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A new series of pyrenyl-based triarylamines: syntheses, structures, optical properties, electrochemistry and electroluminescence

机译:新系列的芘基三际胺:合成,结构,光学性质,电化学和电致发光

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摘要

Five dipyrenyl-based triarylamines N-p-(R)-phenyl-N, N-dipyrenyl-1-amine (R = H (2a), CH3 (2b), OCH3 (2c), F (2d), NO2 (2e)) and one tripyrenyl-based triarylamine N,N-bis(7-tert-butylpyren-1-yl)-N-pyrenyl-1-amine (3py) were successfully synthesized by copper-and palladium-catalyzed coupling reactions in high yields. These compounds were structurally characterized and their photoelectric properties were analyzed by spectroscopy, electrochemical and theoretical studies. Moreover, the structures of 2b, 2c and 2d were determined by single-crystal X-ray diffraction analysis, indicating that the three compounds are all twisted paddle-like structures with a nitrogen atom as the linking center and the substituent attached to the para position of the benzene ring has an important effect on the intermolecular interactions. Compounds 2a-2d and 3py show green fluorescence emissions with excellent absolute fluorescence quantum yields in toluene (66.06-86.06%). Compound 2e displays a faint emission with a very low quantum yield because of the effect of the strong electron-withdrawing nitro group. They are thermally stable with decomposition temperatures above 355 degrees C. Organic light-emitting diodes incorporating the materials 2c and 2d as non-doped emitters were fabricated.
机译:五种二芘基三芳基胺NP-(R) - 苯基-N,N-二芘基-1-胺(R = H(2A),CH 3(2B),OCH3(2C),F(2D),NO 2(2E))通过高产率的铜和钯催化的偶联反应成功地合成了一种基于三苯基的三芳基N,N-BIS(7-叔丁基戊烯-1-基)-N-芘基-1-胺(30)。这些化合物在结构表征,通过光谱,电化学和理论研究分析了它们的光电性能。此外,通过单晶X射线衍射分析来确定2B,2C和2D的结构,表明三种化合物是所有扭曲的桨状结构,其具有氮原子作为连接中心和附着于PARA位置的取代基苯环对分子间相互作用具有重要作用。化合物2A-2D和3PY显示绿色荧光发射,具有优异的甲苯绝对荧光量子产率(66.06-86.06%)。化合物2E由于强电子抽出的硝基组的效果,具有非常低的量子产量的微弱发射。它们具有高于355℃的分解温度的热稳定性。制造掺入材料2C和2D的有机发光二极管作为非掺杂发射器。

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  • 来源
    《RSC Advances》 |2016年第11期|共12页
  • 作者单位

    China Univ Min &

    Technol Sch Chem Engn &

    Technol Xuzhou 221116 Jiangsu Peoples R China;

    China Univ Min &

    Technol Sch Chem Engn &

    Technol Xuzhou 221116 Jiangsu Peoples R China;

    Kyushu Univ Inst Mat Chem &

    Engn Nishi Ku 744 Motooka Fukuoka 8190395 Japan;

    China Univ Min &

    Technol Sch Chem Engn &

    Technol Xuzhou 221116 Jiangsu Peoples R China;

    China Univ Min &

    Technol Sch Chem Engn &

    Technol Xuzhou 221116 Jiangsu Peoples R China;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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