有机化学 ›› 2012, Vol. 32 ›› Issue (10): 1930-1935.DOI: 10.6023/cjoc201204031 上一篇    下一篇

研究论文

罗丹明B衍生物的合成及其对Cu2+, Hg2+的识别研究

陈稼轩, 田怡, 向清祥, 张丽群, 熊俊如   

  1. 乐山师范学院化学与生命科学学院 乐山 614000
  • 收稿日期:2012-04-27 修回日期:2012-05-23 发布日期:2012-06-06
  • 通讯作者: 向清祥 E-mail:qxxiang711@163.com
  • 基金资助:

    四川省科技厅应用基础(No. 2009JY0078)、四川省教育厅重点(No. 11ZA154)和乐山市科技局重点(No. 2011SZD107)资助项目.

Synthesis and Properties of Rhodamine B Derivative for Recognition of Cu2+ and Hg2+

Chen Jiaxuan, Tian Yi, Xiang Qingxiang, Zhang Liqun, Xiong Junru   

  1. Department of Chemistry and Life Science, Leshan Normal University, Leshan 614000
  • Received:2012-04-27 Revised:2012-05-23 Published:2012-06-06
  • Supported by:

    Project supported by the Science and Technology Department of Sichuan Province (No. 2009JY0078), the Education Department of Sichuan Province (No.11ZA154) and the Science and Technology Bureau of Leshan Town (No. 2011SZD107).

以罗丹明B-酰肼和2-羟基-3-喹啉醛缩合反应得到新型罗丹明B衍生物L, 其结构经1H NMR, MS及元素分析表征. 通过紫外光谱法和荧光光谱法研究了目标物L在CH3CN-H2O溶液中与金属离子的识别特性. 结果表明: 目标物L作为探针可选择性比色识别Cu2+和荧光识别Hg2+. 随着Cu2+或Hg2+的滴加, 探针L的内酰胺环结构发生开环, 并形成L-Cu2+ 1∶1配合物或L-Hg2+ 1∶2配合物, 识别过程均是可逆的.

关键词: 罗丹明B衍生物, 比色识别, 荧光识别, 金属离子

A novel rhodamine B derivative L was synthesized facilely by the condensation reaction of rhodamine B hydrazide and 2-hydroxyquinoline-3-carbaldehyde, and its structure was characterized by 1H NMR, MS techniques and elemental analysis. The recognition properties of the target compound L with metal ions had been investigated in CH3CN-H2O (VV=1∶1) solution by the ultraviolet spectrophotometry and the fluorescence spectrophotometry. The results showed that the probe L exhibited the selective colorimetric recognition of Cu2+ and the fluorogenic recognition of Hg2+. Upon the addition of Cu2+ or Hg2+, the spirolactam ring of probe L was opened and 1∶1 ligand-copper complex or 1∶2 ligand-mercury complex was formed, and both of the Cu2+ and Hg2+ recognition processes were proven to be a revisible process.

Key words: rhodamine B derivative, colorimetric recognition, fluorogenic recognition, metal ion