The Study On Synthesis And Properties Of Naphthyl-ethylene HoleTransport Materials

Hole transport material (HTM) 1-methyl-4-(N,N-(4-methylphenly)amino)ethylene- naphalene(DNMe), 1,4-di(N,N-(4-methylphenly)amino)ethylenenaphalene(DND)and 1,4-di(N,N-(4-methylphenly)amino)ethylenenaphalene(DPD) have been synthesi- zed using 1-methyl-4-Chloromethylnapthalene, 1,4-dichloromethylnapthalene, 1,4-di- chloromethylbenzene and 4-(N,N-n-methylpheny) benzaldehyde through wittig-honor reaction. Their yield is 35%, 77% and 58%, respectively. Their structures have been determined by IR, MS and 1H-NMR.In this article, the fluorescence spectrum for both solution and film of three hole transport materials were been test. The fluorescence quantum yield has been calculated through compare-method which used quinine sulfate as standard. The fluorescence quantum yield of DNMe is 0.792, that of DND is 0.607, and that of DPD is 0.508. The fluorescence quantum yield of DNMe is the highest of all.The band gaps of the DNMe, DND and DPD moleculer were been calculated through the oxidation and reduction potentials of these compounds which were measured with TD 3691 constant potential meter. It can be known that the fluorescence spectrum decease with the increase of the band gap. Organic photoconductive devices have been prepared using DNMe, DND and DPD as CTM, respectively. Then the photoconductive charge and discharge curves of these devices were been tested. The results show the E1/2 of OPC with DNMe, DND and DPD are 0.5, 0.75 and 0.65 respectively. Obviously, DNMe is the best both in fluorescence and hole-transport.The optimistic structure and frequent have been calculated on Gaussian03 by Hartree-Fock methord on 3-21G basis. From the calculation, the Mulliken charge, obital and dipole moment have been obtained. This data were used to explained the relationship between dipole moment of HTM and the photosensitivity.The calculation is according with Gauss disorder model well.