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Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers.

Publication ,  Journal Article
Klukovich, HM; Kean, ZS; Iacono, ST; Craig, SL
Published in: Journal of the American Chemical Society
November 2011

Perfluorocyclobutane (PFCB) polymer solutions were subjected to pulsed ultrasound, leading to mechanically induced chain scission and molecular weight degradation. (19)F NMR revealed that the new, mechanically generated end groups are trifluorovinyl ethers formed by cycloreversion of the PFCB groups, a process that differs from thermal degradation pathways. One consequence of the mechanochemical process is that the trifluorovinyl ether end groups can be remended simply by subjecting the polymer solution to the original polymerization conditions, that is, heating to >150 °C. Stereochemical changes in the PFCBs, in combination with radical trapping experiments, indicate that PFCB scission proceeds via a stepwise mechanism with a 1,4-diradical intermediate, offering a potential mechanism for localized functionalization and cross-linking in regions of high stress.

Duke Scholars

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

November 2011

Volume

133

Issue

44

Start / End Page

17882 / 17888

Related Subject Headings

  • Temperature
  • Polymers
  • Molecular Conformation
  • General Chemistry
  • Fluorocarbons
  • Cyclobutanes
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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ICMJE
MLA
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Klukovich, H. M., Kean, Z. S., Iacono, S. T., & Craig, S. L. (2011). Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers. Journal of the American Chemical Society, 133(44), 17882–17888. https://doi.org/10.1021/ja2074517
Klukovich, Hope M., Zachary S. Kean, Scott T. Iacono, and Stephen L. Craig. “Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers.Journal of the American Chemical Society 133, no. 44 (November 2011): 17882–88. https://doi.org/10.1021/ja2074517.
Klukovich HM, Kean ZS, Iacono ST, Craig SL. Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers. Journal of the American Chemical Society. 2011 Nov;133(44):17882–8.
Klukovich, Hope M., et al. “Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers.Journal of the American Chemical Society, vol. 133, no. 44, Nov. 2011, pp. 17882–88. Epmc, doi:10.1021/ja2074517.
Klukovich HM, Kean ZS, Iacono ST, Craig SL. Mechanically induced scission and subsequent thermal remending of perfluorocyclobutane polymers. Journal of the American Chemical Society. 2011 Nov;133(44):17882–17888.
Journal cover image

Published In

Journal of the American Chemical Society

DOI

EISSN

1520-5126

ISSN

0002-7863

Publication Date

November 2011

Volume

133

Issue

44

Start / End Page

17882 / 17888

Related Subject Headings

  • Temperature
  • Polymers
  • Molecular Conformation
  • General Chemistry
  • Fluorocarbons
  • Cyclobutanes
  • 40 Engineering
  • 34 Chemical sciences
  • 03 Chemical Sciences