Macromolecules, Vol.35, No.13, 4983-4987, 2002
Preparation and characterization of poly [2,3-dimethyl-1-(4-thien-3-ylbenzyl)-1H-imidazol-3-ium] bis((trifluoromethyl)sulfonyl)imide
A new 3-fluorophenylthiophene derivative bearing a cationic imidazolium group in the para position of the phenyl ring was synthesized by a multistep procedure which involves, in a key step, the reaction of 3-[4-(bromomethyl)phenyl}thiophene with 1,2-dimethylimidazole. The bis[(trifluoromethyl)sulfonyl]imide (TFSI) salt was obtained by anion exchange of the imidazolium bromide precursor with LiTFSl. The electrochemical oxidation of the title monomer in dichloromethane afforded an electronically conducting polymer displaying both p- and n-doping redox waves. These redox processes were also accompanied by change in absorption spectra that confirmed the modification of the electronic properties of the polymer upon both p- and n-doping.