Color hardening components

Abstract

To provide a colored curable composition which, even after storage, gives patterns having a reduced line-width change, that is, a colored curable composition which, even after storage, is satisfactory in terms of pattern stability.SOLUTION: A colored curable composition comprises a colorant, a resin, a polymerizable compound, a polymerization initiator, and a carbonate compound, where the colorant comprises a phthalocyanine compound and the polymerization initiator comprises an oxime compound.SELECTED DRAWING: None

Description

[Technical Field]

[0001] This invention relates to a color-curable composition. [Background technology]

[0002] Color filters used in display devices such as liquid crystal displays, electroluminescent displays, and plasma displays, as well as solid-state image sensors such as CCDs and CMOS sensors, are manufactured from color-curable compositions. Color-curable compositions contain various colorants, and for example, color-curable compositions containing phthalocyanine compounds are known (Patent Documents 1 and 2). [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2018-091916 [Patent Document 2] Japanese Patent Publication No. 2016-075837 [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] However, when a pattern is created after storing a colored curable composition containing a phthalocyanine compound for a certain period of time, there is a problem that the line width of the resulting pattern becomes smaller or the pattern disappears compared to when the pattern is created without storage. Therefore, the object of the present invention is to provide a colored curable composition in which the rate of change in line width of the resulting pattern is small even when using a colored curable composition after storage, that is, to provide a colored curable composition in which the pattern stability is good even after storage. [Means for solving the problem]

[0005] This invention includes the following inventions. [1] Contains a colorant, resin, polymerizable compound, polymerization initiator, and carbonate compound, The colorant contains a phthalocyanine compound, The polymerization initiator is a colored curable composition containing an oxime compound. [2] The colored curable composition according to [1], wherein the carbonate compound is a compound represented by formula (I). [Chemical formula] [In formula (I), R , , x4 , , , x4 , , X12 , , X10 , , - , x4 , , x4 , , x1 , , , x4 , , X11 , , + , and R 2 each independently represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.] [3] The colored curable composition according to [2], wherein at least one of said R 1 and R 2 is a tertiary alkyl group having 4 to 20 carbon atoms which may have a substituent, an aryl group having 6 to 20 carbon atoms which may have a substituent, or an aralkyl group having 7 to 20 carbon atoms which may have a substituent. [4] The colored curable composition according to any one of [1] to [3], wherein the phthalocyanine compound is any one of the compounds represented by formula (X1) to formula (X3). [Chemical formula] [Chemical formula] [Chemical formula] [In formula (X1), X x1 ~X x4 each independently represents -R x4 , -OR x4 , -SR x4 , -SO3H, -SO3 - T + , -SO3R X10 , -SO2NR X11 R X12 , a halogen atom, or a nitro group. R x4represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, then -CH2- may be replaced by -O-, -S-, or -CO-. T + teeth, + N(R X13 )4 or alkali metal ions, R X13 Each of these independently represents either a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X10 This represents a saturated hydrocarbon group with 1 to 20 carbon atoms. R X11 and R X12 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx1 to nx4 each independently represent an integer from 0 to 4. In formula (X2), M 1 This represents a metal atom, metal oxide, metal hydroxide, metal halide, phosphorus-containing group-bonded metal, silicon-containing group-bonded metal, oxycarbonyl-containing group-bonded metal, or oxysulfonyl-containing group-bonded metal. X x1 ~X x4 And nx1~nx4 are the same as above. In formula (X3), M 2 and M 3 Each of these independently represents a metal atom, a metal oxide, a metal hydroxide, or a metal halide. L is -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -OP(=O)R a12 Represents -O- R a6 ~R a12 Each of these independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, and R a6 and Ra7 , R a8 and R a9 , or R a10 and R a11 These may bond to each other to form a ring. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- may be replaced by -O-, -S-, or -CO-. X x5 ~X x12 These are, independently, -R x5 , -OR x5 , -SR x5 -SO3H, -SO3 - Q + , -SO3R X14 -SO2NR X15 R X16 It represents a halogen atom or a nitro group. R x5 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, then -CH2- may be replaced by -O-, -S-, or -CO-. Q + teeth, + N(R X17 )4 or alkali metal ions, R X17 Each of these independently represents either a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X14 This represents a saturated hydrocarbon group with 1 to 20 carbon atoms. R X15 and R X16 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx5 to nx12 each independently represent integers from 0 to 4. [5] The colored curable composition according to any one of [1] to [4], wherein the phthalocyanine compound is a compound represented by formula (Xa) or formula (Xb). [ka] [ka] [In equation (Xa), Z is a hydroxyl group, a chlorine atom, -OP(=O)R a1 R a2 , -O-SiR a3 R a4 R a5 -OC(=O)R a13 , or -OS(=O)2R a14 It represents. R a1 ~R a5 , and R a13 ~R a14 Each of these independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, and R a1 and R a2 , or R a3 ~R a5 Any two of these may be bonded together to form a ring. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- may be replaced by -O-, -S-, or -CO-. X x1 ~X x4 And nx1~nx4 are the same as above. In formula (Xb), L, X x5 ~X x12 And nx5~nx12 are the same as above. [6] The color curable composition according to [5], wherein the compound represented by formula (Xa) is the compound represented by formula (X0) or formula (XI), and the compound represented by formula (Xb) is the compound represented by formula (XII). [ka] [ka] [ka] [In formula (XI), R x1 represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, and R x2 represents a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or Z x2 and R x1 represent a single bond connecting them. Z x1 and Z x2 each independently represent a single bond or an oxygen atom. In formula (X0) and formula (XI), X x1 ~X x4 and nx1 to nx4 are the same as described above. In formula (XII), R x3 represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. Z x3 represents a single bond or an oxygen atom. X x5 ~X x12 and nx5 to nx12 are the same as described above. [7] A color filter formed from the color curable composition according to any one of [1] to [6]. [8] A display device including the color filter according to [7]. [9] A solid-state imaging device including the color filter according to [7]. [Advantages of the Invention]

[0006] According to the present invention, even when the color curable composition after storage is used, a color curable composition can be provided in which the line width change rate of the obtained pattern is small, that is, a color curable composition having good pattern stability even after storage. [Embodiments for Carrying Out the Invention]

[0007] [[Color Curable Composition]] The present invention encompasses a colored curable composition containing a colorant (sometimes referred to as colorant (A)), a resin (sometimes referred to as resin (B)), a polymerizable compound (sometimes referred to as polymerizable compound (C)), a polymerization initiator (sometimes referred to as polymerization initiator (D)), and a carbonate compound (sometimes referred to as carbonate compound (E)), wherein the colorant (A) contains a phthalocyanine compound and the polymerization initiator (D) contains an oxime compound. The colored curable composition of the present invention may contain a leveling agent (hereinafter sometimes referred to as leveling agent (F)). The color-curable composition of the present invention may contain a solvent (hereinafter sometimes referred to as solvent (G)). In this specification, the compounds exemplified as components may be used individually or in combination, unless otherwise specified.

[0008] <Coloring agent (A)> The colored curable composition according to the present invention contains a phthalocyanine compound as a coloring agent. Specifically, the phthalocyanine compound is represented by the following formulas (X1) to (X3). The present invention will be described more specifically below with reference to the partial structures of the compounds represented by formulas (X1) to (X3). The definitions common to formulas (Xa), (Xb), (X0), (XI), (XII), (YI), or (YII) will be described later.

[0009] [ka]

[0010] [ka]

[0011] [ka] [In formula (X1), X x1 ~X x4are each independently, -R x4 , -OR x4 , -SR x4 , -SO3H, -SO3 - T + , -SO3R X10 , -SO2NR X11 R X12 , a halogen atom, or a nitro group. R x4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have substituents, and when the hydrocarbon group has 2 to 20 carbon atoms and has -CH2-, the -CH2- may be replaced by -O-, -S- or -CO-. T + is + N(R X13 )4 or an alkali metal ion, and R X13 each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X10 represents a saturated hydrocarbon group having 1 to 20 carbon atoms. R X11 and R X12 each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have substituents. nx1 to nx4 each independently represents an integer of 0 to 4. In formula (X2), M 1 represents a metal atom, a metal oxide, a metal hydroxide, a metal halide, a phosphorus-containing group-bonded metal, a silicon-containing group-bonded metal, an oxycarbonyl-containing group-bonded metal, or an oxysulfonyl-containing group-bonded metal. X x1 ~X x4 and nx1 to nx4 are the same as above. In formula (X3), M 2 and M 3 each independently represents a metal atom, a metal oxide, a metal hydroxide, or a metal halide. L is -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10R a11 -O-, or -OP(=O)R a12 Represents -O- R a6 ~R a12 Each of these independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, and R a6 and R a7 , R a8 and R a9 , or R a10 and R a11 These may bond to each other to form a ring. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- may be replaced by -O-, -S-, or -CO-. X x5 ~X x12 These are, independently, -R x5 , -OR x5 , -SR x5 -SO3H, -SO3 - Q + , -SO3R X14 -SO2NR X15 R X16 It represents a halogen atom or a nitro group. R x5 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, then -CH2- may be replaced by -O-, -S-, or -CO-. Q + teeth, + N(R X17 )4 or alkali metal ions, R X17 Each of these independently represents either a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X14 This represents a saturated hydrocarbon group with 1 to 20 carbon atoms. R X15 and R X16 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx5 to nx12 each independently represent integers from 0 to 4.

[0012] M 1 ~M 3 Examples of metal atoms represented by 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. Among these, Cu, Ni, Zn, or Al are particularly preferred.

[0013] M 1 ~M 3 Preferably, metal oxides represented by VO, GeO, and the like are mentioned.

[0014] M 1 ~M 3 Examples of metal hydroxides represented by include AlOH, Si(OH)2, Cr(OH)2, Sn(OH)2, and others.

[0015] M 1 ~M 3 Examples of metal halides represented by this formula include AlCl, SiCl2, VCl, VCl2, VOCl, FeCl, GaCl, and ZrCl.

[0016] M 1 The phosphorus-containing group-bonded metals represented by this symbol have a structure in which a group containing a phosphorus atom is bonded to a metal atom, and the metal atom to which the phosphorus-containing group is bonded is the aforementioned M 1 ~M 3 Examples of metal atoms represented by this formula include -OP(=O)R. a1 R a2 A base represented by is preferred.

[0017] M 1 The silicon-containing group-bonded metal represented by has a structure in which a group containing silicon atoms is bonded to a metal atom, and the metal atom to which the silicon-containing group is bonded is the aforementioned M 1 ~M 3Examples of metal atoms represented by this formula include -O-SiR. a3 R a4 R a5 A base represented by is preferred.

[0018] M 1 The oxycarbonyl-containing group-bonded metal represented by has a structure in which an oxycarbonyl-containing group is bonded to a metal atom, and the metal atom to which the oxycarbonyl-containing group is bonded is the aforementioned M 1 ~M 3 Examples of metal atoms represented by this formula include -OC(=O)R. a13 A base represented by is preferred.

[0019] M 1 The oxysulfonyl-containing group-bonded metals represented by this expression have a structure in which an oxysulfonyl-containing group is bonded to a metal atom, and the metal atom to which the oxysulfonyl-containing group is bonded is the aforementioned M 1 ~M 3 Examples of metal atoms represented by this formula include -OS(=O)2R. a14 A base represented by is preferred.

[0020] M 1 Preferably, the material is Cu, Ni, Zn, or Al; oxides thereof; hydroxides thereof; halides thereof; structures to which a phosphorus-containing group is bonded; structures to which a silicon-containing group is bonded; structures to which an oxycarbonyl-containing group is bonded; or structures to which an oxysulfonyl-containing group is bonded. Cu;Ni;Zn;Al;AlOH;AlCl;ZrCl;-OP(=O)R a1 R a2 Cu, Ni, Zn, or Al;-O-SiR bonded a3 R a4 R a5 Cu, Ni, Zn, or Al bonded together;-OC(=O)R a13 Cu, Ni, Zn, or Al bonded with -OS(=O)2Ra14 It is more preferable that the bonded material is Cu, Ni, Zn, or Al. Zn, AlOH, AlCl, -OP(=O)R a1 R a2 Al, -O-SiR bonded together a3 R a4 R a5 Al, -OC(=O)R a13 Al bound to -OS(=O)2R a14 It is even more preferable that it is Al bonded to, Zn, AlOH, or -OP(=O)R a1 R a2 It is particularly preferable that the Al is bonded to it.

[0021] M 2 and M 3 They may be the same or different, but it is preferable that they be the same.

[0022] M 2 and M 3 Each of these is preferably independently Cu, Ni, Zn, or Al; an oxide thereof; a hydroxide thereof; or a halide thereof. Each element is more preferably Cu, Ni, Zn, or Al, independently of the others.

[0023] The phthalocyanine compound included in the coloring agent of the present invention is preferably an aluminum phthalocyanine compound. An aluminum phthalocyanine compound is a compound having a phthalocyanine skeleton in which the phthalocyanine skeleton and aluminum form a complex. Specifically, the aluminum phthalocyanine compound is preferably a compound represented by formula (Xa) or formula (Xb).

[0024] [ka]

[0025] [ka]

[0026] [In equation (Xa), Z is a hydroxyl group, a chlorine atom, -OP(=O)R a1 R a2 , -O-SiR a3 R a4 R a5 -OC(=O)R a13 , or -OS(=O)2R a14 It represents. R a1 ~R a5 and R a13 ~R a14 Each of these independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, and R a1 and R a2 , or R a3 ~R a5 Any two of these may be bonded together to form a ring. If the hydrocarbon group has 2 to 20 carbon atoms and contains -CH2-, the -CH2- may be replaced by -O-, -S-, or -CO-. X x1 ~X x4 And nx1~nx4 are the same as above. In formula (Xb), L, X x5 ~X x12 And nx5~nx12 are the same as above.

[0027] In equation (Xa), Z is preferably a hydroxyl group or -OP(=O)R a1 R a2 That is the case. R a1 Preferably -R b1 , -OR b1 , -SR b1 , or -CO-R b1 That is the case. R a2 Preferably -R b2 , -OR b2 , -SR b2 , or -CO-R b2 That is the case. R b1 and R b2 R represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. b1 and R b2 These elements may be joined together to form a ring.

[0028] In equation (Xb), L is preferably -OP(=O)R a12 It is -O-. R a12 Preferably -R b3 , -OR b3 , -SR b3 , or -CO-R b3 That is the case. R b3 This represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents.

[0029] The compound represented by formula (Xa) is preferably the compound represented by formula (X0) or formula (XI). Furthermore, the compound represented by formula (Xb) is preferably the compound represented by formula (XII). The present invention will be described more specifically below with reference to the partial structures of the compounds represented by formula (X0), formula (XI), or formula (XII).

[0030] [ka]

[0031] [ka]

[0032] [ka]

[0033] [In formula (XI), R x1 R represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms that may have substituents.x2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have substituents, or Z x2 and R x1 This represents a single bond connecting two things. Z x1 and Z x2 Each of these independently represents either a single bond or an oxygen atom. In equations (X0) and (XI), X x1 ~X x4 nx1 to nx4 are the same as described above. In formula (XII), R x3 This represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. Z x3 This represents a single bond or an oxygen atom. X x5 ~X x12 nx5~nx12 are the same as above.

