Synthesis of a multifunctional alkoxysiloxane oligomer

Abstract

An alkoxysiloxane oligomer (1, SiMe[OSi(CHCH₂)(OMe)₂][OSi(CH₂)₃Cl(OMe)₂]₂), containing vinyl and chloropropyl groups, was synthesized as a precursor for sol–gel synthesis. Di-tert-butoxymethylhydroxysilane (t-BuO)₂MeSiOH was reacted with (MeO)₂(CH₂CH)SiCl to form (t-BuO)₂MeSiOSi(CHCH₂)(OMe)₂ which was further alkoxysilylated with Cl(CH₂)₃SiCl(OMe)₂ to form 1. The ¹H, ¹³C, ²⁹Si NMR and HR-MS data confirmed the formation of 1, indicating the successful synthesis of an alkoxysiloxane oligomer possessing different kinds of functional groups by a chemoselective route. Hydrolysis of 1 under acidic conditions was completed in a few hours. The solution state ²⁹Si NMR spectra of samples hydrolyzed and condensed at various reaction times show no signals due to species generated by the cleavage of the siloxane bonds in 1, indicating the validity of the synthesized substance as a precursor for the formation of hybrids with homogeneously distributed functional groups. Intramolecular condensation of 1 to form cyclic trisiloxane units proceeds more preferentially than intermolecular condensation.