一种新型酰肼腙类受体的合成与阳离子识别
Synthesis and Cation Recognition Properties of A New N-Acylhydrazone Receptor
摘 要
设计合成了荧光传感分子2-吡啶甲醛-4-乙氧基苯甲酰肼腙(PAEB),采用红外光谱法、氢核磁共振和元素分析法对其结构进行了表征,用紫外可见吸收光谱和荧光发射光谱研究了PAEB对不同金属离子的配位作用的机理。结果表明:PAEB与锌(Ⅱ)形成物质的量的比为1比1配合物。由于此配合物的形成,在发射波长470 nm(激发波长为400 nm)处出现明显的荧光增强,且对锌(Ⅱ)而言具有较高的选择性。初步探讨了受体分子与锌(Ⅱ)的荧光增强机理。
锌(Ⅱ)
荧光增强
识别
N-Acylhydrazone
Zn(Ⅱ)
Fluorescence enhancement
Recognition
Abstract
A fluorescent chemosensor, 2-pyridylaldehyde-4-ethoxybenzoylhydrazone (PAEB), was synthesized and its structure was characterized by IR spectrometry, 1H NMR and elemental analysis. Mechanism of complexation of PAEB with various metal ions, especially the divalent cations of Zn, Cu, Pb, Co, Cd and Ni, and the fluorescence property of its complex with Zn(Ⅱ) ion in an ethanolic acetate buffer medium of pH 8.8 were studied by UV-VIS spectrophotometry and fluorophotometry. It was found that a complex of PAEB with Zn(Ⅱ) having its mole ratio of 1 to 1 was formed, and significant enhancement of fluorescence emission at 470 nm (when excited at 400 nm) with high selectivity was observed. The mechanism involved was discussed preliminarily.
中图分类号 O657.39
所属栏目 工作简报
基金项目
收稿日期 2012/1/13
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备注王作辉(1979-),男,河南长垣人,助教,硕士,主要研究方向为超分子化学。
引用该论文: WANG Zuo-hui,WANG Yan-zhen. Synthesis and Cation Recognition Properties of A New N-Acylhydrazone Receptor[J]. Physical Testing and Chemical Analysis part B:Chemical Analysis, 2012, 48(6): 685～688
王作辉,王艳珍. 一种新型酰肼腙类受体的合成与阳离子识别[J]. 理化检验－化学分册, 2012, 48(6): 685～688
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参考文献
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【2】BERG J M, SHI Y. The galvanization of biology: a growing appreciation for the roles of zinc［J］. Science, 1996,271(5252):1081-1085.
【3】VOEGELIN A, PFISTER S, SCHEINOST A C, et al. Changes in zinc speciation in field soil after contamination with zinc oxide［J］. Environ Sci Technol, 2005,39(17):6616-6623.
【4】CALLENDER E. The urban environmental gradient: anthropogenic influences on the spatial and temporal distributions of lead and zinc in sediments［J］. Environ Sci Technol, 2000,34(2):232-238.
【5】DESILVA A P, GUNARATNE H Q N, GUNNLAUGSSON T, et al. Signaling recognition events with fluorescent sensors and switches［J］. Chem Rev, 1997,97:1515-1566.
【6】LEE P F, YANG C T, FAN D, et al. Synthesis, characterization and physicochemical properties of copper(Ⅱ) complexes containing salicylaldehyde semicarbazone［J］. Polyhedron, 2003,22:2781-2786.
【7】HENARY M M, FAHMI C J. Excited state intramolecular proton transfer and metal ion complexation of 2-(2′-hydroxyphenyl)benzazoles in aqueous solution［J］. J Phys Chem A, 2002,106(21):5210-5220.
【8】HENARY M M, WU Y, FAHMI C J. Zinc(Ⅱ)-selective ratiometric fluorescent sensors based on inhibition of excited-state intramolecular proton transfer［J］. Chem Eur J, 2004,10:3015-3025.
【9】LERAY I, O′REILLY F, HABIB-JIWAN J L, et al. A new calix arene-based fluorescent sensor for sodium ion［J］. Chem Commun, 1999,999(9):795-796.
【10】MCFARLAND S A, FINNEY N S. Fluorescent chemosensors based on conformational restriction of a biaryl fluorophore［J］. J Am Chem Soc, 2001,123(6):1260-1261.
【11】FANG A G, MELLO J V, FINNEY N S. Exploiting the versatile assembly of arylpyridine fluorophores for wavelength tuning and sar［J］. Org Lett, 2003,5(7):967-970.
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