Copper Extraction Kinetics by Beta-Diketone Derivatives (Acylpyrazolones and Acylisoxazolones) in Water/Chloroform Biphasic System

Abstract

Copper(II) extraction and back-extraction rates were determined in a water/chloroform system using a bell-shaped transport cell. Various 1-phenyl-3-methyl-4-acyl-pyrazol-5-ones (with acyl = benzoyl, 2-thenoyl, octadecanoyl, p-tert-butylbenzoyl, 3-phenyl-propanoyl, and iso-nonanoyl) and 3-phenyl-4-acylisoxazol-5-ones (with acyl = benzoyl and p-tert-butylbenzoyl) were considered. The back-extraction rate is shown to be limited by the diffusion of the complex in the organic unstirred layer, whatever the stirring speed and whatever the ligand considered. At low stirring speed, the extraction rate appears to be limited by the diffusion of either a complex or a ligand species in the unstirred layers, depending on the pH. At high stirring speed, the extraction rate is limited by the interfacial complexation. The extraction rate dependence on side-group variation cannot be correlated with hydrophobicity or acidity of the extractants and may be explained by structural differences of the CO vicinal group of the acyl.

Keywords:

• Pyrazolones
• isoxazolones
• extraction rate
• back-extraction
• copper
• biphasic system
• kinetics

Acknowledgments

The authors thank the French National Company of Powders and Explosives (S.N.P.E.) for furnishing the HPM(PhC3)P and HPM(iC9)P extractants. Z. Lakkis thanks the Libanese Council of Scientific Research for a grant.