Heteropolyoxometalate having modified lacunary site, or mixture thereof

Abstract

The present invention provides: a novel heteropolyoxometalate having a modified lacunary site, obtained by modifying the lacunary site of a heteropoly anion having a lacunary site and by introducing an organic sulfonium cation, an organic sulfonium dication, or an organic iodonium cation as a counter cation of the heteropoly anion having the modified lacunary site; or a mixture thereof.

Description

Heteropolyacid salts or mixtures thereof with modified defect sites

[0001] The present invention relates to a heteropolyacid salt or a mixture thereof in which the defect site is modified.

[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] It is also known that polyacids have multiple defect species in which a portion of the basic skeleton is missing. The terminal oxygen atoms at the defect sites, where a portion of the basic skeleton of a polyacid is missing, have a certain degree of negative charge density on the oxygen atoms, making them highly reactive and nucleophilic. Therefore, by reacting the terminal oxygen atoms with electrophilic atoms or molecules, various functional polyacid complexes and organic / inorganic hybrid structures can be formed.

[0004] Patent Document 1 discloses a polyoxometalate compound having a metal-substituted polyoxometalate, which comprises a polyoxometalate having defect sites, a substituting metal atom (divalent platinum or palladium) introduced into the defect sites, and an organic ligand.

[0005] U.S. Pat. No. 1,142,0871

[0006] An object of the present invention is to provide a novel heteropolyacid salt or a mixture thereof in which the defect site is modified.

[0007] As a result of intensive research aimed at solving the above-mentioned problems, the present inventors have found that it is possible to provide a novel heteropolyacid salt or a mixture thereof in which the defect sites have been modified by modifying the defect sites of a heteropolyacid anion having defect sites and, optionally, by introducing a cation having one or more substituents that are reactive to actinic radiation as a counter cation to the heteropolyacid anion, and have thereby completed the present invention.

[0008] That is, the present invention relates to the following inventions: <1> A heteropolyacid salt represented by general formula (I) in which the defect site is modified, 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 sulfonium cation, an organic sulfonium dication, or an organic iodonium cation; （ａｍ＋ｂｎ）－ represents a heteropolyacid anion in which the defect sites have been modified; 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 heteropolyacid salt or mixture thereof in which the defect sites have been modified according to <1>, in which the polyatom of the heteropolyacid anion is Mo, W, V, Nb, or Ta, and the heteroatom is P, Si, B, S, or Ge. <3> The heteropolyacid salt or mixture thereof in which the defect sites have been modified according to <1>, in which the heteropolyacid anion is a defective Keggin-type heteropolyacid anion or a defective Dawson-type heteropolyacid anion. <4> The heteropolyacid salt or mixture thereof in which the defect sites have been modified according to <3>, in which the defective Keggin-type heteropolyacid anion is represented by general formula (II-1), (II-2), or (II-3). [XM １１ O ３９ ]ｃ１１－ (II-1) [XM １０ O ３６ ] ｃ１２－ (II-2) [XM ９ O ３４ ] ｃ１３－ (II-3) (wherein X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; c11- to c13- represent the number of negative charges, and c11 to c13 are natural numbers.) <5> The heteropolyacid salt or mixture thereof according to <3>, whose defective sites have been modified, wherein the defective Dawson-type heteropolyacid anion is represented by general formula (III-1), (III-2), or (III-3): [X ２ M １７ O ６１ ] ｃ２１－ (III-1) [X ２ M １６ O ５８ ] ｃ２２－ (III-2) [X ２ M １５ O ５６ ] ｃ２３－(III-3) (wherein X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; and c21- to c23- represent the number of negative charges, and c21 to c23 are natural numbers.) <6> The heteropolyacid salt or mixture thereof according to <1>, wherein the defect site has been modified, is modified by bonding a group having one or more heteroatoms P, Si, Ge, or Sn, to which one or more hydro groups or organic groups are bonded, to the heteropolyacid anion having the defect site via some or all of the heteroatoms. <7> The heteropolyacid salt or mixture thereof according to <6>, wherein the organic group has one or more halogen atoms, haloalkyl groups, hydroxy groups, thiol groups, nitro groups, cyano groups, carboxy groups, amino groups, sulfo groups, epoxy groups, glycidyl groups, or amide groups. <8> The heteropolyacid salt or mixture thereof having a modified defect site according to <6>, wherein the organic group has one or more ethylenically unsaturated double bonds. <9> The heteropolyacid salt or mixture thereof having a modified defect site according to <8>, wherein the ethylenically unsaturated double bond is a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group. <10> The heteropolyacid salt or mixture thereof having a modified defect site according to <6>, wherein the organic group has one or more hydroxy groups or carboxy groups having a protecting group.

[0009] <11> The heteropolyacid salt or a mixture thereof according to <1>, wherein the heteropolyacid anion having a modified defect site is represented by any one of general formulas (VI-1) to (VI-12). [XM １１ O ３９ (R １Ａ X') ２ O] ｃ３１－ (VI-1) [XM １１ O ３９ (R １Ｂ１ R １Ｂ２ X') ２ ] ｃ３１－ (VI-2) [XM １１ O ３９ (R １Ｄ P=O) ２ ] ｃ３１－(VI-3) [XM １１ O ３９ (R １Ｅ X'') ｃ３１－ (VI-4) [XM １０ O ３６ (R １Ａ X') ２ O] ｃ３２－ (VI-5) [XM １０ O ３６ (R １Ｂ１ R １Ｂ２ X') ２ ] ｃ３２－ (VI-6) [XM １０ O ３６ (R １Ｃ X'O) ４ ] ｃ３２－ (VI-7) [XM １０ O ３６ (R １Ｄ P=O) ２ ] ｃ３２－ (VI-8) [X ２ M １７ O ６１ (R １Ａ X') ２ O] ｃ３２－ (VI-9) [X ２ M １７ O ６１ (R １Ｂ１ R １Ｂ２ X') ２ ] ｃ３２－ (VI-10) [X ２ M １７ O ６１ (R １Ｄ P=O) ２ ] ｃ３３－ (VI-11) [X ２ M １７ O ６１ (R １Ｅ X'') ｃ３３－ (VI-12) (wherein, X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; X' represents a heteroatom of Si or Ge; X'' represents a heteroatom of Si, Ge, or Sn; R １Ａ ~R １Ｅare each independently a hydro group 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, １Ａ ~R １Ｅ 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 １Ｅ a hydrogen atom contained in may be replaced by (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or carboxy group having a protecting group; and c31, c32, and c33 are natural numbers.

[0010] <12> The heteropolyacid salt or mixture thereof according to <1>, wherein the organic sulfonium cation is an organic sulfonium cation represented by general formula (VIII): (In the formula, R ２Ａ , R ２Ｂ and R ２Ｃ 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, ２Ａ , R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ The hydrogen atoms contained in the formula (I) are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 , R ２Ｂ and R ２Ｃ Any two of these are directly connected to each other by a single bond, or are divalent linking groups -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 sulfur atom in formula (VIII).

[0011] <13> R of the organic sulfonium cation represented by the general formula (VIII) ２Ａ , R ２Ｂ and R ２Ｃ at least one hydrogen atom contained in the heteropolyacid salt or the mixture thereof according to <12> is substituted with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or a carboxy group having a protecting group.

[0012] <14> The heteropolyacid salt or mixture thereof according to <1>, wherein the organic sulfonium dication is an organic sulfonium dication represented by general formula (IX): (In the formula, R ３Ａ , R ３Ｂ , R ３Ｃ and R ３Ｄ 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 ３Ｂ , R ３Ｃ and R ３ＤThe 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); K ３Ａ , K. ３Ｂ and L each independently represent C which may have a substituent. １－１８ represents a hydrocarbylene group, ３Ａ , K. ３Ｂ and a divalent carbon atom at any position of L is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -S- or SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ３Ａ , R ３Ｂ , R ３Ｃ , R ３Ｄ , K. ３Ａ , K. ３Ｂ and the hydrogen atoms contained in L are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 １－１８Hydrocarbylaminocarbonyl 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 A divalent carbon atom at any position excluding the terminal of these substituents may be replaced by -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 ３Ａ , R ３Ｂ and K. ３Ａ and / or R ３Ｃ , R ３Ｄ and K. ３Ｂ Any two of these 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 sulfur atom in formula (IX).

[0013] <15> The heteropolyacid salt or the mixture thereof according to <1>, wherein the organic iodonium cation is an organic iodonium cation represented by general formula (X): (In the formula, R ４Ａ and R ４Ｂ 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, ４Ａ and R ４ＢThe 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); ４Ａ and R ４Ｂ The hydrogen atoms contained in the formula (I) are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 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 １－１８The divalent carbon atom at any position of these substituents, excluding the terminals, may be substituted with a hydrocarbyloxycarbonyloxy 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); ４Ａ and R ４Ｂ 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 iodine atom in formula (X).

[0014] <16> R of the organic iodonium cation represented by the general formula (X) ４Ａ and R ４Ｂ at least one hydrogen atom contained in the heteropolyacid salt or the mixture thereof according to <15> is substituted with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or a carboxy group having a protecting group.

[0015] According to the present invention, it is possible to provide a novel heteropolyacid salt or a mixture thereof in which the defect sites have been modified. By modifying the defect sites and optionally introducing a cation having one or more substituents that are reactive to actinic rays (including visible light, ultraviolet light, X-rays, electron beams, α-rays, β-rays, γ-rays, etc.) as a counter cation to the heteropolyacid anion, the heteropolyacid salt or a mixture thereof in which the defect sites have been modified can be suitably used as a novel functional building block with excellent actinic ray reactivity.

[0016] Preferred embodiments of the present invention will be described in detail below, but the present invention is not limited to the following embodiments.

[0017] In this specification, the term "(meth)acryloyl group" is used to mean both an acryloyl group and a methacryloyl group.

[0018] As used herein, the term "halogen atom" refers to a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

[0019] In this specification, for example, "C １－６ " and other terms refer to the number of carbon atoms in the core group.

[0020] 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.

[0021] 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.

[0022] 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.

[0023] 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.

[0024] 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.

[0025] 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.

[0026] 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] 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.

[0032] 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.

[0033] 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.

[0034] 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.

[0035] 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.

[0036] 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.

[0037] 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.

[0038] 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.

[0039] 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.

[0040] 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.

[0041] 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" and the like.

[0042] 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.

[0043] 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.

[0044] 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.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] As used herein, the term "acid-dissociable group" refers to a group that substitutes a hydrogen atom of a hydroxy group (including a phenolic hydroxy group) or a carboxy group, 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):

[0049] 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.

[0050] <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.

[0051] "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).

[0052] R Ａ ｇ１ As the C １－１２ Alkyl group, C ３－１２ Alicyclic group, C ６－１２ an aryl group, or C７－１２ 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 - (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).

[0053] 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).

[0054] R Ａ ｇ２ and R Ａ ｇ３ As for R Ａｇ２ 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 - (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).

[0055] 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.

[0056] <<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.

[0057] <<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).

[0058] 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).

[0059] 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).

[0060] 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:

[0061]

[0062]

[0063]

[0064] <<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.

[0065] 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.

[0066] 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).

[0067] 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).

[0068] 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:

[0069]

[0070] 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.

[0071] 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.

[0072] 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).

[0073] 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.

[0074] <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:

[0075] "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).

[0076] 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).

[0077] 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).

[0078] 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.

[0079] <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:

[0080] "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).

[0081] 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).

[0082] 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).

[0083]

[0084] <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

[0085] "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).

[0086] R Ｃ ｐ１ and R Ｃ ｐ２ is a hydro group or an optionally substituted 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).

[0087] 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.

[0088]

[0089] 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 halogen atom, (2) a haloalkyl group, (3) a hydroxy group, (4) a thiol group, (5) a nitro group, (6) a cyano group, (7) a carboxy group, (8) an amino group, (9) a sulfo group, (10) a vinyl group, (11) an allyl group, (12) a (meth)acryloyl group, (13) a (meth)acryloyloxy group, (14) a (meth)acrylamide group, (15) a styryl group, (16) an epoxy group, (17) a glycidyl group, (18) an amide group, (19) a hydroxy group or a carboxy group having a protecting group, or (20) a C group in which at least a part of the hydrogen atoms may be substituted with the above (1) to (19). 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 Hydrocarbyloxycarbonylamino group, C１－１８ 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 (provided that adjacent divalent carbon atoms are not substituted at the same time), etc.

[0090] [1. Heteropolyacid salt having modified defect sites or a mixture thereof] The heteropolyacid salt having modified defect sites or a mixture thereof according to this embodiment is a heteropolyacid salt having modified defect sites represented by 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 sulfonium cation, an organic sulfonium dication, or an organic iodonium cation; （ａｍ＋ｂｎ）－ represents a heteropolyacid anion having a defect site, in which the defect site is modified; 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.]

[0091] [2. Heteropolyacid Anion] Examples of the heteropolyacid anion according to this embodiment 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 heteropoly acid anions include Keggin type, Dawson type, Anderson type, and various isomers thereof.

[0094] [3. Heteropolyacid Anion Having Defect Sites] The heteropolyacid anion having defect sites according to this embodiment is not particularly limited, and may be a defect species in which a part of the basic skeleton of the heteropolyacid anion is defective, and any of a one-defect species, a two-defect species, a three-defect species, etc. Examples of the heteropolyacid anion having defect sites include a defective Keggin-type heteropolyacid anion and a defective Dawson-type heteropolyacid anion.

[0095] [3-1. Deficient Keggin Type Heteropolyacid Anion] Examples of the defective Keggin type heteropolyacid anion include a one-deficient Keggin type heteropolyacid anion represented by the following general formula (II-1), a two-deficient Keggin type heteropolyacid anion represented by the following general formula (II-2), and a three-deficient Keggin type heteropolyacid anion represented by the following general formula (II-3): [XM １１ O ３９ ] ｃ１１－(II-1) [XM １０ O ３６ ] ｃ１２－ (II-2) [XM ９ O ３４ ] ｃ１３－ (II-3) (wherein, X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; c11- to c13- represent the number of negative charges, and c11 to c13 are natural numbers.)

[0096] In the general formulas (II-1) to (II-3), the values ​​of c11 to c13 vary depending on the types of X and M. For example, in the general formula (II-1), when X is P and M is Mo or W, c11 is 7 ([PMo １１ O ３９ ] ７－ , [P.W. １１ O ３９ ] ７－ ) and when X is Si and M is Mo or W, c11 is 8 ([SiMo １１ O ３９ ] ８－ , [SiW １１ O ３９ ] ８－ ) and when X is B and M is Mo or W, c11 is 9 ([BMo １１ O ３９ ] ９－ , [B.W. １１ O ３９ ] ９－ ) and when X is S and M is Mo or W, c11 is 6 ([SMo １１ O ３９ ] ６－ , [SW １１ O ３９ ] ６－ ) and when X is Ge and M is Mo or W, c11 is 8 ([GeMo １１ O ３９ ] ８－ , [GeW １１ O ３９ ] ８－ In addition, in the general formula (II-2), when X is P and M is Mo or W, c12 is 7 ([PMo １０ O ３６ ] ７－ , [P.W. １０ O３６ ] ７－ ) and when X is Si and M is Mo or W, c12 is 8 ([SiMo １０ O ３６ ] ８－ , [SiW １０ O ３６ ] ８－ ) and when X is B and M is Mo or W, c12 is 9 ([BMo １０ O ３６ ] ９－ , [B.W. １０ O ３６ ] ９－ ) and when X is Ge and M is Mo or W, c12 is 8 ([GeMo １０ O ３６ ] ８－ , [GeW １０ O ３６ ] ８－ Furthermore, in the general formula (II-3), for example, when X is P and M is Mo or W, c13 is 9 ([PMo ９ O ３４ ] ９－ , [P.W. ９ O ３４ ] ９－ ) and when X is Si and M is Mo or W, c13 is 10 ([SiMo ９ O ３４ ] １０－ , [SiW ９ O ３４ ] １０－ ) and when X is S and M is Mo or W, c13 is 8 ([SMo ９ O ３４ ] ８－ , [SW ９ O ３４ ] ８－ ) and when X is Ge and M is Mo or W, c13 is 10 ([GeMo ９ O ３４ ] １０－ , [GeW ９ O ３４ ] １０－ )

[0097] The defect Keggin type heteropoly acid anion preferably has an isomeric structure of α-, β-, or γ-form. The isomeric structure of the one defect Keggin type heteropoly acid anion represented by the general formula (II-1) is preferably [α-PW １１ O ３９ ] ７－ , [β-PW １１ O ３９ ] ７－ , [γ-PW １１ O ３９ ] ７－ , [α-PMo １１ O ３９ ] ７－ , [β-PMo １１ O ３９ ] ７－ , [γ-PW １１ O ３９ ] ７－ , [α-SiW １１ O ３９ ] ８－ , [β-SiW １１ O ３９ ] ８－ , [γ-SiW １１ O ３９ ] ８－ , [α-SiMo １１ O ３９ ] ８－ , [β-SiMo １１ O ３９ ] ８－ , [γ-SiW １１ O ３９ ] ８－ is preferred, and [α-PW １１ O ３９ ] ７－ , [α-PMo １１ O ３９ ] ７－ , [α-SiW １１ O ３９ ] ８－ , [α-SiMo １１ O ３９ ] ８－ The isomer structure of the two-deficient Keggin type heteropoly acid anion represented by the general formula (II-1) is preferably [α-PW １０ O ３６ ] ７－ , [β-PW １０ O ３６ ]７－ , [γ-PW １０ O ３６ ] ７－ , [α-PMo １０ O ３６ ] ７－ , [β-PMo １０ O ３６ ] ７－ , [γ-PW １０ O ３６ ] ７－ , [α-SiW １０ O ３６ ] ８－ , [β-SiW １０ O ３６ ] ８－ , [γ-SiW １０ O ３６ ] ８－ , [α-SiMo １０ O ３６ ] ８－ , [β-SiMo １０ O ３６ ] ８－ , [γ-SiW １０ O ３６ ] ８－ is preferred, and [γ-PW １０ O ３６ ] ７－ , [γ-PMo １０ O ３６ ] ７－ , [γ-SiW １０ O ３６ ] ８－ , [γ-SiMo １０ O ３６ ] ８－ Further, the isomeric structure of the 3-deficient Keggin type heteropoly acid anion represented by the general formula (III-1) is preferably [α-PW ９ O ３４ ] ９－ , [β-PW ９ O ３４ ] ９－ , [γ-PW ９ O ３４ ] ９－ , [α-PMo ９ O ３４ ] ９－ , [β-PMo ９ O ３４ ] ９－ , [γ-PW ９ O３４ ] ９－ , [α-SiW ９ O ３４ ] １０－ , [β-SiW ９ O ３４ ] １０－ , [γ-SiW ９ O ３４ ] １０－ , [α-SiMo ９ O ３４ ] １０－ , [β-SiMo ９ O ３４ ] １０－ , [γ-SiW ９ O ３４ ] １０－ is preferred.

