设计合成了基于萘-咟啶鎓的受体分子1,通过紫外-可见光谱、荧光光谱研究了受体分子1对9种常见的阴离子(F-、 Cl-、 Br-、 I-、 CH3COO-、 HSO-4、 H2PO-4、 ClO-4、 NO-3)的识别性能.结果发现,受体分子1可选择性的识别F-.在紫外-可见光谱中,当加入F-时,受体分子1的溶液由黄色变为无色,可实现裸眼识别,Job-曲线表明受体分子1和F-形成了1∶1型氢键络合物,结合常数为(3.05±0.15)×103 L/mol. 在荧光光谱中,加入F-后,受体分子1在403 nm处产生强的荧光发射峰,由无荧光变为深蓝色荧光,即具有荧光开启(turn-on)功效,受体分子1检测F-的线性为1.0×10-6~3.0×10-5 mol/L,最低检测限为8.5×10-6 mol/L. 核磁滴定实验表明受体分子1通过咟啶环上的C(2)-H与F-之间形成了较强的氢键作用力,而过量F-的加入会引起受体分子的去质子化.
A novel naphthyl-perimidium based receptor 1 was synthesized. The interaction between receptor 1 and nine common anions(F-, Cl-, Br-, I-, CH3COO-, HSO-4, H2PO4-, ClO4-, NO-3)were studied by UV-Vis and FL spectroscopies. The results indicated that receptor 1 should selective recognition of F-. In UV-Vis spectra, When F- was added, the color of receptor 1 solution changed from yellow to colorless, the results indicated that 1 could behave as a colorimetric chemosensor for F-. Job plot demonstrated that receptor 1 formed 1∶1 complex with F-, and the binding constant is(3.05±0.15)×103 L/mol. In fluorescent spectra, the non-fluorescent solution of 1 exhibited strong blue fluorescence when F- was added, and a strong emission peak at 403 nm was found with the turn-on effect. The detection linear range for F- was 1.0×10-6—3.0×10-5 mol/L, and the detection limit was 8.5×10-6 mol/L. The 1H NMR investigation confirmed that the hydrogen bond was formed between F- and the C(2)-H of receptor 1, the excessive of F- will cause deprotonation of receptor 1.
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