化学学报 ›› 2005, Vol. 63 ›› Issue (5): 416-420. 上一篇    下一篇

研究论文

新型四酰胺杯[4]氮杂冠醚的合成及对阴离子的光化学传感性质研究

孟令芝,梅功雄,何永炳*,曾振亚,刘顺英   

  1. (武汉大学化学系 武汉 430072)
  • 投稿日期:2004-06-25 修回日期:2004-11-15 发布日期:2010-12-10
  • 通讯作者: 何永炳

Synthesis and Anion Recognition Properties of Two Novel Tetraamide Calix[4](aza)crowns for Optical Anion Sensor

MENG Ling-Zhi, MEI Gong-Xiong, HE Yong-Bing*, ZENG Zhen-Ya, LIU Shun-Ying   

  1. (Department of Chemistry, Wuhan University, Wuhan 430072)
  • Received:2004-06-25 Revised:2004-11-15 Published:2010-12-10
  • Contact: HE Yong-Bing

合成了一类新型四酰胺杯[4]氮杂冠醚(5a, 5b), 用紫外和荧光光谱研究了主体与阴离子客体之间的识别性能. 主体分子5a5b加入到对硝基酚氧阴离子的CHCl3溶液中, 主客体间形成超分子复合物使得客体阴离子423 nm处吸光度降低且溶液从黄色变为无色. 受体5a, 5bp-NO2C6H4O, F, 相互作用, 荧光光谱发生变化, 并且对于p-NO2C6H4O具有较好的选择性识别能力, 其荧光光谱强度改变强弱的顺序为p-NO2C6H4O>F>H2PO4>>Cl, Br, I. 荧光光谱滴定的结果经非线性拟合, 结果表明主客体间形成1∶1络合物.

关键词: 四酰胺杯[4]氮杂冠醚, 阴离子识别, 荧光, 传感, 合成

Two new tetraamide calix[4](aza)crowns (5a, 5b) were synthesized and used for optical anion sensors. Addition of host 5a or 5b to the p-NO2C6H4O anion in CHCl3 resulted in decreasing absorption of band at 423 nm and the yellow solution of p-NO2C6H4O anion became colorless because of the formation of host-guest complexes between host 5a or 5b and p-NO2C6H4O. The fluorescence response was observed in the presence of anions such as p-NO2C6H4O, F,H2PO4, and the receptors 5a and 5b were highly selective toward p-NO2C6H4O. The degree of change in the emission intensity was in the order of p-NO2C6H4O>F>H2PO4>>Cl, Br, I. The fluorescence spectroscopy titration experiments indicated the formation of a 1∶1 stoichiometry complex between receptor 5a (or 5b) and anion by nonlinear fitting curve.

Key words: tetraamide calix[4](aza)crown, anion recognition, fluorescence, sensing, synthesis