New Fluorocarbofunctional Spherosilicates: Synthesis and Characterization

Abstract

Very efficient syntheses of new fluorocarbofunctional silsesquioxanes (spherosilicates) were performed via direct hydrosilylation with octakis(hydrospherosilicate) catalyzed by [Rh(μ-OSiMe 3 )(cod) 2 ] 2 . This method appeared to be very effective for successive (tandem) hydrosilylation of two different olefins, which permits almost quantitative syntheses of spherosilicates with mixed fluoropentyloxypropyl and glicydoxypropyl functional groups of desired stoichiometric ratios. All newly synthesized compounds were isolated and characterized by spectroscopic methods.

Hydrophobic Materials Based on Fluorocarbofunctional Spherosilicates

“…The procedure was analogous to that described by us earlier for the synthesis of silsesquioxanes containing fluoroalkyl and glycidyl groups [28]. By a suitable choice of stoichiometric ratios of olefins, silsesquioxane derivatives were obtained of different, but strictly definite amount of fluoroalkyl and trimethoxysilyl groups.…”

“…Silsesquioxanes containing mixed functional groups (1-6) were synthesized according to previously described methodology with slight modifications [28]. Octakis (hydridodimethylsiloxy)octasilsesquioxane and 1,1,2,2,3,3,4,4-octafluoropentyl allyl ether or 1H,1H,2H-perfluoro-1-decene in an appropriate stoichiometric amount, together with 50 mL of toluene, were placed in a three-necked roundbottom flask equipped with a thermometer, condenser, and magnetic bar.…”

“…One of them was fluoroalkyl allyl ether and the other -allyl glycidyl ether. By applying a very effective catalyst, such as rhodium siloxide complex, it was possible to obtain silsesquioxane derivatives (with any stoichiometry of functional groups) with very high yields in a one-pot process proceeding in very mild conditions [27,28]. Moreover, the developed method is very attractive from the economic viewpoint because it is characterized both by simple technology and the use of considerably cheaper starting materials than those employed to date.…”

Preparation of highly hydrophobic cotton fabrics by modification with bifunctional silsesquioxanes in the sol-gel process

“…The latter was employed for consecutive hydrosilylation of two different olefins to finally yield bifunctional silsesquioxanes. All of these compounds were synthesized according to the method described earlier [44,47].…”

“…Our earlier studies resulted in the development of an effective method of the synthesis of fluorofunctional octafluoropentyloxypropyl group-containing silsesquioxanes which make a good alternative to long fluoroalkyl substituent-containing derivatives [43,44]. Moreover, our method, that is based on the consecutive hydrosilylation of two different olefins with the use of octakis(hydridodimethylsiloxy)octasilsesquioxane, makes it possible to obtain cage silsesquioxanes with mixed functional groups.…”