Issue 88, 2015

Novel organic–inorganic hybrids based on T8 and T10 silsesquioxanes: synthesis, cage-rearrangement and properties

Abstract

In this paper, we present a simple approach for the synthesis of well-defined macromolecules based on precisely isolated amino- and amido-functionalized octa T8 and deca T10 silsesquioxanes (SQs). Here, we show that reorganization of the siloxane cage-like core (T8 → T10) can be easily performed, including isolation of intermediates, and cage rearrangement achieved by using Brønsted superacid, trifluoromethanesulfonic acid (CF3SO3H). Moreover, T10-like SQs can be obtained in a one-step reaction by alkoxysilane condensation in trifluoromethanesulfonic acid conditions. The resulting decamers of amine-SQ and an amido-functionalized derivative containing long alkyl chains are reported for the first time in the literature. The non-fluorinated amido derivatives due to their lamellar-like nature and specific packing can serve as transparent hydrophobic coatings in various industrial applications. The obtained compounds were fully characterized using FT-IR, UV-vis, multinuclear NMR (1H, 13C, 29Si), DOSY NMR, TG-DTA, DSC, HR-MS, TEM, EDS and elemental analysis.

Graphical abstract: Novel organic–inorganic hybrids based on T8 and T10 silsesquioxanes: synthesis, cage-rearrangement and properties

Supplementary files

Article information

Article type
Paper
Submitted
28 May 2015
Accepted
17 Aug 2015
First published
18 Aug 2015

RSC Adv., 2015,5, 72340-72351

Novel organic–inorganic hybrids based on T8 and T10 silsesquioxanes: synthesis, cage-rearrangement and properties

M. Janeta, Ł. John, J. Ejfler and S. Szafert, RSC Adv., 2015, 5, 72340 DOI: 10.1039/C5RA10136K

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