Separation of 1,1′-bi-2-naphthol enantiomers by continuous chromatography in simulated moving bed

Abstract

Abstract--The chromatographic separation of 1,1'-bi-2-naphthol enantiomers with 3,5-dinitrobenzoyl phenylglycine bonded to silica gel stationary phases is studied. Continuous chromatography in simulated moving bed (SMB) is analyzed by modeling, simulation and operation of a SMB pilot unit Licosep 12-26 from Separex (France).A model for the prediction of the cyclic steady-state performance of the SMB is developed based on the analogy with the true moving bed (TMB). The model assumes axial dispersion flow for the liquid phase, linear driving force (LDF) approximation for intraparticle mass transfer rate and takes into account multicomponent adsorption equilibria.The SMB package allows the simulation of the pilot unit. The effect of operating variables (switching time, extract and feed flow rates, section length) and number of mass transfer units on the SMB performance is analyzed. The SMB performance is characterized by purity, recovery, solvent consumption and adsorbent productivity. The package also allows the simulation of the dynamic evolution of internal profiles for the transient operation of a TMB. The operation of the SMB pilot unit was carried out for the separation of racemic mixtures of bi-naphthol enantiomers. Using a 8-column configuration purities as high as 94.5% of the more retained species in the extract and 98.9% of the less retained species in the raffinate were obtained.

Chiral separation by SMB chromatography

“…The purified bi-naphthol enantiomers are used as chiral building blocks in asymmetric synthesis and as catalysts in some chemical reactions. The enantioseparation can be carried out using 3,5-dinitrobenzoyl phenylglycine bonded to silica gel as stationary phase and heptane-isopropanol (72:28) as eluent [11,12]. A bi-Langmuir model is proposed to describe the adsorption equilibrium isotherms, which were measured by the Novasep group [13]: Fig.…”

“…The eluent used was a 72/28 (v/v) heptane-isopropanol mixture. Operation temperature was fixed at 25°C [11,12].…”

Phenol Concentration using Thermal Simulated Moving Bed Concentrator

“…SMB 기술은 1960년대 초기 UOP 사 에서 개발하였고, 그 이후로 다양한 분야에 적용되기 시작했다 [1,2]. 대표적으로 정밀화학산업 [3,4], 제약 분야의 고순도 정제 [5], 아미노 산과 단백질 정제 [6,7], 제당 산업의 HFCS (high fructose corn syrup) …”

Simulated Moving Bed and Related Techniques

“…A more complete study of the influence of other model parameters can be found elsewhere [16,25]. 7.20) where i = A, B represents the component (A is the less retained, B the more retained component).…”