Coloring Composition

Abstract

The object of this invention is to provide a coloring composition with good filterability. This invention relates to a coloring composition comprising a colorant, a compound represented by formula (PI), a binder resin, and an organic solvent, wherein the colorant comprises phthalocyanine pigment, and the compound represented by formula (PI) has a molecular weight of 100 to 700. [In formula (PI), Z...] p1 and Z p2 Each can independently represent a single bond or an oxygen atom. R p1 This indicates an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents. R p2 Representing a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or a Z-linked group. p2 With R p1 A single key.

Description

Technical Field

[0001] The present invention relates to a coloring composition, a color filter formed from the coloring composition, and a display device comprising the color filter. Background Technology

[0002] Color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays, as well as solid-state imaging elements such as CCDs and CMOS sensors, are manufactured from coloring compositions. Phthalocyanine pigments, such as aluminum phthalocyanine pigments, are known as colorants for these coloring compositions (Patent Document 1).

[0003] Existing technical documents

[0004] Patent documents

[0005] Patent Document 1: Japanese Patent Application Publication No. 2016-75837 Summary of the Invention

[0006] However, good filtration properties are desirable in coloring compositions. Therefore, the object of the present invention is to provide a coloring composition with good filtration properties.

[0007] This invention includes the following inventions.

[0008] [1] A coloring composition comprising a colorant, a compound represented by formula (PI), a binder resin, and an organic solvent.

[0009] The aforementioned colorant includes phthalocyanine pigments.

[0010] The molecular weight of the compound represented by the above formula (PI) is 100 to 700.

[0011]

[0012] In formula (PI),

[0013] Z p1 and Z p2 Each can be used independently to represent a single bond or an oxygen atom.

[0014] R p1 It indicates an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents.

[0015] R p2 Representing a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or a Z-linked group. p2 With R p1 A single key.

[0016] [2] According to the coloring composition of [1], wherein the content of the compound represented by formula (PI) is 3 to 20 parts by mass relative to 100 parts by mass of phthalocyanine pigment.

[0017] [3] The coloring composition according to [1] or [2], wherein the phthalocyanine pigment is an aluminum phthalocyanine pigment.

[0018] [4] The coloring composition according to any one of [1] to [3], wherein the phthalocyanine pigment is a compound represented by formula (Xa) or formula (Xb).

[0019]

[0020] In formula (Xa),

[0021] Z represents a hydroxyl group, a chlorine atom, and -OP (=O)R. a1 R a2 -O-SiR a3 R a4 R a5 -OC(=O)R a13 、or -OS(=O)2R a14 .

[0022] R a1 ~R a5 and R a13 ~R a14 Each can independently represent a hydrogen atom, a hydroxyl group, a hydrocarbon group with 1 to 20 carbon atoms that may have substituents, or a heterocyclic group with 1 to 20 carbon atoms that may have substituents, R a1 With R a2 Or R a3 ~R a5 Any two of them can bond together to form a ring. When the hydrocarbon group has 2 to 20 carbon atoms and has -CH2-, the -CH2- can be substituted with -O-, -S- or -CO-.

[0023] X x1 ~X x4 Each is represented independently – R x4 -OR x4 、-SR x4 -SO3H, -SO3 - T + -SO3R X10 -SO2NR X11 R X12 Halogen atoms or nitro groups.

[0024] R x4 This indicates a hydrocarbon group with 1 to 20 carbon atoms that can have substituents. When the hydrocarbon group has 2 to 20 carbon atoms and is -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0025] T+ express + N(R X13 )4 or alkali metal ions, R X13 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0026] R X10 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0027] R X11 and R X12 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0028] nx1 to nx4 each independently represent integers from 0 to 4.

[0029] In formula (Xb),

[0030] L represents -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -O-P(=O)R a12 -O-.

[0031] R a6 ~R a12 Each can independently represent a hydrogen atom, a hydroxyl group, a hydrocarbon group with 1 to 20 carbon atoms that may have substituents, or a heterocyclic group with 1 to 20 carbon atoms that may have substituents, R a6 With R a7 R a8 With R a9 Or R a10 With R a11 They can bond with each other to form rings. When the hydrocarbon group has 2 to 20 carbon atoms and has -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0032] X x5 ~X x12 Each is represented independently – R x5 -OR x5 、-SR x5 -SO3H, -SO3 - Q + -SO3R X14 -SO2NR X15 R X16 Halogen atoms or nitro groups.

[0033] R x5This indicates a hydrocarbon group with 1 to 20 carbon atoms that can have substituents. When the hydrocarbon group has 2 to 20 carbon atoms and is -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0034] Q + express + N(R X17 )4 or alkali metal ions, R X17 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0035] R X14 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0036] R X15 and R X16 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0037] nx5 to nx12 each independently represent integers from 0 to 4.

[0038] [5] The coloring composition according to any one of [1] to [4], wherein it further comprises a polymerizable compound and a polymerization initiator.

[0039] [6] A color filter formed from any one of the coloring compositions described in [1] to [5].

[0040] [7] A display device comprising the color filter described in [6].

[0041] According to the present invention, a coloring composition with good filtering properties can be provided. Detailed Implementation

[0042] <<Coloring Composition>>

[0043] The present invention comprises a coloring composition containing a colorant (hereinafter, sometimes referred to as colorant (A)), a compound represented by formula (PI) (hereinafter, sometimes referred to as compound (PI)), a binder resin (hereinafter, sometimes referred to as binder resin (B)) and an organic solvent (hereinafter, sometimes referred to as organic solvent (E)), wherein the colorant (A) comprises phthalocyanine pigment and the compound (PI) has a molecular weight of 100 to 700.

[0044] The coloring composition of the present invention may contain a polymerizable compound (hereinafter, sometimes referred to as polymerizable compound (C)) and a polymerization initiator (hereinafter, sometimes referred to as polymerization initiator (D)).

[0045] The coloring composition of the present invention may contain a leveling agent (hereinafter, sometimes referred to as leveling agent (F)).

[0046] In this invention, the compounds exemplified as components can be used alone or in combination unless otherwise specified.

[0047] <Coloring Agent (A)>

[0048] The coloring composition according to the present invention contains phthalocyanine pigment as a colorant. Specifically, compounds represented by formulas (X1) to (X3) can be cited as examples of the aforementioned phthalocyanine pigment. Hereinafter, partial structures of compounds represented by formulas (X1) to (X3) will be given to illustrate the present invention in more detail. It should be noted that definitions generally used with formulas (Xa), (Xb), (X0), (XI), (XII), (YI), or (YII) will be described later.

[0049]

[0050]

[0051] In formula (X1),

[0052] X x1 ~X x4 Each is represented independently – R x4 -OR x4 、-SR x4 -SO3H, -SO3 - T + -SO3R X10 -SO2NR X11 R X12 Halogen atoms or nitro groups.

[0053] R x4 This indicates a hydrocarbon group with 1 to 20 carbon atoms that can have substituents. When the hydrocarbon group has 2 to 20 carbon atoms and is -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0054] T + express + N(R X13 )4 or alkali metal ions, R X13 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0055] R X10 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0056] R X11 and R X12 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0057] nx1 to nx4 each independently represent integers from 0 to 4.

[0058] In equation (X2),

[0059] M 1 This refers to metal atoms, metal oxides, metal hydroxides, metal halides, metals bonded with phosphorus-containing groups, metals bonded with silicon-containing groups, metals bonded with oxygen-carbonyl groups, or metals bonded with oxygen-sulfonyl groups.

[0060] X x1 ~X x4 The same applies to nx1 to nx4 as described above.

[0061] In equation (X3),

[0062] M 2 and M 3 Each can be used independently to represent a metal atom, metal oxide, metal hydroxide, or metal halide.

[0063] L represents -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -O-P(=O)R a12 -O-.

[0064] R a6 ~R a12 Each can independently represent a hydrogen atom, a hydroxyl group, a hydrocarbon group with 1 to 20 carbon atoms that may have substituents, or a heterocyclic group with 1 to 20 carbon atoms that may have substituents, R a6 With R a7 R a8 With R a9 Or R a10 With R a11 They can bond with each other to form rings. When the hydrocarbon group has 2 to 20 carbon atoms and has -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0065] X x5 ~X x12 Each is represented independently – R x5 -OR x5 、-SR x5 -SO3H, -SO3 - Q + -SO3R X14 -SO2NR X15 R X16 Halogen atoms or nitro groups.

[0066] R x5 This indicates a hydrocarbon group with 1 to 20 carbon atoms that can have substituents. When the hydrocarbon group has 2 to 20 carbon atoms and is -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-.

[0067] Q + express + N(R X17 )4 or alkali metal ions, R X17 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0068] R X14 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0069] R X15 and R X16 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0070] nx5 to nx12 each independently represent integers from 0 to 4.

[0071] As M 1 ~M 3 The metal atoms represented can specifically include Li, Na, K, Mg, Ti, Zr, V, Nb, Ta, Cr, Mo, W, Mn, Fe, Co, Ni, Ru, Rh, Pd, Os, Ir, Pt, Cu, Ag, Au, Zn, Cd, Hg, Al, Ga, In, Si, Ge, Sn, Pb, Sb, and Bi, etc. Among them, Cu, Ni, Zn, or Al are particularly preferred.

[0072] As M 1 ~M 3 The metal oxides represented are preferably VO, GeO, etc.

[0073] As M 1 ~M 3 The metal hydroxides referred to are preferably AlOH, Si(OH)2, Cr(OH)2, Sn(OH)2, etc.

[0074] As M 1 ~M 3 Examples of metal halides that can be represented include AlCl, SiCl2, VCl, VCl2, VOCl, FeCl, GaCl, and ZrCl.

[0075] M 1The metal represented by the phosphorus-containing group has a structure in which a group containing phosphorus atoms is bonded to a metal atom. Examples of metal atoms bonded to the phosphorus-containing group include the aforementioned M. 1 ~M 3 The metal atom is indicated by the metal atom. Specifically, as a phosphorus-containing group, -OP(=O)R is preferred. a1 R a2 The group indicated.

[0076] M 1 The metal represented by the silicon-containing group has a structure in which a group containing silicon atoms is bonded to a metal atom. Examples of metal atoms bonded to the silicon-containing group include the aforementioned M. 1 ~M 3 The metal atoms are indicated by the metal atoms described. Specifically, the silicon-containing group is preferably -O-SiR. a3 R a4 R a5 The group indicated.

[0077] M 1 The metal represented by the bonded oxygen-carbonyl group has a structure in which the oxygen-carbonyl group is bonded to the metal atom. Examples of metal atoms bonded to the oxygen-carbonyl group include the aforementioned M. 1 ~M 3 The metal atom is indicated by the metal atom. Specifically, the group containing an oxygen carbonyl group is preferably -OC(=O)R. a13 The group indicated.

[0078] M 1 The metal represented by the bonded oxosulfonyl group has a structure in which the oxosulfonyl group is bonded to the metal atom. Examples of metal atoms bonded to the oxosulfonyl group include M as described above. 1 ~M 3 The metal atom is indicated by the metal atom. Specifically, the group containing an oxysulfonyl group is preferably -OS(=O)2R. a14 The group indicated.

[0079] M 1 Preferably, the materials are Cu, Ni, Zn, or Al; their oxides; their hydroxides; their halides; structures formed by phosphorus-containing groups bonded to them; structures formed by silicon-containing groups bonded to them; structures formed by oxygen-carbonyl groups bonded to them; or structures formed by oxygen-sulfonyl groups bonded to them.

[0080] More preferably Cu; Ni; Zn; Al; AlOH; AlCl; ZrCl; bonded with -OP(=O)R a1 Ra2 Cu, Ni, Zn or Al; bonded with -O-SiR a3 R a4 R a5 Cu, Ni, Zn or Al; bonded with -OC (=O)R a13 Cu, Ni, Zn or Al; or bonded with -OS(=O)2R a14 Cu, Ni, Zn or Al.

[0081] M 2 and M 3 They can be the same or different, but the same is preferred.

[0082] M 2 and M 3 Each is preferably Cu, Ni, Zn or Al; their oxides; their hydroxides; their halides, more preferably Cu, Ni, Zn or Al.

[0083] The phthalocyanine pigment contained as a colorant in this invention is preferably an aluminum phthalocyanine pigment, and more specifically, preferably a compound represented by formula (Xa) or formula (Xb).

[0084]

[0085] In formula (Xa),

[0086] Z represents a hydroxyl group, a chlorine atom, and -OP (=O)R. a1 R a2 -O-SiR a3 R a4 R a5 -OC(=O)R a13 Or -OS(=O)2R a14 .

[0087] R a1 ~R a5 and R a13 ~R a14 Each can independently represent a hydrogen atom, a hydroxyl group, a hydrocarbon group with 1 to 20 carbon atoms that may have substituents, or a heterocyclic group with 1 to 20 carbon atoms that may have substituents, R a1 With R a2 Or R a3 ~R a5 Any two of them can bond together to form a ring. When the hydrocarbon group has 2 to 20 carbon atoms and has -CH2-, the -CH2- can be substituted with -O-, -S- or -CO-.

[0088] X x1 ~X x4The same applies to nx1 to nx4 as described above.

[0089] In formula (Xb),

[0090] L, X x5 ~X x12 The same applies to nx5 to nx12.

[0091] In equation (Xa),

[0092] Z is preferably a hydroxyl group or -OP (=O)R a1 R a2 .

[0093] R a1 Preferably -R b1 -O-R b1 -S-R b1 , or -CO-R b1 .

[0094] R a2 Preferably -R b2 -O-R b2 -S-R b2 , or -CO-R b2 .

[0095] R b1 and R b2 R represents a hydrocarbon group with 1 to 20 carbon atoms that can have substituents. b1 and R b2 They can bond together to form a ring.

[0096] In formula (Xb),

[0097] L is preferably -O-P(=O)R a12 -O-.

[0098] R a12 Preferably -R b3 -O-R b3 -S-R b3 , or -CO-R b3 .

[0099] R b3 This indicates a hydrocarbon group that can have 1 to 20 carbon atoms and may have substituents.

[0100] The compound represented by formula (Xa) above is preferably a compound represented by formula (X0) or formula (XI). Furthermore, the compound represented by formula (Xb) above is preferably a compound represented by formula (XII).

[0101]

[0102] In formula (X0),

[0103] X x1 ~X x4 The same applies to nx1 to nx4.

[0104] In formula (XI),

[0105] R x1 It can be an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents, or an aromatic hydrocarbon group with 6 to 20 carbon atoms that can have substituents.

[0106] R x2 Representing a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or a Z-linked group. x2 and R x1 A single key.

[0107] Z x1 and Z x2 Each can be used independently to represent a single bond or an oxygen atom.

[0108] X x1 ~X x4 The same applies to nx1 to nx4.

[0109] In formula (XII),

[0110] R x3 It indicates an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that may have substituents, or an aromatic hydrocarbon group with 6 to 20 carbon atoms that may have substituents.

[0111] Z x3 It represents a single bond or an oxygen atom.

[0112] X x5 ~X x12 The same applies to nx5 to nx12.

[0113] Furthermore, the aluminum phthalocyanine pigments described above are preferably compounds represented by formula (YI) or formula (YII).

[0114]

[0115] In formula (YI),

[0116] R y1 It represents a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0117] R y2 Representing a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or a Z-linked group. y3 and R y1 A single key.

[0118] Y 1 and Z y1 Each can be used to represent an oxygen atom or a sulfur atom independently.

[0119] Z y2 and Z y3 Each can be used independently to represent a single bond, an oxygen atom, or a sulfur atom.

[0120] Among them, Y 1 Z y1 Z y2 and Z y3 At least one of them represents a sulfur atom.

[0121] X y1 ~X y4 Each is represented independently – R y4 -OR y4 、-SR y4 -SO3H, -SO3 - M + -SO3R y10 -SO2NR y11 R y12 Halogen atoms or nitro groups.

[0122] R y4 This indicates a hydrocarbon group that can have 1 to 20 carbon atoms and may have substituents.

[0123] M + express + N(R y13 )4 or alkali metal ions, R y13 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0124] R y10 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0125] R y11 and R y12 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0126] ny1 to ny4 each independently represent integers from 0 to 4.

[0127] In formula (YII),

[0128] R y3 It represents a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0129] Y 2 and Z y4 Each can be used to represent an oxygen atom or a sulfur atom independently.

[0130] Z y5 It represents a single bond, an oxygen atom, or a sulfur atom.

[0131] Among them, Y 2 Z y4 and Z y5 At least one of them represents a sulfur atom.

[0132] X y5 ~X y12 Each is represented independently – R y5 -OR y5 、-SR y5 -SO3H, -SO3 - W + -SO3R y14 -SO2NR y15 R y16 Halogen atoms or nitro groups.

[0133] R y5 This indicates a hydrocarbon group that can have 1 to 20 carbon atoms and may have substituents.

[0134] W + express + N(R y17 )4 or alkali metal ions, R y17 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms.

[0135] R y14 It represents a saturated hydrocarbon group with 1 to 20 carbon atoms.

[0136] R y15 and R y16 Each can independently represent a hydrogen atom or a hydrocarbon group with 1 to 20 carbon atoms that may have substituents.

[0137] ny5 to ny12 each independently represent integers from 0 to 4.

[0138] It should be noted that the compound represented by formula (YI) includes a compound having a resonance structure represented by formula (YIa) or a compound in equilibrium represented by formula (YIb), and the compound represented by formula (YII) includes a compound having a resonance structure represented by formula (YIIa) or a compound in equilibrium represented by formula (YIIb).

[0139]

[0140] In equations (YI), (YIa), and (YIb),

[0141] R y1 R y2 Y1 Z y1 Z y2 Z y3 X y1 ~X y4 The same applies to ny1 to ny4 as described above.

[0142] In equations (YII), (YIIa), and (YIIb),

[0143] R y3 Y 2 Z y4 Z y5 X y5 ~X y12 The same applies to ny5 through ny12.

[0144] R x1 and R x3 The aliphatic unsaturated hydrocarbon group represents 2 to 20 carbon atoms, more preferably 2 to 15, even more preferably 2 to 10, even more preferably 2 to 7, and particularly preferably 2 to 5.

[0145] R x1 and R x3 The aliphatic unsaturated hydrocarbon group can be chain-like or cyclic (alicyclic hydrocarbon group).

[0146] R x1 and R x3 The unsaturated chain hydrocarbon group represented can be straight-chain or branched. Specifically, examples include:

[0147] Vinyl, propenyl (e.g., 1-propenyl, 2-propenyl(allyl)), 1-methylvinyl, butenyl (e.g., 1-butenyl, 2-butenyl, 3-butenyl), 3-methyl-1-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1,3-butadienyl, 3-methyl-1,2-butadienyl, 1-(2-propenyl)vinyl, 1-(1-methylvinyl)vinyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, pentenyl (e.g., 1-pentenyl, 2-pentenyl) Alkenyl, 3-pentenyl, 4-pentenyl), 1-(1,1-dimethylethyl)vinyl, 1,3-dimethyl-1-butenyl, hexenyl (e.g., 1-hexenyl, 5-hexenyl), heptenyl (e.g., 1-heptenyl, 6-heptenyl), octenyl (e.g., 1-octenyl, 7-octenyl), nonenyl (e.g., 1-nonenyl, 8-nonenyl), decenyl (e.g., 1-decenyl, 9-decenyl), undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, eicosene, and other alkenyl groups;

[0148] Ethynyl, propynyl (e.g., 1-propynyl, 2-propynyl), butynyl (e.g., 1-butynyl, 2-butynyl, 3-butynyl), penynyl (e.g., 2-pentynyl, 3-pentynyl, 4-pentynyl), 1-methyl-3-butynyl, 1,1-dimethyl-2-propynyl, hexynyl (e.g., 2-hexynyl, 5-hexynyl), 1-ethyl-3-butynyl, hepynyl (e.g., 2-hepynyl, 6-butynyl), -Heptynyl), 1-ethyl-3-pentynyl, octyynyl (e.g., 1-octyynyl, 2-octyynyl, 7-octyynyl), nonynyl (e.g., 2-nonynyl, 8-nonynyl), decynyl (e.g., 2-decynyl, 9-decynyl), undecynyl, dodecaynyl, tridecynyl, tetradecynyl, pentadecynyl, hexadecynyl, heptadecaynyl, octadecynyl, nonadecynyl, and icosylynyl, etc.

