used for exposure, a light source that preferably generates light with a wavelength of 250 to 450 nm is used. For example, light with a wavelength less than 350 nm can be cut off using a filter that cuts off this wavelength region, or light near 436 nm, near 408 nm, or near 365 nm can be selectively extracted using a band-pass filter that extracts these wavelength regions. Specifically, a mercury lamp, a light-emitting diode, a metal halide lamp, a halogen lamp, etc. can be mentioned.

[0511] The exposed colored resin composition layer is brought into contact with a developer to perform development, thereby forming a colored pattern on the substrate. Through development, the unexposed portion of the colored resin composition layer dissolves in the developer and is removed. As the developer, for example, an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide is preferably used. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01% by mass to 10% by mass, more preferably 0.03% by mass to 5% by mass. In addition, the developer may contain a surfactant.

[0512] The development method can be any one of a paddle method, an immersion method, a spray method, etc. Further, the substrate can be tilted at an arbitrary angle during development.

[0513] The developed substrate is preferably washed with water.

[0514] In addition, it is preferable to perform post-baking on the obtained colored pattern or colored coating film. The post-baking temperature is preferably 150°C to 250°C, more preferably 160°C to 240°C. The post-baking time is preferably 1 to 120 minutes, more preferably 10 to 60 minutes.

[0515] <Display device>

[0516] The above color filter is useful as a color filter used in a display device (for example, a liquid crystal display device, an organic EL device, an electronic paper, etc.) and a solid-state imaging element.

[0517] Examples

[0518] Hereinafter, synthesis examples are given to more specifically illustrate the present invention. In the examples, % and parts indicating content or usage amount are based on mass unless otherwise specified.

[0519] In the following synthesis examples, the structure of the compound was confirmed by a mass spectrometer (LC; Agilent 1200 type, MASS; Agilent LC / MSD6130 type).

[0520] <Synthesis of pigment>

[0521] [Pigment synthesis example 1: Synthesis of compound (B-I-1)]

[0522] The following reaction was carried out under a nitrogen atmosphere. 0.48 part of palladium acetate (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.74 parts of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (manufactured by Tokyo Chemical Industry Co., Ltd.), 7.50 parts of sodium tert-butoxide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 14.58 parts of 1-bromonaphthalene (manufactured by Tokyo Chemical Industry Co., Ltd.) were placed in a flask equipped with a condenser and a stirrer. Then, a mixed solution of 9 parts of 4,4'-methylenebis(2,6-dimethylaniline) (manufactured by Sigma-Aldrich) and 63 parts of toluene was added dropwise to the flask. The reaction solution was heated to 110 °C with an oil bath and stirred for 2 hours. After allowing the reaction solution to cool, it was filtered through diatomaceous earth to obtain a filtrate. 180 parts of ethyl acetate and 180 parts of ion-exchanged water were added thereto, and after vigorous mixing, liquid separation was performed to obtain an organic layer. The obtained organic layer was dried with 48 parts of sodium sulfate, and the solid was filtered off and removed. The obtained organic layer was concentrated to obtain a crude product. The obtained crude product was purified by silica gel column chromatography (solvent: chloroform / methanol 100 / 1 to 20 / 1), and the obtained fraction was concentrated under reduced pressure and dried under reduced pressure at 60 °C to obtain 11.6 parts of the compound represented by the formula (B-I-1).

[0523]

[0524] Identification of the compound represented by the formula (B-I-1)

[0525] (Mass spectrometry) Ionization mode = ESI+: m / z = 506.5

[0526] [Example of pigment synthesis 2: Synthesis of compound (C-I-1)]

