Preparation and characterization of L-phenylalanine-derivatized β-cyclodextrin-bonded silica and its application on chiral separation of alanine acid racemates

Abstract

A chiral adsorption material, L-phenylalanine-derivatized β-cyclodextrin-bonded silica (L-Phe-CD/SiO2), was prepared and characterized by Fourier transform infrared (FT-IR), elemental analysis, field emission scanning electron microscope (FESEM), differential scanning calorimetry (DSC) and thermogravimetric analysis (TG) measurements. Langmuir and Freundlich isotherm models were employed to simulate the equilibrium data. The results showed that the equilibrium data were well represented by Langmuir isotherm model. Experimental data were analyzed using pseudofirst order and pseudo-second order kinetic models and the obtained results indicated that kinetics followed a pseudosecond order equation. The static adsorption experiments indicated that L-Phe-CD/SiO2 had significantly higher adsorption capacity for L-alanine (L-Ala) compared with D-alanine (D-Ala); and the selectivity coefficient is 2.53. The result shows that the prepared L-Phe-CD/SiO2 could be applied to chiral separation of the racemic alanine acid solution.