[0034] Furthermore, the phthalocyanine compound is preferably a compound represented by formula (YI) or formula (YII). The present invention will be described more specifically below with reference to the partial structures of the compounds represented by formula (YI) or formula (YII).

[0035] [ka]

[0036] [ka]

[0037] [In formula (YI), R y1 This represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or substituents. R y2 This is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have substituents, or Z y3 and R y1 This represents a single bond connecting two things. Y 1 and Z y1 Each of these independently represents either an oxygen atom or a sulfur atom. Z y2 and Z y3 Each of these independently represents a single bond, an oxygen atom, or a sulfur atom. However, Y 1 , Z y1 , Z y2 and Z y3 At least one of them represents a sulfur atom. X y1 ~X y4 These are, independently, -R y4 , -OR y4 , -SR y4 -SO3H, -SO3 - M + , -SO3R y10 -SO2NR y11 R y12 It represents a halogen atom or a nitro group. R y4 This represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. M + teeth, + N(R y13 )4 or alkali metal ions, R y13 Each of these independently represents either a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R y10 This represents a saturated hydrocarbon group with 1 to 20 carbon atoms. R y11 and R y12 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. ny1 to ny4 each independently represent an integer from 0 to 4. In formula (YII), R y3 This represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or substituents. Y 2 and Z y4 Each of these independently represents either an oxygen atom or a sulfur atom. Z y5 represents a single bond, an oxygen atom, or a sulfur atom. However, Y 2 , Z y4 and Z y5 At least one of them represents a sulfur atom. X y5 ~X y12 These are, independently, -R y5 , -OR y5 , -SR y5 -SO3H, -SO3 - W + , -SO3R y14 -SO2NR y15 R y16 It represents a halogen atom or a nitro group. R y5 This represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. W + teeth, + N(R y17 )4 or alkali metal ions, R y17 Each of these independently represents either a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R y14 This represents a saturated hydrocarbon group with 1 to 20 carbon atoms. R y15 and R y16 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. ny5 to ny12 each independently represent an integer between 0 and 4.

[0038] Furthermore, compounds represented by formula (YI) include compounds having a resonance structure represented by formula (YIa) or compounds in equilibrium relationship represented by formula (YIb), and compounds represented by formula (YII) include compounds having a resonance structure represented by formula (YIIa) or compounds in equilibrium relationship represented by formula (YIIb).

[0039] [ka]

[0040] [ka]

[0041] [In equations (YI), (YIa), and (YIb), R y1 , R y2 , Y 1 , Z y1 , Z y2 , Z y3 , X y1 ~X y4 , and ny1~ny4 are the same as above. In equations (YII), (YIIa), and (YIIb), R y3 , Y 2 , Z y4 , Z y5 , X y5 ~X y12 , and ny5~ny12 are the same as above.

[0042] R x1 and R x3 The number of carbon atoms in the aliphatic unsaturated hydrocarbon group represented by is 2 to 20, more preferably 2 to 10, even more preferably 2 to 7, and particularly preferably 2 to 5.

[0043] R x1 and R x3 The aliphatic unsaturated hydrocarbon group represented by may be linear or cyclic (alicyclic hydrocarbon group).

[0044] R x1 and R x3 The unsaturated chain hydrocarbon group represented by may be linear or branched, and specifically, Ethenyl group (vinyl group), propenyl group (e.g., 1-propenyl group, 2-propenyl group (allyl group)), 1-methylethenyl group, butenyl group (e.g., 1-butenyl group, 2-butenyl group, 3-butenyl group), 3-methyl-1-butenyl group, 1-methyl-1-butenyl group, 3-methyl-2-butenyl group, 1,3-butadienyl group, 3-methyl-1,2-butadienyl group, 1-(2-propenyl)ethenyl group, 1-(1-methylethenyl)ethenyl group, 1,1-dimethyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, 1-ethyl-2-propenyl group, pentenyl group (e.g., 1-pentenyl group, 2-pentenyl group, 3-pentenyl group) Alkenyl groups such as nyl group, 4-pentenyl group, 1-(1,1-dimethylethyl)ethenyl group, 1,3-dimethyl-1-butenyl group, hexenyl group (e.g., 1-hexenyl group, 5-hexenyl group), heptenyl group (e.g., 1-heptenyl group, 6-heptenyl group), octenyl group (e.g., 1-octenyl group, 7-octenyl group), nonenyl group (e.g., 1-nonenyl group, 8-nonenyl group), decenyl group (e.g., 1-decenyl group, 9-decenyl group), undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, nonadecenyl group, icocenyl group, etc. Ethynyl group, propynyl group (e.g., 1-propynyl group, 2-propynyl group), butynyl group (e.g., 1-butynyl group, 2-butynyl group, 3-butynyl group), pentynyl group (e.g., 2-pentynyl group, 3-pentynyl group, 4-pentynyl group), 1-methyl-3-butynyl group, 1,1-dimethyl-2-propynyl group, hexynyl group (e.g., 2-hexynyl group, 5-hexynyl group), 1-ethyl-3-butynyl group, heptynyl group (e.g., 2-heptynyl group, 6- Alkynyl groups such as heptynyl group, 1-ethyl-3-pentynyl group, octinyl group (e.g., 1-octinyl group, 2-octinyl group, 7-octinyl group), noninyl group (e.g., 2-noninyl group, 8-noninyl group), desinyl group (e.g., 2-decinyl group, 9-decinyl group), undecinyl group, dodecinyl group, tridecinyl group, tetradecinyl group, pentadecinyl group, hexadecinyl group, heptadecinyl group, octadecinyl group, nonadecinyl group, and icosinyl group; These are some examples.

[0045] R x1 and R x3 As an example of an unsaturated alicyclic hydrocarbon group, Cyclohexenyl groups such as cyclohexa-1-en-1-yl, cyclohexa-2-en-1-yl, cyclohexa-3-en-1-yl, cycloheptenyl, and cyclooctenyl; Unsaturated polycyclic hydrocarbon groups such as norborneyl groups; These are some examples.

[0046] R x1 and R x3 The aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by , may have substituents. R x1 and R x3 Substituents for the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms represented by include: aromatic hydrocarbon groups having 6 to 20 carbon atoms (which may have substituents), heterocyclic groups (which may have substituents), halogen atoms, nitro groups, cyano groups, and -OR groups. xa1 , -CO2R xa1 , -SR xa1 , -SO3Rxa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 These are some examples. Here, R xa1 and R xa2 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. xa1 and R xa2 The hydrocarbon group with 1 to 20 carbon atoms represented is R, which will be discussed later. b1 ~R b3 , R x2 , R x4 , R x5 and R y1 ~R y5 These are the same as hydrocarbon groups with 1 to 20 carbon atoms, represented by [examples of such groups]. Furthermore, when the aliphatic unsaturated hydrocarbon group has an aromatic hydrocarbon group as a substituent, it is preferable that the sum of the number of carbon atoms in the aliphatic unsaturated hydrocarbon group and the number of carbon atoms in the aromatic hydrocarbon group as a substituent is 20 or less.

[0047] R x1 and R x3 As for aromatic hydrocarbon groups having 6 to 20 carbon atoms that can be used as substituents for aliphatic unsaturated hydrocarbon groups having 2 to 20 carbon atoms represented by , Phenyl group, o-tolyl group, m-tolyl group, p-tolyl group, 2-ethylphenyl group, 3-ethylphenyl group, 4-ethylphenyl group, 2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group, 4-vinylphenyl group, o-isopropylphenyl group, m-isopropylphenyl group, p-isopropylphenyl group, o-tert-butylphenyl group, m-tert-butylphenyl group, p-tert-butylphenyl group, 3,5-di(tert-butyl)phenyl group, 3,5-di(tert-butyl)-4-methylphenyl group, 4-butylphenyl Examples include phenyl group, 4-pentylphenyl group, 2,6-bis(1-methylethyl)phenyl group, 2,4,6-tris(1-methylethyl)phenyl group, 4-cyclohexylphenyl group, 2,4,6-trimethylphenyl group, 4-octylphenyl group, 4-(1,1,3,3-tetramethylbutyl)phenyl group, 1-naphthyl group, 2-naphthyl group, 6-methyl-2-naphthyl group, 5,6,7,8-tetrahydro-1-naphthyl group, 5,6,7,8-tetrahydro-2-naphthyl group, fluorenyl group, phenanthryl group, anthryl group, 2-dodecylphenyl group, 3-dodecylphenyl group, 4-dodecylphenyl group, perilenyl group, crisenyl group, and pyrenyl group. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 10, and more preferably 6 to 8. The aromatic hydrocarbon group may have substituents, such as 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 Examples include (however, R xa1 and R xa2 (The same applies as above.)

[0048] R x1 and R x3The heterocyclic group used as a substituent for the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by , may be monocyclic or polycyclic, and is preferably a heterocyclic ring containing a heteroatom as a ring component. Examples of heteroatoms include nitrogen, oxygen, and sulfur atoms. Examples of heterocycles containing only a nitrogen atom as a heteroatom include monocyclic saturated heterocycles such as aziridine, azetidine, 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; condensed bicyclic heterocycles such as indazole, indoline, isoindoline, isoindoline-1,3-dione, indole, indidine, benzimidazole, quinoline, isoquinoline, quinoxaline, quinazoline, cinnoline, phthalazine, naphthyridine, purine, pteridine, benzopyrazole, and benzopiperidine; and condensed tricyclic heterocycles such as carbazole, acridine, and phenazine. Examples of heterocycles containing only an oxygen atom as a heteroatom include monocyclic saturated heterocycles such as oxiran, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-dioxane, and 1,4-dioxane; bicyclic saturated heterocycles such as 1,4-dioxaspiro[4.5]decane and 1,4-dioxaspiro[4.5]nonane; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, and δ-valerolactone; monocyclic unsaturated heterocycles such as 5-membered unsaturated heterocycles like furan and 6-membered unsaturated heterocycles like 2H-pyran and 4H-pyran; condensed bicyclic heterocycles such as 1-benzofuran, benzopyran, benzodioxol, chroman, and isochroman; and condensed tricyclic heterocycles such as xanthene and dibenzofuran. Examples of heterocycles containing only a sulfur atom as a heteroatom include: monocyclic saturated heterocycles such as five-membered saturated heterocycles like dithiolane and six-membered saturated heterocycles like thiane and 1,3-dithiane; monocyclic unsaturated heterocycles such as five-membered unsaturated heterocycles like thiophene and six-membered unsaturated heterocycles like 4H-thiopyran; condensed bicyclic heterocycles such as benzothiopyran and benzothiophene; and condensed tricyclic heterocycles such as thiantrene and dibenzothiophene. Examples of heterocycles containing nitrogen and oxygen atoms as heteroatoms include monocyclic saturated heterocycles such as morpholine, 2-pyrrolidone, and 2-piperidone; monocyclic unsaturated heterocycles such as oxazole and isoxazole; condensed bicyclic heterocycles such as benzoxazole, benzoisoxazole, benzoxazine, benzodioxane, and benzimidazoline; and condensed tricyclic heterocycles such as phenoxazine. Examples of heterocycles containing nitrogen and sulfur atoms as heteroatoms include monocyclic unsaturated heterocycles such as thiazoles; fused bicyclic heterocycles such as benzothiazoles; and fused tricyclic heterocycles such as phenothiazines. The number of carbon atoms in the heterocyclic group is preferably 2 to 30, more preferably 3 to 22, and even more preferably 3 to 20. The heterocyclic group may have substituents, such as 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 Examples include (however, R xa1 and R xa2 (The same applies as above.) The bonding positions of the heterocycle are the regions where any hydrogen atom contained in each ring has been removed.

[0049] R x1 and R x3Examples of halogen atoms used as substituents on aliphatic unsaturated hydrocarbon groups having 2 to 20 carbon atoms, represented by , include fluorine, chlorine, bromine, and iodine atoms.

[0050] R x1 and R x3 The number of carbon atoms in the aromatic hydrocarbon group represented is 6 to 20, more preferably 6 to 10, even more preferably 6 to 8, and particularly preferably 6.

[0051] R x1 and R x3 As an aromatic hydrocarbon group represented by R x1 and R x3 Examples of aromatic hydrocarbon groups with 6 to 20 carbon atoms that can be used as substituents on aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms, as shown above, include the aromatic hydrocarbon groups mentioned earlier.

[0052] R x1 and R x3 The aromatic hydrocarbon group having 6 to 20 carbon atoms represented by may have substituents. R x1 and R x3 Substituents for the C6-C20 aromatic hydrocarbon group represented by include halogen atoms such as fluorine, chlorine, bromine, and iodine, nitro groups, cyano groups, and -OR groups. xa1 , -CO2R xa1 , -SR xa1 , -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 Examples include (however, R xa1 and R xa2 (The same applies as above.)

[0053] R a1 ~R a14 , R b1 ~R b3 , R x2 , R x4 , R x5 , R x11 ~R x13 , R x15 ~Rx17 , R y1 ~R y5 , R y11 ~R y13 and R y15 ~R y17 The number of carbon atoms in the hydrocarbon group represented is 1 to 20, more preferably 1 to 15.

[0054] 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 having 1 to 20 carbon atoms represented by may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and the aliphatic hydrocarbon group may be saturated or unsaturated, and may be linear or cyclic (alicyclic hydrocarbon group).

