MACROMOLECULES, cilt.37, sa.19, ss.7168-7173, 2004 (SCI-Expanded)
Novel aminothiophene-based dimer, oligomers, and polymer were synthesized by the electrochemical oxidation of 2-amino-3-cyano-4-beta-naphthylthiophene (beta-ACNT). These products obtained after a preparative electrolysis were characterized by FTIR, H-1 and C-13 NMR, FAB-MS, and UV-vis-NIR spectroscopy. Additionally, scanning tunneling microscopy (STM) was used to investigate the thin film morphology of polyaminothiophene. Results showed that 2-amino-3-cyano-4-beta-naphthylthiophene could be electropolymerized, leading to one stable dimer, which has a long conjugation length with a fluorescent property at 538 nm, and a mixture of oligoaminothiophenes. UV-vis-NIR spectroelectrochemistry of a thin film of polyaminothiophene on ITO shows low-energy absorptions at 542, 830, and 1050 nm, which are blue-shifted compared to the absorptions obtained in solution. STM results indicate that the surface of single crystalline Au(111) is completely covered with a highly oriented thin film of polymer.