Poly(3,4-ethylenedithiathiophene). A new soluble conductive polythiophene derivative

Chenggang Wang, Jon L. Schindler, Carl R. Kannewurf, Mercouri G Kanatzidis

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Abstract

A new polythiophene derivative has been synthesized by both chemical and electrochemical oxidative polymerization of the monomer 3,4-ethylenedithiathiophene (EDTT). Both methods produce a polymer which is completely soluble in 1-methyl-2-pyrrolidinone (NMP) and partly soluble in tetrahydrofuran (THF) and chloroform. The FT-IR spectra of the neutral polymer indicate a regular structure formed via α,α coupling of thiophene rings. The new polymer shows two absorption bands at 341 nm and 413-419 nm in NMP solution in the UV-vis region. Photoexcitation of the polymer in dilute NMP solution results in a broad band luminescence with peak at ca. 552 nm. The redox behavior of the polymer was studied by cyclic voltammetry in 0.1 M (Bu4N)ClO4 acetonitrile solution. The average molecular weights have been determined by gel permeation chromatography (GPC) to be Mn ∼ 3.03 × 103 and Mn ∼ 4.75 × 103 for the chemically and electrochemically synthesized polymer, respectively. Electron spin resonance data are reported. Thermal gravimetric analysis studies show that the new polymer is stable in nitrogen up to 276°C. The chemically doped (with FeCl4-) polymer and the electrochemically doped (with ClO4-) polymer show electrical conductivity of 0.1 and 0.4 S/cm at room temperature, respectively. These results are compared to some previously characterized polythiophenes.

Original languageEnglish
Pages (from-to)58-68
Number of pages11
JournalChemistry of Materials
Volume7
Issue number1
Publication statusPublished - 1995

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Polymers
Derivatives
1-methyl-2-pyrrolidinone
polythiophene
Thiophenes
Photoexcitation
Gravimetric analysis
Gel permeation chromatography
Chloroform
Cyclic voltammetry
Paramagnetic resonance
Thiophene
Luminescence
Absorption spectra
Chlorine compounds
Acetonitrile
Nitrogen
Monomers
Molecular weight
Polymerization

ASJC Scopus subject areas

  • Materials Chemistry
  • Materials Science(all)

Cite this

Poly(3,4-ethylenedithiathiophene). A new soluble conductive polythiophene derivative. / Wang, Chenggang; Schindler, Jon L.; Kannewurf, Carl R.; Kanatzidis, Mercouri G.

In: Chemistry of Materials, Vol. 7, No. 1, 1995, p. 58-68.

Research output: Contribution to journalArticle

Wang, Chenggang ; Schindler, Jon L. ; Kannewurf, Carl R. ; Kanatzidis, Mercouri G. / Poly(3,4-ethylenedithiathiophene). A new soluble conductive polythiophene derivative. In: Chemistry of Materials. 1995 ; Vol. 7, No. 1. pp. 58-68.
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