Synthesis and polymerization of 2-and 3-substituted thiophene derivatives linked by polyether bridges

Tirkes S., Cihaner A., Onal A.

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, vol.573, no.1, pp.189-196, 2004 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 573 Issue: 1
  • Publication Date: 2004
  • Doi Number: 10.1016/j.jelechem.2004.07.005
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.189-196


New compounds consisting of 2- and 3-thienyl units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis (CPE) in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in CH3CN. 2-Thienyl monomers (I and II), but not 3-thienyl monomers (III and IV), were also polymerized via chemical oxidation, which yielded broken pi-conjugated polymer products. The polymers were characterized using H-1 NMR and FT-IR spectroscopic techniques. It was found that both chemical and electrochemical oxidation of 2-thienyl monomers gave mainly poly(2,2'-bithiophenemethylene) due to elimination of polyether chains during the polymerization reaction. On the other hand, electrochemical oxidation of 3-thienyl monomers resulted in corresponding polymers without any cleavage of polyether bridges. Spectroelectrochemical (SPEL) properties of the products were investigated using UV-Vis spectroscopic techniques. (C) 2004 Elsevier B.V. All rights reserved.