Polyacid salt or mixture thereof

Abstract

The purpose of the present invention is to provide a novel polyacid salt or a mixture thereof by introducing, into a cation part of a polyacid salt, an organic quaternary ammonium cation, an organic quaternary ammonium dication, or a pyridinium cation, each of which having two or more ethylenically unsaturated double bonds.

Description

Polyacid salts or mixtures thereof

[0001] The present invention relates to polyacid salts or mixtures thereof.

[0002] Polyacids are those having the general formula [M ｘ O ｙ ] ｎ－ (wherein x, y, and n are all natural numbers). The metal atom M constituting the polyacid is called a polyatom, and examples thereof include Mo (hexavalent or pentavalent), W (hexavalent or pentavalent), V (pentavalent), Nb (pentavalent), and Ta (pentavalent). The polyacid is an isopolyacid composed of the polyatom M and an oxygen acid, or a polyacid containing a different type of heteroatom X (for example, P as the heteroatom X) in addition to the polyatom M and oxygen. ５＋ , Si ４＋ , Ge ４＋ , B ３＋ , S ６＋ Heteropolyacids containing [X ｗ M ｘ O ｙ ] ｎ－ (wherein w, x, y, and n are all natural numbers)

[0003] The physicochemical properties of polyacids, such as oxidation-reduction ability, reactivity to actinic rays, and acidity, can be changed depending on the combination of their constituent elements, their structure, the type of counter cation, and the like.

[0004] For example, Patent Document 1 describes that a polyacid salt containing polyoxomolybdic acid and a compound having a pyridinium skeleton has a high photoluminescence quantum yield.

[0005] U.S. Pat. No. 1,119,2908

[0006] An object of the present invention is to provide a novel polyacid salt or a mixture thereof.

[0007] As a result of intensive investigations aimed at solving the above-mentioned problems, the present inventors have found that a novel polyacid salt or a mixture thereof can be provided by introducing an organic quaternary ammonium cation, an organic quaternary ammonium dication, or a pyridinium cation having two or more ethylenically unsaturated double bonds into the cation moiety of a polyacid salt, and have thus completed the present invention.

[0008] That is, the present invention relates to the following inventions: [1] A polyacid salt represented by general formula (I) or a mixture thereof. (A ｍ＋ ) ａ (B ｎ＋ ) ｂ (C （ａｍ＋ｂｎ）－ ) (I) [wherein, A ｍ＋ are each independently H ＋ , a metal ion, or an ammonium ion; B ｎ＋ each independently represents an organic quaternary ammonium cation, an organic quaternary ammonium dication, or a pyridinium cation having two or more ethylenically unsaturated double bonds; （ａｍ＋ｂｎ）－ represents a polyacid anion; m is an integer of 1 to 5, n is an integer of 1 or 2, a is a real number, and b is a real number greater than 0.] [2] The polyacid salt or mixture thereof according to [1], wherein the polyacid anion is an isopolyoxomolybdate anion, an isopolyoxotungstate anion, an isopolyoxoniobate anion, or an isopolyoxotantalate anion. [3] The polyacid salt or mixture thereof according to [1], wherein the polyacid anion is a heteropolyacid anion, wherein the polyatom of the heteropolyacid anion is Mo, W, V, Nb, or Ta, and the heteroatom is P, Si, B, S, or Ge. [4] The polyacid salt or mixture thereof according to [1], wherein the ethylenically unsaturated double bond is derived from a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group. [5] The polyacid salt or a mixture thereof according to [1], wherein the organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds is an organic quaternary ammonium cation represented by general formula (II): [In the formula, R１Ａ ~R １Ｄ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group; １Ａ ~R １Ｄ The divalent carbon atom at any position excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); １Ａ ~R １Ｄ The hydrogen atoms contained in the formula (I) are (a) fluorine atoms, (b) chlorine atoms, (c) bromine atoms, (d) haloalkyl groups, (e) hydroxy groups, (f) thiol groups, (g) nitro groups, (h) cyano groups, (i) carboxy groups, (j) amino groups, (k) sulfo groups, (l) vinyl groups, (m) allyl groups, (n) (meth)acryloyl groups, (o) (meth)acryloyloxy groups, (p) (meth)acrylamide groups, (q) styryl groups, (r) epoxy groups, (s) glycidyl groups, (t) amide groups, (u) hydroxy groups or carboxy groups having a protecting group, or (v) C groups in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); １Ａ and R １Ｂ At least one hydrogen atom contained in each of the R groups is substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acryloyl group, (o) a (meth)acryloyloxy group, (p) a (meth)acrylamide group, or (q) a styryl group, １Ａ ~R １Ｄ Any two of these are directly connected to each other by a single bond, or are divalent linking groups -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, -C(=O)NH- or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (II).

[0009] [6] The polyacid salt or a mixture thereof according to [1], wherein the organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds is an organic quaternary ammonium cation represented by general formula (III): [In the formula, L ２Ａ and L ２Ｂ each independently represents a C １－１８ represents a hydrocarbylene group, ２Ａ and L ２Ｂ The divalent carbon atom at any position including the terminal may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S- or -SO ２- may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); D ２Ａ and D ２Ｂ each independently represents a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group; R ２Ｃ and R ２Ｄ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group, ２Ｃ and R ２Ｄ The divalent carbon atom at any position excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ２Ａ , L ２Ｂ , R ２Ｃ and R ２Ｄ The hydrogen atoms contained in the １－３ (e) a haloalkyl group, (e) a hydroxy group, (f) a thiol group, (g) a nitro group, (h) a cyano group, (i) a carboxy group, (j) an amino group, (k) a sulfo group, (l) a vinyl group, (m) an allyl group, (n) a (meth)acryloyl group, (o) a (meth)acryloyloxy group, (p) a (meth)acrylamide group, (q) a styryl group, (r) an epoxy group, (s) a glycidyl group, (t) an amide group, (u) a hydroxy group or a carboxy group having a protecting group, or (v) a C group in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC１－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ２Ａ , L ２Ｂ , R ２Ｃ and R ２Ｄ Any two of these are directly connected to each other by a single bond, or are divalent linking groups -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, -C(=O)NH- or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (III).

[0010] The present invention provides a novel polyacid salt or a mixture thereof. By introducing an organic quaternary ammonium cation, organic quaternary ammonium dication, or pyridinium cation having two or more ethylenically unsaturated double bonds into the cation moiety of the polyacid salt, it is possible to provide a novel functional building block that is highly reactive to actinic rays (including visible light, ultraviolet light, X-rays, electron beams, α-rays, β-rays, gamma rays, etc.).

[0011] Preferred embodiments of the present invention will be described in detail below, but the present invention is not limited to the following embodiments.

[0012] In this specification, the term "(meth)acryloyl group" is used to mean both an acryloyl group and a methacryloyl group, and the same applies to other similar expressions.

[0013] As used herein, the term "halogen atom" refers to a fluorine atom, a chlorine atom, or a bromine atom.

[0014] In this specification, for example, "C １－６ " and other terms refer to the number of carbon atoms in the core group.

[0015] As used herein, "C １－１８ The term "hydrocarbylene group" refers to a divalent hydrocarbon group generated by removing two hydrogen atoms from a hydrocarbon having 1 to 18 carbon atoms. The hydrocarbylene group may be linear or branched, or may be partially or entirely cyclic. The hydrocarbylene group includes alkylene groups, arylene groups, etc. Also, "C １－１８ The divalent carbon atom at any position of the "hydrocarbylene group" may be -O-, -S-, -C(=O)-, -COO-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, -SO-, or -SO ２ - may be substituted (however, adjacent divalent carbon atoms may not be substituted at the same time). １－１８ The "hydrocarbylene group" is not particularly limited, and examples thereof include "C" such as methylene group, ethylene group, n-propylene group, i-propylene group, cyclopentadiyl group, cyclohexanediyl group, oxyethane-1,1-diyl group, oxyethane-1,2-diyl group, oxypropane-1,3-diyl group, oxypropane-1,2-diyl group, 2-methylpropane-1,3-diyl group, and oxyethyleneoxyethane-1,1-diyl group. １－１８alkylene group"; 1,4-phenylene group, 1,3-phenylene group, 1,2-phenylene group, 1,4-naphthylene group, 1,5-naphthylene group, 1,8-naphthylene group, 4,4'-biphenylene group, anthracenediyl group, phenanthrenediyl group, naphthacenediyl group, pyrenediyl group, perylenediyl group, chrysenediyl group, etc. ６－１８ arylene group" and the like.

[0016] As used herein, "C １－１８ The term "alkyl group" means a linear or branched alkyl group having 1 to 18 carbon atoms. １－１８ The divalent carbon atom at any position excluding the terminal contained in the "alkyl group" is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, or -SO ２ However, adjacent divalent carbon atoms may not be replaced at the same time. １－１８ The "alkyl group" is not particularly limited, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a sec-butyl group, a t-butyl group, an n-pentyl group, an i-pentyl group, a sec-pentyl group, a t-pentyl group, a neopentyl group, a 1-methylbutyl group, a 2-methylbutyl group, a 1,1-dimethylpropyl group, a 1,2-dimethylpropyl group, an n-hexyl group, an i-hexyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 3-methylpentyl group, a 1 , 1-dimethylbutyl group, 1,2-dimethylbutyl group, 2,2-dimethylbutyl group, 1,3-dimethylbutyl group, 2,3-dimethylbutyl group, 3,3-dimethylbutyl group, 1-ethylbutyl group, 2-ethylbutyl group, 1,1,2-trimethylpropyl group, 1,2,2-trimethylpropyl group, 1-ethyl-1-methylpropyl group, 1-ethyl-2-methylpropyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, and the like. １－１８ The alkyl group may have a divalent carbon atom at any position excluding the terminal, and the divalent carbon atom may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, or -SO２ The group substituted with - is not particularly limited, and examples thereof include a 2-methoxyethoxymethyl group, an ethoxycarbonylmethyl group, and the like.

[0017] As used herein, "C １－１８ The term "haloalkyl group" refers to "C １－１８ "C" means a group in which one or more hydrogen atoms of an "alkyl group" are substituted with halogen atoms. １－１８ The "haloalkyl group" is not particularly limited, and examples thereof include a dichloromethyl group, a trifluoromethyl group, a 2,2-difluoroethyl group, a 2,2,2-trifluoroethyl group, a pentafluoroethyl group, and a 3,3,3-trifluoropropyl group.

[0018] As used herein, "C ２－１８ The term "alkenyl group" refers to a group having two or more carbon atoms. １－１８ "C" means an alkenyl group having one or more double bonds, and includes alkadienyl groups, alkatrienyl groups, etc. ２－１８ The "alkenyl group" is not particularly limited, and examples thereof include a vinyl group (ethenyl group), an allyl group (2-propenyl group), a 1-propenyl group, an isopropenyl group (1-methylvinyl group), a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, and a dodecenyl group.

[0019] As used herein, "C ２－１８ The term "alkynyl group" refers to a group having two or more carbon atoms. １－１８ "C" means an alkynyl group having one or more triple bonds in the "alkyl group." ２－１８ The "alkynyl group" is not particularly limited, and examples thereof include an ethynyl group, a 1-propynyl group, a 2-propynyl group, a pentynyl group, a hexynyl group, a heptynyl group, an octynyl group, a nonynyl group, a decynyl group, an undecynyl group, and a dodecynyl group.

