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化学学报
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化学学报 ›› 2005, Vol. 63 ›› Issue (8): 752-756. 上一篇    下一篇

研究论文

芳香桥式双(苯并氮杂-15-冠-5)的合成及其对碱金属和重金属离子的选择键合

段中余，张衡益，刘育*   

  1. (南开大学化学系 元素有机化学国家重点实验室 天津 300071)
  • 投稿日期:2004-09-27 修回日期:2004-12-14 发布日期:2010-12-10
  • 通讯作者: 刘育

Arylene-bridged Bis(benzoaza-15-crown-5) Synthesis and Selective Binding to Alkali/Heavy Metal Ions

DUAN Zhong-Yu, ZHANG Heng-Yi, LIU Yu*   

  1. (Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071)
  • Received:2004-09-27 Revised:2004-12-14 Published:2010-12-10
  • Contact: LIU Yu

PDF

945

被引次数

25

通过11,12-苯并-1,7,10,13-四氧杂-4-氮杂环十五烷-11-烯(苯并氮杂-15-冠-5)分别与间二苄溴, 间苯二甲酰氯和对苯二甲酰氯反应, 合成了N,N'-间二苄基双(苯并氮杂-15-冠-5) (1)、N,N'-间苯二甲酰基双(苯并氮杂-15-冠-5) (2)和N, N'-对苯二甲酰基双(苯并氮杂-15-冠-5) (3) 等三个芳香桥式双(苯并氮杂-15-冠-5)衍生物, 并解析了化合物3的晶体结构. 进而采用溶剂萃取的方法研究了它们与一价金属阳离子的键合行为. 结果表明, 双冠醚2对碱金属钠离子和重金属铊离子表现出较高的选择萃取能力, 而双冠醚1对重金属银离子表现出较高的选择萃取能力.

关键词: 阳离子选择性, 晶体结构, 双冠醚, 萃取

Three new bis(benzoaza-15-crown-5) derivatives, i.e., N,N'-m-phenylene-dimethyl-bis(benzoaza- 5-crown-5) (1), N,N'-isophthaloyl-bis(benzoaza-15-crown-5) (2) and N,N'-terephthaloyl-bis(benzoaza- 15-crown-5) (3), have been synthesized by reaction of 11,12-benzo-1,7,10,13-tetraoxa-4-aza-cyclopentadec- 11-ene (benzoaza-15-crown-5) with (,('-dibromo-m-xylene, isophthaloyl chloride and terephthaloyl chloride, respectively, and an X-ray crystallographic structure was obtained for 3. Their cation binding behavior to alkali and heavy metal ions was evaluated by solvent extraction of aqueous metal picrates. The result obtained indicates that 2 displays high selectivity to Na＋ and Ti＋, while 1 shows high extractability and selectivity to Ag＋.

Key words: cation slectivity, crystal structure, double crown ether, extraction