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Design and synthesis of a chemosensor for the detection of Al3+ based on ESIPT†
Jing-can Qin,Zheng-yin Yang,Long Fan,Xiao-ying Cheng,Tian-rong Li,Bao-dui Wang
Analytical Methods Pub Date : 07/10/2014 00:00:00 , DOI:10.1039/C4AY01330A
Abstract

In this study, a simple fluorescent sensor 2-hydroxybenzcarbaldehyde-(2-methylquinoline-4-formyl) hydrazone (HL) has been designed, synthesized and characterized by 1H-NMR, IR, ESI-MS. Upon addition of Al3+, HL shows a large fluorescence enhancement (220-fold) at 484 nm. The reasons for this phenomenon are attributed to formation of a 1 : 1 complex (Ka = 5.6 × 104), which inhibits the excited-state intramolecular proton transfer (ESIPT) process and photo-induced electron transfer (PET) process. Other metal ions including Ba2+, Ca2+, Cd2+, Co2+, Cr3+, Hg2+, K+, Mg2+, Mn2+, Na+, Ni2+, Pb2+ and Zn2+, have almost no influence on the fluorescence. The lowest detection limit for Al3+ is calculated to be 7.2 × 10−7 M in ethanol.

Graphical abstract: Design and synthesis of a chemosensor for the detection of Al3+ based on ESIPT
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