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Paraphenylene oligomers (biphenyl, p-terphenyl, p-quaterphenyl, p-quinquephenyl, p-sexiphenyl) form electrically conducting complexes with AsF5. Prolonged exposure to AsF5 causes a polymerization of these p-phenylene oligomers to give highly conducting charge-transfer complexes of poly(p-phenylene). Conductivities as high as 50 S/cm have been measured. Powders, thin films, and single crystals of p-phenylene oligomers have been reacted with AsF5. The undoped oligomers and the doped, compensated, and annealed products have been investigated by means of x-ray diffraction, and UV-visible and IR transmission spectroscopy. The x-ray diffraction studies give evidence for a change in lattice spacings to those characteristic of the crystalline polymer. The spectroscopic measurements during AsF5 doping reveal shifts in absorption bands in the UV and the IR to those characteristic of poly(p-phenylene). Paraoligophenylenes have also been reacted with elemental potassium in THF solution with trace amounts of naphthalene. Highly conducting complexes were formed (0.5 S/cm for sexiphenyl) but there is no evidence for further polymerization.

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The reflective, gold-colored surface layer produced on reduction of poly(tetrafluoroethylene) (PTFE) films with benzoin dianion in dimethyl sulfoxide (Me2SO) has previously been reported to be a reactive form of carbon. In this work the material has been prepared on the surfaces of polycrystalline PTFE films and powder. It was characterized by resonance-enhanced Raman scattering, photoacoustic Fourier transform infrared spectroscopy, and electron microscopy. The resonance Raman spectrum indicates that the reduced PTFE surface contains trans-polyacetylene (trans-(CH)x) with polyene conjugation lengths consisting of 12-28 olefin units. trans-iCD), is formed when Me2SO-d6 is used as the reaction solvent, indicating that the protons on the polyacetylene originate from the solvent used in the reduction reaction. Infrared spectra also show the presence of a lesser amount of a carbonaceous fraction composed of aromatic rings and C=C bonds.

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