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单取代罗丹明-硫杂杯[4]芳烃衍生物的合成及对Fe~(3+)离子的荧光探针性质研究
引用本文:张玲菲,郑相勇,曾 晞,牟 兰,薛赛凤,陶 朱,张建新. 单取代罗丹明-硫杂杯[4]芳烃衍生物的合成及对Fe~(3+)离子的荧光探针性质研究[J]. 无机化学学报, 2010, 26(7): 1183-1188
作者姓名:张玲菲  郑相勇  曾 晞  牟 兰  薛赛凤  陶 朱  张建新
作者单位:1. 贵州省大环化学及超分子化学重点实验室,贵州大学化学与化工学院,贵阳,550025
2. 中国科学院贵州省天然产物化学重点实验室,贵阳,550002
基金项目:贵州省省长基金,贵州大学人才基金 
摘    要:以1,3-交替-二羧基甲氧基硫杂杯[4]芳烃为原料,通过与罗丹明乙二胺衍生物的酰化反应得到罗丹明基团单取代的硫杂杯[4]芳烃衍生物。目标化合物结构经IR,NMR,MS及元素分析等技术表征。荧光及可见吸收光谱法研究表明化合物对Fe3+具有探针性质,在乙醇-水(1/1,V/V)Tris-HCl(pH=6.0)缓冲溶液中,对Fe3+呈现光关-开响应,并观察到显著的荧光增强和颜色变红现象。测定了Fe3+-配合物的组成、稳定常数及荧光量子产率。

关 键 词:罗丹明; 硫杂杯[4]芳烃衍生物; 荧光-比色探针; Fe3+-配合物

Synthesis of Monosubstituted Rhodamine-Based Thiacalix[4]arene Chemosensor and Fluorescene Recognition Properties for Fe3+
ZHANG Ling-Fei,ZHENG Xiang-Yong,ZENG Xi,MU Lan,XUE Sai-Feng,TAO Zhu and ZHANG Jian-Xin. Synthesis of Monosubstituted Rhodamine-Based Thiacalix[4]arene Chemosensor and Fluorescene Recognition Properties for Fe3+[J]. Chinese Journal of Inorganic Chemistry, 2010, 26(7): 1183-1188
Authors:ZHANG Ling-Fei  ZHENG Xiang-Yong  ZENG Xi  MU Lan  XUE Sai-Feng  TAO Zhu  ZHANG Jian-Xin
Affiliation:Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025,Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025,Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025,Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025,Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025,Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025 and Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang 550002
Abstract:A monosubstituted rhodamine-based thiacalix[4]arene derivative (1) was synthesized from cone 1,3-bis(hydroxycarbonyl-methoxy) thiacalix[4]arene and rhodamine B ethylenediamine by acylation. Its structure was characterized by IR, NMR, MS and Elemental analysis. Fluorescence and UV absorption spectra studies showed that it can be used as a selective chemosensor for Fe3+. In the ethanol aqueous medium (1/1, V/V, Tris-HCl buffer, pH=6.0), the derivative showed OFF-ON light response to Fe3+. The presence of Fe3+ induced a significant fluorescence enhancement, and a distinct color change from colorless to red was observed. The formation, stability constant and fluorescence quantum yield of the Fe3+-complex were calculated, respectively.
Keywords:rhodamine   thiacalix[4]arene derivative   fluorescent and colorimetric chemosensor   Fe3+-complex
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