A novel triaminopyridine fluorescent probe based on AIE effect with high selectivity under solvent shielding effect

Abstract

A new fluorescent probe TPA-DAP with aggregation-induced emission (AIE) characteristic based on 2,6-pyridinedicarboxylic acid was synthesized for the detection of paramagnetic ions (Cu2+, Co2+, Ni2+). In the DMF/PBS (5:95, v/v, pH = 7.40) solvent mixture, the fluorescence intensity exhibited a notable enhancement of over 3-fold when compared to DMF alone. Concurrently, fluorescence quenching phenomena were observed in the presence of Cu2+, Co2+, and Ni2+, with corresponding detection limits measured at 56.4 nM, 22.4 nM, and 26.5 nM, respectively. These detection limits were found to be lower than the prescribed thresholds for Cu2+ in Class I groundwater and Co2+, Ni2+ in Class III groundwater, multi-functional detection was possible. The coordination constants were 9.07 × 105, 3.63 × 105 and 5.69 × 105, respectively. However, in the DMSO system, the probe will be highly selective in the presence of solvent shielding effects. The probe showed more than 10-fold enhancement of fluorescence intensity in DMSO/Tris-HCl (5:95, v/v, pH = 7.00) compared to DMSO and specific detection of Cu2+ with a detection limit of 36.7 nM and a coordination constant of 4.35 × 105, and was cyclically detectable in the presence of EDTA. TPA-DAP was applied for the detection of Cu2+ in actual water samples and showed good biocompatibility and recyclability, making it suitable for water testing and test paper experiments, and also for a wide range of applications in the identification of Cu2+, Co2+, Ni2+ and other bioassays in cells and zebrafish. Solvents could be selected according to actual test requirements.