Hole-Transporting Glass-Forming 3,3′-Dicarbazyl-Based Hydrazones

Abstract

ABSTRACT 3,3′-Di(9-(4-butylphenyl)carbazyl) and 3,3′-di(9-ethylcarbazyl)-based hydrazones were synthesized by the multi-step synthetic route including oxidative dimerization of 9-(4-butylphenyl)carbazole and 9-ethylcarbazole, formylation of the dimmers obtained and the reactions of the formyl derivatives with different hydrazines. The chemical structure of the compounds was confirmed by 1HNMR, IR and mass spectroscopy. The hydrazones synthesized form stable glasses with the glass transition temperatures exceeding 140°C. The values of ionisation potentials measured by electron photoemission technique are in the range of 5,21–5,4 eV. The hole drift mobilities in the films of the 50% solid solutions of the hydrazones in bisphenol Z polycarbonate established by the xerographic time-of-flight technique exceed 10−5 cm2/Vs at high electric fields.