[0527] The following reaction was carried out under a nitrogen atmosphere. 0.27 part of bis(dibenzylideneacetone)palladium(0) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.57 part of 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (manufactured by Sigma-Aldrich), 42.1 parts of sodium tert-butoxide (manufactured by Tokyo Chemical Industry Co., Ltd.), and 50 parts of 4,4'-dichlorobenzophenone (manufactured by Tokyo Chemical Industry Co., Ltd.) were placed in a flask equipped with a condenser and a stirrer. Then, a mixed solution of 48.3 parts of 2,6-dimethylaniline (manufactured by Tokyo Chemical Industry Co., Ltd.) and 432 parts of toluene was added dropwise to the flask. The reaction solution was stirred for 2 hours while heating to 80 °C with an oil bath. After cooling the reaction solution with an ice bath, filtration was performed to obtain a solid and a filtrate. This solid was designated as crude product A1, and this filtrate was designated as filtrate A1. The obtained crude product A1 was washed with 50 parts of toluene, and then washed twice with 250 parts of ion-exchanged water to obtain a solid. This solid was designated as crude product B1. Filtrate A1, 50 parts of toluene, 229 parts of ion-exchanged water, and 20.8 parts of 35% hydrochloric acid were placed in a flask with a bottom drain, and after stirring for 1 hour, liquid separation was performed to obtain an organic layer. The obtained organic layer was subjected to liquid separation and washing with a mixed solution of 238 parts of ion-exchanged water and 12.5 parts of sodium carbonate, and then dried with 150 parts of magnesium sulfate, and the solid was filtered off and removed. The obtained organic layer was concentrated to obtain a solid. This solid was designated as crude product C1. Crude product B1 and crude product C1 were placed in a flask equipped with a stirrer, and 4 times the mass of acetonitrile was added based on the total mass of crude product B1 and crude product C1, and the mixture was stirred for 1 hour. The solid obtained by filtering this mixed solution was washed with acetonitrile in an amount equal to 1 times the total mass of crude product B1 and crude product C1. The washed solid was dried under reduced pressure at 60 °C to obtain 75.9 parts of the compound represented by formula (C-I-1). The yield was 90.6%.

[0528]

[0529] [Example of pigment synthesis 3: Synthesis of compound (C-I-2)]

[0530] The following reaction is carried out under a nitrogen atmosphere. 50 parts of the compound represented by formula (C-I-1) and 188 parts of N,N-dimethylformamide are placed in a flask equipped with a condenser and a stirring device, and the mixture is stirred for 30 minutes while cooling with an ice bath. 40 parts of potassium tert-butoxide (manufactured by Tokyo Chemical Industry Co., Ltd.) are added to the flask, and the mixture is stirred for another 1 hour while cooling with an ice bath. 55.6 parts of iodoethane (manufactured by Tokyo Chemical Industry Co., Ltd.) are added dropwise to the reaction solution while it is kept ice-cold. After the reaction solution is heated to 35 °C using an oil bath and stirred for 5 hours, it is cooled to room temperature. 1000 parts of a 10% aqueous sodium chloride solution are placed in another flask equipped with a stirring device, and the above reaction solution is added dropwise while stirring. After stirring for 30 minutes, filtration is carried out to obtain a solid. The obtained solid is washed 3 times with 500 parts of ion-exchanged water and dried under reduced pressure at 60 °C to obtain 53.0 parts of the compound represented by formula (C-I-2). The yield is 93.5%.

[0531]

[0532] [Pigment Synthesis Example 4: Synthesis of Compound (I-5a-1)]

[0533] The following reaction is carried out under a nitrogen atmosphere. 1 part of the compound represented by formula (B-I-1), 11.28 parts of the compound represented by formula (C-I-2) and 42 parts of toluene are placed in a flask equipped with a condenser and a stirring device. Then, 5.4 parts of phosphoryl chloride (manufactured by FUJIFILM Wako Pure Chemical Corporation) are added, and the mixture is stirred at 110 °C for 7.5 hours. Then, after the reaction mixture is cooled to room temperature, 450 parts of ethyl acetate and saturated brine are added, and filtration is carried out to obtain a crude product. It is purified by silica gel column chromatography (solvent: chloroform / methanol 100 / 1 to 10 / 1), the obtained fraction is concentrated under reduced pressure, and dried under reduced pressure at 60 °C to obtain 9.90 parts of the compound represented by formula (I-5a-1).

[0534]

[0535] Identification of the compound represented by formula (I-5a-1)

[0536] (Mass spectrometry) Ionization mode = ESI+: m / z = 712.6, divalent

[0537] [Pigment Synthesis Example 5: Synthesis of Compound (I-5a-2)]

[0538] The following reaction is carried out under a nitrogen atmosphere. 4 parts of the compound represented by formula (I-5a-1) and 26.7 parts of methanol are placed in a flask equipped with a condenser and a stirring device, and the mixture is stirred at room temperature for 30 minutes to prepare a blue solution.

