高等学校化学学报

高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (10): 2256.doi: 10.7503/cjcu20111165

• 有机化学 • 上一篇    下一篇

含脲苯并咪唑类离子液体的合成及阴离子识别性能

董智云, 江小枝, 张大卫, 高国华   

  1. 上海市绿色化学与化工过程绿色化重点实验室, 华东师范大学化学系, 上海 200062
  • 收稿日期:2011-12-09 出版日期:2012-10-10 发布日期:2012-09-12
  • 通讯作者: 高国华, 男, 博士, 教授, 主要从事有机催化和功能材料研究. E-mail: ghgao@chem.ecnu.edu.cn E-mail:ghgao@chem.ecnu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 21072061)和上海市重点学科建设项目(批准号: B409)资助.

Synthesis of Benzimidazolium-urea Receptors and Their Anion Recognition Properties

DONG Zhi-Yun, JIANG Xiao-Zhi, ZHANG Da-Wei, GAO Guo-Hua   

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, China
  • Received:2011-12-09 Online:2012-10-10 Published:2012-09-12

PDF (PC)

被引次数

10

摘要：

设计并合成了含脲苯并咪唑离子液体受体分子1~3, 利用紫外-可见光谱、 荧光光谱和 1H NMR滴定研究了其对F-, Cl-, Br-, I-, CH3COO-, HSO4-, H2PO4-等阴离子的识别性能. 紫外-可见光谱研究发现, 受体分子1~3可选择性地识别F-, 并形成1: 1型主客体配合物; 荧光光谱研究发现, 受体分子1~3对碱性阴离子有较好的识别作用, 主客体结合常数的顺序为H2PO4->CH3COO-≈ F->HSO4- ≈ Cl->Br- ≈ I-; 1H NMR滴定研究发现, 该类受体分子以咪唑2位CH和脲基NH与阴离子通过氢键结合, 但高浓度的F-会导致受体分子发生脱质子作用.

关键词: 苯并咪唑, 脲基, 阴离子识别, 离子液体

Abstract:

Due to the fundamental roles that anions play in a wide range of chemical and biological processes, numerous efforts have been devoted to the design of receptors capable of selectively binding and sensing anions. Herein, three benzimidazolium-urea receptors were designed and synthesized. The interaction between these receptors and various anions(F-, Cl-, Br-, I-, CH3COO-, HSO4-, H2PO4-) were studied by UV-Vis spectrum, fluorescence spectrum and 1H NMR. The results demonstrate that the receptors and anions form 1:1 complex, and the receptors display a strong (C-H)+…X-, N-H…X hydrogen bonds and charge-charge interactions in anion recognition.

Key words: Benzimidazolium, Urea, Anion receptor, Anion recognition, Ionic liquid

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