Modeling of the Separation of the Enantiomers of 1-Phenyl-1-propanol on Cellulose Tribenzoate

Abstract

The competitive adsorption isotherms of rac-1-phenyl-1-propanol on cellulose tribenzoate were measured by competitive frontal analysis. The experimental data were fitted to four different isotherm models: Langmuir, Bilangmuir, Langmuir-Freundlich, and Tóth. The fittings of the experimental data to all four models were satisfactory. It was excellent in the case of the Langmuir-Freundlich and the Tóth models. Overloaded elution profiles calculated with the Tóth isotherm were in good agreement with the experimental profiles in all the different experimental conditions investigated. This work extends to the case of binary mixtures the equivalence between the general rate and the lumped pore diffusion models already demonstrated for pure compounds when the ratio between the Stanton and the Biot numbers exceeds 5. The adsorption energy distribution for the Tóth isotherm was also calculated.

Study of mechanisms of chiral discrimination of amino acids and their derivatives on a teicoplanin-based chiral stationary phase

“…It is important to realize that the amount of the individual contributions, coming from the two types of sites (selective and non-selective), to the retention cannot be easily estimated by data measured under linear conditions. Only the determination of the equilibrium adsorption isotherms will allow the gathering of this information [54][55][56][57][58] and further investigations to fully clarify this point have been planned.…”

Kinetics and equilibrium of multicomponent adsorption on chiraly templated surfaces

“…For example, in the case of adsorption of rac-1-phenyl-1-propanol on cellulose tribenzoate it has been shown that the extended version of the bL model, which accounts for the surface heterogeneity, gives more accurate predictions of the adsorption isotherms compared to the original bL model. 14 Similarly, it has been deduced from experimental data that lateral interactions may be responsible for some peculiarities observed in the adsorption isotherms. For example, strong attractive interactions may, in general, produce downward convexity of adsorption isotherms-unusual behavior that has been observed for different solutes including toluene and butyl benzene 20 or butyl benzoate.…”

“…Among them, the most prevalent are small groups (e.g., Pirkle phases) or macromolecules, including cellulose derivatives [13][14][15][16][17] and proteins. 18,19 Despite different physicochemical properties of various CSPs, enantioselective adsorption processes carried out in their presence are controlled by the same or very similar mechanisms.…”

“…10,[13][14][15][16][17]19 In the bL model, both enantiomers adsorb from solution in a localized way (no surface diffusion is allowed) such that they form a mixed monolayer on the surface. Furthermore, it is assumed that one adsorption site can be occupied by at most one molecule of the adsorbate.…”

Moment analysis of chromatographic behavior in reversed‐phase liquid chromatography

“…On the other hand, it is essentially important for preparative chromatography to study the mass transfer phenomena in multi-component systems under non-linear isotherm conditions [2]. Cavazzini et al [110] studied the separation behavior of two enantiomers of 1-phenyl-1-propanol in a chromatographic system consisting of cellulose tribenzoate coated silica and a mixture of hexane and 2-propanol (97/3, v/v). It was reported that an increase in the concentration and injection volume of the sample solution of the racemic mixture is accompanied with an increase in the effective pore diffusion coefficient of S-1-phenyl-1-propanol.…”