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Solid-State Olefin Metathesis: ADMET of Rigid-Rod Polymers and Ring-Closing Metathesis

Authors

  • Garrett W. Oakley,

    1. The George & Josephine Butler Polymer Research Laboratory, Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, USA
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  • Kenneth B. Wagener

    Corresponding author
    1. The George & Josephine Butler Polymer Research Laboratory, Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, USA
    • The George & Josephine Butler Polymer Research Laboratory, Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, USA. Fax: (352) 392-9741
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  • Dedicated to Professor Dr. Gerhard Wegner on the occasion of his 65th birthday

Abstract

Summary: Solid-state olefin metathesis of rigid-rod acyclic diene metathesis (ADMET) polymers and ring-closing metathesis (RCM) have been investigated. 1,4-Dipropoxy-2,5-divinylbenzene (4) was synthesized and used in a bulk ADMET polymerization to produce oligomers of dialkoxy poly(phenylene vinylene). The reaction was continued in the solid state, effectively doubling the molecular weight. Solid-state RCM was investigated with a variety of solid dienes and metathesis catalysts, and demonstrated in low conversions using amide diene 5 with catalysts 9, 13, and 14.

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