[0020] As used herein, "C ３－１８The term "alicyclic group" refers to a hydrocarbon group having, in whole or in part, a monocyclic or polycyclic structure having 3 to 18 carbon atoms. Alicyclic groups also include cycloalkyl groups, cycloalkenyl groups, cycloalkynyl groups, monocycloalkyl groups, polycycloalkyl groups, etc. ３－１８ A divalent carbon atom at any position excluding the terminals contained in the "alicyclic group" may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, or SO ２ - may be substituted (however, adjacent divalent carbon atoms may not be substituted at the same time). ３－１８ The "cycloalkyl group" is not particularly limited, and examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 1-i-propylcyclopentan-1-yl group, a cyclohexyl group, a t-butylcyclohexyl group, a tricyclodecanyl group, a cycloheptyl group, a cyclooctyl group, a cyclodecyl group, a 2-methyladamantan-2-yl group, a 2-i-propyladamantan-2-yl group, a bornyl group, a norbornyl group, a fenchyl group, a pinanyl group, an adamantyl group, a tricyclodecyl group, a tetracyclododecyl group, a cyclopropylmethyl group, a cyclobutylmethyl group, a cyclopentylmethyl group, a cyclohexylmethyl group, a bornylmethyl group, a norbornylmethyl group, an adamantylmethyl group, a 1-methylcyclopentyloxycarbonylmethyl group, a cyclopentenyl group, a cyclohexenyl group, and a cycloheptenyl group.

[0021] As used herein, the term "3- to 18-membered non-aromatic heterocyclic group" refers to a 3- to 18-membered non-aromatic heterocyclic group containing one or more heteroatoms selected from the group consisting of nitrogen atoms, oxygen atoms, and sulfur atoms, and may be a monocyclic, polycyclic, or fused ring, and may be saturated or partially unsaturated. The "3- to 18-membered non-aromatic heterocyclic group" is not particularly limited, and examples thereof include an aziridinyl group, an azetidyl group, a pyrrolidinyl group, a pyrrolyl group, a piperidinyl group, a piperazinyl group, a morpholinyl group, a thiomorpholinyl group, a tetrahydrofuryl group, a tetrahydropyranyl group, an oxetanyl group, a tetrahydrofuryl group, a tetrahydropyranyl group, an imidazolinyl group, an oxazolinyl group, a 2,5-diazabicyclo[2.2.1]heptyl group, a 2,5-diazabicyclo[2.2.2]octyl group, a 3,8-diazabicyclo[3.2.1]octyl group, a 1,4-diazabicyclo[4.3.0]nonyl group, a 1-azaadamantyl group, and a 2-azaadamantyl group.

[0022] As used herein, "C ２－１８ The term "aryl group" means an aromatic hydrocarbon cyclic group having 6 to 18 carbon atoms or an aromatic heterocyclic group having 2 to 10 carbon atoms. In the case of an aromatic heterocyclic group, a ring is formed by a carbon atom having 2 to 10 carbon atoms and one or more heteroatoms selected from the group consisting of a nitrogen atom, an oxygen atom, and a sulfur atom, and each may be a monocyclic ring, a polycyclic ring, or a fused ring. ２－１８ The "aryl group" is not particularly limited, and examples thereof include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, an azulenyl group, a pentalenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a phenanthrenyl group, an anthracenyl group, and the like.

[0023] As used herein, "C ７－１８ The term "aralkyl group" refers to "C １－１２ The substitutable portion of the "C alkyl group" is ２－１２ "C" means a group substituted with an "aryl group." ７－１８ The "aralkyl group" is not particularly limited, and examples thereof include a benzyl group, a phenethyl group, a 3-phenylpropyl group, a 4-phenylbutyl group, a 1-naphthylmethyl group, and a 2-naphthylmethyl group.

[0024] As used herein, "C １－１８ The term "hydrocarbyl group" refers to a monovalent group formed by removing one hydrogen atom from a hydrocarbon having 1 to 18 carbon atoms. Hydrocarbyl groups include alkyl groups, alkenyl groups, alkynyl groups, alicyclic groups, aryl groups, aralkyl groups, and the like. １－１８ A divalent carbon atom at any position excluding the terminal contained in the "hydrocarbyl group" may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, or -SO ２ - (however, adjacent divalent carbon atoms cannot be replaced at the same time). １－１８ The term "C" used in the definition of "hydrocarbyloxy group" and the like is used in the definition of "C" １－１８ The same applies to "hydrocarbyl group" and the like. １－１８ The "hydrocarbyl group" is not particularly limited, and examples thereof include "C １－１８ alkyl group," "C ２－１８ alkenyl group," "C ２－１８ alkynyl group," "C ３－１８ “Alicyclic group”, “C ２－１８ aryl group," "C ７－１８ aralkyl groups, etc.

[0025] As used herein, "C １－１８ The term "hydrocarbyloxy group" refers to a group consisting of "C １－１８ "C" means a group in which an oxygen atom (-O-) is bonded to a "hydrocarbyl group." １－１８The "hydrocarbyloxy group" is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, an n-propoxy group, an i-propoxy group, an n-butoxy group, an i-butoxy group, a sec-butoxy group, a t-butoxy group, an n-pentoxy group, an i-pentoxy group, a sec-pentoxy group, an n-hexoxy group, an i-hexoxy group, a 1,1-dimethylpropyloxy group, a 1,2-dimethylpropyloxy group, a 2,2-dimethylpropyloxy group, a 1-methyl- "C" groups such as 2-ethylpropyloxy group, 1-ethyl-2-methylpropyloxy group, 1,1,2-trimethylpropyloxy group, 1,2,2-trimethylpropyloxy group, 1,1-dimethylbutyloxy group, 1,2-dimethylbutyloxy group, 2,2-dimethylbutyloxy group, 2,3-dimethylbutyloxy group, 1,3-dimethylbutyloxy group, 2-ethylbutyloxy group, 2-methylpentyloxy group, and 3-methylpentyloxy group １－１８ alkoxy group"; cyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, cyclohexyloxy group, cycloheptyloxy group, cyclooctyloxy group, 1-methylcyclopentyloxycarbonylmethoxy group, 1-ethylcyclohexyloxycarbonylmethoxy group, 1-methyladamantyloxycarbonylmethoxy group, etc. ３－１８ alicyclic oxy group"; phenyloxy group, 1-naphthyloxy group, 2-naphthyloxy group, azulenyloxy group, pentalenyloxy group, heptalenyloxy group, indacenyloxy group, acenaphthyloxy group, phenanthrenyloxy group, anthracenyloxy group, etc. ６－１８ aryloxy group." １－１８ The "hydrocarbyloxy group" includes "C １－１８ It is preferred that a divalent carbon atom at any position except the terminal contained in the "hydrocarbyl group" is replaced with -O-, -C(=O)-, and / or -C(=O)O-. １－１８A "hydrocarbyloxycarbonylalkyloxy group" is more preferred, and from the viewpoint of solubility, it is even more preferred that the carbon bonded to the oxygen atom of the hydrocarbyloxy is a tertiary carbon. Specific examples of the hydrocarbyloxy include optionally substituted ethylcyclopentyloxy, methyladamantyloxy, ethyladamantyloxy, t-butyloxy, etc.

[0026] As used herein, "C １－１８ The term "hydrocarbyl carbonyl group" refers to a group consisting of "C １－１８ It means a group in which a carbonyl group (—C(═O)—) is bonded to a “hydrocarbyl group.” １－１８ The "hydrocarbyl carbonyl group" is not particularly limited, and examples thereof include "C" such as an acetyl group, a propionyl group, an isopropionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, a pentanoyl group, a 3-methylbutanoyl group, a pivaloyl group, a hexanoyl group, and a heptanoyl group. １－１８ alkylcarbonyl group"; cyclopropylcarbonyl group, cyclobutylcarbonyl group, cyclopentylcarbonyl group, 2-methylcyclopentylcarbonyl group, 3-methylcyclopentylcarbonyl group, cyclohexylcarbonyl group, 2-methylcyclohexylcarbonyl group, 3-methylcyclohexylcarbonyl group, 4-methylcyclohexylcarbonyl group, adamantylcarbonyl group, etc. ３－１８ alicyclic carbonyl group"; "C" such as benzoyl group, 1-naphthoyl group, 2-naphthoyl group, etc. ６－１８ arylcarbonyl group" and the like.

[0027] As used herein, "C １－１８ The term "hydrocarbylcarbonyloxy group" refers to a group consisting of "C １－１８ "C" means a group in which an oxygen atom (-O-) is bonded to a "hydrocarbyl carbonyl group." １－１８The "hydrocarbylcarbonyloxy group" is not particularly limited, and examples thereof include "C" such as a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, an isopropylcarbonyloxy group, an n-butylcarbonyloxy group, an isobutylcarbonyloxy group, a t-butylcarbonyloxy group, an n-pentylcarbonyloxy group, an isopentylcarbonyloxy group, and a hexylcarbonyloxy group. １－１８ alkylcarbonyloxy group"; cyclopropylcarbonyloxy group, cyclobutylcarbonyloxy group, cyclopentylcarbonyloxy group, cyclohexylcarbonyloxy group, etc. ３－１８ alicyclic carbonyloxy group"; "C" such as a phenylcarbonyloxy group, a naphthylcarbonyloxy group, an acenaphthylcarbonyloxy group, a phenanthrenylcarbonyloxy group, an anthracenylcarbonyloxy group, etc. ６－１８ arylcarbonyloxy group" and the like.

[0028] As used herein, "C １－１８ The term "hydrocarbyloxycarbonyl group" refers to a group consisting of "C １－１８ It means a group in which a carbonyl group (—C(═O)—) is bonded to a “hydrocarbyloxy group.” １－１８ The "hydrocarbyloxycarbonyl group" is not particularly limited, and examples thereof include "C" such as a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, an i-propoxycarbonyl group, an n-butoxycarbonyl group, an i-butoxycarbonyl group, a sec-butoxycarbonyl group, a t-butoxycarbonyl group, an n-pentoxycarbonyl group, and a neopentyloxycarbonyl group. １－１８ alkoxycarbonyl group"; "C" such as a cyclopropyloxycarbonyl group, a cyclobutyloxycarbonyl group, a cyclopentyloxycarbonyl group, a cyclohexyloxycarbonyl group, a 2-methylcyclopentyloxycarbonyl group, a 3-methylcyclopentyloxycarbonyl group, a 2-methylcyclohexyloxycarbonyl group, a 3-methylcyclohexyloxycarbonyl group, and a 4-methylcyclohexyloxycarbonyl group; ３－１８alicyclic oxycarbonyl group"; "C" such as a phenoxycarbonyl group, a naphthoxycarbonyl group, an acenaphthyloxycarbonyl group, a phenanthrenyloxycarbonyl group, an anthracenyloxycarbonyl group, etc. ６－１８ aryloxycarbonyl group" and the like.

[0029] As used herein, "C １－１８ The term "hydrocarbyloxycarbonyloxy group" refers to a group consisting of "C １－１８ "C" means a group in which an oxygen atom (-O-) is bonded to a "hydrocarbyloxycarbonyl group." １－１８ The "hydrocarbyloxycarbonyloxy group" is not particularly limited, and examples thereof include "C" such as a methoxycarbonyloxy group, an ethoxycarbonyloxy group, an n-propyloxycarbonyloxy group, an i-propyloxycarbonyloxy group, an n-butoxycarbonyloxy group, an i-butoxycarbonyloxy group, a sec-butoxycarbonyloxy group, a t-butoxycarbonyloxy group, an n-pentyloxycarbonyloxy group, an i-pentyloxycarbonyloxy group, and an n-hexyloxycarbonyloxy group. １－１８ alkoxycarbonyloxy group"; "C" such as cyclopropyloxycarbonyloxy group, cyclobutyloxycarbonyloxy group, cyclopentyloxycarbonyloxy group, cyclohexyloxycarbonyloxy group, etc. ３－１８ alicyclic oxycarbonyloxy group"; "C" such as a phenoxycarbonyloxy group, a naphthoxycarbonyloxy group, an acenaphthyloxycarbonyloxy group, a phenanthrenyloxycarbonyloxy group, an anthracenyloxycarbonyloxy group, etc. ６－１８ aryloxycarbonyloxy group" and the like.

