WO2001047852A1

WO2001047852A1 - Onium salt compound, energy-ray-curable composition containing the same, and cured article thereof

Info

Publication number: WO2001047852A1
Application number: PCT/JP1999/007332
Authority: WO
Inventors: Seiichi Hayashi; Rieko Koike
Original assignee: Nippon Kayaku Kabushiki Kaisha
Priority date: 1998-07-17
Filing date: 1999-12-27
Publication date: 2001-07-05
Also published as: JP2000119308A

Abstract

A novel photopolymerizable reactant which has excellent compatibility with cationically curable compounds, has low toxicity, and is odorless; and a composition which contains the reactant and can cure upon irradiation with an energy ray. The reactant is an onium salt compound which has a cationic part containing a polyethylene glycol chain.

Description

Description: Anionic salt type compound, energy ray-curable composition containing the same, and cured product thereof

Technical field

The present invention relates to an onium salt type compound having a novel structure, a photoreaction initiator comprising the same, an energy ray-curable composition containing the same, which can be cured by irradiation with energy rays, and a cured product thereof. It does.

Background art

Photopolymerizable compositions have been actively studied in the fields of printing inks, paints, coatings, liquid resist inks, etc. from the demands of energy saving, space saving, and pollution-free properties, and their practical use has been realized. It has been considered. However, most of these studies were based on the radical polymerization of double bonds. Cationic polymerizable substances, for example, vinyl ether resin, are materials with excellent physical properties, but are less toxic, have better performance, and are ready for practical use for photopolymerization. There were few agents. Recently, oxime compounds having a porate anion, such as tetrakis (pentafluorophenyl) porate, have been known to have been known from the prior art, such as hexafenolerophosphonate anion and hexafluoro mouth antimonone. No. 6,184,170 and International Patent No. 95/033 show that they exhibit better properties as a photopolymerization initiator than anonymous salt, which is referred to as tonion. It was made clear by the publication of No. 338. According to these public relations and the papers of C. Priou et al., Po 1 ym Mater. Sci. Eng., Vol. 72, p. The two-drug dentotrakis (pentafluorofluorophenyl) por- tate is used for the polymerization of epoxi-silicon, even with the conventional difluoro-denimex hexafluoroantimonate. It has been reported to be more effective. However, the phoenimoleates reported in these documents do not have sufficient solubility in vinyl ether. From the standpoint of improving compatibility, J. A. Dougherty reported in Giarello, Proceeding of Rad Tech '96, North America, Nashville (1996), p. A case was reported in which a long-chain hydrocarbon group was introduced into the aryl group of a single-donium salt. C. Priou et al. Sci. Eng., Vol. 72, pp. 417 (1995) shows that an octyloxy group is added to the aryl of a denim salt. It reports an example of introduction.

Invention

As the field in which photopolymerizable compositions are used is rapidly expanding, there is a strong demand for providing new photopolymerization initiators and compositions containing the same.

An object of the present invention is to provide a novel photopolymerization that has improved the disadvantages of conventional photopolymerization initiators (for example, poor solubility in monomers, poor storage stability, coloring, etc.). An object of the present invention is to provide a reaction agent, an energy ray-curable composition curable by irradiation with energy rays containing the same, and a cured product thereof.

The present inventors have intensively studied and studied to achieve the above object, and as a result, have developed a novel photopolymerization initiator excellent in compatibility with resins and the like, and a composition using the same has a storage stability. The present inventors have found that an energy ray-curable composition having excellent curability and having no odor in the cured product can be provided, and the present invention has been completed.

That is, the present invention

The cation part has the formula (1)

[In the formula (1), R represents an alkyl group, an alkenyl group, an alkynyl group, an aryl group, a benzyl group, an acyl group or a silyl group, and X represents an ether bond, a thioether bond, a carbonyl group, an ester bond. Represents a bond, azo bond, methylenoxy bond, alkylene bond or silylenoxy bond, and Q is the first of a periodic table such as I, S, Se, P or N. A rv represents a carbocyclic, heterocyclic or condensed polycyclic aromatic ring, and n represents an integer from 1 to 200. Represent. Also,

Represents a benzene ring or a naphthalene ring, and one X— and one QA r are bonded to any carbon atom having a substituent on the benzene ring or the naphthalene ring. When one X — is an asymmetric bond, R (0 CH ₂ CH ₂ ) _n O — and the above benzene ring or naphthylene ring are bonded to an arbitrary bonding group of one X — It is assumed that ]

Wherein the anion moiety is represented by the formula (2) M (Y) _m- (2)

(In the formula (2), M represents As, P, Sb, or B, and Y represents a hydrogen atom, polyhalogenoaryl, or polyhalogenopoly (trifluoromethyl). Is an aryl group, and m is an integer of 4 to 6.)

A sodium salt compound characterized by being an anion represented by the formula:

(2) a photoreaction initiator comprising the onium salt type compound described in (1) above;

(3) An energy ray-curable composition comprising a cation polymerizable substance and the photoreaction initiator according to (2) above,

(4) A cured product of the composition described in (3) above

About.

BEST MODE FOR CARRYING OUT THE INVENTION

In the onium salt type compound of the present invention, specific examples of R in the cation moiety represented by the formula (1) include a methyl group, an ethyl group, and a methyl group. Port Alkyl groups such as pill, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decanyl, cyclobutyl, cyclobutyl, etc. , Cyclopentyl, cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cyclopentenyl, cyclo Hexadienyl group, vinyl group, propenyl group, isopropenyl group, aryl group, butenyl group, 1,3-butadienyl group, pentenyl group, ethynyl group, provinyl group, 2 — pentene 1-4 — alkenyl group such as phenyl group, pentenyl group, benzyl group, benzyl hydryl group, cinnamyl group, phenyl group, and styrene Ryl group, trityl group, phenyl group, tolyl group, xylyl , Mesityl group, vinyl phenyl group, vinyloxy phenyl group, propyl phenyl group, aryl phenyl group, vinyl thioxy phenyl group, methoxy phenyl group, Ethoxy phenyl group, phenoxy phenyl group, fluorophenyl group, chlorophenyl group, bromophenyl group, odd phenyl group, Nitrophenyl group, cyanophenyl group, phenylfluorophenyl group, naphthyl group, indenyl group, fluorenyl group, anthranyl group, Aryl groups such as a furyl group, a phenyl group, a xanthenyl group, a thioxanthenyl group, a thioxanthonyl group, and an acetylphenyl group; Cetyl, benzoyl, acryloyl, acetoacetyl, etc., trimethylsilyl, ethylmethylsilyl, propyldimethylsilyl, etc. Group, butyldimethylsilyl group, triethylsilyl group, triptylsilyl group, triamylsilyl group, dimethylphenylsilyl group, vinyldimethylsilyl Group, chloromethylsilyl group, trimethoxysilyl group, triphenylsilyl group, tris (trifluoromethylsilyl) group, Silyl groups such as tris (fluorophenyl) silyl group, tris (pentylfluorophenyl) silyl group, trifluorosilyl group, etc. Alkyl groups are preferred.

Specific examples of one X— in the formula (1) include ether bond, thioether bond, or carbonyl group, thiocarbonyl bond, oxycarbonyl bond, and thiocarbonyl bond bond. , Azo bond or sililene bond, dimethylsilylene bond, diphenylsilylene bond, dimethoxysilylene bond, etc. Methylene, ethylidene, vinylidene, isopropylidene, ethylene, trimethylene, tetramethylene, propylene, ethylene Alkylene bonds such as ruethylene, difluoroethylene, tetrafluoroethylene, dimethoxyethylene, etc. ゃ Methylenoxy bonds And the like. An ether bond, a thiol bond, a carbonyl group, and a methylenoxy bond are preferable, and an ether bond and a methylenoxy bond are particularly preferable.

When one X— is an asymmetric bond, in formula (1), R (0 CH ₂ CH a) _n 0-(hereinafter represented by A) and a benzene ring or a naphthene-lens ring (hereinafter, referred to as A) Is represented by B.) is bonded to an arbitrary bonding group of 1 X—. That is, taking the case where one X— is one CH ₂₀ — as an example, the onium salt type compound of the present invention has a cation moiety represented by the following formula (111) or (1-2): (In the formulas (1-1) and (1-2), Q and Ar have the same meanings as in the formula (1).)

A-CH _20- B-Q ⁺ -A r (1 — 1)

A-OCH ₂ -B-Q ⁺ -A r (1 — 2)

In the formula (1), n represents an integer from 1 to 200, preferably from n = l to 20 and particularly preferably from n = l to 10

The cation moiety of the sodium salt type initiator of the present invention is represented by the formula

(1) where Q is I (iodine) is a symmetric or asymmetric diary, and one aryl is phenyl or condensed. A condensed aromatic ring having a polyethylene glycol chain as an essential substituent, and another aryl group being carbocyclic or heterocyclic and unsubstituted or Or various functional groups (eg, alkyl, alkenyl, alkynyl, aryl, alkoxy, aryloxy, acyl, carboxyl, ester, mercapto, nitro, cyano, fluoro, , A bromo group, a brode group, etc.). A specific example of the cation moiety in which Q is I (iodine) in the formula (1) is [4-1 (1,4,7-trioxaoctyl) phenyl] phenylidene. ON, [4— (1,4,7—trioxaoctyl) phenyl] tri-diodium, [4-1 (1,4,7—trioxactyl) phenyl] (ethylfurenyl) Donion, [4.1 (1,4,7-trioxaoctyl) phenyl] cumyldoniumion, [4.1 (1,4,7-trioxactyl) phenyl] (dodecylphenyl) Donium ion, [4- (1,4,7—trioxaoctyl) phenyl] anicillo — Donium ion, [4-1 (1,4,7—trioxaoctyl) phenyl] (ethoxyphenyl) One denim Ion, [

(1,4,7-trioxaoctyl) phenyl] Don't Mion, [4— (1,4,7—trioxactyl) phenyl] (Oktyloxyfenyl)

[4- (1,4,7-trioxaoctyl) phenyl] (acetylphenyl) -donymion, [4-1 (1,4,7-trioxaoctyl) phenyl] (p-oxynixif) (Enil) rhododion, [4— (1,4,7—trioxaoctyl) phenyl] (nitrophenyl) dhondion, [4— (1,4,7—trioxaion) [Cyl) phenyl] (cyanophenyl) odomium ion, [4-1 (1,4,7_trioxacutyl) phenyl] (fluorophenyl) odomium ion, [4-1] (1,4,7-trioxaoctyl) phenyl] (chlorophenyl) hydroxy, [4— (1,4,7-trioxaoctyl) phenyl] (bromophenyl) 4th (1) , 4, 7 — trioxaoctyl) phenyl] propionidine, [4-1 (1,4,7 — trioxaoctyl) phenyl] [4 — (1,4,7,10 —te [Traoxazine decyl) phenyl] D-Dionmion, [4— (1,4,71-trioxaoctyl) phenyl] Naphthyl-Donium, [4-1 (1,4,7—Trioxaoctyl) Phenyl] [1 -(1,4,7-trioxaoctyl) naphthyl] d-dion, [4-1 (1,4,7,10-tetradoxy-denyl) phenyl] d-dion , [41- (1,4,7,10-tetraoxanedecyl) phenyl] tri-donidion, [4-(1,4,7,10-tetraoxanedecyl) phenyl Enil] (Etilf Enil)

[4-(1, 4, 7, 10-tetraoxanedecyl) phenyl] cumylodoniumion, [4-(1, 4, 7, 10-tetraoxanedecyl) phenyl ] (Dodecylphenyl) d-donion, [4— (1,4,7,10—tetraxanddecyl) phenyl] anisyldonion, [4—

(1,4,7,10—Tetraoxanedecyl) phenyl] (Ethoxyphenyl) -denimuion, [4-1 (1,4,7,10) —Tetraoxanedecyl) phenyl [Enil] Polyethylene Donion, [4— (1,4,7,10—Tetraoxanedecyl) phenyl] (Oktyloxy) Donny Dion, [4— (1,4,7,10—Tetraoxanedecyl) phenyl] (acetylphenyl) ododion

(1,4,7,10—tetraoxadidecyl) phenyl] ( (Onoxyphenyl) -d-ion, [4- (1,4,7,10-tetraxanddecyl) phenyl] (nitrophenyl 4) (1,4,7,10—Tetraxandecyl) phenyl] (Cyanophenyl) Mion, [4— (1,4,7-dioxanedecyl) phenyl] (fluorophenyl) oddion, [4— (1,4,7,1 0 — Tetraoxane decyl) phenyl] (Cross phenyl) podmium ion, [4— (1,4,7,10—Tetraoxa) Ndesilene) Feninole] (Bromo Feninole) Rhododendron, bis [41 (1,4,7,10) —tetraoxanedecyl) phenyl ] Don't miss me ON, [4— (1,4,7,10—Tetraoxane decylsilyl) phenyl] naphthyl-dominated ion, [4-1 (1,4,7,1 0—Tetraoxane decyl) phenyl] [1— (1,4,7—trioxaoctyl) naphthyl] odomium ion, [1— (1,4,7 — Tri-Oxyl) Naphthyl] Feminine Dion, [1— (1, 4, 7—Trioxal) Naphthyl] Dummy ion, [11 (1,4,7-trioxaoctyl) naphthyl] (ethylfurnyl) oddion, [1— (1, [4,7—trioxaoctyl) naphthyl] [dummy], [1— (1,4,7—trioxaoctyl) naphthyl]

(Dodecylphenyl) -dominated, [111- (1,4,7-trioxaoctyl) naphthyl] anisediodonion , [11 (1,4,7-trioxaoctyl) naphthyl]

(Ethoxyphenyl) diodium ion, [1— (1,4,7—trioxaoctyl) naphthyl] styridyldiodium [11 (1,4,7-trioxaoctyl) phenyl]

(Octyloxy) D-ion, [4.1 (1, 4, 7-trioxaoctyl) naphthyl] (acetyl-phenyl) Ion, [11 (1,4,7-trioxacutyl) naphthyl] (fluorooxyphenyl)

[1— (1,4,7—trioxaoctyl) naphthyl] (nit opening phenyl) oddion, [1— (1,4,7—trioxaoctyl) [Naphthyl] (cyanophenyl) podmium ion, [1— (1,4,7—trioxaoctyl) naphthyl]

(Fluorophenyl) D-ion, [1— (1,4,7—trioxaoctyl) naphthyl] (Clo-portion phenyl)ゥ MUION, [1— (1,4,7—trioxaoctyl) na [Futyl] (promoenil) N-Dion, bis [1— (1,4,7—trioxaoctyl) naphthyl] N-Dion.

Among these cation moieties, preferred are 4- (1,4,7_trioxaoctyl) phenyl] phenyl-doniumion and [4-1 (1,4, 7 — trioxaoctyl) phenyl] (dodecylphenyl) thiomethylene, [4— (1,4,7—trioxactyl) phenyl] (octyloxy) phenylmethylene , Bis [4-1 (1,4,7-trioxaoctyl) phenyl] hydrodoniumion, [4— (1,4,7-trioxaxoctyl) phenyl] [4-1 (1,4,7, 1 0—Tetraoxanedecinole) phenyl, [4— (1,4,7—trioxaoctyl) phenyl] naphthylone, [4— (1 ,, 4, 7 — trioxaoctyl) phenyl [1— (1,4,7—trioxaoctyl) naphthyl] 4D-dion, [4— (1,4,7,10—tetraxandedecyl) phenyl] (octyloxy)ドルド [4 [4.1 (1, 4, 7, 10 – tetraoxanedecyl) phenyl] エルゥ [4- (1,4,7,10—Tetraoxane decyl) phenyl] (dodecyl phenyl) jordan ion, bis [4-(1, 4, 7, 10 — tetraxazodanedecyl) phenyl] odonium ion, [4— (1,4,7,10—tetraxopane) [Decyl) phenyl] naphthyl-doniumion, [4- (1,4,7,10—tetraxondecyl) phenyl]

[1-(1, 4, 7 — trioxaoctyl) naphthyl] single-donion, [1-(1, 4, 7 — trioxaoctyl) naphthyl] Fedorndomion, [1— (1,4,7—trioxaoctyl) naphthyl] (dodecylphenyl) [1,1,4,7-trioxaoctyl) phenyl] (octyloxy) phenyl, bis [1,1,4,7 — Trioxaoctyl) naphthyl].

