The photoregulation of a mechanochemical polymer scission

Nature Communications
Jumpei KidaHideyuki Otsuka

Abstract

Control over mechanochemical polymer scission by another external stimulus may offer an avenue to further advance the fields of polymer chemistry, mechanochemistry, and materials science. Herein, we demonstrate that light can regulate the mechanochemical behavior of a diarylethene-conjugated Diels-Alder adduct (DAE/DA) that reversibly isomerizes from a weaker open form to a stronger closed form under photoirradiation. Pulsed ultrasonication experiments, spectroscopic analyses, and density functional theory calculations support the successful photoregulation of the reactivity of this DAE/DA mechanophore, which is incorporated at the mid-chain of a polymer, and indicate that higher force and energy are required to cleave the closed form of the DAE/DA mechanophore relative to the open form. The present photoregulation concept provides an attractive approach toward the generation of new mechanofunctional polymers.

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Citations

Sep 27, 2019·Chemical Communications : Chem Comm·Zi Wang, Stephen L Craig
Nov 9, 2019·Macromolecular Rapid Communications·Kazuma KawasakiHideyuki Otsuka
Jan 21, 2020·ChemPlusChem·Maria Stratigaki, Robert Göstl
Jun 13, 2020·Chemical Communications : Chem Comm·Keiichi ImatoNaoya Takeda
Nov 17, 2020·Macromolecular Rapid Communications·Hanna TraegerStephen Schrettl
Feb 24, 2021·Organic Letters·Marc VillabonaChristopher Barner-Kowollik
Jun 8, 2021·Chemical Science·Yangju Lin, Stephen L Craig
Mar 7, 2020·Journal of the American Chemical Society·Min Zhang, Guillaume De Bo
Jan 16, 2020·Journal of the American Chemical Society·Yangju LinStephen L Craig
Jun 30, 2019·ACS Applied Materials & Interfaces·Tatsuya MuramatsuChristoph Weder
Nov 8, 2018·Journal of the American Chemical Society·Yangju LinStephen L Craig
Oct 20, 2018·Journal of the American Chemical Society·Xiaoran HuMaxwell J Robb
May 30, 2019·ACS Central Science·Yoshimitsu SagaraChristoph Weder
Sep 10, 2020·Journal of the American Chemical Society·Isabel M KleinMaxwell J Robb
Sep 10, 2021·Angewandte Chemie·Sangmin Jung, Hyo Jae Yoon
Jan 19, 2022·Journal of the American Chemical Society·Kentaro KawaiShigeki Matsunaga

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Methods Mentioned

BETA
NMR
PMAs
PMA
size-exclusion chromatography
irradiated

Software Mentioned

CoGEF

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