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.
Department of Chemical and Environmental Engineering, National University of Singapore, Singapore. g0201785@nus.edu.sg
Ying
Y
Hong Lu
Chi
C
Bun Ching
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