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Thiol-yne Reaction on Alkyne-derivatized Fatty Acids: Biobased Polyols and Cytocompatibility of derived Polyurethanes

Year: 2012

Journal: Polymer Chemistry 2012, 3 pp 2472-2478, 20121211

Authors: Rodolfo J. González-Paz, Gerard Lligadas, Juan C. Ronda, Marina Galià, Virginia Cádiz

Organizations: Department de Quimica Analitica i Quimica Organica, Universitat Rovira i Virgili, C/Marcel.li Domingo s/n, 43007 Tarragona, Spain

With the goal of obtaining renewable diols and polyols for polyurethane (PU) technology, the thiol–yne coupling reaction was applied to alkyne-derivatized fatty acids derived from naturally occurring oleic and 10-undecenoic acids. The resulting monomers were then polymerized with 4,4'-methylenebis(phenylisocyanate) to produce the corresponding PUs. The chemical structures and thermal and mechanical properties of the synthesized PUs have been evaluated by FTIR and NMR spectroscopy, DSC, TGA and tensile tests respectively. Moreover, the biocompatibilities of the synthesized PUs with human osteoblast-like cell line (MG63) have also been evaluated for tissue engineering purposes.