Solid-liquid equilibrium solubility, thermodynamic properties and molecular simulation of cis-5-norbornene-exo-2,3-dicarboxylic anhydride in thirteen pure solvents at various temperatures

Solubility of cis-5-norbornene-exo-2,3-dicarboxylic anhydride (himic anhydride) in thirteen solvents including methyl acetate (MAC), ethyl acetate (EAC), n-propyl acetate (NPAC), isopropyl acetate (IPAC), n-butyl acetate (NBAC), isobutyl acetate (IBAC), n-amyl acetate (NAAC), methanol (MtOH), ethanol (EtOH), acetone (DMK), N-methyl-2-pyrrolidinone (NMP), N,N-dimethylformamide (DMF) from 278.15 K to 323.15 K and 1,4-dioxane at (288.15–323.15) K was experimentally determined by the gravimetric method under 0.1 MPa. The results showed that the solubility of himic anhydride increased with increasing temperature. The interaction energy between himic anhydride and selected solvents was calculated by molecular simulation to reveal the solubility behavior. Solubility data was correlated by five activity coefficient models including the Two-Suffix Margules model, Wilson model, NRTL model, NRTL-SAC model and uniquac model. Values of ARD (average relative deviations) and RMSD (root-mean-square deviation) between experimental and calculated solubility showed that five activity coefficient models provided good performance in this work. Moreover, thermodynamic properties associated with the solution processes were also discussed.