Extraction Behavior of Metal Ions by TODGA, DOODA, MIDOA, and NTAamide Extractants from HNO 3 to n -Dodecane

Four novel diamide and triamide extractants developed in our group, TODGA, DOODA, MIDOA, and NTAamide, were examined to see the extractability trends of up to 74 metal ions from nitric acid into n-dodecane. TODGA and DOODA have one or two etheric and two amidic oxygen donor atoms, and MIDOA and NTAamide have a nitrogen donor atom centered in the backbones and two or three diamidic O atoms. The former two extractants are expected to have high extractability for metal ions classified as hard acids and the latter ones have higher extractability for soft acids. TODGA and DOODA have high distribution ratios, D, for metal ions in the 2A-4A groups. On the other hand, MIDOA and NTAamide have high D values for group 5A-7A and 8 metal ions, which follows HSAB theory. The positive relation between the slope values of the extractant dependence and the extraction constant, α, is found, which suggests that a high order of successive formation of metal complexes with extractants gives high extractability.