[0030] As used herein, "C １－１８ The term "hydrocarbylamino group" refers to a group consisting of one "C １－１８ "C" means a group bonded to an amino group. １－１８The "hydrocarbylamino group" is not particularly limited, and examples thereof include a "C hydrocarbylamino group" such as a methylamino group, an ethylamino group, an n-propylamino group, an i-propylamino group, an n-butylamino group, an i-butylamino group, a sec-butylamino group, a t-butylamino group, an n-pentylamino group, an i-pentylamino group, a neopentylamino group, and an n-hexylamino group. １－１８ alkylamino group"; cyclopropylamino group, cyclobutylamino group, cyclopentylamino group, 2-methylcyclopentylamino group, 3-methylcyclopentylamino group, cyclohexylamino group, 2-methylcyclohexylamino group, 3-methylcyclohexylamino group, 4-methylcyclohexylamino group, etc. ３－１８ alicyclic amino group"; phenylamino group, 1-naphthylamino group, 2-naphthylamino group, etc. ６－１８ arylamino group" and the like.

[0031] As used herein, "diC １－１８ The term "hydrocarbylamino group" refers to two identical or different "C １－１８ "DiC" means a group in which a "hydrocarbyl group" is bonded to an amino group. １－１８ The "hydrocarbylamino group" is not particularly limited, and examples thereof include a dimethylamino group, a diethylamino group, a di-n-propylamino group, a diisopropylamino group, a di-n-butylamino group, a diisobutylamino group, a di-t-butylamino group, a di-n-pentylamino group, a di-n-hexylamino group, an N-ethyl-N-methylamino group, an N-methyl-N-n-propylamino group, an N-isopropyl-N-methylamino group, an N-n-butyl-N-methylamino group, an N N-isobutyl-N-methylamino group, N-t-butyl-N-methylamino group, N-methyl-N-n-pentylamino group, N-n-hexyl-N-methylamino group, N-ethyl-N-n-propylamino group, N-ethyl-N-isopropylamino group, N-n-butyl-N-ethylamino group, N-ethyl-N-isobutylamino group, N-t-butyl-N-ethylamino group, N-ethyl-N-n-pentylamino group, N-ethyl-N-n-hexylamino group, and other "di-C １－１８alkylamino group"; "di-C" such as dicyclopropylamino group, dicyclobutylamino group, dicyclopentylamino group, dicyclohexylamino group, etc. ３－１８ alicyclic amino group"; "di-C" such as diphenylamino group, phenylnaphthylamino group, etc. ６－１８ "N-C arylamino group" such as N-methylcyclopentanamino group, N-methylcyclohexylamino group, etc. １－１８ Alkyl-N—C ３－１８ cycloalkylamino group"; "N-C cycloalkylamino group" such as N-methyl-2-phenylethylamino group, N-ethyl-N-(4-methylphenyl)amino group, etc. １－１８ Alkyl-N—C ６－１８ arylamino group" and the like.

[0032] As used herein, "C １－１８ The term "hydrocarbylaminocarbonyl group" refers to a group consisting of "C １－１８ It means a group in which a carbonyl group (—C(═O)—) is bonded to a “hydrocarbylamino group.” １－１８ The "hydrocarbylaminocarbonyl group" is not particularly limited, and examples thereof include "C" such as a methylaminocarbonyl group, an ethylaminocarbonyl group, an n-propylaminocarbonyl group, an i-propylaminocarbonyl group, an n-butylaminocarbonyl group, a sec-butylaminocarbonyl group, a t-butylaminocarbonyl group, an n-pentylaminocarbonyl group, a 2-pentylaminocarbonyl group, a neopentylaminocarbonyl group, a 4-methyl-2-pentylaminocarbonyl group, an n-hexylaminocarbonyl group, and a 3-methyl-n-pentylaminocarbonyl group. １－１８ alkylaminocarbonyl group"; cyclopropylaminocarbonyl group, cyclobutylaminocarbonyl group, cyclopentylaminocarbonyl group, cyclohexylaminocarbonyl group, 2-methylcyclopentylaminocarbonyl group, 3-methylcyclopentylaminocarbonyl group, 2-methylcyclohexylaminocarbonyl group, 3-methylcyclohexylaminocarbonyl group, 4-methylcyclohexylaminocarbonyl group, etc. ３－１８ alicyclic aminocarbonyl group"; phenylaminocarbonyl group, 1-naphthylaminocarbonyl group, 2-naphthylaminocarbonyl group, etc.６－１８ arylaminocarbonyl group.

[0033] As used herein, "diC １－１８ The term "hydrocarbylaminocarbonyl group" refers to a "diC １－１８ "DiC" means a group in which a carbonyl group (-C(=O)-) is bonded to a "hydrocarbylamino group." １－１８ The "hydrocarbylaminocarbonyl group" is not particularly limited, and examples thereof include a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a di-n-propylaminocarbonyl group, a diisopropylaminocarbonyl group, a di-n-butylaminocarbonyl group, a diisobutylaminocarbonyl group, a di-t-butylaminocarbonyl group, a di-n-pentylaminocarbonyl group, a di-n-hexylaminocarbonyl group, an N-ethyl-N-methylaminocarbonyl group, an N-methyl-N-n-propylaminocarbonyl group, an N-isopropyl-N-methylaminocarbonyl group, an N-n-butyl-N-methylaminocarbonyl group, an N-isobutyl-N-methylaminocarbonyl group, an N-t-butyl-N-methylaminocarbonyl group, an N-methyl-N-n-pentylaminocarbonyl group, an N-n-hexyl-N-methylaminocarbonyl group, "diC" groups such as an N-ethyl-N-n-propylaminocarbonyl group, an N-ethyl-N-isopropylaminocarbonyl group, an N-n-butyl-N-ethylaminocarbonyl group, an N-ethyl-N-isobutylaminocarbonyl group, an N-t-butyl-N-ethylaminocarbonyl group, an N-ethyl-N-n-pentylaminocarbonyl group, and an N-ethyl-N-n-hexylaminocarbonyl group １－１８ alkylamino group"; "di-C" such as dicyclopropylaminocarbonyl group, dicyclobutylaminocarbonyl group, dicyclopentylaminocarbonyl group, dicyclohexylaminocarbonyl group, etc. ３－１８ alicyclic aminocarbonyl group"; "di-C" such as diphenylaminocarbonyl group, phenylnaphthylaminocarbonyl group, etc. ６－１８ arylaminocarbonyl group" and the like.

[0034] As used herein, "C １－１８ The term "hydrocarbylcarbonylamino group" refers to a group consisting of "C １－１８"C" means a group in which an amino group is bonded to a "hydrocarbyl carbonyl group." １－１８ The "hydrocarbylcarbonylamino group" is not particularly limited, and examples thereof include "C" such as methylcarbonylamino group, ethylcarbonylamino group, n-propylcarbonylamino group, i-propylcarbonylamino group, n-butylcarbonylamino group, i-butylcarbonylamino group, sec-butylcarbonylamino group, t-butylcarbonylamino group, n-pentylcarbonylamino group, i-pentylcarbonylamino group, and n-hexylcarbonylamino group. １－１８ alkylcarbonylamino group"; cyclopropylcarbonylamino group, cyclobutylcarbonylamino group, cyclopentylcarbonylamino group, cyclohexylcarbonylamino group, etc. ３－１８ alicyclic carbonylamino group"; "C" such as phenylcarbonylamino group, naphthylcarbonylamino group, acenaphthylcarbonylamino group, phenanthrenylcarbonylamino group, anthracenylcarbonylamino group, etc. ６－１８ arylcarbonylamino group" and the like.

[0035] As used herein, "C １－１８ The term "hydrocarbylaminocarbonyloxy group" refers to a group consisting of "C １－１８ "C" means a group in which an oxygen atom (-O-) is bonded to a "hydrocarbylaminocarbonyl group." １－１８ The "hydrocarbylaminocarbonyloxy group" is not particularly limited, and examples thereof include "C" such as a methylaminocarbonyloxy group, an ethylaminocarbonyloxy group, and an n-propylaminocarbonyloxy group. １－１８ alkylaminocarbonyloxy group"; cyclopropylaminocarbonyloxy group, cyclohexylaminocarbonyloxy group, etc. ３－１８ alicyclic aminocarbonyloxy group"; phenylaminocarbonyloxy group, 1-naphthylaminocarbonyloxy group, etc. ６－１８ arylaminocarbonyloxy group" and the like.

[0036] As used herein, "diC １－１８ The term "hydrocarbylaminocarbonyloxy group" refers to a "diC １－１８"DiC" means a group in which an oxygen atom (—O—) is bonded to a "hydrocarbylaminocarbonyl group." １－１８ The "hydrocarbylaminocarbonyloxy group" is not particularly limited, and examples thereof include "diC" such as dimethylaminocarbonyloxy group, diethylaminocarbonyloxy group, and di-n-propylaminocarbonyloxy group. １－１８ alkylaminocarbonyloxy group, etc.

[0037] As used herein, "C １－１８ The term "hydrocarbylaminocarbonylamino group" refers to a group consisting of "C １－１８ "Hydrocarbylaminocarbonyl group" means a group bonded to an amino group. １－１８ The "hydrocarbylaminocarbonylamino group" is not particularly limited, and examples thereof include "C" such as methylaminocarbonylamino group, ethylaminocarbonyloxy group, and n-propylaminocarbonylamino group. １－１８ alkylaminocarbonylamino group"; cyclopropylaminocarbonylamino group, cyclohexylaminocarbonylamino group, etc. ３－１８ alicyclic aminocarbonylamino group"; phenylaminocarbonylamino group, 1-naphthylaminocarbonylamino group, etc. ６－１８ arylaminocarbonylamino group" and the like.

[0038] As used herein, "diC １－１８ The term "hydrocarbylaminocarbonylamino group" refers to a "diC １－１８ "Hydrocarbylaminocarbonyl group" means a group bonded to an amino group. １－１８ The "hydrocarbylaminocarbonylamino group" is not particularly limited, and examples thereof include "diC" such as dimethylaminocarbonylamino group, diethylaminocarbonylamino group, and di-n-propylaminocarbonylamino group. １－１８ alkylaminocarbonylamino group, etc.

[0039] As used herein, "C １－１８ The term "hydrocarbyloxycarbonylamino group" refers to a group consisting of "C １－１８"C" means a group in which a "hydrocarbyloxycarbonyl group" is bonded to an amino group. １－１８ The "hydrocarbyloxycarbonylamino group" is not particularly limited, and examples thereof include "C" such as a methoxycarbonylamino group, an ethoxycarbonylamino group, an n-propoxycarbonylamino group, an i-propoxycarbonylamino group, an n-butoxycarbonylamino group, and a t-butoxycarbonylamino group. １－１８ alkoxycarbonylamino group"; cyclopropyloxycarbonylamino group, cyclohexyloxycarbonylamino group, etc. ３－１８ alicyclic oxycarbonylamino group"; phenyloxycarbonylamino group, 1-naphthyloxycarbonylamino group, etc. ６－１８ aryloxycarbonylamino group" and the like.

