Synthesis and electropolymerization of hexadecyl functionalized bithiophene and thieno[3,2-b]thiophene end-capped with EDOT and EDTT units

P.J. Skabara, G.J. McEntee, F. Vilela, S. Tierney

Research output: Contribution to journalArticle

131 Downloads (Pure)

Abstract

The synthesis of three novel thiophene-based conjugated molecules (1-3) is presented. We report the electronic and redox properties of these compounds along with the corresponding electrochemically prepared polymers. The structures of compounds 1 and 2 have been confirmed by single-crystal X-ray diffraction studies. Non-covalent S…O interactions in 1 act to hold the molecule in a planar conformation and this is in stark contrast to the twisted nature of the 3,4-ethylenedithiothiophene (EDTT) analogue. The degree of planarity within the molecules dictates the effective conjugation length within the materials and also the packing of the molecules in the solid state. CGL-TOF studies give hole mobilities up to 4 × 10-5 cm2 V-1 s-1 for compound 1 and 1.5 × 10-5 cm2 V-1 s-1 for 2.
Original languageEnglish
Pages (from-to)3000-3008
Number of pages8
JournalJournal of Materials Chemistry
Volume22
Issue number9
DOIs
Publication statusPublished - 2010

Keywords

  • synthesis
  • electropolymerization
  • hexadecyl functionalized bithiophene
  • materials chemistry

Fingerprint Dive into the research topics of 'Synthesis and electropolymerization of hexadecyl functionalized bithiophene and thieno[3,2-b]thiophene end-capped with EDOT and EDTT units'. Together they form a unique fingerprint.

  • Projects

    Cite this