A fluorescence "on–off" sensor for the highly selective and sensitive detection of Cu2+ ion. Issue 6 (12th December 2019)

• Record Type: Journal Article
• Authors: Zhang, Han; Qu, Yao; Zhao, Kun; Wang, Cong; Wu, Yancong; Wu, Huilu
• Is Part Of: Journal of the Chinese Chemical Society. Volume 67:Issue 6(2020)
• Page Start: 1062
• Page End: 1069
• Publication Date: 2019-12-12
• Subjects: copper(II) ion -- fluorescence chemosensor -- naphthalimide -- recognition -- Schiff base; Chemistry -- Periodicals; Electronic journals; 540.5
• DOI: 10.1002/jccs.201900337
• Languages: English
• ISSNs: 0009-4536

Abstract

Abstract: In an attempt to obtain a model of copper(II) ion‐selective sensors, a new 1, 8‐naphthalimide‐based fluorescence chemosensor, N ‐allylamine‐4‐[(E)‐4‐(([2‐aminoethyl]imino)methyl) benzene‐1, 3‐diol]‐1, 8‐naphthalimide (NABN), was designed and synthesized. The sensor NABN is fully characterized by melting point analysis, fourier transform infrared spectra, Ultraviolet–visible (UV–vis) spectra, fluorescence spectra, 1 H NMR and 13 C NMR spectroscopy, and mass spectrometry. NABN showed an unrivaled sensing behavior and an ardent selectivity toward copper(II) ion over other competitive metal ions tested in solution (N, N‐Dimethylformamide (DMF)/Tris–HCl buffer, 1:1, v/v, pH = 7.2). The sensor showed a linear fluorescence quenching toward copper(II) ion in the range 0–50 μM, with a detection limit of 1.92 × 10 −7 M estimated. Job's method indicated the formation of a 2:1 coordinative mode of the sensor with copper(II) ion with a high threshold of binding constant of 4 × 10 12 M −1 . Combining the above results, the quenching response of NABN toward Cu(II) ions could be ascribed to the strong, intrinsic paramagnetic behavior of Cu(II). Abstract : A new 1, 8‐naphthalimide‐based fluorescence chemosensor, N ‐allylamine‐4‐[(E)‐4‐(([2‐aminoethyl]imino)methyl) benzene‐1, 3‐diol]‐1, 8‐naphthalimide (NABN), was designed and synthesized. NABN showed an unrivaled sensing behavior and an ardent selectivity toward copper(II) ion over other competitive metal ions tested in solution (DMF/Tris–HCl buffer, 1:1, v/v, pH = 7.2). The quenching response of NABN toward Cu(II) ions could be ascribed to the strong, intrinsic paramagnetic behavior of Cu(II).