[0040] As used herein, "C １－１８ The term "hydrocarbylthio group" refers to a group consisting of "C １－１８ "C" means a group in which a sulfur atom (-S-) is bonded to a "hydrocarbyl group." １－１８ The "hydrocarbylthio group" is not particularly limited, and examples thereof include a "C methylthio group, an ethylthio group, an n-propylthio group, an i-propylthio group, an n-butylthio group, an i-butylthio group, a t-butylthio group, an n-pentylthio group, an n-hexylthio group, etc. １－１８ alkylthio group"; cyclopropylthio group, cyclobutylthio group, cyclopentylthio group, cyclohexylthio group, 2-methylcyclopentylthio group, 3-methylcyclopentylthio group, 2-methylcyclohexylthio group, 3-methylcyclohexylthio group, 4-methylcyclohexylthio group, etc. ３－１８ alicyclic thio group"; "C" such as a phenylthio group, a 1-naphthylthio group, a 2-naphthylthio group, an acenaphthylthio group, a phenanthrenylthio group, an anthracenylthio group, etc. ６－１８ arylthio group" and the like.

[0041] As used herein, "C １－１８ The term "hydrocarbylsulfinyl group" refers to a group consisting of "C １－１８ "C" means a group in which a sulfinyl group (-S(=O)-) is bonded to a "hydrocarbyl group."１－１８ The "hydrocarbylsulfinyl group" is not particularly limited, and examples thereof include "C" such as methylsulfinyl group, ethylsulfinyl group, n-propylsulfinyl group, i-propylsulfinyl group, n-butylsulfinyl group, t-butylsulfinyl group, pentylsulfinyl group, and hexylsulfinyl group. １－１８ alkylsulfinyl group"; cyclopropylsulfinyl group, cyclobutylsulfinyl group, cyclopentylsulfinyl group, cyclohexylsulfinyl group, 2-methylcyclopentylsulfinyl group, 3-methylcyclopentylsulfinyl group, 2-methylcyclohexylsulfinyl group, 3-methylcyclohexylsulfinyl group, 4-methylcyclohexylsulfinyl group, etc. ３－１８ alicyclic sulfinyl group"; "C" such as a phenylsulfinyl group, a naphthylsulfinyl group, an acenaphthylsulfinyl group, a phenanthrenylsulfinyl group, an anthracenylsulfinyl group, etc. ６－１８ arylsulfinyl group" and the like.

[0042] As used herein, "C １－１８ The term "hydrocarbylsulfonyl group" refers to a group consisting of "C １－１８ The hydrocarbyl group may be a sulfonyl group (-SO ２ -) is bonded to the group. １－１８ The "hydrocarbylsulfonyl group" is not particularly limited, and examples thereof include "C" such as a methylsulfonyl group, an ethylsulfonyl group, an n-propylsulfonyl group, an i-propylsulfonyl group, an n-butylsulfonyl group, a t-butylsulfonyl group, and a pentylsulfonyl group. １－１８ alkylsulfonyl group"; "C" such as cyclopropylsulfonyl group, cyclobutylsulfonyl group, cyclopentylsulfonyl group, cyclohexylsulfonyl group, 2-methylcyclopentylsulfonyl group, 3-methylcyclopentylsulfonyl group, 2-methylcyclohexylsulfonyl group, 3-methylcyclohexylsulfonyl group, and 4-methylcyclohexyl group; ３－１８ alicyclic sulfonyl group"; "C" such as a phenylsulfonyl group, a naphthylsulfonyl group, an acenaphthylsulfonyl group, a phenanthrenylsulfonyl group, an anthracenylsulfonyl group, etc. ６－１８arylsulfonyl group" and the like.

[0043] In this specification, the term "acid-dissociable group" refers to a group that substitutes a hydrogen atom of a carboxy group or a hydroxy group (including a phenolic hydroxy group, etc.), and that dissociates under the action of an acid. Examples of the acid-dissociable group include acid-dissociable groups G for hydroxy groups or carboxy groups, which are represented by the following general formula (G-1) or (G-2):

[0044] The acid-dissociable group G is not particularly limited as long as it dissociates under the action of an acid, and any known and commonly used group can be used. Examples of the acid-dissociable group G include "tertiary carbon-type acid-dissociable groups G" represented by the following general formula (g-1): Ａ " etc.

[0045] <Tertiary carbon type acid dissociable group G Ａ The acid-dissociable group G is a "tertiary carbon-type acid-dissociable group G" represented by the following general formula (g-1): Ａ ", a carbon atom directly bonded to a polar group, and R Ａ ｇ１ ~R Ａ ｇ３ An acid-labile group in which the carbon atom to which the group is bonded is a tertiary carbon atom can be used.

[0046] "R Ａ ｇ１ " is an optionally substituted C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0047] R Ａ ｇ１ As the C １－１２ Alkyl group, C ３－１２ Alicyclic group, C ６－１２ an aryl group, or C ７－１２An aralkyl group in which any divalent carbon atom excluding the terminal carbon atom is —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and １－１２ an alkyl group or C ３－１２ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ It is more preferred that it may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0048] Also, "R Ａ ｇ２ " and "R Ａ ｇ３ " are each independently a C １－１２ A hydrocarbyl group in which a divalent carbon atom at any position except the terminal is —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), or R Ａ ｇ２ and R Ａ ｇ３ are combined to form C which may have a substituent. ３－１８ An alicyclic group or a 3- to 18-membered non-aromatic heterocyclic group is formed, and a divalent carbon atom at any position except the terminal is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ It may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0049] R Ａ ｇ２ and R Ａ ｇ３ As for R Ａ ｇ２and R Ａ ｇ３ are combined to form C which may have a substituent. ３－１８ An alicyclic group or a 3- to 18-membered non-aromatic heterocyclic group is formed, and a divalent carbon atom at any position except the terminal is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and ３－１８ The alicyclic group or the 3- to 18-membered non-aromatic heterocyclic group contains a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a cyclooctane skeleton, a cyclononane skeleton, a cyclodecane skeleton, a cyclododecane skeleton, a cyclopentene skeleton, a cyclohexene skeleton, a cycloheptene skeleton, a cyclooctene skeleton, a cyclodecene skeleton, a norbornane skeleton, an adamantane skeleton, a tricyclodecane skeleton, a tetracyclododecane skeleton, a norbornene skeleton, or a tricyclodecene skeleton, and a divalent carbon atom at any position excluding the terminal is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ It is more preferable that the group may be substituted with - (provided that adjacent divalent carbon atoms are not simultaneously substituted).

[0050] A tertiary carbon-type acid-dissociable group G represented by general formula (g-1): Ａ Examples of the aryl group include a t-butyl group, a t-amyl group, a 1,1-dimethylpropyl group, a 1-methyl-1-cyclopentyl group, a 1-ethyl-1-cyclopentyl group, a 1-methyl-1-cyclohexyl group, a 1-ethyl-1-cyclohexyl group, a 2-methyl-2-adamantyl group, a 2-ethyl-2-adamantyl group, a 1-(1-methoxy-2-methylpropan-2-yl)cyclopentyl group, and a 1-(1-ethoxy-2-methylpropan-2-yl)cyclopentyl group.

[0051] <<Tertiary carbon type acid dissociable group G Ａ１ and G Ａ２>> Also, the "tertiary carbon-type acid-dissociable group G" represented by general formula (g-1) Ａ " In R Ａ ｇ２ and R Ａ ｇ３ are combined to form C which may have a substituent. ３－１８ In the case where an alicyclic group or a 3- to 18-membered non-aromatic heterocyclic group is formed, for example, a tertiary carbon-type acid-dissociable group G represented by the following general formula (g-1-1) is included: Ａ１ and a tertiary carbon-type oxygen-dissociating group G represented by (g-1-2): Ａ２ etc.

[0052] <<Tertiary carbon-type acid-dissociable group G represented by general formula (g-1-1) Ａ１ >> A tertiary carbon-type acid-dissociable group G represented by the above general formula (g-1-1): Ａ１ In this case, R Ａ ｇ１１ is a C which may have a substituent １－１２ Alkyl group, C ３－１２ Alicyclic group, C ６－１２ an aryl group, or C ７－１２ An aralkyl group in which any divalent carbon atom excluding the terminal carbon atom is —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0053] Also Cy Ａ ｇ１ represents a C which may have a substituent together with the tertiary carbon atom. ３－１８ An alicyclic group or a 3- to 18-membered non-aromatic heterocyclic group is formed, and any divalent carbon atom is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0054] Cy Ａ ｇ１The tertiary carbon atom may be, together with the tertiary carbon atom, a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a cyclooctane skeleton, a cyclononane skeleton, a cyclodecane skeleton, a cyclododecane skeleton, a cyclopentene skeleton, a cyclohexene skeleton, a cycloheptene skeleton, a cyclooctene skeleton, a cyclodecene skeleton, a norbornane skeleton, an adamantane skeleton, a tricyclodecane skeleton, a tetracyclododecane skeleton, a norbornene skeleton, or a tricyclodecene skeleton, and the divalent carbon atom at any position excluding the terminal may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ It is preferably one which may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0055] A tertiary carbon-type acid-dissociable group G represented by general formula (g-1-1): Ａ１ Examples of the tertiary carbon-type acid-dissociable group include the following:

[0056]

[0057]

[0058]

[0059] <<Tertiary carbon-type acid-dissociable group G represented by general formula (g-1-2) Ａ２ >> In the above general formula (g-1-2), R Ａ ｇ２１ ~R Ａ ｇ２３ are each independently a hydro group or an optionally substituted C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), R Ａ ｇ２１ and R Ａ ｇ２２ , and / or R Ａｇ２２ and R Ａ ｇ２３ are directly connected to each other by a single bond or are divalently connected to each other by -O-, -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, or C １－３ They may be linked via an alkylene group to form a ring.

[0060] R Ａ ｇ２１ and R Ａ ｇ２２ , and / or R Ａ ｇ２２ and R Ａ ｇ２３ Examples of the case where R 1 forms a ring together with the carbon atom contained in the ethylenically unsaturated double bond include the case where R 1 forms a cyclopentenyl group, a cyclohexenyl group, a cyclopentylideneethenyl group, a cyclohexylideneethenyl group, or the like, which may have a substituent.

[0061] Also Cy Ａ ｇ２ represents a C which may have a substituent together with the tertiary carbon atom. ３－１８ An alicyclic group or a 3- to 18-membered non-aromatic heterocyclic group is formed, and any divalent carbon atom is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0062] Cy Ａ ｇ２The tertiary carbon atom may be, together with the tertiary carbon atom, a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a cyclooctane skeleton, a cyclononane skeleton, a cyclodecane skeleton, a cyclododecane skeleton, a cyclopentene skeleton, a cyclohexene skeleton, a cycloheptene skeleton, a cyclooctene skeleton, a cyclodecene skeleton, a norbornane skeleton, an adamantane skeleton, a tricyclodecane skeleton, a tetracyclododecane skeleton, a norbornene skeleton, or a tricyclodecene skeleton, and the divalent carbon atom at any position excluding the terminal may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, NHCO-, -S-, or -SO ２ It is preferably one which may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0063] A tertiary carbon-type acid-dissociable group G represented by general formula (g-1-2): Ａ２ Examples of the tertiary carbon-type acid-dissociable group include the following:

[0064]

[0065] As used herein, the term "hydroxy group or carboxy group having a protecting group" refers to a hydroxy group (including a phenolic hydroxy group) or a carboxy group protected with an ether-based protecting group, a silyl ether-based protecting group, an acetal-based protecting group, an acyl-based protecting group, an oxycarbonyl (alkyl)-based protecting group, an aminocarbonyl-based protecting group, or the like, or a hydroxy group (including a phenolic hydroxy group) or a carboxy group having an acid-dissociable group.

