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Monoglycerides obtained by glycerolysis of palm stearin can be purified by extraction with aqueous ethanol, a process much less expensive than molecular distillation, which is the method that is commonly used at the industrial level. Liquid-liquid equilibrium data were measured for the six pseudoternary systems involved in the purification of the crude monoglyceride mixture obtained by glycerolysis of palm stearin. These systems are monoglycerides-ethanolwater, diglycerides-ethanol-water, triglycerides-ethanolwater, monoglycerides-diglycerides-(65 wt% ethanol + 35 wt% water), monoglycerides-triglycerides-(65 wt% ethanol + 35 wt% water), and diglycerides-triglycerides-(65 wt % ethanol + 35 wt% water). Measurements were performed at 343.15 K using a thermostated view cell. The experimental tie-line data for the six systems were correlated using the NRTL model for activity coefficients. Results from a simulation study using the binary interaction parameters determined for the NRTL model indicate that liquid-liquid extraction with aqueous ethanol can be used to obtain a 90 wt% monoglycerides product with up to 70% yield, in a simple process.

Collinin is a derivative of coumarin that has shown remarkable potential against cancer, tuberculosis, periodontitis, and other prevalent diseases, and is usually extracted from plants of the Rutaceae family at a very low yield. In this work, collinin and a position-isomer herein called isocollinin were synthesized at different scales (from 1 to 50 g of precursor) by a route consisting of two parallel and two sequential chemical reactions. The isomers were characterized by 1H NMR, 13C NMR, nuclear Overhauser enhancement spectroscopy NMR, melting temperature, and melting enthalpy. For each isomer, the Hansen solubility parameters and the radius of its solubility sphere were experimentally determined by solubility tests in 15 common solvents and two solvent blends. The solubility of each isomer in pressurized CO2 was determined at 30 and 50 °C from 72.2 to 112.9 bar, by an in situ high-pressure spectrometry technique, which was validated with the anthracene–CO2 system. The solubility of both isomers in CO2 increased with pressure in the range of temperatures and pressures considered, but that of collinin exhibited an asymptotic behavior around 80.8 and 104.8 bar, at 30 and 50 °C, respectively.

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