Photochemical Formation of Oligothiophene Cation Radicals in Acidic Solution and Nafion

Baruch Zinger, Kent R Mann, Michael G. Hill, Larry L. Miller

Research output: Contribution to journalArticlepeer-review

111 Scopus citations

Abstract

Three α-coupled terthiophenes, substituted on the terminal positions with methyl, thiomethyl, or bromo substituents, were photooxidized in a solvent mixture of methylene chloride and trifluoroacetic acid to form cation radicals. Visible, near-IR, and ESR spectra are reported. It is shown that the photooxidation requires oxygen and is acid catalyzed. In acetonitrile/trifluoroacetic acid, cation radical π-dimers are formed. Using Nafion, stable films of the cation radical dimer or dication of 2, 5ʺ-bis(thiomethyl)terthiophene could be formed.

Original languageEnglish (US)
Pages (from-to)1113-1118
Number of pages6
JournalChemistry of Materials
Volume4
Issue number5
DOIs
StatePublished - Feb 1 1992

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