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Enhanced fluorescence probes based on Schiff base for recognizing Cu2+ and effect of different substituents on
Fanyong Yan1, Xiaodong Sun1, Ruiqi Zhang1
1State Key Laboratory of Separation Membranes and Membrane Processes, National Center for International Joint Research on Separation Membranes, School of Chemistry and Chemical Engineering, Tianjin Polytechnic University, Tianjin 300387, PR China.
Abstract:
Three enhanced fluorescence probes based on Rhodamine B-Schiff base structure were synthesized for detecting Cu2+. The corresponding detection limits were found to be 0.25 μM, 0.15 μM and 0.18 μM. Binding ratio and binding sites were determined by Job's and nuclear magnetic titration experiments. The binding constants obtained by the Benesi-Hildebrand equation to be 341.0 M-0.5,1.8 × 104 M-1, and 265.4 M-0.5, respectively. As isomers, the different effects of probes on Cu2+ detection were researched. By adjusting the position and the size of the substituent group, the effects of binding sites and steric hindrance on the complexation ratio, response time and detection limit were discussed. Optimal spatial combination structure with Cu2+ was obtained through energy calculation. Detection mechanism of Rhodamine B ring opening based on the complex of the Schiff base with Cu2+ was confirmed. E. coli staining and detection of real water samples had expanded their applications.
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