Palladium-catalyzed ligand-free and aqueous Suzuki reaction for the construction of (hetero)aryl-substituted triphenylamine derivatives
作者:Chun Liu、Xiaofeng Rao、Xinlong Song、Jieshan Qiu、Zilin Jin
DOI:10.1039/c2ra22275b
日期:——
This paper reports an efficient synthesis of triphenylamine (TPA) derivatives via a palladium-catalyzed Suzuki reaction of (hetero)aryl halides with 4-(diphenylamino)phenylboronic acid (DPBA) in aqueous ethanol under aerobic and ligand-free conditions. Heteroaryl halides, namely pyridyl bromides, quinolyl bromides, pyrimidinyl bromides, 2-chloropyrazine and sulfur-containing heteroaryl bromides, could
本文报告了一个有效的综合 三苯胺(TPA)衍生物通过(杂)芳基卤化物与4-(二苯氨基)苯基硼酸(DPBA)水溶液乙醇在无氧和无配体的条件下。杂芳基卤化物,即吡啶基溴化物,喹啉基溴化物,嘧啶基溴化物,2-氯吡嗪含硫杂芳基溴化物可以与DPBA平稳反应,在温和条件下收率好至极好。此外,芳基溴化物也成功地用于与DPBA的交叉偶联中,并在室温下以高收率提供了产品。的交叉耦合4-溴苄腈与DPBA一起使用,在2分钟内以定量收率得到了所需的产物,导致TOF高达5820 h -1。
Efficient hole-transporter for phosphorescent organic light emitting diodes with a simple molecular structure
N,N-diphenyl-4-(quinolin-8-yl)aniline (SQTPA), which composes a triphenylamine group and a quinoline group, has been synthesized and employed as a hole-transporter in phosphorescent OLEDs. It has been proved that SQTPA has efficient hole-transport property with a hole-mobility of 3.60 x 10(-5) cm(2)/V s at the electric field of 800 (V/cm)(1/2), which is higher than that of NPB (1.93 x 10(-5) cm(2)/V s). Blue, orange and green phosphorescent OLEDs have been fabricated based on FIrpic, Ir(2-phq)(3), Ir(ppy)(3) with typical structures by using SQTPA as the hole-transporter. The SQTPA-based devices show maximum external quantum efficiencies and power efficiencies of 17.5%, 32.5 lm/W for blue, 12.3%, 20.5 lm/W for orange and 20.3%, 64.5 lm/W for green. The performances of SQTPA-based devices are much better than that of NPB-based phosphorescent OLEDs with similar structures. Thought of its very simple molecular structure and easy synthetic route, SQTPA should be an efficient hole-transporter for phosphorescent OLEDs. (C) 2015 Elsevier B.V. All rights reserved.