Methyl position affect the fluorescence performance of HBT derivatives for the detection of hypochlorite under alkaline condition.

Five fluorescent derivatives of hydroxyphenyl-benzothiazole (HBT) with different methyl positions at the hydroxyphenyl group were synthesized with good yield. Their reactivity and fluorescent response to hypochlorite were carefully studied. It was found that the HBT derivatives with meta-methyl (3-HBT or 5-HBT) showed the highest reactivity to hypochlorite under basic conditions, accompanied by the most efficient fluorescence quenching, whereas HBT derivatives with ortho or para methyl exhibited the least reactivity to hypochlorite. The LUMO and HOMO of 3-HBT were further verified to explain the fluorescence behavior by density functional theory (DFT) calculation. The excellent selectivity of 3-HBT toward hypochlorite against other reactive oxygen species (ROS) was also evaluated under the same conditions. The compounds emit bright green fluorescence in a solid-state, which is convenient for designing sensing devices for hypochlorite in water samples. Thus, the HBT derivatives with meta methyl (3-HBT) were successfully applied to fabricate paper sensors for the quantification of hypochlorite in tap water. Hence, the fluorescent 3-HBT exhibits great promise as a selective and sensitive hypochlorite probe in chemical and biological applications.

Multi-dentate chelation induces fluorescence enhancement of pyrene moiety for highly selective detection of Fe(III).

Fluorescence enhancement has great advantages and various promising applications for a fluorescent molecular probe, which shows high sensitivity and high selectivity. In this report, a novel pyrene-based fluorescent probe with multidentate ligand (PPD) was synthesized for highly selective detection of Fe(III), which exhibited great fluorescence enhancement response upon the addition of Fe(III) in aqueous solution of pH 3.5 ~ 7.5, with a detection limit of 115 nM. The probe also has good water solubility and photostability. Further fluorescence titration confirmed 1:1 stoichiometric ratio for the probe PPD-Fe(III), which can be applied for quantification of Fe(III). The probe was validated for ferric detection in real water samples by spike and recovery test.