[0055] 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 As for saturated or unsaturated chain hydrocarbon groups represented by, Linear alkyl groups such as methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group, n-hexadecyl group, n-heptadecyl group, n-octadecyl group, n-nonadecyl group, and n-icosyl group; Isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, 2-ethylbutyl group, 3,3-dimethylbutyl group, 1,1,3,3-tetramethylbutyl group, 1-methylbutyl group, 1-ethylpropyl group, 3-methylbutyl group, neopentyl group, 1,1-dimethylpropyl group, 1,1,2-trimethylpropyl group, 2-methylpentyl group, 3-ethylpentyl group, 1,3-dimethylbutyl group, 2-propylpentyl group, 1-ethyl-1,2-dimethylpropyl group, 1-methylpentyl group, 4-methylpentyl Branched alkyl groups such as thyl group, 4-methylhexyl group, 5-methylhexyl group, 2-ethylhexyl group, 1-methylhexyl group, 1-ethylpentyl group, 1-propylbutyl group, 3-ethylheptyl group, 2,2-dimethylheptyl group, 1-methylheptyl group, 1-ethylhexyl group, 1-propylpentyl group, 1-methyloctyl group, 1-ethylheptyl group, 1-propylhexyl group, 1-butylpentyl group, 1-methylnonyl group, 1-ethyloctyl group, 1-propylheptyl group, and 1-butylhexyl group; Ethenyl group (vinyl group), propenyl group (e.g., 1-propenyl group, 2-propenyl group (allyl group)), 1-methylethenyl group, butenyl group (e.g., 1-butenyl group, 2-butenyl group, 3-butenyl group), 3-methyl-1-butenyl group, 1-methyl-1-butenyl group, 3-methyl-2-butenyl group, 1,3-butadienyl group, 3-methyl-1,2-butadienyl group, 1-(2-propenyl)ethenyl group, 1-(1-methylethenyl)ethenyl group, 1,1-dimethyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, 1-ethyl-2-propenyl group, pentenyl group (e.g., 1-pentenyl group, 2-pentenyl group, 3-pentenyl group) Alkenyl groups such as nyl group, 4-pentenyl group, 1-(1,1-dimethylethyl)ethenyl group, 1,3-dimethyl-1-butenyl group, hexenyl group (e.g., 1-hexenyl group, 5-hexenyl group), heptenyl group (e.g., 1-heptenyl group, 6-heptenyl group), octenyl group (e.g., 1-octenyl group, 7-octenyl group), nonenyl group (e.g., 1-nonenyl group, 8-nonenyl group), decenyl group (e.g., 1-decenyl group, 9-decenyl group), undecenyl group, dodecenyl group, tridecenyl group, tetradecenyl group, pentadecenyl group, hexadecenyl group, heptadecenyl group, octadecenyl group, nonadecenyl group, icocenyl group, etc. Ethynyl group, propynyl group (e.g., 1-propynyl group, 2-propynyl group), butynyl group (e.g., 1-butynyl group, 2-butynyl group, 3-butynyl group), pentynyl group (e.g., 2-pentynyl group, 3-pentynyl group, 4-pentynyl group), 1-methyl-3-butynyl group, 1,1-dimethyl-2-propynyl group, hexynyl group (e.g., 2-hexynyl group, 5-hexynyl group), 1-ethyl-3-butynyl group, heptynyl group (e.g., 2-heptynyl group, 6- Alkynyl groups such as heptynyl group, 1-ethyl-3-pentynyl group, octinyl group (e.g., 1-octinyl group, 2-octinyl group, 7-octinyl group), noninyl group (e.g., 2-noninyl group, 8-noninyl group), desinyl group (e.g., 2-decinyl group, 9-decinyl group), undecinyl group, dodecinyl group, tridecinyl group, tetradecinyl group, pentadecinyl group, hexadecinyl group, heptadecinyl group, octadecinyl group, nonadecinyl group, and icosinyl group; These are some examples. 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 number of carbon atoms in the saturated chain hydrocarbon group represented is preferably 1 to 10, more preferably 1 to 7, and even more preferably 1 to 5. 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 ~Ry13 and R y15 ~R y17 The number of carbon atoms in the unsaturated chain hydrocarbon group represented by is preferably 2 to 10, more preferably 2 to 7, and even more preferably 2 to 5.

[0056] 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 As for saturated or unsaturated alicyclic hydrocarbon groups represented by, Cyclopropyl group, 1-methylcyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, 1-methylcyclohexyl group, 2-methylcyclohexyl group, 3-methylcyclohexyl group, 4-methylcyclohexyl group, 1,2-dimethylcyclohexyl group, 1,3-dimethylcyclohexyl group, 1,4-dimethylcyclohexyl group, 2,3-dimethylcyclohexyl group, 2,4-dimethylcyclohexyl group, 2,5-dimethylcyclohexyl group, 2,6-dimethylcyclohexyl Cycloalkyl groups such as cyclohexyl group, 3,4-dimethylcyclohexyl group, 3,5-dimethylcyclohexyl group, 2,2-dimethylcyclohexyl group, 3,3-dimethylcyclohexyl group, 4,4-dimethylcyclohexyl group, cyclooctyl group, 2,4,6-trimethylcyclohexyl group, 2,2,6,6-tetramethylcyclohexyl group, 3,3,5,5-tetramethylcyclohexyl group, 4-pentylcyclohexyl group, 4-octylcyclohexyl group, and 4-cyclohexylcyclohexyl group; Cyclohexenyl groups such as cyclohexa-1-en-1-yl, cyclohexa-2-en-1-yl, cyclohexa-3-en-1-yl, cycloheptenyl, and cyclooctenyl; Saturated or unsaturated polycyclic hydrocarbon groups such as norbornyl, norbornenyl, adamantyl, and bicyclo[2.2.2]octyl; These are some examples. 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 number of carbon atoms in the saturated or unsaturated alicyclic hydrocarbon group represented by is preferably 3 to 10.

[0057] 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 As an aromatic hydrocarbon group represented by R x1 and R x3 Examples of aromatic hydrocarbon groups with 6 to 20 carbon atoms that can be used as substituents on aliphatic unsaturated hydrocarbon groups with 2 to 20 carbon atoms, as shown above, include the aromatic hydrocarbon groups mentioned earlier. R a1 ~R a14 , R b1 ~R b3 , Rx2 , 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 number of carbon atoms in the aromatic hydrocarbon group represented is preferably 6 to 20, more preferably 6 to 10, and even more preferably 6 to 8.

[0058] 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 by may be a group formed by combining the hydrocarbon groups listed above (for example, an aromatic hydrocarbon group and at least one of an aromatic hydrocarbon group, a chain hydrocarbon group, and an alicyclic hydrocarbon group), Aralkyl groups such as benzyl group, (2-methylphenyl)methyl group, (3-methylphenyl)methyl group, (4-methylphenyl)methyl group, (2-ethylphenyl)methyl group, (3-ethylphenyl)methyl group, (4-ethylphenyl)methyl group, (2-(tert-butyl)phenyl)methyl group, (3-(tert-butyl)phenyl)methyl group, (4-(tert-butyl)phenyl)methyl group, (3,5-dimethylphenyl)methyl group, 1-phenylethyl group, 1-methyl-1-phenylethyl group, 1,1-diphenylethyl group, (1-naphthyl)methyl group, (2-naphthyl)methyl group, and 9-fluorenylmethyl group; Aryl alkenyl groups such as 1-phenylethenyl group, 2-phenylethenyl group (phenylvinyl group), 2,2-diphenylethenyl group, and 2-phenyl-2-(1-naphthyl)ethenyl group; Arylalkynyl groups such as phenylethynyl groups; A phenyl group to which one or more phenyl groups, such as a biphenylyl group or a terphenylyl group, are bonded; Examples include cyclohexylmethylphenyl group, benzylphenyl group, and (dimethyl(phenyl)methyl)phenyl group. These carbon numbers are preferably 7 to 18, and more preferably 7 to 15.

[0059] 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 group represented by may be an alkyl group to which one or more alicyclic hydrocarbon groups are bonded, such as a group formed by combining the hydrocarbon groups listed above (for example, a chain hydrocarbon group and an alicyclic hydrocarbon group), such as a cyclopropylmethyl group, a cyclopropylethyl group, a cyclobutylmethyl group, a cyclobutylethyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group, a (2-methylcyclohexyl)methyl group, a cyclohexylethyl group, or an adamantylmethyl group. These carbon numbers are preferably 4 to 15, and more preferably 4 to 10.

[0060] R a1 ~R a14 , R x4 and R x5If the hydrocarbon group represented by has 2 to 20 carbon atoms and has -CH2-, then the -CH2- may be replaced by -O-, -S-, or -CO-. However, in the hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- may not be simultaneously replaced by -O- and / or -S-, and terminal -CH2- may not be replaced by -O-, -S-, or -CO-.

[0061] Furthermore, when a -CH2- in a hydrocarbon group having 1 to 20 carbon atoms is replaced by -O-, -S-, or -CO-, the number of carbon atoms in the group replaced by -O-, -S-, or -CO- represents the number of carbon atoms in the hydrocarbon group before the replacement by -O-, -S-, or -CO-. For example, the *-O-CH2-CH2-CH3 group is a hydrocarbon group with 4 carbon atoms (*-CH2-CH2-CH2-CH3) in which the -CH2- is replaced by -O-. Furthermore, if there are multiple replaceable -CH2- groups in a hydrocarbon group having 1 to 20 carbon atoms, the number of replacements is not necessarily limited to one. For example, in a hydrocarbon group having 4 carbon atoms (*-CH2-CH2-CH2-CH3), two -CH2- groups can be replaced with -O- groups to become *-O-CH2-O-CH3. In other words, groups in which two or more -CH2- groups are replaced with -O-, -S-, or -CO- groups, such as *-O-CH2-O-CH3, are also included in "groups in which -CH2- groups in a hydrocarbon group having 1 to 20 carbon atoms that may have substituents are replaced with -O-, -S-, or -CO- groups."

[0062] 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 hydrocarbon group having 1 to 20 carbon atoms represented by may have substituents. 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 substituents of the hydrocarbon group having 1 to 20 carbon atoms represented by include heterocyclic groups which may have substituents, halogen atoms, nitro groups, cyano groups, and -OR xa1 , -CO2R xa1 , -SR xa1 , -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 Examples include (however, R xa1 and R xa2 (The same applies as above.)

[0063] 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 heterocyclic group used as a substituent for a hydrocarbon group having 1 to 20 carbon atoms, represented by , may be monocyclic or polycyclic, and is preferably a heterocyclic ring containing a heteroatom as a ring component. Examples of heteroatoms include nitrogen, oxygen, and sulfur atoms. The complex ring is R x1 and R x3Examples include heterocyclic groups used as substituents on aliphatic unsaturated hydrocarbon groups having 2 to 20 carbon atoms, as represented by . The number of carbon atoms in the heterocyclic group is preferably 2 to 30, more preferably 3 to 22, and even more preferably 3 to 20. The heterocyclic group may have substituents, such as 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 Examples include (however, R xa1 and R xa2 (The same applies as above.) The bonding positions of the heterocycle are the regions where any hydrogen atom contained in each ring has been removed.

[0064] 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 Examples of halogen atoms used as substituents on hydrocarbon groups having 1 to 20 carbon atoms, as represented by , include fluorine, chlorine, bromine, and iodine atoms.

[0065] R x10 , R x14 , R y10 and X y14 As a saturated hydrocarbon group having 1 to 20 carbon atoms, R a1 ~R a14 , R b1 ~R b3 , R x2 , R x4 , Rx5 , R x11 ~R x13 , R x15 ~R x17 , R y1 ~R y5 , R y11 ~R y13 and R y15 ~R y17 Among the hydrocarbon groups represented by , examples include linear alkyl groups, branched alkyl groups, cycloalkyl groups, and saturated polycyclic hydrocarbon groups.

[0066] R a1 ~R a14 The heterocyclic group having 1 to 20 carbon atoms, represented by , may be monocyclic or polycyclic, and is preferably a heterocyclic ring containing a heteroatom as a ring component. Examples of heteroatoms include nitrogen, oxygen, and sulfur atoms. The complex ring is R x1 and R x3 Examples include heterocyclic groups used as substituents on aliphatic unsaturated hydrocarbon groups having 2 to 20 carbon atoms, as represented by . The number of carbon atoms in the heterocyclic group is preferably 3 to 20. The heterocyclic group may have substituents, and the substituents may be halogen atoms, nitro groups, cyano groups, C1-C10 alkyl groups, -OR xa1 , -CO2R xa1 , -SR xa1 , -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 Examples include (however, R xa1 and R xa2 (The same applies as above.) The bonding positions of the heterocycle are the regions where any hydrogen atom contained in each ring has been removed.

[0067] R x2 is Z x2 and R x1 When it is a single bond connecting R, x1 Part or all of *-Z x2 -P(=O)-Zx1 -*(* represents a bond) forms a ring together. That is, R x2 is Z x2 and R x1 When it is a single bond connecting R, x1 Any carbon atom in an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms that may have substituents, or any carbon atom in an aromatic hydrocarbon group having 6 to 20 carbon atoms that may have substituents (preferably any carbon atom in an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms that may have substituents) and Z x2 A bond is formed between them by the sharing of a pair of electrons. x2 This corresponds to a single bond represented by .

[0068] R x1 If R is an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have substituents, x1 Part or all of *-Z x2 -P(=O)-Z x1 -In a ring formed together with *(* represents a bond), unsaturated bonds may be formed between carbon atoms that are members of the ring, unsaturated bonds may be formed between carbon atoms that are members of the ring and carbon atoms that are not members of the ring, and unsaturated bonds may be formed between carbon atoms that are not members of the ring.

[0069] Also R y2 is Z y3 and R y1 When it is a single bond connecting R, y1 R is a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents. y1 Part or all of *-Z y3 -P(=Z y1 )-Z y2 -*(* represents a bond) forms a ring together. That is, R y2 is Z y3 and R y1 When it is a single bond connecting R, y1 Any carbon atom in a hydrocarbon group having 1 to 20 carbon atoms and Z may have substituents represented by y3 A bond is formed between them by the sharing of a pair of electrons.y2 This corresponds to a single bond represented by .

[0070] nx1~nx12 and ny1~ny12 each independently represent integers from 0 to 4. nx1~nx4 may be the same or different, but it is preferable that they be the same; nx5~nx12 may be the same or different, but it is preferable that they be the same; ny1~ny4 may be the same or different, but it is preferable that they be the same; and ny5~ny12 may be the same or different, but it is preferable that they be the same. If nx1 represents an integer of 2 or more, multiple X x1 They may be the same or different. Multiple X when nx2~nx12 and ny1~ny12 represent integers of 2 or more. x2 ~X x12 and X y1 ~X y12 The same applies to this matter.

[0071] X x1 The substitution position is not particularly limited, but when nx1 is 1, it is preferably the 2nd or 3rd position in the following substructure formula, and when nx1 is 2, it is preferably the 2nd and 3rd positions in the following structure formula. x2 ~X x12 and X y1 ~X y12 The same applies to the substitution positions. In the following substructure formulas, * indicates a bond.

[0072] [ka]

[0073] X x1 ~X x12 and X y1 ~X y12 Examples of halogen atoms represented by include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms, with fluorine atoms, chlorine atoms, or bromine atoms being preferred, and fluorine atoms being more preferred.

[0074] X x1 ~Xx4 -R, represented by x4 , X x5 ~X x12 -R, represented by x5 , X y1 ~X y4 -R, represented by y4 or X y5 ~X y12 -R, represented by y5 The group is preferably an aliphatic hydrocarbon group having 1 to 20 carbon atoms, more preferably a saturated chain hydrocarbon group having 1 to 20 carbon atoms, even more preferably a saturated chain hydrocarbon group having 1 to 10 carbon atoms, even more preferably a branched chain alkyl group having 1 to 5 carbon atoms, and particularly preferably a tert-butyl group.

[0075] R X13 , R X17 , R y13 and R y17 As for each of these, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 20 carbon atoms is preferred, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 10 carbon atoms is more preferred, and a hydrogen atom or a saturated chain hydrocarbon group having 1 to 5 carbon atoms is even more preferred.

[0076] T + Q + M + , W + The alkali metal ions represented are preferably lithium ions, sodium ions, or potassium ions, each independently.