[0098] [3-2. Deficient Dawson Type Heteropolyacid Anion] Examples of the defective Dawson type heteropolyacid anion include a mono-deficient Dawson type heteropolyacid anion represented by the following general formula (III-1), a di-deficient Dawson type heteropolyacid anion represented by the following general formula (III-2), and a tri-deficient Dawson type heteropolyacid anion represented by the following general formula (III-3): [X ２ M １７ O ６１ ] ｃ２１－ (III-1) [X ２ M １６ O ５８ ] ｃ２２－ (III-2) [X ２ M １５ O ５６ ] ｃ２３－ (III-3) (wherein X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; c21- to c23- represent the number of negative charges, and c21 to c23 are natural numbers.)

[0099] In the general formulas (III-1) to (III-3), the values ​​of c21 to c23 vary depending on the types of X and M. For example, in the general formula (III-1), when X is P and M is Mo or W, c21 is 10 ([P ２ Mo １７ O ６１ ] １０－ , [P２ W １７ O ６１ ] １０－ ), and if X is S and M is W, c21 is 8([S ２ W １７ O ６１ ] ８－ In addition, in the general formula (III-2), when X is Ge and M is Mo, c22 is 12 ([Ge ２ Mo １６ O ５８ ] １２－ Furthermore, in the general formula (III-3), when X is P and M is Mo or W, c23 is 12 ([P ２ Mo １５ O ５６ ] １２－ , [P ２ W １５ O ５６ ] １２－ )

[0100] The deficient Dawson type heteropoly acid anion preferably has an isomeric structure of α-, β-, or γ-form. The isomeric structures of the deficient Dawson type heteropoly acid anions represented by the general formulae (III-1) to (III-3) include [α-P ２ W １７ O ６１ ] １０－ , [α-P ２ W １５ O ５６ ] １２－ , [α-S ２ W １７ O ６１ ] ８－ etc. can be suitably used.

[0101] [4. Heteropolyacid Anion Modified at Defect Sites] [4-1. Modification of Defect Sites and Notation Thereof] The heteropolyacid anion modified at defect sites according to this embodiment has a terminal oxygen atom at the defect site of the heteropolyacid anion having the defect site modified with a group having one or more heteroatoms P, Si, Ge, or Sn to which one or more hydro groups or organic groups are bonded, and the modified portion is bonded to the defect site of the heteropolyacid anion via some or all of the heteroatoms.

[0102] The group having one or more heteroatoms P, Si, Ge, or Sn to which one or more hydro groups or organic groups are bonded is not particularly limited, and can be represented, for example, by the following general formulas (IV-1) to (IV-5). [In formulas (IV-1) to (IV-5), X′ represents Si or Ge; X″ represents a heteroatom of Si, Ge, or Sn; R １Ａ１ ~R １Ｅ１ are each independently a hydro group 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, １Ａ１ ~R １Ｅ１ 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), １Ａ１ ~R １Ｅ１ The hydrogen atoms contained in may be replaced by (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, or (s) hydroxy groups or carboxy groups having a protecting group; * represents the bond with the terminal oxygen atom of the missing site.]

[0103] In this specification, for convenience, a heteropoly acid anion in which the deficiency site is modified by one or more groups having a heteroatom Si or Ge bonded to one or more hydro groups or organic groups, represented by general formula (IV-1), can be represented by the following general formula (V-1): [X ｗ M ｘ Oｙ (R １Ａ１ X') (R １Ａ２ X')O] ｃ－ (V-1) (wherein w, x, y, and c are all natural numbers, and X, M, X′, and R １Ａ１ and R １Ａ２ is the same as above.) Also, R １Ａ１ and R １Ａ２ If they are the same, call this R １Ａ can be expressed as in the following general formula (V-1'): [X ｗ M ｘ O ｙ (R １Ａ X') ２ O] ｃ－ (V-1′)

[0104] The heteropolyacid anion having a modified defect site represented by general formula (V-1) or (V-1′) is not particularly limited, and may be, for example, a heteropolyacid anion having a defect site and (R １Ａ ) X'Y ３ (Y represents a leaving group, for example, a halogen atom, a hydroxy group, an alkoxy group (C １－４ An alkoxy group is preferred, and C １－２ An alkoxy group is more preferred.), an alkylcarbonyloxy group (C １－４ alkylcarbonyloxy group), hydrocarbylsulfonyloxy group (C １－６ Alkyl or C ７－１０ An aralkylsulfonyloxy group is preferred. Examples include a methanesulfonyloxy group and a p-toluenesulfonyloxy group.

[0105] Similarly, in this specification, a heteropoly acid anion in which the vacant site is modified by one or more groups having a heteroatom Si or Ge bonded to one or more hydro groups or organic groups, as represented by general formula (IV-2), can be represented for convenience as in the following general formula (V-2): [X ｗ M ｘ O ｙ (R １Ｂ１ R １Ｂ２ X') (R １Ｂ３ R１Ｂ４ X') ｃ－ (V-2) (wherein w, x, y, and c are all natural numbers, and X, M, X′, and R １Ｂ１ , R １Ｂ２ , R １Ｂ３ and R １Ｂ４ is the same as above.) Also, R １Ｂ１ R １Ｂ２ and R １Ｂ３ R １Ｂ４ are the same, it can be expressed as in the following general formula (V-2'): ｗ M ｘ O ｙ (R １Ｂ１ R １Ｂ２ X') ２ ] ｃ－ (V-2′)

[0106] The heteropolyacid anion having a modified defect site represented by general formula (V-2) or (V-2′) is not particularly limited, and may be, for example, a heteropolyacid anion having a defect site and (R １Ｂ１ ) (R １Ｂ２ ) X'Y ２ (wherein Y represents a leaving group as above) to obtain the compound.

[0107] In this specification, for convenience, a heteropoly acid anion in which the deficiency site is modified by one or more groups having a heteroatom Si or Ge bonded to one or more hydro groups or organic groups, represented by general formula (IV-3), can be represented by the following general formula (V-3): [X ｗ M ｘ O ｙ (R １Ｃ１ X'O) (R １Ｃ２ X'O) (R １Ｃ３ X'O) (R １Ｃ４ X'O)] ｃ－ (V-3) (wherein w, x, y, and c are all natural numbers, and X, M, X′, and R １Ｃ１ , R １Ｃ２ , R １Ｃ３ and R １Ｃ４ is the same as above.) Also, R １Ｃ１ , R １Ｃ２ , R １Ｃ３ and R １Ｃ４ If they are the same, call this R１Ｃ can be expressed as in the following general formula (V-3'): [X ｗ M ｘ O ｙ (R １Ｃ X'O) ４ ] ｃ－ (V-3′)

[0108] The heteropoly acid anion having modified defect sites represented by general formula (V-3) or (V-3′) is not particularly limited, and may be, for example, a heteropoly acid anion of two defect Keggin type or Dawson type and R １Ｃ X'Y ３ (wherein Y represents a leaving group as above) to obtain the compound.

[0109] In this specification, for convenience, a heteropolyacid anion in which the deficiency site is modified by one or more hydro groups or groups having one or more heteroatoms P bonded to one or more organic groups, as represented by general formula (IV-4), can be represented by the following general formula (V-4): [X ｗ M ｘ O ｙ (R １Ｄ１ P=O)(R １Ｄ２ P=O)] ｃ－ (V-4) (wherein w, x, y, and c are all natural numbers, and X, M, and R １Ｄ１ and R １Ｄ２ is the same as above.) Also, R １Ｄ１ and R １Ｄ２ If these are the same, call this R １Ｄ can be expressed as in the following general formula (V-4'): [X ｗ M ｘ O ｙ (R １Ｄ P=O) ２ )] ｃ－ (V-4')

[0110] The heteropolyacid anion having a modified defect site represented by general formula (V-4) or (V-4′) is not particularly limited, and for example, a heteropolyacid anion having a defect site and R １Ｄ P(=O)Y ２ (wherein Y represents a leaving group as above) to obtain the compound.

[0111] In this specification, for convenience, a heteropoly acid anion in which the deficiency site is modified by one or more groups having one or more heteroatoms Si, Ge, or Sn bonded to one or more hydro groups or organic groups represented by general formula (IV-5) can be represented by the following general formula (V-5): [X ｗ M ｘ O ｙ (R １Ｅ１ X'') ｃ－ (V-5) (wherein w, x, y, and c are all natural numbers, and X, M, X″, and R １Ｅ１ The above (V-5) may be expressed as the following general formula (V-5') in some cases. １Ｅ is R １Ｅ１ The same definition is used as for [X ｗ M ｘ O ｙ (R １Ｅ X'') ｃ－ (V-5')

[0112] The heteropolyacid anion having a modified defect site represented by general formula (V-5) or (V-5′) is not particularly limited, and for example, a heteropolyacid anion having a defect site and R １Ｅ X''Y ３ (wherein Y represents a leaving group as above) to obtain the compound.

[0113] Among the heteropolyacid anions having modified defect sites represented by the general formulae (V-1) to (V-5) and (V-1') to (V-5'), heteropolyacid anions having modified defect sites represented by the following general formulae (VI-1) to (VI-12) are preferred, from the viewpoint of being relatively stable and capable of controlling the reactivity. [XM １１ O ３９ (R １Ａ X') ２ O] ｃ３１－ (VI-1) [XM １１ O ３９ (R １Ｂ１ R １Ｂ２ X') ２ ] ｃ３１－ (VI-2) [XM１１ O ３９ (R) １Ｄ (P=O) ２ ] ｃ３１－ (VI-3) [XM １１ O ３９ (R) １Ｅ X'')] ｃ３１－ (VI-4) [XM １０ O ３６ (R) １Ａ X') ２ O] ｃ３２－ (VI-5) [XM] １０ O ３６ (R) １Ｂ１ R １Ｂ２ X'') ２ ] ｃ３２－ (VI-6) [XM １０ O ３６ (R) １Ｃ (X'O) ４ ] ｃ３２－ (VI-7) [XM １０ O ３６ (R) １Ｄ (P=O) ２ ] ｃ３２－ (VI-8) [X ２ M １７ O ６１ (R) １Ａ X') ２ O] ｃ３３－ (VI-9) [X ２ M １７ O ６１ (R) １Ｂ１ R １Ｂ２ X') ２ ] ｃ３３－ (VI-10) [X ２ M １７ O ６１ (R) １Ｄ (P=O) ２ ] ｃ３３－ (VI-11) [X ２ M １７ O ６１ (R) １Ｅ X'')] ｃ３３－(VI-12) (wherein, X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; X' represents a heteroatom of Si or Ge; X'' represents a heteroatom of Si, Ge, or Sn; R １Ａ ~R １Ｅ are each independently a hydro group 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, １Ａ ~R １Ｅ 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 １Ｅ The hydrogen atom contained in the １－３ (c) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or carboxy group having a protecting group; c31, c32, and c33 are natural numbers.)

[0114] In a heteropolyacid anion in which the vacant site is modified, four terminal oxygen atoms of the vacant site are modified, and therefore the value of c31 is usually c11 - 4, the value of c32 is c12 - 4, and the value of c33 is c21 - 4. On the other hand, for example, when the organic group contains an amino group which is protonated to form an ammonium cation, or when the organic group contains a carboxy group which is formed into a carboxy anion, the values ​​of c31, c32, and c33 will differ from the above values.

[0115] [4-2. Group Having One or More Heteroatoms P, Si, Ge, or Sn Bonded to One or More Hydro Groups or Organic Groups] As described above, the group having one or more heteroatoms P, Si, Ge, or Sn bonded to one or more hydro groups or organic groups according to this embodiment is not particularly limited, and can be represented, for example, by the following general formulas (VII-1) to (VII-5). (R １Ａ１ X') (R １Ａ２ X')O (VII-1) (R １Ｂ１ R １Ｂ２ X') (R １Ｂ３ R １Ｂ４ X') (VII-2) (R １Ｃ１ X'O) (R １Ｃ２ X'O) (R １Ｃ３ X'O) (R １Ｃ４ X'O) (VII-3) (R １Ｄ１ P=O)(R １Ｄ２ P=O) (VII-4) (R １Ｅ１ X″) (VII-5) [wherein, X′ represents a heteroatom of Si or Ge; X″ represents a heteroatom of Si, Ge or Sn; R １Ａ１ ~R １Ｅ１ are each independently a hydro group 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, １Ａ１ ~R １Ｅ１ 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), １Ａ１ ~R １Ｅ１The hydrogen atoms contained in may be substituted with, for example, (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, or (s) hydroxy groups or carboxy groups having a protecting group.]

[0116] <Organic group having one or more substituents such as a hydroxy group, a halogen atom, an epoxy group, etc.> Here, R in the general formulae (VII-1) to (VII-5) １Ａ１ ~R １Ｅ１ From the viewpoint of providing functional building blocks, １Ａ１ ~R １Ｅ１ C which may have a substituent １－１８ is a hydrocarbyl group; １Ａ１ ~R １Ｅ１ Any divalent carbon atom 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); １Ａ１ ~R １Ｅ１ and one or more hydrogen atoms contained in the group represented by the formula (I) are replaced by (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (p) an epoxy group, (q) a glycidyl group, or (r) an amide group. １－１８ Alkyl group, C ３－１８ Alicyclic group, C ７－１８ an aralkyl group; １Ａ１ ~R １Ｅ１ Any divalent carbon atom excluding the terminal may be —O—, —C(═O)—, —C(═O)O—, —OCO—, —CONH—, —NHCO—, —NH(C═O)O—, —S—, or —SO２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); １Ａ１ ~R １Ｅ１ More preferably, one or more of the hydrogen atoms contained in the above formula (I) are replaced with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (p) an epoxy group, (q) a glycidyl group, or (r) an amide group.

[0117] The above R １Ａ１ ~R １Ｅ１ Specific examples of the group include, but are not limited to, a 1-glycidyloxypropan-3-yl group, a 1-glycidyloxy-n-octan-8-yl group, a 1-aminopropan-3-yl group, a 1-(2-aminoethylamino)-propan-3-yl group, a 3,3,3-trifluoropropan-1-yl group, a chloromethyl group, a 1-chloropropan-3-yl group, a 1-bromopropan-3-yl group, and a 1-iodopropan-3-yl group.

[0118] <Organic Group Having One or More Ethylenically Unsaturated Double Bonds> From the viewpoint of providing a building block reactive to actinic rays, it is preferable that the organic group contains at least one ethylenically unsaturated double bond. In this case, R １Ａ１ ~R １Ｅ１ The C １－１８ is a hydrocarbyl group; １Ａ１ ~R １Ｅ１ Any divalent carbon atom 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); １Ａ１ ~R １Ｅ１and one or more hydrogen atoms contained in the group represented by the formula (I) are replaced by a (j) vinyl group, a (k) allyl group, a (l) (meth)acryloyl group, a (m) (meth)acryloyloxy group, a (n) (meth)acrylamide group, or a (o) styryl group. １－１８ Alkyl group, C ３－１８ Alicyclic group, C ７－１８ an aralkyl group; １Ａ１ ~R １Ｅ１ Any divalent carbon atom 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); １Ａ１ ~R １Ｅ１ More preferred are those in which one or more hydrogen atoms contained in the above are substituted with (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, or (o) a styryl group.

