Proton-coupled mechanochemical transduction: A mechanogenerated acid

Charles E. Diesendruck, Brian D. Steinberg, Naoto Sugai, Meredith N. Silberstein, Nancy R. Sottos, Scott R. White, Paul V. Braun, Jeffrey S. Moore

Research output: Contribution to journalArticlepeer-review

Abstract

A novel mechanophore with acid-releasing capability is designed to produce a simple catalyst for chemical change in materials under mechanical stress. The mechanophore, based on a gem-dichlorocyclopropanated indene, is synthesized and used as a cross-linker in poly(methyl acrylate). Force-dependent rearrangement is demonstrated for cross-linked mechanophore samples loaded in compression, while the control shows no significant response. The availability of the released acid is confirmed by exposing a piece of insoluble compressed polymer to a pH indicator solution. The development of this new mechanophore is the first step toward force-induced remodeling of stressed polymeric materials utilizing acid-catalyzed cross-linking reactions.

Original languageEnglish (US)
Pages (from-to)12446-12449
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number30
DOIs
StatePublished - Aug 1 2012

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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