Pseudo-crown ether having AIE and PET effects from a TPE-CD conjugate for highly selective detection of mercury ions  

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作  者:Kai-Ran Zhang Ming Hu Jun Luo Fengying Ye Ting-Ting Zhou Ying-Xue Yuan Miao-Li Gao Yan-Song Zheng 

机构地区:[1]Key Laboratory of Material Chemistry for Energy Conversion and Storage,Ministry of Education,School of Chemistry and Chemical Engineering,Huazhong University of Science and Technology,Wuhan 430074,China [2]Tongji School of Pharmacy,Huazhong University of Science and Technology,Wuhan 430030,China

出  处:《Chinese Chemical Letters》2022年第3期1505-1510,共6页中国化学快报(英文版)

基  金:National Natural Science Foundation of China(Nos. 91856125 and 21673089);HUST Graduate Innovation Fund for financial support。

摘  要:A new tetraphenylethylene-cyclodextrin (TPE-CD) conjugate with a linkage composed of long triethylene glycol chain and triazole ring on the CD rim has been designed and synthesized. The TPE-CD conjugate exists in a stretched form in DMSO and enhances its fluorescence after addition of a small amount of water due to aggregation-induced emission (AIE) effect. However, in the presence of a large amount of water, the TPE unit will enter the cyclodextrin cavity to form a folded self-inclusion compound. In the self-inclusion compound, not only nitrogen-containing pseudo-crown ether is formed but also arouses photo-induced electron transfer (PET) process from nitrogen atoms of triazole ring to TPE unit and quenches the fluorescence although more aggregation occurs in more water. This is the first finding that TPE-macrocycle conjugate can form pseudo-crown ether and has both the AIE phenomenon and the PET effect. Interestingly, only mercury ion arouses the fluorescence recover of the self-inclusion compound by entering the pseudo-crown ether cavity and blocking the PET process by binding to the nitrogen atoms, while other tested metal ions almost have no effect on the fluorescence. Therefore, the TPE-CD conjugate can be used for the highly selective fluorescence "Turn-On" detection of Hg^(2+).

关 键 词:Tetraphenylethylene-cyclodextrin conjugate Aggregation-induced emission Self-inclusion compound Photo-induced electron transfer Mercury ion sensor Highly selective Pseudo-crown ether 

分 类 号:O657.3[理学—分析化学]

 

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