[0149] As R x1 and R x3 Examples of unsaturated alicyclic hydrocarbon groups that can be represented include:

[0150] Cyclohexenyl (e.g., cyclohex-1-en-1-yl, cyclohex-2-en-1-yl, cyclohex-3-en-1-yl), cycloheptenyl and cyclooctenyl, etc.

[0151] Norbornene and other unsaturated polycyclic hydrocarbon groups, etc.

[0152] As R x1 and R x3Substituents representing aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms can include aromatic hydrocarbon groups with 6 to 20 carbon atoms, heterocyclic groups, halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 wait.

[0153] Here, R xa1 and R xa2 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms. R xa1 and R xa2 The hydrocarbon groups representing 1 to 20 carbon atoms and the R group described later. b1 ~R b3 R x2 R x4 R x5 and R y1 ~R y5 The hydrocarbon groups with 1 to 20 carbon atoms are the same. As R xa1 and R xa2 Each of the following is preferred independently: a hydrogen atom, a straight-chain or branched alkyl group with 1 to 10 carbon atoms, or an aromatic hydrocarbon group with 6 to 15 carbon atoms.

[0154] For R x1 and R x3The substituents used for aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms are aromatic hydrocarbon groups with 6 to 20 carbon atoms, such as: phenyl, o-methylphenyl, m-methylphenyl, p-methylphenyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl, 4-vinylphenyl, o-isopropylphenyl, m-isopropylphenyl, p-isopropylphenyl, o-tert-butylphenyl, m-tert-butylphenyl, p-tert-butylphenyl, 3,5-di(tert-butyl) )phenyl, 3,5-di(tert-butyl)-4-methylphenyl, 4-butylphenyl, 4-pentylphenyl, 2,6-bis(1-methylethyl)phenyl, 2,4,6-tris(1-methylethyl)phenyl, 4-cyclohexylphenyl, 2,4,6-trimethylphenyl, 4-octylphenyl, 4-(1,1,3,3-tetramethylbutyl)phenyl, 1-naphthyl, 2-naphthyl, 6-methyl-2-naphthyl, 5,6,7,8-tetrahydro-1-naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, fluorenyl, phenanthryl, anthraceneyl, 2-dodecylphenyl, 3-dodecylphenyl, 4-dodecylphenyl, perylyl, Benzyl and pyrene, etc.

[0155] The aromatic hydrocarbon group preferably has 6 to 15 carbon atoms, more preferably 6 to 10, and even more preferably 6 to 8.

[0156] This aromatic hydrocarbon group can have substituents. Examples of substituents include halogen atoms such as fluorine, chlorine, bromine, and iodine, as well as nitro, cyano, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0157] As R x1 and R x3 The heterocyclic group used as a substituent for the aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms can be monocyclic or polycyclic, and is preferably a heterocycle containing a heteroatom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

[0158] Examples of heterocycles containing only nitrogen atoms as heteroatoms include: monocyclic saturated heterocycles such as aziridine, aziridine butane, pyrrolidine, piperidine, and piperazine; five-membered unsaturated heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole, and 1,2,4-triazole; six-membered unsaturated heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine, and 1,3,5-triazine; fused bicyclic heterocycles such as indazole, indoline, isoindazolin, isoindazolin-1,3-dione, indole, inazine, benzimidazole, quinoline, isoquinoline, quinoxaline, quinazoline, terpinen, phthalazine, naphthidine, purine, pteridine, benzopyrazole, and benzopiperidine; and fused tricyclic heterocycles such as carbazole, acridine, and phenazine.

[0159] Examples of heterocycles containing only oxygen atoms as heteroatoms include: oxetane, oxetane, tetrahydrofuran, tetrahydropyran, and 1,3-dioxane. Alkane, 1,4-di Monocyclic saturated heterocycles such as alkanes; bicyclic saturated heterocycles such as 1,4-dioxaspiro[4.5]decane and 1,4-dioxaspiro[4.5]nonane; lactone heterocycles such as α-acetyl lactone, β-propiolactone, γ-butyrolactone, and δ-valerolactone; five-membered unsaturated heterocycles such as furans; six-membered unsaturated heterocycles such as 2H-pyran and 4H-pyran; 1-benzofuran, benzopyran, and benzodioxane. Fused bicyclic heterocycles such as benzodioxole, chromane, and isochromane; fused tricyclic heterocycles such as xanthones and dibenzofurans.

[0160] Examples of heterocycles containing only sulfur atoms as heteroatoms include: saturated five-membered rings such as dithiopentane; saturated six-membered rings such as thiane and 1,3-dithiane; unsaturated five-membered rings such as thiophene; unsaturated six-membered rings such as 4H-thiaran; fused bicyclic heterocycles such as benzothiaran and benzothiaphene; and fused tricyclic heterocycles such as thiaanthracene and dibenzothiaphene.

[0161] Examples of heterocycles containing nitrogen and oxygen atoms as heteroatoms include monocyclic saturated heterocycles such as morpholine, 2-pyrrolidone, and 2-piperidinone. azole, isotonic Monocyclic unsaturated heterocycles such as azoles; benzo[a] azole, benzalkonium chloride azole, benzo[ Azine, benzo[a] Alkane, benzimidazol, and other fused bicyclic heterocycles; phenanthrene Azides and other fused tricyclic heterocyclic compounds, etc.

[0162] Examples of heterocycles containing nitrogen and sulfur atoms as heteroatoms include monocyclic heterocycles such as thiazoles; fused bicyclic heterocycles such as benzothiazoles; and fused tricyclic heterocycles such as phenothiazines.

[0163] The heterocyclic group preferably has 2 to 30 carbon atoms, more preferably 3 to 22, and even more preferably 3 to 20.

[0164] This heterocyclic group can have substituents; examples of substituents include halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0165] It should be noted that the bonding positions of the heterocycle are the portions after any hydrogen atom in each ring has been removed.

[0166] For R x1 and R x3 The halogen atom used for the substituents of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms can be exemplified by fluorine, chlorine, bromine, and iodine atoms.

[0167] R x1 and R x3 The aromatic hydrocarbon group represents 6 to 20 carbon atoms, preferably 6 to 15, more preferably 6 to 10, and even more preferably 6 to 8.

[0168] As R x1 and R x3 The aromatic hydrocarbon group represented can be exemplified as R. x1 and R x3 Examples of aromatic hydrocarbon groups include aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms and aromatic hydrocarbon groups with 6 to 20 carbon atoms.

[0169] As R x1 and R x3 Substituents representing aromatic hydrocarbon groups with 6 to 20 carbon atoms include halogen atoms such as fluorine, chlorine, bromine, and iodine, as well as nitro, cyano, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2Same as above).

[0170] R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 ~R x13 R x15 ~R x17 R y1 ~R y5 R y11 ~R y13 and R y15 ~R y17 The hydrocarbon group represents 1 to 20 carbon atoms, more preferably 1 to 15.

[0171] R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 ~R x13 R x15 ~R x17 R y1 ~R y5 R y11 ~R y13 and R y15 ~R y17 The hydrocarbon group representing 1 to 20 carbon atoms can be an aliphatic hydrocarbon group or an aromatic hydrocarbon group. The aliphatic hydrocarbon group can be saturated or unsaturated, and can be chain-like or cyclic (alicyclic hydrocarbon group).

[0172] Examples of the above-mentioned saturated or unsaturated chain hydrocarbon groups include: methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecanyl, and n-eicosyl, etc., which are straight-chain alkyl groups.

[0173] Isopropyl, Isobutyl, sec-butyl, tert-butyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1,1,3,3-tetramethylbutyl, 1-methylbutyl, 1-ethylpropyl, 3-methylbutyl, neopentyl, 1,1-dimethylpropyl, 1,1,2-trimethylpropyl, 2-methylpentyl, 3-ethylpentyl, 1,3-dimethylbutyl, 2-propylpentyl, 1-ethyl-1,2-dimethylpropyl, 1-methylpentyl, 4 -Methylpentyl, 4-methylhexyl, 5-methylhexyl, 2-ethylhexyl, 1-methylhexyl, 1-ethylpentyl, 1-propylbutyl, 3-ethylheptyl, 2,2-dimethylheptyl, 1-methylheptyl, 1-ethylhexyl, 1-propylpentyl, 1-methyloctyl, 1-ethylheptyl, 1-propylhexyl, 1-butylpentyl, 1-methylnonyl, 1-ethyloctyl, 1-propylheptyl and 1-butylhexyl, etc., branched alkyl groups;

[0174] Vinyl (vinyl), propenyl (e.g., 1-propenyl, 2-propenyl(allyl)), 1-methylvinyl, butenyl (e.g., 1-butenyl, 2-butenyl, 3-butenyl), 3-methyl-1-butenyl, 1-methyl-1-butenyl, 3-methyl-2-butenyl, 1,3-butadienyl, 3-methyl-1,2-butadienyl, 1-(2-propenyl)vinyl, 1-(1-methylvinyl)vinyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1-ethyl-2-propenyl, pentenyl (e.g., 1-pentenyl, 2-pentenyl) Alkenyl groups include 1-(1,1-dimethylethyl)vinyl, 1,3-dimethyl-1-butenyl, hexenyl (e.g., 1-hexenyl, 5-hexenyl), heptenyl (e.g., 1-heptenyl, 6-heptenyl), octenyl (e.g., 1-octenyl, 7-octenyl), nonenyl (e.g., 1-nonenyl, 8-nonenyl), decenyl (e.g., 1-decenyl, 9-decenyl), undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, eicoseneyl, etc.

[0175] Ethynyl, propynyl (e.g., 1-propynyl, 2-propynyl), butynyl (e.g., 1-butynyl, 2-butynyl, 3-butynyl), penynyl (e.g., 2-pentynyl, 3-pentynyl, 4-pentynyl), 1-methyl-3-butynyl, 1,1-dimethyl-2-propynyl, hexynyl (e.g., 2-hexynyl, 5-hexynyl), 1-ethyl-3-butynyl, hepynyl (e.g., 2-hepynyl, 6-butynyl), -Heptynyl), 1-ethyl-3-pentynyl, octyynyl (e.g., 1-octyynyl, 2-octyynyl, 7-octyynyl), nonynyl (e.g., 2-nonynyl, 8-nonynyl), decynyl (e.g., 2-decynyl, 9-decynyl), undecynyl, dodecaynyl, tridecynyl, tetradecynyl, pentadecynyl, hexadecynyl, heptadecaynyl, octadecynyl, nonadecynyl, and icosylynyl, etc.

[0176] The number of carbon atoms in the saturated chain hydrocarbon group (i.e., straight-chain alkyl, branched alkyl) is preferably 1 to 15, more preferably 1 to 10, even more preferably 1 to 7, and particularly preferably 1 to 5.

[0177] The number of carbon atoms in the unsaturated chain hydrocarbon group (i.e., alkenyl or alkynyl) is preferably 2 to 15, more preferably 2 to 10, even more preferably 2 to 7, and particularly preferably 2 to 5.

[0178] Examples of saturated or unsaturated alicyclic hydrocarbon groups include: cyclopropyl, 1-methylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, 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 Cycloalkyl groups including 2,6-dimethylcyclohexyl, 3,4-dimethylcyclohexyl, 3,5-dimethylcyclohexyl, 2,2-dimethylcyclohexyl, 3,3-dimethylcyclohexyl, 4,4-dimethylcyclohexyl, cyclooctyl, 2,4,6-trimethylcyclohexyl, 2,2,6,6-tetramethylcyclohexyl, 3,3,5,5-tetramethylcyclohexyl, 4-pentylcyclohexyl, 4-octylcyclohexyl, and 4-cyclohexylcyclohexyl;

[0179] Cyclohexenyl (e.g., cyclohex-1-en-1-yl, cyclohex-2-en-1-yl, cyclohex-3-en-1-yl), cycloheptenyl and cyclooctenyl, etc.

[0180] Norbornel, norbornenyl, adamantyl and bicyclic [2.2.2]octyl and other saturated or unsaturated polycyclic hydrocarbon groups.

[0181] The number of carbon atoms in the saturated or unsaturated alicyclic hydrocarbon group is preferably 3 to 10.

[0182] As an example of the aforementioned aromatic hydrocarbon group, one can cite examples of its use as R. x1 and R x3 Examples of aromatic hydrocarbon groups include aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms and aromatic hydrocarbon groups with 6 to 20 carbon atoms.

[0183] The aromatic hydrocarbon group preferably has 6 to 20 carbon atoms, more preferably 6 to 15, even more preferably 6 to 10, and particularly preferably 6 to 8.

[0184] R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 ~R x13 R x15 ~R x17 R y1 ~R y5 R y11 ~R y13 and R y15 ~R y17 The hydrocarbon group represented can be a group formed by combining the hydrocarbon groups listed above (e.g., at least one of aromatic hydrocarbon groups, chain hydrocarbon groups, and alicyclic hydrocarbon groups), for example:

[0185] Benzyl, (2-methylphenyl)methyl, (3-methylphenyl)methyl, (4-methylphenyl)methyl, (2-ethylphenyl)methyl, (3-ethylphenyl)methyl, (4-ethylphenyl)methyl, (2-(tert-butyl)phenyl)methyl, (3-(tert-butyl)phenyl)methyl, (4-(tert-butyl)phenyl)methyl, (3,5-dimethylphenyl)methyl, 1-phenylethyl, 1-methyl-1-phenylethyl, 1,1-diphenylethyl, (1-naphthyl)methyl and (2-naphthyl)methyl, etc., aralkyl groups;

[0186] 1-Phenylacetyl, 2-Phenylacetyl (phenyl vinyl), 3-Phenyl-2-propenyl, 2,2-Diphenylvinyl, 2-Phenyl-2-(1-naphthyl)vinyl and other aryl alkenyl groups;

[0187] Arylynyl groups such as phenylethynyl, 3-phenyl-2-propynyl, and 4-phenyl-3-butynyl;

[0188] Phenyl groups such as biphenyl and terphenyl, which are obtained by bonding one or more phenyl groups;

[0189] Cyclohexylmethylphenyl, benzylphenyl, (dimethyl(phenyl)methyl)phenyl, etc.

[0190] The number of carbon atoms in these is preferably 7 to 18 or 8 to 18, more preferably 7 to 15 or 8 to 15.

[0191] R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 ~R x13 R x15 ~R x17 R y1 ~R y5 R y11 ~R y13 and R y15 ~R y17 The indicated group is a group formed by combining the hydrocarbon groups (e.g., chain hydrocarbon groups and alicyclic hydrocarbon groups) mentioned above. For example, it can be an alkyl group obtained by bonding one or more alicyclic hydrocarbon groups, such as cyclopropylmethyl, cyclopropylethyl, cyclobutylmethyl, cyclobutylethyl, cyclopentylmethyl, cyclopentylethyl, cyclohexylmethyl, (2-methylcyclohexyl)methyl, cyclohexylethyl, adamantylmethyl, etc.

[0192] The number of carbon atoms in these is preferably 4 to 15, more preferably 4 to 10.

[0193] R a1 ~R a14 R x4 and R x5 When the hydrocarbon group has 2 to 20 carbon atoms and is -CH2-, the -CH2- can be substituted with -O-, -S-, or -CO-. However, in the hydrocarbon group with 2 to 20 carbon atoms, the adjacent -CH2- is not simultaneously substituted with -O- and / or -S-, and the terminal -CH2- of the compound is not substituted with -O-, -S-, or -CO-.

[0194] It should be noted that when the -CH2- group in a hydrocarbon group with 1 to 20 carbon atoms is substituted with -O-, -S-, or -CO-, the number of carbon atoms in the group that is substituted with -O-, -S-, or -CO- refers to the number of carbon atoms in the hydrocarbon group before the substitution with -O-, -S-, or -CO-. For example, the *-O-CH2-CH2-CH3 group is a group obtained by substituting -CH2- with -O- in a hydrocarbon group with 4 carbon atoms (*-CH2-CH2-CH2-CH3).

[0195] Furthermore, if multiple substitutable -CH2- groups exist in a hydrocarbon group having 1 to 20 carbon atoms, the number of substitutions is not necessarily limited to one. For example, two -CH2- groups in a hydrocarbon group having 4 carbon atoms (*-CH2-CH2-CH2-CH3) can be substituted with -O- to form *-O-CH2-O-CH3. That is, groups formed by substituting two or more -CH2- groups such as *-O-CH2-O-CH3 with -O-, -S-, or -CO- are also included in "groups obtained by substituting -CH2- groups in a hydrocarbon group having 1 to 20 carbon atoms with substituents with -O-, -S-, or -CO-".

[0196] As R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 R x12 R x15 R x16 R y1 ~R y5 R y11 R y12 R y15 and R y16 Substituents representing hydrocarbon groups with 1 to 20 carbon atoms can include heterocyclic groups, halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0197] As R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 R x12 R x15 R x16 R y1 ~R y5 R y11 R y12 R y15 and R y16The heterocyclic group used as a substituent for the hydrocarbon group with 1 to 20 carbon atoms can be a monocyclic or polycyclic ring, and is preferably a heterocyclic ring containing a heteroatom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

[0198] As this heterocyclic ring, it can be exemplified as R x1 and R x3 The heterocycle used for the substituents of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms is the same as the heterocyclic group.

[0199] The heterocyclic group preferably has 2 to 30 carbon atoms, more preferably 3 to 22, and even more preferably 3 to 20.

[0200] This heterocyclic group can have substituents; examples of substituents include halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0201] It should be noted that the bonding positions of the heterocycle are the portions after any hydrogen atom in each ring has been removed.

[0202] For R a1 ~R a14 R b1 ~R b3 R x2 R x4 R x5 R x11 R x12 R x15 R x16 R y1 ~R y5 R y11 R y12 R y15 and R y16 The halogen atom used for the substituents of hydrocarbon groups with 1 to 20 carbon atoms can be exemplified by fluorine, chlorine, bromine, and iodine atoms.

[0203] As R x10 R x14 R y10 and X y14 Examples of saturated hydrocarbon groups representing 1 to 20 carbon atoms include R. a1 ~Ra14 R b1 ~R b3 R x2 R x4 R x5 R x11 ~R x13 R x15 ~R x17 R y1 ~R y5 R y11 ~R y13 and R y15 ~R y17 The groups represented are exemplified as straight-chain alkyl, branched alkyl, cycloalkyl, and saturated polycyclic hydrocarbon groups.

[0204] R a1 ~R a14 The heterocyclic group representing 1 to 20 carbon atoms can be a monocyclic or polycyclic ring, and is preferably a heterocyclic ring containing a heteroatom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

[0205] As this heterocyclic ring, it can be exemplified as R x1 and R x3 The heterocycle used for the substituents of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms is the same as the heterocyclic group.

[0206] The heterocyclic group preferably has 3 to 20 carbon atoms.

[0207] This heterocyclic group can have substituents, such as halogen atoms, nitro groups, cyano groups, alkyl groups with 1 to 10 carbon atoms, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0208] It should be noted that the bonding positions of the heterocycle are the portions after any hydrogen atom in each ring has been removed.

