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Oxidative regulation of the mechanical strength of a C-S bond.

Publication ,  Journal Article
Lin, Y; Craig, SL
Published in: Chemical science
September 2020

The mechanical strength of individual polymer chains is believed to underlie a number of performance metrics in bulk materials, including adhesion and fracture toughness. Methods by which the intrinsic molecular strength of the constituents of a given polymeric material might be switched are therefore potentially useful both for applications in which triggered property changes are desirable, and as tests of molecular theories for bulk behaviors. Here we report that the sequential oxidation of sulfide containing polyesters (PE-S) to the corresponding sulfoxide (PE-SO) and then sulfone (PE-SO2) first weakens (sulfoxide), and then enhances (sulfone), the effective mechanical integrity of the polymer backbone; PE-SPE-SO2 > PE-SO. The relative mechanical strength as a function of oxidation state is revealed through the use of gem-dichlorocyclopropane nonscissile mechanophores as an internal standard, and the observed order agrees well with the reported bond dissociation energies of C-S bonds in each species and with the results of CoGEF modeling.

Duke Scholars

Published In

Chemical science

DOI

EISSN

2041-6539

ISSN

2041-6520

Publication Date

September 2020

Volume

11

Issue

38

Start / End Page

10444 / 10448

Related Subject Headings

  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Lin, Y., & Craig, S. L. (2020). Oxidative regulation of the mechanical strength of a C-S bond. Chemical Science, 11(38), 10444–10448. https://doi.org/10.1039/d0sc04381h
Lin, Yangju, and Stephen L. Craig. “Oxidative regulation of the mechanical strength of a C-S bond.Chemical Science 11, no. 38 (September 2020): 10444–48. https://doi.org/10.1039/d0sc04381h.
Lin Y, Craig SL. Oxidative regulation of the mechanical strength of a C-S bond. Chemical science. 2020 Sep;11(38):10444–8.
Lin, Yangju, and Stephen L. Craig. “Oxidative regulation of the mechanical strength of a C-S bond.Chemical Science, vol. 11, no. 38, Sept. 2020, pp. 10444–48. Epmc, doi:10.1039/d0sc04381h.
Lin Y, Craig SL. Oxidative regulation of the mechanical strength of a C-S bond. Chemical science. 2020 Sep;11(38):10444–10448.
Journal cover image

Published In

Chemical science

DOI

EISSN

2041-6539

ISSN

2041-6520

Publication Date

September 2020

Volume

11

Issue

38

Start / End Page

10444 / 10448

Related Subject Headings

  • 34 Chemical sciences
  • 03 Chemical Sciences