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作为多功能光电子材料的可溶性阶梯共轭双(苝酰亚胺)芴双咪唑的可控逐步合成

Controllable and stepwise synthesis of soluble ladder-conjugated bis(perylene imide) fluorenebisimidazole as a multifunctional optoelectronic material.

作者信息

Chen Lingcheng, Zhang Kaichen, Tang Changquan, Zheng Qingdong, Xiao Yi

机构信息

State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian 116024, China.

出版信息

J Org Chem. 2015 Feb 6;80(3):1871-7. doi: 10.1021/jo5028529. Epub 2015 Jan 17.

Abstract

By a controllable and stepwise strategy, a soluble ladder-conjugated perylene derivative BPI-FBI as the only product has been synthesized, which avoids the tough work to isolate regioisomers generated by a conventional one-step condensation method. BPI-FBI exhibits broad absorption spectra covering the whole visible region from 300 to 700 nm because of the large π-conjugation skeleton and has a low LUMO level inheriting the prototype PDI. In the steady-state space-charge-limited current (SCLC) devices, BPI-FBI exhibits an intrinsic electron mobility of 1.01 × 10(-5) cm(2) V(-1) s(-1). With a high two photon absorbing activity in the near-infrared region from 1200 to 1400 nm, BPI-FBI also exhibits good optical limiting performance, which will be useful for sensor or human eye protection and stabilization of light sources for optical communications.

摘要

通过一种可控的逐步策略,合成了一种可溶性阶梯共轭苝衍生物BPI-FBI作为唯一产物,这避免了通过传统一步缩合方法分离区域异构体的艰巨工作。由于大的π共轭骨架,BPI-FBI表现出覆盖从300到700 nm整个可见光区域的宽吸收光谱,并且继承原型PDI具有低的最低未占分子轨道(LUMO)能级。在稳态空间电荷限制电流(SCLC)器件中,BPI-FBI表现出1.01×10(-5) cm(2) V(-1) s(-1)的本征电子迁移率。在1200至1400 nm的近红外区域具有高双光子吸收活性,BPI-FBI还表现出良好的光学限幅性能,这对于传感器或人眼保护以及光通信光源的稳定将是有用的。

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