应用化学

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丙二硫醚桥联双β-二酮分子的合成及其离子识别与萃取性能

罗世霞1*,陈萱1,张笑一1,朱淮武1,卫钢2*   

  1. (1.贵州师范大学化学与材料科学学院 贵阳 550001;
    2.CSIRO Materials Science and Engineering,PO Box 218,Lindfield,NSW 2070,Australia)
  • 收稿日期:2014-03-03 修回日期:2014-05-14 出版日期:2014-09-03 发布日期:2014-09-03
  • 通讯作者: 罗世霞,副教授; Tel:0851-6700050; Fax:0851-6702134; E-mail:chemlsx@163.com; 研究方向:有机分子的合成及配位化学
  • 作者简介:罗世霞,副教授,Tel: 0851-6700050; Fax: 0851-6702134; E-mail: chemlsx@163.com; 研究方向:有机分子的合成及配位化学
  • 基金资助:
    教育部春晖计划合作科研资助项目(Z2008-1-55003)

Synthesis, Ion recognition, and Extraction Properties of Propanedithioether Linked Bis-β-diketone Molecule

LUO Shixia1*, CHEN Xuan1, ZHANG Xiaoyi1, ZHU Huaiwu1, WEI Gang1*   

  1. (1.School of Chemistry and Materials Science,Guizhou Normal University,Guiyang 550001,China;
    2.CSIRO Materials Science and Engineering,PO Box 218,Lindfield,NSW 2070,Australia)
  • Received:2014-03-03 Revised:2014-05-14 Published:2014-09-03 Online:2014-09-03
  • About author:LUO Shixia, associate professor; Tel: 0851-6700050; Fax: 0851-6702134; E-mail: chemlsx@163.com; Research interest: organic synthesis and coordination chemistry

摘要: 由Williamson反应合成了1,3-丙二硫醚基桥联2个乙酰丙酮的双-β-二酮化合物1,3-二(3-硫醚基-2,4-戊二酮基)丙烷(L1),其分子结构经元素分析、1H NMR、13C NMR、MS、IR及UV等技术手段表征,采用单晶X射线衍射方法确定了双β-二酮L1的晶体结构,双β-二酮L1属于单斜晶系,C2/c空间群,晶胞参数a=1.40679(9) nm,b=0.76521(5) nm,c=1.43213(10) nm,α=γ=90°,β=94.552°,V=1.53681(18) nm3,Z=4,Dc=1.316 g/cm3,μ=0.353 mm-1,F(000)=648;结构分析表明,双β-二酮L1在固体或氯仿溶液中均是以烯醇式异构体形式存在。 通过紫外光谱法考察了双β-二酮L1对金属离子的识别能力和萃取性能,结果表明,双β-二酮L1对Ni(Ⅱ)离子具有良好的选择性识别作用和萃取选择性能。

关键词: 双&, beta, -二酮, 硫醚, 离子识别, 萃取性能

Abstract: The bis-β-diketone molecule incorporating 1,3-propanedithioether bridge between the γ-carbons of respective β-diketone units of 1,3-bis(3-thio-2,4-pentanedionate)propane(L1) was designed and synthesized via the Williamson reaction. The structure of bis-β-diketone L1 was characterized by elemental analysis, 1H NMR, 13C NMR, MS, IR, UV and X-ray single crystal diffraction analysis. The analysis results show that ]the crystal of bis-β-diketone L1 belongs to monoclinic, space group C2/c with cell parameters a=1.40679(9) nm, b=0.76521(5) nm, c=1.43213(10) nm, α=γ=90°, β=94.552°, V=1.53681(18) nm3, Z=4, Dc=1.316 g/cm3, μ=0.353 mm-1, F(000)=648, and bis-β-diketone L1 exists in the enol form in both solid state and chloroform solution. The recognition and extraction properties of the target compound L1 with metal ions were investigated by the ultraviolet spectroscopy. The results show that bis-β-diketone L1 has a good selective recognition and extraction property for Ni(Ⅱ) ion.

Key words: bis-&, beta, -diketone,thioether,ion recognition, extraction properties

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