Biomimetic processes. IV. Carbocationic polymerization of isoprene initiated by dimethyl allyl alcohol |
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Authors: | Judit E. Puskas Clément Peres Frédéric Peruch Alain Deffieux David E. Dabney Chrys Wesdemiotis Serap Hayat‐Soytaş Allia Lindsay |
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Affiliation: | 1. Department of Polymer Science, The University of Akron, Akron, Ohio 44325‐3909;2. Laboratoire de Chimie des Polymères Organiques, University of Bordeaux, Pessac Cedex 33607, France;3. Department of Chemistry, University of Akron, Akron, Ohio 44325‐3909;4. REU, Agnes Scott College, Decatur, Georgia 30030 |
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Abstract: | In this article, we investigate a new bio‐inspired synthetic route towards NR homologs based on the carbocationic polymerization of isoprene initiated by dimethyl allyl alcohol (DMAOH)/TiCl4 or BF3.Et2O as the catalytic system. This study is the continuation of our studies related to the proof of principle that NR biosynthesis is based on a carbocationic mechanism. It is shown that using the biomimetic strategy of initiation by allylic carbocations, polyisoprene carrying a dimethyl allyl head group is produced almost exclusively via 1,4 addition, yielding repeating units with cis and trans configurations. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 2181–2189, 2009 |
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Keywords: | biomimetic biosynthesis cationic polymerization natural rubber polyisoprene real‐time FTIR |
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