一种罗丹明-氨乙基邻苯二甲酰胺衍生物的设计合成及其对Cr3+离子的荧光-比色检测

doi:10.7517/j.issn.1674-0475.2015.02.144

影像科学与光化学 ›› 2015, Vol. 33 ›› Issue (2): 144-153.DOI: 10.7517/j.issn.1674-0475.2015.02.144

一种罗丹明-氨乙基邻苯二甲酰胺衍生物的设计合成及其对Cr³⁺离子的荧光-比色检测

韩文¹, 杨运旭¹, 许太林¹, 盛瑞隆², 李斌莲¹, 朱海波¹

1. 北京科技大学化学与化学工程系, 北京 100083;
2. 中国科学院上海有机化学研究所, 上海 200032

收稿日期:2014-05-27 修回日期:2014-09-11 出版日期:2015-03-15 发布日期:2015-03-15
通讯作者: 杨运旭, 盛瑞隆
基金资助:
国家自然科学基金(21372251)、北京市自然科学基金(2112026)和北京市大学生科技创新基金项目(13220055)资助

Rhodamine-Pathalic Diamide Derivative for Colorimetric and Fluorescent "Turn-On" Detection of Cr³⁺

HAN Wen¹, YANG Yunxu¹, XU Tailin¹, SHENG Ruilong², LI Binlian¹, ZHU Haibo¹

1. Department of Chemistry and Chemical Engineering, University of Science and Technology of Beijing, Beijing 100083, P.R.China;
2. Shanghai Institute of Organic chemistry, Chinese Academy of Sciences, Shanghai 200032, P.R.China

Received:2014-05-27 Revised:2014-09-11 Online:2015-03-15 Published:2015-03-15

摘要/Abstract

摘要：

本文合成、表征了一种结构简单的罗丹明-氨乙基邻苯二甲酰胺衍生物(RP1).研究发现,在多种金属阳离子存在的条件下,RP1在丙酮/水溶液中对Cr³⁺具有高度选择性识别性能,在荧光增强的同时对Cr³⁺有明显的目视比色响应,颜色由无色变为粉红色,而其它共存的金属阳离子无干扰.定量分析结果显示RP1对Cr³⁺的结合计量比为1:1,结合常数为3.43×10⁴ L/mol.识别机理研究表明,Cr³⁺通过可逆的配位诱导螺环开环机制与RP1进行相互作用,而非通过催化水解机制进行.

关键词: 比色-荧光探针, 罗丹明B, 邻苯二甲酰胺, Cr³⁺识别

Abstract:

In this work, a Rhodamine-phthalic diamide derivative (RP1) was synthesized and characterized. It exhibited high selectivity to Cr³⁺over other metal cations inaqueous solution, and the "turn-on" response could be easily detected by means of absorption and fluorescence spectra, furthermore, an obvious color change from colorless to pink could be spontaneouly observed. Quantitive results showed that the binding model of RP1 and Cr³⁺was in 1:1 stoichiometry and the binding constant was 3.43×10⁴L/mol. Moreover, the mechanism study illustrated that the recognition of RP1 and Cr³⁺ went through a reversible coordination induced spiro-ring opening reaction, but not catalyzed hydrolysis of spiro-ring.

Key words: chemosensor, rhodamine B, phathalic diamide, Cr³⁺ detection

韩文, 杨运旭, 许太林, 盛瑞隆, 李斌莲, 朱海波. 一种罗丹明-氨乙基邻苯二甲酰胺衍生物的设计合成及其对Cr³⁺离子的荧光-比色检测[J]. 影像科学与光化学, 2015, 33(2): 144-153.

HAN Wen, YANG Yunxu, XU Tailin, SHENG Ruilong, LI Binlian, ZHU Haibo. Rhodamine-Pathalic Diamide Derivative for Colorimetric and Fluorescent "Turn-On" Detection of Cr³⁺[J]. Imaging Science and Photochemistry, 2015, 33(2): 144-153.

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一种罗丹明-氨乙基邻苯二甲酰胺衍生物的设计合成及其对Cr³⁺离子的荧光-比色检测

Rhodamine-Pathalic Diamide Derivative for Colorimetric and Fluorescent "Turn-On" Detection of Cr³⁺

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