In addition, the cationic moiety of the onium salt type compound of the present invention is represented by the formula

(1) When Q is S, triarylsulfonium is used, and one aryl is a phenyl or condensed aromatic ring which is an essential substituent. The remaining aryl groups are carbocyclic or heterocyclic and may be unsubstituted or variously substituted. Functional groups (e.g., alkyl, alkenyl, alkynyl, aryl, alkoxy, aryloxy, aryloxy, acyl, benzoyl, carboxyl, ester, mercapto, Nitro, cyano, fluoro, black mouth, promo, ground, etc.) or more than one. Specific examples include [4— (1,4,7—trioxaoctyl) phenyl] diphenylsulfonium ion, [4— (1,4,7—tri) [Oxacoctyl) phenyl] (benzoylphenyl) (phenolylphenyl) sulfonium ion, [4-1 (1,4,7—trioxanol) [Cutyl) phenyl] (phenylthiophenyl) (fluorophenyl) sulfonium ion, [4-1 (1,4,7-trioxaoctyl)] [Phenyl] (thioxanthonyl) (fluorophenyl) sulfonium ion, bis [4-1 (1,4,7-trioxaoctyl) phenyl] phenyl Nylsulfonium ion, tris [4-1 (1,4,7-trioxaoctyl) phenyl] sulfonium ion [4-(1,4,7,10—tetratetraoxane decyl) phenyl] diphenylsulfonium ion, [4— (1,4,7 , 10 —tetraxabenzodecyl) phenyl] (benzoylphenyl) (fluorophenyl) three-fluoro-ion, [41- (1,4,7,10—tetraxandendecyl) phenyl] (phenylthiophenyl) (fluorophenyl) three-fluoro-mion, [4-1 (1,4 , 7,10—Tetraoxandecyl) phenyl] (Tioxanthonyl) (Fluorophenyl) Sulfonium ion, Screw [4-1 (1,4 , 7, 10 — tetraoxane decyl) phenyl] phenylsulfonium ion, tris [4-1 (1, 4, 7, 10) — tetraoxane decyl) [Phenyl] sulfonium ion, [1-1 (1,4,7-trioxaoctyl) naphthyl] diphenylsulfonium ion, [111 (1,4) , 7 — trioxyl) naphthyl] (benzoyl) (fluorophenyl)ゥ Mion, [1— (1,4,7—trioxaoctyl) naphthyl] (phenylthiophenyl) (fluorophenyl) sulfonium ion, [1— (1,4,7—trioxaoctyl) naphthyl] (thoxanthonyl)

(Fluorophenyl) sulfonium ion, bis [1— (1,4,7—trioxaoctyl) naphthyl] phenylsulfonium ion, tris [1— (1,4,7-trioxaoctyl) naphthyl] sulfonium ion and the like.

The cationic portion of the onium salt type compound of the present invention is as described above. Selected from the 15th to 17th groups of the periodic table, such as Se, P, N, etc., in place of 1+ and S + of the red and blue ions A cation of one or more elements may be used.

In the hondium salt type compound of the present invention, specific examples of Y in the anion portion represented by the formula (2) include a fluorine atom, a pentaphenylenephenyl group, and a tetraalkyl group. Phenylophenyl, Chlorotetrafluorophenyl, Bromotetrafluorophenyl, Hydrotetraphenyl, Trif Fluorophenyl group, black mouth Triflorenophenyl group, dichlorotrifluorene group, promoter trifluorene mouth phenyl group, dibromo Trifluorophenyl group, Bromochlorotrifluorophenyl group, Difluoro mouth phenyl group, Chlorofluorophenyl group, Dichlorobenzene Fluorophenyl group, trichlorofluorophenyl group, Bromodifluorophenyl group, dibromodifluorophenyl group, tribromodifluorophenyl group, bromolofluorophenyl group, Black mouth dibromodifluorophenyl group, black mouth dibromodifluorophenyl group, fluorophenyl group, black mouth fluorophenylene group, dichloro Fluorophenyl group, Trichloro mouth Fluorophenyl group, Tetracro mouth Fluorophenyl group, Bromofluoro Mouth phenyl group, jib mouth morphriole Mouth phenyl group, tribromo fluor phenyl group, tetrabromo fluor phenyl group, promo chlorof Luoropheninole group, bromolochloronorenolofenolene group, dibromophenofluoride fluoropheninole group, tribolemochlorofluorene group Poly (nitrogen) aryl group, bis (trifluoromethyl) phenyl group, tetrafluoro (trifluoromethyl) phenyl group, etc. Bis (trifluoromethyl) trifluorophenyl group, tris (trifluoromethyl) difluorophenyl group, tetrakis (trifluoro) Methyl fluorenyl group, pen kiss (trifluoromethyl) And phenyl and phenyl groups such as phenyl and phenyl groups.

In the formula (2), a preferable atom of M is Sb or B. When M is Sb, Y is a fluorine atom. Is preferred, and when B is a Y, a polynitrogenoaryl group or a polynitrogenopoly (trifluoromethyl) aryl group It is preferred that

Examples of the anion portion of the hondium salt type compound of the present invention include hexaforenolo arsenene toion and hexofurofluorophosphonate. Eight-Ion, Pen-Yu Fluoro-Antimone One-Tion, Tetra-Fnoreo-Robot-Ion, Tetrakis (Penta-Fri-Le-O ) Bole ion, Tetrakis (Chlorotetrafluorophenol) Polyion, Tetrakis (Triclofluor triphenyl) ) Pole ion, Tetrakis (difluorotriclosure) Phenolion, Tetrakis (fluorotetrachloride) Enol) Pole ion, Tetrakis (Bromo-tetrafluoroolefin) Volation Ion, Tetrakis (Jib mouth motofluoro) Phenol) Pole ion, Tetrakis (Difluorotribromophen) Portions, Tetrakis (Fluorotratrabromorphine) Ballet Ions, Tetrakis (Promo Enione) Polyion, Tetrakis (Blomolo Chlorofluorophenyl) Volation, Tetraxe (Promofluorene) Cloth phenyl) Pole ion, Tetrakis (Jib mouth Molo Logic Fluorophenyl) Pole ion, Tetrakis (Jib mouth) Molecro-fluorene-fluoropheninole) Volation ion, Tetrakis (tripromo-chlorofluorofluorophenyl) Portion, tris ( Pen evening Fluoro phenyle) Fluoro ion, Tris (Chloro) Tetrafluorophenyl) Noro robot ion, tris (dichlorotriphenyl), fluorophore ion, tris (difluorotrino) Fluorocarbon ion, tris (fluorocarbon) Fluorocarbon ion, tris (bromote) Traforeno lo Feninore) Frole robo toion, Tris (jibromoto trifle mouth Fenirire) Fluoroboro toion, tris (Difluorotriphenyl) Fluoro-ion, tris (fluorotetrafluoro-ion) Fluoro-ion, tri S (Bromo cro-tri-fr. ON, TRIS (Bromo Fluorofluorophenyl) Fluorocarbon Ion, Tris (Bromo Fluoro Port Tricro Port phenyl) Fluoro-bore ion, tris (jib mouth cro-ro difluorophenyl) Fluoro-fluorene ion at the mouth of the mouth, Fluoro-bore ion, Tris at the mouth of the rim (Trifluoro-acid fluorene), Fluoro-pole ion, Bis (Chloro fluorophenyl) difluoropolyion, Bis (chlorotetrafluorophenyl) difluorene ion, Screw (Chloro Trifole Norrero Feninole) Screw (Difluoro Rotary Cloth Mouth) Difluorobolt ion, screw (fluorotetrachloride phenyl) Difluoroporate ion, screw (promote trafluorite) Nore) difluoroborate ion, bis (dibromotrifluorene) difluoroporate ion, bis (difluorotribro) MOFENYL) GIFLORO BOLETE ION, BIS Rotary fluorophenyl ion difluorene ion, bis (promo chlorodifluoronorenophenyl) difluoroboroionic ion, bis ( Bromo Fluoro mouth On, bis (jibokumokurojirofurofurenji) difuroporateion On, bis (jibumojikurorofuorenorophenyl) jifu Roll-on bolts, screws (tri-bromo chloro-fluoropheninole)

(Pentafluorophenyl) Trifluoroborate ion, (Chlorotetrafluorophenylinole) Trifolate ion port,

(Tri-fluoro phenyl) Tri-fluorate ion, (Tri-fluoro tri-fluorate) Tri-fluoro tie ON, (Fluoro-Tro-cro-Fan) Tri-Fluoro-Bole-To-Ion, (Promote-Tro-Fluoro-Fen) Tri-Fluoro Pole ion, (dibromotrifluorophenyl) Trifluorate ion, (difluorotrifluorophenyl) trif Tri-fluoro robot ion, (Trifluorofluoro-ion), (Trifluorofluoro-ion), (Bromo-chloro trifluorene) ) Trifluoro Robot Ion, (Bromo Fluorofluorophenyl) Trifluoro Roll Ion, (Bromo Fluoro) (Re-closure mouth) tri-fluoro-ion ion, (jibromokuro-jiro-fluoro-phenyl) tri-fluoro-boro-ion (Jib mouth Molokuronorenorofen) Trifluoropolo-toion, ( Mouth Fluorofluorophenyl) 10 Fluoroboroion, Tetrakis [3,5—Bis (Trifluoromethyl) phenyl ] Portion, Tris [3, 5 — Screw

(Trifluoromethyl) phenyl] Fluoroion, bis [3,5-bis (trifluoromethyl) phenyl] difluorobo Rate ion, [3,5—bis (trifluoromethyl) phenyl] trifluorene ion, tetraki [ Methyl) Tetrafluorophenyl] Portion, Tris [(Trifluoromethyl) Tetrafluorophenyl] Fluoroborole Ion, Screw [(Trifluoromethyl) Tetra [Fluorophenyl] difluorene ion, [(trifluoromethyl) tetrafluorophenyl] trifluorene ON, Tetrakis [Bis (Trifluoromethyl) Trifluoro mouth] Portion, Tris [Bis (Trifluoromethyl) Tri Fluoro-fluorinated] Fluoro-ion, Bis [Bis (trifluoro-methyl) Tri-fluoro-phenyl] , [Bis (Trifluoromethyl) Trifluorophenyl] Trifluoronorebotion, Tetrakis [Tris (Trifluoromethyl) Chill) difluorophenyl] borate ion, tris [tris (trifluoro) Methyl) difluorophenyl] Fluoro-ion, bis [tris (trifluoromethyl) difluorophenyl] difluoroborole Ion, [tris (trifluoromethyl) difluorophenyl] trifluorene ion, and the like can be mentioned.

Preferable ones of these anion parts are hexafluoroarsenate ion, hexafluorophosphate ion, and peony. Fluoro-ion ion, Tetrafluoro-ion, Tetrakis (Pen, Fluoro-opening, Fluorine) Bore-on, Te Trakis (Chlorotera Fluorophenylene) Pole One-ton, Tetrakis (Tri-fluoro-triphenyl) Portion, Tetrakis (Promote trifluorophenyl) Bole Toion, Tetrakis (Dibromotrifluorophenyl) Pole Toion, Tris (Pentafluorophenyl) Fluoroboro Toy On, Tris (Chloro-tetrafluorophenyl) Fluoro-bolt Ion, Tris (Trichloro-trifluorophenyl) Fluoro Pole ion, tris (bromo-tetrafluorophenyl) Fluorocarbon ion, tris (jib mouth motofluorophenyl) ) Fluoro-ion and bis (pen fluor phenyl) di-fluoro Rate ion, screw (chlorotetrafluorophenylene) difluorobolt ion, screw (dichlorotrifluorene) Luopole ion, bis (bromote raph norenolo feninole) difluorene ion, bis (jibromo trifluorofluorininole) difuro Role ion, screw (difluoro tribromone) difluorene-diion, (fluorene) trifnoreo Port ion, (Chloro-tetrafluorophenyl) Trifluoroborate ion, (Chloro-trifluorene port) Reflero Robot Ion, (Promote Phenyl) Trif Fluoro-ion ion, (Jibro-tri-fluoro-ioninole) Tri-fluoro-ion ion, (Jifluoro-tri-bromo-innole) Refluoro robot ion, Tetrakis [3,5-bis (trifluoromethyl) phenyl] Polyion ion, Tris [3,5 — Bis (Trifluoromethyl) phenyl] Fluoro Ion, Bis [3, 5 — Bis (Trifluoromethyl) phenyl] Difluoro Rate ion, [3,5—bis (trifluoromethyl) phenyl] Trifluorate ion, tetrakis [(trifluoromethyl) ) Tetrafluorophenyl] Portion, Tris [(Trifluorophenol) Tetra La Fluoro Fluorinole] Fluoro Ion, Screw [(Trifluoro Methyl) Tetra Fluoro phenyl] Di Fluoro Ion, [(Trifluoromethyl) tetrafluorophenyl] Trifluoroport ion, tetrakis [bis (trifluoromethyl) trifluoride] Mouth phenyl] ball ion, tris [bis (trifluoromethyl) trifluorophenyl] fluorate ion, screw [bis ( Trireflelo methylene) Trifleolophenyrene] [Trifluoroethylene], [Bis (Trifluorometyl) Trifloromethyl] Nil] Trifluoro Robot Ion, Tetrakis Lith (Trifluoromethyl) diphenylophenyl] Portion, Tris [Tris (Trifluoromethyl) difluorophenyl] ] Fluorophosphate ion, screw [Tris (Trifluoromethyl) difluorophenyl] difluorocarbon ion, [Tris ( Trifluoromethyl) difluorophenyl] trifluoroborate and the like.

The hondium salt-type compound of the present invention may be a salt of a cation moiety (halogenated compounds such as tosylate, chloride, bromide, and iodide, hexafluorophosphate, and hexafluorophosphate). Fluoroantimonate, tetrafluoroborate, etc. and alkali metal salts of anion (sodium, lithium, calcium or cesium) ) Can be produced by an exchange reaction with As the reaction solvent, use water, acetate, methylethyl ketone, alcohol, methylene chloride, cross-hole form, or a mixture of these. I can do it. If the resulting hondium salt type compound of the present invention is in a solid state, the precipitate is collected by filtration and dried under vacuum. For example, the target substance can be obtained by drying the extract with a drying agent such as sodium sulfate and magnesium sulfate, and then distilling off the solvent.

The salt in the cation portion can be synthesized, for example, by the following method. formula In the above (1), when X is an ether bond or a thioether bond, a compound known as a method for synthesizing a Williamson ether is used.

(Alkyl or aryl chlorides, bromides, and iodides) and alkoxides are introduced to introduce polyethylene glycol chains. In this case, the alkyl halide and the allenoxide having a polyethylene glycol chain are allenoxides (for example, phenoxide, naphthoxide). And thiophenoxides), and a method of reacting an halogenated aromatic compound with an alkoxide dioxide having a polyethylene glycol chain. However, when the halogeno aromatic compound is activated by an electron-withdrawing group (for example, a nitro group, a cyano group, a trifluoromethyl group, etc.), the latter method is used. However, if not, the former method is suitable. The choline chlorination of arenes having a polyethylene glycol chain can be produced by the method already reported. For example, J. Neirland et al.'S Journal Organic Chemistry, USSR (English Transcription), Vol. 6, page 889 (1970), and J. V. Crivello et al. Ournal Polymer Science, Polym. Chem. Edn., 27 Vol., 395, page 1 (1989). In other words, hydroxy (tosyloxy) chloride is added to an array having a polyethylene glycol chain with an acid catalyst (eg, acetic acid, hydrochloric acid). , Lewis acid, etc.) to give the corresponding diaryl dendrites. In addition, in the formula (1), when X is a carbonyl bond, a carboxylic acid chloride having a polyethylene glycol chain and a freed-class derivative of an arylene group are used. By reacting the ketone obtained by the reaction with a hydroxy (tosyloxy) chloride array in the presence of an acid catalyst (for example, acetic acid, hydrochloric acid, Lewis acid, etc.), Corresponding Giardino denim sillate is obtained. In the formula (1), when X is an ester bond, dehydration condensation of the monoalcohol of polyethylene glycol with an aromatic carboxylic acid or polyethylene is preferred. Similarly, the ester obtained by the dehydration condensation of carboxylic acid having a glycol chain and hydroxyarene reacts with hydroxy (tosyloxy) chloride array. If you do, you will get the corresponding Gary Le Donald's sill. In the formula (1), when X is an azo bond, the asymmetrical structure obtained from an alkyl halide having a polyethylene glycol chain and an arene hydrazine is used. The azo compound obtained by oxidizing hydrazine is treated with hydroxy (tosylo). Xi) By reacting the diode array, you can get the corresponding galley-donald sill. In the formula (1), when X is a methylenoxy bond, an alkyl phenol having a polyethylene glycol chain and an alkylene phenol or polymethyl phenol are used. The ether obtained by the Williamson reaction between the mono alcohol of the ethylene glycol and the nitrogen methylarene has a hydroxy (tosyloxy) moiety. If the reaction is performed, the corresponding jewelry-donated sill can be obtained. In the formula (1), when X is a silyloxy bond, the Williamson of the monoalcohol of polyethylene glycol and the nitrogen-silyllane is used. By reacting a hydroxyl group obtained by the reaction with a hydroxyl group obtained by the reaction, the corresponding jelly-le-dominum can be obtained. A tosilla is obtained.

