The synthesis of regio-regular poly(3-alkyl-2,5-thienylene vinylene) derivatives using lithium bis(trimethylsilyl)amide (LHMDS) in the dithiocarbamate precursor

Fateme Banishoeib, P. Adriaensens, S. Berson, S. Guillerez, O. Douheret, Jean V. Manca, S. Fourier, T. J. Cleij, L. Lutsen, D. Vanderzande*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

32 Citations (Web of Science)

Abstract

Poly(2,5-thienylene vinylene) derivatives (ptvs) present a specific class of low band gap conjugated polymers of which the synthesis seems to be problematic. Recently, the dithiocarbamate route was introduced as a synthetic route towards ptv. However, the synthesis of alkyl-ptv derivatives failed on using lithium diisopropyl amide (lda) as the base in the polymerisation reaction. We demonstrate that the use of lithium bis(trimethylsilyl)amide (lhmds) instead of lda allows for an efficient synthesis of alkyl-ptv derivatives. Indications are presented for the formation of an ordered structure in case of the 3-alkyl derivative, pointing to a regio-regular polymerisation process.
Original languageEnglish
Pages (from-to)1026-1034
JournalSolar Energy Materials and Solar Cells
Volume91
Issue number11
DOIs
Publication statusPublished - 6 Jul 2007
Externally publishedYes

Keywords

  • low band gap
  • conjugated polymer
  • precursor polymer
  • PTV

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