[0119] The organic group R having an ethylenically unsaturated double bond １Ａ１ ~R １Ｅ１ Specific examples of the alkyl group include, but are not limited to, a vinyl group, an allyl group, a 5-hexen-1-yl group, a 6-hepten-1-yl group, a 7-octen-1-yl group, a 1-acryloyloxypropan-3-yl group, a 1-methacryloyloxypropan-3-yl group, and a 1-vinylbenzene-4-yl group.

[0120] <Organic group having one or more hydroxy or carboxy groups having a protecting group> Furthermore, from the viewpoint of providing a building block whose functionality, such as solubility, can be changed by deprotection by the action of an acid or the like, it is preferable that the organic group contains one or more hydroxy or carboxy groups having a protecting group. In this case, R １Ａ１ ~R １Ｅ１ The C １－１８ is a hydrocarbyl group; １Ａ１~R １Ｅ１ Any divalent carbon atom 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); １Ａ１ ~R １Ｅ１ In the formula (I), one or more hydrogen atoms are replaced by a hydroxy group or a carboxy group having a protecting group (s), and optionally substituted C １－１８ Alkyl group, C ３－１８ Alicyclic group, C ７－１８ an aralkyl group; １Ａ１ ~R １Ｅ１ Any divalent carbon atom 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); １Ａ１ ~R １Ｅ１ More preferably, one or more hydrogen atoms contained in (s) are replaced by a hydroxy group or a carboxy group having a protecting group.

[0121] The protecting group for the hydroxy group or carboxy group is not particularly limited, and may be 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. The protecting group for a hydroxy group or a carboxy group is preferably an ether-based protecting group such as a t-butyl group or a benzyl group; a silyl ether-based protecting group such as a t-butyldimethylsilyl group, a triisopropylsilyl group, a trimethylsilyl group, a triethylsilyl group or a t-butyldiphenylsilyl group; an acetal-based protecting group such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group or a methoxyethoxymethyl group; an acyl-based protecting group such as an acetyl group, a pivaloyl group or a benzoyl group; an oxycarbonyl (alkyl)-based protecting group such as a t-butoxycarbonyl group; an aminocarbonyl-based protecting group such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group or an N-phenyl-N-methyl-aminocarbonyl group; or an acid-dissociable group in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon. More preferred are acetal-based protecting groups such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group, and a methoxyethoxymethyl group; oxycarbonyl (alkyl)-based protecting groups such as a t-butoxycarbonyl group; aminocarbonyl-based protecting groups such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group, and an N-phenyl-N-methyl-aminocarbonyl group; and acid-dissociable groups in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon and which have a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a norbornane skeleton, or an adamantane skeleton.

[0122] The protecting group is not particularly limited, and examples thereof include a methoxymethyl group, an ethoxyethyl group, a methoxyethoxymethyl group, a t-butoxycarbonyl group, a 1-methylcyclopentyl group, a 1-ethylcyclopentyl group, a 1-phenylcyclopentyl group, a 1-tolylcyclopentyl group, a 1-methylcyclohexyl group, a 1-ethylcyclohexyl group, a 1-phenylcyclohexyl group, a 1-tolylcyclohexyl group, a 1-(naphthalen-2-yl)cyclohexyl group, a 1-(1-methoxy-2-methylpropan-2-yl)cyclopentyl group, a 1-(1-ethoxy-2-methylpropan-2-yl)cyclopentyl group, a 2-methyladamantan-2-yl group, a 2-ethyladamantan-2-yl group, a 2-phenyladamantan-2-yl group, a diethylaminocarbonyl group, and a diisopropylaminocarbonyl group.

[0123] [5. Cation Moiety of Heteropolyacid Salt Having Modified Defect Sites] The heteropolyacid salt having modified defect sites according to this embodiment or a mixture thereof is represented by general formula (I). ｍ＋ and B ｎ＋ corresponds to the cation moiety of the heteropolyacid salt whose defect site is modified. 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 sulfonium cation, an organic sulfonium dication, or an organic iodonium cation; （ａｍ＋ｂｎ）－ represents a heteropoly acid anion having a defect site, in which the defect site is modified; 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.] In the following, we will first describe "B ｎ＋ ", and then other counter cations such as "A ｍ＋ " will be explained.

[0124] [5-1. Organic sulfonium cation (Bｎ＋ The organic sulfonium cation is not particularly limited, and any known or commonly used organic sulfonium cation can be used. Examples of the organic sulfonium cation include organic sulfonium cations represented by the following general formula (VIII):

[0125] In formula (VIII), R ２Ａ , R ２Ｂ and R ２Ｃ 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, ２Ａ , R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ The hydrogen atoms contained in the formula (I) are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 , R ２Ｂ and R ２Ｃ Any two of these are directly connected to each other by a single bond, or are divalent linking groups -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 sulfur atom in formula (VIII).

[0126] <Organic sulfonium cation having one or more substituents> From the viewpoint of providing a functional building block, the organic sulfonium cation represented by the general formula (VIII) is preferably a sulfonium cation having one or more substituents, ２Ａ , R ２Ｂ and R ２Ｃ each independently represents an optionally substituted C １－１８ is a hydrocarbyl group; ２Ａ , R ２Ｂ and R ２ＣThe 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 , R ２Ｂ and R ２Ｃ At least one hydrogen atom of the formula (I) is (a) a halogen atom, (b) C １－３ It is preferable that the optionally substituted C is substituted with a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or carboxy group having a protecting group. １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８ an aryl group, or C ７－１８ an aralkyl group; ２Ａ , R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ At least one hydrogen atom of the formula (I) is (a) a halogen atom, (b) C １－３It is more preferable that the hydroxyl group or carboxyl group is substituted with a haloalkyl group, (c) a hydroxyl group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxyl group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxyl group or carboxyl group having a protecting group.

[0127] R having one or more substituents ２Ａ , R ２Ｂ and R ２Ｃ The alkyl group is not particularly limited, and examples thereof include a 2-trifluoromethylbenzyl group, a 2-hydroxyethyl group, a 3-hydroxypropyl group, a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an acryloylethyl group, an acryloylpropyl group, a methacryloylethyl group, a methacryloylpropyl group, an acryloyloxyethyl group, an acryloyloxypropyl group, a methacryloyloxyethyl group, a methacryloyloxypropyl group, an acryloylaminoethyl group, an acryloylaminopropyl group, a methacryloylaminoethyl group, a methacryloylaminopropyl group, a styryl group, a 1-glycidyloxypropan-3-yl group, a vinylbenzyl group, and a 4-methoxymethoxyphenyl group.

[0128] <Organic sulfonium cation having one or more ethylenically unsaturated double bonds> From the viewpoint of improving the reactivity to actinic rays, R ２Ａ , R ２Ｂ and R ２Ｃ In this case, it is preferable that at least one of R in the general formula (VIII) contains at least one ethylenically unsaturated double bond. ２Ａ , R ２Ｂ and R ２Ｃ each independently represents an optionally substituted C １－１８ is a hydrocarbyl group; ２Ａ , R ２Ｂ and R ２ＣThe 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 , R ２Ｂ and R ２Ｃ In the formula (I), at least one hydrogen atom is preferably substituted with (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, or (o) a styryl group, and C optionally having a substituent １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８ an aryl group, or C ７－１８ an aralkyl group; ２Ａ , R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ It is more preferable that at least one hydrogen atom of the above is replaced by a (j) vinyl group, a (k) allyl group, a (l) (meth)acryloyl group, a (m) (meth)acryloyloxy group, a (n) (meth)acrylamide group, or a (o) styryl group.

[0129] R having at least one ethylenically unsaturated double bond ２Ａ , R ２Ｂ and R ２Ｃis not particularly limited, and examples thereof include a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an acryloylethyl group, an acryloylpropyl group, a methacryloylethyl group, a methacryloylpropyl group, an acryloyloxyethyl group, an acryloyloxypropyl group, a methacryloyloxyethyl group, a methacryloyloxypropyl group, an acryloylaminoethyl group, an acryloylaminopropyl group, a methacryloylaminoethyl group, a methacryloylaminopropyl group, and a styryl group.

[0130] <Organic sulfonium cation having one or more hydroxyl or carboxyl groups having a protecting group> From the viewpoint of providing a building block whose functionality such as solubility can be changed by deprotection by the action of an acid or the like, R ２Ａ , R ２Ｂ and R ２Ｃ In this case, it is preferable that at least one of R in the general formula (VIII) contains one or more hydroxy groups or carboxy groups having a protecting group. ２Ａ , R ２Ｂ and R ２Ｃ each independently represents an optionally substituted C １－１８ is a hydrocarbyl group; ２Ａ , R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ at least one hydrogen atom of the formula (I) is preferably replaced by a hydroxy group or a carboxy group having a protecting group (s), and １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８ an aryl group, or C ７－１８ an aralkyl group; ２Ａ, R ２Ｂ and R ２Ｃ 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 , R ２Ｂ and R ２Ｃ It is more preferable that at least one hydrogen atom of the formula (I) is replaced by a hydroxy group or a carboxy group having a protecting group (s).

[0131] The protecting group for the hydroxy group or carboxy group is not particularly limited, and may be 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. The protecting group for a hydroxy group or a carboxy group is preferably an ether-based protecting group such as a t-butyl group or a benzyl group; a silyl ether-based protecting group such as a t-butyldimethylsilyl group, a triisopropylsilyl group, a trimethylsilyl group, a triethylsilyl group or a t-butyldiphenylsilyl group; an acetal-based protecting group such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group or a methoxyethoxymethyl group; an acyl-based protecting group such as an acetyl group, a pivaloyl group or a benzoyl group; an oxycarbonyl (alkyl)-based protecting group such as a t-butoxycarbonyl group; an aminocarbonyl-based protecting group such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group or an N-phenyl-N-methyl-aminocarbonyl group; or an acid-dissociable group in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon. More preferred are acetal-based protecting groups such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group, and a methoxyethoxymethyl group; oxycarbonyl (alkyl)-based protecting groups such as a t-butoxycarbonyl group; aminocarbonyl-based protecting groups such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group, and an N-phenyl-N-methyl-aminocarbonyl group; and acid-dissociable groups in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon and which have a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a norbornane skeleton, or an adamantane skeleton.

[0132] The protecting group is not particularly limited, and examples thereof include a methoxymethyl group, an ethoxyethyl group, a methoxyethoxymethyl group, a t-butoxycarbonyl group, a 1-methylcyclopentyl group, a 1-ethylcyclopentyl group, a 1-phenylcyclopentyl group, a 1-tolylcyclopentyl group, a 1-methylcyclohexyl group, a 1-ethylcyclohexyl group, a 1-phenylcyclohexyl group, a 1-tolylcyclohexyl group, a 1-(naphthalen-2-yl)cyclohexyl group, a 1-(1-methoxy-2-methylpropan-2-yl)cyclopentyl group, a 1-(1-ethoxy-2-methylpropan-2-yl)cyclopentyl group, a 2-methyladamantan-2-yl group, a 2-ethyladamantan-2-yl group, a 2-phenyladamantan-2-yl group, a diethylaminocarbonyl group, and a diisopropylaminocarbonyl group.

[0133] <R ２Ｂ , R ２Ｃ and a sulfonium cation having a ring formed by a sulfur atom> In the sulfonium cation represented by general formula (VIII), R ２Ｂ and R ２Ｃ 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 The case where the alkylene group is linked to form a ring together with the sulfur atom in formula (VIII) is not particularly limited, and examples thereof include the following sulfonium cations.

[0134]

[0135] That is, the above R ２Ｂ , R ２Ｃand a sulfonium cation having a ring formed by a sulfur atom is not particularly limited, and examples thereof include those having a thian-1-ium skeleton, a thiophen-1-ium skeleton, a 1,4-oxathiane-4-ium skeleton, a 1,4-dithian-1-ium skeleton, a 1H-thiophen-1-ium skeleton, a benzo[b]thiophen-1-ium skeleton, a dibenzothiophenium skeleton, a 9,10-dihydrothioxanthylium skeleton, a 10H-phenoxathiane-10-ium skeleton, and a 5H-thianthren-5-ium skeleton. ２Ａ The same definition as above applies to

[0136] <Examples of Organic Sulfonium Cations> Specific examples of the organic sulfonium cations include dibutyl(pentyl)sulfonium cation, triethylsulfonium cation, (2-carboxyethyl)dimethylsulfonium cation, trimethylsulfonium cation, dimethylphenacylsulfonium cation, 1-(4-hydroxynaphthalen-1-yl)hexahydrothiopyrylium cation, dimethylphenylsulfonium cation, triphenylsulfonium cation, tris(4-methylphenyl)sulfonium cation, 4-methoxyphenyldiphenylsulfonium cation, 4-iodophenyldiphenylsulfonium cation, tris(4-fluorophenyl)sulfonium cation, 1-phenylhexahydrothiopyrylium cation, di(naphthalen-1-yl)(phenyl)sulfonium cation, phenylbis(2-(trifluoromethyl)phenyl)sulfonium cation, cation, mesitylbis(2-(trifluoromethyl)phenyl)sulfonium cation, bis(3,5-difluorophenyl)(phenyl)sulfonium cation, tris(3,5-difluorophenyl)sulfonium cation, (4-(dodecanoyloxy-3,5-dimethylphenyl))diphenylsulfonium cation, diphenyl(3-(trifluoromethoxy)phenyl)sulfonium cation, (4-(1-adamantylcarbonyloxy)phenyl)diphenylsulfonium cation, (4-phenylthiophenyl)diphenylsulfonium cation, 5-phenyl-5H-thianthren-5-ium cation, 5-(2,5-dimethylphenyl)thianthren-5-ium cation, 5-phenyl-5H-dibenzo[b,d]thiophen-5-ium cation, 5-(3-(trifluoromethyl)phenyl)-5H-dibenzo[b,Examples of the thiophene-5-ium cation include 1-(4-(t-butyl)phenyl)-1H-benzo[b]thiophen-1-ium cation, methyldiphenylsulfonium cation, (2-bromoethyl)diphenylsulfonium cation, (3-chloropropyl)diphenylsulfonium cation, benzyl(4-hydroxyphenyl)methylsulfonium cation, (4-hydroxyphenyl)methyl(2-methylbenzyl)sulfonium cation, 4-hydroxyphenyldimethylsulfonium cation, diphenyl(methyl)sulfonium cation, diphenyl(4-(phenylthio)phenyl)sulfonium cation, (2-bromoethyl)diphenylsulfonium cation, dimesityl(trifluoromethyl)sulfonium cation, tri-p-tolylsulfonium cation, (4-((diisopropylcarbamoyl)oxy)phenyl)dimethylsulfonium cation, (4-(methacryloyloxy)phenyl)dimethylsulfonium cation, and dimethyl(4-(nonanoyloxy)phenyl)sulfonium cation.

[0137] [5-2. Organic sulfonium dication (B ｎ＋ The organic sulfonium dication is not particularly limited, and known and commonly used ones can be used. Examples of the organic sulfonium dication include organic sulfonium dications represented by formula (IX):

[0138] In formula (IX), R ３Ａ , R ３Ｂ , R ３Ｃ and R ３Ｄ 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 ３Ｂ , R ３Ｃ and R ３Ｄ 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); K ３Ａ , K. ３Ｂ and L each independently represent C which may have a substituent. １－１８ represents a hydrocarbylene group, ３Ａ , K. ３Ｂ and a divalent carbon atom at any position of L is -O-, -C(=O)-, -C(=O)O-, -OCO-, -CONH-, -NHCO-, -S- or SO ２ - (provided that adjacent divalent carbon atoms are not simultaneously replaced); ３Ａ , R ３Ｂ , R ３Ｃ , R ３Ｄ , K. ３Ａ , K. ３Ｂ and the hydrogen atoms contained in L are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 １－１８Hydrocarbylaminocarbonyloxy 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 A divalent carbon atom at any position excluding the terminal of these substituents may be replaced by -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 ３Ａ , R ３Ｂ and K. ３Ａ and / or R ３Ｃ , R ３Ｄ and K. ３Ｂ Any two of these 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 sulfur atom in formula (IX).

[0139] Specific examples of the organic sulfonium dication include (ethane-1,2-diylbisoxy)bis(4,1-phenylene)bis(diphenylsulfonium) dication, (thiodi-4,1-phenylene)bis(diphenylsulfonium) dication, and the like.

