Low-potential facile electrosyntheses of free-standing poly(5-methoxyindole) film with good fluorescence properties

High-quality free-standing poly(5-methoxyindole) (P5MIn) films were synthesized electrochemically by direct anodic oxidation of 5-methoxyindole (5MIn) in boron trifluoride diethyl etherate (BFEE). P5MIn films obtained from this medium showed good electrochemical behavior and good thermal stability with a conductivity of 0.12 S cm(-1). P5MIn films were insoluble in water, acetone and tetrahydrofuran. The structure of the polymer was studied by UV-visible spectroscopy and FT-IR spectroscopy, which indicated that the polymerization occurred at C-(2) and C-(3) position. Fluorescent spectral studies indicate that solid P5MIn film is a good blue emitter. Thermal stability of P5MIn film is higher than poly(5-methylindole) and poly(5-chloroindole) obtained from BFEE. To the best of our knowledge, this is the first report on the electrosyntheses of free-standing P5MIn films. (C) 2008 Elsevier B.V. All rights reserved.