[0209] R x2 To connect Z x2 With R x1 When it is a single key, R x1 Part or all of *-Z x2 -P(=O)-Z x1-* (* indicates a bonding site) together form a loop. That is, R x2 To connect Z x2 With R x1 When it is a single key, R x1 The term represents any carbon atom from an aliphatic unsaturated hydrocarbon group having 2 to 20 substituents, or any carbon atom from an aromatic hydrocarbon group having 6 to 20 substituents (preferably any carbon atom from an aliphatic unsaturated hydrocarbon group having 2 to 20 substituents) and Z. x2 A bond that allows two electrons to share a pair is equivalent to R. x2 The single key is represented.

[0210] R x1 When R is an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents, x1 Part or all of *-Z x2 -P(=O)-Z x1 In a ring formed by -* (* indicates a bonding site), unsaturated bonds can be formed between carbon atoms that are constituent atoms of the ring, between carbon atoms that are constituent atoms of the ring and carbon atoms other than those that are constituent atoms of the ring, or between carbon atoms other than those that are constituent atoms of the ring.

[0211] Additionally, R y2 To connect Z y3 With R y1 When it is a single key, R y1 R is a hydrocarbon group that can have 1 to 20 carbon atoms and may have substituents. y1 Part or all of *-Z y3 -P(=Z) y1 )-Z y2 -* (* indicates a bonding site) together form a loop. That is, R y2 To connect Z y3 With R y1 When a single key is present, in R y1 The representation can be any carbon atom from a hydrocarbon group having 1 to 20 carbon atoms that can have substituents, and Z. y3 A bond that allows two electrons to share a pair is equivalent to R. y2 The single key is represented.

[0212] As X x1 ~X x12 and X y1 ~X y12 The halogen atom represented may include fluorine, chlorine, bromine and iodine atoms, preferably selected from at least one of fluorine, chlorine and bromine atoms, more preferably fluorine atom.

[0213] Xx1 ~X x4 -R x4 X x5 ~X x12 -R x5 X y1 ~X y4 -R y4 and X y5 ~X y12 -R y5 The preferred hydrocarbon group is an aliphatic hydrocarbon group with 1 to 20 carbon atoms, more preferably a saturated chain hydrocarbon group with 1 to 20 carbon atoms, even more preferably a saturated chain hydrocarbon group with 1 to 10 carbon atoms, and even more preferably a straight-chain or branched alkyl group with 1 to 5 carbon atoms, with tert-butyl being particularly preferred.

[0214] As R X13 R X17 R y13 and R y17 Each of the following is more preferably a saturated chain hydrocarbon group having 1 to 20 hydrogen atoms or carbon atoms, even more preferably a saturated chain hydrocarbon group having 1 to 10 hydrogen atoms or carbon atoms, and even more preferably a saturated chain hydrocarbon group having 1 to 5 hydrogen atoms or carbon atoms.

[0215] As T + Q + M + W + The alkali metal ions represented are preferably lithium ions, sodium ions, or potassium ions, each independently preferred.

[0216] As R x10 R x14 R y10 and R y14 The saturated hydrocarbon group represented by the carbon number 1 to 20 is preferably a straight-chain or branched alkyl group with a carbon number 1 to 20, and more preferably a straight-chain alkyl group with a carbon number 1 to 10.

[0217] As R X11 R X12 R X15 R X16 R y11 R y12 R y15 and R y16 Each of the following is more preferably a saturated chain hydrocarbon group having 1 to 20 hydrogen atoms or carbon atoms, even more preferably a saturated chain hydrocarbon group having 1 to 10 hydrogen atoms or carbon atoms, and even more preferably a saturated chain hydrocarbon group having 1 to 5 hydrogen atoms or carbon atoms.

[0218] In formula (XI),

[0219] R x1Preferably, it is an unsaturated chain hydrocarbon group with 2 to 15 carbon atoms that may have substituents, or an aromatic hydrocarbon group with 6 to 15 carbon atoms that may have substituents.

[0220] More preferably, it may be an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms with substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms with substituents.

[0221] More preferably, the substituted group can be phenyl, vinyl, propenyl, butenyl, 3-methyl-2-butenyl, 3-methyl-1,2-butadienyl, heptenyl, ethynyl, propynyl, butynyl, pentyynyl, 1-methyl-3-butynyl, 1,1-dimethyl-2-propynyl, hexynyl, 1-ethyl-3-butynyl, heptenyl, 1-ethyl-3-pentynyl, octyynyl, nonynyl, or decanynyl.

[0222] R x1 When the substituent is an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, it is preferable that the substituent is an aromatic hydrocarbon group having 6 to 10 carbon atoms, and phenyl is even more preferred.

[0223] R x2 Preferably, the following are substituents: hydrogen atom, aromatic hydrocarbon group with 6 to 20 carbon atoms, unsaturated chain hydrocarbon group with 2 to 20 carbon atoms, arylalyl group with 8 to 20 carbon atoms, arylynyl group with 8 to 20 carbon atoms, or linked with Z. x2 With R x1 single key,

[0224] More preferably, a hydrogen atom, an aromatic hydrocarbon group having 6 to 10 carbon atoms that may have substituents, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms that may have substituents, an arylalin group having 8 to 12 carbon atoms that may have substituents, an arylynyl group having 8 to 12 carbon atoms that may have substituents, or a Z-linked [organism / group]. x2 With R x1 single key,

[0225] Further preferred options include hydrogen atoms, phenyl groups (which may have substituents), vinyl groups (which may have substituents), propenyl groups (which may have substituents), butenyl groups (which may have substituents), 3-methyl-2-butenyl groups (which may have substituents), 3-methyl-1,2-butadienyl groups (which may have substituents), heptenyl groups (which may have substituents), ethynyl groups (which may have substituents), propynyl groups (which may have substituents), butynyl groups (which may have substituents), pentyynyl groups (which may have substituents), and 1-methyl-3-butynyl groups (which may have substituents). The following can be substituted: 1,1-dimethyl-2-propynyl, hexynyl (which may have a substituent), 1-ethyl-3-butynyl (which may have a substituent), heptyynyl (which may have a substituent), 1-ethyl-3-pentynyl (which may have a substituent), octyynyl (which may have a substituent), nonynyl (which may have a substituent), decyynyl (which may have a substituent), 3-phenyl-2-propynyl (which may have a substituent), 3-phenyl-2-propynyl (which may have a substituent), or 4-phenyl-3-butynyl (which may have a substituent).

[0226] In equations (X1), (X2), (Xa), (X0), or (XI),

[0227] X x1 ~X x4 Each independently selects the best option – R x4 Or halogen atoms, more preferably saturated chain hydrocarbon groups or halogen atoms having 1 to 10 carbon atoms, particularly preferably straight-chain or branched alkyl groups, fluorine atoms, chlorine atoms, or bromine atoms having 1 to 5 carbon atoms.

[0228] Each of nx1 to nx4 is preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0229] In formula (XII),

[0230] R x3 Preferably, the substituent is an unsaturated chain hydrocarbon group having 2 to 15 carbon atoms.

[0231] More preferably, it may be an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms and a substituent.

[0232] Particularly preferred are vinyl groups that may have substituents, propenyl groups that may have substituents, butenyl groups that may have substituents, ethynyl groups that may have substituents, propynyl groups that may have substituents, or butynyl groups that may have substituents.

[0233] R x3 When the substituent is an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, it is preferable that the substituent is an aromatic hydrocarbon group having 6 to 10 carbon atoms, and phenyl is even more preferred.

[0234] In equation (X3), equation (Xb), or equation (XII),

[0235] X x5 ~X x12 Each independently selects the best option – R x5 Or halogen atoms, more preferably saturated chain hydrocarbon groups or halogen atoms having 1 to 10 carbon atoms, particularly preferably straight-chain or branched alkyl groups, fluorine atoms, chlorine atoms, or bromine atoms having 1 to 5 carbon atoms.

[0236] Each of nx5 to nx12 is preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0237] The phthalocyanine pigment contained as the colorant of the present invention is preferably selected from at least one of the compounds represented by formula (X1), formula (X2), and formula (X3).

[0238] More preferably, it is selected from at least one of the compounds represented by formula (Xa), formula (Xb), formula (YI), formula (YII), CI Pigment Blue 15, CI Pigment Blue 15:1, CI Pigment Blue 15:2, CI Pigment Blue 15:3, CI Pigment Blue 15:4, CI Pigment Blue 15:6, CI Pigment Blue 16, CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58, CI Pigment Green 59, CI Pigment Green 62, and CI Pigment Green 63.

[0239] Further preferably, at least one of the compounds represented by formula (X0), formula (XI), and formula (XII) is selected.

[0240] As for the compound represented by formula (X0), the compounds represented by formulas (X0A) to (X0F) are preferred.

[0241]

[0242]

[0243] As for the compound represented by formula (XI), the compounds represented by formulas (XIA) to (XIF) are preferred.

[0244]

[0245]

[0246] In equations (XIA) to (XIF), R x1 R x2 Z x1 and Zx2 Same as above.

[0247] As compounds represented by formula (XIA), examples include compounds having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XIA) will be referred to as compounds (XIA-1) to (XIA-274), respectively.

[0248] As compounds represented by formula (XIB), examples include compounds having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XIB) will be referred to as compounds (XIB-1) to (XIB-274), respectively.

[0249] Examples of compounds represented by formula (XIC) include those having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XIC) will be referred to as compounds (XIC-1) to (XIC-274), respectively.

[0250] Examples of compounds represented by formula (XID) include compounds having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XID) will be referred to as compounds (XID-1) to (XID-274), respectively.

[0251] Examples of compounds represented by formula (XIE) include compounds having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XIE) will be referred to as compounds (XIE-1) to (XIE-274), respectively.

[0252] Examples of compounds represented by formula (XIF) include compounds having groups shown in No. 1 to 274 in Tables 1 to 5. Hereinafter, compounds having groups shown in No. 1 to 274 in formula (XIF) will be referred to as compounds (XIF-1) to (XIF-274), respectively.

[0253] It should be noted that "R" in Tables 1-3 and Table 5 x1 "Columns and "R" x2 The symbols recorded in the column correspond to the groups represented by formulas (xi-1) to (xi-22) and (xii-1) to (xii-2), respectively.

[0254] Additionally, “R” in Table 4 x1 With R x2The symbols recorded in the "Formed Groups" column correspond to the groups represented by formulas (xca-1) to (xca-2), (xcb-1), and (xcc-1), respectively. It should be noted that "R..." x1 With R x2 The formed group in R x2 To connect Z x2 With R x1 The single bond refers to the bond with *-Z. x2 -P(=O)-Z x1 - * (* indicates a bonding site) refers to the bonded group at the bonding site.

[0255] In equations (xca-1) to (xca-2), R x6 and R x7 Each of the above-mentioned hydrocarbon groups representing hydrogen atoms or having 1 to 20 carbon atoms (preferably 1 to 8) that may have substituents can be independently represented. Examples of hydrocarbon groups having 1 to 20 carbon atoms that may have substituents include those related to R. b1 ~R b3 R x2 R x4 R x5 and R y1 ~R y5 The group represented by "etc." can have the same hydrocarbon group with 1 to 20 carbon atoms as the substituent.

[0256] * indicates a bonding site.

[0257]

[0258] [Table 1]

[0259]

[0260] [Table 2]

[0261]

[0262] [Table 3]

[0263]

[0264] [Table 4]

[0265]

[0266] [Table 5]

[0267]

[0268] As a compound represented by formula (XIA),

[0269] Preferred compounds include (XIA-1) to (XIA-12), (XIA-91) to (XIA-102), (XIA-103) to (XIA-108), (XIA-115) to (XIA-119), (XIA-126) to (XIA-129), (XIA-136) to (XIA-138), (XIA-145) to (XIA-146), (XIA-153), (XIA-166), (XIA-181) to (XIA-200), and (XIA-211) to (XIA-272).

[0270] More preferably, compounds (XIA-1) to (XIA-12), (XIA-96), (XIA-103) to (XIA-105), (XIA-115) to (XIA-116), (XIA-126), (XIA-136) to (XIA-138), (XIA-145) to (XIA-146), (XIA-153), (XIA-166), (XIA-181) to (XIA-182), (XIA-183) to (XIA-184), (XIA-187) to (XIA-188), (XIA-191) to (XIA-200), and (XIA-211) to (XIA-272).

[0271] Further preferred compounds include (XIA-1), (XIA-10), (XIA-11), (XIA-12), (IA-96), (XIA-115), (XIA-126), (XIA-145), (XIA-153), (IA-166), (XIA-181) to (XIA-184), (XIA-187), (XIA-211), (XIA-212), (XIA-221), (XIA-222), (XIA-224) to (XIA-230), (XIA-236), and (XIA-253).

[0272] As a compound represented by formula (XIB),

[0273] Preferred compounds include (XIB-1) to (XIB-12), (XIB-91) to (XIB-102), (XIB-103) to (XIB-108), (XIB-115) to (XIB-119), (XIB-126) to (XIB-129), (XIB-136) to (XIB-138), (XIB-145) to (XIB-146), (XIB-153), (XIB-181) to (XIB-200), and (XIB-211) to (XIB-272).

[0274] More preferred compounds are (XIB-1) to (XIB-12) and (XIB-153).

[0275] Further preferred compounds (XIB-1) and (XIB-153) were selected.

[0276] As a compound represented by formula (XIC),

[0277] Preferred compounds include (XIC-1) to (XIC-12), (XIC-91) to (XIC-102), (XIC-103) to (XIC-108), (XIC-115) to (XIC-119), (XIC-126) to (XIC-129), (XIC-136) to (XIC-138), (XIC-145) to (XIC-146), (XIC-153), (XIC-181) to (XIC-200), and (XIC-211) to (XIC-272).

[0278] More preferred compounds are (XIC-1) to (XIC-12), (XIC-103) to (XIC-105), (XIC-115) to (XIC-116), and (XIC-126).

[0279] As a compound represented by formula (XID),

[0280] Preferred compounds include (XID-1) to (XID-12), (XID-91) to (XID-102), (XID-103) to (XID-108), (XID-115) to (XID-119), (XID-126) to (XID-129), (XID-136) to (XID-138), (XID-145) to (XID-146), (XID-153), (XID-181) to (XID-200), and (XID-211) to (XID-272).

[0281] More preferred compounds (XID-1) to (XID-12).

[0282] As a compound represented by formula (XIE),

[0283] Preferred compounds include (XIE-1) to (XIE-12), (XIE-91) to (XIE-102), (XIE-103) to (XIE-108), (XIE-115) to (XIE-119), (XIE-126) to (XIE-129), (XIE-136) to (XIE-138), (XIE-145) to (XIE-146), (XIE-153), (XIE-181) to (XIE-200), and (XIE-211) to (XIE-272).

[0284] More preferred compounds are (XIE-1) to (XIE-12), (XIE-103) to (XIE-105), (XIE-115) to (XIE-116), and (XIE-126).

[0285] As a compound represented by formula (XIF),

[0286] The preferred compounds are those represented by (XIF-1) to (XIF-12), (XIF-91) to (XIF-108), (XIF-115) to (XIF-119), (XIF-126) to (XIF-129), (XIF-136) to (XIF-138), (XIF-145) to (XIF-146), (XIF-153), (XIF-181) to (XIF-200), and (XIF-211) to (XIF-272).

[0287] More preferred compounds are (XIF-1) to (XIF-12), (XIF-103) to (XIF-105), (XIF-115) to (XIF-116), (XIF-126), and (XIF-153).

[0288] As for the compound represented by formula (XII), the compounds represented by formulas (XIIA) to (XIIF) are preferred.

[0289]

[0290]

[0291] In equations (XIIA) to (XIIF), R x3 and Z x3 Same as above.

[0292] Examples of compounds represented by formula (XIIA) include those having groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having groups shown in No. 1 to No. 18 in formula (XIIA) will be referred to as compounds (XIIA-1) to (XIIA-18), respectively.

[0293] As compounds represented by formula (XIIB), examples include compounds having groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having groups shown in No. 1 to No. 18 in formula (XIIB) will be referred to as compounds (XIIB-1) to (XIIB-18), respectively.

[0294] As compounds represented by formula (XIIC), examples include compounds having the groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having the groups shown in No. 1 to No. 18 in formula (XIIC) will be referred to as compounds (XIIC-1) to (XIIC-18), respectively.

[0295] As compounds represented by formula (XIID), examples include compounds having the groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having the groups shown in No. 1 to No. 18 in formula (XIID) will be referred to as compounds (XIID-1) to (XIID-18), respectively.

[0296] As compounds represented by formula (XIIE), examples include compounds having the groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having the groups shown in No. 1 to No. 18 in formula (XIIE) will be referred to as compounds (XIIE-1) to (XIIE-18), respectively.

[0297] As compounds represented by formula (XIIF), examples include compounds having the groups shown in No. 1 to No. 18 in Table 6. Hereinafter, compounds having the groups shown in No. 1 to No. 18 in formula (XIIF) will be referred to as compounds (XIIF-1) to (XIIF-18), respectively.

[0298] It should be noted that "R" in Table 6 x3 The symbols recorded in the column correspond to the groups represented by formulas (xiii-1) to (xiii-9).

[0299] * indicates a bonding site.

[0300]

[0301] [Table 6]

[0302]

[0303] As compounds represented by formula (XIIA), compounds (XIIA-1) to (XIIA-6) and compounds (XIIA-10) to (XIIA-15) are preferred.

[0304] As compounds represented by formula (XIIB), compounds (XIIB-1) to (XIIB-6) and compounds (XIIB-10) to (XIIB-15) are preferred.

[0305] As compounds represented by formula (XIIC), compounds (XIIC-1) to (XIIC-6) and compounds (XIIC-10) to (XIIC-15) are preferred.

[0306] As compounds represented by formula (XIID), compounds (XIID-1) to (XIID-6) and compounds (XIID-10) to (XIID-15) are preferred.

[0307] As compounds represented by formula (XIIE), compounds (XIIE-1) to (XIIE-6) and compounds (XIIE-10) to (XIIE-15) are preferred.

[0308] As compounds represented by formula (XIIF), compounds (XIIF-1) to (XIIF-6) and compounds (XIIF-10) to (XIIF-15) are preferred.

[0309] The compound represented by formula (X0) can be produced, for example, by properly reacting the compound represented by formula (XIII) with concentrated sulfuric acid.

[0310] The compound represented by formula (XI) can be produced, for example, by properly reacting the compound represented by formula (XIII) with the compound represented by formula (XIV).

[0311] In addition, the compound represented by formula (XII) can be produced, for example, by properly reacting the compound represented by formula (XIII-1), the compound represented by formula (XIII-2), and the compound represented by formula (XV).

[0312]

[0313] In equations (XI), (XIII), and (XIV), R x1 R x2 Z x1 Z x2 X x1 ~X x4 The same applies to nx1 through nx4.

[0314]

[0315] In equations (XII), (XIII-1), (XIII-2), and (XV), R x3 Z x3 X x5 ~X x12 The same applies to nx5 to nx12.

[0316] In formula (YI),

[0317] R y1 Preferably, the substituent can be an aromatic hydrocarbon group with 6 to 20 carbon atoms.

[0318] More preferably, the substituent may be an aromatic hydrocarbon group having 6 to 10 carbon atoms.

[0319] Further preferred are aromatic hydrocarbon groups with 6 to 8 carbon atoms that may have substituents.

[0320] A particularly preferred phenyl group may have a substituent.

[0321] R y2 Preferably, the substituent is an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms or an aromatic hydrocarbon group with 6 to 20 carbon atoms.

[0322] More preferably, it may be an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms with substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms with substituents.

