Enantioselective extraction of hydrophobic clorprenaline(CPE) enantiomers from organic phase to aqueous phases with sulfobutylether-β-cyclodextrin(SBE-β-CD) as the selector was investigated with insight into a number of important process variables, such as the type of organic solvent, concentration of selector, pH, and temperature. Equilibrium of the extraction system was modeled using a reactive extraction model with a homogeneous aqueous phase reaction. The important parameters of this model were determined experimentally. The physical distribution coefficients for molecular and ionic CPE were determined as 0.3 and 8.93, respectively. The equilibrium constants of the complexation reaction with SBE-β-CD were determined as 152 and 110 L/mol for R- and S-CPE, respectively. Results show that the experimental data agree with the model predictions perfectly. Comprehensively considering the experiment and model, the extraction conditions are optimized and the best extraction conditions are: pH of 6.0, SBE-β-CD concentration of 0.04 mol/L, and temperature of 5 °C, providing the enantioselectivity(α) of 1.25, the fraction of R-CPE(φR) in aqueous phase of 0.71 and performance factor(pf) of 0.025.
Chiral ionic liquids (CILs) containing imidazolium cations and L-Proline (L-Pro) anions were applied as chiral selector to separate tryptophan (Trp) enantiomers on a C18 column by ligand exchange chromatography. Several factors influencing Trp enantiomers separation, such as alkyl chain length of CILs, concentrations of Cu2+ and CILs, pH of the mobile phase, flow rate, organic solvent and temperature, were studied. Under the optimal conditions, the Trp enantiomers could be successfully separated within 21 min with the resolution of 2.30. At the same time, some thermodynamical parameters were obtained. The experimental results show that the enthalpy values of the Trp enantiomers are negative, indicating that the separation process is exothermic. And the enthalpy values of D-Trp are larger than those of L-Trp, which indicates that L-Trp could form more stable ternary complexes with tryptophan enantiomers.
