基于蒽醌和三苯胺的红色延迟荧光材料  

Red-emitting Delayed Fluorescence Materials Based on Anthraquinone and Triphenylamine

作　　者：黄斌 李紫荆[2] 胡蝶 吴雯婧 周娜 冯燕 HUANG Bin1,2, LI Zi-jin2, HU Die1, WU Wen-jing1, ZHOU Na1, FENG Yan1(1. College of Life Sciences, Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Biofunctional Materials Jiangsu Second Normal University, Nanjing 210013, Jiangsu, China; 2. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, Jiangsu, China)

机构地区：[1]江苏第二师范学院生命科学与化学化工学院江苏省生物功能分子重点实验室,江苏南京210013 [2]东南大学化学化工学院,江苏南京211189

出　　处：《精细化工》2018年第5期764-768,共5页Fine Chemicals

基　　金：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)~~

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3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3种化合物的光物理和电化学性质。结果表明,3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,延迟荧光寿命分别为1.6、2.6和2.1μs,三者均可作为红色延迟荧光材料。Three red-emitting delayed fluorescence compounds （1-TPA-AQ, 1,4-2TPA-AQ and 1,8-2TPA- AQ） based on triphenylamine （TPA） a-substitut6d anthraquinone （AQ） were synthesized by Suzuki cross- coupling reactions. The structures of these compounds were confirmed by elemental analysis, nuclear magnetic resonance （NMR） and mass spectra. Their photophysical and electrochemical properties were systematically characterized by theoretical calculations, UV-vis spectroscopy, fluorescence emission spectroscopy, and cyclic voltammetry （CV）. These compounds have small energy gaps between singlet and triplet （AEsr） of 0.08, 0.09 and 0.06 eV, respectively. The highest occupied molecular orbital （HOMO） energy levels of three compounds are -5.26, -5.23, and -5.27 eV, respectively. And the correspondingly lowest unoccupied molecular orbital （LUMO） energy levels are-3.14,-3.10, and-3.10 eV, respectively. Compounds 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 gs, respectively. The results indicate that these compounds may be potential red-emitting delayed fluorescence materials.

关 键 词：三苯胺 蒽醌 双极 单线态-三线态能级差 延迟荧光 功能材料 

分 类 号：O644[理学—物理化学]