2,6-二氨基吡啶衍生物作为过渡金属离子荧光探针的研究

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Abstract Three derivatives of 2,6-diaminopyridine were synthesized with naphthyridine ring and —NH₂,—OH and —NHCOCHCH₂ groups. They are 2,4-dimethyl-7-hydroxyl-1,8-naphthyridine (DMHND), 2,4-Dimethyl-7-amino-1,8-naphthyridine (DMAND ) and DMAAN. The binding ability of the derivatives of 2,6-diaminopyridine for metal ions in acetonitrile was investigated using UV-Vis and fluorescence spectrometry. The changes of the dyes spectra were observed in the presence of transition metal ions, but were not observed in the presence of K⁺,Na⁺,Mg²⁺,Ca²⁺ and Pd²⁺. Except for DMHND that has weak binding ability for Cu²⁺,two dyes can bind with Cu²⁺ at the ratios of DMAAN∶Cu²⁺=1∶1, DMAND∶Cu²⁺=1∶1. The resulting binding curves were analyzed by nonlinear regression methods, giving the association constant for DMAAN to be about 4.4×10⁵ L·mol^-１,and about 6.3×10⁶ L·mol^-１ for DMAND. DMAND contains an electron-donating group (amino group) conjugated to an electron-withdrawing group (the pyridine ring), and undergoes intramolecular charge transfer from the donor to the acceptor upon excitation by light. When Cu²⁺ interacting with the N of the pyridine ring enhances the electron-withdrawing character of this group, the spectrum is thus red-shifted and the intensity is increased. DMAND displayed a high sensitivity among the three derivatives of 2,6-diaminopyridine as the fluorescence probe of transition metal ions.

Key words：Fluorescent probe;Transition metal ions;2;6-diaminopyridine

Received: 2006-09-29 Accepted: 2006-12-28

ZTFLH:

O657.1

Corresponding Authors: ZHOU Yan-mei E-mail: zhouym@henu.edu.cn

Cite this article:

ZHOU Yan-mei,TONG Ai-jun. Study of Derivatives of 2,6 -Diaminopyridine as Fluorescence Probe of Transition Metal Ions[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2007, 27(12): 2518-2522.

URL:

https://www.gpxygpfx.com/EN/Y2007/V27/I12/2518