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Issue 12, 2018
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A novel chemosensor based on rhodamine and azobenzene moieties for selective detection of Al3+ ions

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Abstract

The high absorption coefficient, fluorescence quantum yield, photo stability and relatively long wavelengths of rhodamine dye have expanded its applicability as a promising fluorescent probe. In the present investigation, two dyes, namely rhodamine and azobenzene, have been conjugated for the detection of Al3+ in aqueous ethanol. The turn on fluorescence response of chemosensor L towards Al3+ is attributed to the inhibited PET (photo-induced electron transfer) and CHEF (chelation enhanced fluorescence) process along with the spirolactam (non-fluorescent) to ring-opened amide (fluorescent) process. The presence of the PET and CHEF process was corroborated by time-resolved photoluminescence study and the spirolactam ring opening was confirmed by 13C NMR and infrared spectroscopy. In the presence of Al3+, the opened spirolactam ring forms a 1 : 1 binding complex with the metal, which is supported by its high binding constant (Ka = 7.033 × 103 M−1). The limit of detection (LOD) and limit of quantification (LOQ) values are found to be 1.1 × 10−7 M and 3.6 × 10−7 M, respectively. The reversible recognition of Al3+ was also proved in the presence of Na2EDTA by both UV-Vis and fluorometric titration. The sensing behaviour of the chemosensor towards Al3+ was supported by DFT/TDDFT calculations.

Graphical abstract: A novel chemosensor based on rhodamine and azobenzene moieties for selective detection of Al3+ ions

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Supplementary files

Article information


Submitted
24 Jan 2018
Accepted
27 Apr 2018
First published
27 Apr 2018

New J. Chem., 2018,42, 10191-10201
Article type
Paper

A novel chemosensor based on rhodamine and azobenzene moieties for selective detection of Al3+ ions

S. Mabhai, M. Dolai, S. Dey, A. Dhara, B. Das and A. Jana, New J. Chem., 2018, 42, 10191
DOI: 10.1039/C8NJ00436F

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