[0140] [5-3. Organic iodonium cation (B ｎ＋ The organic iodonium cation is not particularly limited, and any known or commonly used organic iodonium cation can be used. Examples of the organic iodonium cation include organic iodonium cations represented by formula (X):

[0141] In general formula (X), R ４Ａ and R ４Ｂeach 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, ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ The hydrogen atoms contained in the formula (I) are (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above (a) to (s). 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 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 １－１８a hydrocarbyloxycarbonylamino group, or C １－１８ The divalent carbon atom at any position of these substituents, excluding the terminals, may be substituted with a hydrocarbyloxycarbonyloxy 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); ４Ａ and R ４Ｂ 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 iodine atom in formula (X).

[0142] <Organic iodonium cation having one or more substituents> From the viewpoint of providing a functional building block, the organic iodonium cation represented by the general formula (X) is preferably an organic iodonium cation having one or more substituents, such as R ４Ａ and R ４Ｂ each independently represents an optionally substituted C １－１８ is a hydrocarbyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂat least one hydrogen atom of the optionally substituted C is preferably replaced by (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or carboxy group having a protecting group; １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８ an aryl group, or C ７－１８ an aralkyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ It is more preferable that at least one hydrogen atom of the above is replaced with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or carboxy group having a protecting group.

[0143] R having one or more substituents ４Ａ and R ４ＢThe alkyl group is not particularly limited, and examples thereof include those having, as a substituent on the benzene ring, a 2-hydroxyethyl group, a 3-hydroxypropyl group, a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an acryloylethyl group, an acryloylpropyl group, a methacryloylethyl group, a methacryloylpropyl group, an acryloyloxyethyl group, an acryloyloxypropyl group, a methacryloyloxyethyl group, a methacryloyloxypropyl group, an acryloylaminoethyl group, an acryloylaminopropyl group, a methacryloylaminoethyl group, a methacryloylaminopropyl group, a 1-glycidyloxypropan-3-yl group, or the like; a 2-trifluoromethylbenzyl group, a styryl group, a vinylbenzyl group, a 4-methoxymethoxyphenyl group, and the like.

[0144] <Organic iodonium cation having one or more ethylenically unsaturated double bonds> From the viewpoint of improving the reactivity to actinic rays, R ４Ａ and R ４Ｂ In this case, it is preferable that at least one of R in the general formula (X) contains at least one ethylenically unsaturated double bond. ４Ａ and R ４Ｂ each independently represents an optionally substituted C １－１８ is a hydrocarbyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ In the formula (I), at least one hydrogen atom is preferably substituted with (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, or (o) a styryl group, and C optionally having a substituent １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８an aryl group, or C ７－１８ an aralkyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ It is more preferable that at least one hydrogen atom of the above is replaced by a (j) vinyl group, a (k) allyl group, a (l) (meth)acryloyl group, a (m) (meth)acryloyloxy group, a (n) (meth)acrylamide group, or a (o) styryl group.

[0145] R having at least one ethylenically unsaturated double bond ４Ａ and R ４Ｂ The alkyl group is not particularly limited, and examples thereof include those having, as a substituent on a benzene ring, a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an acryloylethyl group, an acryloylpropyl group, a methacryloylethyl group, a methacryloylpropyl group, an acryloyloxyethyl group, an acryloyloxypropyl group, a methacryloyloxyethyl group, a methacryloyloxypropyl group, an acryloylaminoethyl group, an acryloylaminopropyl group, a methacryloylaminoethyl group, a methacryloylaminopropyl group, or the like; and a styryl group.

[0146] <Organic iodonium cation having one or more hydroxy or carboxy groups having a protecting group> From the viewpoint of providing a building block whose functionality such as solubility can be changed by deprotection by the action of an acid or the like, R ４Ａ and R ４Ｂ In this case, it is preferable that at least one of R in the general formula (X) contains one or more hydroxy groups or carboxy groups having a protecting group. ４Ａ and R ４Ｂ each independently represents an optionally substituted C １－１８is a hydrocarbyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ at least one hydrogen atom of the formula (I) is preferably replaced by a hydroxy group or a carboxy group having a protecting group, and C １－１８ Alkyl group, C ３－１８ Alicyclic group, C ６－１８ an aryl group, or C ７－１８ an aralkyl group; ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ It is more preferable that at least one hydrogen atom of is replaced by (q) a hydroxy group or a carboxy group having a protecting group.

[0147] The protecting group for the hydroxy group or carboxy group is not particularly limited, and may be 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. The protecting group for a hydroxy group or a carboxy group is preferably an ether-based protecting group such as a t-butyl group or a benzyl group; a silyl ether-based protecting group such as a t-butyldimethylsilyl group, a triisopropylsilyl group, a trimethylsilyl group, a triethylsilyl group or a t-butyldiphenylsilyl group; an acetal-based protecting group such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group or a methoxyethoxymethyl group; an acyl-based protecting group such as an acetyl group, a pivaloyl group or a benzoyl group; an oxycarbonyl (alkyl)-based protecting group such as a t-butoxycarbonyl group; an aminocarbonyl-based protecting group such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group or an N-phenyl-N-methyl-aminocarbonyl group; or an acid-dissociable group in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon. More preferred are acetal-based protecting groups such as a methoxymethyl group, an ethoxyethyl group, a 2-tetrahydropyranyl group, and a methoxyethoxymethyl group; oxycarbonyl (alkyl)-based protecting groups such as a t-butoxycarbonyl group; aminocarbonyl-based protecting groups such as a dimethylaminocarbonyl group, a diethylaminocarbonyl group, a diisopropylaminocarbonyl group, and an N-phenyl-N-methyl-aminocarbonyl group; and acid-dissociable groups in which the carbon bonded to the hydroxy group or the carboxy group is a tertiary carbon and which have a cyclopentane skeleton, a cyclohexane skeleton, a cycloheptane skeleton, a norbornane skeleton, or an adamantane skeleton.

[0148] The protecting group is not particularly limited, and examples thereof include a methoxymethyl group, an ethoxyethyl group, a methoxyethoxymethyl group, a t-butoxycarbonyl group, a 1-methylcyclopentyl group, a 1-ethylcyclopentyl group, a 1-phenylcyclopentyl group, a 1-tolylcyclopentyl group, a 1-methylcyclohexyl group, a 1-ethylcyclohexyl group, a 1-phenylcyclohexyl group, a 1-tolylcyclohexyl group, a 1-(naphthalen-2-yl)cyclohexyl group, a 1-(1-methoxy-2-methylpropan-2-yl)cyclopentyl group, a 1-(1-ethoxy-2-methylpropan-2-yl)cyclopentyl group, a 2-methyladamantan-2-yl group, a 2-ethyladamantan-2-yl group, a 2-phenyladamantan-2-yl group, a diethylaminocarbonyl group, and a diisopropylaminocarbonyl group.

[0149] Specific examples of the organic iodonium cation include ethynyl(phenyl)iodonium cation, bis(pyridine)iodonium cation, bis(2,4,6-trimethylpyridine)iodonium cation, diphenyliodonium cation, bis(4-(t-butyl)phenyl)iodonium cation, (2-carboxyphenyl)(phenyl)iodonium cation, (4-nitrophenyl)(phenyl)iodonium cation, (3-(trifluoromethyl)phenyl)(2,4,6-trimethylphenyl)iodonium cation, )iodonium cation, bis(4-fluorophenyl)iodonium cation, (4-(bromomethyl)phenyl)(2,4,6-trimethoxyphenyl)iodonium cation, 4-biphenylyl(2,4,6-trimethoxyphenyl)iodonium cation, bis(2,4,6-trimethylphenyl)iodonium cation, 4-isopropyl-4'-methyldiphenyliodonium cation, (4-(trifluoromethyl)phenyl)(2,4,6-trimethylphenyl)iodonium cation, ((4 (4-trifluoromethyl)phenyl)(2,4,6-trimethoxyphenyl)iodonium cation, (5-fluoro-2-nitrophenyl)(2,4,6-trimethoxyphenyl)iodonium cation, (3-bromophenyl)(mesityl)iodonium cation, bis(4-bromophenyl)iodonium cation, (3,5-dichlorophenyl)(2,4,6-trimethoxyphenyl)iodonium cation, (4-methylphenyl)(2,4,6-trimethylphenyl)iodonium cation, (3-methylphenyl)(mesityl)iodonium cation, Examples include (4-((diisopropylcarbamoyl)oxy)phenyl)(phenyl)iodonium cation, (4-(methacryloyloxy)phenyl)(phenyl)iodonium cation, (4-(nonanoyloxy)phenyl)(phenyl)iodonium cation, and the like.

[0150] [5-4. 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.

[0151] "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.

[0152] [5-5. 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 heteropolyacid salts whose defect sites are modified also 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.

[0153] The ratio of a to b is as follows: ｍ＋ , B ｎ＋ Although it depends on the types of compounds, a:b 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 am+bn is an integer of 2 to 8 and m and n are 1, it is preferable that a is a real number of 0 to 3 and b is a real number of 1 to 7, and it is more preferable that a is a real number of 0 to 2 and b is a real number of 2 to 7.

[0154] EXAMPLES The present invention will be specifically explained below by showing examples, but the present invention is not limited to these examples.

[0155] [1. Synthesis of heteropolyacid salt (hereinafter also referred to as "polyacid salt") having modified defect sites] <Production Example 1: Potassium undecatungstosilicate (α-K ８ [SiW １１ O ３９ ])>Tungstosilicic acid hydrate (manufactured by Nippon Inorganic Chemical Industry Co., Ltd.: H ４ [SiW １２ O ４０ ]・xH ２ To 63 g of 1M acetic acid (C10), 380 g was added, and the reaction solution was heated to 45 ° C. Potassium bicarbonate (52 g) was added so that the pH was 6.0. The reaction solution was then cooled to room temperature and filtered off by suction, yielding 56 g of a crude product. 216 g of purified water was added to the resulting crude product, which was then redissolved by heating to 73 ° C. The solution was cooled at 4 ° C. for 16 hours to recrystallize, which was then filtered off by suction and dried in vacuo to yield 34 g of the target compound. ２９Si-NMR (119.22MHz, D ２ O): δ (ppm) = -84.6 (s, 1Si). １８３ W-NMR (20.84MHz, D ２ O): δ (ppm) = -101.85 (s, 2W), -116.26 (s, 2W), -119.29 (s, 1W), -125.62 (s, 2W), -140.85 (s, 2W), -174.53 (s, 2W).

[0156] <Synthesis Example 1: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-dimethyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> In 95 g of pure water, the mono-defective Keggin-type potassium undecatungstosilicate (α-K ８ [SiW １１ O ３９ 3.8 g (1.3 mmol) of methyltrimethoxysilane (CH ３ Si(OCH ３ ) ３ 0.9 mL (6.3 mmol) of bis(2-trifluoromethylphenyl)phenylsulfonium chloride was added, followed by the addition of 10.5 g of 1 M hydrochloric acid and stirring for 20 hours. After filtering off the unreacted powder by suction filtration, an aqueous solution prepared by dissolving 3.0 g (7.6 mmol) of bis(2-trifluoromethylphenyl)phenylsulfonium chloride in 44 g of pure water was added to the mixture to precipitate a powder. The precipitated powder was poured into a suction funnel with a small amount of pure water, filtered off by suction filtration, and washed with 151 g of isopropanol. Further thorough drying under vacuum afforded 5.0 g of the target compound as a white powder. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.04 (s, 6H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -51.15 (s, 2Si), -85.08 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 694.1 (median) ([C２ H ６ O ４０ Si ３ W １１ ] ４－ )

[0157] <Synthesis Example 2: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(n-hexyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that n-hexyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.54 (t, 4H), 0.83 (t, 6H), 1.21-1.51 (m, 16H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -52.82 (s, 2Si), -85.18 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 729.1 (median) ([C １２ H ２６ O ４０ Si ３ W １１ ] ４－ )

[0158] <Synthesis Example 3: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-diphenyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that phenyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 7.38-7.45 (m, 6H), 7.65-8.35 (m, 56H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -65.42 (s, 2Si), -85.29 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 725.1 (median) ([C １２ H １０ O ４０ Si ３ W １１ ] ４－ )

[0159] <Synthesis Example 4: Bis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-ammoniumpropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-aminopropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.63-0.67 (m, 4H), 1.79 (quint, 4H), 2.89 (t, 4H), 7.65-8.35 (m, 32H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.54 (s, 2Si), -85.10 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 1432.2 (median) ([C ６ H １８ N ２ O ４０ Si ３ W １１ ] ２－ )

[0160] <Synthesis Example 5: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3,3,3-trifluoropropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3,3,3-trifluoropropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.75 (t, 4H), 2.20-2.41 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -54.43 (s, 2Si), -85.03 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 735.1 (median) ([C ６ H ８ F ６ O ４０ Si ３ W １１ ] ４－ )

[0161] <Synthesis Example 6: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-glycidyloxypropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-glycidyloxypropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.57 (t, 4H), 1.71 (quint, 4H), 2.68 (t, 2 H), 3.06-3.10 (m, 2H), 3.26-3.48 (m, 8H), 3.63 (dd, 2H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -52.68 (s, 2Si), -85.11 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([[C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 744.1 (median) ([C １２ H ２２ O ４4 Si ３ W １１ ] ４－ )

[0162] <Synthesis Example 7: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-cyanoethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-cyanoethyltriethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.93 (t, 4H), 2.46-2.62 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -55.55 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([[C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 713.6 (median) ([C ６ H ８ N ２ O ４０ Si ３ W １１ ] ４－ )

[0163] <Synthesis Example 8: Tetrakis(bis(mesityl)iodonium)(1,3-dimethyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, a methanol solution of bis(mesityl)iodonium triflate was used as the raw material compound instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.04 (s, 6H), 2.29 (s, 24H), 2.47 (s, 48H), 7.19 (s, 16H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -51.15 (s, 2Si), -85.08 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([[C １８ H ２２ I] ＋ ) NEGATIVE m / z 694.1 (median) ([C ２ H ６ O ４０ Si ３ W １１ ] ４－ )

[0164] <Synthesis Example 9: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-divinyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> Vinyltrimethoxysilane (CH ２ =CHSi(OCH ３ ) ３ ) was added to the solution, and the potassium silicotungstate (α-K ８ [SiW １１ O ３９]) was added. The pH was adjusted to 1.8 using 1 M hydrochloric acid. After stirring for 2 hours, the unreacted powder was filtered off by suction, and the filtrate was concentrated to approximately 200 g using a rotary evaporator. 127 g (18.2 mmol) of a 6.3% aqueous solution of bis(2-trifluoromethylphenyl)phenylsulfonium chloride was added to this concentrated solution to precipitate a powder. The precipitated powder was filtered off by suction and washed three times each with 180 mL of pure water, 180 mL of methanol, and 180 mL of methyl t-butyl ether. The obtained powder was then dispersed and washed with 160 g of methanol for 3 hours, filtered off by suction again, and washed three times with 160 g of methanol. Further thorough vacuum drying afforded 12.6 g of the target compound as a white powder. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 5.94 (dd, 2H), 6.08 (dd, 2H), 6.13 (dd, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -66.56 (s, 2Si), -85.29 (s, 1Si). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -105.52 (s, 2W), -107.54 (s, 2W), -112.04 (s, 1W), -126.08 (s, 2W), -170.95 (s, 2W), -247.66 (s, 2W). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 700.3 (median) ([C ４ H ６ O ４０ Si ３ W １１ ] ４－ )

[0165] <Synthesis Example 10: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-distyryldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that styryltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 5.29 (dd, 2H), 5.90 (dd, 2H), 6.75 (dd, 2H), 7.51 (d, 4H), 7.65-8.35 (m, 56H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -65.44 (s, 2Si), -84.98 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 738.1 (median) ([C １６ H １４ O ４０ Si ３ W １１ ] ４－ )

[0166] <Synthesis Example 11: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-acryloyloxypropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-acryloyloxypropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.57-0.61 (m, 4H), 1.77-1.85 (m, 4H), 4 .10 (t, 4H), 5.89 (dd, 2H), 6.17 (dd, 2H), 6.31 (dd, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.11 (s, 2Si), -85.07 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋) NEGATIVE m / z 743.1 (median) ([C １２ H １８ O ４４ Si ３ W １１ ] ４－ )

[0167] <Synthesis Example 12: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-methacryloyloxypropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-methacryloyloxypropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.57-0.61 (m, 4H), 1.78-1.83 (m, 4H), 1.86 (s, 6H), 4.09 (t, 4H), 5.62 (t, 2H), 6.02 (t, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.06 (s, 2Si), -85.08 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 750.1 (median) ([C １４ H ２２ O ４４ Si ３ W １１ ] ４－ )

[0168] <Synthesis Example 13: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-chloropropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-chloropropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.68 (t, 4H), 1.87-1.96 (m, 4H), 3.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.30 (s, 2Si), -85.07 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 725.1 (median) ([C ６ H １２ Cl ２ O ４０ Si ３ W １１ ] ４－ )

[0169] <Synthesis Example 14: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-bromopropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-bromopropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.69 (t, 4H), 1.95-2.04 (m, 4H), 3.58 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.53 (s, 2Si), -85.07 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 747.5 (median) ([C ６ H １２ Br ２ O ４０ Si ３ W １１ ] ４－ )

