In this paper, the target compound, 4-hydroxy-3-[(2-hydroxy-1-naphthalenyl)methyleneamino]benzenesulfonamide (hereafter referred to as HA), was synthesized via the reaction of 2-hydroxy-1-naphthaldehyde with 2-aminophenol-4-sulfonamide in an 86% yield. In methanol–water (v/v, 1:1, pH 5.0 acetate buffer), HA displays a “turn-on” fluorescence response at 531 nm (λex = 411 nm) toward Al3+ with high selectivity over 17 common metal ions and 11 anions. The fluorescence intensity is linearly correlated to an Al3+ concentration from 1 to 10 µM (R2 = 0.999) with a detection limit of 58 nM (3σ/k). Job’s plot and DFT calculations (M06/6-31G) both support a 1:1 binding stoichiometry. Under the tested conditions (with the methanol–water medium having an effective ionic strength equivalent to a low-salinity environment), the probe’s performance was unaffected. In natural aqueous samples (tap water and bottled water), which typically have low salinity (estimated as 0–5‰), Al3+ in the samples can also be chelated by the HA probe with a precision of relative standard deviation of less than 1%, and the recovery rate is higher than 90%. The probe exhibited acceptable relative recovery and low standard deviation, demonstrating a rapid and convenient novel method for detecting Al3+ in a natural aqueous sample.
Li et al. (Thu,) studied this question.