Jump to main content
Jump to site search

Issue 47, 2019
Previous Article Next Article

Dewar lactone as a modular platform to a new class of substituted poly(acetylene)s

Author affiliations

Abstract

A variety of 3-substituted-4-halocyclobutenes originating from Dewar lactone (2-oxabicyclo[2.2.0]hex-5-en-3-one) were synthesized and polymerized using the Hoveyda–Grubbs 2nd generation catalyst. The polymerization reactions were found to proceed in a controlled manner, which provided a means to tune polymer molecular weight and to effect chain extensions. Treating the polymers with an organic base (e.g., triethylamine) facilitated elimination and afforded the corresponding substituted poly(acetylene)s which featured substituents on every four carbon atoms along the polymer backbone. The polymers were characterized using gel permeation chromatography and a variety of different spectroscopic techniques (i.e., NMR, FT-IR, UV-vis, and Raman). The physical, chemical, and electronic properties of the polymers were found to be dependent on the pendant substituents.

Graphical abstract: Dewar lactone as a modular platform to a new class of substituted poly(acetylene)s

Back to tab navigation

Supplementary files

Publication details

The article was received on 26 Aug 2019, accepted on 30 Oct 2019 and first published on 07 Nov 2019


Article type: Paper
DOI: 10.1039/C9PY01282F
Polym. Chem., 2019,10, 6401-6412

  •   Request permissions

    Dewar lactone as a modular platform to a new class of substituted poly(acetylene)s

    J. Seo, S. Y. Lee and C. W. Bielawski, Polym. Chem., 2019, 10, 6401
    DOI: 10.1039/C9PY01282F

Search articles by author

Spotlight

Advertisements