As described above, one of the features of the sodium salt type compound of the present invention is that it has a polyethylene glycol chain in its cation portion.

Alkali metal salts in the anion are commercially available (hexafluoroarsenate, hexafluorophosphate, pentafluoroantimonate, tetrate). Other than lafluoroborate, etc., are known methods, and can be used in the form of haloborates (eg, boron trifluoride or trichloride). Boron or their ethers) and organometallic compounds having the desired aryl groups (for example, aryl metal compounds such as magnesium, lithium, and tin). 9, 1131, 1968, and can be synthesized according to the method described in Shiramoto Chemical Journal, 90, 300, 1969) Can be manufactured. It can be converted to an alkali metal salt other than lithium by reacting with an aqueous solution of another alkali metal halide.

Specific examples of the thus-obtained onium salt-type compound of the present invention include [(methoxetoxy) phenyl] phenyldimethylhexafluoro. Al arsenate, [(methoxhetoxy) phenyl] phenyl fluorene phosphate,

[(METHOX HELMET) PHENYL] FENOLOGY DIMENSION HEXA FLOOR ANTIMONET, [(METHOXY HOXY) FENHYL] FENOLEDテト ((((((((((((((((((((((((((( Phenyl) volatile, [(methoxhetoxy) phenyl] phenyl pentamethylate chlorate (chlorotetrafluorophenyl) porate, [(Methoxy ethoxy) phenyl] Phenyl Dentium Tetrakis (Tricycle Fluorophenyl) Le) Polate, [(methoxhetoxy) phenyl] phenyl-donium tetrakis [3,5—bis (trifluoromethyl) phenyl] Portfolio, [(Metoxy Shenzhen) Phanyl] Vinyl Dentium Taki [(Trifluoromethyl) Tetrafluorophenyl ] Pole, [(Methoxy thiol thio) phenyl] phenyl dimethyl hexafluoroarsenate, [(Methoxy thiol thio) phenyl] phenyl Luminous phosporate, [(Methoxyquinthiol) phene] Fluorene nitrosone, [ (Methoxy thiolthio) Feninole Volvo rate, [(Metoki Shechirchio) Feninole] Fenryo dendite trakis (Pentafluorophenyl) Porate, [(Met Phenyl)) phenyl phenyl (chlorene phenyl) porphyrate, [(methoxy thiolthio) phenyl [Nore] phenomena dentrate (dichloro mouth trifluorophenyl) port, [(methoxyethoxythio) phenyl] phenylゥ Mutetrakis [3,5—Bis (trifluoromethyl) phenyl] port, [(Methoxyshethylthio) phenyl] phenyl Raki [(Trifluoromethyl) tetrafluorophenyl] borate, [(ethoxy) phenyl] phenyl Fluoro arsenate, [(Etoxy) phenyl] Fluorophosphate, [(Etoxy) phenyl ] ドチニ (((((((((((((((((((((((((( La fluoropore, [(ethoxy) phenyl] phenyl pentafluorophenyl (pentafluorophenyl), [(Etokishietokishi) fujiru] fuji, le denimute trakisu (kuroterafuto) Fluorophenyl) Pole, [(Etoxy) phenyl] Phenyl Dentium Tetrax (Trifluoro Fluoro) Phenyl) port, [(ethoxyethoxy) phenyl] phenyl-donium tetrakis [3,5-bis (trifluoromethyl)] [Phenyl] port, [(ethoxy) phenyl] phenyl benzyl tetrakis [(trinolenomethyl) tetrafluoro [Phenyl] volat, [(Etoxy Shechirthio) phenyl] Phenol Done Mute Trakis [(Trifluoro Methyl) Tetra Fluoro Fe Nil] port, [(Ethoxyethyl) [Chenyl) phenyl] phenylhexafluoroarsenate, [(ethoxyshethylthio) phenyl] phenylhydrogenhexafluoro Phosphate, [(ethoxyshethylthio) phenyl] Fluorodium hexafluoroantimonate, [(ethoxyshethylthio) phenyl ] Fluorodium, [(Ethoxyshettithio) phenyl] Fluorine (1) Fluoride Phenyl) Port, [(Ethoxyshethylthio) phenyl] Phenyl Denium Tetrakis (Chlorotetrafluorophenyl) Poles, [(ethoxy shetylthio) phenyl] phenyl Num tetrakis (tri-fluorophenyl) dichloride port, [(Ethoxyshethiol) phenyl] phenol 3, 5 — bis (trifluoromethyl) benzolate, [(ethoxyshethylthio) phenyl] phenyl rhododendrite Fluorophenyl) Volatile, [(Fenoxy) Toluene] [Fenoru] 1st Denisium , [(Phenoxy) phenyl] Phenol phenol phosphate, [(Phenix ethoxy) phenyl Nil] ドドド ((((((((((((((((((((((((((((((((((((( Rate, [(phenoxy ethoxy) phenyl] phenyl radical pentoxide (pentyl fluorophenyl) port, [(phenyl Nokiseki) phenyl] phenyl nitro tetrakis (chlorotetrafluorophenyl) port, [(phenolic) Tonix) Feninole 1 Dentum trax (cyclo-triphenyl) port, [(Fenox) [ENIL] FUNYL DONUTE TRAKIS [3,5—BIS (TRIFLUOROMETHYL)] [Nil] volat, [(Fenoxy)] [Feninole] Donemute Trax [(Triflelerometyl) Tetrafluoro Rophenyl] port, [(phenyloxythio) phenyl] phenyldimethylhexafluoroarsenate, [(phenyloxythio) thiophene Nil] phenyl phosphatophosphate, [(phenoxymethylthio) phenyl] phenyl benzophenone Loan ionnet, [(phenoxyethylthio) phenyl] phenyl nitrofluorophosphate, [(phenoxyethylthio) phenyl] Fernando Dim Tetrakis (pentylfluorophenyl) pocket, [(phenolic) thiophene] phenyl Trifluorophenyl) port, [(phenoxyethylthio) phenyl] phenyl nitro tetrakis (trichlorofluorotriol) [Feninole] borate, [((Fenokishechiruthio) phenyl]] phenyl [3,5]

— Bis (trifluoromethyl) phenyl] port, [(phenyloxythio) phenyl] phenyl nitroxide Fluoromethyl) tetrafluorophenyl] port, [(1,4,7-trioxaoctyl) phenyl] phenyl Fluoroarsenate, [(1,4,71-trioxaoctyl) phenyl] phenylhydrophosphate, [(1, 4, 7 — trioxoctyl) phenyl] phenyl pentafluoromonoxide, [(1, 4, 7 — trioxoctyl) phenyl [Nil] fenyl-do-don-t-tetrafluorophosphate, [(1,4,7-trioxa Phenyl) phenyl phenol (fluorophenyl), [(1,4,7—trioxaoctyl) phenyl ] 二ョ二二 Trakis. (Chlorotetrafluorophenyl) Porate, [(1,4,7-trioxaoctyl) phenyl] phenyl Demimetal Kiss (tri-fluorophenyl) porcelain, [(1,4,7-trioxaoctyl) phenyl] phenyl [3] , 5 — bis (trifluoromethyl) phenyl] port, [(1,4,7—trioxaoctyl) phenyl] phenyl Laquis [(trifluoromethyl) tetrafluorophenyl] port, [(1,4,7-trioxanonyl) phenyl] phenyl Dental hexafluoro arsenate, [(1,4,7-trioxanonyl) phenyl] phenyl Dummy hexafluorophosphate, [(1,4,7-trioxanonyl) phenyl] phenylhexafluorophore Nimmonate, [(1,4,7-trioxaoctyl) phenyl] phenyl pentafluorophosphate, [(1,4,7 — Trioxanonyl) phenyl] phenyl nitrate tetrakis (pen fluorene) volat, [(1,4,7—trioxanonyl) Nil) phenyl] phenyltetrakis (chlorotetrafluorophenyl phenyl) borate, [(1,4,7-trioxanonyl) Phenyl (1), (4,7-trioxanonyl) phenyl) benzene (tetracyclophenyl) [2,3-bis (trifluoromethyl) phenyl] port, [(1,4,7-trioxanonyl)] [Phenol] phenyl dentium [(trifluoromethyl) tetrafluorophenyl] port [(6—phenyloxy) 1, 4 — dioxahexyl) phenyl] phenyl rhododylhexafluoroarsenate, [(6 — phenyloxy 1,4 dioxahexyl) ) Phenyl] phenylhexafluorophosphate, [(6—phenyl) 1,4—di Oxenoxy) Fenniroledo Deniumhexafluoroantimonate, [(6—Fenoxyl 1,4—Dioxahexyl) phenyl] Fluorodium, [(6—Phenoxy-11,4—Dioxahexyl) phenyl] Phenyl (1) Dummy tetrakis (pentafluorofluorophenyl) borate, [(6-phenyl-1,4-dioxahexyl) phenyl] phenylドテゥテクク 6 6 6 (6 (6 6 (6 6 (6 6 6 (6 6 (ル二 Mutetrakis (Trifluorophenyl) dichloride port, [(6—Phenoxy-11,41-dioxahexyl) phenyl] phenyl Dummy tetrakis [3,5—Bis (trifluoromethyl) phenyl] porate, [(6—Phenoxy-11,4—Dioxahexyl) ) Phenyl] phenyl terephthalene [[(trifluorenemethyl) tetrafluorophenyl] borate, [(1,4,7,1) 0 — tetraxadecanedecyl) phenyl] phenylhexafluoroarsenate, [(1,4,7,10—tetraxadecanedecyl) [Phenyl] phenylhexafluorophosphate, [(1,4,7,10—Tetoraxa) [Dendecyl) phenyl] phenylhydrogenantimonate, [(1,4,7,10—Tetraoxandecyl) phenyl Nil] phenyl pentafluoropropanol, [(1,4,7,10—tetraxadecanedecyl) phenyl] phenylニーテ 1 1 1 1 1 (1 (1 1 ー 1 1 (1 (ーー 1 1 1 1 1 ((1 1 1 1 1 1 ((( Ethyl-Denium Tetrakis (Chlorotetrafluorophenyl) Volatile, [(1,4,7,10—Tetraoxanedecyl) Fue Nil] ゥ Mutetrakis (tri-fluoropheninole) port, [(1,4,7,10—tetraxadecyl) phenyl] phenyl (1), (4,7,10—Tetraoxanedecyl) butyl, [3,5—bis (trifluoromethyl) phenyl] borate [ENIL] FENOLOGY DENTAL TETRAKIS [(TRIFLUOROMETHYL) TETRAFLUOROFENYL] POLE, [(9-1 FENOXY 1,4,7—trioxanonyl) phenyl] phenylenedihexafluoroarsenate, [(9—phenyloxy 1,4,7_trio Oxanonyl) phenyl] phenyl benzophenone phosphate, [(9-1 phenolic 1,1, 4,7-trioxanonyl) phenyl] phenylhexafluoroantimonate, [(9-phenoxy-1,4-, 7-triphenyl) Oxanonyl) phenyl] phenyl dimethyltetrafluoropropyl, [(9-phenoxy1,4,7-trioxanonyl) [Phenyl] Demi-metal Trakis (Pen-Yu Fluoro-Phenyl) Volatile, [(9-Phenoxy 1,4,7-tris) Oxanonyl) phenyl] phenynolede dimethyl trakis (chlorotetrafluorophenyl) por- tate, [(9- 1 phenyl) 1,4, 7 — Trioxa Nonyl) phenyl] phenyltetraphenyl (dichlorotrifluorophenyl) port, [(9-phenyloxy 1, 4,7-trioxanonyl) phenyl] phenyl-tetramethyl [3,5—bis (trifluoromethyl) phenyl] port , [(9—Phenoxy 1,4,7—Trioxanol) phenyl] phenyl Dentium Trac [(Trifluoro (Methyl) tetrafluorophenyl] porate, bis [(methoxetoxy) phenyl] compound hexafluoro alcenate, bis [(methyl Toki Shet Toxi) Fen Dildo Hexafluorophosphate, Screw [(Methoxy Toxi) Fedornium hexadene funneleo mouth antimonate, screw [(methodoxy) phenyl] rhododendemtrafluoroborate, screw [(Metokishetoxy) phenyl] ドテテテ (メメメメメメメ[Feninole] Feldnium Tetrakis (cloth Tetrafrenolerophenyl) Pole, Screw [(Metokishetoki) Feninole] (1) Demi-metal trakis (dichlorotetrafluorophenyl) Pole, screw [(methodoxy) phenyl] 3, 5 — Screws (Trifluoromethyl) [Phenyl] Port, Screw [(Metoki Shet Toshi) Phenil] Hand Dummy Tetraki [(Trifluoro Metinole) Tetrafreolo [Phenyl] Port, Screw [(Etoxy Toxi) Phenol] Dodenum Hexafluoro Alcenate, Screw [(Etoxy) Fluorophosphates, screws [(Ethoxy) phenol] Fluorophosphates, bis [(ethoxy)] Antimonet, screw [(ethoxyethoxy) phenol] oddenum tetrafluorate, screw [(ethoxytoxy) Phenyl] rhododendemtrakis (pentanol phenylelophenylene) borate, screw [(ethoxy Toxi) phenyl] Demi-metal trakis (chlorotetrafluorophenyl) Pole, bis [(ethoxyethoxy) phenyl] Joint trample (tri-fluorophenyl) port, screw [(Etoxy) phenyl] Joint Laquis [3,5—Bis (trifluoromethyl) phenyl] Port, Bis [(ethoxyethoxy) phenyl] odd [(Trifluoromethyl) tetrafluorophenyl] Porates and screws [(Phenoxyethoxy) phenyl] Nate, screw [(Fenoxy Fluorine phosphate, bis [(phenyloxy) phenyl] phenyl phenyl Mouth antimonate, bis [(phenoxyethoxy) phenyl] rhododium tetrafluoroborate, bis [(phenoxyethoxy) phenyl] Pedestrum Trakis (Pentafluore mouth Feninole) Porates and screws [(Fenokishietokishi) Feninore] Chlorotetrafluorene phenyl) Pole, bis [(phenyloxyethoxy) phenyl] Dynamitetrakis Lo-phenyl) Pole, bis [(phenyl) phenyl ] [3,5—Bis (trifluoromethyl) phenyl] Port, bis [(Phenoxyethoxy) phenyl] (1) Don't Mute Trakis [(Trifnorolerophenyl) Tetraphneolerophenyl] Port, [(Methoxyloxy) phenyl] Diphenyl Lusulfonylhexafluoroarsenate, [(methoxixoxy) phenyl] diphenylsulfoniumhexafluorophosphate, [(methoxhexyl) Toxi) phenyl] diphenylsulfoniumhexafluoroantimonate, [(methoxhetoxy) phenyl 1diphenylsulfonium tetrafluorobo Rate, [(methoxyethoxy) phenyl] diphenylsulfone dimethyl pentoxide (pentafluorophenyl) volat, [(methoxyethoxy) Xy) phenyl] diphenylsulfone dimethyl (chlorotetrafluorophenyl) polyester, [(methoxyethoxy) phenyl ] Diphenylsulfonium tetrakis (trichlorofluoropheninole) port, [(methoxhetoxy) phenyl] diphenylsulfonium tetrakis [3,5—Bis (trifluoromethyl) phenyl] porate, [(methoxyethoxy) phenyl] diphenylsulfoniumtetraki [( Trifluoromethyl) Tetrafluorophenyl] , [(Ethoxyethoxy) phenyl] diphenylsulfonylhexafluoroarsenate, [(ethoxyethoxy) phenyl] diphenylsulfoniumhexaphenyl Fluorophosphate, [(ethoxyethoxy) phenyl] diphenylsulfoniumhexafluoroantimonate, [(ethoxyethoxy) phenyl [Ethyl] diphenylsulfonemethylene tetrafluorophosphate, [(ethoxyethoxy) phenyl] diphenylsulfonimide mutetrakis (pen fluorfluorophenyl) Pole, [(ethoxyethoxy) phenyl] diphenylsulfonium tetrakis (chlorotetrafur Orophenyl) Pole, [(Ethoxyethoxy) phenyl] diphenylsulfonium tetrakis (Dichloro mouth trifluorophenyl) volley , [(Ethoxyethoxy) phenyl] diphenylsulfonium tetrakis [3,5—bis (trifluoromethyl) phenyl] port, [ (Ethoxyethoxy) phenyl] diphenylsulfoniumtetraki [(trifluoromethyl) tetrafluorophenyl] borate, [(phenyl [Xenoxy] phenyl] diphenylsulfonylhexafluoroarsenate, [(phenyloxy) ethoxy] phenyl] diphenylsulfoniumhexaphenyl Norrero Fossilate, [(Phenoxytoate (Phenyl) diphenylsulfonium hexamonate, ((phenyloxy) phenyl) diphenylsulfonium dimethyl sulfonate Role, [(phenyl) phenyl] diphenyl sulfonium tetrakis (pentafluorofluorophenyl),, [(phenyl [Xethoxyethoxy] phenyl] diphenylsmutenetrakis (chlorotetrafluorophenyl) porate, [(phenyloxy) phenyl ] Diphenyl sulfonium tetrax (tri-fluorophenyl) dichloride, [(phenoxyethoxy) phenyl] diphenyl D Rusulfonium tratrakis [3,5—bis (trifluoromethyl) phenyl] porate, [(phenoxyethoxy) phenyl] diphenylsruhoniゥテテ ((((((((((((((((((((((((( Phenylsulfone hexafluoro arsenate, [(1,4,7-trioxaoctyl) phenyl] diphenyl benzoyl benzoyl phenyl sulfonate , [(1,4,7-trioxaoctyl) phenyl] diphenylsulfoniumhexafluoroantimonate, [(1,4,7-trioxaoctyl) [Phenyl] diphenyls Volatile, [(1,4,7-trioxaoctyl) phenyl] diphenylsulfonimide trakis (pentafluorophenyl) pocket, [( 1,4,7-trioxyloctylyl) phenyl] diphenylsulfoniumtetrakis (black mouth tetrafluorophenyl), [(1,4 , 7 — trioxoxooctyl) phenyl] diphenylsulfonium tetrakis (dichloro mouth trifluorophenyl) por- tate, [(1,4,7—tol) Dioxenyl) phenyl] diphenylsulfoniumtetrax [3,5-bis (trifluoromethyl) phenyl] po Rate, [(1,4,7—trioxaoctyl) phenyl] diphenylsulfonium tetrakis [(trifluorometyl) tetrafluoroethyl Nyl] borate, [(1,4,7-trioxanonyl) phenyl] diphenylsulfoniumhexafluoroalsenate, [(1,4,7-trioxanono) Nyl) phenyl] diphenylenosulfone hexaphenyl, [(1,4,7-trioxanonyl) phenyl] diphenylsulfoniumhexaphenyl Fluoroantimonate, [(1,4,7—trioxaoctyl) phenyl] diphenylsulfonium tetrafluoropropyl, [(1,4, 7 — Trioxanonyl) phenyl] diphenylinoles Lemonium tetrakis (pentaforenophenyl) port, [(1,4,7-trioxanonyl) phenyl] diphenylsulfonyl Mutetrakis (chlorotetrafluorophenyl) port, [(1,4,7-trioxanonyl) phenyl] diphenylsulfonium Trichlorofluorophenyl) port, [(1,4,7-trioxanonyl) phenyl] diphenylsulfonium tetrakis [3, 5 — Screw

