Measurement and Correlation of Solubility and Thermodynamic Properties of 2,2’-bis(2-Hydroxyethoxy)-1,1′-binaphthalene Form B in Twelve Pure Solvents

The solubility of 2,2′-bis(2-hydroxyethoxy)-1,1′-binaphthalene form B in 12 pure organic solvents ( n -propanol, isopropanol, n -butanol, isobutanol, n -pentanol, ethyl formate, methyl acetate, ethyl acetate, n -butyl acetate, isobutyl acetate, methylbenzene, and propanone) was determined from 283.15 to 323.15 K for the first time. The solubility has a positive correlation with temperature. Four thermodynamic models including the modified Apelblat equation, λ h equation, van’t Hoff equation, and the NRTL model were used to correlate the solubility data and further evaluated by ARD. Results show that all four models give good correlation. Additionally, the mixing thermodynamic properties of 2,2′-bis(2-hydroxyethoxy)-1,1′-binaphthalene form B were analyzed based on the NRTL model. Results indicate that the mixing processes of 2,2′-bis(2-hydroxyethoxy)-1,1′-binaphthalene are spontaneous and entropy-driven. The effects of solvent properties on solubility were discussed from the aspects of polarity, hydrogen bond, cohesive energy density, and steric hindrance. Results show that polarity and steric hindrance of the selected solvents greatly affect the solubility of 2,2’-bis(2-hydroxyethoxy)-1,1′-binaphthalene form B.