高等学校化学学报

高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (11): 2452.doi: 10.7503/cjcu20120356

• 有机化学 • 上一篇    下一篇

N-芳基香豆素甲基酮缩氨基硫脲对Cu2+的选择性比色识别

魏太保, 李军舰, 林奇, 姚虹, 郭英, 白翠冰, 谢永强, 张有明   

  1. 西北师范大学化学化工学院, 生态环境相关高分子材料教育部重点实验室, 甘肃省高分子材料重点实验室, 兰州 730070
  • 收稿日期:2012-04-16 出版日期:2012-11-10 发布日期:2012-10-15
  • 通讯作者: 张有明,男,教授,主要从事超分子化学研究.E-mail:zhangnwnu@126.com E-mail:zhangnwnu@126.com
  • 基金资助:

    国家自然科学基金(批准号: 21064006, 21161018);甘肃省自然科学基金(批准号: 1010RJZA018)和教育部长江学者和创新团队发展计划(批准号: IRT1177)资助.

Highly Selective Colorimetric Recognition of Copper Ions Based on N-Aryl Coumarin Methyl Ketone Thiosemicarbazone Receptors

WEI Tai-Bao, LI Jun-Jian, LIN Qi, YAO Hong, GUO Ying, BAI Cui-Bing, XIE Yong-Qiang, ZHANG You-Ming   

  1. College of Chemistry and Chemical Engineering, Key Laboratory of Eco-environment-related Polymer Materials, Ministry of Education, Gansu Key Laboratory of Polymer Materials of Gansu Province, Northwest Normal University, Lanzhou 730070, China
  • Received:2012-04-16 Online:2012-11-10 Published:2012-10-15
  • Contact: youming zhang E-mail:zhangnwnu@126.com

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摘要：

设计合成了2种新型N-芳基香豆素甲基酮缩氨基硫脲受体分子S1和S2, 利用紫外-可见(UV-Vis)吸收光谱考察了其对Fe3+, Hg2+, Ag+, Ca2+, Cu2+, Zn2+, Pb2+, Cd2+, Ni2+, Cr3+和Mg2+等阳离子的识别作用. 结果表明, 当加入Cu2+时, 溶液颜色立刻由无色变为黄色, 而加入其它阳离子则无变化, 从而实现了对Cu2+的裸眼检测, 具有专一选择性比色识别效果. 通过计算可知, 受体分子S2对Cu2+的络合常数大于S1, 且主客体间形成1: 1的配合物. 受体分子S2对Cu2+的检出限为2.0×10-7 mol/L, 稳定常数Ks=1.02×105 L/mol. 另外, 在EDTA存在时, 配合物可以释放出Cu2+, 与EDTA结合, 表现出对Cu2+的"off-on"模式.

关键词: 缩氨基硫脲, 铜离子, 阳离子识别, 比色识别

Abstract:

Two new N-aryl coumarin methyl ketone thiosemicarbazone receptors were designed and synthesized. The binding properties of the receptors with cations such as Fe3+, Hg2+, Ag+, Ca2+, Cu2+, Zn2+, Pb2+, Cd2+, Ni2+, Cr3+ and Mg2+ in DMSO were investigated by UV-Vis spectroscopy. A clear color change from colorless to yellow was observed upon the addition of Cu2+ to the solution of the two receptors in DMSO by naked-eyes and a single selectivity colorimetric recognition. The results showed that the two receptors had a better selectivity for Cu2+, but exhibited no evident binding with others cations. The data showed that the two receptors had different binding abilities with Cu2+. The UV-Vis data indicated that a 1:1 stoichiometry complex was formed between the receptor and Cu2+. The detection limit of the sensor S2 toward Cu2+ is 2.0×10-7 mol/L and an association constant Ks of 1.02×105 L/mol was measured. The sensing of Cu2+ by this sensor was found to be reversible, with the Cu2+-induced color being lost upon the addition of EDTA. The process of titrating sensor S2 with Cu2+ is reversible, and compound S2 could be used as an off-on switch chemosensor.

Key words: Thiosemicarbazone, Copper ion, Cation recognition, Colorimetric recognition

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