(Trifluoromethyl) phenyl] porate, [(1,4,7-trioxanonyl) phenyl] diphenylsulfonium tetanate Raki [(trif-noreolomethyl) tetraf-noreolophenyl] pocket, [(6—phenyloxy 1,1,4—dioxahexyl) phenyl] di Phenylsulfonehexafluoroarseneto, [(6—phenyloxy1,4, -dioxahexyl) phenyl] diphenylenolesnorhexenehexenofluorene Phosphate, [(6—Phenoxy-1,4—dioxahexyl) phenyl] diphenylsulfoniumhexamate, [ (6—Fenoxy 1, 4—Dioxahexyl) Feninole] Diphenyl Sulfonamide Met. 1,4-dioxahexyl) phenyl] diphenylsulfonimide (Pentafluorophenyl) borate, [(6-phenyloxy-1,4-dioxahexyl) phenyl] diphenylsulfonium tetrax ( Chlorotetrafluorophenyl) borate, [(6-phenyl-1,4-dioxahexyl) phenyl] diphenylsulfonemethylene Kiss (tri-fluorophenyl) porcelain, [(6-phenyl, 1,4-dioxahexyl) phenyl] diphenylsulfonate Laquis [3,5—bis (trifluoromethyl) phenyl] borate, [(6—phenoxy1-1,4—dioxahexyl) phenyl Le] diphenylsulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] porate, [(1,4,7,10-tetrasiloxane) [Dendecyl) phenyl] diphenylsulfonium hexafluoroalsenate, [(1,4,7,10-tetraoxanedecyl) phenyl] diphenylsulfonium Hexafluorophosphate, [(1,4,7,10—tetraoxaxandecyl) phenyl] diphenylsulfoniumhexafluoroantimonate , [(1,4,7,10—tetraxandecyl) phenyl] diphenylsulfonium tetrafluoroborate, [(1,4 , 7,10 —tetraxandendyl) phenyl] diphenylsulfonium Trakis (Pentafluoro phenyl) Pole, [(1,4,7,10—Tetraoxanedecyl) phenyl] diphenylsulfoniumtetrakis (Chlorotetrafluorophenyl) porate, [(1,4,7,10-tetraxandanedecyl) phenyl] diphenylsulfonium dimethyltetrakis Rifanoleophenyl) borate, [(1,4,7,10—tetraxandanedecyl) phenyl] diphenylsulfonium tetrakis [3,5—bis (Trifluoromethyl) phenyl], [(1,4,7,10—tetraki [Sandecyl) phenyl] diphenylsulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] porate, [(9-phenyl) Xyl 1,4,7—trioxononyl) phenyl] diphenylsulfoniumhexafluoroarsenate, [(9—phenoxyl 1,4,7 — Trioxanonyl) phenyl] diphenylinolenium hexafluorophenyl phosphate phosphite, [(9-phenyloxy-1,4,7-trioxanonyl) ) Phenyl) diphenylsulfoniumhexafluoroantimone, [(91-phenyloxy-1,4,7-trioxanonyl) phenyl] diphenyl Ninoles Rufoni Motetra Fluoropole, [(9 — Fenix _ 1 , 4,7-trioxanonyl) phenyl] diphenylsulfonimide trakis (pentylfluorene phenyl) borate, [(9-phenyloxy) [1,1,4,7-trioxanonyl) phenyl] diphenylsulfonimide trakis (chlorotetrafluorophenyl) Enoxy 1,4-, 71-trioxanonyl) phenyl] diphenylsulfonium tetrakis (dichloro mouth trifluorophenyl) porate, [( 9 — phenyloxy 1,4,7 —trioxanonyl) phenyl] diphenylsulfonium tetrakis [3,5 —bis (trifluoro [Methyl) phenyl] borate, [(9-phenyloxy-1,4,7-trioxononyl) phenyl] diphenylsulfonimide Reffluoromethyl) Tetrafluorophenyl] Pole, screw [(methoxhetoxy) phenyl] phenylsulfone hexenefluorene G, bis [(methoxhetoxy) phenyl] phenylsulfoniumhexafluorophosphate, bis [(methoxhetoxy) phenyl] Phenyl sulfonium hexafluoroantimonate, bis [(methoxyethoxy) phenyl] phenylsulfonium tetrafluoroporate, bis [(metoki) Shetoxy) phenyl] phenylsulfonem Tetrakis (Pentafluorophenyl) Pole, Bis [(Metoxyshethoxy) phenyl] Phenyls Lemonium Tetrakis (Chrorotet) La-fluorophenyl) Pole, screw [(methodoxy) phenyl] phenylsulfonem tetrakis (tri-fluorophenyl) Pole, bis [(methoxhetoxy) phenyl] phenylsulfonium tetrakis [3,5—bis (trifluoromethyl) phenyl] port , Screws [(Methoxyketone) phenyl] phenylsulfonium tetrakis ((Trifluoromethyl) tetrafluorophenyl) Pole, bis [(ethoxyethoxy) phenyl] phenylsulfoniumhexafluoroarsenate, bis [(ethoxyxethoxy) phenyl] phenylsulfoni Dumhexafluorophosphate, bis [(ethoxylated) phenyl] phenylsulfoniumhexafluoroantimonate, bis [(ethoxy) Shethoxy) phenyl] phenylsulfonium tetrafluoropropyl, bis [(ethoxyethoxy) phenyl] phenylsulfonimide Fluorophenyl) Pole, bis [(ethoxylate) phenyl] phenylsulfonium tetrakis (chlorotetrafluorophenyl) Rate, Screw

[(Ethoxyethoxy) phenyl] phenyl sulfonium tetrakis (trichlorofluorophenyl) borate, screw [(ethoxyethoxy) phenyl] Enyl] phenylsulfonium

[3,5—Bis (trifluoromethyl) phenyl] porate, bis [(ethoxyethoxy) phenyl] phenylsulfoniumtetraki [ (Trifluoromethyl) tetrafluorophenyl] borate, bis [(phenyloxy) phenyl] phenyl sulfoniumhexafluoroarsenate, Bis [(phenol) phenyl] phenylsulfonehexafluoro Phosphate, bis [(phenyloxy) phenyl] phenylsulfoniumhexafluoroantimonate, bis [(phenoxyethoxy) Phenyl] phenylsulfone mutorofluoride, bis [(phenyloxy) phenyl] phenylsulfonym tetrakis (phenyl fluorene) Phenol) Pole, Bis [(Phenoxyethoxy) Phenyl] Phenols Sulfonium Mettrakis (Chlorotetrafluorophenyl) Pole Bis [(phenyloxy) phenyl] phenylsulfone amide trakis (cyclo-tri-fluoropheninole) borate, bis [(phenyl [Oxynoxy) phenyl] phenyls Ruthenium tetrakis [3,5-bis (trifluoromethyl) phenyl] porate, bis [(phenylethoxy) phenyl] phenyl Nilsulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] port, bis [(1,4,7-trioxaoctyl) phenyl ] Phenylsulfonylhexafluoroarsenate, bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfonylhexafluorophosphate , Bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfoniumhexafluoroantimonate, bis [(1, 4,7-trioxaoctyl) phenyl] phenylsulfoniumtetrafluoroborate, bis [(1,4,7-trioxaoctyl) phenyl] phenyl Enylsulfonium tetrakis (pentafluorophenyl) port, bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfonium tetra Kiss (chlorotetrafluorophenyl) Pole, bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfoniumtetrakis (dichloro) Mouth trifluorophenyl) porates, bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfonium tetrakis [3,5—bis (trif Ro-methyl) phenyl] borate, [[1,4,7—trioxaoctyl) phenyl] phenylsulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] To, bis [(1,4, artrioxanonyl) phenyl] phenylsulfoniumhexafluoroarsenate, bis [(1,4,7-trioxanonyl) phenyl Nyl] phenylsulfoniumhexafluorophosphate, bis [(1,4,7-trioxanonyl) phenyl] phenylsulfoniumhexafluoroantimonone G, bis [(1,4,7-trioxaoctyl) phenyl] phenylsulfonyl Mutetra fluoroporate, bis [(1,4,7-trioxanonyl) phenyl] phenylsulfonium mutetrakis (phenyl phenyl phenyl) Pole, bis [(1,4,7-trioxanonyl) phenyl] phenylsulfonium tetrakis (chlorotetrafluorophenyl) Pole, bis [(1,4,7-trioxanonyl) phenyl] phenylsulfonium tetrax (tri-fluorophenyl) dichloride port, screw [ (1,4,7-trioxanonyl) phenyl] phenylsulfoniumtetrakis [3,5-bis (trifluoromethyl) phenyl] port , Bis [(1,4,7-trioxanonyl) phenyl] phenyls Homogeneous Trakis [(Trifluorop-methyl) Tetrafluorophenyl] Pole, [(6—Phenoxyl 1,4—Dioxahexyl) [Phenyl] diphenylsulfoniumhexafluoroarsenate, [(6—phenyloxy 1,1,4—dioxahexyl) phenyl] diphenylsulfonium Hexafluorophosphate, [(6—Phenoxy-1,4—dioxahexyl) phenyl] diphenylsulfonium Antimony, [(6—Fenoxy 1, 4—Dioxahexyl) Feninole] diphenylsulfonimide Rate, [(6—phenoxy-1,4—dioxahexyl) phenyl] diphenylsulfonium tetrakis (pentafluorophenyl) pole , [(6-phenoxy-1,4-dioxahexyl) phenyl] diphenylsulfonimide trakis (chlorotetrafluorophenyl) , [(6-phenyl-1,4-dioxahexyl) phenyl] diphenylsulfonium tetrakis (trifluorophenyl) dichloride ,

[(6—Phenoxy-1,4, -dioxahexyl) phenyl] diphenylsulfoniumtetrakis [3,5—Bis (trifluoromethyl) phenyl ] Borate, [(6-phenyloxy 1,4 -dioxahexyl) phenyl] diphenylsulfonium tetrakis [(trifluoromethyl) tetra Lafluorophenyl] port, [(1,4,7,10—tetraxandenesil) pheninole] diphenylene phenol Anorensite, [(1,4,7,10—tetraxandedecyl) phenyl] diphenylsulfoniumhexafluorophosphate,

