Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography
Autor(a) principal: | |
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Data de Publicação: | 1998 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10198/1150 |
Resumo: | The paper deals with chiral separation by simulated moving bed (SMB) chromatography. The separation of chiral epoxide enantiomers in microcrystalline cellulose triacetate using methanol as eluent is considered as illustrative example. The use of microcrystalline cellulose triacetate for the chromatographic separation of enantiomers is first reviewed and a methodology for obtaining basic data (adsorption equilibrium isotherms, axial dispersion and mass transfer coefficient) is discussed. A model for the prediction of the cyclic steady-state performance of the SMB, based on the analogy with the true moving bed, is developed assuming multicomponent adsorption equilibria, axial dispersion flow and linear driving force approximation to describe the intraparticle mass transfer rate. The simulation package is used to predict the effect of operating variables on the process performance and to define the regions for enantiomer separation. A simple optimization procedure is proposed for choosing the best SMB operating conditions. This procedure is extensively tested for the separation of chiral epoxide enantiomers. The experimental operation of a SMB pilot unit was carried out for this system. Purities and recoveries higher than 90% were obtained for both extract and raffinate, using a 420 ml inventory of stationary phase. The SMB pilot allows the continuous resolution of 52 g of racemic mixture per day and per liter of bed, with a solvent consumption of 0.4 l of mobile phase per gram of racemic mixture processed. The simulation package is also used to predict the steady-state internal concentration profiles for the SMB operation with reasonable agreement with experimental results. |
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Separation of enantiomers of a chiral epoxide by simulated moving bed chromatographySimulated moving bed chromatographyEnantiomer separationPreparative chromatographyComputer simulationOptimizationEpoxidesThe paper deals with chiral separation by simulated moving bed (SMB) chromatography. The separation of chiral epoxide enantiomers in microcrystalline cellulose triacetate using methanol as eluent is considered as illustrative example. The use of microcrystalline cellulose triacetate for the chromatographic separation of enantiomers is first reviewed and a methodology for obtaining basic data (adsorption equilibrium isotherms, axial dispersion and mass transfer coefficient) is discussed. A model for the prediction of the cyclic steady-state performance of the SMB, based on the analogy with the true moving bed, is developed assuming multicomponent adsorption equilibria, axial dispersion flow and linear driving force approximation to describe the intraparticle mass transfer rate. The simulation package is used to predict the effect of operating variables on the process performance and to define the regions for enantiomer separation. A simple optimization procedure is proposed for choosing the best SMB operating conditions. This procedure is extensively tested for the separation of chiral epoxide enantiomers. The experimental operation of a SMB pilot unit was carried out for this system. Purities and recoveries higher than 90% were obtained for both extract and raffinate, using a 420 ml inventory of stationary phase. The SMB pilot allows the continuous resolution of 52 g of racemic mixture per day and per liter of bed, with a solvent consumption of 0.4 l of mobile phase per gram of racemic mixture processed. The simulation package is also used to predict the steady-state internal concentration profiles for the SMB operation with reasonable agreement with experimental results.ElsevierBiblioteca Digital do IPBPais, Luís S.Loureiro, José M.Rodrigues, Alírio2009-04-17T15:30:32Z199819981998-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/1150engengPais, L.S.; Loureiro, J.M.; Rodrigues, A.E. (1998). Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography. Journal of Chromatography A. ISSN 0021-9673. 827:2, p.215-2330021-9673J. Chromatogr. A10.1016/S0021-9673(98)00735-3info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:04:29Zoai:bibliotecadigital.ipb.pt:10198/1150Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T22:54:42.938701Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
title |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
spellingShingle |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography Pais, Luís S. Simulated moving bed chromatography Enantiomer separation Preparative chromatography Computer simulation Optimization Epoxides |
title_short |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
title_full |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
title_fullStr |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
title_full_unstemmed |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
title_sort |
Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography |
author |
Pais, Luís S. |
author_facet |
Pais, Luís S. Loureiro, José M. Rodrigues, Alírio |
author_role |
author |
author2 |
Loureiro, José M. Rodrigues, Alírio |
author2_role |
author author |
dc.contributor.none.fl_str_mv |
Biblioteca Digital do IPB |
dc.contributor.author.fl_str_mv |
Pais, Luís S. Loureiro, José M. Rodrigues, Alírio |
dc.subject.por.fl_str_mv |
Simulated moving bed chromatography Enantiomer separation Preparative chromatography Computer simulation Optimization Epoxides |
topic |
Simulated moving bed chromatography Enantiomer separation Preparative chromatography Computer simulation Optimization Epoxides |
description |
The paper deals with chiral separation by simulated moving bed (SMB) chromatography. The separation of chiral epoxide enantiomers in microcrystalline cellulose triacetate using methanol as eluent is considered as illustrative example. The use of microcrystalline cellulose triacetate for the chromatographic separation of enantiomers is first reviewed and a methodology for obtaining basic data (adsorption equilibrium isotherms, axial dispersion and mass transfer coefficient) is discussed. A model for the prediction of the cyclic steady-state performance of the SMB, based on the analogy with the true moving bed, is developed assuming multicomponent adsorption equilibria, axial dispersion flow and linear driving force approximation to describe the intraparticle mass transfer rate. The simulation package is used to predict the effect of operating variables on the process performance and to define the regions for enantiomer separation. A simple optimization procedure is proposed for choosing the best SMB operating conditions. This procedure is extensively tested for the separation of chiral epoxide enantiomers. The experimental operation of a SMB pilot unit was carried out for this system. Purities and recoveries higher than 90% were obtained for both extract and raffinate, using a 420 ml inventory of stationary phase. The SMB pilot allows the continuous resolution of 52 g of racemic mixture per day and per liter of bed, with a solvent consumption of 0.4 l of mobile phase per gram of racemic mixture processed. The simulation package is also used to predict the steady-state internal concentration profiles for the SMB operation with reasonable agreement with experimental results. |
publishDate |
1998 |
dc.date.none.fl_str_mv |
1998 1998 1998-01-01T00:00:00Z 2009-04-17T15:30:32Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10198/1150 |
url |
http://hdl.handle.net/10198/1150 |
dc.language.iso.fl_str_mv |
eng eng |
language |
eng |
dc.relation.none.fl_str_mv |
Pais, L.S.; Loureiro, J.M.; Rodrigues, A.E. (1998). Separation of enantiomers of a chiral epoxide by simulated moving bed chromatography. Journal of Chromatography A. ISSN 0021-9673. 827:2, p.215-233 0021-9673 J. Chromatogr. A 10.1016/S0021-9673(98)00735-3 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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