基于芳基糠醛功能化巴比妥酸衍生物识别和分离Hg 2+/Fe 3+的新型荧光传感器
收稿日期: 2019-03-24
修回日期: 2019-05-13
网络出版日期: 2019-06-06
基金资助
国家自然科学基金资助项目(21662031);国家自然科学基金资助项目(21661028);国家自然科学基金资助项目(21574104);国家自然科学基金资助项目(21262032)
A Novel Fluorescent Sensor Based on Aryl-furfural Functionalized Barbituric Acid for Recognition and Separation of Hg 2+/Fe 3+
Received date: 2019-03-24
Revised date: 2019-05-13
Online published: 2019-06-06
Supported by
Project supported by the National Natural Science Foundation of China(21662031);Project supported by the National Natural Science Foundation of China(21661028);Project supported by the National Natural Science Foundation of China(21574104);Project supported by the National Natural Science Foundation of China(21262032)
合成了一种新型的基于5-(3-硝基苯基)-呋喃-2-甲醛功能化的巴比妥酸衍生物传感器QS. 通过 1H NMR, 13C NMR, MS等方法对QS进行了表征. QS的荧光光谱结果表明QS的二甲亚砜(DMSO)溶液在498 nm 有最大荧光发射, 在365 nm紫外灯下照射发出绿色荧光. QS对Hg 2+和Fe 3+的水溶液有不同的荧光检测能力, Hg 2+能使探针QS的荧光增强为橙色, Fe 3+使其荧光猝灭, 实现了实时检测. 传感器QS对Hg 2+和Fe 3+的荧光检测限分别为3.25×10 –8和4.0× 10 –8 mol?L –1. 根据Job曲线和质谱研究得到QS与汞离子和铁离子化学计量比均为1∶1, 提出了QS与Hg 2+和Fe 3+的可能结合模式. 加入$H_{2}PO_{4}^{-}$能使含有Fe 3+的QS溶液(QS-Fe)荧光恢复, 可用于Fe 3+的循环检测. 此外, 固体QS可从水溶液中吸附 Hg 2+和Fe 3+(吸附率分别为92.0%和91.8%), 具有较好的吸附能力.
朱文博 , 朱伟 , 丁金东 , 马小强 , 姚红 , 张有明 , 林奇 , 魏太保 . 基于芳基糠醛功能化巴比妥酸衍生物识别和分离Hg 2+/Fe 3+的新型荧光传感器[J]. 有机化学, 2019 , 39(10) : 2829 -2834 . DOI: 10.6023/cjoc201903053
A novel fluorescent sensor based on 5-(3-nitrophenyl)-furan-2-carbaldehyde functionalized barbituric acid derivative (QS) was successfully synthesized. QS was characterized by 1H NMR, 13C NMR and MS. The maximum fluorescence emission wavelength of QS in dimethyl sulfoxide (DMSO) solution was determined to be 498 nm and green fluorescence was emitted under 365 nm ultraviolet lamp. QS showed different fluorescence identification ability for aqueous solution of Hg 2+ and Fe 3+. Hg 2+ can enhance the fluorescence of probe QS to orange, and Fe 3+ quenches its fluorescence, thus realizing real- time detection. The limits of detection of QS for Hg 2+ and Fe 3+ are 3.25×10 –8 and 4.0×10 –8 mol? L –1, respectively. The fluorescence measurements and MS studies suggest that the binding stoichiometry ratios of QS with Hg 2+ and Fe 3+ are recognized as 1∶1, respectively. The possible modes of QS with Hg 2+ and Fe 3+ are proposed. The addition of $H_{2}PO_{4}^{-}$ caused the fluorescence of QS-Fe recover, indicating that QS can be used for cyclic detection of Fe 3+. More importantly, the separation percentages of the solid QS for Hg 2+and Fe 3+ are 92.0% and 91.8% in aqueous solution, respectively, indicating that it has excellent ingestion capacity.
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