高等学校化学学报

高等学校化学学报 ›› 2004, Vol. 25 ›› Issue (10): 1836.

• 研究论文 • 上一篇    下一篇

杯[4]间苯二酚芳烃Schiff碱衍生物的合成及其离子萃取性能

戈云, 颜朝国   

  1. 扬州大学化学化工学院, 扬州225002
  • 收稿日期:2004-01-09 出版日期:2004-10-24 发布日期:2004-10-24

Synthesis and Extracting Abilities of Calix[4]resorcinarene-based Schiff Base Derivatives

GE Yun, YAN Chao-Guo   

  1. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China
  • Received:2004-01-09 Online:2004-10-24 Published:2004-10-24

PDF (PC)

被引次数

18

摘要： 通过控制条件,使两种乙氧基羰基甲氧基杯[4]间苯二酚芳烃2a和2b的酯基与1,6-己二胺的一个氨基反应形成酰胺3a和3b,剩余的一个氨基再与水杨醛反应,得到了相应的杯芳烃Schiff碱衍生物4a和4b,对其进行了金属离子的液-液萃取性能研究.结果表明,Schiff碱基团的引入能大大增强杯芳烃与金属离子的配位能力,而杯芳烃空腔的存在又能提高Schiff碱与金属离子的配位选择性.

关键词: 间苯二酚杯芳烃, Schiff碱, 金属离子, 合成, 萃取

Abstract: Two noval calix[4]resorcinarene-based Schiff bases, 4a and 4b, which contain eight or twelve long salicylideneimine chains were easily synthesized by treating the corresponding calix[4]resorcinarenes bearing amine chains with different lengths, 3a and 3b, and salicylaldehyde in alcohol. These two amides, 3a and 3b, were obtained in a high yield by treating activated ethoxycarbonylmethoxy substituted derivatives 2a and 2b with excess 1,6-hexanediamine. All the organic compounds were characterized by IR and 1H NMR spectroscopy. It was found that the functional salicylideneimine arms appended to the peripheries of calix[4]resorcinarenes can fine-adjust the size and shape of the cavity upon complexation with metal ions, which significantly enhances the cation extractability.

Key words: Calix[4]resorcinarene, Schiff base, Metal ions, Synthesis, Extraction

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