Citation: Zhi-Yun DONG, Chang-Sheng GUO, Lin GAO, Xing-Yu XU, Cheng-Qi LIU, Fu-Gui XI. Fluorescent probe based on N-ethyl carbazol-3-formaldehyde Schiff-base: Synthesis and properties of Cu²⁺ detection[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(5): 859-866. doi: 10.11862/CJIC.2023.040 shu

Fluorescent probe based on N-ethyl carbazol-3-formaldehyde Schiff-base: Synthesis and properties of Cu²⁺ detection

Department of Chemistry, Xinzhou Teachers University, Xinzhou, Shanxi 034000, China

Corresponding author: Fu-Gui XI, xifugui@163.com
Received Date: 21 November 2022
Revised Date: 18 January 2023

Figures(13)

N-ethyl carbazol-3-formaldehyde was synthesized by using carbazole as initial material through a two-step reaction, and its crystal structure was determined by X-ray single crystal diffraction and showed that the crystal belongs to monoclinic, P2₁/n space group. A new fluorescent probe CMP for Cu²⁺ ions was designed and synthesized from N-ethyl carbazol-3-formaldehyde and 1,3-diamino-2-propanol. CMP in DMSO/H₂O (6∶4, V/V, Tris-HCl buffer, pH=7.0) solution displayed highly selective and sensitive fluorescence "on-off" response over all the other competitive metal ions including K⁺, Ni²⁺, Pb²⁺, Sn²⁺, Mn²⁺, Fe³⁺, Fe²⁺, Cr³⁺, Co²⁺, Cd²⁺, Al³⁺, and Mg²⁺. The fluorescence intensity of CMP presented a good linear relationship to the Cu²⁺ concentration and with a low detection limit of 0.205 μmol·L^-1 for Cu²⁺ ion, and the binding constant was calculated to be 1.52×10⁵ L·mol^-1. 1/(I₀-I) of CMP vs c_Cu²⁺/c_CMP plot, Job plot, and ¹H NMR titration confirmed that fluorescence decrease was caused by the formation of 1∶2 complex between CMP and copper ion. The recovery tests demonstrated that CMP could accurately detect the existence of Cu²⁺ ions in water samples.
- N-ethyl carbazol-3-formaldehyde,
- Schiff base,
- fluorescent probe,
- Cu²⁺,
- fluorescence quenching
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Fluorescent probe based on N-ethyl carbazol-3-formaldehyde Schiff-base: Synthesis and properties of Cu2+ detection

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通讯作者: 陈斌, bchen63@163.com

Fluorescent probe based on N-ethyl carbazol-3-formaldehyde Schiff-base: Synthesis and properties of Cu²⁺ detection