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Hydrolysierbare und polymerisierbare Silane

Hydrolyzable and polymerizable silane compound for production of e.g. polymers, composites, adhesives or coatings, has unsaturated amide groups attached to silicon via amide nitrogen and organic linking groups
: Wolter, H.; Schmitzer, S.

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DE 1999-19910895 A: 19990311
DE 1999-19910895 A: 19990311
EP 2000-916815 A: 20000307
WO 2000-DE765 A: 20000307
DE 19910895 A1: 20000921
EP 1159281 A1: 20011205
Patent, Elektronische Publikation
Fraunhofer ISC ()

Die Erfindung betrifft hydrolysierbare und polymerisierbare Silane der Formel I, ein Verfahren zu deren Herstellung sowie deren Verwendung zur Herstellung von Kieselsaeure(hetero)polykondensaten und (Hetero)Polymerisaten. $F1 Die Reste und Indices haben folgende Bedeutung: B = organischer Rest mit mindestens einer C=C-Doppelbindung; R = Alkyl, Alkenyl, Aryl, Alkylaryl oder Arylalkyl; Ro = Alkylen, Alkenylen, Arylen, Alkylenarylen oder Arylenalkylen; R' = Alkylen, Alkenylen, Arylen, Alkylenarylen oder Arylenalkylen; X = Wasserstoff, Halogen, Hydroxy, Alkoxy, Acyloxy, Alkylcarbonyl, Alkoxycarbonyl oder NR''2' mit R'' gleich Wasserstoff, Alkyl oder Aryl; a = 1, 2 oder 3; b = 1, 2 oder 3, mit a + b = 2, 3 oder 4; c = 0 oder 1; d = 1, 2, 3, 4, 5, 6, 7, 8, 9 oder 10; e = 1, 2, 3 oder 4, mit e = 1 fuer c = 0.


WO 200053612 A UPAB: 20001117 NOVELTY - Hydrolyzable and polymerizable organosilicon compounds with unsaturated carboxylic acid amide groups attached to silicon via the amide nitrogen and organic linking groups. DETAILED DESCRIPTION - Hydrolyzable and polymerizable, organically-modified silanes of formula (I). B = a 2-50C organic residue with at least one C=C double bond, which is attached to the -CONH- group via a carbon atom and contains no norbornene, bicyclo(2.2.2)oct-2-ene or 7-oxa-bicyclo(2.2.1)hept-2-ene groups; R = optionally substituted 1-15C alkyl, alkenyl, aryl, alkylaryl or arylalkyl, optionally containing oxygen and/or sulfur and/or nitrogen atoms; Ro, R' = optionally substituted 1-15C alkylene, alkenylene, arylene, alkylene-arylene or arylene-alkylene (optionally with O, S and/or N as above); X = H, halogen, hydroxy, alkoxy, acyloxy, alkylcarbonyl, alkoxycarbonyl or NR2; R = H, alkyl or aryl; a, b = 1, 2 or 3; (a+b) = 2, 3 or 4; c = 0 or 1; d = 1-10; e = 1-4, with e = 1 if c = 0. INDEPENDENT CLAIMS are also included for a process for the production of (I) by reacting (b x e) mols of a compound of formula B(COOH)d with d mols of a compound of formula ((OCN-R')eRoc)bSiXaR4-a-b under decarboxylating conditions. USE - For the production of polycondensates, heteropolycondensates, polymers, bulk materials, composites, adhesives, casting and sealing materials, coating materials, coatings, abrasives, coupling agents, binders, fillers, fibres, film, (contact) lenses and dental restorative materials (claimed). (I) is used the production of polymers by radical and/or ionic and/or covalent-nucleophilic polymerisation of unsaturated monomer(s) and optionally other polymerizable compounds by the action of redox initiators and/or heat and/or radiation (optionally in presence of initiators and/or solvent), using 1-100 mol% (I) based on monomeric compounds (claimed). (I) is also used for the production of organically-modified silicic acid (hetero)polycondensates by hydrolytic condensation of hydrolyzable compound(s) of silicon and optionally of other elements (boron, aluminum, phosphorus, tin, lead, transition metals, lanthanides and/or actinides) and/or their precondensates, optionally in presence of catalysts and/or solvent, by the action of water, using 1-100 mol% (I) based on monomeric compounds (claimed). ADVANTAGE - New hydrolyzable and polymerizable silanes with excellent chemical and thermal stability (compared with the compounds described in DE 4011044-C2. These silanes are obtained by rapid, simple methods, in the form of compounds with one or more C=C double bonds and variable spacing between the silicon atom and the double bonds. The compounds can be converted (optionally with other hydrolyzable, condensable or polymerizable compounds) into crosslinked inorganic-organic networks in the form of scratch-resistant coatings or other products as above.