Thiolsilanes, method of their production and of their use

Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing

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556419, 556428, 556420, 556402, 556404, 556405, 556 9, 556 10, 556 12, 534 11, 534 15, C07F 710, C07F 708, C07F 718

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057928819

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BRIEF SUMMARY
TECHNICAL FIELD

The invention relates to hydrolyzable and polyadditive silanes, a method of their production and their use in the production of organically modified silicic acid polycondensates or hetero silicic acid polycondensates, as well as in the production of macromolecular materials by polyaddition.


THE STATE OF THE ART

Hydrolyzable, organically modified silanes are widely used in the manufacture of scratch-proof substrates, for the production of filler, of adhesives and caulking compounds or of molded articles. To these ends, the silanes are hydrolytically condensed, either by themselves, in mixtures with or in the presence of further hydrolyzable and/or condensible components, their final curing being accomplished thermically, photochemically or by redox induction.
Thus, scratch-proof coatings are known, for instance, from German Patent specification 3,407,087 C2 which are made by hydrolytically condensing a mixture, which, among others, consists of a hydrolyzable titanium or zirconium compound and of a hydrolyzable organofunctional silane R.sub.m (R"Y).sub.n SiX.sub.(4-m-n), wherein R' is an alkyl or alkenyl, for instance, R" is an alkene or alkenylene and X represents a hydrolyzable group.
Adhesive and caulking compounds are known, for instance, from German Patent specification DE 3,536,716 A1, which have been made by hydrolytically condensing one or more organosilanes of the general formula R.sub.m SiX.sub.4-m and, if required, one or more components SiX.sub.4 and/or R.sub.n (R"Y).sub.p SiX.sub.4-n-p, wherein R and R" are, for instance, alkyl, alkenyl, aryl, alkylaryl, arylalkyl, alkenylaryl or arylalkenyl, X is, for instance, hydrogen, halogen, hydroxy, alkoxy or acyloxy, and Y is, for instance, a halogen or a, if required, substituted amino, amide, aldehyde, alkylcarbonyl, carboxy, hydroxy, mercapto or cyano group.
Furthermore, commercial silanes with reactive double bonds are known, such as, for instance, (meth)acryloxysilanes of the following type, ##STR1## wherein R is hydrogen or methyl and X is, for instance, halogen or alkoxy. These silanes are hydrolyzable and polymerizable and may be used in the production of the systems mentioned above. They offer the great advantage that the resulting coating, the resulting filler, adhesive or caulking compound or the resulting molded article may be cured thermically, photochemically or by redox induction by polymerization at the reactive double bonds.
In general, commercial silanes with reactive double bonds, such as, for instance, the above mentioned (meth)acryloxysilanes constitute monofunctional compounds with one C.dbd.C double bond, and, as a rule, low molecular and prior to their Si--X-hydrolysis and condensation they are thus relatively volatile compounds which because of inherent acrylic group give are toxicologically apprehensible. During further processing by polymerization or modified functionalization, these silanes are additionally disadvantageous that because of the presence of only one reactive C.dbd.C double bond only chain polymers can be obtained and that with prior functionalization the C.dbd.C double bond necessary for the organic polymerization is usually lost. Furthermore, usually only a short chain is provided between the double bond and the silicon capable of forming an anorganic network, so that by way of the organic groups the mechanical properties (flexibility etc.) may be varied within narrow limits only.
While hydrolyzable and polymerizable silanes provided with more than one reactive C.dbd.C double bond and in which the spacing between the reactive double bond and the silicon capable of forming an organic network is larger are known from German Patent specification DE 4,011,044, the need for improvement remains nevertheless, including as regards a functionalization of the molecule.
It is, therefore, the task of the present invention to provide novel organically modified silanes which are hydrolyzable and polyadditive, which by themselves, in mixtures or together with other hydrolyzable, condensible or polyadditive

REFERENCES:
patent: 4997965 (1991-03-01), Lohmann et al.

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