Industrial & Engineering Chemistry Research, Vol.44, No.13, 4726-4736, 2005
Synthesis and evaluation of metal-ligand complexes for selective oledfin solubilization in reactive solvents
The separation of 1-hexene from Fischer-Tropsch streams is an expensive and difficult separation because of the low relative volatilities encountered. Applying metal-ligand complexes, which pi-complex olefins, can increase the selectivity and capacity of these separations. In this paper, potential metal-ligand combinations are screened for this purpose using ethylene as the olefin. Ethylene solubility measurements with the metal-ligand complexes show a qualitative relationship between the stability and ability of the metal-ligand complex. The ligands LIX 26 (a hydroxyquinoline) and LIX 54 (a diketone) do not easily extract silver, and the resulting metal-ligand complex is unstable as silver precipitates. In contrast, Cyanex 301 and 302, thiophosphoric acids, easily extract silver and are very stable, but here the silver ion no longer forms pi complexes. The ligands, bis(2-ethylhexyl)phosphoric acid and dinonylnaphthalenesulfonic acid, result in a stable metal-ligand complex that can also selectively complex ethylene relative to ethane.