Anthracene based AIEgen for picric acid detection in real water samples.

Abstract

In this work, a new anthracene Schiff base derivative (AS) was successfully synthesized and characterized by pivotal analytical techniques. Based on the contented results, the AS molecule was employed for photophysical investigation using UV-Visible absorption, steady state and time resolved fluorescence techniques. The photophysical studies reveal that the AS possesses modest molar absorption coefficient (104) and weak fluorescence (ϕ = 0.006). The weak fluorescence of AS is due to intramolecular photoinduced electron transfer (PET). Intriguingly, the weak fluorescence intensity of AS is enhanced dramatically by the gradual addition of water up to 90% as well as appearance of long lived fluorescence decay. The enhancement in the fluorescence intensity and lifetime clearly indicates that this molecule has aggregation-induced emission (AIE) property. Further, the AIE property of AS is utilized for sensitive detection of picric acid (PA). The fluorescence of aggregated AS is quenched regularly with the sequential addition of PA concentration. The higher Stern-Volmer constant (2.61 × 105 M-1) and excellent detection limit of 93 nM designate the AS aggregates as potential candidate for explosive detection. The mechanism behind the quenching of fluorescence can be ascribed to inner filter effect, which is supported by spectral overlap analysis and fluorescence lifetime measurements. The suitability of AS aggregates for practical applications is realized by the detection of trace amounts of PA in real water samples.