Poly(ortho-phenylene ethynylene)s: Synthetic accessibility and optical properties

Anzar Khan, Stefan Hecht

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

Poly(ortho-phenylene ethynylene)s (PoPEs) have been synthesized via an in situ activation/coupling AB′ polycondensation protocol. The resulting polymers have been characterized by several analytical methods and are shown to have no structural defects. Although the Sonogashira-Hagihara polycondensation reaction is less efficient than for the preparation of the corresponding meta- and para-linked polymers, presumably because of steric hindrance caused by the ortho substituents, the process can be accelerated by the use of microwave irradiation. Optical spectroscopy indicates solvent-dependent conformational changes between extended transoid and helical cisoid conformations, providing the first experimental evidence for solvophobically driven folding of the PoPE backbone.

Original languageEnglish
Pages (from-to)1619-1627
Number of pages9
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume44
Issue number5
DOIs
Publication statusPublished - 2006 Mar 1
Externally publishedYes

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Keywords

  • Conformational analysis
  • Conjugated polymers
  • Foldamers
  • Microwave acceleration
  • Poly(ortho-phenylene ethynylene)
  • Polycondensation

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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