Abstract
Novel octakis-2[(6-hydroxyhexyl)thio]ethyl-octasilsesquioxane (POSS-S-OH) as well as heptaisobutyl-2[(6-hydroxyhexyl)thio]ethyl-octasilsesquioxane (iBu-POSS-S-OH) were synthesized. POSS structures, bearing both types of groups i.e., 2[(6-hydroxyhexyl)thio]ethyl and the vinyl ones, pendant from the octahedral cage are also described. The synthetic pathway involved thiol-ene click reaction of 6-mercapto-1-hexanol (MCH) to octavinyloctasilsesquioxane (POSS-Vi), and heptaisobutylvinyloctasilsesquioxane (iBu-POSS-Vi), in the presence of 2,2′-azobisisobutyronitrile. The functionalized silsesquioxane cages of regular octahedral structure were used further as initiators for ring opening polymerization of l,l-dilactide, catalyzed by tin (II) 2-ethylhexanoate. The polymerization afforded biodegradable hybrid star shape and linear systems with an octasilsesquioxane cage as a core, bearing polylactide arm(s).
Highlights
Polyhedral oligomeric silsesquioxanes (POSS) present a unique class of inorganic structures that can be exploited in generation of hybrid polymer systems of advantageous properties [1,2,3,4,5,6]
In this paper we present results of our studies on the synthesis of POSS-containing polymer hybrids, where the polymer chain was generated by ring-opening polymerization of L,L-dilactide monomer in the presence of POSS initiators, bearing one or eight 6-hydroxy-n-hexylthio-2ethyl groups
The 6-hydroxy-n-hexylthio-2-ethyl moiety was used as an initiating center in the synthesis of star-shaped and linear telechelic organo-inorganic materials
Summary
Polyhedral oligomeric silsesquioxanes (POSS) present a unique class of inorganic structures that can be exploited in generation of hybrid polymer systems of advantageous properties [1,2,3,4,5,6]. POSS-containing lactide polymers, including composites obtained by physical blending, have become a subject of increasing interest in recent years. It is expected, that linear and star-shaped POSS containing polymers can be used as valuable materials for biomedical applications, as both lactide blocks and POSS moieties are biodegradable [11,12,13,14,15,16]. Up to now a number of synthetic methods have been proposed, leading to various PLA-POSS hybrids. They include the use of mono-functionalized POSS
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