[0077] R x10 , R x14 , R y10 and R y14 As the saturated hydrocarbon group having 1 to 20 carbon atoms represented by , linear or branched alkyl groups having 1 to 20 carbon atoms are preferred, and linear alkyl groups having 1 to 10 carbon atoms are more preferred.

[0078] R X11 , R X12 , R X15 , R X16 , R y11 , R y12 , R y15 and R y16As for each of these, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 20 carbon atoms is preferred, a hydrogen atom or a saturated chain hydrocarbon group having 1 to 10 carbon atoms is more preferred, and a hydrogen atom or a saturated chain hydrocarbon group having 1 to 5 carbon atoms is even more preferred.

[0079] In equation (XI), R x1 teeth, Preferably, an unsaturated chain hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 7 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 7 carbon atoms, which may have substituents, Particularly preferred are optionally substituted ethenyl groups, optionally substituted propenyl groups, optionally substituted butenyl groups, optionally substituted 3-methyl-2-butenyl groups, optionally substituted 3-methyl-1,2-butadienyl groups, optionally substituted heptenyl groups, optionally substituted ethynyl groups, optionally substituted propynyl groups, optionally substituted butynyl groups, or optionally substituted phenyl groups. R x1 When the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by , has substituents, a phenyl group is preferred as the substituent. R x2 teeth, A C6-C20 aromatic hydrocarbon group or a C2-C20 aliphatic unsaturated hydrocarbon group is preferred, which may have substituents. Examples of the C2-C20 aliphatic unsaturated hydrocarbon group include the alkenyl group, alkynyl group, and unsaturated alicyclic hydrocarbon group described above. An example of a substituent that the C2-C20 aliphatic unsaturated hydrocarbon group may have is R x1 and R x3The groups described above are examples of substituents that may be present on an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by [the formula]. However, if the aliphatic unsaturated hydrocarbon group has an aromatic hydrocarbon group as a substituent, the sum of the number of carbon atoms in the aliphatic unsaturated hydrocarbon group and the aromatic hydrocarbon group as a substituent is 20 or less. Specific examples of aliphatic unsaturated hydrocarbon groups having an aromatic hydrocarbon group as a substituent include the groups exemplified as aryl alkenyl groups and aryl alkynyl groups. Among them, R x2 teeth, A C6-C10 aromatic hydrocarbon group that may have substituents or a C2-C20 unsaturated chain hydrocarbon group that may have substituents (i.e., an alkenyl group, an alkynyl group) is more preferable. A more preferable option is an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents, or an unsaturated chain hydrocarbon group having 2 to 7 carbon atoms, which may have substituents. Particularly preferred are optionally substituted phenyl groups, optionally substituted ethenyl groups, optionally substituted propenyl groups, optionally substituted butenyl groups, optionally substituted 3-methyl-2-butenyl groups, optionally substituted 3-methyl-1,2-butadienyl groups, optionally substituted heptenyl groups, optionally substituted ethynyl groups, optionally substituted propynyl groups, or optionally substituted butynyl groups. R x2 When the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by , has substituents, the substituents are preferably aromatic hydrocarbon groups having 6 to 10 carbon atoms, and more preferably phenyl groups.

[0080] In equations (X1), (X2), (Xa), (X0), and (XI), X x1 ~X x4 These are, independently, -R x4Alternatively, halogen atoms are preferred, linear or branched alkyl groups having 1 to 10 carbon atoms are more preferred, branched alkyl groups having 1 to 5 carbon atoms or halogen atoms are even more preferred, and tert-butyl groups, fluorine atoms, chlorine atoms, or bromine atoms are particularly preferred. nx1 to nx4 are each independently, for example, 0 to 2 or 4, preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0081] In equation (XII), R x3 teeth, Preferably, an unsaturated chain hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 5 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 7 carbon atoms, which may have substituents, Particularly preferred are optionally substituted ethenyl groups, optionally substituted propenyl groups, optionally substituted butenyl groups, optionally substituted ethynyl groups, optionally substituted propynyl groups, optionally substituted butynyl groups, or optionally substituted phenyl groups. R x3 When the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by , has substituents, the substituents are preferably aromatic hydrocarbon groups having 6 to 10 carbon atoms, and more preferably phenyl groups.

[0082] In equation (X3), equation (Xb), or equation (XII), X x5 ~X x12 These are, independently, -R x5Alternatively, halogen atoms are preferred, linear or branched alkyl groups having 1 to 10 carbon atoms are more preferred, branched alkyl groups having 1 to 5 carbon atoms or halogen atoms are even more preferred, and tert-butyl groups, fluorine atoms, chlorine atoms, or bromine atoms are particularly preferred. nx5 to nx12 are each independently, for example, 0 to 2 or 4, preferably 0 to 2, more preferably 0 to 1, and even more preferably 0.

[0083] The phthalocyanine compounds included in the coloring agent of the present invention are Preferably, it is at least one compound selected from the group consisting of a compound represented by formula (X1), a compound represented by formula (X2), and a compound represented by formula (X3). It is more preferable that the compound is at least one selected from the group consisting of a compound represented by formula (Xa), a compound represented by formula (Xb), a compound represented by formula (YI), a compound represented by 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. It is even more preferable that the compound is at least one selected from the group consisting of a compound represented by formula (X0), a compound represented by formula (XI), a compound represented by formula (XII), 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. It is even more preferable that the compound is at least one selected from the group consisting of the compound represented by formula (X0), the compound represented by formula (XI), and the compound represented by formula (XII).

[0084] The compounds represented by formula (X0) are preferably those represented by formulas (X0A) to (X0E).

[0085] [ka]

[0086] [ka]

[0087] [ka]

[0088] [ka]

[0089] [ka]

[0090] The compounds represented by formula (XI) are preferably those represented by formulas (XIA) to (XIE).

[0091] [ka]

[0092] [ka]

[0093] [ka]

[0094] [ka]

[0095] [ka]

[0096] [In formula (XIA) ~ formula (XIE), R x1 , R x2 , Z x1 and Z x2 The same applies as above.

[0097] Examples of compounds represented by formula (XIA) include those represented by formulas (XIA-1) to (XIA-190) shown in Tables 1 to 4. Examples of compounds represented by formula (XIB) include those represented by formulas (XIB-1) to (XIB-190) shown in Tables 5 to 8. Examples of compounds represented by formula (XIC) include the compounds represented by formulas (XIC-1) to (XIC-190) shown in Tables 9 to 12. Examples of compounds represented by formula (XID) include the compounds represented by formulas (XID-1) to (XID-190) shown in Tables 13 to 16. Examples of compounds represented by formula (XIE) include those represented by formulas (XIE-1) to (XIE-190) shown in Tables 17 to 20. Note that in Tables 1-3, 5-7, 9-11, 13-15, and 17-19, "R x1 " column and "R x2 The symbols listed in the column correspond to the bases represented by equations (xi-1) to (xi-12) and (xii-1), respectively. Also, in Tables 4, 8, 12, 16, and 20, "R x1 and R x2The symbols listed in the "Groups formed by" column correspond to the groups represented by formulas (xca-1) to (xca-2), (xcb-1), and (xcc-1), respectively. x1 and R x2 The group formed by R x2 is Z x2 and R x1 When it is a single bond connecting and , *-Z x2 -P(=O)-Z x1 -* (where * represents a bond) represents the group that joins to the bond *. In formula (xca-1) ~ formula (xca-2), R x6 and R x7 Each of these independently represents a hydrogen atom or a C1-C20 hydrocarbon group which may have substituents, and the C1-C20 hydrocarbon group which may have substituents is R b1 ~R b3 , R x2 , R x4 , R x5 and R y1 ~R y5 Examples include the same as the hydrocarbon group having 1 to 20 carbon atoms that may have substituents represented by the symbols, etc. x6 and R x7 Each of these is preferably a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms. * represents a bond.

[0098] [ka]

[0099] [ka]

[0100] [ka]

[0101] [ka]

[0102] [Table 1]

[0103] [Table 2]

[0104] [Table 3]

[0105] [Table 4]

[0106] Compounds represented by formula (XIA) include: Compounds represented by formulas (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), and (XIA-181) to (XIA-190) are preferred. Compounds represented by formulas (XIA-1) to (XIA-12), (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-181) to (XIA-182), (XIA-183) to (XIA-184), and (XIA-187) to (XIA-188) are more preferred. Compounds represented by formulas (XIA-1), (XIA-10), (XIA-11), (XIA-12), (XIA-115), (XIA-126), (XIA-145), (XIA-153), (XIA-181), (XIA-182), (XIA-183), (XIA-184), and (XIA-187) are more preferably: Compounds represented by formulas (XIA-115), (XIA-126), and (XIA-182) are even more preferred.

[0107] [Table 5]

[0108] [Table 6]

[0109] [Table 7]

[0110] [Table 8]

[0111] Compounds represented by formula (XIB) include: Compounds represented by formulas (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), and (XIB-181) to (XIB-190) are preferred. Compounds represented by formulas (XIB-1) to (XIB-12) are more preferred. Compounds represented by formula (XIB-1) are even more preferred.

[0112] [Table 9]

[0113] [Table 10]

[0114] [Table 11]

[0115] [Table 12]

[0116] Compounds represented by formula (XIC) include: Compounds represented by formulas (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), and (XIC-181) to (XIC-190) are preferred. Compounds represented by formulas (XIC-1) to (XIC-12), (XIC-103) to (XIC-105), (XIC-115) to (XIC-116), and (XIC-126) are more preferred. Compounds represented by formulas (XIC-1) and (XIC-115) are even more preferred.

[0117] [Table 13]

[0118] [Table 14]

[0119] [Table 15]

[0120] [Table 16]

[0121] Compounds represented by formula (XID) include: Compounds represented by formulas (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), and (XID-181) to (XID-190) are preferred. Compounds represented by formulas (XID-1) to (XID-12) are more preferred. A compound represented by formula (XID-1) is even more preferred.

[0122] [Table 17]

[0123] [Table 18]

[0124] [Table 19]

[0125] [Table 20]

[0126] Compounds represented by formula (XIE) include: Compounds represented by formulas (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), and (XIE-181) to (XIE-190) are preferred. Compounds represented by formulas (XIE-1) to (XIE-12), (XIE-103) to (XIE-105), (XIE-115) to (XIE-116), and (XIE-126) are more preferred. Compounds represented by formulas (XIE-1) and (XIE-115) are even more preferred.

[0127] The compounds represented by formula (XII) are preferably those represented by formulas (XIIA) to (XIIE).

[0128] [ka]

[0129] [ka]

[0130] [ka]

[0131] [ka]

[0132] [ka]

[0133] [In formula (XIIA) ~ formula (XIIE), R x3 and Z x3 The same applies as above.

[0134] Examples of compounds represented by formula (XIIA) include those represented by formulas (XIIA-1) to (XIIA-18) shown in Table 21. Examples of compounds represented by formula (XIIB) include those represented by formulas (XIIB-1) to (XIIB-18) shown in Table 22. Examples of compounds represented by formula (XIIC) include those represented by formulas (XIIC-1) to (XIIC-18) shown in Table 23. Examples of compounds represented by formula (XIID) include the compounds represented by formulas (XIID-1) to (XIID-18) shown in Table 24. Examples of compounds represented by formula (XIIE) include those represented by formulas (XIIE-1) to (XIIE-18) shown in Table 25. Note that in Tables 21 to 25, "R x3 The symbols listed in the column correspond to the bases represented by equations (xiii-1) to (xiii-9). * represents a bond.

[0135] [ka]

[0136] [Table 21]

[0137] Compounds represented by formula (XIIA) include: Compounds represented by formulas (XIIA-1) to (XIIA-6) and (XIIA-10) to (XIIA-15) are preferred.

[0138] [Table 22]

[0139] Compounds represented by formula (XIIB) include: Compounds represented by formulas (XIIB-1) to (XIIB-6) and (XIIB-10) to (XIIB-15) are preferred.

[0140] [Table 23]

[0141] Compounds represented by formula (XIIC) include: Compounds represented by formulas (XIIC-1) to (XIIC-6) and (XIIC-10) to (XIIC-15) are preferred.

[0142] [Table 24]

[0143] Compounds represented by formula (XIID) include: Compounds represented by formulas (XIID-1) to (XIID-6) and (XIID-10) to (XIID-15) are preferred.

[0144] [Table 25]

[0145] Compounds represented by formula (XIIE) include: Compounds represented by formulas (XIIE-1) to (XIIE-6) and (XIIE-10) to (XIIE-15) are preferred.

[0146] The compound represented by formula (X0) can be produced, for example, by appropriately reacting the compound represented by formula (XIII) with concentrated sulfuric acid. The compound represented by formula (XI) can be produced, for example, by appropriately reacting the compound represented by formula (XIII) with the compound represented by formula (XIV). Furthermore, the compound represented by formula (XII) can be produced, for example, by appropriately reacting the compound represented by formula (XIIIa), the compound represented by formula (XIIIb), and the compound represented by formula (XV).

[0147] [ka]

[0148] [In equations (XI), (XIII), and (XIV), R x1 , R x2 , Z x1 , Z x2 , X x1 ~X x4 , and nx1~nx4 are the same as above.

[0149] [ka]

[0150] [In equations (XII), (XIIIa), (XIIIb), and (XV), R x3 , Z x3 , X x7 ~X x12 , and nx7~nx12 are the same as above.

[0151] In equation (YI), R y1 teeth, A C6 to C20 aromatic hydrocarbon group, which may have substituents, is preferred. A more preferable option is an aromatic hydrocarbon group having 6 to 10 carbon atoms, which may have substituents. A more preferred option is an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents. Phenyl groups that may have substituents are particularly preferred. R y2 teeth, A C2-C20 aliphatic unsaturated hydrocarbon group or a C6-C20 aromatic hydrocarbon group, which may have substituents, is preferred. Here, R y2 and R described belowy3 In a preferred embodiment, examples of C2-C20 aliphatic unsaturated hydrocarbon groups include the alkenyl group, alkynyl group, and the unsaturated alicyclic hydrocarbon group described above. The substituents that the C2-C20 aliphatic unsaturated hydrocarbon group may have include R x1 and R x3 The groups described above are examples of substituents that may be present on an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, represented by [the formula]. However, if the aliphatic unsaturated hydrocarbon group has an aromatic hydrocarbon group as a substituent, the sum of the number of carbon atoms in the aliphatic unsaturated hydrocarbon group and the aromatic hydrocarbon group as a substituent is 20 or less. Specific examples of aliphatic unsaturated hydrocarbon groups having an aromatic hydrocarbon group as a substituent include the groups exemplified as aryl alkenyl groups and aryl alkynyl groups. Among them, R y2 teeth, More preferably, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms (i.e., an alkenyl group, an alkynyl group) or an aromatic hydrocarbon group having 6 to 10 carbon atoms (which may have substituents) is preferred. More preferably, an unsaturated chain hydrocarbon group having 2 to 7 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents, More preferably, an alkenyl group having 2 to 7 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms that may have substituents, A substituted ethenyl group or a substituted phenyl group is particularly preferred. ny1 to ny4 are each independently, for example, 0 to 2 or 4, preferably 0 to 2, more preferably 0 to 1, and even more preferably 0. X y1 ~X y4 These are, independently, -R y4 Alternatively, halogen atoms are preferred, linear or branched alkyl groups having 1 to 10 carbon atoms are more preferred, branched alkyl groups having 1 to 5 carbon atoms or halogen atoms are even more preferred, and tert-butyl groups, fluorine atoms, chlorine atoms, or bromine atoms are particularly preferred. Y 1 , Z y1 , Z y2 and Z y3 At least one of them represents a sulfur atom, Y 1 The sulfur atom is Z y1 The mode in which it is an oxygen atom, Y 1 is an oxygen atom and Z y1 The embodiment in which is a sulfur atom and Z y2 and Z y3 It is preferable that at least one of the embodiments in which is a sulfur atom is satisfied. However, R y2 If is an aliphatic unsaturated hydrocarbon group, then Z y2 and Z y3 It is preferable that the bond is a single bond.

