Solubilities of methyl oleate,oleic acid,oleyl glycerols,and oleyl glycerol mixtures in supercritical carbon dioxide

Solubility isotherms for oleic acid and methyl oleate as well as mono-, di-, and trioleylglycerol (MO, DO, and TO) in supercritical fluid CO₂ at 50 and 60°C are reported. Partition coefficients for quaternary (MO-DO-TO-CO₂) mixtures were obtained at 60°C at pressures ranging from 172 to 309 bar. Data indicate that diolein, and especially monoolein, exhibit positive deviation from ideal behavior, possibly due to intermolecular hydrogen bonding. Supercritical fluid CO₂ appears to be a good media for removal of mono- and diacylglycerol by-products from synthetic triglyceride reaction mixtures at moderate temperatures.