TY - JOUR
T1 - Synthesis of a multifunctional alkoxysiloxane oligomer
AU - Yoshikawa, Masashi
AU - Wakabayashi, Ryutaro
AU - Tamai, Misa
AU - Kuroda, Kazuyuki
N1 - Publisher Copyright:
© the Partner Organisations 2014.
PY - 2014/11/1
Y1 - 2014/11/1
N2 - 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.
AB - 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.
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U2 - 10.1039/c4nj00204k
DO - 10.1039/c4nj00204k
M3 - Article
AN - SCOPUS:84908081449
SN - 1144-0546
VL - 38
SP - 5362
EP - 5368
JO - New Journal of Chemistry
JF - New Journal of Chemistry
IS - 11
ER -