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Published December 1, 1995 | public
Journal Article

Chain Transfer in the Ring-Opening Metathesis Polymerization of Cyclooctadiene Using Discrete Metal Alkylidenes


The ring-opening metathesis polymerization of cyclooctadiene (COD) in the presence of a difunctional chain transfer agent (CTA) was investigated. The effect of the CTA structure and choice of metathesis catalyst on the overall efficiency of the polymerization reaction is discussed. A separation of the oxygen functionality from the olefin in the CTA by two methylene units significantly enhances the stability of the discrete, tungsten-based metathesis catalyst used for these polymerizations. Furthermore, a more robust well-defined metathesis catalyst based on molybdenum was more effective than the tungsten-based catalyst. The preparation oflow-molecular-weight hydroxytelechelic polybutadienes with one type of regiochemistry, number-average functionalities that approach 2.0, and in high yield was accomplished.

Additional Information

© 1995 American Chemical Society. Received May 23, 1995; Revised Manuscript Received September 12, 1995. Funding for this research was provided by the National Science Foundation, Thiokol Corp., and Miles Inc. M.A.H. is the recipient of a graduate fellowship from IBM, for which he is grateful. We would like to thank Professor J. M. DeSimone, Professor R. W. Linton, and Anna Belu at the University of North Carolina for performing the TOF-SIMS analysis. Neftali Morales, a participant in the Minority Undergraduate Research Fellowship (MURF) program at Caltech, provided technical assistance in the preparation of the chain transfer agents described within.

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