Conducting poly(N-(1-Naphthyl) ethylene-diamine dihydrochloride) electropolymerization, characterization and electroanalytical applications

Abstract

Uniform conducting polymer films of poly(N-(1-Naphthyl) ethylene-diamine dihydrochloride), PNED, were prepared conveniently and reproducibly by the anodic oxidation of the monomer, N-(1-Naphthyl) ethylene-diamine dihydrochloride, NED, in an acidic aqueous solution using the conventional potentiodynamic technique. The different parameters influencing the preparation conditions like monomer concentration, solvent constitution, scan range, scan rate, scan repetition, rotation speed of the working electrode and the type of the substrate were investigated and the optimum preparation conditions are specified. The stability of the prepared films was tested in both aqueous and non-aqueous media. The characteristics of the polymer films and their electrochemical activity towards catalyzing some technologically promising redox reactions were also examined. The films were found to be very stable in aqueous solutions and in some organic solvents like acetone, acetonitrile, and chloroform and dimethyl sulfoxide. The film stability was found to depend on the solution pH. The polymer films were capable of catalyzing the redox processes of several natural products and amino acids e.g. vitamin C and glycine. The polymer film possesses electrochromic properties and the color of the film changes from purple to violet to dark blue and then to brown according to the preparation and/or polarization conditions. The electrochromic properties are related to polaron formation, which subsequently oxidizes to diimine species followed by the oxidation of the aromatic ring. The mechanism of the polymerization process was investigated and discussed. The process involves deprotonation reactions and a head-to-tail coupling of the oxidized monomer with cation radicals.