TY - JOUR
T1 - Nonideality and cocrystal formation in L-menthol/xylenol eutectic systems
AU - Alhadid, Ahmad
AU - Jandl, Christian
AU - Mokrushina, Liudmila
AU - Minceva, Mirjana
N1 - Publisher Copyright:
© 2022 Elsevier B.V.
PY - 2022/12/1
Y1 - 2022/12/1
N2 - Nonideality and cocrystal formation affect the solid–liquid equilibria (SLE) in eutectic systems. This study investigates the influence of the molecular structure of xylenol (dimethylphenol) isomers on the nonideality and cocrystal formation in eutectic systems containing L-menthol and five different xylenol isomers. Differential scanning calorimetry and powder X-ray diffraction analyses were employed to comprehend the SLE phase diagram of the studied systems. L-Menthol did not form cocrystals with xylenol isomers having a methyl group at position 2. In contrast, two cocrystals were observed in the L-menthol/3,4-xylenol systems at 1:2 and 2:1 ratios, and one cocrystal was observed in the 1:1 L-menthol/3,5-xylenol system. The liquid phase of all systems showed a strong negative deviation from ideality, except the L-menthol/2,6-xylenol eutectic system, which exhibited a near-ideal behavior. The nonideality of the liquid phase was modeled using the conductor-like screening model for realistic solvation (COSMO-RS) using TZVP and TZVPD_FINE parameterizations, finding that COSMO-RS can reasonably describe the liquid phase nonideality and predict the SLE phase diagram of simple eutectic systems and systems with cocrystal formation.
AB - Nonideality and cocrystal formation affect the solid–liquid equilibria (SLE) in eutectic systems. This study investigates the influence of the molecular structure of xylenol (dimethylphenol) isomers on the nonideality and cocrystal formation in eutectic systems containing L-menthol and five different xylenol isomers. Differential scanning calorimetry and powder X-ray diffraction analyses were employed to comprehend the SLE phase diagram of the studied systems. L-Menthol did not form cocrystals with xylenol isomers having a methyl group at position 2. In contrast, two cocrystals were observed in the L-menthol/3,4-xylenol systems at 1:2 and 2:1 ratios, and one cocrystal was observed in the 1:1 L-menthol/3,5-xylenol system. The liquid phase of all systems showed a strong negative deviation from ideality, except the L-menthol/2,6-xylenol eutectic system, which exhibited a near-ideal behavior. The nonideality of the liquid phase was modeled using the conductor-like screening model for realistic solvation (COSMO-RS) using TZVP and TZVPD_FINE parameterizations, finding that COSMO-RS can reasonably describe the liquid phase nonideality and predict the SLE phase diagram of simple eutectic systems and systems with cocrystal formation.
KW - COSMO-RS
KW - Deep eutectic solvents
KW - Polymorphism
KW - Solid–liquid equilibria
UR - http://www.scopus.com/inward/record.url?scp=85140074975&partnerID=8YFLogxK
U2 - 10.1016/j.molliq.2022.120582
DO - 10.1016/j.molliq.2022.120582
M3 - Article
AN - SCOPUS:85140074975
SN - 0167-7322
VL - 367
JO - Journal of Molecular Liquids
JF - Journal of Molecular Liquids
M1 - 120582
ER -