[(1,4,7,10—Tetraoxanedecyl) phenyl] diphenylsulfoniumhexafluoroantimonate, [(1,4,7,10—Tetra Dioxin decyl) phenyl] diphenyl Rusulfonium tetrafluoroborate, [(1,4,7,10—Tetraoxanedecyl) phenyl] diphenylsulfonemutetrakis Fluorophenyl) port, [(1,4,7,10—tetraxandedecyl) phenyl] diphenylsulfonium tetrakis (chlorote Trafluorophenyl) borate, [(1,4,7,10—tetraxandanedecyl) phenyl] diphenylsulfonium tetrakis (dichloro) Mouth trifluorphenyl) borate, [(1,4,7,10—tetraxandanedecyl) phenyl] diphenylsulfonium tetrakis [3, 5 — bis (trifluoromethyl) phenyl] port, [(1,4,7,10—te Traxazine decyl) phenyl] diphenyl sulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] port, [( 9 — phenoxy-1,4,7—trioxanonyl) phenyl] diphenylsulfonylhexafluorofluoroarsenate, [(9-1 phenyloxy 1,1,4,7 —Trioxononyl) phenyl] diphenylsulfoniumhexaphthalene phosphate, [(9-1 phenyloxy 1,1,4,7 — trioxa Nonyl) phenyl] diphenylsulfoniumhexafluoroantimonate, [(9-phenyloxy) 1,4,7—trioxanonyl) phenyl] diphenylsulfonium tetrafluoropropylate, [(9-1 phenyloxy 1,1,4,7 — Trioxononyl) phenyl] diphenylsulfoniumtetrakis (pentaphenylophenyl) porate, [(9—phenyloxy 1,4 , 7-trioxanonyl) phenyl] diphenylsulfonium tetrakis (chlorotetrafluorophenyl) borate, [(9-one phenyl) Noxi 1, 4,7-trioxanol) phenyl] diphenylsulfonium tetrakis (dichloro mouth trifluorophenyl) porate, [( 9 — phenyl — 1, 4, 7 — trioxanonyl) phenyl] diphenylsulfonimide Trakis [3,5—bis (trifluoromethyl) phenyl] porate, [(9—phenyloxy 1,1,4,7—trioxanol) [Dienyl] diphenylsulfonium tramet [kis (trifluoromethyl) tetrafluorophenyl] porate, tris [(methoxhetoxy) phenyl] sulfoni Dumhexafluoro alcenate, tris [(Methoxy hex) phenyl] Slumehexafluorophosphate, tris [(Methoxyethoxy) phenyl] sulfoniumhexafluoroantimonate, tris [(methoxyethoxy) phenyl] sulfonium tetra Fluoropore, tris [(methoxhetoxy) phenyl] Snorrephone umbrella tetrakis (pen, fluorophenyl) port, tris [(Metoxetoxy) phenyl] Sulfonium tetrakis (Chlorotetrafluorophenyl) volat, tris [(Metoxy) Toxi) phenyl] Sulfonium tetrakis (cyclo-tri-fluorophenyl) port, tris [(Met.) Nil] Sulfonium tetrakis [3,5—bis (trifluoromethyl) phenyl] port, tris [(methoxyethoxy) Enil] Sulfonium Tetrakis [(Trifluoromethyl) Tetrafluorophenyl] Volatile , Tris [(Etoxy)] Snorrephone Hexa-norexanol, Senor, Tris [(Etx.)] Enyl] sulfonium hexafluorophosphate, tris [(ethoxy) phenyl] sulfonium hexafluoroantimonate, Tris [(Ethoxy) phenyl] Sulfonium Tetrafluoroborate, Tris [(Ethoxy) phenyl] Snorrephone Mutex Trax (pen and fluorophenyl) Pole, Tris [(Etoxytoxy) phenyl] Rotatrafluorene) Bolt, Tris [( Toxixetyl) phenyl] Sulfonium tetrakis (trichlorofluorophenyl) port, tris [(ethoxyethoxy) [Enil] sulfonium trakis [3,5-bis (trifluoromethyl) phenyl] porate, tris [(ethoxyethoxy) phenyl Nil] Sulfonium transit [(trifluoromethyl) tetrafluorophenyl] port, tris [(phenoxyethoxy) phenyl [Nonole] Snorrephone hexafluorene arsenate, tris [(phenoxyethoxy) phenyl] sulfonehexafluorophosphate , Tris [(phenyl)] sulfoniumhexafluor Zymone, Tris [(phenoxyethoxy) phenyl] Sulfonium tetrafluoropropyl, Tris [(phenoxyethoxy) Enil] sulfonium tetrakis (pen fluorfluorophenyl) port, tris [(phenolic ethoxy) phenyle] Lakis (Chlorotate Lafluorophenyl) Volatile, Tris [(Fenoxy) Toluene] Sulfonimidate Lakis (Dichloro) Mouth trifluorophenyl) porates, tris [(phenyl)] sulfonium mutlae [3,5—bis (trifluorene) Methyl) phenyl] borate, tris [(Fenoxy ethoxy) phenyl] Sulfonium tetrakis [(Trifluoromethyl) tetrafluorophenyl] borate, tris [ (1,4,7—trioxaoctyl) phenyl] sulfoniumhexafluoroalsenate, tris [(1,4,7trioxaoctyl) phenyl ] Sulfonium hexafluoride mouth phosphate, tris [(1,4,7-trioxaoctyl) phenyl] sulfonium hexafluorene Trimonone, tris [(1,4,7-trioxaoctyl) phenyl] sulfonium tetrafluoroborate, tris [(1,4,7— Trioxaoctyl) phenyl] sulfonium tetrakis (pen fluorene) ) Pole, tris [(1,4,7—trioxaoctyl) fuzenole] Sulfonium tetrakis (cloth mouth tetrafluorophenyl) Rate, tris [(1,4,7-trioxaoctyl) phenyl] sulfodium tetrakis (trichlorophenyl) dichloride port , Tris [(1,4,7—trioxaoctyl) phenyl] sulfoditamide [3,5—bis (trifluoromethyl) phenyl] Poly Rate, tris [(1,4,7—trioxaoctyl) phenyl] sulfonium tetrakis [(trifloromethinole) tetrafolo [Phenyl] porate, tris [(1,4,7-trioxanol) phenyl] sulfoniumhexafluoroarsenate, tris [(1,4 , 7 — trioxanonyl) phenyl] sulfonium hexanophthalophosphate, tris [(1,4,7 — trioxanonyl) phenyl Nil] sulfonium hexafluoroantimonate, tris [(1,4,7_trioxaoctyl) phenyl] sulfonium tetrafluorophosphate, tris [(1,4,7-trioxanonyl) phenyl] sulfodim-tetrax (pentylfluorophenyl) port, tris [(1,4 , 7-Trioxanonyl) phenyl] sulfodimtratrakis (chlorotetrafluoro Phenyle) Pole, tris [(1,4,7-trioxononyl) phenyl] sulfodimethylene trakis (dichloro mouth trifluorophenyl) Rate, tris [(1,4,7-trioxanonyl) phenyl] sulfonium tetrakis [3,5—bis (trifluoromethyl) phenyl] Poles, tris [(1,4,7—trioxanonyl) phenyl] sulfonium tetraki [(trifluoromethyl) tetrafluoro Rophenyl) port, tris [(6—phenyl-1,4—dioxahexyl) phenyl] sulfoniumhexafluoroarsenate, Tris [(6—Phenoxy 1-, 1-dioxanehexyl) Fenix] Lemonium hexanophthalone phosphate, tri- [6 Enoxy 1-, 4-dioxanehexyl) phenyl] sulfoniumhexafluoroantimone, tris [(6—hexanoxy 1,4- Dioxahexyl) phenyl] sulfone pentafluorophosphate, tris [(6—phenyloxy 1,1,41 dioxahexyl) phenyl] sulfo Twenty trakis (pen and fluorophenyl) borate and tris [(6-phenyl, 1,4-dioxahexyl) phenyl]ゥ Mutetrax (Chlorotetrafluorophenyl) Port, Tris [(6 — Pheno 1,4—dioxahexyl) phenyl] sulfodimutetrakis (trichlorofluorophenyl) port, tris [(6—phenyl Noxi 1-, 4-dioxahexyl) phenyl] sulfonium tetrakis [3,5-bis (trifluoromethyl) phenyl] porate, Tris [(6—Phenoxy-1,4—dioxahexyl) phenyl] sulfoniumtetrakis [(trifluoromethyl) tetrafluorophenyl] bo Rate, Tris [(1,4,7,10—Tetraoxane decyl) phenyl] Sulfonium hexafluoroarsenate, Tris [(1, Four, 7, 10 — tetraxandedecyl) phenyl] sulfoniumhexafluorophosphate, tris [(1,4,7,10-tetra [Xanedecyl) phenyl] sulfonehexafluoroantimonate, tris [(1,4,7,10-tetraxadecyl) phenyl] Sulfonium tetrafluorophosphate, tris [(1,4,7,10—tetraxadecinole) phenyl] snorehoneum tetrakis (pentafaf) Norelophenyl) Pore, Tris [(1,4,7,10-tetraxavandecyl) phenyl] sulfodium tetrakis (chloro Tetrafluorophenyl) Port, Tris [(1,4,7,10—Tetraoxane ) Phenyl] Sulfonium tetrax (tri-fluorophenyl) dichloride port, tris [(1,4,7,10—tetraxa) [3,5—bis (trifluoromethyl) phenyl] porate, tris [(1,4,7, 10 — Tetraxandecyl) phenyl] Sulfonium tetrakis [(trifluoromethyl) tetrafluorophenyl] port, tris [(9-Phenoxy-1,4-, 7-trioxanonyl) phenyl] sulfoniumhexafluoroarsenate, tris [(9-phenyl Nox 1-, 4-, 7-trioxononyl) phenyl] sulfoniumhexanol phenolic phosphate, tris [(9-phenyloxy) 1,4,7—trioxanonyl) phenyl] sulfoniumhexafluoroamine, tris [(9-phenoxy-one)

1,4,7-trioxanonyl) phenyl] sulfonium tetrafluoroborate, tris [(9-phenoxinyl 1,4,7,1 Trioxanonyl) phenyl] sulfonium tetrakis (anthafluorophenyl) borate, tris [(9-phenoxy—1,4,7 — Trioxanonyl) phenyl] sulfodimute trakis (chlorotetrafluorophenylene) volate, tris

[(9—Phenoxine 1, 4, 4, 7—Trioxanonyl) phenyl] Sulfonium tetrakis (Trichlorofluorophenyl) , Tris [(9-phenoxy 1, 1, 4, 7-trioxanonyl) phenyl] sulfonium transit [3, 5-bis

(Trifluoromethyl) phenyl] porate, tris [(9-phenyl-11,4,7-trioxanonyl) phenyl] sulfonate Lakis [(trifluoromethyl) tetrafluorophenyl] port, [(methoxyphenyl) phenyl] diphenylcerenium Kisafuro Arsenate, [ Shefoxy) phenyl] diphenyl hexene fluoride phosphate, [(methoxhetoxy) phenyl] diphenyl Lenodium hexafluoroantimonate, [(methoxhetoxy) phenyle] diphenyl nitro pentafluoroborate, [( Methoxy Shenzhen) phenyl] diphenyl renonium tetrakis (pentafluorophenyl) por- Phenyl) diphenyl terenium tetrakis (chlorotetrafluorophenol) port, [(methoxetoxy) [Feninole] Jennice Reno Nimutute Trax (Jikro mouth trifluorene) Rate, [(methoxyethoxy) phenyl] diphenyl benzoyl [3,5-bis (trifluoromethyl) phenyl] bore , [(Metoxy) phenyl] Diphenyl selenonium tetrax [(Trifluoromethyl) tetrafluorophenyl] Volatile, [(ethoxyethoxy) phenyl] diphenylhexafluoroarsenate, [(ethoxyethoxy) phenyl] Fluorophosphates, [(ethoxy) ethoxylates] diphenyl benzodiazepine Fluoroantimonate, [(Etoxy) [Diethoxy] non-fluorotetra-, [(ethoxyethoxy) phenyl] diphenyl [] (Pentaforeno rofeninole) Volatile, [(Ethoxy) phenyl] diphenylsynonym tetrakis (Chrorotetra fluoro) Phenyl) port, [(ethoxy) phenyl] diphenyl renonium tetrakis (trichlorofluorone) ) Pole, [(ethoxyethoxy) phenyle] diphenyl benzoyl [3,5-bis (trifluorometyl) [Enil] port, [(ethoxy) phenyl] diphenyl renonium tetrakis [ (Trifluoromethyl) Tetrafluorophenyl) and [(Phenoxyethoxy) phenyl] diphenylamine Kisa Fluorocene, [(Fenoxy) Toluene] Diphenyl Renodium Hexafluorophosphate, [( [Phenoxyethoxy] phenyl] diphenyl benzophenone fluorinated antimony, [(phenyloxy) phenyl] diphenylセセ ((((((((((((((((((((((((((((((((((((( Fluorophenyl) borate, [(Phenoxyethoxy) [Phenyl] diphenyl renonylamide (chlorene tetraphenylene) pole, [(phenyloxy)] [Ethyl] diphenyl benzoylamine (trichlorofluorophenyl) vol., [(Phenyloxy) phenyl] diphenyl Phenylseronium tetrakis [3,5—bis (trifluoromethyl) phenyl] polycarbonate, [(phenoxyethoxy) phenyl Nirile] diphenyl terenium tetrakis [(trifluoromethyl) tetrafluorophenyl] port, [(1,4,7—to Lioxaoctyl) phenyl] diphenyl hexylfluoroarsenate, [(1,4,7— [Rioxoctyl) ferrite] diphenyl phenyl phosphate, [(1,4,7—trioxoctyl) [Dienyl] diphenylsulfonic acid, [(1,4,7-trioxaoctyl) phenyl] diphenylcell Non-electrophoresis, [(1,4,7-trioxaoctyl) phenyl] diphenyl non-electrophoresis Porphyrate), [(1,4,71-trioxaoctyl) phenyl] diphenyl selenonium tetrakis (chlorotetrafluorone) Ronil) port, [(1, 4,7—trioxaoctyl) phenyl] diphenylselenonium tetrakis (dichloro mouth trifluorophenyl) port,