[0539] 17.8 parts of water was put into a flask equipped with a cooling tube and a stirring device, and then 6.2 parts of phosphotungstic acid hydrate (Keggin type phosphotungstic acid; manufactured by Sigma-Aldrich Co., Ltd.) was put into the water. The mixture was prepared by mixing at room temperature in an air atmosphere to obtain a phosphotungstic acid solution.

[0540] 53.4 parts of the previously prepared blue solution and washed methanol were added dropwise to the obtained phosphotungstic acid solution. After stirring for 4 hours while heating to 55 °C with an oil bath, it was cooled to room temperature. The reaction mixture was concentrated to obtain a crude product. 40 parts of ion-exchanged water was added to the obtained crude product to form a suspension, and it was filtered and washed successively with 50 parts of ion-exchanged water and 10 parts of methanol. The obtained crude product was put into 80 parts of methanol and dispersed for 1 hour, then filtered and washed with 50 parts of methanol. The blue solid obtained by this operation was dried under reduced pressure at 60 °C to obtain 7.51 parts of the compound represented by formula (I-5a-2).

[0541]

[0542] Identification of the compound represented by formula (I-5a-2)

[0543] (Mass spectrometry) Ionization mode = MALDI+: m / z = 1423.7

[0544] Ionization mode = MALDI-: m / z = 2902.5

[0545] <Synthesis of resin>

[0546] [Resin synthesis example 1]

[0547] An appropriate amount of nitrogen was introduced into a flask equipped with a reflux condenser, a dropping funnel and a stirrer and replaced with a nitrogen atmosphere. 371 parts of propylene glycol monomethyl ether acetate was charged and heated to 85 °C while stirring. Then, a mixed solution of 54 parts of acrylic acid, a mixture of 3,4-epoxytricyclo[5.2.1.0 2，6 decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2，6 decane-9-yl acrylate (containing a molar ratio of 1:1) 225 parts, 81 parts of vinyltoluene (isomer mixture), and 80 parts of propylene glycol monomethyl ether acetate was added dropwise to the flask over 4 hours. On the other hand, a solution obtained by dissolving 30 parts of the polymerization initiator 2,2'-azobis(2,4-dimethylvaleronitrile) in 160 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. After the addition of the initiator solution was completed, it was maintained at 85 °C for 4 hours and then cooled to room temperature to obtain a copolymer (resin B-1) solution with a solid content of 37.5% and a viscosity of 246 mPa·s measured by a B-type viscometer (23 °C). The weight average molecular weight of the generated copolymer was 1.06×104 , the degree of dispersion is 2.01, and the acid value in terms of solid content is 115 mg-KOH / g. Resin B-1 has the following structural units.

[0548]

[0549] The weight-average molecular weight (Mw) and number-average molecular weight (Mn) of the above resin were measured by the GPC method under the following conditions.

[0550] Apparatus: K2479 (manufactured by Shimadzu Corporation)

[0551] Column: SHIMADZU Shim-pack GPC-80M

[0552] Column temperature: 40 °C

[0553] Solvent: Tetrahydrofuran (THF)

[0554] Concentration of the test solution: 25 mg / mL (solvent; THF)

[0555] Flow rate: 1.0 mL / min

[0556] Detector: RI

[0557] Standard substance for calibration: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation)

[0558] The ratio of the weight-average molecular weight to the number-average molecular weight in terms of polystyrene obtained above was taken as the degree of dispersion (Mw / Mn).

[0559] [Resin Synthesis Example 2]

[0560] An appropriate amount of nitrogen was introduced into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer, and the atmosphere was replaced with nitrogen. 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were charged, and the mixture was heated to 85 °C while stirring. Then, 38 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0 2，6 decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2，6A mixed solution of 25 parts of a mixture of nonadecane-9-yl esters (in a molar ratio of 1:1), 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate. On the other hand, a solution obtained by dissolving 5 parts of 2,2-azobisisobutyronitrile in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition was completed, the mixture was maintained at 85 °C for 4 hours and then cooled to room temperature to obtain a copolymer (resin B-2) solution having a viscosity of 23 mPa·s as measured by a B-type viscometer (23 °C) and a solid content of 25.6%. The weight-average molecular weight Mw of the resulting copolymer was 8.0×10 3 , the dispersity was 2.1, and the acid value in terms of solid content was 109 mg-KOH / g. Resin B-2 has the following structural units.

