Organic compounds -- part of the class 532-570 series – Organic compounds – Heavy metal containing
Patent
1994-10-20
1995-11-14
Nazario-Gonzales, Porfirio
Organic compounds -- part of the class 532-570 series
Organic compounds
Heavy metal containing
556 28, 556 29, 556 64, 568 6, 568 13, 568 77, 549 62, 549 78, 549214, 549475, 549497, C07F 966, C07F 990, C07F 1900, C07F 702
Patent
active
054668450
DESCRIPTION:
BRIEF SUMMARY
This application is a request for U.S. examination under 35 U.S.C. .sctn. 371 of International application No. PCT/EP93/01487, filed Jun. 11, 1993.
The invention relates to new sulfonium salts and to a process for their preparation.
Photoactive triarylsulfonium salts are disclosed in DE-A 25 18 749, DE-A 25 18 652 and DE-A 28 39 586 and are used as photoinitiators for the polymerization of cationically polymerizable organic substances, for example epoxides, vinyl ethers, organopolysiloxanes containing epoxy groups, organopolysiloxanes containing vinyloxy groups, and olefins. The cationically polymerizable substances are, however, nonpolar to slightly polar, especially when the polymerizable groups are present in organopolysiloxanes. EP-A 404 031 (published on Dec. 27, 1990, J. L. Desorcie et al., General Electric Company) describes triaryl sulfonium salts in which at least one aryl radical is substituted by a long-chain alkoxy group.
The object was to provide photoactive sulfonium salts which can be employed as photoinitiators for the polymerization of cationically polymerizable organic substances and which are soluble in these substances. The object is achieved by the invention.
The invention relates to sulfonium salts of the general formula ##STR1## in which each A is identical or different and is a monovalent radical of the general formula ##STR2## in which G is an aromatic hydrocarbon radical having 6 to 14 carbon atoms per radical or is an aromatic hydrocarbon radical having 5 to 14 ring atoms per radical which contains at least one oxygen and/or sulfur atom, with the proviso that one hydrogen atom in the radical G is replaced by a chemical bond to the sulfur atom, and radical, which is optionally interrupted by at least one oxygen atom and/or one sulfur atom and/or one carboxyl group, radical having 1 to 18 carbon atoms per radical, which is optionally interrupted by at least one oxygen atom, radical, which is optionally interrupted by at least one oxygen atom, radical, which is optionally interrupted by at least one oxygen atom and/or one sulfur atom, and nucleophilic or non-nucleophilic anion Y.sup.- selected from the group comprising CF.sub.3 CO.sub.2.sup.-, BF.sub.4.sup.-, PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, ClO.sub.4.sup.-, HSO.sub.4.sup.- and C.sub.n F.sub.(2n+1-m) H.sub.m -SO.sub.3.sup.-, 2n-1.
Examples of aromatic hydrocarbon radicals G are the phenyl, naphthyl and anthryl radicals.
Examples of aromatic hydrocarbon radicals G containing at least one oxygen and/or sulfur atom are the 2-furyl, 3-furyl, 2-thienyl and 3-thienyl radicals.
The radical A is preferably a radical of the formula ##STR3## in which D, E and F are each a radical bonded in the 2-, 3-, 4-, 5- or 6-position on the benzene ring, D, E and F are as defined above and b' is 0 or 1 and c' is 0 or 1.
Examples of the divalent hydrocarbon radical R are --CH.sub.2 --, --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 -- and --(CH.sub.2).sub.6 --.
Examples of the divalent hydrocarbon radical R which is interrupted by at least one oxygen atom and/or sulfur atom and/or one carboxyl group are --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 CH.sub.2 -- and --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 CH.sub.2 --.
Examples of hydrocarbon radicals R.sup.1 are alkyl radicals such as the methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl and tert-pentyl radical; hexyl radicals such as the n-hexyl radical; heptyl radicals such as the n-heptyl radical; octyl radicals such as the n-octyl radical, and isooctyl radicals such as the 2,2,4-trimethylpentyl radical; nonyl radicals such as the n-nonylradical; decyl radicals such as the n-decyl radical; dodecyl radicals such as the n-dodecyl radical and octadecyl radicals such as the n-octadecyl radical.
Examples of hydrocarbon radicals R.sup.1 interrupted by at least one oxygen atom are alkoxyalkyl radicals such as --CH.sub.2 CH.sub.2 OCH.sub.3, --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.
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Connaughton Martin
Nazario-Gonzales Porfirio
Wacker-Chemie GmbH
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