Solubilities and partial molar volumes of three bis(2-ethoxyethyl) ethanedioate derivatives in supercritical carbon dioxide

Three new CO2-philic bis(2-ethoxyethyl) ethanedioate derivatives, bis(2-(2-methoxyethoxy)ethyl) ethanedioate (compound 1), bis(2-(2-ethoxyethoxy)ethyl) ethanedioate (compound 2), and bis(2-(2-butoxyethoxy)ethyl) ethanedioate (compound 3), were designed and synthesized and their solubilities in supercritical carbon dioxide (scCO2) were then measured at different temperatures (313, 323, 333) K over the pressure range (8.9 to 13.9) MPa. The measured solubility data were correlated with five different theoretical semi-empirical models (Chrastil, kJ, SS, MST, JCF) and satisfactory agreements were obtained. The JCF model provided the best fit and the lowest average absolute relative deviation (AARD) varied from (3.58 to 6.80)%. Furthermore, the partial molar volumes of three compounds in the supercritical phase were also calculated according to the Kumar and Johnston theory, and the values were between −(19105 and 3510) cm3 · mol−1.