Catalytic cyclopropanation of polybutadienes |
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| Authors: | Juan Urbano Brigitte Korthals M Mar Díaz‐Requejo Pedro J Pérez Stefan Mecking |
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| Institution: | 1. Laboratorio de Catálisis Homogénea, Departamento de Química y Ciencia de los Materiales, Unidad Asociada al CSIC, Centro de Investigación en Química Sostenible, Campus de El Carmen s/n, Universidad de Huelva, 21007 Huelva, Spain;2. Department of Chemistry, University of Konstanz, 78464 Konstanz, Germany |
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| Abstract: | Catalytic cyclopropanation of commercial 1,2‐ or 1,4‐cis‐polybutadiene, respectively, with ethyl diazoacetate catalyzed by TpBr3Cu(NCMe)] (TpBr3 = hydrotris(3,4,5‐tribromo‐1‐pyrazolyl)borate) at room temperature afforded high molecular weight (Mn > 105 mol?1) side‐chain or main‐chain, respectively, carboxyethyl cyclopropyl‐substituted polymers with variable and controlled degrees of functionalization. Complete functionalization of 1,4‐cis‐polybutadiene afforded polyethylene‐alt‐(3‐ethoxycarbonyl‐cyclopropene)]. Catalytic hydrogenation of residual double bonds of partially cyclopropanated polybutadienes provided access to the corresponding saturated polyolefins. Thermal properties are reported. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010 |
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| Keywords: | carbene addition catalysis functionalization of polymers organometallic catalysis polar groups polybutadienes |
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