[0066] The ether-based protecting group is not particularly limited, and examples thereof include a methyl group, a benzyl group, a p-methoxybenzyl group, a t-butyl group, a triphenylmethyl group, a p-methoxyphenyldiphenylmethyl group, and a di(p-methoxyphenyl)phenylmethyl group. The silyl ether-based protecting group is not particularly limited, and examples thereof include a t-butyldimethylsilyl group (TBS), a triisopropylsilyl group (TIPS), a trimethylsilyl group (TMS), a triethylsilyl group (TES), and a t-butyldiphenylsilyl group (TBDPS). The acetal-based protecting group is not particularly limited, and examples thereof include a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group (THP), and a methoxyethoxymethyl group. The acyl-based protecting group is not particularly limited, and examples thereof include an acetyl group, a pivaloyl group, and a benzoyl group. The oxycarbonyl (alkyl)-based protecting group is not particularly limited, and examples thereof include a t-butoxycarbonyl group. The aminocarbonyl protecting group is not particularly limited, and examples thereof include a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group, and an N-phenyl-N-methyl-aminocarbonyl group.

[0067] Examples of the protecting group include protecting groups P for hydroxy or carboxy groups represented by the following general formulae (P-1) and (P-2).

[0068] The protecting group P is not particularly limited, and known and commonly used protecting groups can be used. Examples of the protecting group P include, other than the above-mentioned "acid-dissociable group", "acetal-based protecting groups P" represented by the following general formula (p-1): Ａ ", "silyl ether-based protecting group P Ｂ ", "aminocarbonyl-based protecting group P Ｃ Each of these will be explained in turn below.

[0069] <Acetal-based protecting group P ＡThe protecting group P is an acetal protecting group P represented by the following general formula (p-1): Ａ A protecting group having an oxygen atom bonded to the carbon atom directly bonded to the oxygen atom of a hydroxy group, a phenolic hydroxy group, or a carboxy group, such as:

[0070] "R Ａ ｐ１ " and "R Ａ ｐ３ " are each independently a hydro group or an optionally substituted C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (however, adjacent divalent carbon atoms are not replaced at the same time). Ａ ｐ２ " is an optionally substituted C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0071] R Ａ ｐ１ and R Ａ ｐ３ is a hydro group or a C １－１２ Alkyl group or C ３－１２ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and １－６ Alkyl group or C ３－８In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ It is more preferred that it may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0072] R Ａ ｐ２ As the C １－１２ Alkyl group or C ３－１２ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and １－６ Alkyl group or C ３－８ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ It is more preferred that it may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0073] An acetal-based protecting group P represented by general formula (p-1) Ａ Examples of the alkoxy group include a methoxymethoxy group, an ethoxymethoxy group, an n-propoxymethoxy group, an n-butoxymethoxy group, a 2,2-dimethylpropoxymethoxy group, a 2,2-dimethylbutoxymethoxy group, a cyclohexyloxymethoxy group, a 1-ethoxyethoxy group, a 1-n-butoxyethoxy group, and a 1-cyclohexyloxyethoxy group.

[0074] <Silyl ether protecting group P Ｂ The protecting group P is a silyl ether protecting group P represented by the following general formula (p-2): Ｂ A protecting group in which a silicon atom is directly bonded to the oxygen atom of a hydroxy group, a phenolic hydroxy group, or a carboxy group, such as:

[0075] "R Ｂ ｐ１ " ~ "R Ｂ ｐ３ " each independently represents a C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0076] R Ｂ ｐ１ ~R Ｂ ｐ３ As the C １－１２ Alkyl group or C ３－１２ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and １－６ Alkyl group or C ３－８ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ It is more preferred that it may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0077] A silyl ether protecting group P represented by general formula (p-2) Ｂ Examples of the silyl group include a t-butyldimethylsilyl group (TBS), a triisopropylsilyl group (TIPS), a trimethylsilyl group (TMS), a triethylsilyl group (TES), and a t-butyldiphenylsilyl group (TBDPS).

[0078]

[0079] <Aminocarbonyl protecting group P Ｃ The protecting group P is an aminocarbonyl protecting group P represented by the following general formula (p-3): Ｃ A protecting group in which an aminocarbonyl group is bonded to the oxygen atom of a hydroxy group, a phenolic hydroxy group, or a carboxy group, such as

[0080] "R Ｃ ｐ１ " and "R Ｃ ｐ２ " are each independently a hydro group or an optionally substituted C １－１２ In a hydrocarbyl group, any divalent carbon atom excluding the terminal carbon atom may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ may be replaced by - (provided that adjacent divalent carbon atoms are not replaced at the same time).

[0081] R Ｃ ｐ１ and R Ｃ ｐ２ is a hydro group or a C １－１２ Alkyl group or C ３－１２ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), and １－６ Alkyl group or C ３－８ In an alicyclic group, any divalent carbon atom excluding the terminal carbon atoms may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, NHCO—, —S—, or —SO ２ It is more preferred that it may be substituted with - (provided that adjacent divalent carbon atoms are not substituted at the same time).

[0082] An aminocarbonyl-based protecting group P represented by general formula (p-3)Ｃ Examples of the aminocarbonyl group include a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group, and an N-phenyl-N-methyl-aminocarbonyl group.

[0083]

[0084] In this specification, the term "optionally having a substituent" is not particularly limited as long as it is chemically permissible and has the effect of the present invention. Examples of the "substituent" include (1) a fluorine atom, (2) a chlorine atom, (3) a bromine atom, (4) a haloalkyl group, (5) a hydroxy group, (6) a thiol group, (7) a nitro group, (8) a cyano group, (9) a carboxy group, (10) an amino group, (11) a sulfo group, (12) a vinyl group, (13) an allyl group, (14) a (meth)acryloyl group, (15) a (meth)acryloyloxy group, (16) a (meth)acrylamide group, (17) a styryl group, (18) an epoxy group, (19) a glycidyl group, (20) an amide group, (21) a hydroxy group or a carboxy group having a protecting group, or (22) a C group in which at least a part of the hydrogen atoms may be substituted with the above (1) to (21). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８Hydrocarbyloxycarbonylamino group, C １－１８ Hydrocarbylthio group, C １－１８ Hydrocarbylsulfinyl group, C １－１８ A hydrocarbylsulfonyl group, in which a divalent carbon atom at any position except the terminal of the substituent is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S-, or -SO ２ may be substituted with - (provided that adjacent divalent carbon atoms are not simultaneously substituted), and the like.

[0085] [1. Polyacid salt or mixture thereof] The polyacid salt or mixture thereof according to this embodiment is represented by the following general formula (I): (A ｍ＋ ) ａ (B ｎ＋ ) ｂ (C （ａｍ＋ｂｎ）－ ) (I) [wherein, A ｍ＋ are each independently H ＋ , a metal ion, or an ammonium ion; B ｎ＋ each independently represents an organic quaternary ammonium cation, an organic quaternary ammonium dication, or a pyridinium cation having two or more ethylenically unsaturated double bonds; （ａｍ＋ｂｎ）－ represents a polyacid anion; m is an integer of 1 to 5, n is an integer of 1 or 2, a is a real number, and b is a real number greater than 0.

[0086] [2. Polyacid Anion] The polyacid anion according to this embodiment is composed of an isopolyacid anion or a heteropolyacid anion.

[0087] [2-1. Isopolyacid Anion] The isopolyacid anion is not particularly limited, and examples thereof include isopolyoxomolybdate anion, isopolyoxotungstate anion, isopolyoxovanadate anion, isopolyoxoniobate anion, and isopolyoxotantalate anion.

[0088] Examples of the isopolyoxomolybdate anion include [MoO ４ ]２－ , [Mo ７ O ２４ ] ６－ , [Mo ８ O ２６ ] ４－ Examples of the isopolyoxotungstate anion include [W ４ O １３ ] ２－ , [W ５ O １６ ] ２－ , [W ６ O １９ ] ２－ , [W ７ O ２２ ] ２－ , [W ７ O ２４ ] ６－ , [H ｚ W １２ O ４０ ] －（８－ｚ） (wherein z represents an integer of 1 to 4), [W １０ O ３２ ] ４－ , [H ４ W １１ O ３８ ] ６－ , [H ７ W １１ O ４０ ] ７－ , [HW ５ O １９ ] ７－ , [H ３ W １１ O ２２ ] ５－ Examples of the isopolyoxovanadate anion include [V ４ O １２ ] ４－ , [V １０ O ２８ ] ６－ Examples of the isopolyoxoniobate anion include [Nb ６ O １９ ] ８－ , [Nb １０ O ２８ ] ６－ Examples of the isopolyoxotantalate anion include [Ta ６ O１９ ] ８－ , [Ta ８ O ２１ ] ２－ etc.

[0089] The above-mentioned isopolyoxomolybdate anion, isopolyoxotungstate anion, isopolyoxovanadate anion, isopolyoxoniobate anion, and isopolyoxotantalate anion include various isomers.

[0090] The isopolyoxotungstate anion may be selected from the group consisting of [W ４ O １３ ] ２－ , [W ５ O １６ ] ２－ , [W ６ O １９ ] ２－ , [W ７ O ２２ ] ２－ , [W ７ O ２４ ] ６－ , [W １０ O ３２ ] ４－ , [H ｚ W １２ O ４０ ] －（８－ｚ） (wherein z represents an integer of 1 to 4), [H ４ W １１ O ３８ ] ６－ , [H ７ W １１ O ４０ ] ７－ , [HW ５ O １９ ] ７－ , [H ３ W １１ O ２２ ] ５－ , [H ４ W ２２ O ７４ ] １２－ , or [H １０ W ３４ O １１６ ] １８－ It is preferable that [W ７ O ２４ ] ６－, [W １０ O ３２ ] ４－ , [H ｚ W １２ O ４０ ] －（８－ｚ） (where z represents an integer of 1 to 4), and more preferably [W ７ O ２４ ] ６－ , [W １０ O ３２ ] ４－ , [H ２ W １２ O ４０ ] ６－ It is more preferable that:

[0091] [2-2. Heteropolyacid Anion] The heteropolyacid anion is not particularly limited, and examples thereof include heteropolyoxomolybdate anion, heteropolyoxotungstate anion, heteropolyoxovanadate anion, heteropolyoxoniobate anion, heteropolyoxotantalate anion, etc. The polyatom of the heteropolyacid anion is preferably Mo, W, V, Nb, or Ta, and more preferably Mo or W.

[0092] Examples of the heteropolyoxomolybdate anion include phosphomolybdate anion, silicomolybdate anion, boromolybdate anion, phosphotungstomolybdate anion, cobaltmolybdate anion, arsenic molybdate anion, germanium molybdate anion, etc. Examples of the heteropolyoxotungstate anion include phosphotungstate anion, silicotungstate anion, borotungstate anion, cobalttoungstate anion, arsenic tungstate anion, germanium tungstate anion, etc. Examples of the heteropolyoxovanadate anion include phosphomolybdovanadate anion, phosphomolybdotungstomolybdate anion, boromolybdovanadate anion, boromolybdotungstovanadate anion, etc. The heteroatom of the heteropolyacid anion is preferably P, Si, Ge, B, S, Co or As, and more preferably P, Si, B, S or Ge.

[0093] The heteropolyoxomolybdate anion, heteropolyoxotungstate anion, heteropolyoxovanadate anion, etc. include Keggin type, Dawson type, Anderson type, and isomers thereof.

