Electropolymerization of chlorinated phenols on a Pt electrode in alkaline solution Part III: A Fourier transformed infrared spectroscopy study

Abstract

FTIR spectroscopy was employed to investigate high molecular weight substances formed on a platinum electrode surface during the electrochemical oxidation of phenol and its chlorinated derivatives. Potentiodynamic (potential range from −0.80 V to 0.85 V vs SHE; scan rate 200 mV s−1) and potentiostatic (at 0.78 V vs SHE) electropolymerization was used in alkaline solutions (1 M NaOH) containing 0.1 M of phenol, monochlorophenols, dichlorophenols, trichlorophenols and pentachlorophenol. The IR spectra of the corresponding monomers were recorded for the comparison. The FTIR spectroscopy studies revealed that the polymers formed under potentiodynamic and potentiostatic conditions are of aromatic nature (–C=C– stretching vibrations at 1450–1600 cm−1), they have ether-linkages (=C—O—C= stretching vibrations at 1100–1300 cm−1) and quinone groups (–C=O stretching vibrations at 1630–1800 cm−1 and –C—H out-of-plane bending at 760 cm−1). The intensities of the hydroxyl group bands in most of the polymers are rather weak compared to those in the corresponding monomers. Vibrations at 2850–2960 cm−1, which are present in most of the IR spectra of polymers formed under cyclic voltammetry conditions, correspond to the stretching vibrations of the sp3 hybridized C—H bond and suggest that the cleavage of the benzene ring occurs to some extent during electrooxidation–electropolymerization of phenol and its chlorinated derivatives when reaching the potential of oxygen evolution (0.85 V vs SHE).