Highly Selective Colorimetric Recognition of Copper Ions Based on N-Aryl Coumarin Methyl Ketone Thiosemicarbazone Receptors

doi:10.7503/cjcu20120356

Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (11): 2452.doi: 10.7503/cjcu20120356

• Organic Chemistry • Previous Articles Next Articles

Highly Selective Colorimetric Recognition of Copper Ions Based on N-Aryl Coumarin Methyl Ketone Thiosemicarbazone Receptors

WEI Tai-Bao, LI Jun-Jian, LIN Qi, YAO Hong, GUO Ying, BAI Cui-Bing, XIE Yong-Qiang, ZHANG You-Ming

College of Chemistry and Chemical Engineering, Key Laboratory of Eco-environment-related Polymer Materials, Ministry of Education, Gansu Key Laboratory of Polymer Materials of Gansu Province, Northwest Normal University, Lanzhou 730070, China

Received:2012-04-16 Online:2012-11-10 Published:2012-10-15
Contact: youming zhang E-mail:zhangnwnu@126.com

Abstract

Abstract:

Two new N-aryl coumarin methyl ketone thiosemicarbazone receptors were designed and synthesized. The binding properties of the receptors with cations such as Fe³⁺, Hg²⁺, Ag⁺, Ca²⁺, Cu²⁺, Zn²⁺, Pb²⁺, Cd²⁺, Ni²⁺, Cr³⁺ and Mg²⁺ in DMSO were investigated by UV-Vis spectroscopy. A clear color change from colorless to yellow was observed upon the addition of Cu²⁺ to the solution of the two receptors in DMSO by naked-eyes and a single selectivity colorimetric recognition. The results showed that the two receptors had a better selectivity for Cu²⁺, but exhibited no evident binding with others cations. The data showed that the two receptors had different binding abilities with Cu²⁺. The UV-Vis data indicated that a 1:1 stoichiometry complex was formed between the receptor and Cu²⁺. The detection limit of the sensor S2 toward Cu²⁺ is 2.0×10^-7 mol/L and an association constant K_s of 1.02×10⁵ L/mol was measured. The sensing of Cu²⁺ by this sensor was found to be reversible, with the Cu²⁺-induced color being lost upon the addition of EDTA. The process of titrating sensor S2 with Cu²⁺ is reversible, and compound S2 could be used as an off-on switch chemosensor.

Key words: Thiosemicarbazone, Copper ion, Cation recognition, Colorimetric recognition

CLC Number:

O625

TrendMD:

WEI Tai-Bao, LI Jun-Jian, LIN Qi, YAO Hong, GUO Ying, BAI Cui-Bing, XIE Yong-Qiang, ZHANG You-Ming. Highly Selective Colorimetric Recognition of Copper Ions Based on N-Aryl Coumarin Methyl Ketone Thiosemicarbazone Receptors[J]. Chem. J. Chinese Universities, 2012, 33(11): 2452.

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Highly Selective Colorimetric Recognition of Copper Ions Based on N-Aryl Coumarin Methyl Ketone Thiosemicarbazone Receptors

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