Abstract

In this article, a novel fluorescent probe 2-[4-(4-Amino-benzenesulfonyl)-phenyl]-6-bromo-benzo[de]isoquinoline-1,3-dione (L) based on aggregation-caused quenching (ACQ)-type naphthalimide was designed and synthesized, which adopt twisted molecular conformation. The probe exhibited high sensitivity and selectivity for 2,4,6-trinitrophenol (TNP) in aqueous medium. In addition, the fluorescence changes induced by TNP exhibit a sharp contrast where the visual fluorescence color of L changed from grass yellow to blackish green under UV-lamp irradiation upon the addition of TNP to L solution. The detection limit of L for TNP could reach as low as 0.127 μM. The emission quenching mechanisms of the sensing properties of L toward TNP were preliminarily studied as well. These results demonstrate that L can serve as an excellent sensor for TNP through a luminescence quenching process.

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