[(1,4,7-trioxaoctyl) phenyl] diphenylselenodimutetrakis [3,5—bis (trifluoromethyl) phenyl] Volatile, [(1,4,7—trioxaoctyl) phenyl] diphenylsynonym tetrakis [(trifluorometyl) tetraf [Ruorophenyl] port, [(1,4,7-trioxanonyl) phenyl] diphenyl selenonium hexafluoroarsenate, [ (1,4,7-trioxanol) phenyl] diphenylselenonium hexafluorophosphate, [(1,4,7-trioxanol) Nil) phenyl] diphenylselenoniumhexafluoroanthymone, [(1,4,7-trioxao) Cyl) phenyl] diphenyl renonimethylene tetrafluoroborate, [(1,4,7-trioxanonyl) phenyl] diphenyl Lenonium tetrakis (pentafluorophenyl) borate, [(1,4,7_trioxanonyl) phenyl] diphenylseleno Dummy tetrakis (cloth mouth tetrafluorophenyl) port, [(1,4,7-trioxanonyl) phenyl] diphenylcelle Non-Dummy Tora Kiss (J Black mouth trifluorophenyl) port, [(1,4,7-trioxanonyl) phenyl] diphenylselenonium tetrax [3 , 5 — bis (trifluoromethyl) phenyl] porate, [(1,4,7-trioxanonyl) phenyl] diphenylselenonium Tetraki [(Trifluoromethyl) Tetrafluorophenyl] borate, [(6—Phenoxy-11,4-dioxahexyl) phenyl ] Diphenylhexafluorohexylphenyl, [(6—phenyloxy 1,1,4-dioxahexyl) phenyl] diphenylphenol Non-dimethylhexafluorophosphate, [(6—hexahexyl) 1,4-dioxahexyl) phenyl] diphenyl Phenyl phenol fluoranthimone —, [(6—phenyl 1,4—dioxahexyl) phenyl] diphenyl phenolテテフルフルラフ [(((((((((((((6 ((((((((((6 (6 (6 (((( Laquis (Penyu Fluorophenyl) Volatile, [(6—Phenoxy I 1,4—Dioxahexyl) Phenyl] Diphenyl Selenium Mutetrakis (chlorotetrafluorophenyl) port, [(6-phenyloxy 1, 1, 4-dioxahexyl) phenyl] diphenyl Ruse Le Nonimu Tetora Kiss (Tri-fluorophenyl) dichloride, [(6-phenyl 1,4-dioxahexyl) phenyl] diphenyl phenylゥ Mutetrakis [3,5—bis (trifluoromethyl) phenyl] borate, [(6—phenoxy11,4—dioxahexyl) Nil] diphenyl renonium tetrakis [(trifluoromethyl) tetrafluorophenyl] porate, [(1,4,7,10—teto [Roxoadendecyl) phenyl] diphenylserenonium hexafluoroarsenate, [(1,4,7,10-tetrakiadecane) phenyl] diphenyl Fluorophosphate, [1, 4, 7, 10 — Tetraxande Le) phenyl] diphenylselenium hexafluoroantimonate, [(1,4,7,10-tetraxadenyldecyl) phenyl] Diphenyl renonium tetrafluoropropyl, [(1,4,7,10—tetraxadecanedecyl) phenyl] diphenyl Lenonium tetrakis (centrofluorophenyl) port, [(1,4,7,10—tetraoxadenedecyl) phenyl] diphenyl Nilose noni-Dumutetrakis (Chlorotetrafluorophenyl) Pole, [(1,4,7,10—Tetraoxadandecyl) phenyl] Ji Hue II Lucernonium tetrakis (trifluorophenyl) dichloride, [(1,4,7,10—tetraxandedecyl) phenyl] Diphenylseronium tetrakis [3,5—bis (trifluoromethyl) phenyl] porate, [(1,4,7,10—tetraxa) [(Decyl) phenyl] diphenyl selec- tronium tetraki [(trifluoromethyl) tetrafluorophenyl] borate, [(9 1-, 4-, 7-trioxanonyl) phenyl] diphenylselenium dimethylhexafluoroarsenate, [(9-one-phenyl 1,4-, 7-trioxanonyl) phenyl] diphenylselenobenzylhexafluorophosphate , [(91-phenoxy-1,4,7-trioxanonyl) phenyl] diphenylselenonium hexafluoroantimonitone, [( 9 — phenoxy-11,4,7_trioxanonyl) phenyl] diphenylsynonym tetrafluorophosphate, [(9-one phenyl) 1-, 4-, 7-trioxanol) phenyl] diphenylselenonium tetrakis (pentafluorophenyl) porate, [(9 1-, 4-, 71-trioxanonyl) phenyl] diphenylselenium dimethyltrakis (chlorotetrafluorophenyl) , [(9-1 Phenyl (1,4,7-trioxanonyl) phenyl] diphenylselenonium tetrakis (dicro-tri-trile) Borate, [(9-1 phenyloxy 1,4,7-trioxanonyl) phenyl] diphenylselenonium tetrakis [3,5_bis ( Trifluoromethyl) phenyl] borate, [(9-phenyloxy-1,4,7-trioxanonyl) phenyl] diphenylenylゥ Mettrakis [(Trifluoromethyl) Tetrafluorophenyl] Volatile, Screw [(Methoxyxetoxy) phenyl] Phenylselenium Hexafluoro alsenate, bis [(methoxhetoxy) phenyl] phenyl selenium Cleo mouth Fosphaito, bis [(methoxhetoxy) phenyl] phenyl selenium hexafluoroantimonate, bis [(methoxhet) (Fenix) phenyl phenolic phenyl phenol, phenyl phenolic phenyl Trakis (Pen-Yu Fluorophenyl) Bolts and Screws [(Methoxyxitoxy) phenyl] Phenylselenonium Tetrakis (Chloro Tetrafluorophenyl) Borate, screw [(methoxhetoxy) phenyl] phenolic terephthalate (cyclone trifluoride) Phenyl) Bolts and screws [(Methoxy phenyl) phenyl] phenolic non-metal tetrakis [3,5—Bis (trifluoromethyl) phenyl] Nyl] borate, screw [(Methoxy ethoxy) phenyl] phenyl cellulose non-tetraki [[(trifluoromethyl) tetrafluoro] [Phenyl] porate, bis [(ethoxylate) phenyl] phenylaminehexafluoroarsenate, bis [(ethoxylateki) Phenyl) phenylhexafluorohexyl phosphate, bis [(ethoxy) phenyl] phenyl phenylamine Dumhexafluoroantimonate, bis [(ethoxyethoxy) phenyl] phenylselenoゥ Mettra fluoroborate, screw [(ethoxyethoxy) phenyl] phenyl terephthalate (pentafluorophenyl) borate Rate, bis [(ethoxyethoxy) phenyl] phenyl selenonium tetrakis (chlorate trafolenorphenyl) porates, screws [(Ethoxyethoxy) phenyl] phenyle-reno-denum tetrakis (cyclo-trino-nore-ro-phenylene) port, bis [(ethoxy (Oxyphenyl) phenyl] phenyl serenodimethyltetrakis [3,5—bis (trifluorenemethyl) phenyl] borate, bis [(eth [Kiseki toki) phenyl] Fernélénémédé trax [(trif oleno romethylene) tetra fluoren heninole] Porte, screw [(Fen oxen ot eks) [Enil] phenolic arsen ene fluorene arsen ene, bis [(phenoxyn oxy) fen ynole] Rofos, Bis [(Fenokishietokishi) Feninore] Fencils Lenodium Hexafonole Loantimonate, Bis [(Fenono [Xenixoxy] phenyl] phenolic non-metal tetrafluoroborate, screws [(phenolic oxetyl) phenolic] phenolic Non-Dummy Trakis (Northern Fluoro Feninole) [(Fenoxytoxy) phenyl] Phenylselenium mutated trakis (Chlorotetrafluorophenyl) Pole, screw [(Fenoxy) [Xenoethoxy] fuenoinole] fuenoinorese temu no tetrakisu (cyclo trifluoro triphenyl) borate, screw [(phenoxy nit) [Phenoxy] phenyl] [non-phenylene] [3,5-bis (trifluoromethyl) phenyl] Pole, bis [(phenyloxy) Kishi) phenyl] phenyl nitrate trans [[(trifluoromethyl) tetrafluorophenyl] port, screw [(1,4, 7 — trioxaxyl) phenyl] phenyl Fluorescent arsenate, bis [(1,4,7-trioxaoctyl) phenyl] phenyl benzophenone Gates, bis [(1,4,7-trioxaoctyl) phenyl] phenylseleniniumhexafluoroantimonone, bis [(1,4,7 — Trioxaoctyl) phenyl] phenylcell non-tetrafluoroborate, bis [(1,4,7—trioxaoctyl) phenyl] Ethyl non-electron tetrakis (Pen-Yu Fluorophenyl) Pole, Bis [(1,4,7-trioxaoctyl) phenyl] phenyl Non-metal Tetrakis (Chlorotetrafluorophenyl) porates, screws [(1,4, 7 — trioxaoctyl) phenyl] phenylselenodimutetrakis (trichlorofluorophenyl) borate, screw [(1,4,7 — Trioxaoctyl) phenyl] phenylseleninium tetrakis [3,5—bis (trifluoromethyl) phenyl] porate, bis [( 1,4,7—trioxenoxy) phenyl] phenylsynonym tetrakis [(trifluoromethyl) tetrafluorophenyl] port , Bis [(1,4,7-trioxaxanonyl) phenyl] phenylserenodiumhexafluoroarsenate, bis [(1,4,7- Trioxanonyl) phenyl] Phenylsulfonylhexafluorophosphate, bis [(1,4,7-trioxanonyl) phenyl] Phenylselenonium hexafluoroantimonate, bis [(1,4,7-trioxaoctyl) phenyl] phenylselenonium tephrafluoro Pole, bis [(1,4,7_trioxanonyl) phenyl] phenylseleninium tetrakis (pentafluorofluorophenyl) Bis [(1,4,7-trioxanol) phenol] phenol phenol (chlorate phenol) G, bis [(1,4,7-trioxanonyl) phenyl] phenylserononi Mutetrakis (tri-fluoropheninole), Pole, bis [(1,4,7-trioxanonyl) phenyl] phenylenonyl Mutetrakis [3,5-bis (trifluoromethyl) phenyl] porate, bis [(1,4,7-trioxanonyl) phenyl] phenylcell Non-metal Tetrakis [(Trifluoromethyl) Tetrafluorophenyl] Pole, [(6, 1-, 1-, 4-dioxane) [Sil) phenyl] diphenylbenzoylfluoroarsenate, [(6—phenyl-1,1,4-dioxahexyl) phenyl] diphenyl D nilse Lenodium hexafluorophosphate, [(6-phenoxy-11,4-dioxahexyl) phenyl] diphenyl lenodine M-hexafluorene antimonate, [(6—phenyloxy 1,4—dioxahexyl) phenyl] diphenylselenonium [(6—Phenoxy-1,4,4-hexahexyl) phenyl] diphenylselenium dimethyl trax (pentylfluorophenyl) ) Pole, [(6-phenol-1, 4-dioxahexyl) phenyl] diphenylsynonym tetrakis (chlorotetra) Fluorophenyl) borate, [(6—phenyl-1,4-dioxahexyl) phenyl] diphenyl Nitroseleno-dum tetrakis (tri-chloro-phenyl) port, [(6-phenoxyl 1, 4-dioxa) [Nore] diphenyl benzoyl [3,5—bis (trifluoromethyl) phenyl] porate, [(6,1 phenyl) 4 (1) Dioxahexyl) phenyl] diphenyl selenonium tetrakis [(trifluoromethyl) tetrafluorophenyl] borate, [( 1,4,7,10 —tetraxandendecyl) phenyl] diphenylserenoniumhexafluoroarsenate, [(1,4,7,10— Tetraxa Diphenyl phenyl) diphenyl hexene fluoride phosphite, [(1,4,7,10—tetraoxane decylile) [Phenyl] diphenyldienylhexafuryleneloantimonate, [(1,4,7,10—tetraxandenyl) phenyl] diphenyl Nitro-telefluoroborate, [(1,4,7,10-tetraoxanedecyl) phenyl] diphenyl, reno Num tetrakis (pen and fluorene) volat, [(1,4,7,10-tetraxa cindo) fenirile]二セレテ 1 1 1 1 (1, 4, 7, 10) (Sandecyl) phenyl] diphenyl selenonium tetrakis (dichloro mouth trifluorophenyl) porate, [(1,4,7,10— Tetraxabenzodecyl) phenyl] diphenylselenonium tetrakis [3,5—bis (trifluoromethyl) phenyl] porate, [( 1,4,7,10—tetraxandenyl) phenyl] diphenylseleninium tetrakis [(trifluoromethyl) tetra] Lafluorophenyl] port and [(91-Phenoxy-11,4,7-trioxanonyl) phenyl] diphenylenyl Kisa Fluoro Arsenate, [(9 — Phenoxy 1, 4,7 —trioxanonyl) phenyl] diphenyl phenol dimethyl phosphate, [(9—phenyl 1,4-, 7-trioxanonyl) phenyl] diphenylselenoniumhexafluoroantimone, [(9-phenoxonyl) 1,4,7-trioxanonyl) phenyl] diphenylselenium dimethyl tetrafluoropropyl, [(9-phenoxy1-1,4,7 — Trioxanonyl) phenyl] diphenyl selenonium tetrakis (pen fluor feninole) port, [(9—phenoxy 1 1 , 4,7-trioxanonyl) phenyl] diphenylamine Orophenyl) port, [(9-Phenoxy-11,4,7-trioxanonyl) phenyl] diphenylselenonium trakis ( Trifluorofluorophenyl) borate, [(91-Phenoxy_1,4,7-Trioxanonyl) phenyl] diphenylselenoni [3,5—Bis (trifluoromethyl) phenyl] borate, [(9—Phenoxyl 1,4,7—Trioxano] Nil) phenyl] diphenyl terephthalamide [(trifluoromethyl) tetrafluorenephenyl] port, tris [ Tokishetoki) phenyl] へへへへ、 (メ ((((((((メ ((((((((((((((((((メメ (メメ (メメメメメメメメメメメ. [(Methoxysiloxane) phenyl] Sulfonium hexafluoroamine, tris [(Methoxysiloxane) phenyl] cellゥテテテ ((((((((((ゥ ((ゥ (ゥ ((((ゥ ((ゥ (ゥゥ (( Poles, Tris [(Methoxy ethoxy) phenyl] Serenium Dummy Trakis (Chlorotra Fluorophenyl) Bolts, Tris S [(Methoxy ethoxy) phenyl] serenonium tetrakisu (dichlorotriphenylene) Lophenyl) Pole, Tris [(Metoki Shetki) Phenyl] Serenonium Tetrakis [3, 5 — Bis (Trifluoromethyl) ) Phenyl] port, tris [(methoxhetoxy) phenyl] serenium mutexes [(trifluoromethyl) tetrafluoro [Phenyl] Port, Tris [(Ethoxy) Phenyl] Serenium Hexa-Freryolo Arsenate, Tris [(Ethoxy To ethoxy) phenyl] cell hex phenolic phenol, tris [(ethoxy ethoxy) phenyl] to cell Kisafluoroantimonate, tris [(ethoxyethoxy) [Fennyl] Sereno-drum Tefro-roborate, Tris [(Etoxy-shock) Fen-no-drum] Sere-no-dum Pen Fluorophenyl) Volatile, Tris [(Ethoxy) phenyl] Serenodium Texrakis (Chlorotraf) Pole, tris [(ethoxy)] phenyl] selenodium tetrakis (trichlorofluorophenyl) Pole, tris [(ethoxyethoxy) phenyl] serenonium tetrakis [3,5—bis (trifrenolelomethyl) phenyl] button Rate, tris [(ethoxy) phenyl] serenodium tetrakis [(trif nore rome Tetrahedral tetraphenyl) vol., Tris [(phenoxyethoxy) phenyl] serenium hexafluoroarsenate , Tris [(Phenoxyethoxy) phenyl] Serenium Hexafluorophosphate Phosphate, Tris [(Phenoxyethoxy) [Phenyl] serenium hexafluoro anionate, tris [(phenyl)] phenyl] serenium Fluoro-borate, tris [(Fenokishietokishi) phenyl] Serenonimud trakis (Pen-Yu Fluorophenyl) Pole, Tris [(Fenokishietokishi) phenyl] Serenodium Tetrakis (Black mouth Tetra frilleo mouth phenyl) Pole, tris [(phenolic) phenyl] selenodium tetrakis (dichlorotrif) Luophenyl) Polates, Tris [(phenoxyethoxy) phenyl] Serenium Dummy Trax [3,5—Bis (Trifluoro) Methyl) phenyl] borate, tris [(phenyloxyethoxy) phenyl] selenodim tetrax [(trifluoromethyl) tetra Lafluorophenyl] port, tris [(1,4,7-trioxaoctyl) phenyl] selenoniumhexafluoroarsenate, Tris [(1,4,7—trioxaoctyl) phenyl] serenium hexafluorophosphate It, tris [(1,4,7_trioxaoctyl) phenyl] serenium hexafluoroantimone, tris [(1,4 , 7 — trioxaoctyl) phenyl] serenodium tetrafluoroporate, tris [(1,4,7—trioxaoctyl) phenyl Nyl] Serenium Dummetrakis (Penyu Fluorophenyl) Pole, Tris [(1,4,7-trioxaoctyl) phenyl] Seleno Dummy tetrakis (chlorotetrafluorophenyl) porates, tris [(1,4,7-trioxaoctyl) phenyl] cell Non-Dom Tetral Kiss Phenol) Pole, Tris [(1,4,7—Trioxaoctyl) phenyl] Serenodium Textrakis [3,5—Bis (Trif Norelomethyl) phenyl] borate, tris [(1,4,7-trioxaoctyl) phenyl] selenodim tetrakis [(trifluorome) Chill) tetrafluorophenyl] port, tris [(1,4,7-trioxanonyl) phenyl] selenodium hexafluoro Arsenate, tris [(1,4,7—trioxanonyl) phenyl] Serenium hexafluorophosphate, tris [(1 , 4, 7 — trioxanonyl) phenyl] Serenium hexafluoroantimonate, tris [(1, 4, 7 — trio Sulfonyl) phenyl] cell pentafluorotetraborate, tris [(1,4,7-trioxanonyl) phenyl] cell phenol Trakis (Penyu Fnoreo lophenylene) Borate, Tris [(1,4,7-trioxanonyl) phenyl] Serenodium Muteki ( Chlorotetranolenofenolene) borate, tris [(1,4,7-trioxanonyl) phene] serenodimtrakis (Tricyclonorenolofeninole with dichloro mouth) Pole, tris [(1,4,7-trioxanonyl) phenyl] selenodim trakis [3, 5 — screw (trifloorme Phenyl) phenyl] port, tris [(1,4,7-trioxanonyl) phenyl] selenium Methyl) tetrafluorophenyl] porate, tris [(6—phenyl-11,4—dioxahexyl) phenyl] selenodihexa Fluoroarsenate, Tris [(6—Phenoxy—1, 4—Dioxahexyl) phenyl] Cellenium Hexa Frilleo Mouth Phosphate, Tri [(6—Phenoxy1-1,41-dioxahexyl) phenyl] Selenoniumhexafluoroantimonate, Tris [(6—Phenoxyhexyl) Cis-1,4-dioxanehexyl) phenyl] serenodium tetrafluoropropyl, tris [ (6 — phenolic 1,4-dioxane hexyl) phenyl] selenodium tetrakis (pen and fluorophenyl) Lis [(6—Fenoxy 1, 4,1-dihexyl) phenyl] Serenium detrakis (Chlorotetra fluo mouth) Bole , Tris [(6-phenyl-1,4-dioxahexyl) phenyl] serenodimethyltrakis (dichlorotrifluorophenyl) Rate, Tris [(6—Phenoxy 1-, 1-dioxanehexyl) phenyl] Serenium Dummy Trax [3,5—Bis (Trifluoro [Methyl] phenyl] Rate, tris [(6-Fenox 1, 4—dioxanehexyl) phenyl] serenium temtrakis [(trifluorome Tile) tetrafluorophenyl] borate, tris [(1,4,7,10—tetraxadecanedecyl) phenyl] cell Hexafluoroarsenate, tris [(1,4,7,10—tetraxandanedecyl) phenyl] serenonium hexafluorosulfonate Gate, Tris [(1,4,7,10—Tetraoxane decyl) phenyl] Selenonium Hexafluoro Antimate, Tris [ (1,4,7,10—Tetraoxane decyl) phenyl] serenodium tetrafluoroporate, tris [(1,4,7,10) —Te (Roxaxandecyl) phenyl] selenodium tetrakis (Penyu Fluorophenyl) vole, tris [(1,4,7,10—te Tranoxanedecyl) phenyl] serenodimethyltetrakis (chlorate tranorenophenyl) port, tris [(1,4,7,1 0 — Tetraoxane decyl) Feninole] Serenopenmute trakis (trichlorofluorophenyl) port, tris [( 1,4,7,10—Tetraoxandecyl) phenyl] selenonimite Lakis [3,5—bis (trifluoromethyl) phenyl] porate, tris [(1,4,7,10—tetraxandedecyl) phenyl ] Seroneum Tetrakis [(Trifluoromethyl) Tetrafluorophenyl] Port, Tris [(91-Fenokishi 1 1 , 4,7-trioxanonyl) phenyl] selenoniumhexafluoroarsenate, tris [(9,1-, 1-, 4-, 7-trioxane) Oxanonyl) phenyl] selenodium hexafluorophosphate, tris [(91-phenyloxy 1, 1, 4, 7—trioxano) Nil) phenyl] serenium hexafluoride antimonate, tris [(9—phenox I 1,4,7-trioxa) Nyl) phenyl] selenodimethyl tetrafluorate, tris [(91-phenyl-1,4-, 7-trioxanonyl) phenyl] Serenodimute Trakis (Phenol phenolic phenyl) Port, Tris [(9-Phenoxy_1,4,71-trioxanonyl) phenyl Nyl] Serenium Dummy Trakis (Chlorotetrafluorophenyl) Porte, Tris [(9—Phenoxy I 1,4,7—Tri Oxanonyl) phenyl] seleno-dumutetrakis (triclonor-phenyl) dichloride port, tris [(9—phenoxyl 1, 4, 7—trioxanonyl) Phenyl] seleno-dummet trakis [3,5—bis (trifluoromethyl) phenyl] porate, tris [(9—phenoxy1 1 , 4,7-Trioxanonyl) phenyl] Selenonium tetrakis [(Trifluoromethyl) tetrafluorophenyl] porate etc. Are listed. The thus-obtained onium salt type compound of the present invention can be used as a catalyst, a radical generator, a reagent for organic synthesis, a photopolymerization initiator, and a thermal polymerization initiator. However, it has excellent compatibility with resins, and it is preferable to use it as a photopolymerization initiator because it is soluble in not only epoxy compounds but also vinyl ether compounds. For example, 100 parts by weight of trimethylol-pron- tyl vinyl ether—SP—170 (a photopolymerization initiator manufactured by Asahi Denka Co., Ltd.) and UVI-169 (available from Union Carbide Co., Ltd.) Although the polymerization initiator is insoluble even in 1 to 2 parts by weight, the onium salt type compound of the present invention is completely dissolved even in a higher part by weight, so that the amount of the initiator used is small. As a result, the cured product is not colored, which is advantageous from a physical and economic viewpoint.