[0170] <Synthesis Example 15: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-iodopropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-iodopropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.66 (t, 4H), 1.90-2.02 (m, 4H), 3.56 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -54.09 (s, 2Si), -85.09 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 771.0 (median) ([C ６ H １２ I ２ O ４０ Si ３ W １１ ] ４－ )

[0171] <Synthesis Example 16: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-mercaptopropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-mercaptopropyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.70-1.83 (m, 4H), 2.14 (t, 2H), 2.53-2.61 (m, 4H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.06 (s, 2Si), -85.20 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 724.1 (median) ([C ６ H １４ O ４０ S ２ Si ３ W １１ ] ４－ )

[0172] <Synthesis Example 17: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(chloromethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that chloromethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.79 (s, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -63.05 (s, 2Si), -84.88 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 711.0 (median) ([C ２ H ４ Cl ２ O ４０ Si ３ W １１ ] ４－ )

[0173] <Synthesis Example 18: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-bromo-2-methylpropanoyloxy)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-(2-bromo-2-methylpropanoyloxy)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.60-0.64 (m, 4H), 1.79-1.86 (m, 4H), 1.89 (s, 12H), 4.15 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.13 (s, 2Si), -85.17 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 790.5 (median) ([C １４ H ２４ Br ２ O ４０ Si ３ W １１ ] ４－ )

[0174] <Synthesis Example 19: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 4-methoxymethoxyphenyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.65-8.35 (m, 56H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0175] <Synthesis Example 20: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(4-methoxybenzyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 4-methoxybenzyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.99 (q, 4H), 3.71 (s, 6H), 6.73 (d, 4H), 7.05 (d, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -57.96 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 747.1 (median) ([C １６ H １８ O ４２ Si ３ W １１ ] ４－ )

[0176] <Synthesis Example 21: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(4-hydroxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 4-hydroxyphenyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 6.76 (d, 4H), 7.54 (d, 4H), 7.65-8.35 (m, 52H), 9.56 (s, 2H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.28 (s, 2Si), -85.00 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 733.1 (median) ([C １２ H １０ O ４２ Si ３ W １１ ] ４－ )

[0177] <Synthesis Example 22: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-carboxyethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-carboxyethyltrihydroxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 2.32-2.37 (m, 4H), 7.65-8.35 (m, 52H), 11.97 (br, 2H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.31 (s, 2Si), -85.07 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 723.1 (median) ([C ６ H １０ O ４４ Si ３ W １１ ] ４－ )

[0178] <Production Example 2: 4-(t-butoxycarbonyloxy)phenyltrimethoxysilane> 1.1 g of 4-hydroxyphenyltrimethoxysilane was dissolved in 10 mL of THF, and 0.033 g of DMAP was added. Then, 1.27 g of Boc anhydride was added, and the mixture was stirred under reflux conditions. The volatile components were evaporated using a rotary evaporator, and the residue was extracted into an organic layer by liquid-liquid extraction with ethyl acetate and water. The organic layer was washed with an aqueous sodium chloride solution, and subjected to column chromatography using hexane and ethyl acetate, yielding 1.42 g of the target compound as a colorless liquid. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.42 (s, 9H), 3.55 (s, 9H), 7.15 (s, 4H).

[0179] <Synthesis Example 23: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(4-(t-butoxycarbonyloxy)phenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 4-(t-butoxycarbonyloxy)phenyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.55 (s, 18H), 7.01 (d, 4H), 7.65-8.35 (m, 56H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -65.64 (s, 2Si), -85.03 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 783.1 (median) ([C ２２ H ２６ O ４６ Si ３ W １１ ] ４－ )

[0180] <Production Example 3: 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> 6.1 g of trimethoxysilane and 6.4 g of 1-methylcyclopentyl acrylate were added, and the mixture was stirred at room temperature, followed by the addition of 100 μL of a 1 M solution of hexachloroplatinic acid in isopropyl alcohol. After the reaction started, the reaction mixture was heated to 60°C and then allowed to cool to room temperature. The reaction mixture was stirred at room temperature for 72 hours, filtered through Celite, and the resulting filtrate was thoroughly dried in vacuo to yield 13.1 g of the target compound as a colorless oily liquid. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.39 (s, 3H), 1.56-1.81 (m, 8H), 2.21 (t, 2H), 3.55 (s, 9H).

[0181] <Synthesis Example 24: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.49-1.84 (m, 22H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0182] <Production Example 4: 2-((2-methyl-2-adamantyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 2-methyl-2-adamantyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.45-2.00 (m, 17H), 2.21 (t, 2H), 3.55 (s, 9H).

[0183] <Synthesis Example 25: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((2-methyl-2-adamantyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 2-((2-methyl-2-adamantyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.76-0.81 (m, 4H), 1.45-2.00 (m, 34H), 2.38-2.44 (m, 4H), 7.65-8.35 (m, 52H), ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.07 (s, 2Si), -85.03 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 797.1 (median) ([C ２８ H ４２ O ４４ Si ３ W １１ ] ４－ )

[0184] <Synthesis Example 26: Tetrakis(triphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, triphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.78-7.87 (m, 60H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 263.1 ([C １８ H １５ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0185] <Synthesis Example 27: Tetrakis(phenyldibenzothiophenium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, phenyldibenzothiophenium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.55-7.75 (m, 32H), 7.93 (t, 8H), 8.37 (d, 8H), 8.50 (d, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 261.4 ([C １８ H １３ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0186] <Synthesis Example 28: Tetrakis((4-(2,2,3,3,3-pentafluoropropoxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(2,2,3,3,3-pentanefluoropropoxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.37 (s, 24H), 3.37 (s, 6H), 4.84 (s, 8H), 4. 94 (t, 8H), 5.22 (s, 4H), 7.05 (d, 4H), 7.63-7.66 (m, 12H), 7.75-7.87 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 497.1 ([C ２５H ２２ F ５ O ３ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0187] <Synthesis Example 29: Tetrakis(1-phenylthian-1-ium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 1-phenylthian-1-ium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.66-2.16 (m, 24H), 3.37 (s, 6H), 3.79-3.83 ( m, 16H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.75-7.76 (m, 12H), 8.05 (d, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 179.1 ([C １１ H １５ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0188] <Synthesis Example 30: Bis(1,4-phenylenebis((4-carbonyloxy-3,5-dimethylphenyl)diphenylsulfonium))(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 1,4-phenylenebis(4-carbonyloxy-3,5-dimethylphenyl)diphenylsulfonium bistriflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.23 (s, 24H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.78-7.90 (m, 48H), 8.44 (s, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 372.1 ([C ４８ H ４０ O ４ S ２ ] ２＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0189] <Synthesis Example 31: Tetrakis((4-(1-adamantylcarbonyloxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-adamantylcarbonyloxy)-3,5-dimethylphenyl)diphenylsulfonium mesylate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.66-2.03 (m, 60H), 2.13 (s, 24H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66-7.69 (m, 12H), 7.76-7.87 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 469.2 ([C ３１ H ３３ O ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0190] <Synthesis Example 32: Tetrakis(tributylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, tributylsulfonium iodide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.81-0.93 (m, 36H), 1.35-1.44 (m, 24H), 1 .68 (quint, 24H), 3.35-3.37 (m, 30H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 203.2 ([C １２ H ２７ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0191] <Synthesis Example 33: Tetrakis(di-1-naphthylphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, di-1-naphthylphenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.55 (d, 8H), 7.66 (d, 4H) 7.82-7.88 (m, 32H), 7.93-7.97 (m, 4H), 8.03 (d, 8H), 8.32 (d, 8H), 8.38 (d, 8H), 8.55 (d, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 363.1 ([C ２６ H １９ S] ＋) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0192] <Synthesis Example 34: Tetrakis(phenylbenzothiophen-1-ium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, phenylbenzothiophene-1-ium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.63-7.81 (m, 32H), 7.86 (t, 4H), 8.11 (d, 4H), 8.28 (d, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 211.1 ([C １４ H １１ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0193] <Synthesis Example 35: Tetrakis(bis(3,5-difluorophenyl)phenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(3,5-difluorophenyl)phenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.75-7.96 (m, 44H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 335.1 ([C １８ H １１ F ４ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0194] <Synthesis Example 36: Tetrakis(tris(3,5-difluorophenyl)sulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, tris(3,5-difluorophenyl)sulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.82-7.96 (m, 36H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 371.0 ([C １８ H ９ F ６ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0195] <Synthesis Example 37: Tetrakis((3-trifluoromethylphenyl)dibenzothiophenium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (3-trifluoromethylphenyl)dibenzothiophenium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.35 ( d, 4H), 7.65-7.83 (m, 12H), 7.95 (t, 8H), 8.05 (d, 4H), 8.40 (d, 8H), 8.55 (d, 8H), 8.63 (s, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 329.1 ([C １９ H １２ F ３ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ]４－ )

[0196] <Production Example 5: Bis(3-trifluoromethylphenyl)-2-thienylsulfonium triflate> After diluting 6.86 g of bis(3-trifluoromethylphenyl) sulfoxide with 30 g of thiophene, 8.46 g of trifluoromethanesulfonic anhydride was added dropwise at a temperature of -5°C or below, and the mixture was allowed to react at room temperature for 1 hour. The supernatant was removed, and 50 g of ion-exchanged water was added to the oily precipitate at a temperature of 5°C or below. Then, 75 g of tetrahydrofuran and 30 g of toluene were added, and the mixture was stirred for 1 hour. The upper layer was removed, and the remaining solution was washed twice with 30 g of toluene, neutralized with sodium bicarbonate, extracted with 10 g of dichloromethane, the aqueous layer was removed, and the organic layer was further washed with 50 g of ion-exchanged water. The organic layer was distilled off, and 150 g of methyl t-butyl ether was added to the precipitated crystals to obtain white crystals. The crystals were filtered and dried under reduced pressure, yielding 6.53 g of the target compound as a white solid. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 7.54 (dd, 1H), 8.00-8.09 (m, 4H), 8.21-8.26 (m, 3H), 8.46-8.52 (m, 3H). ESI-MS: POSITIVE m / z 405.0 ([C １８ H １１ F ６ S ２ ] ＋ ) NEGATIVE m / z 149.0 (median) ([CF ３ O ３ S] ４－ )

[0197] <Synthesis Example 38: Tetrakis(bis(3-trifluoromethylphenyl)-2-thienylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(3-trifluoromethylphenyl)-2-thienylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.54 (d d, 4H), 7.66 (d, 4H), 8.00-8.09 (m, 16H), 8.21-8.26 (m, 12H), 8.46-8.52 (m, 12H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 405.0 ([C １８ H １１ F ６ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0198] <Synthesis Example 39: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (t, 12H), 1.48-1.75 (m, 24H), 1.90-1.93 (m, 16H), 2.29 (m, 24H), 3.37 (s, 6H), 4.55 (s, 8H), 5.22 (s, 4H), 7.05 (d, 4H), 7.61 (s, 8H), 7.66 (d, 4H), 7.75-7.86 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0199] <Synthesis Example 40: Tetrakis((4-((2-methyl-2-adamantyl)oxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-((2-methyl-2-adamantyl)oxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.49-1.97 (m, 68H), 2.31 (s, 24H), 3.37 (s, 6H), 4 .62 (s, 8H), 5.22 (s, 4H), 7.05 (d, 4H), 7.61 (s, 8H), 7.66 (d, 4H), 7.75-7.86 (m, 40H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 513.2 ([C ３３ H ３７ O ３ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0200] <Synthesis Example 41: Tetrakis(((2-methyl-2-adamantyl)oxycarbonylmethyl)tetrahydrothiophen-1-ium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, ((2-methyl-2-adamantyl)oxycarbonylmethyl)tetrahydrothiophen-1-ium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.56-2.33 (m, 84H), 3.37-3.58 (m, 22H), 4.46 (s, 8H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 295.2 ([C １７ H ２７ O ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0201] <Synthesis Example 42: Tetrakis(vinyldiphenylsulfonium)(1,3-divinyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, vinyldiphenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and vinyltrimethoxysilane was used instead of methyltrimethoxysilane as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 5.94 (dd, 2H), 6.08 (dd, 2H), 6.13 (d d, 2H), 6.52 (dd, 4H), 6.82 (dd, 4H), 7.62 (dd, 4H), 7.70-8.00 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -66.56 (s, 2Si), -85.29 (s, 1Si). １８３ W-NMR (20.84MHz, DMSO-d6): δ (ppm) = -105.52 (s, 2W), -107.54 (s, 2W), -112.04 (s, 1W), -126.08 (s, 2W), -170.95 (s, 2W), -247.66 (s, 2W). ESI-MS: POSITIVE m / z 213.1 ([C １４ H １３ S] ＋ ) NEGATIVE m / z 700.3 (median) ([C ４ H ６ O ４０ Si ３ W １１ ] ４－ )

[0202] <Synthesis Example 43: Tetrakis(((4-(2-vinyloxyethoxy))-3,5-dimethylphenyl)diphenylsulfonium)(1,3-distyryldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, ((4-(2-vinyloxyethoxy))-3,5-dimethylphenyl)diphenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and styryltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.36 (s, 24H), 4.02-4.27 (m, 24H), 5.29 (dd, 2H), 5.90 (dd, 2H), 6.49-6.55 (m, 4H), 6.75 (dd, 2H), 7.46 (s, 8H), 7.51 (d, 4H), 7.69-7.81 (m, 44H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -65.44 (s, 2Si), -84.98 (s, 1Si). ESI-MS: POSITIVE m / z 377.2 ([C ２４ H ２５ O ２ S] ＋ ) NEGATIVE m / z 738.1 (median) ([C １６ H １４ O ４０ Si ３ W １１ ] ４－ )

[0203] <Synthesis Example 44: Tetrakis((4-(2-methoxyethoxy)naphthyl)tetrahydrothiophen-1-ium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(2-methoxyethoxy)naphthyl)tetrahydrothiophen-1-ium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.30-2.45 (m, 16H), 3.37-3.38 (m, 18H), 3.74-3.85 (m, 16H), 4.00-4.09 (m, 8H), 4 .43 (t, 8H), 5.22 (s, 4H), 7.05 (d, 4H), 7.23 (d, 4H), 7.66 (d, 4H), 7.73-7.89 (m, 8H), 8.11 (d, 4H), 8.31-8.36 (m, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 289.1 ([C １７ H ２１ O ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0204] <Synthesis Example 45: Tetrakis((4-t-butylphenyl)-1,4-oxathian-4-ium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-t-butylphenyl)-1,4-oxathian-4-ium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.32 (s, 36H), 2.49-2.79 (m, 16H), 3.37 (s, 6H), 3. 80-3.95 (m, 16H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H), 7.75 (dd, 8H), 7.98 (d, 8H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 237.1 ([C １４ H ２１ OS] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0205] <Synthesis Example 46: Tetrakis((4-cyclohexylsulfonylphenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-cyclohexylsulfonylphenyl)diphenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.09-2.05 (m, 40H), 3.30-3.45 (m, 10H), 5.22 (s, 4H), 7.05 (d, 4H), 7.66 (d, 4H) 7.71-8.21 (m, 56H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 409.1 ([C ２４ H ２５ O ２ S ２ ] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0206] <Synthesis Example 47: Tetrakis((4-phenylthiophenyl)diphenylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-phenylthiophenyl)diphenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4 H), 7.39 (d, 8H), 7.51-7.62 (m, 20H), 7.66 (d, 4H), 7.73-7.85 (m, 48H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 371.1 ([C ２４ H １９ S ２ ] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0207] <Synthesis Example 48: Tetrakis(diphenyliodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, diphenyliodonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.62-7.67 (m, 28H), 8.26 (d, 16H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 280.1 ([C １２ H １０ I] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0208] <Synthesis Example 49: Tetrakis(bis(4-t-butylphenyl)iodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(4-t-butylphenyl)iodonium methylsulfate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.25 (s, 72H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.56 (d, 16H), 7.66 (d, 4H), 8.18 (d, 16H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 393.1 ([C ２０ H ２６ I] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W１１ ] ４－ )

