Model Building on Selectivity of Gas Antisolvent Fractionation Method Using the Solubility Parameter

Abstract

Solubility parameters are widely used in the polymer industry and are often applied in the high pressure field as well as they give the possibility of combining the effects of all operational parameters on solubility in a single term. We demonstrate a statistical methodology to apply solubility parameters in constructing a model to describe antisolvent fractionation based chiral resolution, which is a complex process including a chemical equilibrium, precipitation and extraction as well. The solubility parameter used in this article, is the Hansen parameter. The evaluation of experimental results of resolution and crystallization of ibuprofen with (R)-phenylethylamine based on diastereomeric salt formation by gas antisolvent fractionation method was carried out. Two sets of experiments were performed, one with methanol as organic solvent in an undesigned experiment and one with ethanol in a designed experiment. The utilization of D-optimal design in order to decrease the necessary number of experiments and to overcome the problem of constrained design space was demonstrated. Linear models including dependence of pressure, temperature and the solubility parameter were appropriate to describe the selectivity of the GASF optical resolution method in both sets of experiments.

Concentration of Antioxidant Compounds from Calendula officinalis through Sustainable Supercritical Technologies, and Computational Study of Their Permeability in Skin for Cosmetic Use

“…In any case, it seems clear that the different solubilities shown by the components of the mixture to be separated in the supercritical ethanol–CO 2 mixture play an essential role in the fractionation process. In fact, it can be mentioned here that a very simple semi-empirical model containing the operating parameters (temperature and pressure) and the Hansen solubility parameters has been proved to be appropriate for describing the selectivity in a GAS-fractionation process closely related to SAF and SAS [ 81 , 82 ].…”

New Formula for the Hydrogen-Bonding Hansen Component of Methanol, Ethanol, andn-Propanol for Non-ambient Conditions—Application in Gas Antisolvent Fractionation-Based Optical Resolution

“…In this paper, a new formula is suggested for methanol, ethanol, and n-propanol which differentiates between the substances and thus provide a more accurate correction of temperature and pressure. The apparent difference, that can be observed between the temperature effects on the different alcohols, suggests that the generalization that is used in the formula of Williams 22 is an inappropriate approximation.…”

“…To the best knowledge of the authors, there is only one exception which is actually a previous study of the authors. 22 In that study, model building was applied using the total Hansen solubility parameter, temperature, and pressure to describe the selectivity of the gas antisolvent fractionation (GASF)-based optical resolution of ibuprofen with a mixture of scCO 2 − methanol and scCO 2 −ethanol. The GASF aims to selectively precipitate one or more components from their organic solution by the addition of the pressurized carbon dioxide while keeping the other component(s) dissolved and extractable (Kordikowski et al, 23 Marti ́n and Cocero, 24 and Szeḱely et al 25 ).…”

Eucalyptus cloeziana seed count data: a comparative analysis of statistical models

“…This may be due to an effect of some uncontrolled experimental factor. Similarly, other authors have relied on such analysis to select predictive models and remove inconsistent points (Jagadeeswari;Harini;Kumar, 2013;Mihalovits et al, 2019).…”