Hereinafter, the energy ray-curable composition of the present invention (hereinafter, simply referred to as the curable composition of the present invention) will be described.

The curable composition of the present invention is characterized in that it comprises Contains cationic polymerizable substances.

Examples of the cationic polymerizable substance used in the present invention include a vinyl group having an electron density higher than that of a vinyl group having an electron donating group.

(Vinyl ether, propylene ether compound, styrene derivative), cationic polymerizable vinyl compound or heterocyclic compound

(Epoxy compounds, cyclic ether compounds, oxazoline derivatives, aziridin derivatives, cyclosiloxanes, cyclic acid anhydrides, lactams, lactones and spirolones Cyclic esters such as orthoester, bicycloorthoester, and spiroroorthocarbonate), acetals, and cyclic ketenacetals.

Examples of the cationic polymerizable vinyl ether compound include, for example, triethylene glycol vinyl ether, tetraethylene glycol divinyl ether, dipropylene Recohol divinyl ether, tripropylene glycol divinyl ether, cyclohexane-1,4,4-dimethylol divinyl ether, 1,4-butane Diol vinyl ether, 1,6-hexane diol divinyl ether, trimethyl propyl nitrone vinyl ether, pentaerythritol tertravinyl ether, Zipen evening Methyl diol vinyl ether and the like can be mentioned.

Examples of the epoxy compound include conventionally known aromatic epoxy compounds, aliphatic epoxy compounds, alicyclic epoxy compounds, monofunctional epoxides, and monofunctional episulfide compounds. And the like. Here, as an example of an aromatic epoxy compound, a polyhydric phenol having at least one aromatic ring or a polyglycidyl ether of an alkylenoxyside adduct thereof is used. However, for example, bisphenol compounds such as bisphenol A, bisphenol F and bisphenol S or bisphenol compounds are used. Alkylenoxide (eg, ethylene oxide, brovirenoxide, butylene oxide, etc.) by reacting adducts with epichlorohydrin Glycidyl ethers, novolak epoxy compounds (eg, phenol nopoloxy epoxy compounds, cresol nopoloxy epoxy compounds, bromine) Chemical phenol-Nopolak Epoxy compound), Application Benefits scan full et Bruno Rume data down preparative rig glycidyl ether like et be. Examples of aliphatic epoxy compounds include polyhydric alcohols or their polyalkylene oxide adducts, such as 1,4-butadiene. Diglycidyl ethers of diols, 1, 6—Hexane Diglycidyl ether of diol, triglycidyl ether of glycerin, triglycidyl ether of trimethylolpropane, polyethylene glycolのシ、チ、、グ、ググググググググググググググググAdd one or more alkylene oxides of aliphatic polyhydric alcohols such as phosphorus (for example, ethylene oxide, propylene oxide, butylene oxide, etc.) Examples of the alicyclic epoxy compound include a polyether polyol, a polyether polyol, and an alicyclic epoxy compound. Hexylmethyl-1,3-epoxy Hexane carboxylate, bis (3,4-epoxycyclohexylmethyl) adipate, 2 — (3,4-epoxycyclohexyl) 5,5 — Spiro 1,3,4—epoxy) cyclohexanone, meta-dioxane, bis (2,3—epoxycyclopentyl) ether, etc. In addition, epoxide Examples of monofunctional compounds are the monoglycidyl ethers of higher aliphatic alcohols, phenol and cresol, butyl phenol, and these alcohols. Monoglycidyl ether of polyester alcohol obtained by adding lenoxide It is mentioned. Examples of the monofunctional episulfide include a sulfur analog in which the epoxy ring of the compound exemplified as the monofunctional epoxide is changed to an epoxide ring. Examples of the cyclic ether compound include oxetane, phenyloxen, and other tetraxylamines, tetrahydrofuran, and 2-methylthiohydran. , Etc. Tetrahydropyrans, Tetrahydropyrans, 3 — Propylte Tetrahydropyrans, etc. and s — Trioxane and the like. Examples of lactones include:-probiolactone, acetyl lactone, one-stroke lactone, and ί-ί 'reloractone. Examples of the oxazolins include oxazozolin, 2-phenyloxyzolin, 2-decyloxazolin and the like. Examples of the aziridines include aziridines, Ν-ethyl aziridines, and the like. Examples of cyclosiloxanes include hexamethyltricyclohexane, octamethylcyclotetrasiloxane, and triphenyl trimethylcyclo. Rishirokisan etc. are mentioned. Examples of the cyclic acid anhydride include, for example, hydrofluoric anhydride, maleic anhydride, and succinic anhydride. Examples of lacquers include? —Proviola lactam, aptylolactam, and pro-lactam. Examples of acetates are 1, 3 — Zioxora And 1,3-dioxane, 2,2-dialkyldioxane, and 2-phenyl-11,3-dioxane. These cation polymerizable compounds may be used alone or as a mixture of two or more kinds, or may be a hybrid compound having two or more cation polymerizable functional groups in one compound.

The curable composition of the present invention contains 0.01 to 20 parts by weight of the onium salt type compound of the present invention as an essential component with respect to 100 parts by weight of the cationically polymerizable substance. Consider various factors such as the type of cationically polymerizable substance and energy beam, the type and amount of inclusions, irradiation time, desired irradiation time, temperature, humidity (moisture content), coating thickness, etc. It is determined by In order to facilitate dissolution of the cation salt compound in the cationically polymerizable substance, the cation salt compound is previously dissolved in a suitable solvent (for example, propylene carbonate, carbitol, carbitol acetate, butyrola). Dissolved in water, etc.). The curable composition of the present invention can be prepared by a method such as mixing, dissolving or kneading a cation polymerizable substance and an onium salt type compound.

The curable composition of the present invention is usually exposed to an energy ray such as ultraviolet rays for 0.1 second to a few minutes to dry or to dry the touch. It can be cured to a solvent-insoluble state. A suitable energy line may be any as long as it induces the decomposition of the onium salt compound of the present invention, but is preferably ultrahigh, high, medium, or low. Low-pressure mercury lamp, xenon lamp, carbon arc lamp, metalarno, lid lamp, fluorescent lamp, tungsten lamp, excimer lamp, germicidal lamp, Excimer laser, nitrogen laser, argon ion laser, helium cadmium laser, helium neon laser, crypt From 200,000 to 700,000 Angstrom obtained from lasers, various semiconductor lasers, YAG lasers, light-emitting diodes, CRT light sources, etc. Use high-energy radiation such as electromagnetic wave energy, electron beams, X-rays, and radiation having wavelengths of You. The exposure time to the energy ray depends on the strength of the energy ray, the coating thickness and the cationic polymerizable substance, but usually about 0.1 to 10 seconds is sufficient. However, longer irradiation times are preferred for relatively thick painted objects. From 0.1 seconds to a few minutes after irradiation with energy rays, most curable compositions dry to the touch due to thione polymerization, but are heated due to accelerated cation polymerization. It is sometimes preferable to use heat energy from a thermal head or the like. The composition of the present invention further includes a click. A solvent for dilution, a non-reactive or (meth) acrylic acid ester compound for reforming, and the like can be blended as long as the on-polymerization is not impaired. When (meth) acrylic acid ester compounds are used, optical radical initiators (for example, 1-hydroxycyclohexyl phenyl ketone, acetophen) It is preferable to use benzoyl methyl ether or benzoyl methyl ether. Also, for example, organic carboxylic acids or acid anhydrides may be added to improve electrical properties, or polymer or other flexible materials may be added to provide rubber elasticity. Repolymers can also be mixed.

The onium salt type compound of the present invention, by being combined with a sensitizer, enhances the activity against energy lines and can be used as an ultra-sensitive thione generator composition having photosensitivity. And can be done. Examples of the sensitizer include naphthalene derivatives, anthracene derivatives, phenanthrene derivatives, pyrene derivatives, naphthacene derivatives, perylene derivatives, Condensed polycyclic aromatic derivatives such as pentacene derivative, hexacene derivative, heptane derivative, etc., fluorene derivative, naphthoquinone derivative, anthraquinone derivative, benzoyl derivative Derivatives, xanthane derivatives, thioxanthen derivatives, xanthonone derivatives, thioxantone derivatives, coumarin derivatives, cyanin derivatives, melocyanin derivatives, Acrylidine derivatives, indolin derivatives, azulene derivatives, porphyrin derivatives, phthalocyanine derivatives, benzothiazole derivatives, subiropyran derivatives, etc. Dyes that absorb in the infrared region can be cited. These may be used in any proportion as needed, and may be used in combination of two or more.

The curable composition of the present invention is usually used as a transparent liquid, but depending on the application, it may be an inert organic or inorganic pigment, a dye, an anti-capri agent, an anti-fading agent, Anti-halation agents, optical brighteners, surfactants, plasticizers, flame retardants, antioxidants, fillers, antistatic agents, defoamers, flow regulators, accelerators, retarders, It can also be used as a mixture with light stabilizers, fungicides, antibacterial agents, magnetic substances, and organic solvents for dilution.

The curable composition of the present invention can be used for metal, wood, rubber, plastic, glass, ceramic products and the like. Further, specific uses of the present invention include paints, coating agents, inks, photo resists, liquid resists, electrophotography, and direct printing plate materials. Hologram materials, adhesives, adhesives, adhesives, adhesives, sealants, molding materials, casting materials, putties, glass fiber impregnating agents, sealing agents, and the like. Example

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples.

Synthesis Example 1 Synthesis of (1,4,7-trioxaoctyl) benzene

Equipped with a reflux condenser, thermometer, and dropping funnel with a calcium chloride tube attached to the 300 ml tri-glass port, 5.2 g of 60% sodium hydride in oil. (0.13 mol) was weighed out, the oil was thoroughly washed with pentane, and the solvent was distilled off under reduced pressure. 100 ml of anhydrous dimethyl acetate amide (DMAc) was added thereto, and 12.3 g (0.13 g) of phenol was added from a dropping funnel while stirring with a magnetic stirrer. Mol) of DMAc in 30 ml was dropped in 15 minutes. After the generation of hydrogen gas ceased, a solution of 20 g (0.109 mol) of 1—promo 2 (2—methoxetoxy) ethane in DMAc 50 m 1 was added dropwise over 15 minutes. . Next, stirring was continued for 2 hours at 45 to 50 ° C., and the reaction mixture was analyzed by gas chromatography. As a result, the starting material, 1-bromo-12 (2-methoxy), was analyzed. Ethoxy) Ethan had completely disappeared. After cooling, the reaction mixture was poured into water and extracted with ether. The extract is diluted with hydrochloric acid and then saturated After washing with a saline solution, the extract was dried over magnesium sulfate. The solvent was distilled off under reduced pressure in an evaporator overnight, and then distilled under reduced pressure to obtain a bp of 88 to 90 ° C / 0.18 mmHg (1,4,7-trioxaoctyl). 18.0 g of benzene were obtained. Yield 84%.

^{_{1 HNMR (CDC 1 3):}} .... 6 3 3 8 (3 H, CH 3), 3 5 7 (2 H, CH 2), 3 7 2 (2 H, CH 2), 3 8 5 ( _{2 H, CH 2), 4} . 1 3 (2 H, CH 2), 6. 9 3 (3 H, base Nze down ring), 7. 2 7 (2 H, base Nze down ring)

^{1 3 C NM R (CDC 1} 3):... 6 5 9 0 5, 6 7 2 2, 6 9, 7 5, 7 0. 7 1, 7 1 9 1, 1 1 4. 5 7, 1 2 0.81, 1 2 9 .4 7, 1 5 8 .7 0

MS: m / zl 9 6 (M ⁺ )

Synthesis Example 2 Synthesis of (1,4,7,10-tetraoxadidecyl) benzene

A reflux condenser, a thermometer, and a dropping funnel with a calcium chloride tube attached to the 300 ml tri-loaf port were installed. 8.6 g (0.215 mol) of lithium was weighed out, the oil was thoroughly washed with pentane, and the solvent was distilled off under reduced pressure. Then, add 100 ml of anhydrous dimethyl acetate amide (DMAc), While stirring with a magnetic stirrer, 35 g (0.2 mol) of DMA c was added from the dropping funnel to the tri-ethylene glycol monomethyl ester.

A 50 ml solution was added dropwise over 40 minutes. After the generation of hydrogen gas ceased, 31.4 g (0.2 mol) of bromobenzene was added dropwise over 15 minutes. Then, stirring was continued at 140 to 160 ° C. for 94 hours. After cooling, the reaction mixture was poured into water and extracted with ether. The extract was washed with diluted hydrochloric acid and then with a saturated saline solution, and then dried over magnesium sulfate. After distilling off the solvent under reduced pressure using an evaporator, the solvent was distilled off under reduced pressure to give a temperature of ゎ 151 to 152 ° (/0.7 mmHg (1, 4, 7, 7,

10.1 g of 10-tetraoxazindecanyl) benzene was obtained. Yield 21%.

^{1 HNMR (CDC 1 3) δ} 3. 3 7 (3 Η, CH 3), 3. 5 4 (2 H, CH 2), 3. 6 5 (2 H, CH 2), 3. 6 8 (2 H, CH 2), 3. 7 4 (2 H, CH 2), 3. 8 5 (2 H, CH 2), 4. 1 3 (2 H, CH 2), 6. 9 3 (3 H, Benzene ring), 7.27 (2H, benzene ring)

¹³ CNMR (CDC 1a): 65.901, 67.29, 69.76, 70.56, 70.65, 70.82, 71.9 3, 1 14.6 1, 120.88.2, 129.40, 158.7.76 MS: m / z 2 4 0 (M +)

Synthesis Example 3 Synthesis of 1- (1,4,7-trioxaoctyl) naphthalene

Equipped with a reflux condenser, thermometer, and drip port equipped with a calcium chloride tube at the 20 O ml tri-loaf port, and a 60% oily sodium hydride. 2 g (0.08 mol) was weighed out, the oil was thoroughly washed with pentane, and the solvent was distilled off under reduced pressure. Then, 70 ml of anhydrous dimethyl acetate amide (DMAc) was added, and while stirring with a magnetic stirrer, 11 naphthol was dropped from the dropping funnel.

A solution of 11.6 g (0.08 molile) of DMAC20 ml was added dropwise over 15 minutes. After the generation of hydrogen gas is completed,

A solution of 12.3 g (0.067 mol) of (2—methoxetoxy) ene in 15 ml of DMAc was added dropwise over 15 minutes. Then, after stirring was continued at room temperature for 2.5 hours, the reaction mixture was analyzed by gas chromatography. Had completely disappeared. After cooling, the reaction mixture was poured into water and extracted with ether. The extract was washed with dilute hydrochloric acid and then with a saturated saline solution, and dried over magnesium sulfate. The solvent was distilled off under reduced pressure in an evaporator, and then distilled under reduced pressure. 1- (1,4,7-trioxaoctyl) naphtalene (15.0 g) was obtained at 1145 ° CZ 0.15 mmHg. Yield 91%.