[0561]

[0562] [Production Example 1]

[0563] <Preparation of Colorant Dispersion (A-1) Containing Compound (I-5a-2)>

[0564] 5.0 parts of compound (I-5a-2), 0.25 parts of phenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.0 parts of dispersant P-1 (manufactured by BYK-Chemie, DISPERBYK-161, amine value 11 mgKOH / g), 2.0 parts of resin B-1 (in terms of solid content), 80 parts of propylene glycol monomethyl ether acetate, 10 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU Co., Ltd.). Then, the zirconia beads were removed by filtration to obtain colorant dispersion (A-1).

[0565] [Production Example 2]

[0566] <Preparation of Colorant Dispersion (A-2)>

[0567] 5.0 parts of compound (I-5a-2), 0.5 parts of phenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.0 parts of dispersant P-1 (manufactured by BYK-Chemie, DISPERBYK-161, amine value 11 mgKOH / g), 2.0 parts of resin B-1 (in terms of solid content), 80 parts of propylene glycol monomethyl ether acetate, 10 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU Co., Ltd.). Then, the zirconia beads were removed by filtration to obtain colorant dispersion (A-2).

[0568] [Production Examples 3 to 5]

[0569] <Preparation of Colorant Dispersions (A-3) to (A-5)>

[0570] The dispersants in Preparation Example 1 were changed to P-2 to P-4, respectively, and the colorant dispersions (A-3) to (A-5) were obtained in the same manner as in Preparation Example 1 except for this change.

[0571] P-2: BYK-LP N 21324 (manufactured by BYK-Chemie, amine value 0 mg KOH / g)

[0572] P-3: DISPERBYK-2001 (manufactured by BYK-Chemie, amine value 29 mg KOH / g, acid value 19 mg KOH / g)

[0573] P-4: DISPERBYK-2150 (manufactured by BYK-Chemie, amine value 57 mg KOH / g)

[0574] [Preparation Examples 6 to 10]

[0575] <Preparation of Colorant Dispersions (A-6) to (A-10)>

[0576] The phenylphosphonic acids in Preparation Example 1 were changed to the following X-b to X-f, respectively, and the colorant dispersions (A-6) to (A-10) were obtained in the same manner as in Preparation Example 1 except for this change.

[0577] X-b: 1,4-phenylenediphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0578] X-c: 4-bromophenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0579] X-d: 3-carboxyphenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0580] X-e: 4-methoxyphenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0581] X-f: 4-aminophenylphosphonic acid (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0582] [Comparative Preparation Example 1]

[0583] <Preparation of Colorant Dispersion (A-11)>

[0584] 5.0 parts of compound (I-5a-2), 3.0 parts of dispersant P-1 (manufactured by BYK-Chemie, DISPERBYK-161, amine value 11 mg KOH / g), 2.0 parts of resin B-1 (in terms of solid content), 80 parts of propylene glycol monomethyl ether acetate, 10 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU). Then, the zirconia beads were removed by filtration to obtain a colorant dispersion (A-11).

[0585] [Comparative Preparation Example 2]

[0586] <Preparation of Colorant Dispersion (A-12)>

[0587] The dispersant in Preparation Example 1 was changed to P-5, and otherwise, a colorant dispersion (A-12) was obtained in the same manner as in Preparation Example 1.

[0588] P-5: DISPERBYK-108 (manufactured by BYK-Chemie, amine value 71 mg KOH / g)

[0589] Example 1

[0590] <Preparation of Colored Resin Composition 1>

[0591] The following components were mixed to obtain Colored Resin Composition 1.

[0592]

[0593] Example 2

[0594] <Preparation of Colored Resin Composition 2>

[0595] The following components were mixed to obtain Colored Resin Composition 2.

[0596]

[0597]

[0598] Examples 3 to 10

[0599] <Preparation of Colored Resin Compositions 3 to 10>

[0600] The colorant dispersion (A-1) in Example 1 was changed to colorant dispersions (A-3) to (A-10) respectively, and otherwise, colored resin compositions 3 to 10 were obtained in the same manner as in Example 1.

[0601] Comparative Example 1

[0602] <Preparation of Comparative Colored Resin Composition 1>

[0603] The following components were mixed to obtain Comparative Colored Resin Composition 1.

[0604]

[0605] Comparative Example 2

[0606] <Preparation of Comparative Colored Resin Composition 2>

[0607] The colorant dispersion (A-1) in Example 1 was changed to colorant dispersion (A-12), and otherwise, Comparative Colored Resin Composition 2 was obtained in the same manner as in Example 1.

