Monosodiumoxyorganoalkoxysilanes: Synthesis and properties

Abstract

Abstract The reaction of organoalkoxysilanes with sodium hydroxide was studied in detail. Studies indicate that this reaction involves more than one stage and involves rather complex multistep process, which leads to the formation of both monosodiumoxyorganoalkoxysilanes (MSOAS) and several secondary products. Analysis of experimental evidence makes it possible to advance the mechanism behind this phenomenon and to define the optimum conditions for the preparation of pure MSOAS with high yields. Different MSOAS were synthesized and their basic physicochemical properties were studied. MSOAS are shown to constitute multifunctional reagents with chemically independent functional groups, and their reaction with trimethylchlorosilane selectively proceeds via ONa groups, whereas their interaction with triethylesilanol and higher alcohols proceeds exclusively via OAlk groups. Exchange interaction between MSOAS and organoalkoxysilanes via ONa and OAlk groups was found and studied in detail. Temperature corresponding to the onset of thermal degradation of MSOAS was estimated to be equal to ∼180–190°C. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:514–541, 2006; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20280