599575-85-6Relevant academic research and scientific papers
π-Conjugated polymers exhibiting a novel doping based on redox of side chains
Nishiumi, Toyohiko,Higuchi, Masayoshi,Yamamoto, Kimihisa
, p. 6325 - 6332 (2003)
Novel polyphenylene and polythiophene derivatives that have N,N′-diphenyl-1,4-phenylene-diamine (PDA) units were synthesized using the palladium-catalyzed Suzuki coupling or cross coupling. Each obtained polymer has good redox activity, and the polyphenylene derivatives have two redox couples in acetonitrile that contain 1 M trifluoroacetric acid, whereas the polythiophene derivatives show only one redox couple under the same conditions. The electronic conductivity of the polythiophene derivatives was dramatically enhanced (0.1 S/cm) by the one-electron oxidation of the PDA unit (0.4 V, vs Ag/Ag+), because of the injection of a radical cation into the main chain from the PDA unit. Spectroelectrochemistry showed that the radical cation of the thiophene-substituted PDA was more delocalized than the phenylene-substituted unit. Electrochemical analysis of the model compounds revealed that the injection of radical monocation radical carriers into the main chain is based on electron communication between the intramolecular PDAs.
