Benzil Bis-Hydrazone Based Fluorescence 'Turn-on' Sensor for Highly Sensitive and Selective Detection of Zn(II) Ions

In this study, a novel Benzil Bis-Hydrazone (BBH) sensor with two C = N-N = C moieties was designed and synthesized based on the condensation reaction between benzil-dihydrazone (b) and cinnamaldehyde. The BBH probe in dimethylsulfoxide showed extremely weak fluorescence. However, the same solution exhibited an intensive fluorescence enhancement (152-fold) with the introduction of Zn(II) ions. In contrast, no or negligible fluorescence changes were observed when other ions were added. The fluorogenic behavior of BBH towards the examined cations indicated an excellent selectivity of the BBH sensor for Zn(II) cations without any interference from other cations like Fe(II), Mg(II), Cu(II), Co(II), Mn(II), Cr(III), Hg(II), Sn(II), Al(I), La(III), Ca(II), Ba(II), Na(I), K(I), and especially Cd(II). Moreover, the UV-vis spectrophotometric titrations revealed that a 1:1 stoichiometric complex BBH-Zn(II) was formed during the Zn(II) sensing and the binding constant value for this complex was calculated to be equal to 10^6.8. Further, in order to show the affinity of the BBH sensor for Zn(II) cations, it was deemed necessary to determine the limit of detection (LOD) which was found to equal to 2.5 10^-4 M.