Issue 12, 2024

Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

Abstract

The pyrimidine-functionalized tetrarylethylene derivatives, BTPT-2-PAo and TPT-2-PAo, were designed, synthesized and characterized. Both compounds exhibit distinct responses to various external stimuli including solvents, acids, light, and metal ions. Remarkable acidichromism and “turn-off” fluorescence are induced by protonation effects, while significant enhancement in photoluminescence resulted from photocyclization reactions. Additionally, the emission intensity of BTPT-2-PAo and TPT-2-PAo can be significantly attenuated upon interaction with Cr3+, Al3+, and Fe3+ accompanied by a color change from colorless to yellow. Job's plots confirmed the 1 : 1 stoichiometry of complex formation between them and Cr3+, Al3+, and Fe3+, respectively. Moreover, the limit of detection for these trivalent metal ions reached a magnitude of 10−7 mol L−1. Finally, we successfully demonstrated that BTPT-2-PAo and TPT-2-PAo can be utilized in test paper strips for rapid “naked-eye” detection of acid as well as M3+ (M: Cr, Al, and Fe). Therefore, the multi-response performance along with the ease of preparation endows BTPT-2-PAo and TPT-2-PAo with potential applications in fluorescence sensing of acid/metal ions and security ink.

Graphical abstract: Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

Supplementary files

Article information

Article type
Paper
Submitted
12 Nov 2023
Accepted
16 Feb 2024
First published
19 Feb 2024

J. Mater. Chem. C, 2024,12, 4345-4359

Development of a multi-responsive fluorescence switch system based on a pyrimidine functionalized tetrarylethylene compound

R. Wang, S. Liu, C. Zheng, Y. Mu, M. Li, G. Li and S. Pu, J. Mater. Chem. C, 2024, 12, 4345 DOI: 10.1039/D3TC04150F

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