ANODIC POLYMERIZATION OF AROMATIC-AMINES - 2 - CASE OF N-PHENYL-1-NAPHTHYLAMINE

Polymerization of N-phenyl-1-naphthylamine (NP1N) by electrochemical o xidation has been studied in various media. In CH3CN/NaClO4 (0.2 M) th e polymerization yield is low, leading to a badly conductive material. A salt of the dication of a dimer is characterized in 1,2-dichloroeth ane/Bu4NBF4 (0.2 M)/CCl3CO2H (0.5 M). Lastly a polymer hoped by sulfat e ion was obtained in high yield, in a strong acidic medium [CH3CN/H2S O4 (2 M)/CF3CO2H (1 M)/Bu4NBF4 (0.1 M)]; a phenyl group was found to b e lost in the course of the reaction. The electric conductivity of the produced material was 3 x 10(-2) S cm(-1). This polymer could be re-d oped by methanesulfonic acid after it was electrochemically reduced. ( C) 1998 Elsevier Science Ltd. All rights reserved.