[0323] Further preferred are unsaturated chain hydrocarbon groups with 2 to 7 carbon atoms that may have substituents, or aromatic hydrocarbon groups with 6 to 8 carbon atoms that may have substituents.

[0324] More preferably, an alkenyl group having 2 to 7 carbon atoms or an aromatic hydrocarbon group having 6 to 8 carbon atoms may have substituents.

[0325] Particularly preferred are vinyl groups that may have substituents or phenyl groups that may have substituents.

[0326] Each of ny1 to ny4 is preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0327] X y1 ~X y4 Each independently selects the best option – R y4 Or halogen atoms.

[0328] Y 1 Z y1 Z y2 and Z y3 At least one of them represents a sulfur atom, preferably satisfying Y 1 It is a sulfur atom and Z y1 In the manner of oxygen atoms, Y 1 It is an oxygen atom and Z y1 The manner of sulfur atoms, and Z y2 and Z y3 At least one of the ways in which the sulfur atom is present. However, in R y2 In the case of an aliphatic unsaturated hydrocarbon group, Z y2 and Z y3 Single bonds are preferred.

[0329] In formula (YII),

[0330] R y3 Preferably, the substituent is an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms or an aromatic hydrocarbon group with 6 to 20 carbon atoms.

[0331] More preferably, it may be an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms with substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms with substituents.

[0332] Further preferred are unsaturated chain hydrocarbon groups with 2 to 7 carbon atoms that may have substituents, or aromatic hydrocarbon groups with 6 to 8 carbon atoms that may have substituents.

[0333] More preferably, an alkenyl group having 2 to 7 carbon atoms or an aromatic hydrocarbon group having 6 to 8 carbon atoms may have substituents.

[0334] Particularly preferred are vinyl groups that may have substituents or phenyl groups that may have substituents.

[0335] Each of ny5 to ny12 is preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0336] X y5 ~X y12 Each independently selects the best option – R y5 Or halogen atoms, more preferably saturated chain hydrocarbon groups or halogen atoms with 1 to 10 carbon atoms, particularly preferably straight-chain or branched alkyl groups, fluorine atoms, chlorine atoms or bromine atoms with 1 to 5 carbon atoms.

[0337] Y 2 Z y4 and Z y5 At least one of them represents a sulfur atom. However, in R y3 In the case of an aliphatic unsaturated hydrocarbon group, Z y5 Single bonds are preferred.

[0338] Examples of compounds represented by formula (YI) include compounds represented by formulas (YIA) to (YIE).

[0339]

[0340]

[0341] In formulas (YIA) to (YIE), R y1 R y2 Y 1 Z y1 Z y2 and Z y3 Same as above.

[0342] Examples of compounds represented by formula (YIA) include those having groups shown in No. 1 to No. 24 of Table 7. Hereinafter, compounds having groups shown in No. 1 to No. 24 of formula (YIA) will be referred to as compounds (YIA-1) to (YIA-24), respectively.

[0343] Examples of compounds represented by formula (YIB) include those having groups shown in No. 1 to No. 24 of Table 7. Hereinafter, compounds having groups shown in No. 1 to No. 24 of formula (YIB) will be referred to as compounds (YIB-1) to (YIB-24), respectively.

[0344] As compounds represented by formula (YIC), examples include compounds having the groups shown in No. 1 to 24 of Table 7. Hereinafter, compounds having the groups shown in No. 1 to 24 of formula (YIC) will be referred to as compounds (YIC-1) to (YIC-24), respectively.

[0345] Examples of compounds represented by formula (YID) include those having groups shown in No. 1 to No. 24 of Table 7. Hereinafter, compounds having groups shown in No. 1 to No. 24 of formula (YID) will be referred to as compounds (YID-1) to (YID-24), respectively.

[0346] As compounds represented by formula (YIE), examples include compounds having the groups shown in No. 1 to 24 of Table 7. Hereinafter, compounds having the groups shown in No. 1 to 24 of formula (YIE) will be referred to as compounds (YIE-1) to (YIE-24), respectively.

[0347] It should be noted that "yi-1" in Table 7 represents phenyl and "yi-2" represents vinyl.

[0348] [Table 7]

[0349] 1 sulfur atoms oxygen atom single bond single bond yi-1 yi-1 2 sulfur atoms oxygen atom single bond oxygen atom yi-1 yi-1 3 sulfur atoms oxygen atom single bond sulfur atoms yi-1 yi-1 4 sulfur atoms oxygen atom oxygen atom oxygen atom yi-1 yi-1 5 sulfur atoms oxygen atom oxygen atom sulfur atoms yi-1 yi-1 6 sulfur atoms oxygen atom sulfur atoms sulfur atoms yi-1 yi-1 7 sulfur atoms sulfur atoms single bond single bond yi-1 yi-1 8 sulfur atoms sulfur atoms single bond oxygen atom yi-1 yi-1 9 sulfur atoms sulfur atoms single bond sulfur atoms yi-1 yi-1 10 sulfur atoms sulfur atoms oxygen atom oxygen atom yi-1 yi-1 11 sulfur atoms sulfur atoms oxygen atom sulfur atoms yi-1 yi-1 12 sulfur atoms sulfur atoms sulfur atoms sulfur atoms yi-1 yi-1 13 oxygen atom sulfur atoms single bond single bond yi-1 yi-1 14 oxygen atom sulfur atoms single bond oxygen atom yi-1 yi-1 15 oxygen atom sulfur atoms single bond sulfur atoms yi-1 yi-1 16 oxygen atom sulfur atoms oxygen atom oxygen atom yi-1 yi-1 17 oxygen atom sulfur atoms oxygen atom sulfur atoms yi-1 yi-1 18 oxygen atom sulfur atoms sulfur atoms sulfur atoms yi-1 yi-1 19 oxygen atom oxygen atom single bond sulfur atoms yi-1 yi-1 20 oxygen atom oxygen atom oxygen atom sulfur atoms yi-1 yi-1 21 oxygen atom oxygen atom sulfur atoms sulfur atoms yi-1 yi-1 22 sulfur atoms oxygen atom single bond single bond yi-1 yi-2 23 sulfur atoms sulfur atoms single bond single bond yi-1 yi-2 24 oxygen atom sulfur atoms single bond single bond yi-1 yi-2

[0350] As a compound represented by formula (YIA),

[0351] Preferred compounds include (YIA-1) to (YIA-6), (YIA-13) to (YIA-18), (YIA-21), and (YIA-22) to (YIA-24).

[0352] More preferred compounds are (YIA-1), (YIA-13), (YIA-21), (YIA-23), and (YIA-24).

[0353] As a compound represented by formula (YIB),

[0354] Preferred compounds are (YIB-1) to (YIB-6), (YIB-13) to (YIB-18), (YIB-21), and (YIB-22) to (YIB-24).

[0355] More preferred compounds are (YIB-1), (YIB-13), (YIB-21), (YIB-23), and (YIB-24).

[0356] As a compound represented by formula (YIC),

[0357] Preferred compounds are (YIC-1) to (YIC-6), (YIC-13) to (YIC-18), (YIC-21), and (YIC-22) to (YIC-24).

[0358] More preferred compounds are (YIC-1), (YIC-13), (YIC-21), (YIC-23), and (YIC-24).

[0359] As a compound represented by formula (YID),

[0360] Preferred compounds are (YID-1) to (YID-6), (YID-13) to (YID-18), (YID-21), and (YID-22) to (YID-24).

[0361] More preferred compounds are (YID-1), (YID-13), (YID-21), (YID-23), and (YID-24).

[0362] As a compound represented by the formula (YIE),

[0363] Preferred compounds are (YIE-1) to (YIE-6), (YIE-13) to (YIE-18), (YIE-21), and (YIE-22) to (YIE-24).

[0364] More preferred compounds are (YIE-1), (YIE-13), (YIE-21), (YIE-23), and (YIE-24).

[0365] Examples of compounds represented by formula (YII) include compounds represented by formulas (YIIA) to (YIIE).

[0366]

[0367]

[0368] [In formula (YIIA) ~ formula (YIIE), R y3 Y 2 Z y4 and Z y5 Same as above.

[0369] Examples of compounds represented by formula (YIIA) include those having groups shown in No. 1 to No. 13 in Table 8. Hereinafter, compounds having groups shown in No. 1 to No. 13 in formula (YIIA) will be referred to as compounds (YIIA-1) to (YIIA-13), respectively.

[0370] As compounds represented by formula (YIIB), examples include compounds having groups shown in No. 1 to No. 13 in Table 8. Hereinafter, compounds having groups shown in No. 1 to No. 13 in formula (YIIB) will be referred to as compounds (YIIB-1) to (YIIB-13), respectively.

[0371] As compounds represented by formula (YIIC), examples include compounds having the groups shown in No. 1 to No. 13 in Table 8. Hereinafter, compounds having the groups shown in No. 1 to No. 13 in formula (YIIC) will be referred to as compounds (YIIC-1) to (YIIC-13), respectively.

[0372] Examples of compounds represented by formula (YIID) include those having groups shown in No. 1 to No. 13 in Table 8. Hereinafter, compounds having groups shown in No. 1 to No. 13 in formula (YIID) will be referred to as compounds (YIID-1) to (YIID-13), respectively.

[0373] As compounds represented by formula (YIIE), examples include compounds having the groups shown in No. 1 to No. 13 in Table 8. Hereinafter, compounds having the groups shown in No. 1 to No. 13 in formula (YIIE) will be referred to as compounds (YIIE-1) to (YIIE-13), respectively.

[0374] It should be noted that "yi-1" in Table 8 represents phenyl and "yi-2" represents vinyl.

[0375] [Table 8]

[0376] 1 sulfur atoms oxygen atom single bond yi-1 2 sulfur atoms oxygen atom oxygen atom yi-1 3 sulfur atoms oxygen atom sulfur atoms yi-1 4 sulfur atoms sulfur atoms single bond yi-1 5 sulfur atoms sulfur atoms oxygen atom yi-1 6 sulfur atoms sulfur atoms sulfur atoms yi-1 7 oxygen atom oxygen atom sulfur atoms yi-1 8 oxygen atom sulfur atoms single bond yi-1 9 oxygen atom sulfur atoms oxygen atom yi-1 10 oxygen atom sulfur atoms sulfur atoms yi-1 11 sulfur atoms oxygen atom single bond yi-2 12 sulfur atoms sulfur atoms single bond yi-2 13 oxygen atom sulfur atoms single bond yi-2

[0377] As a compound represented by formula (YIIA),

[0378] Preferred compounds (YIIA-1), compounds (YIIA-2), compounds (YIIA-8), compounds (YIIA-9), compounds (YIIA-12), and compounds (YIIA-13),

[0379] More preferred compounds are (YIIA-1), (YIIA-8), (YIIA-12), and (YIIA-13).

[0380] As a compound represented by formula (YIIB),

[0381] Preferred compounds are (YIIB-1), (YIIB-2), (YIIB-8), (YIIB-9), (YIIB-12), and (YIIB-13).

[0382] More preferred compounds are (YIIB-1), (YIIB-8), (YIIB-12), and (YIIB-13).

[0383] As a compound represented by formula (YIIC),

[0384] Preferred compounds are (YIIC-1), (YIIC-2), (YIIC-8), (YIIC-9), (YIIC-12), and (YIIC-13).

[0385] More preferred compounds are (YIIC-1), (YIIC-8), (YIIC-12), and (YIIC-13).

[0386] As a compound represented by formula (YIID),

[0387] Preferred compounds are (YIID-1), (YIID-2), (YIID-8), (YIID-9), (YIID-12), and (YIID-13).

[0388] More preferred compounds are (YIID-1), (YIID-8), (YIID-12), and (YIID-13).

[0389] As a compound represented by formula (YIIE),

[0390] Preferred compounds are (YIIE-1), (YIIE-2), (YIIE-8), (YIIE-9), (YIIE-12), and (YIIE-13).

[0391] More preferred compounds are (YIIE-1), (YIIE-8), (YIIE-12), and (YIIE-13).

[0392] The compound represented by formula (YI) can be produced, for example, by properly reacting the compound represented by formula (YIII) with the compound represented by formula (YIV).

[0393] In addition, the compound represented by formula (YII) can be produced, for example, by appropriately reacting the compounds represented by formulas (YIIIa) and (YIIIb) with the compound represented by formula (YV).

[0394]

[0395] In equations (YI), (YIII), and (YIV), R y1 R y2 Y 1 Z y1 Z y2 Z y3 X y1 ~X y4 The same applies to ny1 through ny4.

[0396]

[0397] In equations (YII), (YIIIa), (YIIIb), and (YV), R y3 Y 2 Z y4 Z y5 X y5 ~X y12 The same applies to ny5 through ny12.

[0398] The content of phthalocyanine pigment in the total amount of colorant (A) is preferably 20% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, and may also be 100% by mass or less, or 90% by mass or less.

[0399] In addition, the content of aluminum phthalocyanine pigment in the total amount of phthalocyanine pigment is preferably 20 to 100% by mass, more preferably 30 to 100% by mass, and even more preferably 40 to 100% by mass.

[0400] Colorant (A) may further contain a colorant different from phthalocyanine pigment (hereinafter, sometimes referred to as colorant (A2)).

[0401] The colorant (A2) can be either a dye or a pigment.

[0402] Examples of dyes include, for instance, compounds classified as substances with hues other than pigments in the Color Index (published by The Society of Dyers and Colourists) and well-known dyes listed in dyeing guides (by dyeing companies). Xanthan dyes are particularly preferred.

[0403] Xanthan dyes are dyes containing compounds with an intramolecular xanthan skeleton. Examples of xanthan dyes include CI Acid Red 51 (hereinafter, the designation of CI Acid Red is omitted, only the number is listed, and the same applies to others), 52, 87, 92, 94, 289, 388, CI Acid Violet 9, 30, 102, CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, 10, 11, CI Basic Violet 10 (Rhodamine B), 11, CI Solvent Red 218, CI Mordant Red 27, CI Reactive Red 36 (Bengalis Rose B), Sulforodamine G, xanthan dyes described in Japanese Patent Application Publication No. 2010-32999, and xanthan dyes described in Japanese Patent Application Publication No. 4492760. They are preferably soluble in organic solvents.

[0404] Commercially available xaton dyes can be used (e.g., "Chugai AminolFast Pink RH / C" manufactured by Chugai Chemical Co., Ltd., and "Rhodamin 6G" manufactured by Taoka Chemical Co., Ltd.). Alternatively, commercially available xaton dyes can be used as starting materials for synthesis, referring to Japanese Patent Application Publication No. 2010-32999.

[0405] Other dyes that can be used besides these include azo dyes, cyanide dyes, triphenylmethane dyes, and thiazole dyes. Azide dyes, phthalocyanine dyes, quinoline dyes, anthraquinone dyes, naphthoquinone dyes, quinone imine dyes, methine dyes, azomethyl alkali dyes, squaric acid Dyes, acridine dyes, styrene dyes, coumarin dyes, quinoline dyes, and nitro dyes, etc., can be made using known dyes.

[0406] Specifically, examples of such dyes include CI Solvent Yellow 4 (hereinafter, the description of CI Solvent Yellow is omitted, only the number is recorded, and the same applies to others), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, and 189.

[0407] CI Solvent Red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247;

[0408] CI Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86;

[0409] CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60;

[0410] CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 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;

[0411] CI solvent green dyes 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, etc.

[0412] CI 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, 15 7, 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;

[0413] CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 57, 66, 73, 76, 80, 88, 91, 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, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 394, 401, 412, 417, 418, 422, 426;

[0414] CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

[0415] CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72;

[0416] Acid Blue (CI) 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, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340;

[0417] CI 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 and other CI acid dyes;

[0418] CI direct yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, 141;

[0419] CI 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;

[0420] CI direct orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

[0421] CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104;

[0422] CI 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, 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, 16 7, 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;

[0423] CI Direct Green includes CI direct dyes such as 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82.

[0424] CI Disperse Yellow 51, 54, 76;

[0425] CI Disperse Violet 26, 27;

[0426] CI disperse blue 1, 14, 56, 60 and other CI disperse dyes,

[0427] CI 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;

[0428] CI Basic Violet 2;

[0429] CI Basic Red 9;

[0430] CI Basic Green 1; and other CI basic dyes,

[0431] CI Active Yellow 2, 76, 116;

[0432] CI Active Orange 16;

[0433] CI Reactive Red 36; and other CI reactive dyes,

[0434] CI Media Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

[0435] CI Media Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 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;

[0436] CI Media Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48;

[0437] CI Media Purple 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;

[0438] CI Media 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;

[0439] CI mordant green dyes 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53, etc.

[0440] CI vat green 1 and other CI vat dyes, etc.

[0441] These dyes can be used for each color with one or more dyes, or a combination of dyes of different colors.

[0442] As pigments, for example, pigments classified as pigments in the Color Index (published by The Society of Dyers and Colourists) can be cited as examples, such as the following pigments.

[0443] Yellow pigments: CI 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, etc.

[0444] Orange pigments: CI pigments Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc.

[0445] Red pigments: CI pigment red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, etc.

[0446] Purple pigments: CI pigments purple 1, 19, 23, 29, 32, 36, 38, etc.

[0447] These pigments can be used for one or more colors, or a combination of pigments of different colors.

[0448] Pigments can be subjected to various treatments as needed, including rosin treatment, surface treatment with pigment derivatives incorporating acidic or basic groups, grafting treatment with polymers, micronization treatment based on sulfuric acid micronization, cleaning treatment using organic solvents or water to remove impurities, and removal treatment of ionic impurities using ion exchange. The particle size of the pigment is preferably approximately uniform. By dispersing the pigment with a pigment dispersant, a pigment dispersion in which the pigment is uniformly dispersed in the pigment dispersant solution can be prepared. Pigments can be dispersed individually or in combination.

[0449] Examples of pigment dispersants include surfactants, which can be cationic, anionic, nonionic, or amphoteric. Specifically, examples include polyester-based, polyamine-based, and acrylic surfactants. These pigment dispersants can be used alone or in combination of two or more. Examples of dispersants by trade name include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWLEN (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by ZENECA Co., Ltd.), EFKA (registered trademark) (manufactured by BASF Corporation), AJISPER (registered trademark) (manufactured by Ajinomoto Fine Chemicals Co., Ltd.), Disperbyk (registered trademark), and BYK (registered trademark) (manufactured by BYK-Chemie Corporation).

[0450] When using a pigment dispersant, the amount used relative to 100 parts by weight of pigment is preferably 10 to 200 parts by weight, more preferably 15 to 180 parts by weight, and even more preferably 20 to 160 parts by weight. When the amount of pigment dispersant used is within the above range, there is a tendency to obtain a more uniformly dispersed pigment dispersion when using two or more pigments.

[0451] When colorant (A) contains colorant (A2), the content of colorant (A2) in the total amount of colorant (A) is preferably 1 to 80% by mass, more preferably 1 to 50% by mass, and even more preferably 1 to 30% by mass.

[0452] The content of colorant (A) in the coloring composition relative to the total amount of solid components is preferably 0.5 to 80% by mass, more preferably 1 to 70% by mass, even more preferably 2 to 55% by mass, and particularly preferably 8 to 50% by mass. When the content of colorant (A) is within the above range, it is easier to obtain the desired spectroscopic and color concentration.

[0453] It should be noted that "total amount of solid components" in this specification refers to the total amount of components obtained by removing the solvent from the coloring composition of the present invention. The total amount of solid components and the content of each component relative to that total amount can be determined, for example, using known analytical methods such as liquid chromatography and gas chromatography.

[0454] <Compound (PI)>

[0455] The coloring composition of this invention contains a compound (PI). The presence of the compound (PI) improves its filtration properties.

[0456]

[0457] In formula (PI),

[0458] Z p1and Z p2 Each can be used independently to represent a single bond or an oxygen atom.

