The Synthesis Of New Organic Charge Transfer Materials And The Application Of The Opc

Being used in OPC or in EL, excellent charge transport materials must have these properties:(1) Faster in charge transporting; (2) Suitable for charge generate materials; (3) Effective in injecting; (4) Good solubility in matrix; (5) Independent on electric field. Charge transport molecule equably dispersed or dissolved in polymer to form a MDP system, which is ideal and applied. Organic hole transport materials are well applied in many systems. While electron transport materials are so slow to develop that restrict the progress of OPC and EL technology. At the same time, the system of MDP itself exists a series of conflict to solve, for example, to improve the charge transport efficiency must request that organic molecule have high solubility in matrix, but at the same time, more organic molecule in polymer will reduce proportion of resin and finally affect the performance of polymer film and the mechanical properties of OPC .Not all electron transport materials perform high solubility in polymer for their structure characteristic. For instance, TNF is able to reach 40% weight ratio in Vylon200, but only 20% in other polymer. We have designed a new molecule model and synthesized a series of derivatives of ring compounds according to the essential requirement of charge transport molecule. This new molecule model is based on calix (4) arene which is a ring macromolecule containing four same units of phenol connected by methylene bridge . The calix (4) arene is modified by a series of chemical reactions to form a new aldehyde and amino derivative , and finally the desired compounds HTM1～HTM6 and the derivative 1 of TNF are acquired while the aldehyde or amino is condensed with phenyl hydrazine and N,N-diphenyl hydrazine or TNF . We also gained hydrazone which has non-ring structure and the derivative 2 of TNF . Because of being fixed on ring molecule , the functional groups are in order in short distance. The new molecule model possibily give a way to solve the question of about ETM .3,3',5- tri(tert-butyl) diquinone is modified by a series of chemical reactions to form a new compound 3,3',5- tri(tert-butyl) diquinone, we also discuss the way how to synthesis the compound 3,5-dimethyl-3',5'-di (tert-butyl) diquinone and ring diquinone , and finally find that direct oxidation and Grinand coupling method is not fit for our aim compound .All compounds have been tested by TLC,IR,UV,NMR. Their structures had basically been confirmed. The solubility of 3,3',5- tri(tert-butyl) diquinone and TNF in polymer solution were tested by DSC testing system .The results show that 3,3',5- tri(tert-butyl) diquinone have good performance in polymer PC, PVB and Vylon200 which can dissolve in polymer over 50%, and finally we made three kinds of receptors ,the first is single layered receptor which has two contains , the second is also single layered receptor but has three contains ,the last is two layered photoreceptor which have two contains .All photoreceptors must have charge generate material , i.e.,H2Pc we used which has most absorbing in 780～830 nm ,and charge transport materials including hole /electron transport materials, the compounds we have synthesized were CTM component ,their xerographic performance was tested by EMS'93 . They did not behave good performance in xerography resulting from badly solubility in polymer, or little conjugate in structure ,or bad consistent with CGM in ion energy . Another compounds TNF derivatives1 and TNF derivatives 2 are better in xerographic performance than TNF; 3,3',5- tri(tert-butyl) diquinone has approximately the same performance as TNF in the same content . Further more, it doesn't also form CTC complex with DEH .