键合香豆素席夫碱基的杯[4]芳烃的合成及其对金属离子的荧光识别作用

Synthesis of Calix[4]arene Bonded with Coumarin-imino Units and Its Fluorescent Recognition of Metal Ions

通过5,17-二氨基杯[4]芳烃衍生物与7-羟基-8-甲酰基-4-甲基香豆素缩合,得到了一种以亚胺基团为离子载体、香豆素为荧光基团的新型杯芳烃荧光识别试剂。采用IR、1H NMR、13C NMR和MS测试技术表征了合成化合物的结构。通过紫外光谱和荧光光谱,研究了其对过渡金属和重金属离子的识别性能。结果表明,该化合物对Fe3+和Cr3+离子具有选择识别能力,与Fe3+和Cr3+配合的化学计量比为1∶1,配合生成常数分别为4.1×105和1.07×105L/mol。

A novel fluorescent calix[4 ] arene derivative （1） bonded with coumarin units as fluorophores and imino groups as ionophores was synthesized by condensation of 5,17-diaminocalix [ 41 arene with 7-hydroxy-4- methyl-2-oxo-2H-chromene-8-carbaldehyde. The structure of compound 1 was fully characterized by IR, IH NMR, 13C NMR and MS. The recognition properties of compound 1 toward transition and heavy metal ions were studied by UV-Vis and fluorescent speetroscopies. The results show that compound 1 can selectively recognize Fe3 ＋ and Cr3 ＋ ions. The eomplexation ratio of compound 1 with Fe3 ＋ or Cr3 ＋ is 1 ： 1. The association constants of compound 1 with Fe3＋and Cr3 ＋ were 4. 1 × 105 and 1.07 × 105 L/mol, respectively.