[0094] The heteropolyoxotungstate anion may be [PW １２ O ４０ ] ３－ , [SiW １２ O ４０ ] ４－ , [B.W. １２ O ４０ ] ５－ , [SW １２ O ４０ ] ２－ , [P ２ W １８ O ６２ ] ６－ , [Si ２ W １８ O ６２ ] ８－ , [S ２ W １８ O ６２ ] ４－It is preferable that:

[0095] [3. Cation Moiety of Polyacid Salt] The polyacid salt or a mixture thereof according to this embodiment is represented by the following general formula (I): (A ｍ＋ ) ａ (B ｎ＋ ) ｂ (C （ａｍ＋ｂｎ）－ ) (I) [wherein, A ｍ＋ are each independently H ＋ , a metal ion, or an ammonium ion; B ｎ＋ each independently represents an organic quaternary ammonium cation, an organic quaternary ammonium dication, or a pyridinium cation having two or more ethylenically unsaturated double bonds; （ａｍ＋ｂｎ）－ represents a polyacid anion; m is an integer of 1 to 5, n is an integer of 1 or 2, a is a real number, and b is a real number greater than 0.

[0096] Here, the above A ｍ＋ and B ｎ＋ corresponds to the cation moiety of the polyacid salt. ｍ＋ is also called "other counter cations". ｎ＋ ", then other counter cations "A ｍ＋ " will be explained.

[0097] [3-1. Organic quaternary ammonium cation, organic quaternary ammonium dication, or pyridinium cation (B ｎ＋ )} [3-1-1. Organic Quaternary Ammonium Cation] The organic quaternary ammonium cation, organic quaternary ammonium dication, or pyridinium cation having two or more ethylenically unsaturated double bonds according to this embodiment is not particularly limited, and any known or commonly used cation can be used. The ethylenically unsaturated double bond may be derived from, for example, a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group.

[0098] Examples of the organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds according to this embodiment include organic quaternary ammonium cations represented by the following general formula (II). [In the formula, R １Ａ ~R １Ｄ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group; １Ａ ~R １Ｄ The divalent carbon atom at any position excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); １Ａ ~R １Ｄ The hydrogen atoms contained in the formula (I) are (a) fluorine atoms, (b) chlorine atoms, (c) bromine atoms, (d) haloalkyl groups, (e) hydroxy groups, (f) thiol groups, (g) nitro groups, (h) cyano groups, (i) carboxy groups, (j) amino groups, (k) sulfo groups, (l) vinyl groups, (m) allyl groups, (n) (meth)acryloyl groups, (o) (meth)acryloyloxy groups, (p) (meth)acrylamide groups, (q) styryl groups, (r) epoxy groups, (s) glycidyl groups, (t) amide groups, (u) hydroxy groups or carboxy groups having a protecting group, or (v) C groups in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C１－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); １Ａ and R １Ｂ At least one hydrogen atom contained in each of the R is substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acryloyl group, (o) a (meth)acryloyloxy group, (p) a (meth)acrylamide group, or (q) a styryl group; １Ａ ~R １Ｄ Any two of these are directly connected to each other by a single bond, or are divalent linking groups -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, -C(=O)NH- or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (II).

[0099] Also, the above R １Ａ and R １Ｂ Specific examples of the alkyl group include, but are not limited to, a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, a (meth)acryloylethyl group, a (meth)acryloylpropyl group, a (meth)acryloyloxyethyl group, a (meth)acryloyloxypropyl group, a (meth)acryloylaminoethyl group, a (meth)acryloylaminopropyl group, and a styryl group.

[0100] An example of an organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds according to another embodiment is an organic quaternary ammonium cation represented by the following general formula (III).

[0101] [In the formula, L ２Ａ and L ２Ｂ each independently represents a C １－１８ represents a hydrocarbylene group, ２Ａ and L ２Ｂ The divalent carbon atom at any position including the terminal may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S- or -SO ２ - may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); D ２Ａ and D ２Ｂ each independently represents a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group; R ２Ｃ and R ２Ｄ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group, ２Ｃ and R ２Ｄ The divalent carbon atom at any position excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ２Ａ , L ２Ｂ , R ２Ｃ and R ２Ｄ The hydrogen atoms contained in the １－３(e) a haloalkyl group, (e) a hydroxy group, (f) a thiol group, (g) a nitro group, (h) a cyano group, (i) a carboxy group, (j) an amino group, (k) a sulfo group, (l) a vinyl group, (m) an allyl group, (n) a (meth)acryloyl group, (o) a (meth)acryloyloxy group, (p) a (meth)acrylamide group, (q) a styryl group, (r) an epoxy group, (s) a glycidyl group, (t) an amide group, or (u) a hydroxy group or carboxy group having a protecting group, or (v) a C group in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ２Ａ , L ２Ｂ , R ２Ｃ and R ２ＤAny two of these are directly connected to each other by a single bond, or are divalent linking groups -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, -C(=O)NH- or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (III).

[0102] Specific examples of the organic quaternary ammonium cations represented by the above general formulas (II) and (III) are not particularly limited, and include, for example, diallyldimethylammonium cation, tetraallylammonium cation, triallylmethylammonium cation, triallyl-n-pentylammonium cation, triallylphenylammonium cation, triallyl(2-carboxyethyl)ammonium cation, triallyl(2-sulfoethyl)ammonium cation, triallyl(3-hydroxypropyl)ammonium cation, triallyl(3-hydroxy-(2-hydroxymethyl)propyl)ammonium cation, triallyl(2,3-dihydroxypropyl)ammonium cation, triallyl(methoxyethyl)ammonium cation, triallyl(3,3,3-trifluoropropyl)ammonium cation, triallyl(2-trifluoromethylphenyl)ammonium cation, Examples of such organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include thione, triallyl(2,4-bis(trifluoromethyl)benzyl)ammonium cation, triallyl(2,4-bis(trifluoromethyl)phenyl)ammonium cation, triallyl(4-vinylbenzyl)ammonium cation, triallyl(3,5-bis(vinyl)benzyl)ammonium cation, triallyl(acryloylmethyl)ammonium cation, triallyl(3-acrylamidopropyl)ammonium cation, triallyl(3-N-methyl-acryloylamidopropyl)ammonium cation, triallyl(N,N-diallylaminocarbonylmethyl)ammonium cation, dimethyldi(2-N-methylacrylamidoethyl)ammonium cation, di(3-acrylamidopropyl)dimethylammonium cation, di(2-methacryloyloxyethyl)dimethylammonium cation, and dimethyldivinylammonium cation. Examples of such organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include the following organic quaternary ammonium cations.

[0103]

[0104] In the organic quaternary ammonium cation represented by the general formula (II), R １Ａ and R１Ｂ each having one or more (meth)acryloyloxy groups, and in the organic quaternary ammonium cation represented by the general formula (III), D ２Ａ and D ２ＢSpecific examples of the cations having one or more (meth)acryloyloxy groups are not particularly limited, and include, for example, tris(2-acryloyloxyethyl)methylammonium cation, (tris(2-acryloyloxyethyl))n-butylammonium cation, (tris(2-acryloyloxyethyl))isopentylammonium cation, (tris(2-acryloyloxyethyl))benzylammonium cation, tris(2-acryloyloxyethyl)phenylammonium cation, tris(2-acryloyloxyethyl)(3-carboxypropyl)ammonium cation, tris (2-acryloyloxyethyl)(3-sulfopropyl)ammonium cation, tris(2-acryloyloxyethyl)(2-methoxyethyl)ammonium cation, tris(2-acryloyloxyethyl)(3-hydroxypropyl)ammonium cation, tris(2-acryloyloxyethyl)(3-hydroxy-(2-hydroxymethyl)propyl)ammonium cation, tris(2-acryloyloxyethyl)(2,3-dihydroxypropyl)ammonium cation, tris(2-acryloyloxyethyl)(3,3,4,4,4-pentafluorobutyl)ammonium cation, Tris(2-acryloyloxyethyl)(4-trifluoromethylbenzyl)ammonium cation, tris(2-acryloyloxyethyl)(2-trifluoromethylbenzyl)ammonium cation, tris(2-acryloyloxyethyl)(2,4-bis(trifluoromethyl)benzyl)ammonium cation, tris(2-acryloyloxyethyl)(2-trifluoromethylphenyl)ammonium cation, tris(2-acryloyloxyethyl)(2,4-bis(trifluoromethyl)phenyl)ammonium cation, tris(2-acryloyloxyethyl)allylammonium cation, tris(2-acryloyloxyethyl)(4-vinylbenzyl)ammonium cation, tris(2-acryloyloxyethyl)(3,Examples of organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include tris(2-acryloyloxyethyl)(3-acryloyloxypropyl)ammonium cation, tris(2-acryloyloxyethyl)(3-acrylamidopropyl)ammonium cation, tris(2-acryloyloxyethyl)(3-N-methylacrylamidopropyl)ammonium cation, and tris(2-acryloyloxyethyl)(N,N-diallylcarbonylmethyl)ammonium cation. Examples of organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include the following organic quaternary ammonium cations:

[0105]

[0106]

[0107] In the organic quaternary ammonium cation represented by the general formula (II), R １Ａ and R １Ｂ each having one or more styryl groups, and in the organic quaternary ammonium cation represented by the general formula (III), D ２Ａ and D ２ＢSpecific examples in the case where each of these groups has one or more styryl groups are not particularly limited, and include, for example, methyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, n-butyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, isopentyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, phenyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, benzyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 3-sulfopropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 3-carboxypropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 3-methoxyethyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 3-hydroxypropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, (3-hydroxy(2-hydroxymethyl)propyl)(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 2,3-dihydropropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 2-trifluoromethylphenyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 4-trifluoromethylphenyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 2-trifluoromethylbenzyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, (2,5-bis(trifluoromethyl)benzyl)(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 4,4,4-trifluorobutyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 4,4,5,5,Examples of such organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include 5-pentafluopentyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, allyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 4-vinylbenzyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, 3-acryloyloxypropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation, and 3-N-methylacrylamidopropyl(tris(2-(4-vinylbenzoyloxy)ethyl))ammonium cation. Examples of such organic quaternary ammonium cations having two or more ethylenically unsaturated double bonds include the following organic quaternary ammonium cations:

[0108]

[0109]

[0110]

[0111] [3-1-2. Organic Quaternary Ammonium Dication] The organic quaternary ammonium dication having two or more ethylenically unsaturated double bonds according to this embodiment is not particularly limited, and known and commonly used organic quaternary ammonium dications can be used. The ethylenically unsaturated double bond may be derived from, for example, a vinyl group, a (meth)acrylic group, a (meth)acrylamide group, or a styryl group. Examples of the organic quaternary ammonium dication having two or more ethylenically unsaturated double bonds according to this embodiment include organic quaternary ammonium dications represented by the following general formula (IV): [In the formula, R ３Ａ ~R ３Ｆ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group, ３Ａ ~R ３Ｆ The divalent carbon atom at any position excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２- may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); ３Ａ is an optionally substituted C １－１８ represents a hydrocarbylene group, ３Ａ The divalent carbon atom at any position in ２ - may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); <1> The R ３Ａ two or more hydrogen atoms contained in R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group; ３Ａ and hydrogen atoms other than those mentioned above, and R ３Ｂ ~R ３Ｆ and L ３Ａ The hydrogen atoms contained in the １－３ a haloalkyl group, (e) a hydroxy group, (f) a thiol group, (g) a nitro group, (h) a cyano group, (i) a carboxy group, (j) an amino group, (k) a sulfo group, (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, (p) a styryl group, (q) an epoxy group, (r) a glycidyl group, or (s) a group in which a hydrogen atom of a carboxy group or a hydroxy group is substituted with an acid-dissociable group, ３Ａ and R ３Ｂ one or more hydrogen atoms contained in R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group; ３Ａ and R ３Ｂ and hydrogen atoms other than those mentioned above, and the above R ３Ｃ ~R ３Ｆ and L ３Ａ The hydrogen atoms contained in the １－３a haloalkyl group, (e) a hydroxy group, (f) a thiol group, (g) a nitro group, (h) a cyano group, (i) a carboxy group, (j) an amino group, (k) a sulfo group, (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, (p) a styryl group, (q) an epoxy group, (r) a glycidyl group, or (s) a group in which a hydrogen atom of a carboxy group or a hydroxy group is substituted with an acid-dissociable group, or ３Ａ and R ３Ｄ one or more hydrogen atoms contained in R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group; ３Ａ and R ３Ｄ and hydrogen atoms other than those mentioned above, and the above R ３Ｂ , R ３Ｃ , R ３Ｅ , R ３Ｆ and L ３Ａ The hydrogen atoms contained in the hydrogen atoms contained in the １－３ a haloalkyl group, (e) a hydroxy group, (f) a thiol group, (g) a nitro group, (h) a cyano group, (i) a carboxy group, (j) an amino group, (k) a sulfo group, (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, (p) a styryl group, (q) an epoxy group, (r) a glycidyl group, or (s) a group in which a hydrogen atom of a carboxy group or a hydroxy group is substituted with an acid-dissociable group; R ３Ｂ and R ３Ｅ , and / or R ３Ｃ and R ３Ｆ are directly connected to each other by a single bond, or are connected to each other by a divalent linking group -O-, -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (IV).

