Synthesis, Structure, Infrared Spectra, and Iodine Doping of Unsubstituted Polyazines
William B. Euler, Benjamin C. Gill, Advanced Organic Solid State Materials, Materials Research Society Symposium Proceedings, L. Y. Chiang, P. M. Chaikin, D. O. Cowan, eds., 1990, 173, 375 – 378
Abstract
Polyazines, –[N=CH–CH=N]x–, are environmentally stable conjugated polymers that can be doped with iodine into an electrically conducting state. These polymers are prepared by the condensation of glyoxal and glyoxal dihydrazone with acid catalysis. IR spectra of the undoped polymers, independent of the synthetic conditions, exhibit a broad band centered around 3240 cm–1 indicative of the presence of OH groups in the polymer. Solid state NMR spectra show that the OH groups are covalently bound to the polymer chain so the the polymer chain has a number of defect and/or cross-linking sites present. The polymer can be doped with iodine into a poorly conducting state. Iodine doping introduces one new vibrational band into the IR spectra at 1490 cm–1, associated with a bipolaronic charge carrier.