[0209] <Synthesis Example 50: Tetrakis(mesityl(2-methylphenyl)iodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, mesityl(2-methylphenyl)iodonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.30 (s, 12H), 2.56-2.58 (m, 36H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.21-7.28 (m, 12H), 7.55-7.56 (m, 8H), 7.66 (d, 4H), 7.96 (d, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 337.0 ([C １６ H １８ I] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0210] <Synthesis Example 51: Tetrakis(bis(mesityl)iodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(mesityl)iodonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.29 (s, 24H), 2.47 (s, 48H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.19 (s, 16H), 7.66 (d, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 365.1 ([C １８ H ２２ I] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0211] <Synthesis Example 52: Tetrakis(mesityl(3-bromophenyl)iodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, mesityl(3-bromophenyl)iodonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.31 (s, 12H), 2.61 (s, 24H), 3.37 (s, 6H), 5.22 (s, 4H), 7 .05 (d, 4H), 7.24 (s, 8H), 7.46 (t, 4H), 7.66 (d, 4H), 7.84 (d, 4H), 7.91 (d, 4H), 8.24 (s, 4H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 400.9 ([C １５ H １５ BrI] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0212] <Synthesis Example 53: Tetrakis((4-octyloxyphenyl)phenyliodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-octyloxyphenyl)phenyliodonium hexafluoroantimonate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.85 (t, 12H), 1.24-1.38 (m, 40H), 1.65-1.72 (m, 8H), 3.37 (s, 6H) , 4.00 (t, 8H), 5.22 (s, 4H), 7.05-7,07 (m, 12H), 7.52 (t, 8H), 7.62-7.66 (m, 8H), 8.16-8.22 (m, 16H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 409.1 ([C ２０ H ２６ I.O.] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0213] <Synthesis Example 54: Tetrakis((4-(2-hydroxytetradecyloxy)phenyl)phenyliodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(2-hydroxytetradecyloxy)phenyl)phenyliodonium hexafluoroantimonate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.85 (t, 12H), 1.23-1.47 (m, 88H), 3.37 (s, 6H), 3.69-3.76 (m, 4H) 3.83-3. 91 (m, 8H), 4.84 (d, 4H), 5.22 (s, 4H), 7.05-7.07 (m, 12H), 7.52 (t, 8H), 7.62-7.66 (m, 8H), 8.16-8.22 (m, 16H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 509.2 ([C ２６ H ３８ IO ２ ] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0214] <Synthesis Example 55: Tetrakis(mesityl(3-trifluoromethylphenyl)iodonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, mesityl(3-trifluoromethylphenyl)iodonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.31 (s, 12H), 2.61 (s, 24H), 3.37 (s, 6H), 5.22 (s, 4H), 7 .05 (d, 4H), 7.25 (s, 8H), 7.66 (d, 4H), 7.73 (t, 4H), 8.01 (d, 4H), 8.15 (d, 4H), 8.43 (s, 4H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 391.0 ([C １６ H １５ F ３ I] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0215] <Synthesis Example 56: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(2-carboxyethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-carboxyethyltrihydroxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 16H), 1.48-1.75 (m, 24H), 1.90-1.93 (m , 16H), 2.29-2.37 (m, 28H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H), 11.97 (br, 2H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.31 (s, 2Si), -85.07 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 723.1 (median) ([C ６ H １０ O ４４ Si ３ W １１ ] ４－ )

[0216] <Synthesis Example 57: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-diphenyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and phenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (t, 12H), 1.48-1.75 (m, 24H), 1.90-1.93 ( m, 16H), 2.29 (m, 24H), 4.55 (s, 8H), 7.38-7.45 (m, 6H), 7.59 (s, 8H), 7.74-7.82 (m, 44H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -65.42 (s, 2Si), -85.29 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 725.1 (median) ([C １２ H １０ O ４０ Si ３ W １１ ] ４－ )

[0217] <Synthesis Example 58: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(3,3,3-trifluoropropyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 3,3,3-trifluoropropyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.75-0.81 (m, 16H), 1.48-1.75 (m, 24H), 1.90- 1.93 (m, 16H), 2.20-2.41 (m, 28H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -54.43 (s, 2Si), -85.03 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 735.1 (median) ([C ６ H ８ F ６O ４０ Si ３ W １１ ] ４－ )

[0218] <Synthesis Example 59: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(4-hydroxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-hydroxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (t, 12H), 1.48-1.75 (m, 24H), 1.90-1.93 (m, 16H), 2. 29 (m, 24H), 4.55 (s, 8H), 6.76 (d, 4H), 7.54 (d, 4H), 7.59 (s, 8H), 7.76-7.82 (m, 40H), 9.56 (s, 2H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.28 (s, 2Si), -85.00 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 733.1 (median) ([C １２ H １０ O ４２ Si ３ W １１ ] ４－ )

[0219] <Synthesis Example 60: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-dimethyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride as the starting compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.04 (s, 6H), 0.77-0.81 (t, 12H), 1.48-1.75 (m, 24 H), 1.90-1.93 (m, 16H), 2.29 (m, 24H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -51.15 (s, 2Si), -85.08 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 694.1 (median) ([C ２ H ６ O ４０ Si ３ W １１ ] ４－ )

[0220] <Synthesis Example 61: Tetrakis((4-((2-methyl-2-adamantyl)oxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-diphenyldisiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-((2-methyl-2-adamantyl)oxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and phenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.49-1.97 (m, 68H), 2.31 (s, 24H), 4.62 (s, 8H), 7.38-7.45 (m, 6H), 7.61 (s, 8H), 7.74-7.86 (m, 44H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -65.42 (s, 2Si), -85.29 (s, 1Si). ESI-MS: POSITIVE m / z 513.2 ([C ３３ H ３７ O ３ S] ＋ ) NEGATIVE m / z 725.1 (median) ([C １２ H １０ O ４０ Si ３ W １１ ] ４－ )

[0221] <Synthesis Example 62: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 16H), 1.48-1.93 (m, 62H), 2. 29 (m, 24H), 2.37-2.42 (m, 4H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0222] <Synthesis Example 63: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(2-((2-methyl-2-adamantyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((2-methyl-2-adamantyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.76-0.81 (t, 16H), 1.45-2.00 (m, 74H), 2. 29 (m, 24H), 2.38-2.44 (m, 4H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.07 (s, 2Si), -85.03 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 797.1 (median) ([C ２８ H４２ O ４４ Si ３ W １１ ] ４－ )

[0223] <Synthesis Example 64: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(3-(t-butoxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 3-(t-butoxycarbonylmethylthio)propyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.77-0.81 (t, 12H), 1.14 (s, 18H), 1.48-1.84 (m, 28H), 1. 90-1.93 (m, 16H), 2.29 (m, 24H), 2.68 (t, 4H), 3.14 (s, 4H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.05 (s, 2Si), -85.05 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 781.1 (median) ([C １８ H ３４ O ４４ S ２ Si ３ W １１ ] ４－ )

[0224] <Production Example 6: 3-((1-methylcyclopentyl)oxycarbonylmethylthio)propyltrimethoxysilane> 9.8 g of 3-mercaptopropyltrimethoxysilane and 6.1 g of triethylamine were dissolved in 125 mL of dehydrated tetrahydrofuran, and 13.3 g of 1-methylcyclopentyl 2-bromoacetate was added dropwise at room temperature. The reaction solution was then stirred at room temperature for 20 hours, after which the reaction solution was filtered and the filtrate was concentrated using a rotary evaporator. Finally, distillation under reduced pressure was performed to obtain 16.0 g of the target compound as a colorless liquid. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.39 (s, 3H), 1.56-1.81 (m, 10H), 2.42 (t, 2H), 3.34 (s, 2H), 3.55 (s, 9H).

[0225] <Synthesis Example 65: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di((3-((1-methylcyclopentyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 3-((1-methylcyclopentyl)oxycarbonylmethylthio)propyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.77-0.81 (t, 12H), 1.48-1.75 (m, 46H), 1.90-1.93 (m, 16H) , 1.99-2.08 (m, 4H), 2.29 (m, 24H), 2.68 (t, 4H), 3.14 (s, 4H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 794.1 (median) ([C ２２ H ３８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0226] <Production Example 7: 3-(2-((1-methylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> 20 mL of methyl ethyl ketone was added to 7.7 g of 1-methylcyclopentyl acrylate and 9.8 g of 3-mercaptopropyltrimethoxysilane, and 0.3 g of 1,1'-azobis(cyclohexane-1-carbonitrile) was added and stirred uniformly. Next, nitrogen was blown in for 30 minutes, and nitrogen bubbling was performed. Thereafter, the reaction solution was heated from room temperature to 90°C over 30 minutes in nitrogen. It was maintained at 90°C for 7 hours. The reaction solution was then distilled off methyl ethyl ketone using a rotary evaporator. Further thorough vacuum drying yielded 16.6 g of the target compound as a colorless liquid. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.39 (s, 3H), 1.56-1.81 (m, 10H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0227] <Synthesis Example 66: Tetrakis((4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium)(1,3-di(3-(2-((1-methylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(1-ethylcyclopentyloxycarbonylmethoxy)-3,5-dimethylphenyl)diphenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 3-(2-((1-methylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.77-0.81 (t, 12H), 1.48-1.75 (m, 46H), 1.90-1.93 (m, 16H), 1.99 -2.08 (m, 4H), 2.29 (m, 24H), 2.49 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 4.55 (s, 8H), 7.59 (s, 8H), 7.76-7.82 (m, 40H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 461.2 ([C ２９ H ３３ O ３ S] ＋ ) NEGATIVE m / z 801.1 (median) ([C ２４ H ４２ O ４４ S ２ Si ３ W １１ ] ４－ )

[0228] <Synthesis Example 67: Tetrakis((4-(di-i-propylcarbamoyloxy)phenyl)dimethylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-(di-i-propylcarbamoyloxy)phenyl)dimethylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.21 (d, 48H), 3.18 (m, 8H), 3.26 (s, 24H), 3.37 (s , 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.47-7.50 (m, 8H), 7.66 (d, 4H), 8.08-8.10 (m, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 282.2 ([C １５ H ２４ NO ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0229] <Synthesis Example 68: Tetrakis((4-methacryloyloxyphenyl)dimethylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-methacryloyloxyphenyl)dimethylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 2.02 (s, 12H), 3.27 (s, 24H), 3.37 (s, 6H), 5.22 (s, 4H), 5.98 (d, 4H), 6.33 (d, 4H), 7.05 (d, 4H), 7.58-7.60 (m, 8H), 7.66 (d, 4H), 8.14-8.16 (m, 8H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 223.1 ([C １２ H １５ O ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0230] <Synthesis Example 69: Tetrakis((4-octylcarbonyloxyphenyl)dimethylsulfonium)(1,3-di(4-methoxymethoxyphenyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-octylcarbonyloxyphenyl)dimethylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 4-methoxymethoxyphenyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.88 (t, 12H), 1.28 (m, 40H), 1.66 (m, 8H), 2.63 (t, 8H), 3.26 (s , 24H), 3.37 (s, 6H), 5.22 (s, 4H), 7.05 (d, 4H), 7.50-7.52 (m, 8H), 7.66 (d, 4H), 8.12-8.14 (m, 8H). ２９Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -64.72 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 295.5 ([C １７ H ２７ O ２ S] ＋ ) NEGATIVE m / z 755.1 (median) ([C １６ H １８ O ４４ Si ３ W １１ ] ４－ )

[0231] <Production Example 8: 2-((1-ethylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclopentyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 3H), 0.97 (t, 2H), 1.49 (q, 2H), 1.56-1.81 (m, 8H), 2.21 (t, 2H), 3.55 (s, 9H).

[0232] <Synthesis Example 70: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-ethylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that 2-((1-ethylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.90 (t, 6H), 1.49-1.81 (m, 20H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 771.1 (median) ([C ２０ H ３４ O ４４ Si ３ W １１ ] ４－ )

[0233] <Production Example 9: 3-((1-ethylcyclopentyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclopentyl 2-bromoacetate was used instead of 1-methylcyclopentyl 2-bromoacetate in Production Example 6 as the starting compound. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.90 (t, 3H), 1.49-1.81 (m, 12H), 2.42 (t, 2H), 3.34 (s, 2H), 3.55 (s, 9H).

[0234] <Synthesis Example 71: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di((3-((1-ethylcyclopentyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-((1-ethylcyclopentyl)oxycarbonylmethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.49-1.81 (m, 24H), 2.68 (t, 4H), 3.34 (s, 4H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 801.1 (median) ([C ２４ H ４２ O ４４ S ２ Si ３ W １１ ] ４－ )

[0235] <Production Example 10: 3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as in Production Example 7, except that 1-ethylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.90 (t, 3H), 1.49-1.81 (m, 12H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0236] <Synthesis Example 72: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.49-1.8 1 (m, 24H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H).２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 808.1 (median) ([C ２６ H ４６ O ４４ S ２ Si ３ W １１ ] ４－ )

[0237] <Production Example 11: 2-((1-i-propylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-i-propylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.88 (d, 6H), 0.97 (t, 2H), 1.56-1.81 (m, 8H), 2.09 (sep, 1H), 2.21 (t, 2H), 3.55 (s, 9H).

[0238] <Synthesis Example 73: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-i-propylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that 2-((1-i-propylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.88 (d, 12H), 1.5 6-1.81 (m, 16H), 2.09 (sep, 2H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 778.1 (median) ([C ２２ H ３８ O ４４ Si ３ W １１ ] ４－ )

[0239] <Production Example 12: 3-(2-((1-i-propylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-i-propylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.88 (d, 6H), 1.56-1.81 (m , 10H), 2.09 (sep, 1H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0240] <Synthesis Example 74: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-i-propylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-i-propylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.88 (d, 12H), 1.56-1.81 (m, 20 H), 2.09 (sep, 2H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 815.1 (median) ([C ２８ H ５０ O ４４ S ２ Si ３ W １１ ] ４－ )

[0241] <Production Example 13: 2-((1-t-butylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-t-butylcyclopentyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.89 (s, 9H), 0.97 (t, 2H), 1.56-1.81 (m, 8H), 2.21 (t, 2H), 3.55 (s, 9H).

[0242] <Synthesis Example 75: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-t-butylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 2-((1-t-butylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.89 (s, 18H), 1.56-1.81 (m, 16H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 785.1 (median) ([C ２４ H ４２ O ４４ Si ３ W １１ ] ４－ )

[0243] <Production Example 14: 3-(2-((1-t-butylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-t-butylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.89 (s, 9H), 1.56-1.81 (m, 10H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0244] <Synthesis Example 76: Tetrakis((bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-t-butylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-t-butylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.89 (s, 18H), 1.56-1. 81 (m, 20H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 822.1 (median) ([C ３０ H ５４ O ４４ S ２ Si ３ W １１ ] ４－ )

[0245] <Production Example 15: 2-((1-vinylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-vinylcyclopentyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.62-1.88 (m, 8H), 2.21 (t, 2H), 3.55 (s, 9H), 5.28 (d, 1H), 5.29 (d, 1H), 5.89 (dd, 1H).

[0246] <Synthesis Example 77: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-vinylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that 2-((1-vinylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.62-1.81 (m, 16H), 2. 37-2.42 (m, 4H), 5.28 (d, 2H), 5.29 (d, 2H), 5.89 (dd, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 770.1 (median) ([C ２０ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0247] <Production Example 16: 3-(2-((1-vinylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-vinylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.62-1.88 (m, 10H), 2.42 (t, 2H) , 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 5.28 (d, 1H), 5.29 (d, 1H), 5.89 (dd, 1H).

[0248] <Synthesis Example 78: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-vinylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-vinylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.62-1.88 (m, 20H), 2.42 (t, 4H), 2. 58 (t, 4H), 2.67 (t, 4H), 5.28 (d, 2H), 5.29 (d, 2H), 5.89 (dd, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 807.1 (median) ([C ２６ H ４２ O ４４ S ２ Si ３ W １１ ] ４－ )

[0249] <Production Example 17: 2-((1-phenylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-phenylcyclopentyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.63-2.21 (m, 10H), 3.55 (s, 9H), 7.17-7.54 (m, 5H).

[0250] <Synthesis Example 79: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-phenylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((1-phenylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.63-2.21 (m, 16H), 2.37-2.42 (m, 4H), 7.17-7.54 (m, 10H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 795.1 (median) ([C ２８ H ３４ O ４４ Si ３ W １１ ] ４－ )

[0251] <Production Example 18: 3-(2-((1-phenylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-phenylcyclopentyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.62-2.17 (m, 10H), 2 .42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 7.17-7.54 (m, 5H).

[0252] <Synthesis Example 80: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-phenylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-phenylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.62-2.17 (m, 20H), 2.42 ( t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.17-7.54 (m, 10H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 832.1 (median) ([C ３４ H ４６ O ４４ S ２ Si ３ W １１ ] ４－ )

[0253] <Production Example 19: 2-((1-ethylcyclohexyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclohexyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 3H), 0.97 (t, 2H), 1.43-1.81 (m, 12H), 2.21 (t, 2H), 3.55 (s, 9H).

[0254] <Synthesis Example 81: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-ethylcyclohexyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((1-ethylcyclohexyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.90 (t, 6H), 1.43-1.81 (m, 24H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 778.1 (median) ([C ２２ H ３８ O ４４ Si ３ W １１ ] ４－ )

[0255] <Production Example 20: 3-((1-ethylcyclohexyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclohexyl 2-bromoacetate was used instead of 1-methylcyclopentyl 2-bromoacetate as the starting compound in Production Example 6. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.90 (t, 3H), 1.43-1.81 (m, 14H), 2.42 (t, 2H), 3.34 (s, 2H), 3.55 (s, 9H).

