Issue 17, 2012
From the journal:

Journal of Materials Chemistry

Highly sensitive and selective fluorometric off–on K+ probe constructed via host–guest molecular recognition and aggregation-induced emission†

Xiaorui Wang,a   Jinming Hu,a   Tao Liu,a   Guoying Zhang*a  and  Shiyong Liu*a  

* Corresponding authors

a CAS Key Laboratory of Soft Matter Chemistry, Department of Polymer Science and Engineering, Hefei National Laboratory for Physical Sciences at the Microscale, University of Science and Technology of China, Hefei, Anhui 230026, China
E-mail: sliu@ustc.edu.cn, gyzhang@ustc.edu.cn

Abstract

In this work, we integrated the concept of aggregation-induced emission (AIE) with the specific supramolecular recognition between K+ ions and crown ether moieties to develop more effective fluorometric K+ probes. We synthesized a novel crown ether-functionalized tetraphenylethene (TPE) derivative, TPE-(B15C5)4, via the thiol-ene click reaction of thiol-derivatized TPE, TPE-(SH)4, with maleimide-functionalized benzo-15-crown-5 (B15C5). In TPE-(B15C5)4, the TPE core and four outer B15C5 moieties serve as the AIE-active motif and supramolecular K+-recognizing functionalities, respectively. TPE- (B15C5)4 molecularly dissolves in THF with negligible fluorescence emission. As we have envisaged, upon K+ addition, TPE-(B15C5)4 can be effectively induced to aggregate due to K+-mediated cross-linking via the formation of K+/B15C5 (1/2 molar ratio) molecular recognition complex in a sandwiched manner. This process is concomitantly accompanied with the turn-on of fluorescence emission via the AIE mechanism. Thus, TPE-(B15C5)4 can serve as highly sensitive and selective fluorometric off–on K+ probes.

Graphical abstract: Highly sensitive and selective fluorometric off–on K+ probe constructed via host–guest molecular recognition and aggregation-induced emission

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Supplementary files

Article information

DOI
https://doi.org/10.1039/C2JM16510D
Article type
Paper
Submitted
10 Dec 2011
Accepted
27 Feb 2012
First published
22 Mar 2012

J. Mater. Chem., 2012,22, 8622-8628

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Highly sensitive and selective fluorometric off–on K+ probe constructed via host–guest molecular recognition and aggregation-induced emission

X. Wang, J. Hu, T. Liu, G. Zhang and S. Liu, J. Mater. Chem., 2012, 22, 8622 DOI: 10.1039/C2JM16510D

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