LI Qian1,2 , LIU Zhan-jie3, GUO Yong1, SHAO Shi-jun1
(1. Key Laboratory of Chemistry of Northwestern Plant Resources and Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China;2. Graduate School of Chinese Academy of Sciences, Beijing 100039, China; 3. Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China)
Abstract: Nitro-substituted phenyl hydrazone-based fluorescence receptors containing naphthalene substituent have been designed and synthesized. The recognition and sensing properties for anions were studied by UV-Vis spectrophotometry, fluorescence spectroscopy and 1H NMR. The results show that nitro-substituted phenyl hydrazone-based fluorescence receptors exhibit a high selective colorimetric and fluorescent recognition for F- in the DMSO solution. Especially, receptorsbearing two nitro-groups on the phenyl hydrazone moiety, leading to the further increase of the acidity of hydrazone NH proton, have an additional colorimetric and fluorescent response to AcO- in the DMSO solution, and also show a high selective colorimetric and fluorescent sensing for F- in the DMSO-H2O hydrazone-based receptors can act as efficient "off-on" fluorescence probes for anions. The study on the mechanism of the anion recognition and sensing has also been carried out.
Key words: hydrazone-based receptor;anion recognition; colorimetric chemosensor; “off-on” fluorescent chemosensor
E-mail: sjshao@licp.cas.cn
Analysis and Testing Technology and Instruments, Vol. 17, No. 4, 2011,193-201
