N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation

This study details synthesizing and characterizing a series of N-substituted aromatic polybenzimidazoles (N-PBIs) obtained via post-polymerization modifications of fluorinated polybenzimidazole (PBI-6F). The modifications involved the introduction at imidazole nitrogen of aliphatic chains bearing te...

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Autores: Aguilar-Lugo, C., Rojas-Rodriguez, M., Lozano López, Ángel Emilio, Fomina, L., Fomine, S., Alexandrova, L.
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2026
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:dnet:digitalcsic_::f634e8fe62958eca29da32614e3597e2
Acesso em linha:http://hdl.handle.net/10261/427338
Access Level:acceso abierto
Palavra-chave:Polybenzimidazole
Thermal Decomposition
Fluorinated PBI
Post-PolymerizationModification
CO2 Separation
N-Substituted PBIs
Tertiary Amine Groups
Gas Separation Membrane
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spelling N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 SeparationAguilar-Lugo, C.Rojas-Rodriguez, M.Lozano López, Ángel EmilioFomina, L.Fomine, S.Alexandrova, L.PolybenzimidazoleThermal DecompositionFluorinated PBIPost-PolymerizationModificationCO2 SeparationN-Substituted PBIsTertiary Amine GroupsGas Separation MembraneThis study details synthesizing and characterizing a series of N-substituted aromatic polybenzimidazoles (N-PBIs) obtained via post-polymerization modifications of fluorinated polybenzimidazole (PBI-6F). The modifications involved the introduction at imidazole nitrogen of aliphatic chains bearing tertiary amine groups, affording N,N-dimethylethylamine and N,N-dimethylpropylamine N-substituted PBIs, PBI-DMEA, and PBI-DMPA, respectively. Their properties were compared with the performance of N-substituted PBI bearing a pure propyl chain, without an amine group in the end (PBI-Pr). All N-PBIs demonstrated enhanced processability, exhibiting solubility not only in dipolar aprotic solvents but also in such ordinary solvents as chloroform and THF. Their performance as gas separation membranes was tested and showed that the membranes with amine groups in the substituent had enhanced permselectivity for the CO2/CH4 gas pair, which was rather explained by an increase in the solubility parameter of CO2. However, the presence of the aliphatic amines also resulted in an unusually low decomposition temperature for these polymers. The mechanism of thermal decomposition and solubility and diffusivity parameters were confirmed by corresponding calculations.This work was financially supported by DGAPA PAPIIT IG100323, SECIHTI CF-2023-G-220, and the Spanish Agencia Estatal de Investigacion (Project AEI/FEDER, UE, PID2023-149594OB-C22). The authors thank G. Cedillo Valverde, A. Tejeda Cruz, and E. Reyes Morales (IIM-UNAM) for the performed analysis. C.A-L. thanks SECIHTI for the postdoctoral fellowship (CVU 105405).Peer reviewedAmerican Chemical SocietyAgencia Estatal de Investigación (España)European CommissionUniversidad Nacional Autónoma de MéxicoLozano López, Ángel Emilio [0000-0003-4209-3842]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202620262026info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/427338reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-149594OB-C22https://doi.org/10.1021/acsapm.5c03888Síinfo:eu-repo/semantics/openAccessoai:dnet:digitalcsic_::f634e8fe62958eca29da32614e3597e22026-05-22T06:33:51Z
dc.title.none.fl_str_mv N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
title N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
spellingShingle N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
Aguilar-Lugo, C.
Polybenzimidazole
Thermal Decomposition
Fluorinated PBI
Post-PolymerizationModification
CO2 Separation
N-Substituted PBIs
Tertiary Amine Groups
Gas Separation Membrane
title_short N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
title_full N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
title_fullStr N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
title_full_unstemmed N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
title_sort N-Substituted Fluorinated Polybenzimidazoles: An Easy Post-Modification Strategy for Improved CO2 Separation
dc.creator.none.fl_str_mv Aguilar-Lugo, C.
Rojas-Rodriguez, M.
Lozano López, Ángel Emilio
Fomina, L.
Fomine, S.
Alexandrova, L.
author Aguilar-Lugo, C.
author_facet Aguilar-Lugo, C.
Rojas-Rodriguez, M.
Lozano López, Ángel Emilio
Fomina, L.
Fomine, S.
Alexandrova, L.
author_role author
author2 Rojas-Rodriguez, M.
Lozano López, Ángel Emilio
Fomina, L.
Fomine, S.
Alexandrova, L.
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
European Commission
Universidad Nacional Autónoma de México
Lozano López, Ángel Emilio [0000-0003-4209-3842]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Polybenzimidazole
Thermal Decomposition
Fluorinated PBI
Post-PolymerizationModification
CO2 Separation
N-Substituted PBIs
Tertiary Amine Groups
Gas Separation Membrane
topic Polybenzimidazole
Thermal Decomposition
Fluorinated PBI
Post-PolymerizationModification
CO2 Separation
N-Substituted PBIs
Tertiary Amine Groups
Gas Separation Membrane
description This study details synthesizing and characterizing a series of N-substituted aromatic polybenzimidazoles (N-PBIs) obtained via post-polymerization modifications of fluorinated polybenzimidazole (PBI-6F). The modifications involved the introduction at imidazole nitrogen of aliphatic chains bearing tertiary amine groups, affording N,N-dimethylethylamine and N,N-dimethylpropylamine N-substituted PBIs, PBI-DMEA, and PBI-DMPA, respectively. Their properties were compared with the performance of N-substituted PBI bearing a pure propyl chain, without an amine group in the end (PBI-Pr). All N-PBIs demonstrated enhanced processability, exhibiting solubility not only in dipolar aprotic solvents but also in such ordinary solvents as chloroform and THF. Their performance as gas separation membranes was tested and showed that the membranes with amine groups in the substituent had enhanced permselectivity for the CO2/CH4 gas pair, which was rather explained by an increase in the solubility parameter of CO2. However, the presence of the aliphatic amines also resulted in an unusually low decomposition temperature for these polymers. The mechanism of thermal decomposition and solubility and diffusivity parameters were confirmed by corresponding calculations.
publishDate 2026
dc.date.none.fl_str_mv 2026
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/427338
url http://hdl.handle.net/10261/427338
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-149594OB-C22
https://doi.org/10.1021/acsapm.5c03888
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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