1) Y. Kobuke, K. Hanji, K. Horiguchi, M. Asada, Y. Nakayama, J. Furukawa, J. Am. Chem. Soc., 98, 7414(1976). 2) S. Yoshida, S. Hayano, J. Memb. Sci.,

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1 1) Y. Kobuke, K. Hanji, K. Horiguchi, M. Asada, Y. Nakayama, J. Furukawa, J. Am. Chem. Soc., 98, 7414(1976). 2) S. Yoshida, S. Hayano, J. Memb. Sci., 11, 157(1982). 3) J. D. Lamb, J. J. Christensen, J. L. Oscarson, B. L. Nielsen, B. W. Asay, R. M. Izatt, J. Am. Chem. Soc., 102, 6820(1980). 4) J. P. Behr, M. Kirch, J. M. Lehn, ibid., 107, 241 (1985). 6) J. J. Christensen, J. D. Lamb, S. R. Izatt, S. E. Starr, G. C. Weed, M. S. Astin, B. D. Stitt, R. M. Izatt, Am. Chem. Soc., 100, 3219(1978). 7) K. Ohashi, S. Nakata, M. Katsume, K. Nakamura, K. Yamamoto, Anal. Sci., 1, 467(1985). 8) R. M. Izatt, J. D. Lamb, R. T. Hawkins, P. R. Brown S. R. Izatt, J. J. Christensen, J. Am. Chem. Soc 105, 1782(1983). 9) R. M. Izatt, G. C. Lindh, G. A. Clark, J. S. Bradshaw Y. Nakatsuji, J. D. Lamb, J. J. Christensen, J. Chem Soc., Chem. Commun., 1985, ) E. Kimura, C. A. Dalimunte, A. Yamashita, R Machida, ibid., 1985, ) K. Hiratani, K. Taguchi, K. Ohhashi, H. Nakayama Chem. Lett., 1989, 2073 ; K. Hiratani, K. Taguchi ibid., 1990, 725 ; K. Hiratani, T. Hirose, K. Fujiwara K. Saito, ibid., 1990, 9121.

2 12) N. Iwasaki, K. Sone, H. Ojima, Bull. Chem. Soc., Jpn., 48, 2279(1975).

4 18) J. D. Lamb, J. J. Christensen, S. R. Izatt, K. Bedke, M. S. Astin, R. M. Izatt, J. Am, Chem. Soc., 102, 3399(1980).

6 Extraction and Liquid Membrane Transport of Transition Metal Ions by Proton-Ionizable Noncyclic Diamides Reizo DOHNO*, Tomohiro MIURA and Tadao HAKUSHI Department of Applied Cehmistry, Faculty of Engineering, Himeji Institute of Technology ; Shosha, Himeji-shi Japan Solvent extraction and liquid membrane transport abilities of the synthesized noncyclic diamides (L1, L2, L3, L4, L5) having pyridine ring as ligand were examined for transition metal ions (Co2, Ni2+, Cu2+, Zn2+) and the structural effect of the ligand on the metal binding ability was discussed. Even in acidic range, L1 L4 formed neutral complex with Cu"- accompanied with the release of two amide-proton and extracted Cu2 with the excellent selectivity and efficiency even in the absence of lipohilic picrate ion. The extraction and the transport abilities for CIO decreased in the following order : L2>L1>1.44>L3 and L3>L4>L1>L2, respectively. This result implies that the balance of the rates of uptake and release of CIO at the interfaces between aqueous and membrane phases is of substantial importance. The discrepancy of the orders will be explainable by the ease of the conformation change in the complex formation and the coordination ability of donor nitrogen atom of each ligand. In the extraction of the solution containing single ion species (Co2+, Ni2+, Cu"-, Zn2+), L1 and L2 extracted Cu2+ Ni2+ (40%), zn2+ (15%) and Co2+ (12%), while they specifically extrated Cu2+ from the mixed solution of these ions. L3 and L4 extracted only Cu2 from either the single or the mixed solutions. L5 extracted Cu2+ only when picrate ion is present at the neutral range of ph and the two amide-proton did not dissociate.

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