[0152] In equation (YII), R y3 teeth, Preferably, an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 10 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms, which may have substituents. More preferably, an unsaturated chain hydrocarbon group having 2 to 7 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms, which may have substituents, More preferably, an alkenyl group having 2 to 7 carbon atoms that may have substituents, or an aromatic hydrocarbon group having 6 to 8 carbon atoms that may have substituents, A substituted ethenyl group or a substituted phenyl group is particularly preferred. ny5 to ny12 are each independently, for example, 0 to 2 or 4, preferably 0 to 2, more preferably 0 to 1, and even more preferably 0. X y5 ~X y12 These are, independently, -R y5Alternatively, halogen atoms are preferred, linear or branched alkyl groups having 1 to 10 carbon atoms are more preferred, branched alkyl groups having 1 to 5 carbon atoms or halogen atoms are even more preferred, and tert-butyl groups, fluorine atoms, chlorine atoms, or bromine atoms are particularly preferred. Y 2 , Z y4 and Z y5 At least one of them represents a sulfur atom. However, R y3 If is an aliphatic unsaturated hydrocarbon group, then Z y5 It is preferable that the bond is a single bond.

[0153] Compounds represented by formula (YI) include those represented by formulas (YIA) to (YIE).

[0154] [ka]

[0155] [ka]

[0156] [ka]

[0157] [ka]

[0158] [ka]

[0159] [Formula (YIA) ~ Formula (YIE), R y1 , R y2 , Y 1 , Z y1 , Z y2 and Z y3 The same applies as above.

[0160] Examples of compounds represented by formula (YIA) include those represented by formulas (YIA-1) to (YIA-24) shown in Table 26. Examples of compounds represented by formula (YIB) include those represented by formulas (YIB-1) to (YIB-24) shown in Table 27. Examples of compounds represented by formula (YIC) include those represented by formulas (YIC-1) to (YIC-24) shown in Table 28. Examples of compounds represented by formula (YID) include the compounds represented by formulas (YID-1) to (YID-24) shown in Table 29. Examples of compounds represented by formula (YIE) include those represented by formulas (YIE-1) to (YIE-24) shown in Table 30. In Tables 26 to 30, "yi-1" represents a phenyl group, and "yi-2" represents an ethenyl group.

[0161] [Table 26]

[0162] Compounds represented by formula (YIA) include: Compounds represented by formulas (YIA-1) to (YIA-6), (YIA-13) to (YIA-18), (YIA-21), and (YIA-22) to (YIA-24) are preferred. Compounds represented by formulas (YIA-1), (YIA-13), (YIA-21), (YIA-23), and (YIA-24) are more preferred.

[0163] [Table 27]

[0164] Compounds represented by formula (YIB) include: Compounds represented by formulas (YIB-1) to (YIB-6), (YIB-13) to (YIB-18), (YIB-21), and (YIB-22) to (YIB-24) are preferred. Compounds represented by formulas (YIB-1), (YIB-13), (YIB-21), (YIB-23), and (YIB-24) are more preferred.

[0165] [Table 28]

[0166] Compounds represented by formula (YIC) include: Compounds represented by formulas (YIC-1) to (YIC-6), (YIC-13) to (YIC-18), (YIC-21), and (YIC-22) to (YIC-24) are preferred. Compounds represented by formulas (YIC-1), (YIC-13), (YIC-21), (YIC-23), and (YIC-24) are more preferred.

[0167] [Table 29]

[0168] Compounds represented by formula (YID) include: Compounds represented by formulas (YID-1) to (YID-6), (YID-13) to (YID-18), (YID-21), and (YID-22) to (YID-24) are preferred. Compounds represented by formulas (YID-1), (YID-13), (YID-21), (YID-23), and (YID-24) are more preferred.

[0169] [Table 30]

[0170] Compounds represented by formula (YIE) include: Compounds represented by formulas (YIE-1) to (YIE-6), (YIE-13) to (YIE-18), (YIE-21), and (YIE-22) to (YIE-24) are preferred. Compounds represented by formulas (YIE-1), (YIE-13), (YIE-21), (YIE-23), and (YIE-24) are more preferred.

[0171] Compounds represented by formula (YII) include those represented by formulas (YIIA) to (YIIE).

[0172] [ka]

[0173] [ka]

[0174] [ka]

[0175] [ka]

[0176] [ka]

[0177] [In equations (YIIA) to (YIIE), R y3 , Y 2 , Z y4 and Z y5 The same applies as above.

[0178] Examples of compounds represented by formula (YIIA) include formula (YIIA-1) shown in Table 31. Examples of compounds represented by formula (YIIA-13) include those shown below. Examples of compounds represented by formula (YIIB) include those represented by formulas (YIIB-1) to (YIIB-13) shown in Table 32. Examples of compounds represented by formula (YIIC) include the compounds represented by formulas (YIIC-1) to (YIIC-13) shown in Table 33. Examples of compounds represented by formula (YIID) include the compounds represented by formulas (YIID-1) to (YIID-13) shown in Table 34. Examples of compounds represented by formula (YIIE) include the compounds represented by formulas (YIIE-1) to (YIIE-13) shown in Table 35. In Tables 31 to 35, "yi-1" represents a phenyl group, and "yi-2" represents an ethenyl group.

[0179] [Table 31]

[0180] Compounds represented by formula (YIIA) include: Compounds represented by formulas (YIIA-1), (YIIA-2), (YIIA-8), (YIIA-9), (YIIA-12), and (YIIA-13) are preferred. Compounds represented by formulas (YIIA-1), (YIIA-8), (YIIA-12), and (YIIA-13) are more preferred.

[0181] [Table 32]

[0182] Compounds represented by formula (YIIB) include: Compounds represented by formulas (YIIB-1), (YIIB-2), (YIIB-8), (YIIB-9), (YIIB-12), and (YIIB-13) are preferred. Compounds represented by formulas (YIIB-1), (YIIB-8), (YIIB-12), and (YIIB-13) are more preferred.

[0183] [Table 33]

[0184] Compounds represented by formula (YIIC) include: Compounds represented by formulas (YIIC-1), (YIIC-2), (YIIC-8), (YIIC-9), (YIIC-12), and (YIIC-13) are preferred. Compounds represented by formulas (YIIC-1), (YIIC-8), (YIIC-12), and (YIIC-13) are more preferred.

[0185] [Table 34]

[0186] Compounds represented by formula (YIID) include: Compounds represented by formulas (YIID-1), (YIID-2), (YIID-8), (YIID-9), (YIID-12), and (YIID-13) are preferred. Compounds represented by formulas (YIID-1), (YIID-8), (YIID-12), and (YIID-13) are more preferred.

[0187] [Table 35]

[0188] Compounds represented by formula (YIIE) include: Compounds represented by formulas (YIIE-1), (YIIE-2), (YIIE-8), (YIIE-9), (YIIE-12), and (YIIE-13) are preferred. Compounds represented by formulas (YIIE-1), (YIIE-8), (YIIE-12), and (YIIE-13) are more preferred.

[0189] The compound represented by formula (YI) can be produced, for example, by appropriately reacting the compound represented by formula (YIII) with the compound represented by formula (YIV). Furthermore, 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).

[0190] [ka]

[0191] [In equations (YI), (YIII), and (YIV), R y1 , R y2 , Y 1 , Z y1 , Z y2 , Z y3 , X y1 ~X y4 And ny1~ny4 are the same as above.

[0192] [ka]

[0193] [In equations (YII), (YIIIa), (YIIIb), and (YV), R y3 , Y 2 , Z y4 , Z y5 , X y5 ~X y12 , and ny5~ny12 are the same as above.

[0194] The phthalocyanine compound can be dispersed using a dispersant solution to obtain a uniformly dispersed dispersion. The phthalocyanine compound may be dispersed individually or by mixing multiple types.

[0195] Examples of dispersants include those the same as those used for pigment dispersants, which will be discussed later.

[0196] When a dispersant is used, the amount used is preferably 10 to 200 parts by mass, more preferably 15 to 180 parts by mass, and even more preferably 20 to 160 parts by mass, per 100 parts by mass of the phthalocyanine compound in the dispersion. When the amount of dispersant used is within the above range, a dispersion with a more uniform dispersion state tends to be obtained.

[0197] The phthalocyanine compound content is preferably 0.5 to 70% by mass, more preferably 1 to 55% by mass, and even more preferably 2 to 50% by mass, of the total amount of solids in the colored curable composition. Alternatively, the phthalocyanine compound content may be 10 to 50% by mass, of the total amount of solids in the colored curable composition. In this specification, "total amount of solids" refers to the total amount of components from the colored curable composition of the present invention, excluding the solvent. The total amount of solids and the content of each component therein can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0198] Furthermore, the phthalocyanine compound content is preferably 1% by mass or more, more preferably 3% by mass or more, even more preferably 5% by mass or more, even more preferably 10% by mass or more, and particularly preferably 50% by mass or more, based on the total amount of the coloring agent (A). The upper limit of the above content is not particularly limited, but may be 100% by mass, 80% by mass, 70% by mass or 60% by mass.

[0199] The coloring agent (A) may further contain a coloring agent different from the phthalocyanine compound (hereinafter sometimes referred to as coloring agent (A2)).

[0200] The coloring agent (A2) may be either a dye or a pigment, or a mixture thereof.

[0201] Examples of dyes include compounds classified as having hue other than pigments in the Color Index (published by The Society of Dyers and Colourists), and known dyes listed in the Dyeing Notes (Irozome-sha).

[0202] As dyes, for example, azo dyes, cyanine dyes, triphenylmethane dyes, thiazole dyes, oxazine dyes, quinophthalone dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, and nitro dyes may be used, and known dyes are used for each of these.

[0203] Specifically, the dyes used are CI Solvent Yellow 4 (hereafter, the designation "CI Solvent Yellow" will be omitted, and only the numbers will be listed; the same applies to others), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 99, 117, 162, 163, 167, and 189; CI Solvent Red 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247; CI Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86; CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 45, 58, 59, 59:1, 63, 68, 69, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; CI solvent dyes such as CI Solvent Green 1, 3, 5, 7, 28, 29, 32, 33, 34, 35, etc. 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, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 57, 66, 73, 76, 80, 88, 97, 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; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173; CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72; CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 1 20, 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, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340; CI Acid Green dyes such as 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109, etc. 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; 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; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; 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, 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, 1 66, 167, 168, 170, 171, 172, 173, 188, 190, 192, 193, 194, 195, 196, 198, 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; CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82 and other CI Direct dyes, CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse Blue 1, 14, 56, 60 and other CI disperse dyes, 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; CI Basic Violet 2; CI Basic Red 9; CI Basic Green 1 and other CI Basic dyes, CI Reactive Yellow 2, 76, 116; CI Reactive Orange 16; CI Reactive Dyes such as CI Reactive Red 36, CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; CI Modant 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; CI Modern Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; CI Modern 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, 83, 84; CI Modant Green dyes such as 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53, etc. Examples include CI bat dyes such as CI bat green 1. These dyes may use one or more dyes for each color, or a combination of dyes for each color.

[0204] Examples of pigments include those classified as pigments in the Color Index (published by The Society of Dyers and Colourists), and the following pigments can be given as examples.

[0205] 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. Orange pigments: CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc. Red pigments: CI Pigment Red 9, 97, 105, 122, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 242, 254, 255, 264, 265, etc. Purple pigments: CI Pigment Violet 19, 23, 29, 32, 36, 38, etc. These pigments may use one or more pigments for each color, or a combination of pigments for each color.

[0206] The pigment may be subjected to rosin treatment, surface treatment using pigment derivatives into which acidic or basic groups have been introduced, grafting treatment of the pigment surface with polymer compounds, atomization treatment by sulfuric acid atomization method, washing treatment with organic solvents or water to remove impurities, removal treatment of ionic impurities by ion exchange method, etc. The particle size of the pigment is preferably substantially uniform. The pigment can be dispersed by dispersing it with a pigment dispersant to obtain a dispersion in which it is uniformly dispersed in a dispersant solution. The pigment may be dispersed individually or mixed with other pigments.

[0207] Examples of pigment dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specifically, examples include polyester-based, polyamine-based, and acrylic-based surfactants. These dispersants may be used alone or in combination of two or more. Examples of dispersants, as trade names, include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Floren (manufactured by Kyoeisha Chemical Co., Ltd.), Solspers® (registered trademark) (manufactured by Zeneca Co., Ltd.), EFKA® (registered trademark) (manufactured by BASF Ltd.), Adisper® (registered trademark) (manufactured by Ajinomoto Fine Techno Co., Ltd.), Disperbyk® (registered trademark), and BYK® (registered trademark) (manufactured by Bic Chemie Inc.).

[0208] When a pigment dispersant is used, the amount used is preferably 10 to 200 parts by mass, more preferably 15 to 180 parts by mass, and even more preferably 20 to 160 parts by mass, per 100 parts by mass of pigment in the dispersion. When the amount of pigment dispersant used is within the above range, a dispersion with a more uniform dispersion state tends to be obtained.

[0209] When colorant (A) contains colorant (A2), the content of colorant (A2) is preferably 1 to 99% by mass, more preferably 1 to 80% by mass, and even more preferably 20 to 50% by mass, of the total amount of colorant (A). The content of colorant (A2) may also be 20 to 97% by mass, 30 to 95% by mass, or 40 to 90% by mass, of the total amount of colorant (A).

[0210] The content of the coloring agent (A) in the colored curable composition is preferably 0.5 to 80% by mass, more preferably 5 to 70% by mass, and even more preferably 10 to 55% by mass, based on the total amount of solids. When the content of the coloring agent (A) is within the above range, it becomes easier to obtain the desired spectral characteristics and color density.

[0211] <Resin (B)> The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of resin (B) include the following resins [K1] to [K6]. Resin [K1]; a copolymer of at least one (a) selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides (hereinafter sometimes referred to as "(a)") and a monomer (b) having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b)"); Resin [K2]; a copolymer of (a) and (b) and a monomer (c) copolymerizable with (a) (however different from (a) and (b)) (hereinafter sometimes referred to as "(c)"); Resin [K3]; copolymer of (a) and (c); Resin [K4]; a resin obtained by reacting (b) with a copolymer of (a) and (c); Resin [K5]; a resin obtained by reacting (a) with a copolymer of (b) and (c); Resin [K6]; A resin obtained by reacting (a) with a copolymer of (b) and (c), and further reacting it with a polycarboxylic acid and / or carboxylic acid anhydride.

