JIA Zhenglei.WANG Shirong;LI Xianggao
. 2012, 43(12): 1632-1636.
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Triarylamines have emerged as one of the most promising hole transport materials and play an important role for application in organic light-emitting diodes and organic photo-conductors. The recent method for synthesis of triarylamines is using 4,4′-diiodo-biphenyl to react with secondary arylamine and catalyzed by CuCl, 1,10-phenanthroline. To reduce the costs, we investigated the reaction which used the 4,4′-dibromo-biphenyl and diphenylamine as raw material and was catalyzed by Pd(OAc)2, tri-tert-butylphosphine. The reaction conditions,such as raw materials ratio, reaction time, amount of catalyst, reaction temperature was investigated. The optimal reaction conditions were determined: the molar ratio of diphenylamine to 4,4′-dibromo-biphenyl was 2.5︰1, the amount of catalyst was 0.05mmol, refluxed at 145℃ for 6h and the yield was 78.89%. According to the optimum process above, we used 4,4′-dibromo-biphenyl to react with 3-methyldiphenylamine and 4-methyldiphenylamine, respectively, for synthesis of N,N′-bis(3-methylphenyl)-N,N′-diphenyl- benzidine(m-TPD) and N,N′-bis(4-methylphenyl)-N,N′-diphenyl-benzidine(p-TPD) and the yield was 75.59% and 69.96%, respectively. The novel method efficiently reduced the costs of process flow diagram(PFD) of hole-transport materials.