Synthesis of a multifunctional alkoxysiloxane oligomer

An alkoxysiloxane oligomer (1, SiMe[OSi(CH=CH2)(OMe)(2)][OSi(CH2)(3)Cl(OMe)(2)](2)), containing vinyl and chloropropyl groups, was synthesized as a precursor for sol-gel synthesis. Di-tert-butoxymethylhydroxysilane (t-BuO)(2)MeSiOH was reacted with (MeO)(2)(CH2=CH)SiCl to form (t-BuO)(2)MeSiOSi(CH=C...

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Bibliographic Details
Published inNew journal of chemistry Vol. 38; no. 11; pp. 5362 - 5368
Main Authors Yoshikawa, Masashi, Wakabayashi, Ryutaro, Tamai, Misa, Kuroda, Kazuyuki
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2014
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
COOPERATIVE CATALYSIS
ACID
AMINES
PORE CHANNELS
ALKYL CHAINS
HYDROLYSIS
HYBRID MESOSTRUCTURES
CONDENSATION
FUNCTIONAL-GROUPS
MESOPOROUS MATERIALS
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Summary:An alkoxysiloxane oligomer (1, SiMe[OSi(CH=CH2)(OMe)(2)][OSi(CH2)(3)Cl(OMe)(2)](2)), containing vinyl and chloropropyl groups, was synthesized as a precursor for sol-gel synthesis. Di-tert-butoxymethylhydroxysilane (t-BuO)(2)MeSiOH was reacted with (MeO)(2)(CH2=CH)SiCl to form (t-BuO)(2)MeSiOSi(CH=CH2)(OMe)(2) which was further alkoxysilylated with Cl(CH2)(3)SiCl(OMe)(2) to form 1. The H-1, C-13, Si-29 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 Si-29 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.
Bibliography:KAKEN
ISSN:1144-0546
1369-9261
DOI:10.1039/c4nj00204k