Novel AIEE pillar[5]arene-fluorene fluorescent copolymer for selective recognition of paraquat by forming polypseudorotaxane

Abstract

A novel conjugated polymer (Co-P[5]Flu) was synthesized by copolymerizing a difunctionalized pillar[5]arene and a fluorene derivative monomer. Co-P[5]Flu displayed an aggregation-induced emission enhancement (AIEE) effect because of the restricted intramolecular rotations of the pillar[5]arene unit. Co-P[5]Flu exhibited high selectivity and sensitivity towards the pesticide paraquat (PQ) with excellent anti-interference properties. It presented fluorescence quenching response (1–I/I0=96.6%) only towards paraquat and not towards other competitive guests. The fluorescence titration experiments revealed that the detection limit (LOD) for paraquat was as low as 1.69×10−8 M, and the Stern-Volmer constant (KSV) was determined to be 2.11×104 M−1. The recognition mechanism was studied using both 1H NMR titration and theoretical calculations. The Co-P[5]Flu showed fluorescence quenching for PQ due to the synergistic effect of polypseudorotaxane formation and photoinduced electron transfer (PET). Additionally, the polymer chemosensor demonstrated potential for the detection of paraquat in practical samples.