Synthesis of Fluorescence Chemodosimeters for Detection of Hg2+ Based on Desulfurization of Thiocarbonyl Rhodamine B Derivatives and the Influence of Molecular Hydrogen Bond

doi:10.6023/A1107252

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (07): 873-880 .DOI: 10.6023/A1107252 Previous Articles Next Articles

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基于脱硫反应的硫脲基罗丹明B 汞离子荧光化学剂量计的合成及分子氢键的影响

黄文君, 吴文辉, 梁嘉香

北京理工大学材料科学与工程学院北京 100081

投稿日期:2011-07-25 修回日期:2011-08-28 发布日期:2011-10-24
通讯作者: 吴文辉 E-mail:wuwh@bit.edu.cn

Synthesis of Fluorescence Chemodosimeters for Detection of Hg²⁺ Based on Desulfurization of Thiocarbonyl Rhodamine B Derivatives and the Influence of Molecular Hydrogen Bond

Huang Wenjun, Wu Wenhui, Liang Jiaxiang

School of Material Science and Engineering, Beijing Institute of Technology, Beijing 100081

Received:2011-07-25 Revised:2011-08-28 Published:2011-10-24

Based on the irreversible desulfurization of thiocarbonyl promoted by mercury ions, two kinds of chemodosimeters of Rhodamine B derivatives as fluorescent probe respectively containing propylene acyl thiourea group and the propenyl thiourea group (RhBHA and RhBCH) were synthesized. They were used for the detection of Hg²⁺ ions in aqueous solutions with high selectivity and high sensitivity. According to the fluorescence emission spectra and the colorimetric analysis under visible light, the influence of the chemical environment of thiocarbonyl groups on the desulfurization by mercury ions was studied. The results showed that there was no influence between the ring “open-close” transformation and the intramolecular hydrogen bond. The intramolecular hydrogen bonds increased the susceptibility of RhBHA toward desulfurization by mercury ions. With the molecular ring “open-close” transformation, the color change can be observed by the naked eye. In addition, we also studied the influence of the solvent intermolecular hydrogen bonding on the rate of desulfurization. By trace of the fluorescence intensity changes of RhBHA for Hg²⁺ at different time interval, it was found that the formation of intermolecular hydrogen bond between the solvents and RhBHA could make the desulfurization rate slow-down.

Key words: rhodamine B, fluorescent chemodosimeters, molecular hydrogen bonds, desulfurization, colorimetric analysis

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Huang Wenjun, Wu Wenhui, Liang Jiaxiang. Synthesis of Fluorescence Chemodosimeters for Detection of Hg²⁺ Based on Desulfurization of Thiocarbonyl Rhodamine B Derivatives and the Influence of Molecular Hydrogen Bond[J]. Acta Chimica Sinica, 2012, 70(07): 873-880 .

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基于脱硫反应的硫脲基罗丹明B 汞离子荧光化学剂量计的合成及分子氢键的影响

Synthesis of Fluorescence Chemodosimeters for Detection of Hg²⁺ Based on Desulfurization of Thiocarbonyl Rhodamine B Derivatives and the Influence of Molecular Hydrogen Bond

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