Cruciform Molecules Bearing Bis(phenylsulfonyl)benzene Moieties for High‐Efficiency Solution Processable OLEDs: When Thermally Activated Delayed Fluorescence Meets Mechanochromic Luminescence,Advanced Optical Materials

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Cruciform Molecules Bearing Bis(phenylsulfonyl)benzene Moieties for High‐Efficiency Solution Processable OLEDs: When Thermally Activated Delayed Fluorescence Meets Mechanochromic Luminescence
Advanced Optical Materials ( IF 8.0 ) Pub Date : 2019-11-11 , DOI: 10.1002/adom.201901021
Di Zhou _{1,

2} , Chi Hyun Ryoo ₃ , Denghui Liu ₁ , Shengyue Wang ₁ , Gaowei Qian ₁ , Yanqiong Zheng ₄ , Soo Young Park ₃ , Weiguo Zhu ₁ , Yafei Wang _{1,

4}

Affiliation

Four crucifix‐shaped molecules, named TPA‐BPSB, DMAc‐BPSB, MTPA‐BPSB and MDMAc‐BPSB, bearing the same acceptor fragment of bis(phenylsulfonyl)benzene (BPSB) and different donor segments (TPA and MTPA are the diphenylamine derivatives while DMAc and MDMAc are the 9,9‐dimethylacridine derivatives) are synthesized and characterized by NMR, mass spectra, and single crystal X‐ray crystallography. The molecular structure–property relationship of these crucifix‐shaped molecules is systematically explored. All compounds display thermally activated delayed fluorescence (TADF) in the region of 500–550 nm. In addition, charming mechanochromic luminescence properties are observed for all these TADF molecules under external stimuli, such as grinding and exposure to CH₂Cl₂ vapor. Four TADF molecules are used as the emitters in organic light‐emitting diodes (OLEDs) fabricated via solution process. MTPA‐BPSB‐based device presents a best performance with a highest external quantum efficiency of ≈21%, which is among the highest efficiencies for reported BPSB‐based solution‐processable OLEDs so far. This research has an important significance in designing high‐efficiency multifunctional TADF molecules.

中文翻译：

用于高效溶液可加工OLED的带有双（苯磺酰基）苯部分的十字形分子：当热激活的延迟荧光遇到机械变色发光时

四个十字架形分子，分别命名为TPA-BPSB，DMAc-BPSB，MTPA-BPSB和MDMAc-BPSB，带有相同的双（苯磺酰基）苯（BPSB）受体片段和不同的供体链段（TPA和MTPA是二苯胺衍生物，而DMAc和MDMAc是9,9-二甲基ac啶衍生物），并通过NMR，质谱和单晶X射线晶体学进行了表征。这些十字架形分子的分子结构与性质的关系得到了系统地研究。所有化合物在500–550 nm范围内均显示出热激活的延迟荧光（TADF）。此外，在外部刺激（例如研磨和暴露于CH ₂ Cl _2）下，所有这些TADF分子均观察到了迷人的机械变色发光特性。汽。四个TADF分子用作通过溶液工艺制造的有机发光二极管（OLED）的发射极。基于MTPA-BPSB的设备以约21％的最高外部量子效率表现出最佳性能，这是迄今为止所报道的基于BPSB的可解决方案的OLED的最高效率之一。该研究对设计高效多功能TADF分子具有重要意义。

更新日期：2020-01-17

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