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Combining cationic ring‐opening polymerization and click chemistry for the design of functionalized polyurethanes
Authors:Malgorzata Basko  Melania Bednarek  Leen Billiet  Przemyslaw Kubisa  Eric Goethals  Filip Du Prez
Institution:1. Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90‐362 Lodz, Poland;2. Department of Organic Chemistry, Polymer Chemistry Research Group, Ghent University, Krijgslaan 281 S4‐bis, B‐9000 Ghent, Belgium
Abstract:A straightforward strategy for the synthesis and functionalization of polyurethanes (PUs) via the use of alkyne‐functionalized polytetrahydrofuran (PTHF) diols is described. The alkyne groups have been introduced into the PTHF chains by the cationic ring‐opening copolymerization of tetrahydrofuran and glycidyl propargyl ether. These PTHF prepolymers were combined with 1,4‐butanediol and hexamethylene diisocyanate for the synthesis of linear PUs with latent functionalization sites. The polyether segments of the PUs have then been coupled with several types of functionalized azides by the copper‐catalyzed azide‐alkyne “click” chemistry, for example with phosphonium containing azides for their antibacterial properties. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011
Keywords:cationic ring‐opening (co)polymerization  click chemistry  polyurethanes
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