The electrochemical oxidation of 2-amino-3-cyano-4-phenylthiophene: evidence for a new class of photoluminescent material

Ekinci D., HORASAN N., ALTUNDAS R., DEMIR U.

JOURNAL OF ELECTROANALYTICAL CHEMISTRY, cilt.484, sa.2, ss.101-106, 2000 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 484 Sayı: 2
  • Basım Tarihi: 2000
  • Doi Numarası: 10.1016/s0022-0728(00)00036-x
  • Dergi Adı: JOURNAL OF ELECTROANALYTICAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.101-106
  • Atatürk Üniversitesi Adresli: Evet

Özet

The electrooxidation of 2-amino-3-cyano-4-phenylthiophene on platinum electrodes was investigated for the first time in acetonitrile by cyclic voltammetry, controlled potential electrolysis, and spectrometric methods. The voltammetric responses were similar to those of common aromatic amino compounds. Two types of dimers were observed as intermediates in the early stages of oxidation. Ethlyamine and phenol were added to an electrolytic solution in order to determine the electrochemical behavior of 2-amino-3-cyano-4-phenylthiophene under basic and acidic conditions. We propose an E(CE)(n) mechanism to account for this electrochemistry. 2-Amino-3-cyano-4-phenylthiophene is first oxidized to a cation radical, followed by chemical coupling to form dimers, which are electroactive. Controlled potential electrolysis gave a new class of pi-conjugated oligoaminothiophenes exhibiting an absorbance at 432 nm and photoluminescence at 538 nm. (C) 2000 Elsevier Science S.A. All rights reserved.