Precision synthesis and characterization of thymine‐functionalized polyisobutylene |
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| Authors: | Mustafa Y Sen Judit E Puskas David E Dabney Chrys Wesdemiotis Christelle Absalon |
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| Institution: | 1. Department of Polymer Science, The University of Akron, Akron, Ohio 44325;2. Department of Chemistry, The University of Akron, Akron, Ohio 44325;3. ISM‐Institut des Sciences Moléculaires/CESAMO ‐ Service de Spectrométrie de Masse, 351 cours de la Libération, Talence Cedex 33405, France |
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| Abstract: | A new two‐step synthesis of polyisobutylene (PIB) with precisely one thymine functionality per chain (PIB‐T) is reported. The primary hydroxyl‐functionalized PIB (PIB‐OH) precursor was prepared by direct functionalization via living carbocationic polymerization of isobutylene initiated by the α‐methylstyrene epoxide/TiCl4 system. Matrix assisted laser desorption/ionization time‐of‐flight mass spectrometry (MALDI‐ToF MS) of a low molecular weight PIB‐OH precursor demonstrated the effectiveness of direct functionalization by this method. A PIB‐acrylate precursor (PIB‐Ac) was obtained from such a PIB‐OH, and the PIB‐T was subsequently prepared by Michael addition of thymine across the acrylate double bond. MALDI‐ToF MS of the products verified that all polymer chains carried precisely one thymine group. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 3501–3506, 2010 |
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| Keywords: | functionalization of polymers living polymerization MALDI polyisobutylene thymine |
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