Tuning the Electronic Nature of Aggregation-Induced Emission Luminogens with Enhanced Hole-Transporting Property
Tuning the Electronic Nature of Aggregation-Induced Emission Luminogens with Enhanced Hole-Transporting Property
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DOI：
10.1021/cm2003269
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发表时间：
2011-05-24
影响因子：
8.6
通讯作者：
Tang, Ben Zhong
中科院分区：
文献类型：
--
作者：
Liu, Yang;Chen, Shuming;Tang, Ben Zhong
三苯胺（TPA）是一种众所周知的空穴传输材料，但在固态下会遭受聚集引起的发射猝灭。另一方面，四苯乙烯（TPE）是一种典型的发光体，表现出聚集诱导发光（AIE）现象。在这项工作中，TPA 作为外围基团附着在 TPE 核心上，生成具有增强空穴传输性能的新型 AIE 发光体。通过 4-(二苯氨基)苯基硼酸与 1,2-二[4'-(二苯氨基)联苯-4-基]-1,2,2-三苯乙烯 (TPATPE) 和 1,2-双[4'-(二苯氨基)联苯-4-基]-1,2-二苯乙烯 (2TPATPE) 的 Suzuki 偶联，合成了 TPA-TPE 加合物，收率令人满意。分别为1-(4-溴苯基)-1,2,2-三苯乙烯和1,2-双(4-溴苯基)-1,2-二苯乙烯。虽然杂化分子在溶液状态下几乎不发光，但它们在不良溶剂和薄膜中的聚集体却发出强烈的荧光，荧光量子产率高达 100%。 TPATPE 和 2TPATPE 均具有热稳定性和形态稳定性，具有较高的热降解温度（T-d 高达 430 摄氏度）和玻璃化转变温度（T-g = 119 摄氏度）。构建了多层电致发光（EL）器件，可发出天蓝色和绿色EL，最大亮度为32230 cd/m(2)，电流效率高达13.0 cd/A。没有空穴传输层（HTL）的器件表现出与有HTL的器件相当或更好的性能，大概是因为TPATPE和2TPATPE的高空穴迁移率及其与阳极的能级匹配。
Triphenylamine (TPA) is a well-known hole-transporting material but suffers aggregation-caused emission quenching in the solid state. Tetraphenylethene (TPE), on the other hand, is an archetypal luminogen that shows the phenomenon of aggregation-induced emission (AIE). In this work, TPA is attached to the TPE core as peripheral group to generate new AIE luminogens with enhanced hole-transporting property. The TPA-TPE adducts, named 1[4'-(diphenylamino)biphenyl-4-yl]-1, 2,2-triphenylethene (TPATPE) and 1,2-bis[4'-(diphenylamino)biphenyl-4-yl]-1,2-diphenylethene (2TPATPE) are synthesized in satisfactory yields by Suzuki coupling of 4-(diphenylamino)phenylboronic acid with 1-(4-bromophenyl)-1,2,2-triphenylethene and 1,2-bis(4-bromophenyl)-1,2-diphenylethene, respectively. Whereas the hybrid molecules are practically nonluminescent in the solution state, their aggregates in poor solvents and thin films emit intensely with fluorescence quantum yields up to 100%. Both TPATPE and 2TPATPE are thermally and morphologically stable, showing high thermal-degradation (T-d up to 430 degrees C) and glass transition (T-g = 119 degrees C) temperatures. Multilayer electroluminescence (EL) devices are constructed, which emit sky blue and green EL with maximum luminance of 32230 cd/m(2) and current efficiency up to 13.0 cd/A The devices without hole-transporting layers (HTL) show performances comparable to or better than those with HTL, presumably because of the high hole mobility of TPATPE and 2TPATPE coupled with the matching of their energy levels with the anode.