Abstract

A new Schiff base fluorescent probe NBP derived from the one-step condensation strategy of 2-butyl-6-hydroxy-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5-carbaldehyde and N-(2-(hydrazinecarbonyl)phenyl)benzamide was synthesized and characterized. NBP exhibited high selectivity toward Al3+ along with naked-eye color changes and prominent fluorescence enhancement. The limit of detection (LOD) of NBP toward Al3+ was detected to be 80 nM. The binding ratio of NBP with Al3+ ions was obtained as 1 : 2 on the basis of Job's plot with the association constant Ka value of 4.22 × 1010 M-1/2. The plausible complexation mechanism of NBP toward Al3+ ions was validated by the density functional theory (DFT) and IR spectrum. In addition, in situ formed "NBP + Al3+" could be utilized as the second sensor for selective recognition of F-via fluorescence quenching with a low detection limit (44 nM). Furthermore, the cell imaging experiments of probe NBP in HeLa cells have successfully demonstrated that NBP could serve as an indicator for monitoring Al3+ ions in living cells. On top of that, NBP could be used to prepare simple test paper strips for quickly and qualitatively detecting a trace amount of Al3+ ions in a visible manner.

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