Novel Hydrazone and Azine Based Hole Transport Materials

摘要

Thirteen novel hole transport materials were prepared in our labs either as polymeric structures (Compounds (1) - (7)) or as dimeric structures (Compounds (8)-(13)) and several were evaluated for electrophotography. These hole transport materials contain either hydrazone or azine moieties as part of the electrophotographically functional chromophore. The chemical structure of these compounds was confirmed by proton NMR, infrared and ultraviolet spectroscopy. The ionization potential and hole mobility (determined via a xerographic time of flight method) are reported for some of these compounds. The presence of hydroxyl groups on some of these materials improves adhesion and compatibility with traditional polycarbonate (PC) and polyvinylbutyral (PVB) binder materials. In addition, these dimeric or polymeric hole TM can be chemically cross-linked in the photo-conductive layer, for example, by reaction of the hydroxyl groups with polyisocyanates, to increase the layer stability to bending, stretching and abrasion, as well as the effects of abrasion. The synthesized TM and compositions with binder exhibit good hole transporting properties and high mobility making them useful for preparation of high sensitivity electro-photographic photoconductors.