[0459] R p1 It indicates an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents.

[0460] R p2 Representing a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms that may have substituents, or a Z-linked group. p2 With R p1 A single key.

[0461] As R p1 Examples of aliphatic unsaturated hydrocarbon groups representing 2 to 20 carbon atoms in R can be found in... x1 and R x3 The groups described in the aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms include, for example, unsaturated chain hydrocarbon groups such as alkenyl and ynyl, unsaturated alicyclic hydrocarbon groups such as cycloalkenyl and unsaturated polycyclic hydrocarbon groups.

[0462] The number of carbon atoms in the aforementioned aliphatic unsaturated hydrocarbon group is preferably 2 to 15, more preferably 2 to 10, even more preferably 2 to 7, and particularly preferably 2 to 5.

[0463] As R p2 Hydrocarbon groups representing 1 to 20 carbon atoms can be exemplified as R a1 The same group as the hydrocarbon group representing 1 to 20 carbon atoms is used. That is, as R p2 Examples of hydrocarbon groups with 1 to 20 carbon atoms include linear or branched alkyl, alkenyl, and alkynyl chain hydrocarbon groups; alicyclic hydrocarbon groups such as cycloalkyl, cycloalkenyl, and saturated or unsaturated polycyclic hydrocarbon groups; aromatic hydrocarbon groups; groups formed by combining an aromatic hydrocarbon group with at least one of aromatic hydrocarbon groups, linear hydrocarbon groups, and alicyclic hydrocarbon groups; groups formed by combining a linear hydrocarbon group with an alicyclic hydrocarbon group; and so on. Furthermore, the preferred method for the number of carbon atoms in each group is also the same.

[0464] As R p1 The substituents that aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms can have include aromatic hydrocarbon groups with 6 to 20 carbon atoms, heterocyclic groups, halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and Rxa2 Same as above).

[0465] As R p2 The substituents that can exist in hydrocarbon groups with 1 to 20 carbon atoms include heterocyclic groups, halogen atoms, nitro groups, cyano groups, and -OR groups. a1 -CO2R xa1 、-SR xa1 -SO2R xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0466] For R p1 The aromatic hydrocarbon group used as a substituent for an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms can be exemplified as a substituent for R. x1 and R x3 Examples of aromatic hydrocarbon groups include aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms and aromatic hydrocarbon groups with 6 to 20 carbon atoms.

[0467] The aromatic hydrocarbon group preferably has 6 to 10 carbon atoms, more preferably 6 to 8.

[0468] This aromatic hydrocarbon group can have substituents. Examples of substituents include halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0469] As R p1 The substituents and R of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms are represented. p2 The heterocyclic group used as a substituent for the hydrocarbon group with 1 to 20 carbon atoms can be a monocyclic or polycyclic ring, and is preferably a heterocyclic ring containing a heteroatom as a constituent element of the ring. Examples of heteroatoms include nitrogen atoms, oxygen atoms, and sulfur atoms.

[0470] As this heterocyclic ring, it can be exemplified as R x1 and R x3The substituents of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms use the same heterocyclic group as the heterocyclic group.

[0471] The heterocyclic group preferably has 2 to 30 carbon atoms, more preferably 3 to 22, and even more preferably 3 to 20.

[0472] This heterocyclic group can have substituents; examples of substituents include halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 -CO2R xa1 、-SR xa1 -SO2R xa1 -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 etc. (where R) xa1 and R xa2 Same as above).

[0473] It should be noted that the bonding positions of the heterocycle are the portions after any hydrogen atom in each ring has been removed.

[0474] For R p1 The substituents and R of aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms are represented. p2 The halogen atom used for the substituents of hydrocarbon groups with 1 to 20 carbon atoms can be exemplified by fluorine, chlorine, bromine, and iodine atoms.

[0475] R p2 For connecting Z p2 With R p1 A single key. R p2 To connect Z p2 With R p1 When it is a single key, R p1 Part or all of *-Z p2 -P(=O)-Z p1 -* (* indicates a bonding site) together form a loop. That is, R p2 To connect Z p2 With R p1 When a single key is present, in R p1 The term represents any carbon atom in an aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms that can have substituents, and Z. p2 A bond that can share a pair of electrons is equivalent to R. p2 The single key is represented.

[0476] R p1 Part or all of *-Z p2 -P(=O)-Z p1In a ring formed by -* (* indicates a bonding site), unsaturated bonds can be formed between carbon atoms that are constituent atoms of the ring, between carbon atoms that are constituent atoms of the ring and carbon atoms other than those that are constituent atoms of the ring, or between carbon atoms other than those that are constituent atoms of the ring.

[0477] As R p1 ,

[0478] Preferably, the substituent is an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms.

[0479] More preferably, the substituents may be vinyl, propenyl, butenyl, 3-methyl-2-butenyl, 3-methyl-1,2-butadienyl, heptenyl, ethynyl, propynyl, butynyl, pentyynyl, 1-methyl-3-butynyl, 1,1-dimethyl-2-propynyl, hexynyl, 1-ethyl-3-butynyl, heptenyl, 1-ethyl-3-butynyl, heptenyl, 1-ethyl-3-pentynyl, octyynyl, nonynyl, or decanynyl.

[0480] R p1 When the aliphatic unsaturated hydrocarbon group with 2 to 20 carbon atoms has a substituent, the substituent is preferably an aromatic hydrocarbon group with 6 to 10 carbon atoms, and more preferably a phenyl group.

[0481] As R p2 ,

[0482] Preferably, a hydrogen atom, an aromatic hydrocarbon group having 6 to 20 carbon atoms that may have substituents, an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms that may have substituents, an arylalin group having 8 to 20 carbon atoms that may have substituents, an arylynyl group having 8 to 20 carbon atoms that may have substituents, or a Z-linked group. p2 With R p1 single key,

[0483] More preferably, a hydrogen atom, an aromatic hydrocarbon group having 6 to 10 carbon atoms that may have substituents, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms that may have substituents, an arylalin group having 8 to 15 carbon atoms that may have substituents, an arylynyl group having 8 to 15 carbon atoms that may have substituents, or a Z-linked [organism / group]. p2 With R p1 single key,

[0484] Further preferred groups include hydrogen atoms, phenyl groups (which may have substituents), vinyl groups (which may have substituents), propenyl groups (which may have substituents), butenyl groups (which may have substituents), 3-methyl-2-butenyl groups (which may have substituents), 3-methyl-1,2-butadienyl groups (which may have substituents), heptenyl groups (which may have substituents), ethynyl groups (which may have substituents), propynyl groups (which may have substituents), butynyl groups (which may have substituents), penynyl groups (which may have substituents), 1-methyl-3-butynyl groups (which may have substituents), and 1,1-dimethyl- 2-Propyynyl, hexynyl (which may have a substituent), 1-ethyl-3-butynyl (which may have a substituent), heptyynyl (which may have a substituent), 1-ethyl-3-pentynyl (which may have a substituent), octyynyl (which may have a substituent), nonynyl (which may have a substituent), decyynyl (which may have a substituent), 2-phenylvinyl (which may have a substituent), 3-phenyl-2-propynyl (which may have a substituent), phenylethynyl (which may have a substituent), 3-phenyl-2-propynyl (which may have a substituent), or 4-phenyl-3-butynyl (which may have a substituent).

[0485] The molecular weight of the compound (PI) is 100 to 700, preferably 120 or more, more preferably 140 or more, and further preferably 500 or less, more preferably 300 or less. When the molecular weight of the compound (PI) is within the above range, a coloring composition with good filterability can be easily obtained.

[0486] The content of compound (PI) relative to 100 parts by mass of phthalocyanine pigment is, for example, 1 part by mass or more, preferably 3 parts by mass or more, more preferably 5 parts by mass or more, even more preferably 10 parts by mass or more, and preferably 30 parts by mass or less, more preferably 25 parts by mass or less, and even more preferably 20 parts by mass or less.

[0487] Furthermore, the content of compound (PI) relative to the total amount of solid components is preferably 0.5% by mass or more, more preferably 1.0% by mass or more, even more preferably 2.0% by mass or more, and preferably 5.0% by mass or less, more preferably 4.0% by mass or less, and even more preferably 3.0% by mass or less.

[0488] <Adhesive Resin (B)>

[0489] The adhesive resin (B) is not particularly limited, but an alkali-soluble resin is preferred. Examples of adhesive resins (B) include resins [K1] to [K6].

[0490] Resin [K1]: A copolymer of at least one (a) selected from unsaturated carboxylic acids and unsaturated carboxylic anhydrides (hereinafter sometimes referred to as "(a)") with a monomer (b) having a cyclic ether structure having 2 to 4 carbon atoms and an olefinic unsaturated bond (hereinafter sometimes referred to as "(b)");

[0491] Resin [K2]: a copolymer of (a) and (b) and monomer (c) that can copolymerize with (a) (wherein being different from (a) and (b)) (hereinafter sometimes referred to as "(c)");

[0492] Resin [K3]: a copolymer of (a) and (c);

[0493] Resin [K4]: A resin obtained by reacting (b) with the copolymer of (a) and (c);

[0494] Resin [K5]: A resin obtained by reacting the copolymer of (a) and (b) with (c);

[0495] Resin [K6]: A resin obtained by reacting the copolymer of (a) with (b) and (c) and then with a polycarboxylic acid and / or a carboxylic anhydride.

[0496] As for (a), specifically, examples include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, ortho-, meta-, and p-vinylbenzoic acid;

[0497] Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, zeaxanthin, itaconic acid, 3-vinyl phthalic acid, 4-vinyl phthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexene dicarboxylic acid.

[0498] Methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxylated bicyclo[2.2.1]hept-2-ene, 5,6-dicarboxylated bicyclo[2.2.1]hept-2-ene, 5-carboxylated-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxylated-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxylated-6-methylbicyclo[2.2.1]hept-2-ene, 5-carboxylated-6-ethylbicyclo[2.2.1]hept-2-ene, etc., are bicyclic unsaturated compounds containing carboxyl groups;

[0499] Maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinyl phthalic anhydride, 4-vinyl phthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, 5,6-dicarboxylic acid bicyclic [2.2.1]hept-2-ene anhydride and other unsaturated dicarboxylic acid anhydrides;

[0500] Unsaturated mono[(meth)acryloyloxyethyl] esters of di- or higher polycarboxylic acids, such as mono[2-(meth)acryloyloxyethyl] ester of succinate and mono[2-(meth)acryloyloxyethyl] ester of phthalate;

[0501] Unsaturated acrylates containing hydroxyl and carboxyl groups in the same molecule, such as α-(hydroxymethyl)acrylic acid.

[0502] Among these, considering both the copolymerization reactivity and the solubility of the resulting resin in alkaline aqueous solutions, acrylic acid, methacrylic acid, and maleic anhydride are preferred.

[0503] (b) refers to polymerizable compounds having, for example, a cyclic ether structure having 2 to 4 carbon atoms (e.g., selected from at least one of an oxecyclopropane ring, an oxecyclobutane ring, and a tetrahydrofuran ring) and an olefinic unsaturated bond. (b) Preferably, monomers having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group.

[0504] It should be noted that in this specification, "(meth)acrylic acid" means at least one selected from acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0505] As (b), examples include monomers having oxetyl and olefinic unsaturated bonds (b1) (hereinafter sometimes referred to as "(b1)"), monomers having oxetyl and olefinic unsaturated bonds (b2) (hereinafter sometimes referred to as "(b2)"), monomers having tetrahydrofuranyl and olefinic unsaturated bonds (b3) (hereinafter sometimes referred to as "(b3)"), etc.

[0506] As (b1), for example, monomers having a structure of epoxidized aliphatic unsaturated hydrocarbons in the form of straight or branched chains (b1-1) (hereinafter sometimes referred to as "(b1-1)") and monomers having a structure of epoxidized alicyclic unsaturated hydrocarbons (b1-2) (hereinafter sometimes referred to as "(b1-2)") can be cited.

[0507] Examples of (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, and 2,3-bis(glycidyl) 2,4-Bis(glycidoxymethyl)styrene, 2,5-Bis(glycidoxymethyl)styrene, 2,6-Bis(glycidoxymethyl)styrene, 2,3,4-Tris(glycidoxymethyl)styrene, 2,3,5-Tris(glycidoxymethyl)styrene, 2,3,6-Tris(glycidoxymethyl)styrene, 3,4,5-Tris(glycidoxymethyl)styrene, 2,4,6-Tris(glycidoxymethyl)styrene, etc.

[0508] Examples of (b1-2) include vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexyl methyl methacrylate (e.g., Cyclomer A400; manufactured by Daicel Co., Ltd.), 3,4-epoxycyclohexyl methyl methacrylate (e.g., Cyclomer M100; manufactured by Daicel Co., Ltd.), and 3,4-epoxytricyclo[5.2.1.0] methacrylate. 2,6 ] Decyl ester, compounds represented by formula (R1) and compounds represented by formula (R2), etc.

[0509]

[0510] In equations (R1) and (R2), R ra and R rb It represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, wherein the hydrogen atom in the alkyl group may be replaced by a hydroxyl group.

[0511] X ra and X rb Indicates a single bond, *-R rc -、*-R rc -O-、*-R rc -S- or *-R rc -NH-.

[0512] R rc It represents alkyl diols with 1 to 6 carbon atoms.

[0513] * indicates a binding site with O.

[0514] Examples of alkyl groups having 1 to 4 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, and tert-butyl.

[0515] Examples of alkyl groups in which hydrogen atoms are replaced by hydroxyl groups include hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-1-methylethyl, 2-hydroxy-1-methylethyl, 1-hydroxybutyl, 2-hydroxybutyl, 3-hydroxybutyl, and 4-hydroxybutyl.

[0516] As R ra and R rb Examples of preferred elements include hydrogen atoms, methyl groups, hydroxymethyl groups, 1-hydroxyethyl groups, and 2-hydroxyethyl groups; examples of more preferred elements include hydrogen atoms and methyl groups.

[0517] Examples of alkyl dimethyl groups include methylene, ethylene, propane-1,2-dimethyl, propane-1,3-dimethyl, butane-1,4-dimethyl, pentane-1,5-dimethyl, and hexane-1,6-dimethyl.

[0518] As X ra and X rb Examples of preferred components include single bonds, methylene, ethylene, *-CH2-O- and *-CH2CH2-O-, and examples of more preferred components include single bonds and *-CH2CH2-O- (* indicates the bonding site with O).

[0519] Examples of compounds represented by formula (R1) include compounds represented by any of formulas (R1-1) to (R1-15). Among these, compounds represented by formulas (R1-1), (R1-3), (R1-5), (R1-7), (R1-9), or (R1-11) to (R1-15) are preferred, and compounds represented by formulas (R1-1), (R1-7), (R1-9), or (R1-15) are more preferred.

[0520]

[0521] Examples of compounds represented by formula (R2) include compounds represented by any of formulas (R2-1) to (R2-15). Among these, compounds represented by formulas (R2-1), (R2-3), (R2-5), (R2-7), (R2-9), or (R2-11) to (R2-15) are preferred, and compounds represented by formulas (R2-1), (R2-7), (R2-9), or (R2-15) are more preferred.

[0522]

[0523] As (b2), monomers having oxetyl and (meth)acryloyloxy groups are more preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, 3-ethyl-3-acryloyloxyethyloxetane, etc.

[0524] As (b3), monomers having a tetrahydrofuran group and a (meth)acryloyloxy group are more preferred. Specifically, examples of (b3) include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemicals Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0525] As for (b), from the viewpoint of improving the reliability of the obtained color filter in terms of heat resistance, reagent resistance, etc., (b1) is preferred. Furthermore, from the viewpoint of excellent storage stability of the coloring composition, (b1-2) is more preferred.

[0526] As (c), examples include, for instance, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, sec-butyl methacrylate, tert-butyl methacrylate, 2-ethylhexyl methacrylate, dodecyl methacrylate, lauryl methacrylate, stearyl methacrylate, cyclopentyl methacrylate, cyclohexyl methacrylate, 2-methylcyclohexyl methacrylate, tricyclo[5.2.1.0] 2,6 ] Decane-8-yl ester (in this technical field, it is commonly referred to as "(meth)acrylate dicyclopentyl ester". Additionally, it is sometimes called "(meth)acrylate tricyclodecyl ester"), (meth)acrylate tricyclo[5.2.1.0] 2,6 Decen-8-yl ester (commonly referred to as "(meth)acrylate dicyclopentenyl ester"), (meth)acrylate dicyclopentoxyethyl ester, (meth)acrylate isobornyl ester, (meth)acrylate adamantane ester, (meth)acrylate allyl ester, (meth)acrylate propargyl ester, (meth)acrylate phenyl ester, (meth)acrylate naphthyl ester, (meth)acrylate benzyl ester, and other (meth)acrylate esters;

[0527] 2-Hydroxyethyl methacrylate, 2-Hydroxypropyl methacrylate, and other methacrylates containing hydroxyl groups;

[0528] Diethyl maleate, diethyl fumarate, diethyl itaconic acid, and other dicarboxylic acid diesters;

[0529] Bicyclic [2.2.1]hept-2-ene, 5-methylbicyclic [2.2.1]hept-2-ene, 5-ethylbicyclic [2.2.1]hept-2-ene, 5-hydroxybicyclic [2.2.1]hept-2-ene, 5-hydroxymethylbicyclic [2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclic [2.2.1]hept-2-ene, 5-methoxybicyclic [2.2.1]hept-2-ene, 5-ethoxybicyclic [2.2.1]hept-2-ene, 5,6-dihydroxybicyclic [2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclic [2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclic [2.2.1]hept-2-ene, 5,6-dimethoxybicyclic [2.2.1]hept-2-ene Bicyclic unsaturated compounds such as cyclo[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;

[0530] N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimide-3-maleimide benzoate, N-succinimide-4-maleimide butyrate, N-succinimide-6-maleimide hexanoate, N-succinimide-3-maleimide propionate, N-(9-acridyl)maleimide and other dicarbonylimide derivatives;

[0531] Styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, etc.

[0532] As (c), 2-ethylhexyl (meth)acrylate, dicyclopentyl (meth)acrylate, benzyl (meth)acrylate, styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, etc. are preferred. From the viewpoint of copolymerization reactivity and heat resistance, styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hept-2-ene, etc. are more preferred.

[0533] In resin [K1], the ratio of structural units from each unit is preferably 2 to 60 mol% from structural units from (a) and 40 to 98 mol% from structural units from (b) among all structural units constituting resin [K1], more preferably 10 to 50 mol% from structural units from (a) and 50 to 90 mol% from structural units from (b).

[0534] When the ratio of the structural units of resin [K1] is within the above range, there is a tendency for the coloring composition to have excellent storage stability, developability when forming coloring patterns, and solvent resistance of the resulting color filter.

[0535] The resin [K1] can be manufactured, for example, by referring to the method described in the literature "Experimental Method for Polymer Synthesis" (Otsu Takayuki Publishing Co., Ltd. Chemical Dojin 1st Edition 1st Printing, March 1, 1972) and the references described in that literature.

[0536] Specifically, the following method can be used: Prescribed amounts of (a) and (b), the polymerization initiator, and the solvent are loaded into a reaction vessel. For example, a deoxygenated atmosphere is created by replacing oxygen with nitrogen. The mixture is then stirred while being heated and kept at a constant temperature. It should be noted that the polymerization initiator and solvent used herein are not particularly limited; commonly used polymerization initiators and solvents in this field can be used. For example, azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylpentanonitrile) etc.) and organic peroxides (benzoyl peroxide, etc.) can be used as polymerization initiators. As a solvent, any solvent capable of dissolving the monomers is acceptable; solvents described later as organic solvents (E) can be used.

