基于蒽醌和三苯胺的红色延迟荧光材料
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O644

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国家自然科学基金(21303001);中国博士后基金面上项目(2016M601701);江苏省博士科研资助计划项目(1501011A)


Red-emitting Delayed Fluorescence Materials Based on Anthraquinone and Triphenylamine
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National Natural Science Foundation of China (21303001);China Postdoctoral Science Foundation Funded Project (No. 2016M601701));Jiangsu Planned Projects for Postdoctoral Research Funds (No.1501011A)

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    摘要:

    通过Suzuki反应,在电子受体基团蒽醌(AQ)的α-位引入电子给体基团三苯胺(TPA),合成了三种红色延迟荧光材料(1-TPA-AQ,1,4-2TPA-AQ和1,8-2TPA-AQ),目标化合物的结构经核磁、质谱和元素分析确证。通过理论计算、紫外-可见(UV-Vis)吸收光谱、荧光发射光谱和循环伏安(CV)测试,系统地考察了三种化合物的光物理和电化学性质。结果表明,三种化合物的单线态-三线态能级差(ΔEST)分别为0.08,0.09和0.06 eV,最高占有分子轨道(HOMO)能级分别为-5.26,-5.23和-5.27 eV,最低未占分子轨道(LUMO)能级分别为-3.14,-3.10和-3.10 eV。 1-TPA-AQ,1,4-2TPA-AQ和1,8-2TPA-AQ在薄膜中的荧光发射波长分别为648,649和636 nm,延迟荧光寿命分别1.6,2.6和2.1 μs ,三者均可作为红色延迟荧光材料。

    Abstract:

    Three red-emitting delayed fluorescence compounds (1-TPA-AQ,1,4-2TPA-AQ, and 1,8-2TPA-AQ) based on triphenylamine (TPA) α-substituted anthraquinone have been synthesized by Suzuki cross-coupling reactions. The photophysical and electrochemical properties of these compounds have been systematically characterized by theoretical calculations, UV-vis, fluorescence, and cyclic voltammetry (CV) measurements. These compounds have small energy gaps between singlet and triplet (ΔEST) of 0.08 eV, 0.09 eV, and 0.06 eV, highest occupied molecular orbital (HOMO) energy levels of -5.26, -5.23, and -5.27 eV, and lowest unoccupied molecular orbital (LUMO) energy levels of -3.14, -3.10, and -3.10 eV, respectively. 1-TPA-AQ, 1,4-2TPA-AQ, and 1,8-2TPA-AQ exhibit red emission color with peaks at 648, 649, and 636 nm , delayed fluorescent lifetime of 1.6, 2.6, and 2.1 μs, respectively. The results indicate that these compounds may be potential red-emitting delayed fluorescence materials.

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黄斌.基于蒽醌和三苯胺的红色延迟荧光材料[J].精细化工,2018,35(5):0

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  • 收稿日期:2017-06-23
  • 最后修改日期:2017-09-11
  • 录用日期:2017-10-11
  • 在线发布日期: 2018-02-28
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