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N,N’-二乙氧羰基-N’’,N’’’-(1,6-亚己基)双硫脲的合成、结构表征及其与金属离子的作用

Synthesis and structure characterization of N,N’-diethoxycarbonyl-N’’,N’ ’’-(1,6-hexylidene) dithiourea and its coordination with metal ions

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【作者】 袁露; 钟宏; 刘广义; 郭艳; 陈茅; 李立清;

【Author】 YUAN Lu,ZHONG Hong,LIU Guang-yi,GUO Yan,CHEN Mao,LI Li-qing (Key Laboratory of Resources Chemistry of Nonferrous,Ministry of Education, School of Chemistry and Chemical Engineering,Central South University,Changsha 410083,China)

【机构】 中南大学化学化工学院有色金属资源化学教育部重点实验室;

【摘要】 由氯甲酸乙酯和硫氰酸钠经亲核取代反应和异构化合成N-乙氧羰基异硫氰酸酯中间体,再将该中间体与1,6-己二胺经亲核加成反应,合成N,N’-二乙氧羰基-N’’,N’’’-(1,6-亚己基)双硫脲。对其进行元素分析、红外光谱、核磁共振氢谱及碳谱分析。将所得产物配成溶液,分别与Cu2+,Ni2+和Fe3+溶液混合,用紫外可见分光光度计测定产物溶液吸光度的变化,对产物与Cu2+离子的沉淀产物进行红外光谱检测,对比产物与其Cu2+络合物的红外光谱。研究结果表明:具有新型结构的双硫脲可分别与此3种离子发生反应,并表现出对Fe3+的较强选择性。产物与Cu2+生成的络合物为环状螯合物。

【Abstract】 The intermediate N-ethoxylcarbonyl isothiocyanate was synthesized from ethyl chloroformate and sodium thiocyanate by nucleophilic substitution reaction and isomerization.Then using this intermediate with 1,6-diaminlhexane as raw materials,the target product N,N’-diethoxycarbonyl-N’’,N’ ’’-(1,6-hexylidene) dithiourea was obtained by nucleophilic addition reaction.The compound was characterized by elemental analysis,infrared spectrum,1HNMR and 13CNMR.The solution of the compound was mixed with Cu2+,Ni2+,Fe3+ solution respectively,and the changes of the absorbance of three compound solutions via UV-Vis spectrophotometer were determined.The precipitate of the compound reacting with Cu2+ ion was analyzed through infrared spectrum.The results show that this dithiourea with new structure can react with three ions separately,and has a best selectivity to Fe3+.Compared with the IR spectral data of compound,the structure of the precipitate is of annular chelate.

【基金】 国家高技术研究发展计划(“863”计划)项目(2007AA06Z122);国家重点基础研究发展计划(“973”计划)项目(2007CB613602-3);国家自然科学基金资助项目(51074183,50604016)
  • 【文献出处】 中南大学学报(自然科学版) ,Journal of Central South University(Science and Technology) , 编辑部邮箱 ,2011年12期
  • 【分类号】O621.2
  • 【被引频次】5
  • 【下载频次】182
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