基于四氢喹啉的多重共振热活化延迟荧光材料的设计、合成及电致发光性能研究  

Design,Synthesis and Electroluminescent Properties of Multiresonant Thermally Activated Delayed Fluorescence Materials Based on Tetrahydroquinoline

作　　者：梁凯淳 白科研 戴雷 刘源 叶泽聪 霍延平[1] Liang Kaichun;Bai Keyan;Dai Lei;Liu Yuan;Ye Zecong;Huo Yanping(School of Chemistry and Chemical Engineering,Guangdong University of Technology,Guangzhou 510000;Guangdong Aglaia Optoelectronic Materials Co.Ltd.,Foshan,Guangdong 528300)

机构地区：[1]广东工业大学轻工化工学院,广州510006 [2]广东阿格蕾雅光电材料有限公司,广东佛山528300

出　　处：《有机化学》2023年第5期1799-1807,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.U2001222,21975055);广东省基础与应用基础研究基金(No.2019B1515120035)资助项目。

摘　　要：多重共振型热活化延迟荧光(MR-TADF)材料是实现超高清有机电激光显示(OLED)的热门材料.以经典的5,9-二苯基-5,9-二氢-5,9-二氮杂-13b-硼化萘并[3,2,1-de]蒽(DABNA-1)为核心结构,设计并合成了两种基于四氢喹啉的有机硼类MR-TADF分子5,9-双(1,2,3,4-四氢喹啉)-5,9-二氢-5,9-二氮杂-13b-硼化萘并[3,2,1-de]蒽(THQBN)和7-(叔丁基)-5,9-双(6-(叔丁基)-4,4-二甲基-1,2,3,4-四氢喹啉)-5,9-二氢-5,9-二氮杂-13b-硼化萘并[3,2,1-de]蒽(Tt-THQBN),使用核磁和质谱对其结构进行表征,且对两个分子的热稳定性、电化学性质和光物理性质进行了测试.与经典的MR-TADF材料相同,这两种分子具有深蓝发光颜色、较窄的半峰宽以及较高的光致发光量子产率.以THQBN和Tt-THQBN作为客体材料制备的电致发光器件均具有在455~458 nm处的深蓝色发光,器件2~4的CIE-y都小于0.1,且半峰宽较窄,在34~38 nm范围内.它们的最大亮度可超过1000 cd·m^(-2),并且在该亮度下未发生严重的效率滚降,其中性能表现较好的器件3在1000 cd·m^(-2)的初始亮度下器件寿命LT_(90)可达到99 h.Multiresonant thermally activated delayed fluorescence(MR-TADF)materials are a series of hot materials to realize ultra-high definition organic light-emitting diode(OLED)display.5,9-Bis(1,2,3,4-tetrahydroquinoline)-5,9-dihydro-5,9-diaza-13b-boranaphtho[3,2,1-de]anthracene(THQBN)and 7-(tert-butyl)-5,9-bis(6-(tert-butyl)-4,4-dimethyl-1,2,3,4-tetrahydroquinoline)-5,9-dihydro-5,9-diaza-13b-boranaphtho[3,2,1-de]anthracene(Tt-THQBN)were designed and synthesized as organoboron based MR-TADF based on tetrahydroquinoline,whose structures were characterized by nuclear magnetic resonance and mass spectrum.The thermal stabilities,electrochemical properties and photophysical properties of these two molecules were measured.They had the similar deep-blue photoluminescence,narrow full-width at half-maximum and high photoluminescence quantum yield with the classical MR-TADF molecules.OLED devices were fabricated employing THQBN and Tt-THQBN as the guest materials.They all had deep blue emission at 455~458 nm.The CIE-y values of devices 2~4 are less than 0.1,and the full width of half maximum(FWHMs)of all devices were narrow,whitin the range of 34~38 nm.Their maximum brightness can exceed 1000 cd·m^(-2)without serious efficiency roll-down.The device lifetime LT_(90)of device 3 with best performance in these devices can reach 99 h at the initial brightness of 1000 cd·m^(-2).

关 键 词：多重共振型热活化延迟荧光 有机硼化合物 半峰宽 器件寿命 

分 类 号：TN383.1[电子电信—物理电子学] TB34[一般工业技术—材料科学与工程]