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Calle M.,Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain | Lligadas G.,Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain | Ronda J.C.,Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain | Galia M.,Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain | Cadiz V.,Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain
Journal of Polymer Science, Part A: Polymer Chemistry | Year: 2014

A novel and efficient strategy for the synthesis of nonisocyanate polyurethanes has been developed via thiol-ene self-photopolymerization. An aliphatic thiol-ene carbamate monomer (allyl(2-mercaptoethyl)carbamate, AMC) was synthesized by a one-step synthesis procedure, from cysteamine and allyl chloroformate. The urethane group was therefore incorporated directly into the monomer precursor, avoiding the problems associated to toxic isocyanates. AMC was successfully stabilized with the radical inhibitor pyrogallol (1% wt). In addition, the use of phenyl phosphonic acid as coadditive allowed its stabilization for lower concentrations of pyrogallol (0.1% wt). AMC was directly transformed into thermoplastic polyurethane (TPU) through thiol-ene photopolymerization by UV-irradiation at 365 nm. The obtained TPU presented semi-crystalline nature and very high thermal stability (T5% ∼325 °C). It was found that high concentrations of pyrogallol decreased the reaction rate and final conversion of photopolymerization. © 2014 Wiley Periodicals, Inc.

Loading Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain collaborators
Loading Departament Of Quimica Analitica imica Organicauniversitat Rovira rgili Tarragona43007 Spain collaborators