[0212] (a) specifically includes, for example, unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, and o-, m-, p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; Bicyclounsaturated compounds containing carboxyl groups, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; Unsaturated dicarboxylic acid anhydrides such as 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-dicarboxybicyclo[2.2.1]hepto-2-ene anhydride; Unsaturated mono(meth)acryloyloxyalkyl) esters of divalent or higher polyhydric carboxylic acids such as mono(2-(meth)acryloyloxyethyl) succinate and mono(2-(meth)acryloyloxyethyl) phthalate; Examples include unsaturated acrylates containing both a hydroxyl group and a carboxyl group in the same molecule, such as α-(hydroxymethyl)acrylic acid. Of these, acrylic acid, methacrylic acid, maleic anhydride, and the like are preferred in terms of copolymerization reactivity and the solubility of the resulting resin in alkaline aqueous solutions.

[0213] (b) refers to a polymerizable compound having, for example, a cyclic ether structure with 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether with 2 to 4 carbon atoms and a (meth)acryloyloxy group. In this specification, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" have the same meaning.

[0214] Examples of (b) include monomers having an oxyranyl group and an ethylenically unsaturated bond (b1) (hereinafter sometimes referred to as "(b1)"), monomers having an oxetanyl group and an ethylenically unsaturated bond (b2) (hereinafter sometimes referred to as "(b2)"), and monomers having a tetrahydrofuryl group and an ethylenically unsaturated bond (b3) (hereinafter sometimes referred to as "(b3)").

[0215] (b1) includes, for example, a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized (hereinafter sometimes referred to as "(b1-1)"), and a monomer (b1-2) having a structure in which an alicyclic unsaturated hydrocarbon is epoxidized (hereinafter sometimes referred to as "(b1-2)").

[0216] (b1-1) includes glycidyl (meth)acrylate, β-methyl glycidyl (meth)acrylate, β-ethyl glycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyloxymethyl)styrene, 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, 2,4,6-tris(glycidyloxymethyl)styrene, etc.

[0217] (b1-2) includes vinylcyclohexene monooxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celoxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), 3,4-epoxytricyclo[5.2.1.0 2,6 decyl (meth)acrylate, a compound represented by formula (R1), a compound represented by formula (R2), etc.

[0218]

Chemical formula

[0219] [In formulas (R1) and (R2), R ra and R rb each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group may be substituted with a hydroxy group. X ra and X rb each represents a single bond, *-R rc -, *-R rc -O-, *-R rc -S- or *-R rc -NH-. R rc represents an alkanediyl group having 1 to 6 carbon atoms. * represents a bond to O.]

[0220] Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, and the like. Examples of the alkyl group in which the hydrogen atom is substituted with hydroxy include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, a 1-hydroxy-1-methylethyl group, a 2-hydroxy-1-methylethyl group, a 1-hydroxybutyl group, a 2-hydroxybutyl group, a 3-hydroxybutyl group, a 4-hydroxybutyl group, and the like. R ra and R rb are preferably a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, more preferably a hydrogen atom, a methyl group.

[0221] Examples of the alkanediyl group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, a hexane-1,6-diyl group, and the like. X ra and Xrb Preferably, the bonds include single bonds, methylene groups, ethylene groups, *-CH2-O- and *-CH2CH2-O-, and more preferably, single bonds and *-CH2CH2-O- (* represents a bond with O).

[0222] Compounds represented by formula (R1) include those represented by any of the 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.

[0223] [ka]

[0224] [ka]

[0225] Compounds represented by formula (R2) include those represented by any of the 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.

[0226] [ka]

[0227] [ka]

[0228] For (b2), monomers having an oxetanyl group and a (meth)acryloyloxy group are more preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyl oxetane, 3-methyl-3-acryloyloxymethyl oxetane, 3-ethyl-3-methacryloyloxymethyl oxetane, 3-methyl-3-methacryloyloxyethyl oxetane, 3-methyl-3-acryloyloxyethyl oxetane, 3-ethyl-3-methacryloyloxyethyl oxetane, and 3-ethyl-3-acryloyloxyethyl oxetane.

[0229] For (b3), monomers having a tetrahydrofurfuryl group and a (meth)acryloyloxy group are more preferred. Specifically for (b3), examples include tetrahydrofurfuryl acrylate (e.g., Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0230] (b) is preferable because it allows for greater reliability of the heat resistance, chemical resistance, etc., of the resulting color filter. Furthermore, (b1-2) is more preferable because it provides better storage stability for the colored curable composition.

[0231] (c) For example, methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ] Decane-8-yl(meth)acrylate (in the relevant technical field, it is commonly called "dicyclopentanyl(meth)acrylate". It is also sometimes called "tricyclodecyl(meth)acrylate"), tricyclo[5.2.1.02,6 Decen-8-yl (meth)acrylate (commonly known as "dicyclopentenyl (meth)acrylate" in the relevant art), dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, benzyl (meth)acrylate, and other (meth)acrylic acid esters; Hydroxyl group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; Diethyl maleate, diethyl fumarate, diethyl itaconate, and other dicarboxylic acid diesters; Bicyclo[2.2.1]hept-2-ene, 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybic Chlo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6-dimethoxybicyclo[2.2.1]hept -2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1]hept-2- Bicyclounsaturated compounds such as 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; Dicarbonylimide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimide benzoate, N-succinimidyl-4-maleimide butyrate, N-succinimidyl-6-maleimide caproate, N-succinimidyl-3-maleimide propionate, and N-(9-acridinyl)maleimide; Examples include 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, and the like. (c) is preferably 2-ethylhexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, benzyl (meth)acrylate, styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hepto-2-ene, and more preferably styrene, vinyltoluene, N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, bicyclo[2.2.1]hepto-2-ene, from the viewpoint of copolymerization reactivity and heat resistance.

[0232] In resin [K1], the ratio of structural units derived from each is, among all structural units constituting resin [K1], (a) Structural units derived from (a); 2-60 mol% (b) Structural units derived from (b); 40-98 mol% It is preferable that this be the case. (a) Structural units derived from (a); 10-50 mol% (b) Structural units derived from (b); 50-90 mol% It is preferable that it be so. When the ratio of structural units of resin [K1] is within the above range, the storage stability of the colored curable composition, the developability when forming a colored pattern, and the solvent resistance of the resulting color filter tend to be excellent.

[0233] The resin [K1] can be manufactured, for example, by referring to the method described in the literature "Experimental Methods for Polymer Synthesis" (by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, March 1, 1972) and the cited literature.

[0234] Specifically, a method involves placing predetermined amounts of (a) and (b), a polymerization initiator, and a solvent into a reaction vessel, creating a deoxygenated atmosphere by, for example, replacing oxygen with nitrogen, and heating and maintaining the temperature while stirring. The polymerization initiator and solvent used here are not particularly limited and can be those commonly used in the field. For example, examples of polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.), and the solvent can be any solvent that dissolves each monomer, with solvent (G) being an example of a solvent described later.

[0235] The resulting copolymer may be used as is after the reaction, or after being concentrated or diluted, or after being extracted as a solid (powder) by methods such as reprecipitation. In particular, by using the solvent contained in the colored curable composition as the solvent during this polymerization, the solution after the reaction can be used directly in the preparation of the colored curable composition, thereby simplifying the manufacturing process of the colored curable composition.

[0236] In resin [K2], the ratio of structural units derived from each is, among all structural units constituting resin [K2], (a) Structural units derived from (a); 2-45 mol% (b) Structural units derived from (b); 2-95 mol% (c) Structural units derived from (c); 1-65 mol% It is preferable that this be the case. (a) Structural units derived from (a); 5-40 mol% (b) Structural units derived from (b); 5-80 mol% (c) Structural units derived from (c); 5-60 mol% It is preferable that it be so. When the ratio of structural units of resin [K2] is within the above range, the colored curable composition tends to have excellent storage stability, developability when forming colored patterns, and solvent resistance, heat resistance, and mechanical strength of the resulting color filter.

[0237] Resin [K2] can be manufactured, for example, in the same manner as described as the method for manufacturing resin [K1].

[0238] In resin [K3], the ratio of structural units derived from each is, out of the total structural units constituting resin [K3], (a) Structural units derived from (a); 2-60 mol% (c) Structural units derived from (c); 40-98 mol% It is preferable that this be the case. (a) Structural units derived from (a); 10-50 mol% (c) Structural units derived from (c); 50-90 mol% It is preferable that it be so. Resin [K3] can be manufactured, for example, in the same manner as described as the method for manufacturing resin [K1].

[0239] The resin [K4] can be produced by obtaining a copolymer of (a) and (c), and adding the cyclic ether having 2 to 4 carbon atoms of (b) to the carboxylic acid and / or carboxylic acid anhydride of (a). First, a copolymer of (a) and (c) is produced in the same manner as described for the production of resin [K1]. In this case, it is preferable that the ratio of structural units derived from each is the same as that given for resin [K3].

[0240] Next, a portion of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer is reacted with a cyclic ether having 2 to 4 carbon atoms that (b) possesses. Following the production of the copolymer of (a) and (c), the atmosphere inside the flask is replaced from nitrogen to air, and (b), a reaction catalyst for the reaction between a carboxylic acid or carboxylic acid anhydride and a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, triphenylphosphine, etc.) and a polymerization inhibitor (e.g., hydroquinone, methoquinone, etc.) are added to the flask and the mixture is reacted at, for example, 60 to 130°C for 1 to 10 hours to produce resin [K4]. The amount of (b) used is preferably 5 to 80 moles, more preferably 10 to 75 moles, per 100 moles of (a). This range tends to result in a good balance of storage stability of the colored curable composition, developability when forming patterns, and solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting patterns. Since the cyclic ether is highly reactive and unreacted (b) is less likely to remain, (b1) is preferred as the (b) used in the resin [K4], and (b1-1) is even more preferred. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of (a), (b), and (c). The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total amount of (a), (b), and (c). The reaction conditions, such as the preparation method, reaction temperature, and time, can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization. Similarly, the preparation method and reaction temperature can be adjusted as appropriate, taking into account the manufacturing equipment and the amount of heat generated by polymerization.

[0241] As a first step, resin [K5] is produced in the same manner as the production method for resin [K1] described above to obtain a copolymer of (b) and (c). As described above, the obtained copolymer may be used as is after the reaction, or a concentrated or diluted solution may be used, or it may be used after being extracted as a solid (powder) by methods such as reprecipitation. The ratios of structural units derived from (b) and (c) are, in relation to the total number of moles of all structural units constituting the copolymer, respectively: (b) Structural units derived from (b); 5-95 mol% (c) Structural units derived from (c); 5-95 mol% It is preferable that this be the case. (b) Structural units derived from (b); 10-90 mol% (c) Structural units derived from (c); 10-90 mol% It is preferable that it be so.

[0242] Furthermore, resin [K5] can be obtained by reacting the cyclic ether derived from (b) in the copolymer of (b) and (c) with the carboxylic acid or carboxylic acid anhydride of (a) under the same conditions as for the production of resin [K4]. The amount of (a) used to react with the copolymer is preferably 5 to 100 moles per 100 moles of (b). Since the cyclic ether is highly reactive and unreacted (b) is less likely to remain, (b1) is preferred as the (b) used in the resin [K5], and (b1-1) is even more preferred.

[0243] Resin [K6] is a resin obtained by further reacting resin [K5] with a carboxylic acid anhydride. The hydroxyl group generated by the reaction of a cyclic ether with a carboxylic acid or carboxylic acid anhydride is reacted with the carboxylic acid anhydride. Examples of carboxylic acid 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-dicarboxybicyclo[2.2.1]hepto-2-ene anhydride. The amount of carboxylic acid anhydride used is preferably 0.1 to 1 mole per mole of (a).

[0244] Specific resins (B) include 3,4-epoxycyclohexylmethyl(meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Resins such as decyl acrylate / (meth)acrylic acid copolymer [K1]; 3,4-epoxy tricyclo[5.2.1.0 2,6 Decyl acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6Decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Resins such as decyl acrylate / (meth)acrylic acid / N-cyclohexyl maleimide / 2-hydroxyethyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyl oxetane / (meth)acrylic acid / styrene copolymer [K2]; resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer [K3]; resins obtained by adding glycidyl (meth)acrylate to benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, tricyclodecyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer Examples include resins with added acrylates [K4]; resins obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid, resins obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate with (meth)acrylic acid [K5]; resins obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate with (meth)acrylic acid and then further reacting it with tetrahydrophthalic anhydride, resins obtained by reacting a copolymer of 2-ethylhexyl (meth)acrylate / glycidyl (meth)acrylate / dicyclopentanyl (meth)acrylate with (meth)acrylic acid and then further reacting it with succinic anhydride [K6]. In particular, resin (B) is preferably a copolymer (resin [K1] or resin [K2]) or resin [K6] containing a structural unit derived from at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and a structural unit having a cyclic ether structure with 2 to 4 carbon atoms and an ethylenically unsaturated bond.

[0245] The weight-average molecular weight of resin (B) in terms of polystyrene 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, the hardness of the color filter is improved, the residual film rate is high, the solubility of the unexposed areas in the developer is good, and the resolution of the color pattern tends to improve.

[0246] The degree of dispersion of resin (B) [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] is preferably 1.1 to 6, and more preferably 1.2 to 4.

[0247] The acid value of resin (B) 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, based on solid content. Here, the acid value is measured as the amount of potassium hydroxide (mg) required to neutralize 1 g of resin (B), and can be determined, for example, by titration using an aqueous potassium hydroxide solution.

[0248] The content of resin (B) 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, relative to the total amount of solids. When the content of resin (B) is within the above range, a colored pattern can be formed, and the resolution and residual film rate of the colored pattern tend to improve.

[0249] <Polymerizable compound (C)> The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from the polymerization initiator (D), and examples include compounds having polymerizable ethylenically unsaturated bonds, and is preferably a (meth)acrylic acid ester compound.

[0250] In particular, polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include 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 Examples include (2-(meth)acryloyloxyethyl) isocyanurate, ethylene oxide-modified pentaerythritol tetra(meth)acrylate, ethylene oxide-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified pentaerythritol tetra(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, and caprolactone-modified dipentaerythritol hexa(meth)acrylate. In particular, at least one selected from the group consisting of trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and ethylene oxide-modified dipentaerythritol hexa(meth)acrylate is preferred.

[0251] The weight-average molecular weight of the polymerizable compound (C) is preferably 150 to 2,900, more preferably 250 to 1,500.

[0252] The content of polymerizable compound (C) is preferably 7 to 65% by mass, more preferably 10 to 60% by mass, and even more preferably 12 to 55% by mass, based on the total amount of solids. When the content of polymerizable compound (C) is within the above range, the residual film rate when forming a colored pattern and the chemical resistance of the color filter tend to improve.

