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基于四苯乙烯-萘啶的 AIE 化合物 TPEN 具有双重机械变色和化学传感性能。

A Tetraphenylethene-Naphthyridine-Based AIEgen TPEN with Dual Mechanochromic and Chemosensing Properties.

机构信息

Fluorescent Chemistry Lab, Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute , Lucknow 226031, India.

Academy of Scientific and Innovative Research , New Delhi 110001, India.

出版信息

J Org Chem. 2017 May 5;82(9):4766-4773. doi: 10.1021/acs.joc.7b00456. Epub 2017 Apr 21.

Abstract

Synthesis of new tetraphenylethene (TPE) conjugates via an innocuous route led to the revelation of a unique TPE-based aggregation-induced emissive fluorogen 3 (TPEN), which showed an interesting mechanochromic property when the emission was changed from blue to green upon grinding and green to blue upon fuming. The mechanochromic property of TPEN has been explored to prepare ink-free rewritable paper for security documentation. A detailed photophysical investigation of the TPE-naphthyridine scaffold led to the discovery of its high sensitivity to silver ions (Ag) over other metal ions with a detection limit of 0.25 μM in an aqueous system. The stoichiometry of the complex of TPEN and silver ion was established to be 2:1 (TPEN:Ag) on the basis of photophysical studies, mass analysis, and high-resolution mass spectrometry analysis.

摘要

通过一种无害的路线合成新的四苯乙烯(TPE)共轭物,揭示了一种基于独特的 TPE 的聚集诱导发射荧光团 3(TPEN),当发射从蓝色变为绿色(通过研磨)和绿色变为蓝色(通过冒烟)时,它显示出有趣的机械变色性质。TPEN 的机械变色性质已被探索用于制备无油墨可重写的安全文件用纸。对 TPE-嘧啶支架的详细光物理研究发现,它对银离子(Ag)比对其他金属离子具有更高的灵敏度,在水溶液中的检测限为 0.25 μM。基于光物理研究、质量分析和高分辨率质谱分析,确定了 TPEN 和银离子的配合物的化学计量比为 2:1(TPEN:Ag)。

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