Synthesis Of Triarylamines And Study On Their Photoelectric Properties

In this thesis, N,N′-diphenyl -N,N′-di(α-naphthyl)-1,1′-biphenyl-4,4′-diamine(α- NPD) was synthesized with 4,4′-diiodobiphenyl and N-(α-naphthy)phenylamine via Ullmann reaction.The optimal reaction conditions were that cuprous chloride and 1,10-phenanthroline were used as catalyzer, the molar ratio of catalyzer, 4,4′-diiodobiphenyl and N-(α-naphthy) phenylamine was 0.15:1:2.40 and the reaction mixture was refluxed for 8h at 144℃in xylene. The yield and purity was 69.50% and 99.63%, respectively. After 4,4′-diiodonaphthyl with 60.90% yield was obtained from 4,4′-naphthidine, N,N′-diphenyl-N,N′-di(α-naphthyl)-1,1′-binaphthyl-4,4′-diamine (α- NPN) was synthesized. The yield and purity ofα-NPN was 58.60% and 99.57%, respectively.It has been reported that 4,4′-bis[2-[4-(N,N′-diphenylamino)-phenyl]-vinyl]-1,1′- biphenyl(DPAVBi) has good performance of hole transport. In the paper, 4,4′-bis(chloromethyl)biphenyl (BCMB) was gained using biphenyl as raw material via chloromethylation reaction, whose yield was 81.90%.Then 4,4′-bis[2-[4-(N,N′- bis(4-methylphenylamino)-phenyl]-vinyl]-1,1′-biphenyl(DMPAVBi) was synthesized through Michaelis-Arbuzov reaction and Witting-Horner reaction. The yield and purity of DMPAVBi was 62.30% and 46.90%, respectively. Their structures were identified by melting point, IR, MS,1HNMR, etc.The cyclic voltammetry, UV-Vis absorption and photoluminescence spectra of the produts were tested. We discussed the effects of molecular structure on the photoelectric properties. Finally, the organic photoconductive devices of functional separation type were respectively fabricated using synthesized compoundsα-NPD,α-NPN and DNPAVBi as hole transporting material and Y-TiOPc as charge generation material, and the performances of hole-transport were tested, respectively. The test results were: V₀=-620V, V_R=-20V, R_D=25.0V, E_1/2=0.80lux·s; V₀=-840V, V_R=-20V, R_D=17.5V, E_1/2=0.75lux·s; V₀=-750V, V_R=-30V, RD=12.5V, E_1/2=0.70lux·s, which showed that the compounds had excellent hole-transporting properties.