[0253] <Polymerization initiator (D)> Polymerization initiator (D) is a compound that can initiate polymerization by generating active radicals, acids, etc., upon the action of light or heat. The colored curable composition of the present invention contains an oxime compound as polymerization initiator (D).

[0254] The oxime compound is preferably an O-acyloxime compound having a substructure represented by formula (d1). Hereinafter, * represents a bond.

[0255] [ka]

[0256] Examples of the oxime compounds include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazole-3-yl]ethane-1-imine, N-acetoxy Examples include toxic-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one. Commercially available products such as Irgacure OXE01, OXE02, OXE03 (all manufactured by BASF), N-1919 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, PBG-329 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) may also be used.Among them, oxime compounds include N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, and N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one- At least one selected from the group consisting of 2-imine and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine is preferred, and at least one selected from the group consisting of 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine is more preferred. These oxime compounds tend to yield high-brightness color filters.

[0257] Furthermore, the colored curable composition of the present invention may contain a polymerization initiator other than an oxime compound as the polymerization initiator (D). Examples of other polymerization initiators include polymerization initiators that generate active radicals, such as alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, and biimidazole compounds.

[0258] The alkylphenone compound is a compound having a substructure represented by formula (d2) or formula (d3). In these substructures, the benzene ring may have substituents.

[0259] [ka]

[0260] Examples of compounds having the substructure represented by formula (d2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used.

[0261] Examples of compounds having the substructure represented by formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexylphenyl ketone, oligomer of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyldimethyl ketal. In terms of sensitivity, alkylphenone compounds having a substructure represented by formula (d2) are preferred.

[0262] Examples of the aforementioned triazine compounds include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ Examples include 2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine.

[0263] Examples of the aforementioned acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide. Commercially available products such as Irgacure® 819 (manufactured by BASF) may also be used.

[0264] Examples of the biimidazole compounds include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, Japanese Patent Publication No. 6-75372, Japanese Patent Publication No. 6-75373, etc.), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, and 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphen Examples include (nyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, 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 carboalkoxy group (see, for example, Japanese Patent Application Publication No. 7-10913, etc.).

[0265] Other polymerization initiators include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, o-benzoyl methyl benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; and 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with polymerization initiators (D1) (especially amine compounds) described later.

[0266] Other polymerization initiators include, for example, onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate, as well as polymerization initiators that generate acids such as nitrobenzyl tosylates and benzoin tosylates.

[0267] The content of the oxime compound in the polymerization initiator (D) is preferably 50% by mass or more, more preferably 80% by mass or more, even more preferably 90% by mass or more, even more preferably 95% by mass or more, particularly preferably 98% by mass or more, and may also be 100% by mass.

[0268] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, and more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total amount of resin (B) and polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, sensitivity tends to increase and exposure time is shortened, thus improving the productivity of color filters.

[0269] <Polymerization initiator (D1)> Polymerization initiator (D1) is a compound or sensitizer used to accelerate the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator. When polymerization initiator (D1) is included, it is usually used in combination with the polymerization initiator (D). Examples of polymerization initiators (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0270] Examples of the amine compounds include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michla's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, with 4,4'-bis(diethylamino)benzophenone being preferred. Commercial products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0271] Examples of the 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.

[0272] Examples of the thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0273] Examples of the carboxylic acid compounds include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, and the like.

[0274] When these polymerization initiators (D1) are used, their content is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, based on 100 parts by mass of the total amount of resin (B) and polymerizable compound (C). When the amount of polymerization initiator (D1) is within this range, it is possible to form a colored pattern with even higher sensitivity, and the productivity of color filters tends to improve.

[0275] <Carbonate compound (E)> Carbonate compound (E) is a compound in which one or two of the two hydrogen atoms of carbonic acid are substituted with a hydrocarbon group which may have substituents. Preferably, carbonate compound (E) is a compound represented by formula (I).

[0276] [ka] [In formula (I), R 1 and R 2 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents.

[0277] R 1 and R 2 The number of carbon atoms in the hydrocarbon group represented is preferably 4 to 20, more preferably 4 to 15, and even more preferably 4 to 10.

[0278] R 1 and R 2 As a hydrocarbon group having 1 to 20 carbon atoms, 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 y17Examples of hydrocarbon groups represented by include saturated aliphatic hydrocarbon groups such as linear alkyl groups and branched alkyl groups; unsaturated aliphatic hydrocarbon groups such as alkenyl groups and alkynyl groups; saturated alicyclic hydrocarbon groups such as cycloalkyl groups; unsaturated alicyclic hydrocarbon groups such as cycloalkenyl groups; and saturated or unsaturated polycyclic hydrocarbon groups; aromatic hydrocarbon groups; and groups that combine the above hydrocarbon groups, such as aralkyl groups, arylalkenyl groups, and phenyl groups to which one or more phenyl groups are bonded.

[0279] R 1 and R 2 The hydrocarbon group having 1 to 20 carbon atoms represented by may have substituents, and such substituents may be halogen atoms such as fluorine, chlorine, bromine, and iodine, nitro groups, cyano groups, -OR xa1 , -CO2R xa1 , -SR xa1 , -SO2R xa1 , -SO3R xa1 -SO2NR xa1 R xa2 and -NR xa1 R xa2 Examples include (however, R xa1 and R xa2 (The same applies as above.)

[0280] R 1 and R 2 Preferably, at least one of the members is a linear or branched alkyl group having 1 to 20 carbon atoms, which may have substituents; an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents (hereinafter, the aromatic hydrocarbon group may be referred to as an aryl group); or an aralkyl group having 7 to 20 carbon atoms, which may have substituents. Also R 1 and R 2 It is more preferable that both are independently a linear or branched alkyl group having 1 to 20 carbon atoms, which may have substituents, an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents, or an aralkyl group having 7 to 20 carbon atoms, which may have substituents.

[0281] R 1 and R 2 As the linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkyl group having 4 to 20 carbon atoms is more preferred, a secondary or tertiary alkyl group having 4 to 20 carbon atoms is even more preferred, and a tertiary alkyl group having 4 to 20 carbon atoms is particularly preferred.

[0282] In particular, R 1 and R 2 Preferably, at least one of them is a tertiary alkyl group having 4 to 20 carbon atoms which may have substituents, an aryl group having 6 to 20 carbon atoms which may have substituents, or an aralkyl group having 7 to 20 carbon atoms which may have substituents, R 1 and R 2 It is more preferable that both are independently a 4-20 carbon tertiary alkyl group which may have substituents, a 6-20 carbon aryl group which may have substituents, or a 7-20 carbon aralkyl group which may have substituents. In these preferred embodiments, the tertiary alkyl group is preferably a t-butyl group, the 6-20 carbon aryl group is preferably a 6-10 carbon aryl group which is even more preferably a phenyl group, and the 7-20 carbon aralkyl group is preferably a 7-10 carbon aralkyl group which is even more preferably a benzyl group.

[0283] The content of carbonate compound (E) is, for example, 1% by mass or more, preferably 2% by mass or more, more preferably 3% by mass or more, and also, for example, 20% by mass or less, preferably 15% by mass or less, more preferably 10% by mass or less, based on the total amount of solids. Furthermore, the amount of carbonate compound (E) is preferably 3 parts by mass or more, more preferably 5 parts by mass or more, and preferably 40 parts by mass or less, and more preferably 25 parts by mass or less, per 100 parts by mass of the phthalocyanine compound. Furthermore, the amount of carbonate compound (E) is, for example, 25 parts by mass or more, preferably 100 parts by mass or more, more preferably 150 parts by mass or more, and even more preferably 180 parts by mass or more, per 100 parts by mass of the aluminum phthalocyanine compound, and also, for example, 350 parts by mass or less, preferably 300 parts by mass or less, and more preferably 250 parts by mass or less. Furthermore, the content ratio of the carbonate compound (E) to the polymerization initiator (D) (carbonate compound (E) / polymerization initiator (D)) is, for example, 0.1 or more, preferably 0.2 or more, more preferably 0.5 or more, and also, for example, 10 or less, preferably 8 or less, more preferably 5 or less. When the content of the carbonate compound (E) is within the above range, a colored curable composition with better pattern stability even after storage can be provided.

[0284] <Leveling agent (F)> Examples of leveling agents (F) include silicone-based surfactants, fluorine-based surfactants, and silicone-based surfactants containing fluorine atoms. These may have polymerizable groups in their side chains. Examples of silicone-based surfactants include surfactants that have siloxane bonds in their molecules. Specifically, examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (product name: manufactured by Toray Dow Corning Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan LLC).

[0285] Examples of the aforementioned fluorine-based surfactants include surfactants having fluorocarbon chains in their molecules. Specifically, these include Florard® FC430, FC431 (manufactured by Sumitomo 3M Co., Ltd.), Megafac® F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Corporation), F-Top® EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon® S381, S382, SC101, SC105 (manufactured by AGC Inc. (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemical Laboratories, Inc.).

[0286] Examples of silicone-based surfactants containing fluorine atoms include surfactants having siloxane bonds and fluorocarbon chains in their molecules. Specifically, examples include Megafac® R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0287] The content of the leveling agent (F) 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, relative to the total amount of the colored curable composition. Note that this content does not include the content of the pigment dispersant. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0288] <Solvent (G)> Solvent (G) is not particularly limited, and any solvent commonly used in the field may be used. Examples include ester solvents (solvents containing -COO- but not -O-), ether solvents (solvents containing -O- but not -COO-), ether ester solvents (solvents containing both -COO- and -O-), ketone solvents (solvents containing both -CO- and -COO-), alcohol solvents (solvents containing OH but not -O-, -CO-, and -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxides, and the like.

[0289] Examples of ester solvents include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0290] 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, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenethole, and methylanisole.

[0291] 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, 2-ethoxypropionate Examples include ethyl xy-2-methylpropionate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and diethylene glycol monobutyl ether acetate.

[0292] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone (sometimes called diacetone alcohol), acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0293] Examples of alcoholic solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0294] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0295] Examples of amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0296] The solvent (G) is preferably one or more selected from the group consisting of ether solvents, ether ester solvents, and amide solvents, more preferably containing ether solvents, ether ester solvents, and amide solvents, and even more preferably containing diethylene glycol methyl ethyl ether, propylene glycol monomethyl ether acetate, and N-methylpyrrolidone. Furthermore, it is preferable that solvent (G) contains one or more selected from the group consisting of ether ester solvents and ketone solvents.

[0297] Furthermore, among the above solvents, organic solvents having a boiling point of 120°C or higher and 180°C or lower at 1 atm are preferred from the viewpoint of applicability and drying properties. Such solvents are preferably at least one selected from the group consisting of propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N,N-dimethylformamide, and more preferably at least one selected from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, ethyl 3-ethoxypropionate, and 4-hydroxy-4-methyl-2-pentanone.

[0298] The solvent (G) content is preferably 70 to 95% by mass, and more preferably 75 to 92% by mass, relative to the total amount of the colored curable composition. In other words, the solid content of the colored curable composition is preferably 5 to 30% by mass, and more preferably 8 to 25% by mass. When the solvent (G) content is within the above range, the flatness during application is good, and the display characteristics tend to be good because there is no shortage of color density when a color filter is formed.

[0299] <Other ingredients> The colored curable composition may optionally contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents.

[0300] <Method for producing a colored, curable composition> A colored curable composition can be prepared, for example, by mixing a colorant (A) containing a phthalocyanine compound, a resin (B), a polymerizable compound (C), a polymerization initiator (D), and a carbonate compound (E), as well as a polymerization initiator aid (D1), a leveling agent (F), a solvent (G), and other components as needed. The phthalocyanine compound may be included in the dispersion beforehand. Similarly, if a pigment is included, the pigment may also be included in the dispersion beforehand. If a pigment is included, the phthalocyanine compound and the pigment may be prepared as a single dispersion, or as separate dispersions for each. The desired colored curable composition can be prepared by mixing the remaining components into the dispersion to a predetermined concentration. If the solution contains a dye, the dye may be dissolved in part or all of the solvent (G) beforehand to prepare the solution. It is preferable to filter the solution through a filter with a pore size of about 0.01 to 1 μm. It is preferable to filter the colored curable composition after mixing using a filter with a pore size of approximately 0.01 to 10 μm.

[0301] <<Color Filter>> Methods for producing a colored pattern for a color filter from the colored curable composition of the present invention include photolithography, inkjet printing, and other printing methods. Among these, photolithography is preferred. Photolithography is a method in which the colored curable composition is applied to a substrate, dried to form a composition layer, and then exposed to light through a photomask for development. 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 composition layer, can be formed. The colored pattern or colored coating film formed in this way is the color filter of the present invention.

[0302] The film thickness of the color filter (colored coating) 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.

[0303] As substrates, glass plates such as quartz glass, borosilicate glass, aluminasilate glass, and soda-lime glass with a silica coating on the surface are used; resin plates such as polycarbonate, polymethyl methacrylate, and polyethylene terephthalate are used; silicon is used; and aluminum, silver, and silver / copper / palladium alloy thin films are formed on the substrate. Other color filter layers, resin layers, transistors, circuits, etc. may be formed on these substrates. Alternatively, a substrate treated with HMDS on a silicon substrate may be used.

[0304] The formation of each color pixel by photolithography can be carried out using known or conventional equipment and conditions. For example, it can be manufactured as follows. First, a colored curable composition is applied to a substrate, and volatile components such as solvents are removed by heat drying (pre-baking) and / or vacuum drying, and then dried to obtain a smooth composition layer. Coating methods include spin coating, slit coating, and slit and spin coating. The temperature for heat drying is preferably 30 to 120°C, and more preferably 50 to 110°C. The heating time is preferably 10 seconds to 60 minutes, and more preferably 30 seconds to 30 minutes. When performing vacuum drying, it is preferable to do so under a pressure of 50 to 150 Pa and at a temperature range of 20 to 25°C. The thickness of the composition layer is not particularly limited and can be appropriately selected according to the desired thickness of the color filter.

[0305] Next, the composition layer is exposed through a photomask to form the desired colored pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate to the intended application is used. For exposure, a light source that generates light with a wavelength of 250 to 450 nm is preferred. For example, light below 350 nm can be filtered out using a filter that cuts out this wavelength range, or light around 436 nm, 408 nm, and 365 nm can be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specific examples include mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps. It is preferable to use a reduction projection exposure apparatus or proximity exposure apparatus such as a mask aligner and stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light rays and precise alignment of the photomask and the substrate.

[0306] A colored pattern is formed on the substrate by developing the exposed composition layer in contact with a developer. During development, the unexposed parts of the composition layer are dissolved and removed by the developer. As the developer, aqueous solutions of alkaline compounds such as potassium hydroxide, sodium bicarbonate, sodium carbonate, and tetramethylammonium hydroxide are preferred. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, and more preferably 0.03 to 5% by mass. Furthermore, the developer may also contain a surfactant. The development method may be any of the following: the paddle method, the dipping method, and the spray method. Furthermore, the substrate may be tilted at any angle during development. After developing, it is preferable to wash the film with water.

