Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography

Detalhes bibliográficos
Autor(a) principal: Arafah, Rami
Data de Publicação: 2018
Outros Autores: Ribeiro, António E., Rodrigues, Alírio
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
Texto Completo: http://hdl.handle.net/10198/9279
Resumo: The pseudobinary preparative separation of nadolol stereoisomers is performed by simulated moving bed chromatography (SMB). Using the Chiralpak IA adsorbent, a new 25:75:0.1 (v/v/v) methanol-acetonitrile-diethylamine solvent composition was selected to perform the experimental SMB separation and compare it with the previous results obtained using pure methanol. Using a 2 g L−1 total feed concentration of an equimolar mixture of the four stereoisomers of nadolol, the more retained component was fully recovered (100% purity and 100% recovery), with a system productivity of 0.77 g L−1 hour−1 and a solvent consumption of 9.62 L g−1. Comparing these results with the ones previously reported using 100:0.1 methanol-diethylamine solvent composition, this work shows that the 25:75:0.1 methanol-acetonitrile-diethylamine is a better alternative for the preparative separation of nadolol stereoisomers by SMB chromatography. These results are confirmed by simulation of the SMB operation for higher feed concentrations, by comparing the performances of the two solvent compositions using the data obtained experimentally through the measurement of the adsorption equilibrium isotherms and the kinetic data obtained for both solvents. The new experimental and simulation results stress out that the performance of the preparative separation can be improved by a careful selection of the solvent composition.
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spelling Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatographyChiralpak IANadolol stereoisomersOptimization of solvent compositionSimulated moving bedThe pseudobinary preparative separation of nadolol stereoisomers is performed by simulated moving bed chromatography (SMB). Using the Chiralpak IA adsorbent, a new 25:75:0.1 (v/v/v) methanol-acetonitrile-diethylamine solvent composition was selected to perform the experimental SMB separation and compare it with the previous results obtained using pure methanol. Using a 2 g L−1 total feed concentration of an equimolar mixture of the four stereoisomers of nadolol, the more retained component was fully recovered (100% purity and 100% recovery), with a system productivity of 0.77 g L−1 hour−1 and a solvent consumption of 9.62 L g−1. Comparing these results with the ones previously reported using 100:0.1 methanol-diethylamine solvent composition, this work shows that the 25:75:0.1 methanol-acetonitrile-diethylamine is a better alternative for the preparative separation of nadolol stereoisomers by SMB chromatography. These results are confirmed by simulation of the SMB operation for higher feed concentrations, by comparing the performances of the two solvent compositions using the data obtained experimentally through the measurement of the adsorption equilibrium isotherms and the kinetic data obtained for both solvents. The new experimental and simulation results stress out that the performance of the preparative separation can be improved by a careful selection of the solvent composition.This work is a result of project “AIProcMat@N2020— Advanced Industrial Processes and Materials for a Sustainable Northern Region of Portugal 2020,” with the reference NORTE‐01‐0145‐FEDER‐000006, supported by Norte Portugal Regional Operational Programme (NORTE 2020), under the Portugal 2020 Partnership Agreement, through the European Regional Development Fund (ERDF), and of project POCI‐01‐0145‐FEDER‐ 006984—Associate Laboratory LSRE‐LCM funded by ERDF through COMPETE2020—Programa Operacional Competitividade e Internacionalização (POCI)—and by national funds through Fundação para a Ciência e a Tecnologia (FCT).Biblioteca Digital do IPBArafah, RamiRibeiro, António E.Rodrigues, Alírio2018-01-19T10:00:00Z20192019-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10198/9279engArafah, Rami S.; Ribeiro, A.E.; Rodrigues, A.E. (2019). Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography. Chirality. ISSN 0899-0042. 31, p. 62-710899-004210.1002/chir.23034info:eu-repo/semantics/openAccessreponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiainstacron:RCAAP2025-02-25T12:09:00Zoai:bibliotecadigital.ipb.pt:10198/9279Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireinfo@rcaap.ptopendoar:https://opendoar.ac.uk/repository/71602025-05-28T11:35:47.593627Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologiafalse
dc.title.none.fl_str_mv Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
title Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
spellingShingle Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
Arafah, Rami
Chiralpak IA
Nadolol stereoisomers
Optimization of solvent composition
Simulated moving bed
title_short Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
title_full Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
title_fullStr Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
title_full_unstemmed Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
title_sort Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography
author Arafah, Rami
author_facet Arafah, Rami
Ribeiro, António E.
Rodrigues, Alírio
author_role author
author2 Ribeiro, António E.
Rodrigues, Alírio
author2_role author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Arafah, Rami
Ribeiro, António E.
Rodrigues, Alírio
dc.subject.por.fl_str_mv Chiralpak IA
Nadolol stereoisomers
Optimization of solvent composition
Simulated moving bed
topic Chiralpak IA
Nadolol stereoisomers
Optimization of solvent composition
Simulated moving bed
description The pseudobinary preparative separation of nadolol stereoisomers is performed by simulated moving bed chromatography (SMB). Using the Chiralpak IA adsorbent, a new 25:75:0.1 (v/v/v) methanol-acetonitrile-diethylamine solvent composition was selected to perform the experimental SMB separation and compare it with the previous results obtained using pure methanol. Using a 2 g L−1 total feed concentration of an equimolar mixture of the four stereoisomers of nadolol, the more retained component was fully recovered (100% purity and 100% recovery), with a system productivity of 0.77 g L−1 hour−1 and a solvent consumption of 9.62 L g−1. Comparing these results with the ones previously reported using 100:0.1 methanol-diethylamine solvent composition, this work shows that the 25:75:0.1 methanol-acetonitrile-diethylamine is a better alternative for the preparative separation of nadolol stereoisomers by SMB chromatography. These results are confirmed by simulation of the SMB operation for higher feed concentrations, by comparing the performances of the two solvent compositions using the data obtained experimentally through the measurement of the adsorption equilibrium isotherms and the kinetic data obtained for both solvents. The new experimental and simulation results stress out that the performance of the preparative separation can be improved by a careful selection of the solvent composition.
publishDate 2018
dc.date.none.fl_str_mv 2018-01-19T10:00:00Z
2019
2019-01-01T00:00:00Z
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/10198/9279
url http://hdl.handle.net/10198/9279
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Arafah, Rami S.; Ribeiro, A.E.; Rodrigues, A.E. (2019). Improving the performance of nadolol stereoisomers' preparative separation using Chiralpak IA by SMB chromatography. Chirality. ISSN 0899-0042. 31, p. 62-71
0899-0042
10.1002/chir.23034
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.source.none.fl_str_mv reponame:Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
instname:FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
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instname_str FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
instacron_str RCAAP
institution RCAAP
reponame_str Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
collection Repositórios Científicos de Acesso Aberto de Portugal (RCAAP)
repository.name.fl_str_mv Repositórios Científicos de Acesso Aberto de Portugal (RCAAP) - FCCN, serviços digitais da FCT – Fundação para a Ciência e a Tecnologia
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