ABSTRACT
5-Bromo-, 3,5-dibromo- and 5-nitrosalicylaldehyde acetohydrazones (BSAH, DBSAH and NSAH, respectively, or H2L) were synthesized. The extraction of lanthanoid ions (Ln3+) including praseodymium, europium and ytterbium ions into 1,2-dichloroethane with the synthesized hydrazones in the presence of both tri-n-butylphos-phate (TBP) and perchlorate has been investigated. The extracted species were (Ln3+)(HLP−)2(TBP)3(CI4 −) for all the hydrazones. The acid dissociation constants, Ka, and the partition coefficients, Ko, of the hydrazones and the extraction constants, Kex, of the lanthanoid complexes were determined. The introduction of electron-withdrawing bromo or nitro groups to the 3- and/or 5-position of the benzene ring in salicylaldehyde acetohydrazone (SAH), the mother compound of the synthesized hydrazones, was very effective for increasing not only the Kex value of SAH but also its KD value and the Kex values of its lanthanoid complexes. Taking into consideration the above-mentioned three constants, of the synthesized hydrazones DBSAH was the most balanced and recommend-able extractant for the lanthanoids.