Physicochemical properties, binary and ternary phase diagrams of ketoprofen.
Compared to simulated moving bed (SMB) chromatography, fractional crystallization is a simple and economical method for enantioseparation. Therefore, the coupling of SMB chromatography and fractional crystallization is suggested for enantioseparation of racemic compounds. In this work, a nonsteroidal antiinflammatory drug, ketoprofen (Kp), was chosen to be studied. Kp was verified as a racemic compound by FTIR, PXRD, and thermodynamic calculations. To derive the condition where pure (S)-Kp could be crystallized from a solution, which was previously enantiomerically enriched, the binary melting phase diagram and the ternary solubility phase diagram in the mixed solvent of ethanol and water over a temperature range of 15-30 degrees C were obtained. From these phase diagrams the eutectic point was determined as 91.6% mole percent (S)-Kp from the binary phase diagram and 91% from the ternary phase diagram. The results may provide valuable experiment data for the possibility of coupling fractional crystallization with SMB for Kp separation.
Hong Lu
Ying
Y
Department of Chemical and Environmental Engineering, National University of Singapore, Singapore. g0201785@nus.edu.sg
Bun Ching
Chi
C
D003460:Crystallization; D007660:Ketoprofen / Q000737:chemistry*; D044367:Phase Transition; D012995:Solubility; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013696:Temperature; D013816:Thermodynamics; D014961:X-Ray Diffraction
D007660:Ketoprofen