[0112] Specific examples of the organic quaternary ammonium dication represented by the general formula (IV) are not particularly limited, and include, for example, 1,4-diallyl-1,4-diazabicyclo[2.2.2]octane-1,4-diium, 1,4-di(2-(meth)acryloyloxyethyl)-1,4-diazabicyclo[2.2.2]octane-1.4-diium, 1,4-bis(2-(meth)acrylamidoethyl)-1,4-diazabicyclo[2.2.2]octane-1,4-diium, and the like.

[0113] [3-1-3. Pyridinium Cation] Another example of the pyridinium cation having two or more ethylenically unsaturated double bonds according to this embodiment is a pyridinium cation represented by the following general formula (V). [In the formula, R ４Ａ is an optionally substituted C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group, ４Ａ The divalent carbon atom at any position other than the bonding portion and excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), ４Ａ The hydrogen atoms contained in the formula (I) are (a) fluorine atoms, (b) chlorine atoms, (c) bromine atoms, (d) haloalkyl groups, (e) hydroxy groups, (f) thiol groups, (g) nitro groups, (h) cyano groups, (i) carboxy groups, (j) amino groups, (k) sulfo groups, (l) vinyl groups, (m) allyl groups, (n) (meth)acryloyl groups, (o) (meth)acryloyloxy groups, (p) (meth)acrylamide groups, (q) styryl groups, (r) epoxy groups, (s) glycidyl groups, (t) amide groups, (u) hydroxy groups or carboxy groups having a protecting group, or (v) C groups in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C１－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); R ４Ｂ are each independently a substituent or an optionally substituted C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group, ４Ｂ The divalent carbon atom at any position other than the bonding portion and excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced), ４ＢThe hydrogen atoms contained in the formula (I) are (a) fluorine atoms, (b) chlorine atoms, (c) bromine atoms, (d) haloalkyl groups, (e) hydroxy groups, (f) thiol groups, (g) nitro groups, (h) cyano groups, (i) carboxy groups, (j) amino groups, (k) sulfo groups, (l) vinyl groups, (m) allyl groups, (n) (meth)acryloyl groups, (o) (meth)acryloyloxy groups, (p) (meth)acrylamide groups, (q) styryl groups, (r) epoxy groups, (s) glycidyl groups, (t) amide groups, (u) hydroxy groups or carboxy groups having a protecting group, or (v) C groups in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be replaced by a hydrocarbylthio group, and may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO ２ - may be substituted (provided that adjacent divalent carbon atoms are not simultaneously substituted); c represents an integer of 1 or more and 5 or less; <1> the R ４Ａtwo or more hydrogen atoms contained in the R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, ４Ａ one or more hydrogen atoms contained in the R ４Ｂ is (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, or ４Ｂ one or more hydrogen atoms contained in the formula (I) are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, or <3> c is an integer of 2 or more, and two or more R ４Ｂ are each independently (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, or two or more R ４Ｂ are each independently R ４Ｂ one or more hydrogen atoms contained in R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, or one or more R ４Ｂ are each independently (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, and one or more R ４Ｂ are each independently R ４Ｂ one or more hydrogen atoms contained in the R are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group, or ４Ｂ Two or more hydrogen atoms contained in the above are substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acrylic group, (o) a (meth)acrylamide group, or (p) a styryl group.

[0114] [3-2. Other counter cations (A ｍ＋Other counter cations according to this embodiment (A ｍ＋ ) is H ＋ , a metal ion, or an ammonium ion. ｍ＋ The metal ions that can be used as " are not particularly limited, and examples thereof include Li ＋ , Na ＋ , K. ＋ , Rb ＋ , Cs ＋ , Be ２＋ , Mg ２＋ , Ca ２＋ , Sr ２＋ , Ba ２＋ , Al ３＋ , Co ３＋ , Bi ３＋ , Zr ４＋ , Hf ４＋ , Bi ５＋ These metal ions may be used alone or in combination of two or more.

[0115] "A ｍ＋ "H ＋ , Li ＋ , Na ＋ , K. ＋ , Rb ＋ , Cs ＋ , Mg ２＋ , Ca ２＋ , Sr ２＋ , Ba ２＋ , Al ３＋ , Co ３＋ , N.H. ４＋ is preferred, and H ＋ , Na ＋ , K. ＋ , Rb ＋ , Cs ＋ , Ca ２＋ , Al ３＋ , Co ３＋ , N.H. ４＋ is more preferred.

[0116] [3-3. A ｍ＋ and B ｎ＋ In general formula (I), m is an integer of 1 to 5, n is an integer of 1 or 2, a is a real number, and b is a real number greater than 0. (A ｍ＋ ) ａ (Bｎ＋ ) ｂ (C （ａｍ＋ｂｎ）－ ) (I) The mixture of polyacid salts contains A ｍ＋ and B ｎ＋ In this case, the values ​​of a and b can be determined by, for example, NMR analysis, XRF analysis, XPS analysis, or the like.

[0117] The ratio of a / m to b / n is ｍ＋ , B ｎ＋ Although it depends on the types of compounds, etc., a / m:b / n is preferably 0-3:3-12, more preferably 0-2:2-8, and even more preferably 0-1:1-4. In particular, when the value of a+b is a real number of 3-7 and m and n are 1, it is preferable that a is a real number of 0-3 and b is a real number of 1-7, and it is more preferable that a is a real number of 0-2 and b is a real number of 2-7.

[0118] EXAMPLES The present invention will be specifically explained below by showing examples, but the present invention is not limited to these examples.

[0119] <Synthesis Example 1: Metatungstate containing five diallyldimethylammonium cations> 0.65 g (4.0 mmol, 6.0 eq) of diallyldimethylammonium chloride was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.67 mmol) of commercially available ammonium metatungstate was dissolved in an aqueous hydrochloric acid solution (pH = 1, 20 mL), and this was designated as B. While stirring A at room temperature, B was added to this and stirred for 4 hours. The resulting precipitate was suction filtered and washed with pure water and methanol. Next, it was dried under reduced pressure overnight, and 1.5 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.01 (s, 30H), 4.02 (d, 20H), 5.62-5.68 (m, 20H), 6.04-6.14 (m, 10H), 6.71 (2,3H). １８３W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 126.13 ([C ８ H １６ N] ＋ ) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

[0120] <Synthesis Example 2: Tris(tetraallylammonium)phosphotungstate> 0.58 g (2.7 mmol, 4.0 eq) of tetraallylammonium iodide was dissolved in 20 mL of pure water, and this was designated as A. Next, commercially available phosphotungstic acid (2 g, 0.69 mmol) was dissolved in 20 mL of pure water, and this was designated as B. While stirring A at room temperature, B was added to this and stirred for 4 hours. The resulting precipitate was suction filtered and washed with methanol. Next, it was dried under reduced pressure overnight, and 1.7 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.90 (d, 24H), 5.66-5.72 (m, 24H), 6.05-6.14 (m, 12H). １８３ W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -86.7 (s, 12 W). ESI-MS: POSITIVE m / z 178.16 ([C １２ H ２０ N] ＋ ) NEGATIVE m / z 959 (median) ([PW １２ O ４０ ] ３－ )

[0121] <Synthesis Example 3: Tetrakis(tetraallylammonium)silicotungstate> 1.0 g (3.5 mmol, 5.0 eq) of tetraallylammonium iodide was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.7 mmol) of commercially available tungstosilicic acid was dissolved in 20 mL of pure water, and this was designated as B. While stirring A at room temperature, B was added to this and stirred for 4 hours. The resulting precipitate was filtered by suction and washed with methanol. Next, this was dried under reduced pressure overnight, yielding 2.1 g of the target compound. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.90 (d, 32H), 5.66-5.72 (m, 32H), 6.05-6.14 (m, 16H). １８３ W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -92.7 (s, 12 W). ESI-MS: POSITIVE m / z 178.16 ([C １２ H ２０ N] ＋ ) NEGATIVE m / z 718.5 (median) ([SiW １２ O ４０ ] ４－ )

[0122] <Synthesis Example 4: Metatungstate containing five tetraallylammonium cations> 1.2 g (4.1 mmol, 6.0 eq) of tetraallylammonium iodide was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.67 mmol) of commercially available ammonium metatungstate was dissolved in 20 mL of aqueous hydrochloric acid solution (pH = 1), and this was designated as B. While stirring A at room temperature, B was added to this and stirred for 4 hours. The resulting precipitate was filtered with suction and washed with pure water and methanol. Next, this was dried under reduced pressure overnight, yielding 2.2 g of the target compound. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.90 (d, 40H), 5.66-5.72 (m, 40H), 6.05-6.14 (m, 20H), 6.71 (s, 3H). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 178.16 ([C １２ H ２０ N] ＋) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

[0123] <Synthesis Example 5: Metatungstate containing five triallyl-4-vinylbenzylammonium cations> 1.2 g (4.1 mmol, 6.0 eq) of triallyl-4-vinylbenzylammonium chloride was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.67 mmol) of commercially available ammonium metatungstate was dissolved in 20 mL of aqueous hydrochloric acid solution (pH = 1), and this was designated as B. While stirring A at room temperature, B was added to this and the mixture was stirred for 4 hours. The resulting precipitate was filtered with suction and washed with pure water and methanol. Next, it was dried under reduced pressure overnight, and 2.4 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.33 (t, 30H), 4.57 (s, 10H), 5.35-5.42 (m, 5H), 5.6 5-5.75 (m, 30H), 5.90-6.0 (d, 5H), 6.10-6.30 (m, 15H), 6.7-6.9 (m, 8H), 7.61 (s, 20H). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 254.19 ([C １８ H ２４ N] ＋ ) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

