Metal extraction from water and organic solvents into fluorous solvents by fluorinated beta-diketone and its application to the colorimetric analysis

Anal Sci. 2009 Jan;25(1):77-82.
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Metal extraction from water and organic solvents into fluorous solvents by fluorinated beta-diketone and its application to the colorimetric analysis of metal ions.

Nakashima K, Maruyama T, Kubota F, Goto M.

Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819-0395, Japan.A metal extraction system using fluorous solvents has been developed. Perfluorinated beta-diketone, 1,1,1,5,5,6,6,6-octafluoro-2,4-hexanedione (C(6)F(8)betaDK) dissolves in the fluorous solvent FC-72 and can extract transition metal ions from water into FC-72. The extraction efficiency in the FC-72 system is comparable to that of chloroform. By using the immiscibility of FC-72 with conventional organic solvents, metal extraction was also achieved from acetonitrile and dioxane. Metal ions extracted into FC-72 can be readily stripped using 1 M nitric acid. We succeeded in a colorimetric assay of metal ion concentration in water and in organic solvents by contacting each solvent with FC-72 containing C(6)F(8)betaDK. Iron ions with different concentrations (0 - 0.1 mM) in water or acetonitrile are completely extracted into FC-72 to form a Fe(3+)-C(6)F(8)betaDK complex, which can be detected by spectrophotometry due to its absorption in the UV-vis region. We have demonstrated that fluorous solvents would be promising candidates for a novel separation and analytical medium for metal ions.PMID: 19139577 [PubMed]