Thermally stable, light-emitting, triphenylamine-containing poly(amine hydrazide)s and poly(amine-1,3,4-oxadiazole)s bearing pendent carbazolyl groups

[[abstract]]A series of new organosoluble poly(amine hydrazide)s were synthesized via the Yamazaki phosphorylation reaction and were solution-cast into transparent films. Differential scanning calorimetry indicated that the hydrazide polymers could be thermally cyclodehydrated into the corresponding oxadiazole polymers in the range of 300-400 degrees C. The resulting poly(amine-1,3,4-oxadiazole)s exhibited glasstransition temperatures in the range of 276-297 degrees C, 10% weight loss temperatures in excess of 520 degrees C, and char yields at 800 degrees C in nitrogen higher than 67%. The holetransporting and electrochromic properties were examined with electrochemical and spectroelectrochemical methods. Cyclic voltammograms of these polymers prepared by the casting of polymer solutions onto an indium tin oxide coated glass substrate exhibited two reversible oxidative redox couples at 1.10-1.19 and 1.35-1.60 V versus Ag/AgCl in an acetonitrile solution, respectively. The poly(amine hydrazide)s revealed excellent stability of the electrochromic characteristics, changing color from the original pale yellow to green and then to blue. (c) 2006 Wiley Periodicals, Inc.[[note]]SC