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/anie.201900467

The Intrinsic Mechanochemical Reactivity of Vinyl-Addition Polynorbornene

Journal Article · Tue Feb 12 00:00:00 EST 2019 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201900467· OSTI ID:1595331

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Univ. of Washington, Seattle, WA (United States); Univ. of Tennessee
Univ. of Washington, Seattle, WA (United States)
Univ. of Tennessee, Knoxville, TN (United States)
Univ. of Washington, Seattle, WA (United States); Univ. of Wisconsin, Madison, WI (United States)

In this paper we report the discovery of the intrinsic mechanochemical activity 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 to 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 (DOE)

Research Organization:: Univ. of Tennessee, Knoxville, TN (United States)

Sponsoring Organization:: Camille and Henry Dreyfus Foundation; National Science Foundation (NSF); US Army Research Office (ARO); USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0018179

OSTI ID:: 1595331

Alternate ID(s):: OSTI ID: 1503336

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 17 Vol. 58; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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