Solid-liquid equilibrium of 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone in twelve mono-solvents: Solubility determination, Hansen solubility parameter and thermodynamic analysis

• Published in: The Journal of chemical thermodynamics Vol. 178; p. 106969
• Main Authors: Zhang, Pengshuai, Ge, Ruping, Jin, Chunxia, Deng, Jixiu, Dai, Feiyang, Wan, Yameng, Zhang, Beibei, Yu, Shuwei, Li, Xing, Zhang, En, Zhang, Lan, Zhang, Lu
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.03.2023
• Subjects: 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone; Activity coefficient; Hirshfeld surface; Hydrogen bonds; Solubility; Thermodynamic; Activity coefficient; Hydrogen bonds; Solubility; 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone; Thermodynamic; Hirshfeld surface
• ISSN: 0021-9614; 1096-3626
• DOI: 10.1016/j.jct.2022.106969

[Display omitted] •Solubility of 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone (1-HPE) was studied.•The 1-HPE solubility was correlated by six thermodynamic models.•Hansen solubility parameters was used to evaluate the solubility behavior of 1-HPE.•Thermodynamic properties (ΔdisG, ΔdisS, ΔdisH) was calculated by the UNIQUAC model. The mole fraction solubility of 1-[4-(4-hydroxyphenyl)piperazin-1-yl]ethenone (1-HPE) in twelve mono-solvent systems namely “2-methoxyethanol (2-ME), methanol (MeOH), ethanol (EtOH), butan-1-ol (n-BuOH), 2-propoxyethanol (2-PE), propan-2-ol (i-PrOH), 2-methylpropan-1-ol (i-BuOH), Acetonitrile (MeCN), ethane-1,2-diol (EG), 2-ethoxyethanol (2-EE), propan-1-ol (n-PrOH), 2-butoxyethanol (2-BE)” were determined from 283.15 K to 323.15 K under 0.1 MPa. The experimental solubility order follows: 2-ME > 2-EE > 2-PE > 2-BE > MeOH > EtOH > n-PrOH > i-PrOH ≈ n-BuOH > i-BuOH ≈ MeCN > EG. The UNIQUAC model, modified Apelblat model, NRTL model, Wilson model, Jouyban model and NRTL-SAC model equation were used to correlate of 1-HPE solubility, and the average 104RMSD of them was 0.89, 1.21, 0.94, 4.72, 0.60 and 1.25, respectively. Furthermore, Hansen solubility parameters analysis (HSP) was used to evaluate the miscibility of 1-HPE in the selected solvents. Hirshfeld surface (HS) analysis was performed to discuss the electrostatic features and the patterns of intermolecular interactions of 1-HPE. Thermodynamic properties (ΔmixG, ΔmixS, ΔmixH, ΔdisG, ΔdisS, ΔdisH) were calculated by the UNIQUAC model. The calculated results indicated that the dissolution and mixing process of 1-HPE in the mono-solvents selected in this work was spontaneous and entropy increment.