Ring‐opening polymerization of substituted ε‐caprolactones with a chiral (salen) AlOiPr complex |
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| Authors: | Mark R. Ten Breteler Zhiyuan Zhong Pieter J. Dijkstra Anja R. A. Palmans Joris Peeters Jan Feijen |
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| Affiliation: | 1. Institute for Biomedical Technology, Polymer Chemistry and Biomaterials Group, Faculty of Science and Technology, University of Twente, P.O. Box 217, 7500 AE Enschede, The Netherlands;2. Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513,5600 MB Eindhoven, The Netherlands;3. Institute for Biomedical Technology, Polymer Chemistry and Biomaterials Group, Faculty of Science and Technology, University of Twente, P.O. Box 217, 7500 AE Enschede, The NetherlandsInstitute for Biomedical Technology, Polymer Chemistry and Biomaterials Group, Faculty of Science and Technology, University of Twente, P.O. Box 217, 7500 AE Enschede, The Netherlands |
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| Abstract: | The ring‐opening polymerization (ROP) of ε‐caprolactone (ε‐CL), 4‐methyl‐ε‐caprolactone (4‐MeCL), and 6‐methyl‐ε‐caprolactone (6‐MeCL) with a single‐site chiral initiator, R,R′‐(salen) aluminum isopropoxide (R,R′‐[1]), was investigated. The kinetic data for the ROP of the three monomers at 90° in toluene corresponded to first‐order reactions in the monomer and propagation rate constants of kε‐CL > k4‐MeCL ? k6‐MeCL. A notable stereoselectivity with a preference for the R‐enantiomer was observed in the ROP of 6‐MeCL with R,R′‐[1], whereas for 4‐MeCL, no stereoselectivity was found. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 429–436, 2007. |
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| Keywords: | lactones polyesters ring‐opening polymerization salen complex stereoselectivity stereospecific polymers |
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