Triphenylamine-Based Polythioacetal for Selective Sensing of Mercury(II) with High Specificity and Sensitivity.

ABSTRACT

Utilizing the mercury (Hg2+)-triggered deprotection of thioacetals to aldehyde groups, we constructed a water-soluble triphenylamine (TPA)-based polythioacetal PTA-TPA with thioacetal groups in the backbones for efficient sensing of Hg2+ in aqueous solutions. PTA-TPA is conveniently prepared by polycondensation of 3, 6-dioxa-1,8-octanedithiol (DODT) with 4-(N,N-diphenylamino) benzaldehyde (TPA-CHO) using thiol-terminated mPEG2k-SH as a capping agent. The interaction of Hg2+ with PTA-TPA activates the aggregation-induced emission (AIE) process of TPA-CHO molecules, which makes the emission enhanced, and the emission color changes to sky blue, while other metal ions do not interfere with the sensing process. PTA-TPA can be used as a highly selective and ultrafast detection system for Hg2+ with a low detection limit (LOD) of 9.88 nM and a fast response of less than 1 min. In addition, the prepared test strips report the presence of Hg2+ with an LOD as low as 1 × 10-5 M. Intracellular imaging applications have demonstrated that PTA-TPA acts as a biocompatible fluorescent probe for efficient Hg2+ sensing in HeLa cells. Overall, the PTA-TPA fluorescence probes have the characteristics of easy synthesis, cost-effective, ultrafast detection speed, high selectivity, and high sensitivity, which can be used in practical applications.