Abstract
The present work describes an eugenol-sulfonyl based fluorescence chemosensor, H4L [H4L=6,6′-((1E,1′E)-((sulfonylbis(6-hydroxy-3,1- phenylene))bis(azanylylidene))bis(methanylylidene))bis(4-allyl-2-methoxyphenol)], which shows maximum emission intensity towards Al3+ ion in presence of other competing metal ions. Upon excitation at 440 nm H4L exhibits a significant rise in fluorescence at 547 nm upon gradual addition of Al3+ ion in the HEPES buffer at pH=7.4 (MeOH:H2O, 4:1, (v/v)). The increasing value of fluorescence is mainly due to chelation enhanced fluorescence effect (CHEF). Complete characterization of the probe (H4L) and metal bound complex (1) have been determined using a range of methods including UV–Vis absorption titration, fluorescence titration, NMR, ESI-mass, etc. Thus 1:2 binding stoichiometry between H4L and metal ion has been also proved. Another important aspect: regeneration and reversibility of H4L are investigated in presence of Na2EDTA. H4L exhibits ∼ 10−6 M order detection limit and significant binding constant (∼106 M−1) for the Al3+ ion, suggesting its potential use in bio-imaging studies. The probe was effectively used in real samples as well as paper strip to locate the Al3+ ion.
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