The Intrinsic Mechanochemical Reactivity of Vinyl‐Addition Polynorbornene

Lee, Daniel C.; Kensy, Victoria K.; Maroon, Christopher R.; Long, Brian K.; Boydston, Andrew J.

doi:10.1002/ange.201900467

The Intrinsic Mechanochemical Reactivity of Vinyl‐Addition Polynorbornene

Journal Article · Tue Mar 26 00:00:00 EDT 2019 · Angewandte Chemie

DOI:https://doi.org/10.1002/ange.201900467· OSTI ID:1503335

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Molecular Engineering and Sciences University of Washington 3946 W Stevens Way NE Seattle WA 98105 USA
Department of Chemistry University of Washington Box 351700 Seattle WA 98195-1700 USA
Department of Chemistry University of Tennessee 320 Buehler Hall Knoxville TN 37996-1600 USA
Department of Chemistry University of Washington Box 351700 Seattle WA 98195-1700 USA, Department of Chemistry University of Wisconsin-Madison 1101 University Avenue Madison WI 53706 USA

Abstract

Herein we report the discovery of the intrinsic mechanochemical reactivity of vinyl‐addition polynorbornene (VA‐PNB), which has strained bicyclic ring repeat units along the polymer backbone. VA‐PNBs with three different side chains were found to undergo ring‐opening olefination upon sonication in dilute solutions. The sonicated polymers exhibited spectroscopic signatures consistent with conversion of the bicyclic norbornane repeat units into the ring‐open isomer typical of polynorbornene made by ring‐opening metathesis polymerization (ROMP‐PNB). Thermal analysis and evaluation of chain‐scission kinetics suggest that sonication of VA‐PNB results in chain segments containing a statistical mixture of vinyl‐added and ROMP‐type repeat units.

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0018179

OSTI ID:: 1503335

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Journal Issue: 17 Vol. 131; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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