A photochromic salicylaldehyde hydrazone derivative based on CN isomerization and ESIPT mechanisms and its detection of Al3+ in aqueous solution

Liqiang Yan; Hong Yang; Nan Liu; Fengjuan Meng; Shiqing Zhang

doi:10.1016/j.saa.2022.121116

A photochromic salicylaldehyde hydrazone derivative based on CN isomerization and ESIPT mechanisms and its detection of Al³⁺ in aqueous solution

Spectrochim Acta A Mol Biomol Spectrosc. 2022 Jul 5:275:121116. doi: 10.1016/j.saa.2022.121116. Epub 2022 Mar 9.

Authors

Liqiang Yan¹, Hong Yang², Nan Liu², Fengjuan Meng², Shiqing Zhang²

Affiliations

¹ College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, Guangxi 541006, PR China. Electronic address: liqiangyan@glut.edu.cn.
² College of Chemistry and Bioengineering, Guilin University of Technology, Guilin, Guangxi 541006, PR China.

PMID: 35316626
DOI: 10.1016/j.saa.2022.121116

Abstract

A simple photochromic Schiff base was successfully prepared by the condensation of salicylaldehyde and benzoyl hydrazine. This compound has reversible photochromic properties based on isomerization and ESIPT mechanisms. In organic solvents, after irradiation with 365 nm UV light for 2 min, the absorption peak at 367 nm of the compound showed a significant decrease, while a double absorption peak appeared at 418 nm and 438 nm, accompanied by a significant change of the solution color from colorless to yellow. The compound can also complex with Al³⁺ at the molar ratio of 2:1 in the water solution (acetonitrile/water, v/v, 1:99), resulting in significantly enhanced fluorescence of the compound, so as to achieve fluorescence detection of Al³⁺ in living cells and water samples.

Keywords: Aluminium ion; ESIPT; Fluorescence detection; Isomerization; Photochromism.

MeSH terms

Aldehydes*
Hydrazones*
Isomerism
Water

Substances

Aldehydes
Hydrazones
Water
salicylaldehyde