Abstract
Synthesis of 1,3-diphenylethenylcarbazolyl-based charge transporting materials involving electron donating hydrazone moieties and an electron withdrawing 1,3-indandione moiety is reported. The obtained materials were examined by various techniques, including differential scanning calorimetry, UV-Vis spectroscopy, xerographic time of flight technique and the electron photoemission in air method. Photoemission spectra of the amorphous films of the investigated compounds showed ionization potentials of 5.54–5.90 eV. The hole drift mobility was measured by the xerographic time of flight technique. The highest hole drift mobility, exceeding 10−5 cm2/V·s at 6.4 × 105 V/cm electric field, was observed for the 1,3-diphenylethenylcarbazolyl derivative molecularly doped with a N,N-diphenylhydrazone moiety in the polymeric host bisphenol-Z polycarbonate (PC-Z).
Highlights
Charge transporting materials (CTMs) are key components for the fabrication of high-performance electronic and optoelectronic devices using organic materials as active elements
Was synthesized according to the modified procedure, using a mixture of toluene and dioxane (3/2, v/v) as solvent and water generated during the course of the reaction was removed using a Dean-Stark trap; such a procedure modification significantly reduces the duration of the reaction
Comparing the charge carrier-transport properties of CTM1 and CTM2, it is interesting to note that N,N-diphenylhydrazone derivative CTM2 shows higher mobility than the N-methyl-N-phenyl analogue CTM1
Summary
Charge transporting materials (CTMs) are key components for the fabrication of high-performance electronic and optoelectronic devices using organic materials as active elements. Carbazole derivatives are well-known to exhibit good electro- and photo-active properties due to their high hole transporting mobility, strong absorption in the ultraviolet spectral region and blue-light emission. The second wave of interest in carbazole-based CTMs is connected mostly with the discovery of organic light emitting diodes [3] and organic photorefractive materials [4]. Apart from electrophotographic photoreceptors [5], light-emitting diodes and photorefractive materials, carbazole-containing transporting materials are studied as the components of photovoltaic devices [6,7,8] and field-effect transistors [9]. Thermal, and photophysical properties of the synthesized carbazole derivatives are reported
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