基于萘-咟啶鎓受体分子的合成及其对F^-的特性识别

Synthesis of naphthyl-perimidium based receptor and selective recognition of fluoride

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^-、CI^-、Br-、I^-、CH3COO^-、HSO4^-、H2PO4^-、ClO4^-、NO3^-)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)×10^3 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-^-6mol/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^-,HSO4^-,H2PO4^-,ClO4^-,NO3^-)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)×10^-3 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 1 H 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.