Synthesis, Characterization, Physical Properties, and OLED Application of Single BN-Fused Perylene Diimide

Synthesis, Characterization, Physical Properties, and OLED Application of Single BN-Fused Perylene Diimide
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DOI:
10.1021/jo502296z
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发表时间:
2015-01-02
影响因子:
3.6
通讯作者:
Zhang, Qichun
Zhang, Qichun
中科院分区:
化学2区
文献类型:
--
作者:
Li, Gang;Zhao, Yongbiao;Zhang, Qichun

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由于分子内亲电硼化反应的不利影响,在缺电子芳烃体系中引入氮硼是一项非常具有挑战性的工作。在这份报告中,我们采用一种简单的方法构建了一个基于二苯二亚胺(PDI)的大的BN嵌入型PI体系,这是第一个具有高吸电子多环芳烃的BN环化例子。对合成的N,N-二环己基-1-氮杂-12-BORA-苯并二苯二亚胺(PDI-1BN)的物理性质进行了全面的研究,并研究了其对氟离子的传感行为和有机电致发光性能。
It is very challenging to introduce azaborine into an electron-deficient arene system because of unfavorable intramolecular electrophilic borylation reaction. In this report, we adopted a straightforward methodology to construct a large BN-embedded pi-system based on perylene diimide (PDI), which is the first BN-annulation example with highly electron-withdrawing polycyclic aromatic hydrocarbons. The physical properties of the as-prepared N,N-dicyclohexyl-1-aza-12-bora-benzoperylene diimide (PDI-1BN) have been fully studied, and its sensing behavior to fluoride ion as well as its OLED performance was also investigated.