新型基于咔唑-氨基硫脲席夫碱识别Cu2+的探针
收稿日期: 2017-04-09
修回日期: 2017-06-20
网络出版日期: 2017-07-04
基金资助
辽宁省自然科学基金（No.20102126）资助项目.
Novel Carbazole-Thiosemicarbazide Based Schiff-Base Probes for Cu2+
Received date: 2017-04-09
Revised date: 2017-06-20
Online published: 2017-07-04
Supported by
Project supported by the Natural Science Foundation of Liaoning Province (No.20102126).
合成出了3个新型基于咔唑-氨基硫脲席夫碱衍生物.利用裸眼、紫外-可见光谱、荧光光谱和质谱研究了代表2-[（N-庚烷-咔唑-3-基）甲叉基]肼硫代甲酰胺（L2）对阳离子的识别性能.实验结果显示，该化合物水溶性良好，可以在DMSO-H2O（V：V=6：4，Tris-HCl缓冲液，pH=7.0）的体系中使用.当加入Cu2+时，化合物L2的DMSO-H2O溶液显示出明显的颜色变化，由无色变为黄色，而其它阳离子无明显颜色变化.这表明，席夫碱L2可作为裸眼识别Cu2+的探针.荧光光谱分析实验发现，在DMSO-H2O（V：V=6：4，Tris-HCl缓冲液，pH=7.0）溶剂中，探针L2是对Cu2+具有高选择性和灵敏度的荧光猝灭型探针.探针L2与Cu2+的结合常数为3.42×104 L·mol-1，检测限为8.96×10-6 mol·L-1.MS分析显示，L2与Cu2+的络合比为1：1.探针L2对Cu2+的检测限低于世界卫生组织（WHO）规定的饮用水中Cu2+的最大含量20 μmol·L-1.
李英俊 , 张楠 , 靳焜 , 许永廷 , 王思远 , 周晓霞 . 新型基于咔唑-氨基硫脲席夫碱识别Cu2+的探针[J]. 有机化学, 2017 , 37(10) : 2640 -2646 . DOI: 10.6023/cjoc201704010
Three novel carbazole-thiosemicarbazides based Schiff-base were synthesized. The recognition ability of representive 2-((N-heptane-carbazol-3-yl)methylidene)hydrazine carbothioamide (L2) to metal ions was investigated by naked-eye, UV-Vis, fluorescence and mass spectra. The experimental results showed that this compound had a good water solubility and can be investigated in DMSO-H2O (V:V=6:4, Tris-HCl buffer, pH=7.0). The compound L2 in the DMSO-H2O displayed a dis-tinct color change from colorless to yellow upon the addition of Cu2+, other metal ions did not induce significant colour changes, which indicated that Schiff base L2 can be used as a probe with naked eye detection for Cu2+. The fluorescence spectra showed that the probe L2 was a high selective and sensitive "turn-off" fluorescence probe for Cu2+ in DMSO-H2O (V:V=6:4, Tris-HCl buffer, pH=7.0). The association constant between the probe L2 and Cu2+ was detected to be 3.42×104 L·mol-1, and the detection limit was calculated to be 8.96×10-6 mol·L-1. MS analysis showed a 1:1 binding stoichiometry between Cu2+ and L2. The detection limit of L2 for Cu2+ was far lower than the maximum allowable level of World Health Organization (WHO) limit (20 μmol·L-1) for drinking water.
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