Volume 20, Number 3, 771-777, DOI: 10.1007/s10895-010-0620-6

Synthesis of a Novel Fluorescent Schiff Base as a Possible Cu(II) Ion Selective Sensor

Mehmet Yıldırım and İsmet Kaya

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Abstract

In this study a new fluorescent Schiff base; 1,1′-(4,4′-oxybis(4,1-phenylene)bis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)dinaphthalen-2-ol (2-HNA) was synthesized and characterized by FT-IR, UV-vis, and 1H and 13C-NMR techniques. Photoluminescent properties of 2-HNA were investigated in different solvents including methanol, THF, DMF, DMSO, acetone, acetonitrile, and dichloromethane. 2-HNA was found to have higher emission intensity and Stoke’s shift value (∆λST) in methanol solution. Relative emission intensity changes (I0−I/I0) of 2-HNA in methanol/water mixtures depending on different Cu+2 ion concentrations were determined and a linearized plot was obtained. Possible interference of some other transition metal ions was also determined. Sensitivity limit of the new sensor was found to be higher than 5 × 10−7 mol/L. 2-HNA has quite high selectivity against Cu+2 ion and, thus, can be used as a new fluorescence Cu+2 ion sensor in practice.

Keywords  Fluorescence sensor - Cu(II) sensor - Schiff base - Chemosensor

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