[0537] It should be noted that the obtained copolymer can be used directly from the reaction solution, or from a concentrated or diluted solution, or from a substance extracted in solid (powder) form by methods such as reprecipitation. In particular, by using the organic solvent contained in the coloring composition as a solvent during the polymerization, the reaction solution can be used directly to prepare the coloring composition, thus simplifying the manufacturing process of the coloring composition.

[0538] In resin [K2], the ratio of structural units from each unit is preferably 2 to 45 mol% from (a), 2 to 95 mol% from (b), and 1 to 65 mol% from (c) among all structural units constituting resin [K2]. More preferably, the ratio is 5 to 40 mol% from (a), 5 to 80 mol% from (b), and 5 to 60 mol% from (c).

[0539] When the ratio of the structural units of resin [K2] is within the above range, there is a tendency for the coloring composition to have excellent storage stability, developability when forming coloring patterns, and solvent resistance, heat resistance and mechanical strength of the obtained color filter.

[0540] Resin [K2] can be manufactured, for example, in the same manner as the method described in the manufacturing method of resin [K1].

[0541] In resin [K3], the ratio of structural units from each unit is preferably 2 to 60 mol% from structural units from (a) and 40 to 98 mol% from structural units from (c) among all structural units constituting resin [K3], more preferably 10 to 50 mol% from structural units from (a) and 50 to 90 mol% from structural units from (c).

[0542] Resin [K3] can be manufactured, for example, in the same manner as the method described in the manufacturing method of resin [K1].

[0543] The resin [K4] can be manufactured by obtaining a copolymer of (a) and (c) and adding the cyclic ether having 2 to 4 carbon atoms in (b) to the carboxylic acid and / or carboxylic anhydride in (a).

[0544] First, the copolymer of (a) and (c) is manufactured in the same manner as described in the method for manufacturing resin [K1]. In this case, the ratio of structural units from each unit is preferably the same as the ratio mentioned in resin [K3].

[0545] Next, the cyclic ether having 2 to 4 carbon atoms in (b) is reacted with a portion of the carboxylic acid and / or carboxylic anhydride from (a) in the copolymer described above.

[0546] After the copolymer of (a) and (c) is produced, the atmosphere inside the flask is replaced with air instead of nitrogen, and (b), a reaction catalyst (e.g., tris(dimethylaminomethyl)phenol, triphenylphosphine) and a polymerization inhibitor (e.g., hydroquinone) are placed inside the flask. For example, the reaction is carried out at 60 to 130°C for 1 to 10 hours, thereby producing resin [K4].

[0547] The amount of (b) used relative to 100 moles of (a) is preferably 5 to 80 moles, more preferably 10 to 75 moles. Within this range, there is a tendency for a good balance to be achieved in terms of the preservation stability of the coloring composition, the developability when forming a pattern, and the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern. From the perspective of the high reactivity of cyclic ethers and the low likelihood of unreacted (b) residue, (b1) is preferred as (b) used in resin [K4], and (b1-1) is even more preferred.

[0548] The amount of the above-mentioned reaction catalyst used is preferably 0.001 to 5 parts by mass relative to the total mass of (a), (b), and (c) 100 parts by mass. The amount of the above-mentioned polymerization inhibitor used is preferably 0.001 to 5 parts by mass relative to the total mass of (a), (b), and (c) 100 parts by mass.

[0549] The reaction conditions, such as the feeding method, reaction temperature, and time, can be appropriately adjusted taking into account the manufacturing equipment and the calorific value of polymerization. It should be noted that the feeding method and reaction temperature can be appropriately adjusted, similarly to the polymerization conditions, taking into account the manufacturing equipment and the calorific value of polymerization.

[0550] For resin [K5], as a first stage, copolymers of (b) and (c) are obtained in the same manner as those for resin [K1] described above. Similarly, for the obtained copolymer, the solution after the reaction can be used directly, or a concentrated or diluted solution can be used, or a substance extracted in solid (powder) form by methods such as reprecipitation can be used.

[0551] The ratio of structural units from (b) and (c) relative to the total molar number of all structural units constituting the copolymer is preferably 5-95 mol% from (b) and 5-95 mol% from (c), more preferably 10-90 mol% from (b) and 10-90 mol% from (c).

[0552] Furthermore, under the same conditions as the manufacturing method of resin [K4], the carboxylic acid or carboxylic anhydride contained in (a) is reacted with the cyclic ether from (b) contained in the copolymer of (b) and (c), thereby obtaining resin [K5].

[0553] The amount of (a) used in reaction with the above copolymer is preferably 5 to 100 moles of (b) relative to 100 moles. Given the high reactivity of cyclic ethers and the low likelihood of unreacted (b) residue, (b1) is preferred as (b) for use in resin [K5], and (b1-1) is even more preferred.

[0554] Resin [K6] is obtained by further reacting resin [K5] with carboxylic anhydride. The carboxylic anhydride is reacted with a hydroxyl group generated from the reaction of a cyclic ether with a carboxylic acid or a carboxylic anhydride.

[0555] Examples of carboxylic anhydrides include succinic anhydride, 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, and 5,6-dicarboxylic bicyclo[2.2.1]hept-2-ene anhydride. The amount of carboxylic anhydride used is preferably 0.1 to 1 mole relative to the amount used in (a).

[0556] Examples of specific adhesive resins (B) include 3,4-epoxycyclohexyl methyl methacrylate / (meth)acrylate copolymer and 3,4-epoxy tricyclic methacrylate [5.2.1.0]. 2,6 Resins such as decyl ester / (meth)acrylic acid copolymer [K1]; 3,4-epoxy tricyclic acrylic acid [5.2.1.0] 2,6 [Decyl acrylate / (meth)acrylate benzyl acrylate / (meth)acrylate copolymer, glycidyl acrylate / (meth)acrylate benzyl acrylate / (meth)acrylate copolymer, glycidyl acrylate / styrene / (meth)acrylate copolymer, 3,4-epoxy tricyclic acrylic acid [5.2.1.0] 2,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxy tricyclic acrylate [5.2.1.0] 2,6Resins such as decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / (meth)acrylic acid 2-hydroxyethyl acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer [K2]; resins such as benzyl acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer [K3]; resins obtained by adding glycidyl acrylate to benzyl acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl acrylate to tricyclodecyl acrylate / styrene / (meth)acrylic acid copolymer, resins obtained by adding glycidyl acrylate to tricyclodecyl acrylate / (meth)acrylic acid / (meth)acrylic acid copolymer Resins obtained by polymer addition, such as resins [K4]; resins obtained by reacting (meth)acrylic acid with a copolymer of tricyclodecyl (meth)acrylic acid / glycidyl (meth)acrylic acid, resins obtained by reacting (meth)acrylic acid with a copolymer of tricyclodecyl (meth)acrylic acid / styrene / glycidyl (meth)acrylic acid, such as resins [K5]; resins obtained by further reacting a resin obtained by reacting (meth)acrylic acid with a copolymer of tricyclodecyl (meth)acrylic acid / glycidyl (meth)acrylic acid with tetrahydrophthalic anhydride, resins obtained by further reacting a resin obtained by reacting (meth)acrylic acid with a copolymer of 2-ethylhexyl (meth)acrylic acid / glycidyl (meth)acrylic acid / dicyclopentyl (meth)acrylic acid with succinic anhydride, such as resins [K6].

[0557] Among them, the binder resin (B) is preferably selected from at least one of the following: a copolymer (resin [K1] or resin [K2]) comprising structural units selected from at least one of unsaturated carboxylic acids and unsaturated carboxylic anhydrides, and structural units having a cyclic ether structure and an olefinic unsaturated bond having 2 to 4 carbon atoms; and resin [K6].

[0558] The polystyrene-based weight-average molecular weight of the binder resin (B) is preferably 500 to 100,000, more preferably 600 to 50,000, and even more preferably 700 to 30,000. When the molecular weight is within the above range, there is a trend towards increased hardness of the color filter, high residual film rate, good solubility of the unexposed portion in the developer, and improved resolution of the colored pattern.

[0559] The dispersion of the binder resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1 to 6, more preferably 1.2 to 4.

[0560] The acid value of the adhesive resin (B), converted from solid content, is preferably 10 to 170 mg-KOH / g, more preferably 20 to 150 mg-KOH / g, and even more preferably 30 to 135 mg-KOH / g. Here, the acid value is a value determined as the amount (mg) of potassium hydroxide required to neutralize 1g of the adhesive resin (B), and can be obtained, for example, by titration using an aqueous solution of potassium hydroxide.

[0561] The content of adhesive resin (B) relative to the total amount of solid components is preferably 7 to 80% by mass, more preferably 13 to 75% by mass, even more preferably 17 to 70% by mass, and even more preferably 17 to 55% by mass. When the content of adhesive resin (B) is within the above range, there is a tendency to form colored patterns, and the resolution and residual film rate of the colored patterns are improved.

[0562] <Polymerizing Compound (C)>

[0563] The polymerizable compound (C) is a compound that can be polymerized by active free radicals and / or acids generated by a polymerization initiator (D). Examples include compounds with polymerizable olefinic unsaturated bonds, and preferably (meth)acrylate compounds.

[0564] The polymerizable compound (C) is preferably a polymerizable compound having three or more olefinic unsaturated bonds. Examples of such polymerizable compounds include, for instance, 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, and tri(2-(meth)propene). Acyloxyethyl isocyanurate, ethylene glycol-modified (also known as ethylene oxide-modified, hereinafter the same) pentaerythritol tetra(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified (also known as propylene oxide-modified, hereinafter the same) pentaerythritol tetra(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate, etc. It should be noted that the preferred molar number of EO addition in the above-mentioned ethylene oxide-modified products and the preferred molar number of PO addition in the propylene oxide-modified products are 5 to 30.

[0565] Preferably, it contains at least one selected from trihydroxypropane tri(meth)acrylate, pentaerythritol penta(meth)acrylate, pentaerythritol hexa(meth)acrylate, and ethylene oxide modified pentaerythritol hexa(meth)acrylate; more preferably, it contains at least one selected from trihydroxypropane triacrylate, pentaerythritol pentaacrylate, pentaerythritol hexaacrylate, and ethylene oxide modified pentaerythritol hexaacrylate.

[0566] The weight-average molecular weight of the polymeric compound (C) is preferably 150 to 2900, more preferably 250 to 1500.

[0567] When the coloring composition of the present invention contains a polymeric compound (C), the content of the polymeric compound (C) relative to the total amount of solid components is preferably 7 to 65% by mass, more preferably 13 to 60% by mass, and even more preferably 17 to 55% by mass. When the content of the polymeric compound (C) is within the above range, there is a tendency to increase the residual film rate during coloring pattern formation and the reagent resistance of the color filter.

[0568] <Polymerization Initiator (D)>

[0569] There are no particular limitations on polymerization initiators (D) as long as they are compounds that can generate active free radicals, acids, etc. under the action of light or heat and initiate polymerization. Well-known polymerization initiators can be used.

[0570] Examples of polymerization initiators that generate active free radicals include alkyl phenyl ketone compounds, triazine compounds, acylphosphine oxide compounds, O-acyl oxime compounds, and bimidazole compounds.

[0571] The above-mentioned O-acyl oxime compounds are compounds having a partial structure represented by formula (d1). Hereinafter, * indicates a bonding site.

[0572]

[0573] Examples of the aforementioned O-acyl oxime compounds include, for instance, 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-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethane-1-imine, and N-acetoxy-1-[9-ethyl-6-{2-methyl-4-( 3,3-Dimethyl-2,4-dioxanepentylmethoxy)benzoyl}-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropane-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, etc. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF), and N-1919 (manufactured by ADEKA) can also be used. The O-acyl oxime compound is preferably selected from at least one of N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)butane-1-one-2-imine, N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine, and N-benzoyloxy-1-(4-phenylthiophenyl)-3-cyclopentylpropane-1-one-2-imine, more preferably N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine and N-benzoyloxy-1-(4-phenylthiophenyl)octane-1-one-2-imine. When these O-acyl oxime compounds are used, there is a tendency to obtain high-brightness color filters.

[0574] The alkyl phenyl ketone compounds described above are preferably compounds having a partial structure represented by formula (d2) or a partial structure represented by formula (d3). In these partial structures, the benzene ring may have substituents.

[0575]

[0576] Examples of compounds having a partial structure represented by formula (d2) include, for example, 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-morpholino)phenyl]butane-1-one. Commercially available products such as Irgacure (registered trademark) 369, 907, and 379 (all manufactured by BASF) can also be used.

[0577] Examples of compounds having a partial structure represented by formula (d3) include, for example, oligomers of 2-hydroxy-2-methyl-1-phenylpropane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propane-1-one, α,α-diethoxyacetophenone, and benzoyladimethyl ketal.

[0578] In terms of sensitivity, compounds having a partial structure represented by formula (d2) are preferred as alkyl phenyl ketone compounds.

[0579] Examples of the aforementioned triazine compounds include, for instance, 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-piperyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 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, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

[0580] Examples of the aforementioned acylphosphine oxide compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) can also be used.

[0581] Examples of the aforementioned biimidazole compounds include, for example, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (e.g., see Japanese Patent Application Publication Nos. 6-75372, 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole. Biimidazole compounds with alkoxyphenyl (2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (e.g., see Japanese Patent Publication No. 48-38403, Japanese Patent Application Publication No. 62-174204, etc.), and biimidazole compounds in which the phenyl group at the 4,4',5,5'-position is substituted with a carbonylalkoxy group (e.g., see Japanese Patent Application Publication No. 7-10913, etc.).

[0582] In addition, examples of polymerization initiators (D) include benzoin compounds such as benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as methyl benzoyl peroxybenzoate, 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-phenanthroquinone, 2-ethylanthraquinone, and camphorquinone; and 10-butyl-2-chloroacridone, benzoyl, methyl benzoylformate, and titanium dioxide compounds. These are preferably used in combination with polymerization initiators (D1) (especially amine compounds) described later.

[0583] Examples of polymerization initiators that generate acids include, for example, 4-hydroxyphenyl dimethyl sulfonium p-toluenesulfonate, 4-hydroxyphenyl dimethyl sulfonium hexafluoroantimonate, 4-acetoxyphenyl dimethyl sulfonium p-toluenesulfonate, 4-acetoxyphenyl methyl benzyl sulfonium hexafluoroantimonate, triphenyl sulfonium p-toluenesulfonate, triphenyl sulfonium hexafluoroantimonate, and diphenyl iodide. p-Toluenesulfonate, diphenyliodine hexafluoroantimonates, etc. Salts, nitrobenzyl toluenesulfonate, benzoin toluenesulfonate, etc.

[0584] As a polymerization initiator (D), it is preferable to include a polymerization initiator selected from at least one of alkyl phenyl ketone compounds, triazine compounds, acylphosphine oxide compounds, O-acyl oxime compounds and bimidazole compounds, and more preferably a polymerization initiator including an O-acyl oxime compound.

[0585] When the coloring composition of the present invention contains a polymerization initiator (D), the content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the combined amount of binder resin (B) and polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, there is a tendency to increase sensitivity and shorten the exposure time, thereby improving the productivity of the color filter.

[0586] <Polymerization Initiator (D1)>

[0587] A polymerization initiator (D1) is a compound or sensitizer used to promote the polymerization of polymerizable compounds initiated by a polymerization initiator. When a polymerization initiator (D1) is contained, it is usually used in combination with a polymerization initiator (D).

[0588] Examples of polymerization initiators (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0589] Examples of the aforementioned amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Mischel ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Industry Co., Ltd.) may also be used.

[0590] Examples of the aforementioned alkoxyanthracene compounds 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.

[0591] Examples of the aforementioned thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0592] Examples of the aforementioned carboxylic acid compounds include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0593] When using these polymerization initiators (D1), their content is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the binder resin (B) and the polymerizable compound (C). When the amount of polymerization initiator (D1) is within this range, it is possible to form colored patterns with high sensitivity, and there is a tendency to increase the productivity of color filters.

[0594] <Organic Solvent (E)>

[0595] There are no particular limitations on the organic solvent (E), and solvents commonly used in this field can be used. Examples include ester solvents (solvents containing -COO- and not -O-), ether solvents (solvents containing -O- and not -COO-), ether-ester solvents (solvents containing both -COO- and -O-), ketone solvents (solvents containing -CO- and not -COO-), alcohol solvents (solvents containing OH- and not -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, etc.

[0596] Examples of ester solvents include 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, cyclohexanol acetate, and γ-butyrolactone.

[0597] Examples of ether solvents include 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, and 1,4-di(ethylene glycol monomethyl ether). Alkane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethyl ether, and methyl anisole, etc.

[0598] Examples of ether ester solvents include 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, ethyl 2-methoxy-2-methylpropionate, ethyl 3-methoxybutylacetate, 3-methyl-3-methoxybutylacetate, 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, and diethylene glycol monobutyl ether acetate.

[0599] Examples of ketone solvents include 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.

[0600] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerol.

[0601] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0602] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0603] The organic solvent (E) is preferably one or more selected from ether solvents, ether ester solvents, ketone solvents, and amide solvents, and more preferably includes one or more selected from diethylene glycol methyl ethyl ether, propylene glycol monomethyl ether acetate, diacetone alcohol, and N-methylpyrrolidone. It is preferable that it includes an ether solvent and / or an ether ester solvent (especially an ether ester solvent), and more preferably an ether solvent and / or an ether ester solvent and a ketone solvent. In the case of a combination of ether solvent and ether ester solvent, the mass ratio (ether solvent / ether ester solvent) is, for example, 5 / 95 to 50 / 50, preferably 10 / 90 to 30 / 70. Furthermore, the content of the ketone solvent relative to 100 parts by mass of the total ether solvent and ether ester solvent is, for example, 0.1 to 15 parts by mass, preferably 1 to 10 parts by mass.

[0604] The content of organic solvent (E) relative to the total amount of the coloring composition is preferably 70 to 95% by mass, more preferably 75 to 92% by mass. In other words, the solid content of the coloring composition is preferably 5 to 30% by mass, more preferably 8 to 25% by mass. When the content of organic solvent (E) is within the above range, the flatness during coating becomes good, and the color concentration is not insufficient when forming a color filter, thus tending to improve the display properties.

[0605] <Leveling Agent (F)>

[0606] Examples of leveling agents (F) include silicone surfactants, fluorinated surfactants, and silicone surfactants containing fluorine atoms. They may have polymerizable groups on their side chains.

[0607] Examples of organosilicon surfactants include surfactants with intramolecular siloxane bonds. Specifically, examples include 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: 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 PERFORMANCEMATERIALS JAPAN).

[0608] Examples of fluorinated surfactants include those with intramolecular fluorocarbon chains. Specifically, examples include 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 Co., Ltd.), F-top (registered trademark) EF301, F-top EF303, F-top EF351, F-top EF352 (manufactured by Mitsubishi Materials Electronics Chemicals Co., Ltd.), Surflon (registered trademark) S381, Surflon S382, Surflon SC101, and Surflon... SC105 (manufactured by AGC Corporation (formerly Asahi Glass Corporation)) and E5844 (manufactured by Daikin Fine Chemicals Research Institute Co., Ltd.), etc.

[0609] As examples of organosilicon surfactants containing fluorine atoms, surfactants with intramolecular siloxane bonds and fluorocarbon chains can be cited. Specifically, examples include MEGAFAC (registered trademark) R08, MEGAFAC BL20, MEGAFACF475, MEGAFAC F477, and MEGAFAC F443 (manufactured by DIC Corporation).

