Synthesis and Characterization of Imine-Coupled Polyphenols Containing Carbazole Units

Imine coupled phenolic monomers containing carbazole unit were synthesized in four steps. The monomers were polymerized via oxidative polycondensation by air as oxidant in an aqueous alkaline medium at 50 degrees C. The structures of compounds were confirmed by ultraviolet-visible (UV-vis), Fourier transform infrared, and H-1- and C-13-NMR techniques. The conductivity measurements of these polymers were made by the four-point probe technique and iodine was used as doping agent. The highest occupied molecular orbital, the lowest unoccupied molecular orbital, and electrochemical and optical band gap values were calculated by the results of the UV-vis and the cyclic voltammetry measurement, respectively. The number-average molecular weight, weight-average Molecular weight, and polydispersity index values were determined by the size exclusion chromatography technique. Also, thermal behavior of these polymers was determined by thermogravimetric/differential thermal analysis measurements in a N-2 atmosphere between 20 and 1000 degrees C. (C) 2009 Wiley Periodicals, Inc. J Appl Polym Sci 113: 1975-1985,2009