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A Highly Selective and Sensitive Fluorescent Turn-on Probe for Al 3+ Based on Naphthalimide Schiff Base
A simple and highly selective aluminium ion fluorescent probe (N-n-butyl-4-[3,3'-((2-aminoethyl)azanediyl)bis(N'-(2-hydroxy-3-methoxybenzylidene)-propanehydrazide)]-1,8-naphthalimide) (P-1) employing 1,8-naphthalimide as the fluorophore group and Schiff base as the recognition group has be...
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Published in: | Journal of fluorescence 2017-05, Vol.27 (3), p.1191 |
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Main Authors: | , , , , , , |
Format: | Article |
Language: | English |
Online Access: | Get full text |
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Summary: | A simple and highly selective aluminium ion fluorescent probe (N-n-butyl-4-[3,3'-((2-aminoethyl)azanediyl)bis(N'-(2-hydroxy-3-methoxybenzylidene)-propanehydrazide)]-1,8-naphthalimide) (P-1) employing 1,8-naphthalimide as the fluorophore group and Schiff base as the recognition group has been successfully synthesized and systemically characterized. The structure of probe P-1 has been established by single crystal X-ray. The photophysical properties of probe P-1 revealed that the values of the fluorescence quantum yield are higher in non-polar solvents than in polar solvents. Compared with the free P-1, the fluorescence intensity of P-1 shows a significant fluorescence enhancement in the presence of Al
without any significant interference from other cations and anions. In addition, from the UV-vis titration, fluorescence titration,Job's plot and
H NMR spectra analysis, we could primarily confirm that three important coordinative sites of P-1 for Al
were from imine nitrogen and tertiary amine nitrogen and formed a 1:1 complex. The fluorescence intensity for the (P-1) showed a good linearity with the concentration of Al
in the range of 3.0-10.0 μM, with a detection limit of 8.65 × 10
M and a binding constant (K
) of 4.95 × 10
M
. It is worthy of note that the probe P-1 was successfully applied in detection of Al
in Yellow River and tap water samples. |
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ISSN: | 1573-4994 |