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

Abstract

High absorption coefficient, fluorescence quantum yield, photo stability and relatively long wavelengths of rhodamine dye expand 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 (photoinduced electron transfer) and CHEF (chelation enhanced fluorescence) process along with spirolactam (non-fluorescent) to ring-opened amide (fluorescent) process. The presence of 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 presence of Al3+, the opened spirolactam ring forms a 1:1 binding complex with metal which is supported by its high binding constant (Ka = 7.033×103 M-1). Limit of detection (LOD) and limit of quantification (LOQ) value 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 presence of Na2EDTA by both UV-Vis and fluorometric titration. The sensing behaviour of chemosensor towards Al3+ was supported by DFT/TDDFT calculations.

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Publication details

The article was received on 24 Jan 2018, accepted on 27 Apr 2018 and first published on 27 Apr 2018


Article type: Paper
DOI: 10.1039/C8NJ00436F
Citation: New J. Chem., 2018, Accepted Manuscript
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    A novel chemosensor based on rhodamine and azobenzene moieties for selective detection of Al3+ ion

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

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