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Issue 101, 2014

A nitroaromatic fluorescence sensor from a novel tripyrenyl truxene

Author affiliations

Abstract

A new fluorophore containing a truxene core and three ethynyl pyrene peripheries is successfully synthesized by Sonogashira coupling. This compound exhibits superior emission properties compared to the parent truxene with quantum yields of 71 and 53% in CHCl3 and aqueous THF, respectively. In CHCl3, it shows a selective fluorescence quenching towards 2-nitrophenol with a detection limit of 1.54 ppm. When dissolved in aqueous THF, however, its fluorescence signal is selectively quenched by picric acid with a detection limit of 0.15 ppm. Since the absorption bands of these analytes overlap with the excitation wavelength of the fluorophore, the inner filter effect may be a significant cause of the fluorescent quenching. However, there is no constant correlation between the fraction of photons absorbed by the fluorophore and the emission integrals, therefore, other quenching mechanisms might also play important roles. The Stern–Volmer plots at different temperatures indicate a static or contact quenching of the fluorophore, which could be caused by the π–π interaction between the fluorophore and the electron-deficient analytes.

Graphical abstract: A nitroaromatic fluorescence sensor from a novel tripyrenyl truxene

Supplementary files

Article information


Submitted
28 Sep 2014
Accepted
29 Oct 2014
First published
29 Oct 2014

RSC Adv., 2014,4, 58077-58082
Article type
Paper
Author version available

A nitroaromatic fluorescence sensor from a novel tripyrenyl truxene

P. Sam-ang, D. Raksasorn, M. Sukwattanasinitt and P. Rashatasakhon, RSC Adv., 2014, 4, 58077 DOI: 10.1039/C4RA11407H

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