Aggregation-induced Emission Active Naphthalimide Derived Schiff Base for Detecting Cu2+ and Its Applications.

Abstract

Herein, an aggregation-induced emission (AIE) active Schiff base (NHS) was synthesized by condensing naphthalimide hydrazide with salicylaldehyde. The non-fluorescent solution of NHS in DMSO turned to emissive NHS upon increasing the HEPES fraction in DMSO from 70 to 95%. The UV-Vis absorption and DLS studies supported the self-aggregation of NHS that restricted the intramolecular rotation and activated the ESIPT process. The blue fluorescence of AIE luminogen NHS in DMSO:HEPES (5:95, v/v, pH = 7.4) was examined by adding different metal ions (Al3+, Ca2+, Cd2+, Co2+, Cu2+, Cr2+, Fe2+, Fe3+, Hg2+, Mg2+, Mn2+, Ni2+, Pb2+ and Zn2+). NHS showed a selective fluorescence switch-off response for Cu2+ due to the chelation enhancement quenching effect(CHEQ). The quenching of NHS by Cu2+ was explored by using density functional theory (DFT) and Stern-Volmer plot. The practical utility of NHS was examined by quantitative and qualitative analysis of Cu2+ in real water samples.