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Thermally Induced Twin Polymerization of 4 H ‐1,3,2‐Benzodioxasilines
Author(s) -
Kempe Patrick,
Löschner Tina,
Auer Alexander A.,
Seifert Andreas,
Cox Gerhard,
Spange Stefan
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201400038
Subject(s) - polymerization , quinone methide , monomer , molecule , chemistry , polymer chemistry , thermal stability , materials science , photochemistry , quinone , polymer , organic chemistry
The twin monomer 2,2′‐spirobi[4 H ‐1,3,2‐benzodioxasiline] ( 1 ) can be polymerized to nanostructured SiO 2 /phenolic‐resin composite material by thermally induced twin polymerization. Thermally induced twin polymerization represents a way to produce nanocomposites simply by thermal induction of twin monomers. Besides 1 , the thermal reaction of several related salicylic (2‐oxybenzylic) silicon molecules has been investigated. The thermal cleavage of the molecules is studied by using several trapping reagents (e.g., vinyl compounds). A significant occurrence of quinone methide adducts indicates that the thermal mechanism proceeds not only by a ring opening at the oxymethylene position, but also with the ortho ‐quinone methide as a central or alternative intermediate. This is supported by product analyses of thermally initialized reactions of 1 and its substituted analogues as well as by quantum chemical calculations.