[0124] <Synthesis Example 6: Tris(triallyl(2-trifluoromethylbenzyl)ammonium)phosphotungstate> 1.0 g (2.8 mmol, 4.0 eq) of triallyl(2-trifluoromethylbenzyl)ammonium bromide was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.69 mmol) of commercially available phosphotungstic acid was dissolved in 20 mL of pure water, and this was designated as B. While A was being stirred at room temperature, B was added to this and the mixture was stirred for 4 hours. The resulting precipitate was filtered by suction and washed with methanol. Next, it was dried under reduced pressure overnight, and 2.5 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 4.02 (d, 18H), 4.71 (m, 6H), 5.60-5. 80 (m, 18H), 5.90-6.0 (d, 15H), 5.98-6.25 (m, 9H), 7.75-7.98 (m, 12H). １８３ W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -86.7 (s, 12 W). ESI-MS: POSITIVE m / z 296.16 ([C １７ H ２１ F ３ N] ＋ ) NEGATIVE m / z 959 (median) ([PW １２ O ４０ ] ３－ )

[0125] <Synthesis Example 7: Tetrakis(triallyl(2-trifluoromethylbenzyl)ammonium)silicotungstate> 1.3 g (3.5 mmol, 5.0 eq) of triallyl(2-trifluoromethylbenzyl)ammonium bromide was dissolved in 20 mL of pure water, and the resulting solution was designated as A. Next, 2 g (0.7 mmol) of commercially available tungstosilicic acid was dissolved in 20 mL of pure water, and the resulting solution was designated as B. While stirring A at room temperature, B was added to this and the mixture was stirred for 4 hours. The resulting precipitate was filtered with suction and washed with methanol. Next, the mixture was dried under reduced pressure overnight, and 1.9 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 4.02 (d, 24H), 4.71 (s, 8H), 5.60-5. 8 (m, 24H), 5.90-6.0 (d, 20H), 5.98-6.25 (m, 12H), 7.75-7.98 (m, 16H). １８３W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -92.7 (s, 12 W). ESI-MS: POSITIVE m / z 296.16 ([C １７ H ２１ F ３ N] ＋ ) NEGATIVE m / z 718.5 (median) ([SiW １２ O ４０ ] ４－ )

[0126] <Synthesis Example 8: Metatungstate containing five triallyl(2-trifluoromethylbenzyl)ammonium cations> 1.6 g (4.1 mmol, 6.0 eq) of triallyl(2-trifluoromethylbenzyl)ammonium bromide was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.67 mmol) of commercially available ammonium metatungstate was dissolved in 20 mL of aqueous hydrochloric acid solution (pH = 1), and this was designated as B. While stirring A at room temperature, B was added to this and the mixture was stirred for 4 hours. The resulting precipitate was filtered with suction and washed with pure water and methanol. Next, the mixture was dried under reduced pressure overnight, and 2.3 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 4.02 (d, 30H), 4.73 (s, 10H), 5.60-5.8 (m, 30H), 5.98-6.25 (m, 15H), 6.71 (s, 3H), 7.75-7.98 (m, 20H). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 296.16 ([C １７ H ２１ F ３ N] ＋ ) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

[0127] <Synthesis Example 9: Metatungstate containing five triallyl(3-hydroxypropyl)ammonium cations> 1.34 g (4.1 mmol, 6.0 eq) of triallyl(3-hydroxypropyl)ammonium bromide and 2.0 g (0.67 mmol) of ammonium metatungstate were dissolved in 20 mL of pure water and stirred for 30 minutes. After removing the water by distillation with an evaporator, an additional 2 mL of pure water was added. The resulting powder was suction filtered and dried under reduced pressure to obtain 0.3 g of the target compound. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.85-2.0 (m, 10H), 2.20-2.30 (m, 10H), 3.9- 4.0 (m, 30H), 4.5-5.0 (br, 5H), 5.6-5.8 (m, 30H), 6.0-6.2 (m, 15H), 6.71 (s, 3H). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 196.17 ([C １２ H ２２ NO] ＋ ) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

[0128] <Synthesis Example 10: Tris(dimethyldi(2-(N-methylacrylamide)ethyl)ammonium)phosphotungstate> 1.16 g (2.8 mmol, 4.0 eq) of dimethyldi(2-(N-methylacrylamide)ethyl)ammonium triflate was dissolved in 20 mL of pure water, and the resulting solution was designated as A. Next, 2 g (0.69 mmol) of commercially available phosphotungstic acid was dissolved in 20 mL of pure water, and the resulting solution was designated as B. While A was being stirred at room temperature, B was added to the stirred solution, and the mixture was stirred for 4 hours. The resulting precipitate was filtered by suction and washed with methanol. Next, the solution was dried under reduced pressure overnight, and 1.2 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.90-3.2 (m, 36H), 3.45-3.6 (m, 12H), 3.75-3.95 (m, 12H), 5.75 (d, 6H), 6.18 (d, 6H), 6.7-6.9 (m, 6H). １８３W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -86.7 (s, 12 W). ESI-MS: POSITIVE m / z 268.20 ([C １４ H ２６ N ３ O ２ ] ＋ ) NEGATIVE m / z 959 (median) ([PW １２ O ４０ ] ３－ )

[0129] <Synthesis Example 11: Tetrakis(dimethyldi(2-(N-methylacrylamide)ethyl)ammonium)silicotungstate> 1.45 g (3.5 mmol, 5.0 eq) of dimethyldi(2-(N-methylacrylamide)ethyl)ammonium triflate was dissolved in 20 mL of pure water, and the resulting solution was designated as A. Next, 2 g (0.7 mmol) of commercially available tungstosilicic acid was dissolved in 20 mL of pure water, and the resulting solution was designated as B. While A was being stirred at room temperature, B was added to the stirred solution, and the mixture was stirred for 4 hours. The resulting precipitate was filtered by suction and washed with methanol. Next, the solution was dried under reduced pressure overnight, and 1.4 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.90-3.2 (m, 48H), 3.45-3.6 (m, 16H), 3.75-3.95 (m, 16H), 5.75 (d, 8H), 6.18 (d, 8H), 6.7-6.9 (m, 8H). １８３ W-NMR (20.84 MHz, DMSO-d6): δ (ppm) = -92.7 (s, 12 W). ESI-MS: POSITIVE m / z 268.20 ([C １４ H ２６ N ３ O ２ ] ＋ ) NEGATIVE m / z 718.5 (median) ([SiW １２ O ４０ ] ３－ )

[0130] <Synthesis Example 12: Metatungstate containing five dimethyldi(2-(N-methylacrylamide)ethyl)ammonium cations> 1.7 g (4.1 mmol, 6.0 eq) of dimethyldi(2-(N-methylacrylamide)ethyl)ammonium triflate was dissolved in 20 mL of pure water, and this was designated as A. Next, 2 g (0.67 mmol) of commercially available ammonium metatungstate was dissolved in 20 mL of aqueous hydrochloric acid solution (pH = 1), and this was designated as B. While A was being stirred at room temperature, B was added to this and the mixture was stirred for 4 hours. The resulting precipitate was filtered with suction and washed with pure water and methanol. Next, this was dried under reduced pressure overnight, and 2.3 g of the target compound was obtained. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.90-3.2 (m, 60H), 3.45-3.6 (m, 20 H), 3.75-3.95 (m, 20H), 5.75 (d, 10H), 6.18 (d, 10H), 6.7-6.9 (m, 13H). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -100.13 (s, 12W). ESI-MS: POSITIVE m / z 268.20 ([C １４ H ２６ N ３ O ２ ] ＋ ) NEGATIVE m / z 721.3 (median) ([H ４ W １２ O ４０ ] ４－ )

Claims

1. A polyacid salt or a mixture thereof represented by the general formula (I). ｍ＋ ) ａ (B ｎ＋ ) ｂ (C （ａｍ＋ｂｎ）－ ) (I) [wherein, A ｍ＋ are each independently H ＋ , a metal ion, or an ammonium ion; B ｎ＋ each independently represents an organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds, an organic quaternary ammonium dication, or a pyridinium cation; （ａｍ＋ｂｎ）－ represents a polyacid anion; m is an integer of 1 to 5, n is an integer of 1 or 2, a is a real number, and b is a real number greater than 0.

2. The polyacid salt or mixture thereof according to claim 1, wherein the polyacid anion is an isopolyoxomolybdate anion, an isopolyoxotungstate anion, an isopolyoxoniobate anion, or an isopolyoxotantalate anion.

3. The polyacid salt or mixture thereof according to claim 1, wherein the polyacid anion is a heteropolyacid anion, the polyatom of the heteropolyacid anion being Mo, W, V, Nb or Ta, and the heteroatom being P, Si, B, S or Ge.

4. The polyacid salt or a mixture thereof according to claim 1, wherein the ethylenically unsaturated double bond is derived from a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group.

5. The polyacid salt or a mixture thereof according to claim 1, wherein the organic quaternary ammonium cation having two or more ethylenically unsaturated double bonds is an organic quaternary ammonium cation represented by general formula (II): [In the formula, R １Ａ ~R １Ｄ each independently represents a C １－１８ represents a hydrocarbyl group, a 3- to 18-membered non-aromatic heterocyclic group, or a 5- to 18-membered aromatic heterocyclic group; １Ａ ~R １Ｄ The divalent carbon atom at any position except the terminal is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S- or -SO ２ - may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); １Ａ ~R １Ｄ The hydrogen atoms contained in the above formula (1) are selected from the group consisting of (a) fluorine atoms, (b) chlorine atoms, (c) bromine atoms, (d) haloalkyl groups, (e) hydroxy groups, (f) thiol groups, (g) nitro groups, (h) cyano groups, (i) carboxy groups, (j) amino groups, (k) sulfo groups, (l) vinyl groups, (m) allyl groups, (n) (meth)acryloyl groups, (o) (meth)acryloyloxy groups, (p) (meth)acrylamide groups, (q) styryl groups, (r) epoxy groups, (s) glycidyl groups, (t) amide groups, (u) hydroxy groups or carboxy groups having a protecting group, or (v) C groups in which at least a part of the hydrogen atoms may be substituted with any of the above (a) to (u). １－１８ Hydrocarbyl Group, C １－１８ Hydrocarbyloxy group, C １－１８ Hydrocarbyl carbonyl group, C １－１８ Hydrocarbylcarbonyloxy group, C １－１８ Hydrocarbyloxycarbonyl group, C １－１８ Hydrocarbyloxycarbonyloxy group, C １－１８ Hydrocarbylamino group, diC １－１８ Hydrocarbylamino group, C １－１８ Hydrocarbylaminocarbonyl group, diC １－１８ Hydrocarbylaminocarbonyl group, C １－１８ Hydrocarbylcarbonylamino group, C １－１８ Hydrocarbylaminocarbonyloxy group, diC １－１８ Hydrocarbylaminocarbonyloxy group, C １－１８ Hydrocarbylaminocarbonylamino group, diC １－１８ Hydrocarbylaminocarbonylamino group, C １－１８ A hydrocarbyloxycarbonylamino group, or １－１８ The divalent carbon atom at any position of these substituents except for the terminals may be replaced by a hydrocarbylthio group, and may be -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -NH(C=O)O-, -S- or -SO ２ - may be substituted (provided that adjacent divalent carbon atoms are not substituted at the same time); １Ａ and R １Ｂ At least one hydrogen atom contained in each of the R groups is substituted with (l) a vinyl group, (m) an allyl group, (n) a (meth)acryloyl group, (o) a (meth)acryloyloxy group, (p) a (meth)acrylamide group, or (q) a styryl group; １Ａ ~R １Ｄ Any two of the above are directly connected to each other by a single bond, or are divalent linking groups -S-, -C(=O)-, -S(=O)-, -S(=O) ２ -, -C(=O)O-, -C(=O)NH- or C １－３ They may be linked via an alkylene group to form a ring together with the nitrogen atom in formula (II).

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