Polymeric Ionic Liquid-Based Fluorescent Amphiphilic Block Copolymer Micelle for Selective and Sensitive Detection of p-Phenylenediamine

A highly sensitive and selective detection of p-phenylenediamine (PPD) is achieved by a fluorescence sensor, which is constructed by encapsulating the hydrophobic fluorescent 1-pyrenecarboxaldehyde (Py-CHO) into a polymeric ionic liquid (PIL)-based amphiphilic block copolymer (BCP) micelle. The amine–aldehyde condensation reaction between PPD and Py-CHO leads to the fluorescence quenching of Py-CHO, giving rise to the basis for the quantitative detection of PPD. The core cavity of the micelle formed by the self-assembly of PIL provides an excellent hydrophobic environment for the accommodation of fluorescent Py-CHO, offering significant improved sensitivity and selectivity for PPD detection. The amount of PIL in fabricating the amphiphilic BCP micelle, the BCP-Py-CHO micelle concentration, and the detection pH condition are investigated to obtain the best performance of this sensor. The accurate detection of PPD is achieved in the range of 0.02–10 μmol L–1 under optimal conditions, and the detection limit is 0.007 μmol L–1 (3σ/s). The developed sensor is successfully applied to the determination of PPD contents in hair dyes, spiked water, and urine samples.