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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

王鹤文1,冯亚青2*,孟舒献2   

  1. (1.黄冈师范学院化工学院 黄冈 438000;2.天津大学化工学院 天津 300072)
  • 收稿日期:2012-05-10 修回日期:2012-06-05 出版日期:2013-03-10 发布日期:2013-03-10
  • 通讯作者: 冯亚青，教授; Tel/Fax:022-27401824; E-mail:yqfeng@tju.edu.cn; 研究方向：杯芳烃、卟啉的化学修饰及应用研究
  • 基金资助:
    国家自然科学基金（21076147）天津市自然科学基金（10JCZDJC23700）黄冈师范学院博士基金（09CD155）资助项目

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

WANG Hewen1, FENG Yaqing2*, MENG Shuxian2   

  1. (1.College of Chemical Engineering,Huanggang Normal University,Huanggang 438000,China;
    2.School of Chemical Engineering and Technology,Tianjin University,Tianjin 300072,China)
  • Received:2012-05-10 Revised:2012-06-05 Published:2013-03-10 Online:2013-03-10
  • Contact: feng

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1541

被引次数

9 | 2

摘要： 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1.07×105 L/mol。

关键词: 氨基杯芳烃, 香豆素席夫碱荧光剂, 合成, 荧光识别

Abstract: 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[4]arene with 7-hydroxy-4-methyl-2-oxo-2-H-chromene-8-carbaldehyde. The structure of compound 1 was fully characterized by IR, 1H NMR, 13C NMR and MS. The recognition properties of compound 1 toward transition and heavy metal ions were studied by UV-Vis and fluorescent spectroscopies. The results show that compound 1 can selectively recognize Fe3+ and Cr3+ ions. The complexation 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.

Key words: aminocalixarene, coumarin-imino fluorescent reagent, synthesis, fluorescent recognition

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