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Nitroxide‐mediated controlled radical polymerizations of styrene derivatives
Authors:Patrick J. M. Stals  Trang N. T. Phan  Didier Gigmes  Tim F. E. Paffen  E. W. Meijer  Anja R. A. Palmans
Affiliation:1. Institute for Complex Molecular Systems, Eindhoven University of Technology, PO Box 513, 5600 MB Eindhoven, The Netherlands;2. Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, PO Box 513, 5600 MB Eindhoven, The Netherlands;3. UMR 6264 Laboratoire Chimie Provence, Aix‐Marseille Université, Avenue Escadrille Normandie‐Niemen, Case 542, 13397 Marseille Cedex 20, France
Abstract:Several (protected) amine and alcohol functionalized styrene monomers were synthesized via readily accessible synthetic routes. The controlled radical copolymerization of these functionalized styrene monomers with styrene was performed using two alkoxyamines, namely N‐(2‐methylpropyl)‐N‐(1‐diethylphosphono‐2,2‐dimethylpropyl)‐O‐(2‐carboxylprop‐2‐yl) hydroxylamine (MAMA‐SG1) and Ntert‐butyl‐N‐(2‐methyl‐1‐phenylpropyl)‐O‐(1‐phenylethyl)hydroxylamine. The copolymers obtained showed low polydispersities, controlled molecular weights, and a random topology. The thermal properties of the polymers were determined with differential scanning calorimetry. All polymers were amorphous and showed glass transition temperatures between 40 and 111 °C. Deprotection of the copolymers afforded amine or alcohol pendant polystyrenes which were readily functionalized with isocyanates. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
Keywords:copolymerization  functionalization of polymers  glass transition  nitroxide‐mediated polymerization  polystyrene
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