[0307] Furthermore, it is preferable to perform a post-bake on the obtained coloring pattern. The post-bake temperature is preferably 80 to 250°C, and more preferably 100 to 245°C. The post-bake time is preferably 1 to 120 minutes, and more preferably 2 to 30 minutes.

[0308] The colored patterns and colored coatings obtained in this manner are useful as color filters, and these color filters are useful as color filters used in display devices (e.g., liquid crystal displays, organic EL displays, etc.), electronic paper, solid-state image sensors, etc. [Examples]

[0309] The present invention will be described in more detail below with reference to examples, but the present invention is not limited by the following examples. In the examples, unless otherwise specified, "parts" means "parts by mass" and "%" means "percent mass".

[0310] (Synthesis Example 1) A compound represented by the following formula (x1) (hereinafter, compound (x1)) was obtained using the method described in paragraph 0185 of patent application publication number 2016-75837.

[0311] [ka]

[0312] (Synthesis Example 2) Using the method described in patent application publication number 2016-75837, a compound represented by the following formula (x2) (hereinafter referred to as compound (x2)) was obtained.

[0313] [ka]

[0314] (Example of resin synthesis 1) A suitable amount of nitrogen was flowed into a flask equipped with a reflux condenser, dropping funnel, and stirrer to replace the atmosphere with nitrogen. 340 parts of propylene glycol monomethyl ether acetate were added and heated to 80°C while stirring. Then, 57 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decane-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6A mixed solution of 54 parts of decane-9-yl acrylate (with a molar ratio of 1:1), 239 parts of benzyl methacrylate, and 73 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition of the polymerization initiator solution was complete, the mixture was held at 80°C for 3 hours, then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a viscosity of 137 mPa·s and a solid content of 36.8% by weight, as measured by a B-type viscometer (23°C). The weight-average molecular weight of the resulting copolymer, in terms of polystyrene, was 1.0 × 10⁻⁶. 3 The dispersion was 1.97, and the acid value on a solid content basis was 111 mg-KOH / g. Resin (B-1) has the following structural units.

[0315] [ka]

[0316] (Example of resin synthesis 2) 276.8 parts of propylene glycol monomethyl ether acetate were placed in a flask equipped with a stirrer, dropping funnel, condenser, thermometer, and gas inlet tube, and stirred while purging with nitrogen, and the temperature was raised to 120°C. Next, a monomer mixture consisting of 92.4 parts of 2-ethylhexyl acrylate, 184.9 parts of glycidyl methacrylate, and 12.3 parts of dicyclopentanyl methacrylate was mixed with 35.3 parts of t-butyl peroxy-2-ethylhexanoate (polymerization initiator), and this mixture was added dropwise to the flask from the dropping funnel over a period of 2 hours. After the addition was complete, the mixture was stirred at 120°C for a further 30 minutes to carry out the copolymerization reaction and produce an addition copolymer. Subsequently, the flask was purged with air, and 93.7 parts of acrylic acid, 1.5 parts of triphenylphosphine (catalyst), and 0.8 parts of methoquinone (polymerization inhibitor) were added to the above addition copolymer solution. The reaction was continued at 110°C for 10 hours, during which the epoxy groups derived from glycidyl methacrylate reacted with acrylic acid to cleave the epoxy groups and simultaneously introduce polymerizable unsaturated bonds into the polymer side chains. Next, 24.2 parts of succinic anhydride were added to the reaction system, and the reaction was continued at 110°C for 1 hour, during which the hydroxyl groups generated by the cleavage of the epoxy groups reacted with succinic anhydride to introduce carboxyl groups into the side chains, thereby obtaining the polymer. Finally, 383.3 parts of propylene glycol monomethyl ether acetate were 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 on a solid content basis, was 34 mg-KOH / g.

[0317] (Preparation of dispersion 1) 12.0 parts of CI pigment blue 15:4, 3.6 parts of dispersant (BYKLPN-6919, manufactured by BYK), 5.4 parts of resin (B-1) (based on solid content), and 79 parts of propylene glycol monomethyl ether acetate were mixed. 300 parts of 0.4 mm zirconia beads were added, and the mixture was shaken for 1 hour using paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain dispersion 1.

[0318] (Preparation of dispersion 2) 5.0 parts of compound (x1), 4.0 parts of dispersant (BYKLPN-6919, manufactured by BYK), 4.0 parts of resin (B-1) (based on solid content), and 87 parts of propylene glycol monomethyl ether acetate were mixed, 300 parts of 0.4 mm zirconia beads were added, and the mixture was shaken for 1 hour using paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain dispersion 2.

[0319] (Preparation of dispersion 3) 15 parts of CI Pigment Green 58, 3.0 parts of dispersant (BYKLPN-6919, manufactured by BYK), 3.8 parts of resin (B-1) (based on solid content), and 78 parts of propylene glycol monomethyl ether acetate were mixed, 300 parts of 0.4 mm zirconia beads were added, and the mixture was shaken for 1 hour using paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain dispersion 3.

[0320] (Preparation of dispersion 4) 5.0 parts of compound (x2), 4.0 parts of dispersant (BYKLPN-6919, manufactured by BYK), 4.0 parts of resin (B-1) (based on solid content), and 87 parts of propylene glycol monomethyl ether acetate were mixed, 300 parts of 0.4 mm zirconia beads were added, and the mixture was shaken for 1 hour using paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to obtain dispersion 4.

[0321] [Examples 1-6, Comparative Example 1] (Preparation of colored curable composition) The components shown in Table 36 were mixed to obtain each colored curable composition.

[0322] [Table 36]

[0323] In Table 36, the components are as follows: Coloring agent (A-1): Dispersion 1 Coloring agent (A-2): Dispersion 2 Colorant (A-3): Dispersion 3 Colorant (A-4): Dispersion 4 Resin (B-2): Resin (B-2) (in terms of solid content) Polymerizable compound (C-1): Ethylene oxide modified dipentaerythritol hexaacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., "A-DPH12E", number of ethylene oxide chains: 6, in terms of solid content) Polymerization initiator (D-1): N-acyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropane-1-one-2-imine (manufactured by Changzhou Strong Electronic New Materials Co., Ltd., "TR-PBG327") Carbonate compound (E-1): tert-Butyl Phenyl Carbonate manufactured by Tokyo Chemical Industry Co., Ltd. (in terms of solid content) Carbonate compound (E-2): Dibenzyl Carbonate manufactured by Tokyo Chemical Industry Co., Ltd. (in terms of solid content) Leveling agent (F-1): Polyether modified silicone oil: trade name Toray silicone SH8400: manufactured by Toray Dow Corning Co., Ltd. (in terms of solid content) Solvent (G-1): Diacetone alcohol Solvent (G-2): Propylene glycol monomethyl ether acetate

[0324] (Fabrication of colored pattern) On a 4-inch silicon substrate, the colored curable compositions of each example and comparative example were each spin-coated by the spin coating method so that the film thickness after post-baking would be 0.8 μm, and then pre-baked at 80°C for 2 minutes to obtain a colored composition layer. After cooling, the substrate on which the colored composition layer was formed was irradiated with light at an exposure dose of 300 mJ / cm 2 (based on 365 nm) using an exposure machine (NSR-1755i7A; manufactured by Nikon Corporation). As a photomask, one on which a dot pattern of 2.0 μm square was formed was used. The colored composition layer after light irradiation was immersed and developed in an aqueous developer containing tetramethylammonium hydroxide at 23°C for 30 seconds, washed with water, and after development (before post-baking), the substrate was post-baked at 230°C for 10 minutes to obtain a colored pattern I after post-baking. Furthermore, the colored curable compositions of Examples 1 and 2 and Comparative Example 1 were stored at 40°C for 3 days, and then colored pattern II after post-baking was obtained using the same method as described above. The colored curable compositions of Examples 3 to 6 were stored at 40°C for 1 day, and then colored pattern II after post-baking was obtained using the same method as described above.

[0325] (Evaluation of the trailing effect of the coloring pattern) For silicon wafer substrates having the colored pattern I or colored pattern II obtained above, the colored patterns formed were observed at a magnification of 30,000x using an electron microscope (S-4100, Hitachi High-Tech Corporation), and the rate of change in line width was evaluated based on the following formula. The results are shown in Table 37. A rate of change in line width that is close to 1 (i.e., 100%) is preferable because it suppresses the reduction in the line width of the pattern. Line width change rate (%) = (Line width of coloring pattern II / Line width of coloring pattern I) × 100

[0326] [Table 37]

[0327] In the comparative example without the carbonate compound, no pattern was formed when a color-curable composition was used after storage. On the other hand, in the example containing the carbonate compound, the reduction in the line width of the pattern was suppressed even when a color-curable composition was used after storage.

Claims

1. It contains a colorant, resin, polymerizable compound, polymerization initiator, and carbonate compound. The aforementioned coloring agent contains a phthalocyanine compound, The polymerization initiator comprises an oxime compound, A colored curable composition wherein the carbonate compound is a compound represented by formula (I). 【Chemistry 1】 [In formula (I), R1 and R2 each independently represent a hydrocarbon group having 1 to 20 carbon atoms.]

2. The aforementioned R 1 and R 2 The colored curable composition according to claim 1, wherein at least one of the members is a tertiary alkyl group having 4 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aralkyl group having 7 to 20 carbon atoms.

3. The colored curable composition according to claim 1, wherein the phthalocyanine compound is any of the compounds represented by formula (X1) to formula (X3). 【Chemistry 2】 【Transformation 3】 【Chemistry 4】 [In formula (X1), X x1 ~X x4 each independently represents -R x4 , -OR x4 , -SR x4 , -SO 3 H, -SO 3 - T + , -SO 3 R X10 , -SO 2 , -SONR X11 R X12 , a halogen atom, or a nitro group. R x4 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents, wherein the hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. T + teeth, + N(R) X13 ) 4 Or it represents an alkali metal ion, R X13 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X10 This represents a saturated hydrocarbon group having 1 to 20 carbon atoms. R X11 and R X12 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx1 to nx4 each independently represent an integer from 0 to 4. In formula (X2), M 1 This represents a metal atom, metal oxide, metal hydroxide, metal halide, phosphorus-containing group-bonded metal, silicon-containing group-bonded metal, oxycarbonyl-containing group-bonded metal, or oxysulfonyl-containing group-bonded metal. X x1 ~X x4 And nx1 to nx4 are the same as described above. In formula (X3), M 2 and M 3 Each of these independently represents a metal atom, a metal oxide, a metal hydroxide, or a metal halide. L is -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -O-P (=O)R a12 It represents -O-. R a6 ~R a12 Each independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, R a6 and R a7 , R a8 and R a9 , or R a10 and R a11 These may bond to each other to form a ring. The hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. X x5 ~X x12 Each of these is independently of -R x5 , -OR x5 , -SR x5 , -SO 3 H, -SO 3 - Q + , -SO 3 R X14 , -SO 2 NR X15 R X16 It represents a halogen atom or a nitro group. R x5 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents, wherein the hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. Q + teeth, + N(R) X17 ) 4 Or it represents an alkali metal ion, R X17 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X14 This represents a saturated hydrocarbon group having 1 to 20 carbon atoms. R X15 and R X16 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx5 to nx12 each independently represent an integer from 0 to 4.

4. The colored curable composition according to claim 1, wherein the phthalocyanine compound is a compound represented by formula (Xa) or formula (Xb). 【Transformation 5】 【Transformation 6】 [In equation (Xa), Z is 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) 2 R a14 It represents. R a1 to R a5 , and R a13 to R a14 each independently represents a hydrogen atom, a hydroxy group, a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a heterocyclic group having 1 to 20 carbon atoms which may have a substituent, and R a1 and R a2 , or R a3 to R a5 any two of them may be bonded to each other to form a ring. When the hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group has -CH 2 -, the -CH 2 - may be replaced by -O-, -S- or -CO-. X x1 ~X x4 each independently represents -R x4 -OR x4 -SR x4 -SO 3 H, -SO 3 - T + -SO 3 R X10 -SO 2 NR X11 R X12 a halogen atom, or a nitro group. R x4 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents, wherein the hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. T + teeth, + N(R) X13 ) 4 Or it represents an alkali metal ion, R X13 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X10 This represents a saturated hydrocarbon group having 1 to 20 carbon atoms. R X11 and R X12 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx1 to nx4 each independently represent an integer from 0 to 4. In formula (Xb), L is -O-SiR a6 R a7 -O-, -O-SiR a8 R a9 -O-SiR a10 R a11 -O-, or -O-P (=O)R a12 It represents -O-. R a6 ~R a12 Each independently represents a hydrogen atom, a hydroxyl group, a C1-C20 hydrocarbon group which may have substituents, or a C1-C20 heterocyclic group which may have substituents, R a6 and R a7 , R a8 and R a9 , or R a10 and R a11 These may bond to each other to form a ring. The hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. X x5 ~X x12 Each of these is independently of -R x5 , -OR x5 , -SR x5 , -SO 3 H, -SO 3 - Q + , -SO 3 R X14 , -SO 2 NR X15 R X16 It represents a halogen atom or a nitro group. R x5 represents a hydrocarbon group having 1 to 20 carbon atoms, which may have substituents, wherein the hydrocarbon group has 2 to 20 carbon atoms and the hydrocarbon group is -CH 2 If it has -, the -CH 2 The dash may be replaced by -O-, -S-, or -CO-. Q + teeth, + N(R) X17 ) 4 Or it represents an alkali metal ion, R X17 Each of these independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. R X14 This represents a saturated hydrocarbon group having 1 to 20 carbon atoms. R X15 and R X16 Each of these independently represents a hydrocarbon group having 1 to 20 carbon atoms, which may have a hydrogen atom or a substituent. nx5 to nx12 each independently represent an integer from 0 to 4.

5. The colored curable composition according to claim 4, wherein the compound represented by formula (Xa) is the compound represented by formula (X0) or formula (XI), and the compound represented by formula (Xb) is the compound represented by formula (XII). 【Transformation 7】 【Transformation 8】 【Chemistry 9】 [In formula (XI), R x1 R represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. x2 is a hydrogen atom, a hydrocarbon group having 1 to 20 carbon atoms which may have substituents, or Z x2 and R x1 This represents a single bond connecting two things. Z x1 and Z x2 Each of these independently represents either a single bond or an oxygen atom. In equations (X0) and (XI), X x1 ~X x4 nx1 to nx4 are the same as described above. In formula (XII), R x3 This represents an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, which may have substituents, or an aromatic hydrocarbon group having 6 to 20 carbon atoms, which may have substituents. Z x3 This represents a single bond or an oxygen atom. X x5 ~X x12 nx5 to nx12 are the same as described above.

6. A color filter formed from a colored curable composition according to any one of claims 1 to 5.

7. A display device including the color filter described in claim 6.

8. A solid-state image sensor including the color filter described in claim 6.

Images