[0256] <Synthesis Example 82: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((1-ethylcyclohexyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that 3-((1-ethylcyclohexyl)oxycarbonylmethylthio)propyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.43-1.81 (m, 28H), 2.68 (t, 4H), 3.34 (s, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 808.1 (median) ([C ２６ H ４６ O ４４ S ２ Si ３ W １１ ] ４－ )

[0257] <Production Example 21: 3-(2-((1-ethylcyclohexyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as in Production Example 7, except that 1-ethylcyclohexyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.90 (t, 3H), 1.43-1.81 (m, 14H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0258] <Synthesis Example 83: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-ethylcyclohexyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-ethylcyclohexyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.43-1.8 1 (m, 28H9, 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 815.1 (median) ([C ２８ H ５０ O ４４ S ２ Si ３ W １１ ] ４－ )

[0259] <Production Example 22: 2-((1-phenylcyclohexyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-phenylcyclohexyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.43-2.12 (m, 10H), 2.21 (t, 2H), 3.55 (s, 9H), 7.17-7.54 (m, 5H).

[0260] <Synthesis Example 84: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-phenylcyclohexyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((1-phenylcyclohexyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.43-2.12 (m, 20H), 2.37-2.42 (m, 4H), 7.17-7.54 (m, 10H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 802.1 (median) ([C ３０ H ３８ O ４４ Si ３ W １１ ] ４－ )

[0261] <Production Example 23: 3-((1-phenylcyclohexyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-phenylcyclohexyl 2-bromoacetate was used instead of 1-methylcyclopentyl 2-bromoacetate as the starting compound in Production Example 6. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.43-2.12 (m, 12H), 2.42 (t, 2H), 3.34 (s, 2H), 3.55 (s, 9H), 7.17-7.54 (m, 5H).

[0262] <Synthesis Example 85: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((1-phenylcyclohexyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that 3-((1-phenylcyclohexyl)oxycarbonylmethylthio)propyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.43-2.12 (m, 24H), 2.68 (t, 4H), 3.34 (s, 4H), 7.17-7.54 (m, 10H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 832.1 (median) ([C ３４ H ４６ O ４４ S ２ Si ３ W １１ ] ４－ )

[0263] <Production Example 24: 3-(2-((1-phenylcyclohexyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as in Production Example 7, except that 1-phenylcyclohexyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.43-2.12 (m, 12H), 2.42 (t, 2H) , 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 7.17 (t, 1H), 7.30 (t, 2H), 7.54 (d, 2H).

[0264] <Synthesis Example 86: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-phenylcyclohexyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-phenylcyclohexyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.43-2.12 (m, 24H), 2.42 ( t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.17-7.54 (m, 10H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 839.1 (median) ([C ３６ H ５０ O ４４ S ２ Si ３ W １１ ] ４－ )

[0265] <Production Example 25: 2-((1-ethylcyclooctyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclooctyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 3H), 0.97 (t, 2H), 1.24-1.55 (m, 16H), 2.21 (t, 2H), 3.55 (s, 9H).

[0266] <Synthesis Example 87: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-ethylcyclooctyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 2-((1-ethylcyclooctyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.90 (t, 6H), 1.24-1.55 (m, 32H), 2.37-2.42 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 792.1 (median) ([C ２６ H ４６ O ４４ Si ３ W １１ ] ４－ )

[0267] <Production Example 26: 3-(2-((1-ethylcyclooctyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-ethylcyclooctyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 0.90 (t, 3H), 1.20-1.62 (m, 18H), 2.42 (t, 2H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0268] <Synthesis Example 88: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-ethylcyclooctyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-ethylcyclooctyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.20-1.6 2 (m, 36H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 829.1 (median) ([C ３２ H ５８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0269] <Production Example 27: 2-((2-cyclopentenyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 2-cyclopentenyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 2.02-2.33 (m, 6H), 3.55 (s, 9H), 5.45-5.60 (m, 3H).

[0270] <Synthesis Example 89: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((2-cyclopentenyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((2-cyclopentenyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 2.02-2.42 (m, 12H), 5.45-5.60 (m, 6H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 756.1 (median) ([C １６ H ２２ O ４４ Si ３ W １１ ] ４－ )

[0271] <Production Example 28: 3-((2-cyclopentenyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 2-cyclopentenyl 2-bromoacetate was used as the starting compound instead of 1-methylcyclopentyl 2-bromoacetate in Production Example 6. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.62 (quint, 2H), 2.02- 2.33 (m, 4H), 2.42 (t, 2H), 3.40 (s, 2H), 3.55 (s, 9H), 5.45-5.60 (m, 3H).

[0272] <Synthesis Example 90: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((2-cyclopentenyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-((2-cyclopentenyl)oxycarbonylmethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.62 (quint, 4H), 2.02-2.3 3 (m, 8H), 2.68 (t, 4H), 3.40 (s, 4H), 5.45-5.60 (m, 6H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 786.1 (median) ([C ２０ H ３０ O ４４ S ２ Si ３ W １１ ] ４－ )

[0273] <Production Example 29: 3-(2-((2-cyclopentenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as in Production Example 7, except that 2-cyclopentenyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.62 (quint, 2H), 2.02-2.33 ( m, 4H), 2.42 (t, 2H), 2.62 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 5.45-5.60 (m, 3H).

[0274] <Synthesis Example 91: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((2-cyclopentenyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((2-cyclopentenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.62 (quint, 4H), 2.02-2.33 ( m, 8H), 2.42 (t, 4H), 2.62-2.67 (m, 8H), 5.45-5.60 (m, 6H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 793.1 (median) ([C ２３ H ３４ O ４４ S ２ Si ３ W １１ ] ４－ )

[0275] <Production Example 30: 2-((2-cyclohexenyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 2-cyclohexenyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.60-2.08 (m, 6H), 2.21 (t, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.59-5.65 (m, 2H).

[0276] <Synthesis Example 92: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((2-cyclohexenyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((2-cyclohexenyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.60-2.08 (m, 12H) , 2.37-2.42 (m, 4H), 5.13 (m, 2H), 5.59-5.65 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 763.1 (median) ([C １８ H ２６ O ４４ Si ３ W １１ ] ４－ )

[0277] <Production Example 31: 3-((2-cyclohexenyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 2-cyclohexenyl 2-bromoacetate was used as the starting compound instead of 1-methylcyclopentyl 2-bromoacetate in Production Example 6. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.60-2.08 (m, 8H), 2. 42 (t, 2H), 3.40 (s, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.59-5.65 (m, 2H).

[0278] <Synthesis Example 93: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((2-cyclohexenyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 3-((2-cyclohexenyl)oxycarbonylmethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.60-2.08 (m, 16H), 2.68 (t, 4H), 3.40 (s, 4H), 5.13 (m, 2H), 5.59-5.65 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 793.1 (median) ([C ２２ H ３４ O ４４ S ２ Si ３ W １１ ] ４－ )

[0279] <Production Example 32: 3-(2-((2-cyclohexenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as in Production Example 7, except that 2-cyclohexenyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.60-2.08 (m, 8H), 2.42 (t, 2H), 2.62 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.59-5.65 (m, 2H).

[0280] <Synthesis Example 94: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((2-cyclohexenyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((2-cyclohexenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.60-2.08 (m, 16H), 2.42 (t, 4H), 2.62-2.67 (m, 8H), 5.13 (m, 2H), 5.59-5.65 (m, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 800.1 (median) ([C ２４ H ３８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0281] <Production Example 33: 2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 3-methyl-2-cyclohexenyl acrylate was used as the raw material compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 1.60-2.01 (m, 9H), 2.21 (t, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.37 (d, 1H).

[0282] <Synthesis Example 95: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.60-2.01 (m, 1 8H), 2.37-2.42 (m, 4H), 5.13 (m, 2H), 5.37 (d, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 770.1 (median) ([C ２０ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0283] <Production Example 34: 3-((3-methyl-2-cyclohexenyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that in Production Example 6, 3-methyl-2-cyclohexenyl 2-bromoacetate was used as the starting compound instead of 1-methylcyclopentyl 2-bromoacetate. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.60-2.01 (m, 11H), 2.42 (t, 2H), 3.40 (s, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.37 (d, 1H).

[0284] <Synthesis Example 96: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((3-methyl-2-cyclohexenyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-((3-methyl-2-cyclohexenyl)oxycarbonylmethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.60-2.01 (m, 22H), 2. 68 (t, 4H), 3.40 (s, 4H), 5.13 (m, 2H), 5.37 (d, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 800.1 (median) ([C ２４ H ３８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0285] <Production Example 35: 3-(2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 3-methyl-2-cyclohexenyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.60-2.01 (m, 11H), 2.42 (t, 2H), 2.62 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H), 5.13 (m, 1H), 5.37 (d, 1H).

[0286] <Synthesis Example 97: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((3-methyl-2-cyclohexenyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.60-2.01 (m, 22H), 2.42 (t, 4H), 2.62-2.67 (m, 8H), 5.13 (m, 2H), 5.37 (d, 2H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 807.1 (median) ([C ２６ H ４２ O ４４ S ２ Si ３ W １１ ] ４－ )

[0287] <Production Example 36: 2-((1-indanyl)oxycarbonyl)ethyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-indanyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 3. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.97 (t, 2H), 2.15-2.40 (m, 4H), 3.11-3.21 (m, 2H), 3.55 (s, 9H), 6.08 (t, 1H), 7.06-7.22 (m, 4H).

[0288] <Synthesis Example 98: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(2-((1-indanyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that 2-((1-indanyl)oxycarbonyl)ethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 2.15-2.40 (m, 8H) , 3.11-3.21 (m, 4H), 6.08 (t, 2H), 7.06-7.22 (m, 8H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 781.1 (median) ([C ２４ H ２６ O ４４ Si ３ W １１ ] ４－ )

[0289] <Production Example 37: 3-((1-indanyl)oxycarbonylmethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-indanyl 2-bromoacetate was used as the starting compound instead of 1-methylcyclopentyl bromoacetate in Production Example 6. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 1.62 (quint, 2H), 2.15-2.42 (m, 4 H), 3.11-3.21 (m, 2H), 3.40 (s, 2H), 3.55 (s, 9H), 6.08 (t, 1H), 7.06-7.26 (m, 4H).

[0290] <Synthesis Example 99: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-((1-indanyl)oxycarbonylmethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-((1-indanyl)oxycarbonylmethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.62 (quint, 4H), 2.15-2.42 (m, 8H), 3.11-3.21 (m, 4H), 3.40 (s, 4H), 6.08 (t, 2H), 7.06-7.26 (m, 8H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.04 (s, 2Si), -85.02 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 811.1 (median) ([C ２８ H ３４ O ４４ S ２ Si ３ W １１ ] ４－ )

[0291] <Production Example 38: 3-(2-((1-indanyl)oxycarbonyl)ethylthio)propyltrimethoxysilane> The target compound was obtained in the same manner as above, except that 1-indanyl acrylate was used as the starting compound instead of 1-methylcyclopentyl acrylate in Production Example 7. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.56 (t, 2H), 2.15-2.42 (m, 6H), 2.62 (t, 2H) , 2.83 (t, 2H), 3.11-3.21 (m, 2H), 3.55 (s, 9H), 6.08 (t, 1H), 7.06-7.26 (m, 4H).

[0292] <Synthesis Example 100: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-indanyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-indanyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 2.15-2.42 (m, 12H), 2.62-2.67 (m, 8H), 3.11-3.21 (m, 4H), 6.08 (t, 2H), 7.06-7.26 (m, 8H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 818.1 (median) ([C ３０ H ３８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0293] <Synthesis Example 101: Tetrakis((4-((1-methylcyclopentyl)oxycarbonylmethoxy)phenyl)diphenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-((1-methylcyclopentyl)oxycarbonylmethoxy)phenyl)diphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.39 (s, 12H), 1.49-1. 84 (m, 54H), 2.37-2.42 (m, 4H), 4.99 (s, 8H), 6.96 (s, 8H), 7.33-7.36 (m, 48H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 419.2 ([C ２６ H ２７ O ３ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0294] <Production Example 39: (4-((1-methylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium chloride> Under a nitrogen atmosphere, 1.5 g (15 mmol) of 1-methylcyclopentanol was dissolved in 100 mL of anhydrous THF. This was then dissolved in 20 mL of anhydrous THF. 2.04 g (12.6 mmol) of carbonyldiimidazole was slowly added dropwise at room temperature. After stirring the reaction solution for 3 hours, 4.5 g (12.6 mmol) of (4-carboxyphenyl)diphenylsulfonium chloride dissolved in 20 mL of anhydrous THF was slowly added dropwise while heating under reflux. The reaction solution was then refluxed and stirred for 12 hours and cooled to room temperature. Liquid-liquid extraction was then performed with ethyl acetate and purified water, and the organic layer was washed three times with purified water. The solvent was evaporated using a rotary evaporator, and recrystallization was performed to obtain 4.0 g of the target compound. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.39 (s, 3H), 1.63-2.00 (m, 8H), 7.33-7.36 (m, 10H), 7.44 (d, 2H), 8.03 (d, 2H).

[0295] <Synthesis Example 102: Tetrakis((4-((1-methylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-((1-methylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.39 (s, 12H), 1.49-2. 00 (m, 54H), 2.37-2.42 (m, 4H), 7.33-7.36 (m, 40H), 7.44 (d, 8H), 8.03 (d, 8H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 389.2 ([C ２５ H ２５ O ２ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0296] <Production Example 40: (4-((1-ethylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium chloride> The target compound was obtained in the same manner as in Production Example 39, except that 1-ethylcyclopentanol was used as the starting compound instead of 1-methylcyclopentanol. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 3H), 1.63-2.00 (m, 10H), 7.33-7.36 (m, 10H), 7.44 (d, 2H), 8.03 (d, 2H).

[0297] <Synthesis Example 103: Tetrakis((4-((1-ethylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-((1-ethylcyclopentyl)oxycarbonyl)phenyl)diphenylsulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 0.90 (t, 12H), 1.49-2. 00 (m, 62H), 2.37-2.42 (m, 4H), 7.33-7.36 (m, 40H), 7.44 (d, 8H), 8.03 (d, 8H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 403.2 ([C ２６ H ２７ O ２ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0298] <Synthesis Example 104: Tetrakis(bis(4-iodophenyl)phenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(4-iodophenyl)phenylsulfonium bromide was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.49-1.84 (m, 22H), 2.37-2.42 (m, 4H), 7.10 (d, 16H), 7.36 (m, 20H), 7.77 (d, 16H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 514.9 ([C １８ H １３ I ２S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0299] <Synthesis Example 105: Tetrakis((4-iodophenyl)bis(4-fluorophenyl)sulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-iodophenyl)bis(4-fluorophenyl)sulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.49-1.84 (m, 22H), 2.37-2.42 (m, 4H), 7.10-7.31 (m, 40H), 7.77 (d, 8H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 425.0 ([C １８ H １２ F ２ IS] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0300] <Synthesis Example 106: Tetrakis((4-iodophenyl)bis(3,5-difluorophenyl)sulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (4-iodophenyl)bis(3,5-difluorophenyl)sulfonium chloride was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.49-1.84 (m, 2 2H), 2.37-2.42 (m, 4H), 6.75-6.81 (m, 24H), 7.10 (d, 8H), 7.77 (d, 8H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 460.9 ([C １８ H １０ F ４ IS] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0301] <Production Example 41: (3,4-diiodophenyl)bis(3,5-difluorophenyl)sulfonium triflate> The target compound was obtained in the same manner as above, except that in Production Example 5, bis(3,5-difluorophenyl)sulfoxide was used instead of bis(3-trifluoromethylphenyl)sulfoxide and 1,2-diiodobenzene was used instead of thiophene. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 6.75-6.81 (m, 6H), 7.09 (d, 1H), 7.48 (s, 1H), 7.54 (d, 1H).

