Poly@-phenylene), poly(2,6-naphthylene), poly(2,7-naphthylene), poly(l,5-naphthylene), and poly(l,4naphthylene) were prepared by nickel-catalyzed polycondensation of Grignard reagents from the corresponding dibromides. The polymers were annealed in vacuo. Doping with SbF, markedly increases the conductivity of the polymers. Annealed poly(2,6-naphthylene) is the most conductive among the four isomers after SbF, doping. The conductivity of doped poly(2,6-naphthylene) and poly@-phenylene) is about lo-' S . cm-'. Annealed poly@-phenylene) shows a broad single line ESR signal which changes to a narrow single line upon doping. Superposition of the two signals is observed at the initial stage of doping. Simultaneous conductivity and ESR measurements indicate that the narrow signal is closely related to conductivity.
Electrochemical oxidation of benzene gives polyphenylene films, which show high spin concentration and an electrical conductivity of ca. 10-4Skm after being doped with SbF5, and have a structure different from that of linear polyphenylene.
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