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以萘二甲酰亚胺为中心乙烯桥的新型双噻吩乙烯:用于组合“或非”和“禁止”逻辑门的光致变色和溶剂致变色

Novel bisthienylethenes containing naphthalimide as the center ethene bridge: photochromism and solvatochromism for combined NOR and INHIBIT logic gates.

作者信息

Meng Xianle, Zhu Weihong, Zhang Qiong, Feng Yanli, Tan Wenjuan, Tian He

机构信息

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, P. R. China.

出版信息

J Phys Chem B. 2008 Dec 11;112(49):15636-45. doi: 10.1021/jp807179v.

Abstract

Two novel photochromic bisthienylethene derivatives BTE-NA1 and BTE-NA2 with a six-membered aryl ring of naphthalimide fluorescent moiety as the center ethene bridging unit were synthesized and fully characterized by 1H NMR, 13C NMR, and HRMS. They exhibit considerably high cyclization quantum yield and good fatigue resistance. Interestingly, the fluorescence of BTE-NA1 arising from the naphthalimide unit could be well modulated by photochromism and solvatochromism. Quantum chemical calculations were carried out to study their geometrical, electronic, and optical properties, which were in good accordance with the experimental data. Furthermore, a combined NOR and INHIBIT logic operation based on BTE-NA1 has been successfully mimicked with fluorescence changes as outputs.

摘要

合成了两种新型的光致变色双噻吩乙烯衍生物BTE-NA1和BTE-NA2,它们以萘酰亚胺荧光基团的六元芳环作为中心乙烯桥连单元,并通过1H NMR、13C NMR和HRMS进行了全面表征。它们表现出相当高的环化量子产率和良好的抗疲劳性。有趣的是,萘酰亚胺单元产生的BTE-NA1的荧光可以通过光致变色和溶剂致变色得到很好的调节。进行了量子化学计算以研究它们的几何、电子和光学性质,这些性质与实验数据吻合良好。此外,基于BTE-NA1的“或非”和“禁止”组合逻辑运算已成功以荧光变化作为输出进行了模拟。

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