Three fluorinated bipyridine ligands have been designed and synthesized as chelating agents for the extraction of metal ions in supercritical CO 2 (sc-CO 2 ). The ligand solubilities in sc-CO 2 were investigated at different temperatures and pressures, and the measured data have been correlated using a semiempirical model. The calculated results showed satisfactory agreement with the experimental data. Based on these data, metal ion extraction with the three compounds as chelating agents in sc-CO 2 was performed from spiked filter paper, whereby ligand 1 showed the highest extraction efficiency, especially for Ni 2+ and Cu 2+ . The extraction constants, K ex , of the three chelating ligands were seen to increase with increasing extraction efficiency for the same metal ion in the same extraction system.