Solid-liquid equilibrium solubility and thermodynamic properties of cis-5-norbornene-endo-2,3-dicarboxylic anhydride in fourteen pure solvents and three binary solvents at various temperatures

Solubility of cis-5-norbornene-endo-2,3-dicarboxylic anhydride (carbic anhydride) in fourteen pure solvents including methyl acetate (MAC), ethyl acetate (EAC), n-propyl acetate (NPAC), isopropyl acetate (IPAC), n-butyl acetate (NBAC), n-amyl acetate (NAAC), isoamyl acetate (IAAC), hexyl acetate (HAC), octyl acetate (OAC), ethanol (EtOH), 1,4-dioxane, 1-methyl-2-pyrrolidinone (NMP), acetone, N , N -dimethylformamide (DMF) and three binary solvents of (DMF + EtOH), (1,4-dioxane + EtOH) and (EtAC + EtOH) with various mass fractions was experimentally studied at various temperatures under 0.1 MPa. The results showed that solubility of carbic anhydride increased with the increasing temperature in all pure/binary solvents and decreased with the increasing mass fractions of ethanol in binary solvents. The Hansen solubility parameter was used for explaining the solubility order of carbic anhydride in selected solvents. Solubility of carbic anhydride in pure solvents was correlated by van't Hoff equation, modified Apelblat equation, and λh equation. Experimental solubility of carbic anhydride in binary solvents was correlated by Jouyban-Acree model, Jouyban-Acree-modified Apelblat model, Jouyban-Acree-van't Hoff model, Sun model and Ma model. Moreover, thermodynamic properties of solutions were calculated by the van't Hoff analysis. The dissolution process was always endothermal and entropy-driven.