[0610] When the coloring composition of the present invention contains a leveling agent (F), the content of the leveling agent (F) relative to the total amount of the coloring composition is preferably 0.001 to 0.2% by mass, more preferably 0.002 to 0.1% by mass, and even more preferably 0.005 to 0.05% by mass. It should be noted that this content does not include the content of the aforementioned pigment dispersant. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0611] <Other Ingredients>

[0612] The coloring composition may contain fillers, other polymers, adhesion promoters, antioxidants, light stabilizers, chain transfer agents, and other additives known in the art, as needed.

[0613] <Method for manufacturing the coloring composition>

[0614] Coloring compositions can be prepared, for example, by mixing a colorant (A) containing phthalocyanine pigment, a compound (PI), a binder resin (B), an organic solvent (E), and, as needed, a polymerizable compound (C), a polymerization initiator (D), a leveling agent (F), a polymerization initiation aid (D1), and other components.

[0615] Phthalocyanine pigments may be pre-contained in a pigment dispersion. The pigment dispersion preferably contains part or all of the phthalocyanine pigment, compound (PI), binder resin (B), and organic solvent (E). When the pigment dispersion contains phthalocyanine pigment, compound (PI), binder resin (B), and organic solvent (E), the pigment dispersion is also included in the coloring composition of the present invention. Alternatively, the target coloring composition can also be prepared by mixing the remaining components into such a pigment dispersion to achieve a predetermined concentration.

[0616] The content of phthalocyanine pigment relative to the total amount of solid components in the above-mentioned pigment dispersion is preferably 15% by mass or more, more preferably 20% by mass or more, even more preferably 30% by mass or more, and preferably 90% by mass or less, more preferably 80% by mass or less, and even more preferably 70% by mass or less.

[0617] The content of compound (PI) relative to the total amount of solid components in the above-mentioned pigment dispersion is preferably 1.0% by mass or more, more preferably 2.0% by mass or more, even more preferably 3.0% by mass or more, and preferably 30% by mass or less, more preferably 20% by mass or less, and even more preferably 10% by mass or less.

[0618] The content of binder resin (B) relative to the total amount of solid components in the above-mentioned pigment dispersion is preferably 7.0% by mass or more, more preferably 13% by mass or more, even more preferably 17% by mass or more, and preferably 65% ​​by mass or less, more preferably 60% by mass or less, and even more preferably 55% by mass or less.

[0619] The content of organic solvent (E) in the above-mentioned pigment dispersion is preferably 70% by mass or more, more preferably 75% by mass or more, and preferably 95% by mass or less, more preferably 92% by mass or less.

[0620] When the coloring composition contains a dye, the dye can be pre-dissolved in part or all of an organic solvent (E) to prepare a solution. Preferably, the solution is filtered using a filter with a pore size of about 0.01 to 1 μm.

[0621] <<Color Filter>>

[0622] Methods for manufacturing color patterns for color filters using the coloring composition of the present invention include photolithography, inkjet printing, and printing. Photolithography is preferred. Photolithography involves coating the aforementioned coloring composition onto a substrate, drying it to form a composition layer, exposing the composition layer through a photomask, and then developing it. In photolithography, by not using a photomask during exposure and / or by not developing, a colored coating film, which is a cured product of the aforementioned composition layer, can be formed.

[0623] The thickness of the color filter (cured film) is, for example, 30 μm or less, preferably 20 μm or less, more preferably 6 μm or less, even more preferably 3 μm or less, even more preferably 1.5 μm or less, particularly preferably 0.5 μm or less, preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0624] As substrates, various glass plates can be used, including quartz glass, borosilicate glass, aluminosilicate glass, and soda-lime glass with a silica coating, as well as resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate, and silicon, or substrates on which aluminum, silver, or silver / copper / palladium alloy thin films are formed. Other color filter layers, resin layers, transistors, circuits, etc., can be formed on these substrates. Alternatively, substrates obtained by performing HMDS treatment on silicon substrates can also be used.

[0625] The formation of color pixels based on photolithography can be performed using known or conventional apparatus and conditions. For example, it can be fabricated as follows: First, a coloring composition is coated onto a substrate, and then subjected to heat drying (pre-baking) and / or vacuum drying to remove volatile components such as solvents and dry the substrate, resulting in a smooth composition layer. Examples of coating methods include spin coating, slot coating, and a combination of slot and spin coating. The temperature for heat drying is preferably 30–120°C, more preferably 50–110°C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. Vacuum drying is preferably performed at a pressure of 50–150 Pa and a temperature range of 20–25°C. The film thickness of the composition layer is not particularly limited, and can be appropriately selected according to the film thickness of the target color filter.

[0626] Next, the composition layer is exposed through a photomask used to form the target color pattern. The pattern on the photomask is not particularly limited; a pattern corresponding to the target application is used. As the light source used for exposure, a light source that generates light with wavelengths of 250–450 nm is preferred. For example, light with wavelengths less than 350 nm can be cut off using a filter that cuts off this wavelength region, or light near 436 nm, 408 nm, and 365 nm can be selectively extracted using a bandpass filter that extracts these wavelength regions. Specifically, examples include mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps. To ensure uniform illumination of the entire exposure surface with parallel light and precise alignment of the photomask and substrate, a reduction projection exposure device or a proximity exposure device, such as a mask aligner and a stepper, is preferred.

[0627] The exposed composition layer is brought into contact with a developing solution for development, thereby forming a colored pattern on the substrate. During development, the unexposed portions of the composition layer dissolve in the developing solution and are removed. As the developing solution, an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide is preferred. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. Furthermore, the developing solution may contain a surfactant. The developing method can be any of the paddle method, immersion method, or spray method. Furthermore, the substrate can be tilted at any angle during development.

[0628] After development, it is preferable to wash with water.

[0629] Preferably, the obtained colored pattern is further subjected to a post-baking process. The post-baking temperature is preferably 80–250°C, more preferably 100–245°C. The post-baking time is preferably 1–120 minutes, more preferably 2–30 minutes.

[0630] The resulting colored pattern and colored coating are useful as color filters, which are useful as color filters used in display devices (e.g., liquid crystal displays, organic EL displays, etc.), electronic paper, solid-state imaging elements, etc.

[0631] Example

[0632] The present invention will be described in more detail below with examples. The present invention is not limited to the examples described below, and can certainly be implemented with appropriate modifications within the scope suitable for the foregoing and following intent; all such modifications are included within the technical scope of the present invention. In the examples, unless otherwise specified, the percentages and parts representing the content or amount used are used as a quality standard.

[0633] The structure of the compound was confirmed by mass spectrometry (MALDI-TOF MS; JMS-S3000, manufactured by Nippon Electron).

[0634] Synthesis example 1

[0635] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.32 parts of the compound represented by formula (2) ("API-9" manufactured by Katayama Chemical Industry Co., Ltd.), and 10.0 parts of N-methylpyrrolidone (hereinafter also referred to as NMP) (manufactured by Fujifilm and Koimitsu Chemical Co., Ltd.) were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of methanol, and dried under reduced pressure at 60°C to obtain 0.98 parts of the compound represented by formula (3).

[0636]

[0637] Identification of compounds represented by formula (3)

[0638] (Mass spectrometry) Ionization mode = MALDI-TOF + m / z = 706.2

[0639] Precision mass: 706.2

[0640] Synthesis example 2

[0641] The compound represented by formula (4) was obtained by using the synthetic method described in the Supporting Information of Ryan B. Snitynsky et al., “Synthesis of Nitrogen-Containing Furanose Sugar Nucleotides for Use as Enzymatic Probes” (Org. Lett. 2014, 16, 1, 212-215).

[0642]

[0643] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.34 parts of the compound represented by formula (4), and 5.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of deionized water, and dried under reduced pressure at 60°C to obtain 1.18 parts of the compound represented by formula (5).

[0644]

[0645] Identification of compounds represented by formula (5)

[0646] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 716.3

[0647] Precision mass: 716.2

[0648] Synthesis example 3

[0649] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 3-buten-1-ol to obtain the compound represented by formula (6).

[0650]

[0651] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.39 parts of the compound represented by formula (6), and 5.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of deionized water, and dried under reduced pressure at 60°C to obtain 1.24 parts of the compound represented by formula (7).

[0652]

[0653] Identification of compounds represented by formula (7)

[0654] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 744.4

[0655] Precision mass: 744.2

[0656] Synthesis example 4

[0657] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 3-butyn-1-ol to obtain the compound represented by formula (8).

[0658]

[0659] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.39 parts of the compound represented by formula (8), and 5.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of deionized water, and dried under reduced pressure at 60°C to obtain 1.28 parts of the compound represented by formula (9).

[0660]

[0661] Identification of compounds represented by formula (9)

[0662] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 740.3

[0663] Precision mass: 740.2

[0664] Synthesis example 5

[0665] 6.1 parts of phosphoryl chloride were added dropwise at 0°C to 1.8 parts of cis-2-butene-1,4-diol (manufactured by Tokyo Chemical Industry Co., Ltd.), 6.1 parts of triethylamine, and 200 parts of toluene (manufactured by Fujifilm and Kohden Chemical Co., Ltd.). After addition, the mixture was heated to room temperature and stirred for 4.5 hours. The reaction solution was filtered to remove the triethylamine hydrochloride, and the solvent was removed using a rotary evaporator. 30 parts of cyclopentyl methyl ether (manufactured by Tokyo Chemical Industry Co., Ltd.) and 30 parts of deionized water were added to the obtained compound, and the mixture was stirred for 5 hours. The obtained solution was separated by ethyl acetate, and the aqueous layer was removed using a rotary evaporator. The resulting mixture was purified by silica gel column chromatography to obtain 3.35 parts of the triethylamine salt of the compound represented by formula (10).

[0666]

[0667] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.75 part of the triethylamine salt of the compound represented by formula (10), and 5.0 part of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of deionized water, and dried under reduced pressure at 60°C to obtain 1.17 parts of the compound represented by formula (11).

[0668]

[0669] Identification of compounds represented by formula (11)

[0670] (Mass spectrometry) Ionization mode = MALDI-TOF + m / z = 688.2

[0671] Precision quality: 688.1

[0672] Synthesis example 6

[0673] 1.5 parts of aluminum chloride (manufactured by Fujifilm and Kohden Chemical Industries, Ltd.), 6.2 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 5.1 parts of 1,8-diazabicyclo[5.4.0]-7-undecene (manufactured by Tokyo Chemical Industry Co., Ltd.), and 11 parts of 1-pentanol (manufactured by Fujifilm and Kohden Chemical Industries, Ltd.) were mixed at room temperature, heated to 160°C, and stirred for 13 hours. After cooling the reaction solution to room temperature, 63 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 89 parts of deionized water, and dried under reduced pressure at 60°C to obtain 3.4 parts of the compound represented by formula (12).

[0674]

[0675] Identification of compounds represented by formula (12)

[0676] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 798.5

[0677] Precision quality: 798.4

[0678] 1.1 parts of the compound represented by formula (12), 0.25 parts of the compound represented by formula (2), and 5.5 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 7 hours. After cooling the reaction solution to room temperature, 28 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 11 parts of methanol, and dried under reduced pressure at 60°C to obtain 1.2 parts of the compound represented by formula (13).

[0679]

[0680] Identification of compounds represented by formula (13)

[0681] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 930.6

[0682] Precision mass: 930.4

[0683] Synthesis Example 7

[0684] According to Japanese Patent Publication No. 2012-507743,

[0071] to

[0072] , the compound represented by synthetic formula (14).

[0685]

[0686] Identification of compounds represented by formula (14)

[0687] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 646.2

[0688] Precision mass: 646.1

[0689] 1.6 parts of the compound represented by formula (14), 0.83 parts of the compound represented by formula (2), and 8.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 8 hours. After cooling the reaction solution to room temperature, 40 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 40 parts of methanol, and dried under reduced pressure at 60°C to obtain 1.9 parts of the compound represented by formula (15).

[0690]

[0691] Identification of compounds represented by formula (15)

[0692] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 778.3

[0693] Precision quality: 778.1

[0694] Synthesis example 8

[0695] 1.6 parts of the compound represented by formula (14), 0.47 parts of the compound represented by formula (4), and 7.8 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 8 hours. After cooling the reaction solution to room temperature, 39 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration and dried under reduced pressure at 60°C to obtain 1.9 parts of the compound represented by formula (16).

[0696]

[0697] Identification of compounds represented by formula (16)

[0698] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 788.3

[0699] Precision quality: 788.1

[0700] Synthesis example 9

[0701] In Japanese Patent Publication No. 2012-507743, the 4-fluorophthalonitrile in

[0071] to

[0072] was changed to 4,5-difluorophthalonitrile. Otherwise, the compound represented by formula (17) was synthesized using the same method.

[0702]

[0703] Identification of compounds represented by formula (17)

[0704] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 718.2

[0705] Precision quality: 718.0

[0706] 1.6 parts of the compound represented by formula (17), 0.75 parts of the compound represented by formula (2), and 16 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 8 hours. After cooling the reaction solution to room temperature, 80 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 40 parts of methanol, and dried under reduced pressure at 60°C to obtain 1.8 parts of the compound represented by formula (18).

[0707]

[0708] Identification of compounds represented by formula (18)

[0709] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 850.2

[0710] Precision quality: 850.1

[0711] Synthesis example 10

[0712] The compound represented by formula (19) was synthesized according to the experimental section on page 651 of Tamara V. Basova et al., “Molecular organization in the thin films of chloroaluminium hexadecafluorophthalocyanine revealed by polarized Ramanspectroscopy” (Thin Solid Films, 2013, Volume 548, 650-656).

[0713]

[0714] Identification of compounds represented by formula (19)

[0715] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 862.1

[0716] Precision quality: 861.9

[0717] 1.3 parts of the compound represented by formula (19), 0.51 parts of the compound represented by formula (2), and 13 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 8.5 hours. After cooling the reaction solution to room temperature, 65 parts of ion-exchanged water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 26 parts of methanol / ion-exchanged water at a ratio of 1:1 (volume ratio), and dried under reduced pressure at 60°C to obtain 1.4 parts of the compound represented by formula (20).

[0718]

[0719] Identification of compounds represented by formula (20)

[0720] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 994.2

[0721] Precision quality: 994.0

[0722] Synthesis example 11

[0723] 1.4 parts of the compound represented by formula (19), 0.32 parts of the compound represented by formula (4), and 14 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 7 hours. After cooling the reaction solution to room temperature, 70 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration and dried under reduced pressure at 60°C to obtain 1.5 parts of the compound represented by formula (21).

[0724]

[0725] Identification of compounds represented by formula (21)

[0726] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = M - 1004.1

[0727] Precision quality: 1004.0

[0728] Synthesis example 12

[0729] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 2-propyn-1-ol to obtain the compound represented by formula (23).

[0730]

[0731] 2.0 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.67 parts of the compound represented by formula (23), and 10.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 100 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 100 parts of deionized water, and dried under reduced pressure at 60°C to obtain 2.4 parts of the compound represented by formula (24).

[0732]

[0733] Identification of compounds represented by formula (24)

[0734] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 712.2

[0735] Precision quality: 712.1

[0736] Synthesis example 13

[0737] A mixed solution of 2.10 parts of 3-butyn-1-ol (manufactured by Tokyo Chemical Industry Co., Ltd.) and 11.1 parts of tetrahydrofuran was added dropwise at 0°C to 6.65 parts of phenyl dichlorophosphate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 11.1 parts of tetrahydrofuran (manufactured by Fujifilm and Kohden Chemical Co., Ltd.). Next, a mixed solution of 7.59 parts of triethylamine (manufactured by Tokyo Chemical Industry Co., Ltd.) and 11.1 parts of tetrahydrofuran was added dropwise at 0°C. After stirring at room temperature for 3 hours, 33.3 parts of deionized water were added. The resulting solution was separated using chloroform (manufactured by Fujifilm and Kohden Chemical Co., Ltd.), and the organic layer was removed. After drying with sodium sulfate, the solvent was removed using a rotary evaporator. The resulting mixture was purified by silica gel column chromatography to obtain 2.8 parts of the compound represented by formula (25).

[0738]

[0739] 2.0 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.87 parts of the compound represented by formula (25), and 10.0 parts of ethylene glycol (manufactured by Kanto Chemical Co., Ltd.) were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 100 parts of deion-exchanged water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 100 parts of deion-exchanged water, and dried under reduced pressure at 60°C to obtain 2.3 parts of the compound represented by formula (26).

[0740]

[0741] Identification of compounds represented by formula (26)

[0742] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 764.3

[0743] Precision mass: 764.2

[0744] Synthesis example 14

[0745] Using the synthetic method of the compound represented by formula (25) in Synthesis Example 13, phenyl dichlorophosphate was replaced with phenylphosphonodichloro to obtain the compound represented by formula (27).

[0746]

[0747] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.45 parts of the compound represented by formula (27) and 5.0 parts of ethylene glycol (manufactured by Kanto Chemical Co., Ltd.) were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of deionized water, and dried under reduced pressure at 60°C to obtain 0.84 parts of the compound represented by formula (28).

[0748]

[0749] Identification of compounds represented by formula (28)

[0750] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 748.2

[0751] Precision mass: 748.2

[0752] Synthesis Example 15

[0753] 1.0 part of the compound represented by formula (12), 0.51 part of the compound represented by formula (8), and 5.0 part of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration and dried under reduced pressure at 60°C to obtain 0.94 parts of the compound represented by formula (29).

[0754]

[0755] Identification of compounds represented by formula (29)

[0756] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 964.6

[0757] Precision quality: 964.4

[0758] Synthesis example 16

[0759] 2.0 parts of the compound represented by formula (1), 0.75 parts of the compound represented by formula (30) (manufactured by Tokyo Chemical Industry Co., Ltd.), and 10.0 parts of NMP were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of deionized water were added. The resulting precipitate was obtained as a residue by vacuum filtration and dried under reduced pressure at 60°C to obtain 1.8 parts of a mixture of the compound represented by formula (31-I) and the compound represented by formula (31-II).

[0760]

[0761] Identification of compounds represented by formula (31-I)

[0762] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 646.1

[0763] Precision mass: 646.1

[0764] Identification of compounds represented by formula (31-II)

[0765] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 1184.3

[0766] Precision mass: 1184.2

[0767] Synthesis Example 17

[0768] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 4-pentyn-2-ol to obtain the compound represented by formula (32).

[0769]

[0770] 1.5 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.66 parts of the compound represented by formula (32), and 7.5 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 75 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 75 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.7 parts of the compound represented by formula (33).

[0771]

[0772] Identification of compounds represented by formula (33)

[0773] (Mass spectrometry) Ionization mode = MALDI-TOF- m / z = 768.2

[0774] Precision mass: 768.2

[0775] Synthesis Example 18

[0776] Using the synthetic method of the compound represented by formula (25) in Synthetic Example 13, 3-butyn-1-ol was changed to 4-pentyn-2-ol to obtain the compound represented by formula (34).

[0777]

[0778] 1.5 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.69 parts of the compound represented by formula (34), and 7.5 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 75 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 75 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.7 parts of the compound represented by formula (35).

[0779]

[0780] Identification of compounds represented by formula (35)

[0781] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 778.2

[0782] Precision quality: 778.2

[0783] Synthesis example 19

[0784] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 5-hexyn-3-ol to obtain the compound represented by formula (36).

[0785]

[0786] 1.5 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.49 parts of the compound represented by formula (36), and 5.0 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 50 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.2 parts of the compound represented by formula (37).

[0787]

[0788] Identification of compounds represented by formula (37)

[0789] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 796.2

[0790] Precision mass: 796.2

[0791] Synthesis example 20

[0792] Using the synthetic method of the compound represented by formula (25) in Synthetic Example 13, 3-butyn-1-ol was changed to 5-hexyn-3-ol to obtain the compound represented by formula (38).

[0793]

[0794] 1.5 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.73 parts of the compound represented by formula (38), and 7.5 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 75 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 75 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.3 parts of the compound represented by formula (39).