¹ HNMR (CDC 13): 6 3.39 (3 H, CH ₃ ), 3.58

_{(2 H, CH 2),} 3. 7 9 (2 H, CH 2), 3. 9 9 (2 H, CH a), 4. 3 0 (2 H, CH 2), 6. 8 0 (1 H, naphne-lens ring), 7.35 (1H, naphne-lens ring), 7.41 to 7.47

(3H, naphthalen ring), 7.78 (1H, naphthalen ring), 8.29 (1H, naphthalen ring)

^{_{1 3 C NMR (CDC 1 3}} ):... Δ 5 9 0 8, 6 7 8 1, 6 9 8 1, 7 0. 8 6, 7 1. 9 9, 1 0 4. 8 2, 1 2 0.41, 12.2.10, 12.5.11, 12.5.64, 12.5.80, 12.6.36, 127.40, 13.4 . 4 6, 1 5 4. 5 1

M S: m / z 2 4 6 (M +)

Synthesis Example 4 Production of 4— (1,4,7—trioxaoctyl) phenyl] phenyl Dynamite

Add 105.8 ml (65.8 mmol) of hydroxyto-siloxyloxybenzene into (10, O, ml) 3-neck flask with (1,4,7-trioxaoctyl) Weigh 9.8 g (50 mm 01) of benzene, 10 ml of acetonitrile and 1.5 ml of acetic acid, The mixture was heated to 40 ° C with good stirring with a stirrer. After stirring overnight at the same temperature, the mixture was allowed to cool, and the reaction mixture was poured into 100 ml of distilled water, and ether was added to remove ether-soluble matter. Water was distilled off from the aqueous solution under reduced pressure, the residue was dissolved in methylene chloride, and then the methylene chloride solution was washed with water and dried over magnesium sulfate. The methylene chloride was distilled off under reduced pressure to obtain 28.3 g of [4- (1,4,7-trioxaoctyl) phenyl] phenyl-donium tosylate. Yield 99%.

Synthetic Example 5 [4— (1,4,7,10—Tetraoxandandecyl) phenyl] Production of Phenylethyl Donatosilicate

To 200 ml of three-neck flasks, add 12.8 g (32.7 mmol) of hydroxytosiloxyldobenzene to (1,4,7,10-tetrahydroxy). Weigh 6.0 g (25 mm 01) benzene, 5 ml of acetonitrile and 1.5 ml of acetic acid, and stir well with a magnetic stirrer at 40 °. Heated to C. The mixture was stirred overnight at the same temperature, allowed to cool, poured into 100 ml of distilled water, and ether was added to remove ether-soluble matter. Water was distilled off from the aqueous solution under reduced pressure, the residue was dissolved in methylene chloride, and then the methylene chloride solution was washed with water and dried over magnesium sulfate. chloride Methylene was distilled off under reduced pressure to obtain 16.8 g of [4-1 (1,4,7,10-tetraoxadidecane) phenyl] phenyl-donium tosylate. Was. Yield 9 1%

Synthesis Example 6 Production of [1-(1, 4, 7-trioxaoctyl) naphthyl] phenethyl

Hydroxytosiloxed benzene 8.5 g (20 mmol), 1- (1,4,7-trioxaoctyl) naphine ren is added to 100 ml of 3-neck flask. g (20 mmo 1) and 50 ml of acetonitrile were weighed and cooled to 0 to 5 ° C. while stirring well with a magnetic stirrer. After stirring at the same temperature for 4 hours overnight, the reaction mixture was poured into 50 ml of distilled water and subjected to ether extraction. The ale extract was washed with water and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, hexane was added to the residue to remove hexane-soluble components (mainly chloride), and the solids were separated by filtration. From the filtrate, [1— (1,4,7—trioxactyl) naphthyl] pheny1donium tosylate was obtained in a yield of about 50%. Example 1 Synthesis of [4— (1,4,7—trioxactyl) phenyl] phenylhexafluoroantimonate

In 200 ml of triangular flask, [4— (1, 4, 7 — Trioxaoctyl) fenazole] 1.14 g (2 mmol) and 50 ml of acetone were taken and stirred with a magnetic stirrer. Please. To this was added a powder of sodium antimony hexafluoride (purity 90%, 0.57 g, 2 mm 01), and the mixture was stirred overnight under light shielding. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue to remove ether solubles. Again, about 5 ml of acetate was added, the mixture was filtered, the solvent was distilled off from the filtrate under reduced pressure and vacuum, and [4- (1,4,7-trioxaoctyl) phenyl] phenyl was added. 1.2 g of sodium fluoride antimonate (a compound of the present invention, a salt of the invention, compound No. 1 in Tables 1 and 2) was obtained. Yield 94%. Example 2 Synthesis of [4— (1,4,7,10—tetraoxanedecyl) phenyl] phenyliodenehexafluoroantimonate

In Example 1, [4- (1,4,7-trioxaoctyl) phenyl] phenylidene tosylate was replaced with [4-1 (1,4,7) obtained in Synthesis Example 5. , 10 —tetraxanedecyl) phenyl] phenylphosphonate (1.23 g, 2 mmo 1) was reacted and worked up in the same manner to give [4— ( 1, 4,7,10 —tetraxandedecyl) phenyl] phenyl hexafluoroantimonate (a compound of the present invention, a compound of the present invention, compound No. 6 in Tables 1 and 2) 1.35 g I got Yield 99%.

Example 3 Synthesis of [4— (1,4,7—trioxaoctyl) phenyl] pheninolethiophene-Denmutetrakis (penta-phnoleolophenyl) porate

In a 300 ml triangular flask, [4— (1,4,7—trioxaoctyl) phenyl] phenyl-donium tosylate obtained in Synthesis Example 4 1.7 g (3 mmol) and 100 ml of acetone, and stir with a magnetic stirrer. Thereto was added dropwise a solution of lithium tetrakis (pentafluorophenyl) porate 2,1 (3.06 mmol) in 50 ml of acetone, and the mixture was stirred overnight under light shielding. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was removed by filtration, and the solvent was distilled off from the filtrate under reduced pressure and vacuum to obtain [4-1 (1,4,7-trioxaoctyl) phenyl] phenyl. There was obtained 3.1 g of an ethanol-dental tetrakis (pentafluorophenyl) por- tide (a compound of the present invention, a compound No. 2 in Tables 1 and 2). Yield 96%. Example 4 Synthesis of [41- (1,4,7,10-tetraxane-decyl) phenyl] phenyl-d-n-dimethyl-trakis (pentafluorophenyl) borate

[4— (1,4,7,10—tetraxandanedecyl) phenyl] phenyl-donium tosylate obtained in Synthesis Example 5 in 300 ml of triangular flask g (2 mm 01) and 200 ml of acetone were taken and stirred with a magnetic stirrer. Thereto was added dropwise a solution of 1.5 g (2.1 lmmol) of potassium tetratoxide (fluorofluorophenyl) borate in 50 ml of acetone, and the mixture was stirred overnight without light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was removed by filtration, and the solvent was distilled off from the filtrate under reduced pressure and vacuum to give [4-1 (1,4,7,10) -tetraoxanedecyl) phenyl. [Enyl] phenyl nitrate trakis (pentafluorophenyl) porate (onium salt type compound of the present invention, compound No. 7 in Tables 1 and 2) 2.2 g was obtained. Yield 98%.

Example 5 [4-((1,4,7-trioxaoctyl) phenyl] phenyl-dunimutate] trakis [4-1 (trifluoromethyl) -2,3,5,6—tetrafluorophenyl] borate Synthesis of In a 300 ml Erlenmeyer flask, 1.14 g of [4- (1,4,7-trioxaoctyl) phenyl] phenyl-donium-to-silyl compound obtained in Synthesis Example 4 ( Take 2 mmol) and 50 ml of acetone and stir with a magnetic stirrer. There, 1.95 g (2.1 mmol) of potassium tetrachloride [41- (trifluoromethyl) -1,2,3,5,6-tetrafluorophenyl] borate was added. A solution of 5 ml of acetone was added dropwise, and the mixture was stirred overnight without light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was removed by filtration, and the solvent was distilled off from the filtrate under reduced pressure and under reduced pressure to give [4-1 (1,4,7-trioxaoctyl) phenyl] phenyl. Ethyl-donium tetrakis [4— (trifluoromethyl) -12,3,5,6—tetrafluorophenyl] porate (onium salt compound of the present invention, Table 1, 3) 2.2 g of compound No. 2 were obtained. Yield 86%.

Example 6 [4— (1,4,7,10—tetraxandedecyl) phenyl] phenyl Dentiumtetrakis [41- (trifluoromethyl) 1-2,3,5,6—te Synthesis of [trafluorophenyl] porate

In a 300 ml triangular flask, add [4-1 (1, 4, 7, 10- Take 1.2 g (2 mmol) of 200 mg of acetone and 200 ml of acetone, and stir with a magnetic stirrer. There, Calyte Tetrakis

[4— (Trifluoromethyl) 1, 2,3,5,6—Tetrafluorophenyl] 1.9 g (2.07 mmol) of acetonitrile in 5 ml of acetone Was added dropwise, and the mixture was stirred overnight while being shielded from light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was removed by filtration, and the solvent was distilled off from the filtrate under reduced pressure and vacuum to obtain [4— (1,4,7,10—tetraoxaxandecyl). [Fenyl]

[41- (trifluoromethyl) 1-2,3,5,6-tetrafluorophenyl] borate (onium salt type compound of the present invention, compound No. 8 in Tables 1 and 2) 2. 5 g were obtained. Yield 95% Example 7 [4- (1,4,7-trioxaoctyl) phenyl] phenyl-donium tetrakis (2,4,6—trifluoro-3, Synthesis of 5-dichlorophenyl) borate

In a 300 ml triangular flask, add [4— (1,4,7—trioxsacoctyl) phenyl] phenyidonium tosylate 1.7 g (3 mm 0 1) and acetate 1 Take 0 ml and stir magnetically Stir with a machine. Then, lithium tetrakis (2,4,61-trifluoro-3,5-dichlorophenyl) porate 2.45 g (3 mmo 1) of acetate 25 ml of the solution was added dropwise, and the mixture was stirred overnight while being protected from light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was filtered off, and the solvent was distilled off from the filtrate under reduced pressure and vacuum to give [1,4-, 7-trioxaoctyl) phenyl. Nyl] phenyodo-demi-tetrakis (2,4,6—trifluoro3,5—dichlorophenyl) port (the present invention) 3.5 g of the compound No. 4) in Tables 1 and 2 was obtained. Yield 96%

Example 8 [4— (1,4,7,10—tetraoxane decyl) phenyl] phenyl 1-tetramethyltetrakis (2,4,6—tri- Synthesis of Fluoro 3,5—Dichlorophenyl) Pore To 300 ml of triangular flask was added [4— (1,4,7,10—tetraxane). [Desil) phenyl] phenyl benzene 1.18 g (3 mmol) and 100 ml of acetone were taken and stirred with a magnetic stirrer. Then, lithium tetrax (2,4,6—trifluoro-3,5-dichlorophenyl) volate 2.45 g (3 mm 0 1) Acetonitrile 25 ml solution The mixture was added dropwise, and stirred overnight while being shielded from light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure and vacuum to give [4-1 (1,4,7,10-tetraoxazin). N-decyl) phenyl] phenyl-tetraphenyl (2,4,6—trifluoro3,5—cyclohexylphenyl) (the present invention) 3.6 g of a salt-type compound, compound No. 9) in Tables 1 and 2. Yield 96%

Example 9 [4— (1,4,7—trioxaoctyl) phenyl] phenyl Dentiumtrax [3,5—bis (trifluoromethyltinole) Synthesis of an porphyrene

Add [4-1 (1,4,7-trioxaoctyl) phenyl] phenyl to dendrimer to 300 ml triangular flask. Take 4 g (2 mmol) and 50 ml of acetate and stir with a magnetic stirrer. Then there are 1.9 g (2. lmmol) of acetate with calium tetrakis [3,5—bis (trifluoromethyl) phenyl] porate. The ml solution was added dropwise, and the mixture was stirred overnight while protected from light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, and ether insolubles were filtered off. Separately, the solvent is distilled off from the filtrate under reduced pressure and vacuum, and [4— (1,4,7—trioxaoctyl) phenyl] phenyl-doniumtetrax [3,5] —Bis (trifluoromethyl) phenyl] porate (onium salt type compound of the present invention, compound No. 5 in Tables 1 and 2) 2.48 g was obtained. Yield 98%

Example 10 0 [4— (1,4,7,10—tetraoxanedecyl) phenyl] pheny1doniumtetrakis [3,5—bis (trifluoromethyl) Synthesis of [phenyl] borate

In a 300 ml triangular flask, add [4.1 (1,4,7,10—tetraxandanedecyl) phenyl] phenyladmium tosylate to 1.23 g (2 mmol) and Take 200 ml of acetone and stir with a magnetic stirrer. Then, a solution of 1.90 g (2.lmmol) of calium tetrax [3,5—bis (trifluoromethyl) phenyl] borate in 50 ml of acetate was added. Was added dropwise, and the mixture was stirred overnight while being shielded from light. The insoluble material was separated by filtration, and the solvent was distilled off from the filtrate under reduced pressure. Ether was added to the residue, ether-insoluble matter was filtered off, and the solvent was distilled off from the filtrate under reduced pressure and vacuum. [Denil] Don't Mute Trakis [3, 5 — Screw (Trif (Fluoromethyl) phenyl] porate (onium salt compound of the present invention, compound No. 10 in Tables 1 and 2) 2.50 g was obtained. Yield 96%.

Example 1 1 Curability test 1

1 0 0 parts by weight Application Benefits methylotrophic one Rupurono ^1? Emissions Application Benefits vinyl Rue one ether as a cationic polymerizable substance, Oniu arm salt-type compound of the present invention (usage Table 1) and the pro-pin les Nkabone DOO Chiokisan tons of a閧始agent the same amount (weight ratio) and增感agent (usage Table 1) was UV irradiated at a Kachio down curable composition 8 0 W / cm ² high pressure mercury lamp, When cured, a very transparent cured product was obtained. The curing speed was several times faster when the sensitizer was used than when no sensitizer was used.

table 1

Initiator (Compound No.) Amount used Sensitizer

1 0 43 0

1 0 43 0 04

2 0 73 0

2 0 73 0 07

3 0 87 0

3 0 87 0 09

4 0 82 0

4 0, 82 0 08

5 0, 85 0

5 0.85 0.09

6 0, 46 0

6 0.46 0.05

7 0.76 0

7 0.76 0.08

8 0. 90 0

8 0.90 0.09

9 0.85 0

9 0.85 0.09

10 0.88 0

10 0.88 0.09 Example 1 2 Curability test 2 3,4-Epoxycyclohexyl methyl 3,4—Epoxycyclohexancarboxylate as cationic polymerizable substance

100 parts by weight, the same amount (weight ratio) of the initiator salt compound of the present invention (use amount is shown in Table 2) and the propylene force as one part of the initiator (weight ratio) Chiokisan tons of the agent (usage Table 2) a cationically curable composition to UV irradiation at 8 OW / cm ² high pressure mercury lamps, this filtrate and cured, highly transparent good cured product was gotten. The curing speed was several times to several tens times faster when the sensitizer was used than when no sensitizer was used.Table 2

Initiator (Compound No.) Amount used Sensitizer

1 0 72 0

1 0 72 0 07

2 1 22 0

2 22 0

3 45 0

3 45 0 15

4 1 36 0

4 1 36 0 14

5 1 42 0

5 1 42 0 14

6 0 77 0

6 0 77 0 08

7 0 76 0

7 27 0 13

8 27 0

8 50 0, 15

9 41 0

9 41 0, 14

10 47 0

10 0 88 The invention's effect

The onium salt type compound of the present invention is excellent in compatibility with cationically curable compounds, has excellent storage stability, has no odor, has a high curing speed, and is excellent in curing properties, and is suitable as a photopolymerization initiator. Can be used for Further, the energy ray-curable composition containing the onium salt type compound of the present invention has no coloring of the cured coating film and gives a transparent and excellent physical properties.

Claims

The scope of the claims

1. The cation part has the formula (1)

[In the formula (1), R represents an alkyl group, an alkenyl group, an alkynyl group, a phenyl group, a pendyl group, an acyl group or a silyl group, and X represents an ether bond, a thioether bond, a carbonyl group, an ester bond. A bond, an azo bond, a methylenoxy bond, an alkylene bond or a silylenoxy bond, and Q represents the fifteenth of the periodic table such as I, S, Se, P or N. Represents one or more elements selected from group 1 to group 17; Ar represents a carbocyclic, heterocyclic or condensed polycyclic aromatic ring, and n represents an integer from 1 to 200 Represents Also,

Represents a benzene ring or a naphthylene ring, and one X — and one Q ⁺ — Ar are bonded to any carbon atom having a benzene or naphthalene ring substituent. It is assumed that When one X — is an asymmetric bond, R (0 CH ₂ CH ₂ ) _n O — and the above benzene ring Or the naphthalene ring is bonded to any one of the X— bonding groups. ]

Wherein the anion portion is represented by the formula (2) M (Y) _m- (2)

(In the formula (2), M represents As, P, Sb, or B, and Y represents a hydrogen atom or a polygenoaryl or porino, genopoly Rifluoromethyl) aryl group, and m is an integer of 4 to 6.)

A salt of an anion represented by the formula:

2. A photoreaction initiator comprising the onium salt type compound according to claim 1.

3. An energy ray-curable composition comprising a cationically polymerizable substance and the photoreaction initiator according to claim 2.

4. A cured product of the composition according to claim 3.