[0302] <Synthesis Example 107: Tetrakis((3,4-diiodophenyl)bis(3,5-difluorophenyl)sulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, (3,4-diiodophenyl)bis(3,5-difluorophenyl)sulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.49-1.84 (m, 22H), 2. 37-2.42 (m, 4H), 6.75-6.81 (m, 24H), 7.09 (d, 4H), 7.48 (s, 4H), 7.54 (d, 4H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 586.8 ([C １８ H ９ F ４ I ２ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0303] <Synthesis Example 108: Tetrakis(bis(4-(t-butoxycarbonylmethoxy)phenyl)phenylsulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, bis(4-(t-butoxycarbonylmethoxy)phenyl)phenylsulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.42 (s, 72H), 1.49-1.8 4 (m, 22H), 2.37-2.42 (m, 4H), 4.99 (s, 16H), 6.96 (d, 16H), 7.33-7.36 (m, 36H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 523.2 ([C ３０ H ３５ O ６ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0304] <Synthesis Example 109: Tetrakis(tris(4-(t-butoxycarbonylmethoxy)phenyl)sulfonium)(1,3-di(2-((1-methylcyclopentyl)oxycarbonyl)ethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, tris(4-(t-butoxycarbonylmethoxy)phenyl)sulfonium triflate was used instead of bis(2-trifluoromethylphenyl)phenylsulfonium chloride and 2-((1-methylcyclopentyl)oxycarbonyl)ethyltrimethoxysilane was used as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.77-0.81 (m, 4H), 1.44 (s, 108H), 1.49- 1.84 (m, 22H), 2.37-2.42 (m, 4H), 4.99 (s, 24H), 6.96 (d, 24H), 7.33 (d, 24H). ２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -53.12 (s, 2Si), -85.01 (s, 1Si). ESI-MS: POSITIVE m / z 653.3 ([C ３６ H ４５ O ９ S] ＋ ) NEGATIVE m / z 764.4 (median) ([C １８ H ３０ O ４４ Si ３ W １１ ] ４－ )

[0305] <Synthesis Example 110: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-methylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, 3-(2-((1-methylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.49 (s, 6H), 1.54-1.71 (m, 16H) , 1.99-2.08 (m, 4H), 2.49 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -53.02 (s, 2Si), -85.04 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 801.1 (median) ([C ２４ H ４２ O ４４ S ２ Si ３ W １１ ] ４－ )

[0306] <Synthesis Example 111: Tris(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-mercaptopropyl)disiloxane-1,1,3,3-tetrayl)undecatungstophosphate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, potassium undecatungstophosphate was used instead of potassium undecatungstosilicate and 3-mercaptopropyltrimethoxysilane was used instead of methyltrimethoxysilane as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.83 (t, 4H), 1.55 (quint, 4H), 2.17 (t, 2H), 2.52 (t, 4H), 7.65-8.35 (m, 39H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -50.07 (s, 2Si). ３１ P-NMR (242.92MHz, DMSO-d6): δ (ppm) = -13.77 (s, 1P). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S]＋ ) NEGATIVE m / z 966.4 (median) ([C ６ H １４ O ４０ P.S. ２ Si ２ W １１ ] ３－ )

[0307] <Synthesis Example 112: Tris(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)undecatungstophosphate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, potassium undecatungstophosphate was used instead of potassium undecatungstosilicate and 3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.83 (t, 4H), 0.90 (t, 6H), 1.49-1.8 1 (m, 24H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 39H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -50.07 (s, 2Si). ３１ P-NMR (242.92MHz, DMSO-d6): δ (ppm) = -13.77 (s, 1P). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 1078.5 (median) ([C ２６ H ４６ O ４４ P.S. ２ Si ２ W １１ ] ３－ )

[0308] <Synthesis Example 113: Hexakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-mercaptopropyl)disiloxane-1,1,3,3-tetrayl)heptadecatungstodiphosphate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, potassium heptadecatungstodiphosphate was used instead of potassium undecatungstosilicate and 3-mercaptopropyltrimethoxysilane was used instead of methyltrimethoxysilane as raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 1.55 (quint, 4H), 2.06 (t, 2H), 2.52 (t, 4H), 7.65-8.35 (m, 78H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -54.08 (s, 2Si). ３１ P-NMR (242.92MHz, DMSO-d6): δ (ppm) = -10.82 (s, 1P), -13.79 (s, 1P). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 731.1 (median) ([C ６ H １４ O ６２ P ２ S ２ Si ２ W １７ ] ６－ )

[0309] <Synthesis Example 114: Hexakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyl)disiloxane-1,1,3,3-tetrayl)heptadecatungstodiphosphate> The target compound was obtained in the same manner as above, except that in Synthesis Example 1, potassium heptadecatungstodiphosphate was used instead of potassium undecatungstosilicate and 3-(2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)propyltrimethoxysilane was used as the raw material compounds. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.67 (t, 4H), 0.90 (t, 6H), 1.49-1.8 1 (m, 24H), 2.42 (t, 4H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 78H). ２９ Si-NMR (119.22 MHz, DMSO-d6): δ (ppm) = -54.08 (s, 2Si). ３１ P-NMR (242.92MHz, DMSO-d6): δ (ppm) = -10.82 (s, 1P), -13.79 (s, 1P). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 786.8 (median) ([C ２６ H ４６ O ６６ P ２ S ２ Si ２ W １７ ] ６－ )

[0310] <Synthesis Example 115: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di(mercaptomethyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as in Synthesis Example 1, except that mercaptomethyltrimethoxysilane was used as the raw material compound instead of methyltrimethoxysilane. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 1.65 (d, 4H), 1.94 (t, 2H), 7.65-8.35 (m, 52H). ２９Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -62.85 (s, 2Si), -84.88 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 710.0 (median) ([C ６ H １４ O ４０ S ２ Si ３ W １１ ] ４－ )

[0311] <Production Example 42: (2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)methyltrimethoxysilane> The target compound was obtained in the same manner as above, except that in Production Example 7, mercaptomethyltrimethoxysilane was used instead of 3-mercaptopropyltrimethoxysilane and 1-ethylcyclopentyl acrylate was used instead of 1-methylcyclopentyl acrylate as raw materials. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 3H), 1.49-1.81 (m, 12H), 2.58 (t, 2H), 2.83 (t, 2H), 3.55 (s, 9H).

[0312] <Synthesis Example 116: Tetrakis(bis(2-trifluoromethylphenyl)phenylsulfonium)(1,3-di((2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)methyl)disiloxane-1,1,3,3-tetrayl)undecatungstosilicate> The target compound was obtained in the same manner as above, except that (2-((1-ethylcyclopentyl)oxycarbonyl)ethylthio)methyltrimethoxysilane was used instead of methyltrimethoxysilane as the raw material compound in Synthesis Example 1. １ H-NMR (400MHz, DMSO-d6): δ (ppm) = 0.90 (t, 6H), 1.49-1.81 (m, 24H), 2.58 (t, 4H), 2.67 (t, 4H), 7.65-8.35 (m, 52H).２９ Si-NMR (119.22MHz, DMSO-d6): δ (ppm) = -62.85 (s, 2Si), -84.88 (s, 1Si). ESI-MS: POSITIVE m / z 399.1 ([C ２０ H １３ F ６ S] ＋ ) NEGATIVE m / z 794.1 (median) ([C ２２ H ３８ O ４４ S ２ Si ３ W １１ ] ４－ )

[0313] [2. Preparation of Test Film-Forming Materials] Test film-forming materials (R-1) to (R-8) were prepared by blending the following polyacid salts (A-1) to (A-8) from the heteropolyacid salts synthesized above with modified defect sites and an organic solvent (cyclopentanone) in the amounts (unit: parts by mass) shown in Table 1 below.

[0314] The following polyacid salts were used as the polyacid salts (A-1) to (A-8) shown in Table 1: Polyacid salt (A-1) Polyacid salt (A-2) Polyacid salt (A-3) Polyacid salt (A-4) Polyacid salt (A-5) Polyacid salt (A-6) Polyacid salt (A-7) Polyacid salt (A-8)

[0315]

[0316] [3. Formation of Test Films and Evaluation Thereof] Each test film-forming material (R-1) to (R-8) was applied using a spinner onto an 8-inch silicon substrate that had been treated with hexamethyldisilazane (HMDS), and post-applied bake (PAB) treatment was performed on a hot plate at a temperature of 120°C for 60 seconds, followed by drying to prepare a resist film with a thickness of 50 nm. The thicknesses of the formed test films (M-1) to (M-8) were measured using a film thickness measuring device ("M-2000D" manufactured by J.A. Woollam Co.).

[0317] <Evaluation of Film Remaining Rate Before Exposure and After Development> The test films (M-1) to (M-8) were each subjected to alkaline development for 60 seconds at 23°C using a 2.38% by mass aqueous solution of TMAH (trade name "NMD-3", manufactured by Tokyo Ohka Kogyo Co., Ltd.). This was followed by rinsing with pure water for 15 seconds. The film thickness (average thickness) of each test film after development was measured using the film thickness measuring device described above, and the film thickness reduction rate before and after development was calculated according to the following formula. The film thickness remaining rate before exposure for each test film was also evaluated according to the following criteria. The results are shown in Table 2. Film thickness reduction rate = ((film thickness before development - film thickness after development) / film thickness before development) × 100 (%) A: Film thickness reduction rate is 0% or more and less than 20% B: Film thickness reduction rate is 20% or more and less than 50% C: Film thickness reduction rate is 50% or more

[0318] <Evaluation of film remaining rate after exposure and development> The test films (M-1) to (M-8) were subjected to open frame exposure using a KrF exposure device (NIKON Corporation's "NSR-S203B", NA (numerical aperture) = 0.68, σ = 0.75) at an exposure dose of 100 mJ / cm. ２ After the exposure, a post-exposure bake (PEB) treatment was carried out at 100° C. for 60 seconds.

[0319] After the PEB treatment, each test film was subjected to alkaline development for 60 seconds at 23°C using a 2.38% by mass TMAH aqueous solution (trade name "NMD-3", manufactured by Tokyo Ohka Kogyo Co., Ltd.). Then, the test film was rinsed for 15 seconds using pure water. The film thickness (average thickness) of the developer for each test film was measured using the film thickness measuring device, and the residual film ratio of the test film after development was calculated according to the following formula. The residual film ratio of each test film after exposure and development was evaluated according to the following criteria. The results are shown in Table 2. Residual film ratio after development = (film thickness after development / film thickness before development) x 100 (%) A: Residual film ratio after development is 0% or more and less than 10% B: Residual film ratio after development is 10% or more and less than 20% C: Residual film ratio after development is 20% or more

[0320]

[0321] The results in Table 2 show that the solubility in the developer before and after exposure changes drastically in all cases, including test films (M-1) to (M-6) containing polyacid salts (A-1) to (A-6) in which a hydroxy group or a carboxy group having a protecting group has been introduced into the anion moiety of the heteropolyacid salt modified at defect sites; test film (M-7) containing polyacid salt (A-7) in which a hydroxy group or a carboxy group having a protecting group has been introduced into the cation moiety of the heteropolyacid salt modified at defect sites; and test film (M-8) containing polyacid salt (A-8) in which a hydroxy group or a carboxy group having a protecting group has been introduced into both the anion moiety and the cation moiety of the heteropolyacid salt modified at defect sites.

[0322] Furthermore, the above results show that in heteropolyacid salts in which vacant sites have been modified, such as the polyacid salts (A-1) to (A-8), when an onium cation such as a sulfonium cation or an iodonium cation is contained in the cation moiety, the heteropolyacid salt in which the vacant sites have been modified also functions as a photoacid generator that generates acid upon exposure to light.

[0323] From the above, it can be seen that by introducing a hydroxy group or carboxy group having a protecting group into the cation moiety and / or anion moiety of a heteropolyacid salt having modified defect sites, it is possible to drastically change the physical properties, such as solubility in a developer, between the exposed and unexposed portions of a film containing the heteropolyacid salt having modified defect sites. Therefore, the heteropolyacid salt having modified defect sites is useful as a functional building block having the above-mentioned functions.

[0324] Furthermore, it has been found that useful functional building blocks capable of intramolecular or intermolecular reactions can be prepared by introducing, into the anion moiety of a heteropolyacid salt having a defect site, an organic group having a specific functional group such as a hydro group or hydroxy group, a halogen atom, an epoxy group, or an ethylenically unsaturated double bond, in addition to an organic group having a hydroxy group or carboxy group having a protecting group.

Claims

1. A heteropolyacid salt or a mixture thereof having a modified defect site 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 sulfonium cation, an organic sulfonium dication, or an organic iodonium cation; （ａｍ＋ｂｎ）－ represents a heteropolyacid anion in which the defective site is modified in a heteropolyacid anion having a defective site; 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 heteropolyacid salt or mixture thereof having modified defect sites according to claim 1, wherein the polyatom of the heteropolyacid anion is Mo, W, V, Nb or Ta, and the heteroatom is P, Si, B, S or Ge.

3. The heteropolyacid salt or mixture thereof having modified defect sites according to claim 1, wherein the heteropolyacid anion having defect sites is a defective Keggin type heteropolyacid anion or a defective Dawson type heteropolyacid anion.

4. The defective site-modified heteropolyacid salt or mixture thereof according to claim 3, wherein the defective Keggin type heteropolyacid anion is represented by general formula (II-1), (II-2) or (II-3). [XM １１ O ３９ ] ｃ１１－ (II-1) [XM １０ O ３６ ] ｃ１２－ (II-2) [XM ９ O ３４ ] ｃ１３－ (II-3) (wherein, X represents a heteroatom of P, Si, B, S or Ge; M represents a polyatom of Mo, W, V, Nb or Ta; c11- to c13- represent the number of negative charges, and c11 to c13 are natural numbers.) 5. The heteropolyacid salt or mixture thereof having a modified defect site according to claim 3, wherein the defective Dawson type heteropolyacid anion is represented by general formula (III-1), (III-2) or (III-3). [X ２ M １７ O ６１ ] ｃ２１－ (III-1) [X ２ M １６ O ５８ ] ｃ２２－ (III-2) [X ２ M １５ O ５６ ] ｃ２３－ (III-3) (In the formula, X represents a heteroatom of P, Si, B, S, or Ge; M represents a polyatom of Mo, W, V, Nb, or Ta; c21- to c23- represent the number of negative charges, and c21 to c23 are natural numbers.) 6. The heteropolyacid salt or mixture thereof having a modified defective site according to claim 1, wherein the modification is achieved by binding a group having one or more heteroatoms P, Si, Ge or Sn to which one or more hydro groups or organic groups are bonded to the heteropolyacid anion having the defective site via some or all of the heteroatoms.

7. The heteropolyacid salt or mixture thereof having a modified defect site according to claim 6, wherein the organic group has one or more of a halogen atom, a haloalkyl group, a hydroxyl group, a thiol group, a nitro group, a cyano group, a carboxyl group, an amino group, a sulfo group, an epoxy group, a glycidyl group, or an amide group.

8. The heteropolyacid salt or mixture thereof having modified defect sites according to claim 6, wherein the organic group has one or more ethylenically unsaturated double bonds.

9. The heteropolyacid salt or mixture thereof having a modified defect site according to claim 8, wherein the ethylenically unsaturated double bond is a vinyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamide group, or a styryl group.

10. The heteropolyacid salt or mixture thereof having a modified defect site according to claim 6, wherein the organic group has one or more hydroxyl or carboxyl groups having a protecting group.

11. The heteropolyacid salt or mixture thereof having modified defect sites according to claim 1, wherein the organic sulfonium cation is an organic sulfonium cation represented by general formula (VIII): [In the formula, R ２Ａ , R ２Ｂ and R ２Ｃ 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, ２Ａ , R ２Ｂ and R ２Ｃ 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); ２Ａ , R ２Ｂ and R ２Ｃ The hydrogen atoms contained in the above formula (1) are selected from the group consisting of (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above formula (1) to (s). 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); ２Ａ , R ２Ｂ and R ２Ｃ Any two of these are directly connected to each other via a single bond, or are divalent linking groups -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 sulfur atom in formula (VIII).

12. R of the organic sulfonium cation represented by the general formula (IV) ２Ａ , R ２Ｂ and R ２Ｃ at least one or more hydrogen atoms contained in the formula (I) are replaced with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or a carboxy group having a protecting group.

13. The heteropolyacid salt or mixture thereof having a modified defect site according to claim 1, wherein the organic iodonium cation is an organic iodonium cation represented by general formula (X): [In the formula, R ４Ａ and R ４Ｂ 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, ４Ａ and R ４Ｂ 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); ４Ａ and R ４Ｂ The hydrogen atoms contained in the above formula (1) are selected from the group consisting of (a) halogen atoms, (b) haloalkyl groups, (c) hydroxy groups, (d) thiol groups, (e) nitro groups, (f) cyano groups, (g) carboxy groups, (h) amino groups, (i) sulfo groups, (j) vinyl groups, (k) allyl groups, (l) (meth)acryloyl groups, (m) (meth)acryloyloxy groups, (n) (meth)acrylamide groups, (o) styryl groups, (p) epoxy groups, (q) glycidyl groups, (r) amide groups, (s) hydroxy groups or carboxy groups having a protecting group, or (t) C groups in which at least a part of the hydrogen atoms may be substituted with the above formula (1) to (s). 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 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 hydrocarbyloxycarbonyloxy 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); ４Ａ and R ４Ｂ 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 iodine atom in formula (X).

14. R of the organic iodonium cation represented by the general formula (X) ４Ａ and R ４Ｂ at least one or more hydrogen atoms contained in the formula (1) are replaced with (a) a halogen atom, (b) a haloalkyl group, (c) a hydroxy group, (d) a thiol group, (e) a nitro group, (f) a cyano group, (g) a carboxy group, (h) an amino group, (i) a sulfo group, (j) a vinyl group, (k) an allyl group, (l) a (meth)acryloyl group, (m) a (meth)acryloyloxy group, (n) a (meth)acrylamide group, (o) a styryl group, (p) an epoxy group, (q) a glycidyl group, (r) an amide group, or (s) a hydroxy group or a carboxy group having a protecting group.

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