abstract
BACKGROUNDCountercurrent chromatography (CCC) and centrifugal partition chromatography (CPC) are efficient techniques to purify terpenoids from essential oils. These methods require suitable solvent systems for the partition between the two immiscible liquid phases. In this study, using the analytical shake-flask method, we measured the partition coefficients of three model monoterpenoids, namely carvone, eucalyptol and thymol, in 11 biphasic solvent systems, at 298.2 K. Moreover, the predictive COSMO-RS model was applied to represent the partition coefficients of data measured in this work and retrieved from the literature, the liquid-liquid equilibrium (LLE) data of three solvent families suitable for CCC/CPC separations (i.e., Arizona, Modified Arizona and Green Arizona) and the solute's partition coefficients in the three solvent families.RESULTSThe partition coefficients obtained for thymol and eucalyptol are the first partition data available in the literature. The obtained root mean square deviations (RMSDs) between the experimental and predicted partition coefficients (log basis) varied between 0.28 and 0.49. For LLE, RMSDs of 0.040 and 0.048 were achieved for the Arizona and Green Arizona families, respectively.CONCLUSIONThe predictive COSMO-RS model describes the monoterpenoid partition coefficients and the LLE data of the solvent families well. The most favorable solvent systems to perform the separations were identified, showing that systems with low and intermediate-to-low polarities are the most promising options for separating the selected monoterpenoids from their natural matrices by CCC/CPC techniques. (c) 2024 Society of Chemical Industry (SCI).
keywords
LIQUID-LIQUID EQUILIBRIA; ACTIVITY-COEFFICIENT MODEL; SYSTEM SELECTION; ESSENTIAL OIL; HIGH-SPEED; COSMO-RS; OPERATING PARAMETERS; STATIONARY-PHASE; EXTRACTION; SEPARATION
subject category
Biotechnology & Applied Microbiology; Chemistry; Engineering
authors
Vilas-Boas, SM; Coutinho, JAP; Pinho, SP; Ferreira, O
our authors
Sérgio Vilas Boas
Collaborator
Simão Pedro de Almeida Pinho
CollaboratorProjects
Collaboratory for Emerging Technologies, CoLab (EMERGING TECHNOLOGIES)
CICECO - Aveiro Institute of Materials (UIDB/50011/2020)
CICECO - Aveiro Institute of Materials (UIDP/50011/2020)
Associated Laboratory CICECO-Aveiro Institute of Materials (LA/P/0006/2020)
acknowledgements
This work was developed within the scope of the project CIMO - Mountain Research Center, UIDB/00690/2020 and LA/P/0007/2020, and CICECO - Aveiro Institute of Materials, UIDB/50011/2020, UIDP/50011/2020 and LA/P/0006/2020, financed by national funds through the Portuguese Foundation for Science and Technology (FCT)/MCTES. Sergio M Vilas-Boas thanks FCT and the European Social Fund (ESF) for his PhD grant (SFRH/BD/138149/2018 and COVID/BD/152936/2022).