[0795]

[0796] Identification of compounds represented by formula (39)

[0797] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 792.2

[0798] Precision mass: 792.2

[0799] Synthesis Example 21

[0800] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 7-octyne-1-ol to obtain the compound represented by formula (40).

[0801]

[0802] 2.7 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.8 parts of the compound represented by formula (40), and 14 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 135 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 135 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 3.5 parts of the compound represented by formula (41).

[0803]

[0804] Identification of compounds represented by formula (41)

[0805] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 852.3

[0806] Precision quality: 852.3

[0807] Synthesis example 22

[0808] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 9-decyn-1-ol to obtain the compound represented by formula (42).

[0809]

[0810] 2.7 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.6 parts of the compound represented by formula (42), and 14 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 135 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 135 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 2.9 parts of the compound represented by formula (43).

[0811]

[0812] Identification of compounds represented by formula (43)

[0813] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 908.4

[0814] Precision quality: 908.4

[0815] Synthesis example 23

[0816] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 5-heptyne-3-ol to obtain the compound represented by formula (44).

[0817]

[0818] 2.0 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.10 parts of the compound represented by formula (44), and 10.0 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 100 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 2.4 parts of the compound represented by formula (45).

[0819]

[0820] Identification of compounds represented by formula (45)

[0821] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 824.4

[0822] Precision mass: 824.3

[0823] Synthesis example 24

[0824] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 3-pentyn-1-ol to obtain the compound represented by formula (46).

[0825]

[0826] 2.0 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.88 parts of the compound represented by formula (46), and 10.0 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 50 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 100 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 2.4 parts of the compound represented by formula (47).

[0827]

[0828] Identification of compounds represented by formula (47)

[0829] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 768.3

[0830] Precision mass: 768.2

[0831] Synthesis example 25

[0832] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 5-hexyn-1-ol to obtain the compound represented by formula (48).

[0833]

[0834] 4.8 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 2.8 parts of the compound represented by formula (48), and 24 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 240 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 240 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 5.4 parts of the compound represented by formula (49).

[0835]

[0836] Identification of compounds represented by formula (49)

[0837] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 796.4

[0838] Precision mass: 796.2

[0839] Synthesis Example 26

[0840] Using the synthesis method of the compound represented by formula (4) in Synthesis Example 2, the allyl alcohol used was changed to 6-heptyne-1-ol to obtain the compound represented by formula (50).

[0841]

[0842] 4.8 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.1 parts of the compound represented by formula (50), and 24 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 240 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 240 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 5.6 parts of the compound represented by formula (51).

[0843]

[0844] Identification of compounds represented by formula (51)

[0845] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 824.4

[0846] Precision mass: 824.3

[0847] Synthesis Example 27

[0848] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 2-octyne-1-ol to obtain the compound represented by formula (52).

[0849]

[0850] 1.0 part of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.73 parts of the compound represented by formula (52), and 5.1 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 51 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 51 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.3 parts of the compound represented by formula (53).

[0851]

[0852] Identification of compounds represented by formula (53)

[0853] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 852.4

[0854] Precision quality: 852.3

[0855] Synthesis example 28

[0856] Using the synthetic method of the compound represented by formula (4) in Synthesis Example 2, allyl alcohol was replaced with 3-phenyl-2-propyn-1-ol to obtain the compound represented by formula (54).

[0857]

[0858] 4.8 parts of the compound represented by formula (1) (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.2 parts of the compound represented by formula (54), and 24 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 6 hours. After cooling the reaction solution to room temperature, 240 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 240 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.3 parts of the compound represented by formula (55).

[0859]

[0860] Identification of compounds represented by formula (55)

[0861] (Mass spectrometry) Ionization mode = MALDI-TOF - m / z = 864.2

[0862] Precision mass: 864.2

[0863] Synthesis Example 29

[0864] Using the synthetic method of the compound represented by formula (19) in Synthesis Example 10, tetrafluorophthalonitrile was changed to 4-bromophthalonitrile to obtain the compound represented by formula (56).

[0865]

[0866] 1.5 parts of the compound represented by formula (56), 1.4 parts of the compound represented by formula (8), and 7.5 parts of PGMEA were mixed at room temperature, heated to 120°C, and stirred for 28 hours. After cooling the reaction solution to room temperature, 300 parts of ethyl acetate were added. The resulting precipitate was obtained as a residue by vacuum filtration, washed with 150 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 1.1 parts of the compound represented by formula (57).

[0867]

[0868] Identification of compounds represented by formula (57)

[0869] (Mass spectrometry) Ionization mode = MALDI-TOF + m / z = 1051.8

[0870] Precision mass: 1051.8

[0871] Synthesis example 30

[0872] The compound represented by formula (58) was obtained by using the synthesis method described in Japanese Patent Application Publication No. 2016-75837.

[0873]

[0874] (Resin Synthesis Example 1)

[0875] A suitable amount of nitrogen was poured into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen. 340 parts of propylene glycol monomethyl ether acetate were then added, and the mixture was heated to 80°C while stirring. Next, 57 parts of acrylic acid and 3,4-epoxytricyclic acrylic acid [5.2.1.0] were added dropwise over 5 hours. 2,6 ] Decane-8-yl ester and 3,4-epoxy tricyclic acrylate [5.2.1.0] 2 ,6A mixture of decane-9-yl esters (containing 54 parts in a molar ratio of 1:1), 239 parts benzyl methacrylate, and 73 parts propylene glycol monomethyl ether acetate was prepared. Meanwhile, a solution was prepared by dropwise addition over 6 hours, dissolving 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylpentanonitrile) in 197 parts of propylene glycol monomethyl ether acetate. After the addition of the solution containing the polymerization initiator was completed, the solution was maintained at 80°C for 3 hours and then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a viscosity of 137 mPa·s (measured using a type B viscometer at 23°C) and a solid content of 36.8% by weight. The polystyrene-converted weight-average molecular weight of the resulting copolymer was 1.0 × 10⁻⁶. 3 The dispersion is 1.97, and the acid value converted from solids is 111 mg-KOH / g. Resin (B-1) has the following structural units.

[0876]

[0877] (Resin Synthesis Example 2)

[0878] 276.8 g of propylene glycol monomethyl ether acetate was measured into a flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas inlet tube. The mixture was heated to 120°C while undergoing nitrogen purging. Then, over 2 hours, 35.3 g of tert-butyl 2-ethylhexanoate (a polymerization initiator) was added dropwise to the flask from a monomer mixture consisting of 92.4 g of 2-ethylhexyl acrylate, 184.9 g of glycidyl methacrylate, and 12.3 g of dicyclopentyl methacrylate. After the addition was complete, the mixture was stirred further at 120°C for 30 minutes to induce a copolymerization reaction, generating an addition copolymer. Then, the flask was purged with air, and 93.7 g of acrylic acid, 1.5 g of triphenylphosphine (catalyst), and 0.8 g of p-methoxyphenol (polymerization inhibitor) were added to the above-mentioned addition copolymer solution. The reaction was continued at 110°C for 10 hours. The epoxy groups from glycidyl methacrylate reacted with acrylic acid to cause epoxy group cleavage, simultaneously introducing polymerically unsaturated bonds into the polymer side chains. Next, 24.2 g of succinic anhydride was added to the reaction system, and the reaction was continued at 110°C for 1 hour. The hydroxyl groups generated by the cleavage of epoxy groups reacted with succinic anhydride to introduce carboxyl groups into the side chains, yielding the polymer. Finally, 383.3 g of propylene glycol monomethyl ether acetate was added to the reaction solution to obtain a polymer (resin (B-2)) solution with a polymer solids content of 40%. The weight-average molecular weight (Mw) of the resulting copolymer (polymer; resin (B-2)) was 6.3 × 10⁻⁶. 3 The acid value calculated from the solid components is 34 mg-KOH / g.

[0879] (Preparation of Dispersion 1)

[0880] 4.4 parts of the compound represented by formula (3) obtained in Synthesis Example 1, 0.65 parts of the compound represented by formula (2), 4 parts of dispersant (BYK LPN-6919 manufactured by BYK Corporation) (converted to solid content), 4 parts of resin (B-1) (converted to solid content), and 87 parts of propylene glycol monomethyl ether acetate were mixed, and 300 parts of 0.2 μm zirconia beads were added. The mixture was shaken for 1 hour using a paint conditioner (manufactured by LAU Corporation). Then, the zirconia beads were removed by filtration to obtain dispersion 1.

[0881] (Preparation of Dispersion 2)

[0882] Mix 12.0 parts of CI pigment blue 15:4, 3.6 parts of dispersant (BYK LPN-6919 manufactured by BYK Corporation), 5.4 parts of resin (B-1) (solid component conversion), 12.0 parts of diacetone alcohol, and 67 parts of propylene glycol monomethyl ether acetate. Add 300 parts of 0.4 mm zirconia beads and shake for 1 hour using a paint conditioner (LAU Corporation). Then, remove the zirconia beads by filtration to obtain dispersion 2.

[0883] (Preparation of Dispersion 3)

[0884] 4.4 parts of the compound represented by formula (58) obtained in Synthesis Example 30, 0.18 parts of the compound represented by formula (8), 4 parts of dispersant (BYK LPN-6919 manufactured by BYK Corporation) (converted to solid content), 4 parts of resin (B-1) (converted to solid content), and 87 parts of propylene glycol monomethyl ether acetate were mixed, and 300 parts of 0.2 μm zirconia beads were added. The mixture was shaken for 1 hour using a paint conditioner (manufactured by LAU Corporation). Then, the zirconia beads were removed by filtration to obtain dispersion 3.

[0885] (Preparation of Dispersion 4)

[0886] 4.4 parts of the compound represented by formula (58) obtained in Synthesis Example 30, 0.18 parts of diphenyl phosphate (manufactured by Tokyo Chemical Industry Co., Ltd.), 4 parts of dispersant (BYK LPN-6919 manufactured by BYK Corporation) (converted to solid content), 4 parts of resin (B-1) (converted to solid content), and 87 parts of propylene glycol monomethyl ether acetate were mixed, and 300 parts of 0.2 μm zirconia beads were added. The mixture was shaken for 1 hour using a paint conditioner (manufactured by LAU Corporation). Then, the zirconia beads were removed by filtration to obtain dispersion 4.

[0887] [Examples 1-2, Comparative Example 1]

[0888] (Preparation of coloring and curing compositions)

[0889] The components shown in Table 9 were mixed to obtain coloring and curing composition 1 (Example 1), coloring and curing composition 30 (Example 2), and coloring and curing composition 31 (Comparative Example 1).

[0890] [Table 9]

[0891]

[0892] The components are listed in Table 9.

[0893] Dispersion (A-1): Dispersion 1

[0894] Dispersion (A-2): Dispersion 2

[0895] Dispersion (A-3): Dispersion 3

[0896] Dispersion (A-4): Dispersion 4

[0897] Resin (B-2): Resin (B-2) (Solid Component Conversion)

[0898] Polymerizable compound (C-1): Ethylene oxide modified dipentaerythritol hexaacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., "A-DPH12E", number of ethylene oxide chains: 12, solid content conversion)

[0899] Polymerization initiator (D-1): N-acetoxy-1-(4-phenylthiophenyl)-3-cyclohexylpropane-1-one-2-imine (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd., "TR-PBG327")

[0900] Organic solvent (E-1): Propylene glycol monomethyl ether

[0901] Organic solvent (E-2): diacetone alcohol

[0902] Organic solvent (E-3): Propylene glycol monomethyl ether acetate

[0903] Leveling agent (F-1): Polyether modified silicone oil: Trade name Toray Silicone SH8400: Manufactured by Dow Corning Toray Co., Ltd. (Conversion of solid content)

[0904] <Evaluation of Corrosion Resistance Filtration>

[0905] When 15cc of the obtained coloring and curing composition was pressurized and filtered through a nylon membrane filter with an average pore size of 0.45μm and a filtration area of ​​47mmφ at a pressure of 0.07MPa, the degree of complete filtration was evaluated. Complete filtration was rated as ○, and incomplete filtration was rated as ×.

[0906] [Table 10]

[0907] Example 1 ○ Example 2 ○ Comparative Example 1 ×

[0908] [Examples 3-30]

[0909] (Preparation of coloring and curing compositions)

[0910] The compound represented by formula (3) used in the preparation of dispersion 1 was changed to the following compound, and the coloring curable composition 3 to 30 was prepared using the same method as in Example 1.

[0911] Example 3: Coloring and Curing Composition 2: The compound represented by formula (5) obtained in Synthesis Example 2

[0912] Example 4: Coloring and Curing Composition 3: Compound represented by formula (7) obtained in Synthesis Example 3

[0913] Example 5: Coloring and Curing Composition 4: Compound represented by formula (9) obtained in Synthesis Example 4

[0914] Example 6: Colored Curable Composition 5: Compound represented by formula (11) obtained in Synthesis Example 5

[0915] Example 7: Coloring and Curing Composition 6: Compound represented by formula (13) obtained in Synthesis Example 6

[0916] Example 8: Colored Curable Composition 7: Compound represented by formula (15) obtained in Synthesis Example 7

[0917] Example 9: Coloring and Curing Composition 8: Compound represented by formula (16) obtained in Synthesis Example 8

[0918] Example 10: Colored Curable Composition 9: Compound represented by formula (18) obtained in Synthesis Example 9

[0919] Example 11: Colored Curable Composition 10: Compound represented by formula (20) obtained in Synthesis Example 10

[0920] Example 12: Colored Curable Composition 11: The compound represented by formula (21) obtained in Synthesis Example 11

[0921] Example 13: Colored Curable Composition 12: Compound represented by formula (24) obtained in Synthesis Example 12

[0922] Example 14: Colored Curable Composition 13: Compound represented by formula (26) obtained in Synthesis Example 13

[0923] Example 15: Colored Curable Composition 14: Compound represented by formula (28) obtained in Synthesis Example 14

[0924] Example 16: Colored Curable Composition 15: Compound represented by formula (29) obtained in Synthesis Example 15

[0925] Example 17: Colored Curable Composition 16: A mixture of the compound represented by formula (31-I) and the compound represented by formula (31-II) obtained in Synthesis Example 16

[0926] Example 18: Colored Curable Composition 17: Compound represented by formula (33) obtained in Synthesis Example 17

[0927] Example 19: Colored Curable Composition 18: Compound represented by formula (35) obtained in Synthesis Example 18

[0928] Example 20: Colored Curable Composition 19: Compound represented by formula (37) obtained in Synthesis Example 19

[0929] Example 21: Colored Curable Composition 20: Compound represented by formula (39) obtained in Synthesis Example 20

[0930] Example 22: Colored Curable Composition 21: Compound represented by formula (41) obtained in Synthesis Example 21

[0931] Example 23: Colored Curable Composition 22: Compound represented by formula (43) obtained in Synthesis Example 22

[0932] Example 24: Colored Curable Composition 23: Compound represented by formula (45) obtained in Synthesis Example 23

[0933] Example 25: Colored Curable Composition 24: Compound represented by formula (47) obtained in Synthesis Example 24

[0934] Example 26: Colored Curable Composition 25: Compound represented by formula (49) obtained in Synthesis Example 25

[0935] Example 27: Colored Curable Composition 26: Compound represented by formula (51) obtained in Synthesis Example 26

[0936] Example 28: Colored Curable Composition 27: Compound represented by formula (53) obtained in Synthesis Example 27

[0937] Example 29: Colored Curable Composition 28: Compound represented by formula (55) obtained in Synthesis Example 28

[0938] Example 30: Colored Curable Composition 29: Compound represented by formula (57) obtained in Synthesis Example 29

[0939] <Evaluation of Corrosion Resist Filtration>

[0940] The above-described resist filtration evaluation was performed on the obtained coloring and curing compositions 2 to 29, and the results were the same as those in Example 1.

Claims

1. A coloring composition comprising a colorant, a compound represented by formula (PI), a binder resin, and an organic solvent. The colorant contains phthalocyanine pigment. The phthalocyanine pigment includes aluminum phthalocyanine pigment. The phthalocyanine pigment is a compound represented by formula (Xa) or formula (Xb). The molecular weight of the compound represented by the formula (PI) is 100–700. In formula (PI), Z p1 and Z p2 each independently represents a single bond or an oxygen atom, R p1 This refers to aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms. R p2 It represents a hydrogen atom, a hydrocarbon group with 1 to 20 carbon atoms, or a Z-linked group. p2 With R p1 single key, In equation (Xa), Z represents a hydroxyl group, a chlorine atom, and -OP (=O)R. a1 R a2 -O-SiR a3 R a4 R a5 -OC (=O)R a13 、or -OS (=O)2R a14 , R a1 ~R a5 and R a13 ~R a14 Each of the following independently represents a hydrogen atom, a hydroxyl group, a hydrocarbon group with or without substituents and having 1 to 20 carbon atoms, or a heterocyclic group with or without substituents and having 1 to 20 carbon atoms; R a1 With R a2 Or R a3 ~R a5 If neither of the two components forms a ring or they bond together to form a ring, and the hydrocarbon group has 2 to 20 carbon atoms and has a -CH2- group, then the -CH2- group is not substituted or is substituted with -O-, -S-, or -CO-. X x1 ~X x4 Each is represented independently – R x4 -OR x4 、-SR x4 -SO3H, -SO3 - T + -SO3R X10 -SO2NR X11 R X12 halogen atoms or nitro groups R x4 This indicates a hydrocarbon group with 1 to 20 carbon atoms, with or without substituents. When the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- is either not substituted or substituted with -O-, -S-, or -CO-. T + express + N(R) X13 )4 or alkali metal ions, R X13 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms. R X10 This refers to saturated hydrocarbon groups with 1 to 20 carbon atoms. R X11 and R X12 Each can independently represent a hydrogen atom or a hydrocarbon group with or without substituents, consisting of 1 to 20 carbon atoms. nx1 to nx4 each independently represent integers from 0 to 4. In formula (Xb), L represents -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -O-P (=O)R a12 -O-, R a6 ~R a12 Each of the following independently represents a hydrogen atom, a hydroxyl group, a hydrocarbon group with or without substituents and having 1 to 20 carbon atoms, or a heterocyclic group with or without substituents and having 1 to 20 carbon atoms; R a6 With R a7 R a8 With R a9 、or R a10 With R a11 When a hydrocarbon group does not form a ring or forms a ring through mutual bonding, has 2 to 20 carbon atoms, and possesses the -CH2- group, the -CH2- group is either not substituted or substituted with -O-, -S-, or -CO-. X x5 ~X x12 Each is represented independently – R x5 -OR x5 、-SR x5 -SO3H, -SO3 - Q + -SO3R X14 -SO2NR X15 R X16 halogen atoms or nitro groups R x5 This indicates a hydrocarbon group with 1 to 20 carbon atoms, with or without substituents. When the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- is either not substituted or substituted with -O-, -S-, or -CO-. Q + express + N(R) X17 )4 or alkali metal ions, R X17 Each can independently represent a hydrocarbon group with 1 to 20 hydrogen or carbon atoms. R X14 This refers to saturated hydrocarbon groups with 1 to 20 carbon atoms. R X15 and R X16 Each can independently represent a hydrogen atom or a hydrocarbon group with or without substituents, consisting of 1 to 20 carbon atoms. nx5 to nx12 each independently represent integers from 0 to 4.

2. The coloring composition according to claim 1, wherein, The content of the compound represented by formula (PI) is 3 to 20 parts by mass relative to 100 parts by mass of phthalocyanine pigment.

3. The coloring composition according to claim 1, wherein, It further contains polymerizable compounds and polymerization initiators.

4. A color filter formed from the coloring composition according to any one of claims 1 to 3.

5. A display device comprising the color filter of claim 4.

Images