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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (10): 1563-1566. 上一篇    下一篇

研究简报

含芘环的缩氨基硫脲类化合物的合成及其对汞离子的识别

王雪梅*,1，晏华1，冯新泸2，陈勇3，乔建仙1   

  1. (1后勤工程学院化学与材料工程系 重庆 401311)
    (2后勤工程学院油料应用与管理工程系 重庆 401311)
    (3后勤工程学院营房管理与环境工程系 重庆 401311)
  • 收稿日期:2010-01-04 修回日期:2010-04-12 发布日期:2010-05-24
  • 通讯作者: 王雪梅 E-mail:wxm_julia@sina.com

Synthesis of Some Thiosemicarbazones Containing Pyrene Group and Their Mercury Ion Recognition Properties

Wang Xuemei*,1 Yan Hua1 Feng Xinlu2 Chen Yong3 Qiao Jianxian1   

  1. (1 Department of Chemistry and Material Engineering, Logistic Engineering University, Chongqing 401311)
    (2 Department of Applied Oil Engineering, Logistic Engineering University, Chongqing 401311)
    (3 Department of Barracks Management & Environmental Engineering, Logistic Engineering University, Chongqing 401311)
  • Received:2010-01-04 Revised:2010-04-12 Published:2010-05-24
  • Contact: Wang XueMei E-mail:wxm_julia@sina.com

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被引次数

8 | 3

合成了芘甲醛-4-甲基缩氨基硫脲(1)、芘甲醛-4-(4-乙苯基)缩氨基硫脲(2)、芘甲醛-4,4-二甲基缩氨基硫脲(3)三个化合物, 并通过质谱、元素分析、傅立叶红外光谱和核磁共振氢谱进行了结构表征. 利用荧光激发和发射光谱, 对其荧光活性进行研究, 并考察了对溶液中汞离子的识别作用. 在分别向三种化合物的溶液中逐步滴加汞离子时, 其特征的荧光发射波长处对应的强度值都呈现规律性变化. 因此可利用比率荧光法实现对汞离子配合过程的观测. 结果表明, 三种化合物都能与汞离子形成1∶1的配合物, 配合常数分别为4.57×104, 5.54×104和2.12×104 L/mol, 其检测下限分别为4.56×10－6, 2.61×10－6和5.49×10－6 mol/L.

关键词: 缩氨基硫脲, 芘类衍生物, 阳离子识别, 合成, 荧光光谱

Novel pyrenecarboxaldehyde-4-methyl-3-thiosemicarbazone (1), pyrenecarboxaldehyde-4-(4- ethylphenyl)-3-thiosemicarbazone (2) and pyrenecarboxaldehyde-4,4-dimethyl-3-thiosemicarbazone (3) have been synthesized and characterized by elemental analysis, FT-IR, 1H NMR MS techniques. Their fluorescence and recognition properties to the mercury ion were studied by the fluorescence excitation and emission spectra. With adding mercury ion into their solutions respectively, their fluorescence emission intensities at different characteristic wavelength changed continually. Hence the ratiometric fluorescence measurement was used for detecting the complex process. It was found that a 1∶1 stoichiometry complex is formed between the mercury ion and the three compounds with the association constants were 4.57×104, 5.54×104 and 2.12×104 L/mol, respectively. And the detection limits of the mercury ion were 4.56×10－6, 2.61× 10－6 and 5.49×10－6 mol/L.

Key words: thiosmicarbazone, pyrene derivative, cation recognition, synthesis, fluorescence spectrum