[0608] <Formation of Colored Coating Film (Color Filter)>

[0609] The colored resin compositions 1 to 10 obtained in Examples 1 to 10 and the comparative colored resin compositions 1 to 2 obtained in Comparative Examples 1 to 2 were respectively coated on a 2-inch square glass substrate (EAGLE 2000; manufactured by CORNING) by spin coating, pre-baked at 100 °C for 3 minutes to form a composition layer. After cooling, the composition layer was irradiated with light at an exposure amount of 60 mJ / cm 2 (based on 365 nm) in an atmospheric atmosphere using an exposure machine (TME-150RSK; manufactured by TOPCON), and then post-baked at 230 °C for 20 minutes in an oven to obtain a colored coating film.

[0610] <Evaluation of Contrast>

[0611] For the obtained colored coating film, a contrast meter (CT-1; manufactured by Kamban Electric Co., Ltd.), a color difference meter BM-5A; manufactured by TOPCON, light source; F-10, polarizing film; manufactured by Kamban Electric Co., Ltd.) was used, and the blank value was set to 50000 to measure the contrast.

[0612] <Evaluation of Luminance>

[0613] For the obtained colored coating film, a colorimeter (OSP-SP-200; manufactured by Olympus Corporation) was used to measure the spectral reflectance, and the characteristic function of the C light source was used to measure the xy chromaticity coordinates (x, y) and the stimulus value Y in the CIE XYZ colorimetric system. Y represents the luminance, and the Y values at the same y coordinate were compared and evaluated. The larger Y is, the higher the luminance.

[0614] The results of the film thickness, luminance, and contrast of the colored coating films obtained in Examples 1 to 10 and Comparative Examples 1 to 2 are shown in Table 10.

[0615] [Table 10]

[0616]

[0617] When the amine value of the dispersant is 70 mgKOH / g or more, the brightness and contrast are greatly reduced (Comparative Example 2). Even when the amine value of the dispersant is less than 70 mgKOH / g, but phenylphosphonic acid is not added, although the brightness and contrast are improved, they are not sufficient (Comparative Example 1).

[0618] Comparing Examples 1 to 10 in which the amine value of the dispersant is less than 70 mgKOH / g and unsubstituted or substituted phenylphosphonic acid is added with Comparative Examples 1 to 2, it can be seen that high contrast is exhibited and the brightness is also high.

Claims

1. A colored resin composition comprising phenylphosphonic acid which may have a substituent, a colorant, a dispersant having an amine value of less than 70 mgKOH / g, and a resin, wherein the colorant comprises a compound represented by the following formula (I), In formula (I), R 1 ~R 4 and R 13 each independently represents a hydrogen atom or an optionally substituted hydrocarbon group having 1 to 10 carbon atoms, R 5 ~R 12 each independently represents a hydrogen atom, a halogen atom or a hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, T 1 represents a divalent aromatic hydrocarbon group which may have a substituent, T 2 represents a divalent aromatic hydrocarbon group which may have a substituent or a divalent aromatic heterocyclic group which may have a substituent, L 1 represents an a-valent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have a substituent, or a group represented by the formula (i), a represents an integer greater than or equal to 2, b and c independently represent an integer greater than 1, d represents an integer greater than 0, X c- represents a c-valent anion, In formula (i), T 3 represents an a-valent aromatic hydrocarbon group which may have a substituent or an a-valent aromatic heterocyclic group which may have a substituent, L 2 represents a divalent aliphatic hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, a represents an integer greater than or equal to 2, * indicates the same as T 2 bonding site.

2. The colored resin composition according to claim 1, wherein R 1 and R 3 independently represent a phenyl group which may have a substituent, The R 1 and R 3 The phenyl group has an alkyl group having 1 to 4 carbon atoms at at least one of the two bonding positions which are ortho positions with respect to N bonded to the phenyl group.

3. The colored resin composition according to claim 1, wherein The amine value of the dispersant is 0 mgKOH / g to 65 mgKOH / g.

4. The colored resin composition according to any one of claims 1 to 3, wherein It further contains a polymerizable compound and a polymerization initiator. 5 . A color filter formed from the colored resin composition according to claim 1 . A display device comprising the color filter according to claim 5 .

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