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Citation: WU Lin-Hu, TA Hong-Gui, ZHONG Chun-Long. Selective Recognition of Zinc Ion by N'-((2-Hydroxynaphthalen-1-yl)methylene)-2-naphthohydrazone[J]. Chinese Journal of Applied Chemistry, ;2010, 27(6): 632-636. doi: 10.3724/SP.J.1095.2010.90544 shu

Selective Recognition of Zinc Ion by N'-((2-Hydroxynaphthalen-1-yl)methylene)-2-naphthohydrazone

Department of Chemical and Materials Engineering, Longyan University, Longyan 364000

Received Date: 20 August 2009
Revised Date: 29 November 2009

A fluorescent chemosensor,N'-((2-hydroxynaphthalen-1-yl)methylene)-2-naphthohydrazone(3), was designed and synthesized. Compound 3 was confirmed by IR,¹H NMR and ESI-MS. Compound 3 was investigated to recognize transition metal ions such as Zn²⁺, Cd²⁺, Cu²⁺, Hg²⁺, Pb²⁺ and Ni²⁺ via the fluorescence spectroscopic method. Mechanism of enhancement of the fluorescence of compound 3 by Zn²⁺ was briefly discussed. The experiments show that acceptor 3 has a good selectivity of Zn²⁺ in acetonitrile. A new peak in the absorption spectrum of acceptor 3 at 435 nm appears for the addition of Zn²⁺ with the gradually increasing absorbancy,while five clear absorption points can be observed at 239, 302, 330, 342 and 387 nm, respectively. The fluorescence of acceptor 3 shows a highly selective response to Zn²⁺ only. In acetonitrile Zn²⁺ induced a dramatic enhancement in the fluorescence of acceptor 3 by 101 folds at 516 nm, whereas the other transition metal ions had little influence on the fluorescence of acceptor 3. Job's test showed acceptor 3 coordinated to Zn²⁺ to form a 1:1 model complex.
- N'-((hydroxynaphthalenyl) methylene) naphthohydrazone,
- Zn²⁺,
- fluorescence enhancement,
- molecular recognition
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