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Experimental and computational studies of ring‐opening polymerization of ethylene brassylate macrolactone and copolymerization with ε‐caprolactone and TBD‐guanidine organic catalyst
Authors:Ana Pascual  Haritz Sardón  Fernando Ruipérez  Raquel Gracia  Pallavi Sudam  Antonio Veloso  David Mecerreyes
Institution:1. POLYMAT, University of the Basque Country UPV/EHU, Joxe Maria Korta Center, Donostia‐San Sebastian, Spain;2. Ikerbasque, Basque Foundation for Science, Bilbao, Spain
Abstract:The ring‐opening polymerization (ROP) of ethylene brassylate, catalyzed by the cyclic guanidine 1,5,7‐triazabicyclo4.4.0]dec‐5‐ene (TBD) is reported. Several experimental parameters were evaluated for bulk ROP process and polyesters, resulting in molecular weights between 3 and 15 kg mol?1. End‐group analysis by 1H nuclear magnetic resonnance (NMR) and matrix assisted laser desorption ionization time of flight computational studies supports the dual behavior of TBD, which can act as both a catalyst and initiator of the polymerization process. Under optimum conditions, semicrystalline poly(ethylene brassylate‐co‐ε‐caprolactone) random copolymers were synthesized. Depending on the comonomer content, our results showed a range of melting temperatures between 39 and 69 °C. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015 , 53, 552–561
Keywords:biopolymers  computational analysis  macrolactones  organic catalyst  polyesters  ring‐opening polymerization
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