Modified hydrazone derivatives for ratiometric and colorimetric recognition of F−: Relationship between architectures and performances
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To investigate the influence of molecular structures on sensing performances, three hydrazone derivatives bearing different electron-withdrawing groups (3a, 3b and 3c) were designed and synthesized. Their spectra responses to the common anions such as F−, Cl−, Br−, I−, CH3COO−, H2PO4−, HSO4−, NO3− and ClO4− were investigated in detail. The results showed that the response for anions was significantly affected by the molecular structures. In CH3CN, 3a did not react with any anion, 3b bearing an electron-withdrawing -NO2 exhibited a highly selective colorimetric response toward F−, while 3c which bears two -NO2 could react with F−, H2PO4−, and CH3COO−. In the presence of 1.5% H2O, however, 3c could selectively recognize F− with an improved sensitivity and a wide dynamic linear range. The response mechanism following a 1:1 binding stoichiometry was investigated in detail by means of UV-vis spectra and 1H NMR titrations, Job plot, binding constant and theoretical calculation.
Li Nie, Qiang Zhang, Lei Hu, Yuemin Liu, Zhengquan Yan*
Sensors & Actuators B-Chemistry
2017 第245卷 第期 314–320页
化学科学 » 分析化学 » 光谱分析
Hydrazone derivatives, F−, Colorimetric sensor, Recognition mechanism