β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | https://hdl.handle.net/1822/80472 |
Resumo: | Water pollution due to global economic activity is one of the greatest environmental concerns, and many efforts are currently being made toward developing materials capable of selectively and efficiently removing pollutants and contaminants. A series of β-ketoenamine covalent organic frameworks (COFs) have been synthesized, by reacting 1,3,5-triformylphloroglucinol (TFP) with different C2-functionalized and nonfunctionalized diamines, in order to evaluate the influence of wall functionalization and pore size on the adsorption capacity toward dye and heavy metal pollutants. The obtained COFs were characterized by different techniques. The adsorption of methylene blue (MB), which was used as a model for the adsorption of pharmaceuticals and dyes, was initially evaluated. Adsorption studies showed that –NO<sub>2</sub> and –SO<sub>3</sub>H functional groups were favorable for MB adsorption, with TpBd(SO<sub>3</sub>H)<sub>2</sub>-COF [100%], prepared between TFP and 4,4′-diamine- [1,1′-biphenyl]-2,2′-disulfonic acid, achieving the highest adsorption capacity (166 ± 13 mg g<sup>−1</sup>). The adsorption of anionic pollutants was less effective and decreased, in general, with the increase in –SO<sub>3</sub>H and –NO<sub>2</sub> group content. The effect of ionic interactions on the COF performance was further assessed by carrying out adsorption experiments involving metal ions. Isotherms showed that nonfunctionalized and functionalized COFs were better described by the Langmuir and Freundlich sorption models, respectively, confirming the influence of functionalization on surface heterogeneity. Sorption kinetics experiments were better adjusted according to a second-order rate equation, confirming the existence of surface chemical interactions in the adsorption process. These results confirm the influence of selective COF functionalization on adsorption processes and the role of functional groups on the adsorption selectivity, thus clearly demonstrating the potential of this new class of materials in the efficient and selective capture and removal of pollutants in aqueous solutions. |
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β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorptioncovalent organic frameworksbeta-ketoenamineadsorptionmethylene bluemethyl orangeheavy metalsβ-ketoenamineCiências Naturais::Ciências QuímicasScience & TechnologyWater pollution due to global economic activity is one of the greatest environmental concerns, and many efforts are currently being made toward developing materials capable of selectively and efficiently removing pollutants and contaminants. A series of β-ketoenamine covalent organic frameworks (COFs) have been synthesized, by reacting 1,3,5-triformylphloroglucinol (TFP) with different C2-functionalized and nonfunctionalized diamines, in order to evaluate the influence of wall functionalization and pore size on the adsorption capacity toward dye and heavy metal pollutants. The obtained COFs were characterized by different techniques. The adsorption of methylene blue (MB), which was used as a model for the adsorption of pharmaceuticals and dyes, was initially evaluated. Adsorption studies showed that –NO<sub>2</sub> and –SO<sub>3</sub>H functional groups were favorable for MB adsorption, with TpBd(SO<sub>3</sub>H)<sub>2</sub>-COF [100%], prepared between TFP and 4,4′-diamine- [1,1′-biphenyl]-2,2′-disulfonic acid, achieving the highest adsorption capacity (166 ± 13 mg g<sup>−1</sup>). The adsorption of anionic pollutants was less effective and decreased, in general, with the increase in –SO<sub>3</sub>H and –NO<sub>2</sub> group content. The effect of ionic interactions on the COF performance was further assessed by carrying out adsorption experiments involving metal ions. Isotherms showed that nonfunctionalized and functionalized COFs were better described by the Langmuir and Freundlich sorption models, respectively, confirming the influence of functionalization on surface heterogeneity. Sorption kinetics experiments were better adjusted according to a second-order rate equation, confirming the existence of surface chemical interactions in the adsorption process. These results confirm the influence of selective COF functionalization on adsorption processes and the role of functional groups on the adsorption selectivity, thus clearly demonstrating the potential of this new class of materials in the efficient and selective capture and removal of pollutants in aqueous solutions.This work was funded by the Coimbra Chemistry Centre (CQC), which is supported by the Fundação para a Ciência e a Tecnologia (FCT), Portugal, through the grants ref. UID/QUI/00313/2020 and ref. UI/BD/150809/2020, co-funded by COMPETE2020-UE.Multidisciplinary Digital Publishing InstituteUniversidade do MinhoMachado, Tiago F.Santos, Filipa A.Pereira, Rui Francisco Gonçalves Pinto Fernandesde Zea Bermudez, VerónicaValente, Artur J. M.Serra, M. Elisa SilvaMurtinho, Dina2022-07-292022-07-29T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/1822/80472engMachado, T.F.; Santos, F.A.; Pereira, R.F.P.; de Zea Bermudez, V.; Valente, A.J.M.; Serra, M.E.S.; Murtinho, D. β-Ketoenamine Covalent Organic Frameworks—Effects of Functionalization on Pollutant Adsorption. Polymers 2022, 14, 3096. https://doi.org/10.3390/polym141530962073-436010.3390/polym14153096https://www.mdpi.com/2073-4360/14/15/3096info: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:RCAAP2023-07-21T12:45:15Zoai:repositorium.sdum.uminho.pt:1822/80472Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:43:04.429700Repositório 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 |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
title |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
spellingShingle |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption Machado, Tiago F. covalent organic frameworks beta-ketoenamine adsorption methylene blue methyl orange heavy metals β-ketoenamine Ciências Naturais::Ciências Químicas Science & Technology |
title_short |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
title_full |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
title_fullStr |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
title_full_unstemmed |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
title_sort |
β-ketoenamine covalent organic frameworks—effects of functionalization on pollutant adsorption |
author |
Machado, Tiago F. |
author_facet |
Machado, Tiago F. Santos, Filipa A. Pereira, Rui Francisco Gonçalves Pinto Fernandes de Zea Bermudez, Verónica Valente, Artur J. M. Serra, M. Elisa Silva Murtinho, Dina |
author_role |
author |
author2 |
Santos, Filipa A. Pereira, Rui Francisco Gonçalves Pinto Fernandes de Zea Bermudez, Verónica Valente, Artur J. M. Serra, M. Elisa Silva Murtinho, Dina |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Machado, Tiago F. Santos, Filipa A. Pereira, Rui Francisco Gonçalves Pinto Fernandes de Zea Bermudez, Verónica Valente, Artur J. M. Serra, M. Elisa Silva Murtinho, Dina |
dc.subject.por.fl_str_mv |
covalent organic frameworks beta-ketoenamine adsorption methylene blue methyl orange heavy metals β-ketoenamine Ciências Naturais::Ciências Químicas Science & Technology |
topic |
covalent organic frameworks beta-ketoenamine adsorption methylene blue methyl orange heavy metals β-ketoenamine Ciências Naturais::Ciências Químicas Science & Technology |
description |
Water pollution due to global economic activity is one of the greatest environmental concerns, and many efforts are currently being made toward developing materials capable of selectively and efficiently removing pollutants and contaminants. A series of β-ketoenamine covalent organic frameworks (COFs) have been synthesized, by reacting 1,3,5-triformylphloroglucinol (TFP) with different C2-functionalized and nonfunctionalized diamines, in order to evaluate the influence of wall functionalization and pore size on the adsorption capacity toward dye and heavy metal pollutants. The obtained COFs were characterized by different techniques. The adsorption of methylene blue (MB), which was used as a model for the adsorption of pharmaceuticals and dyes, was initially evaluated. Adsorption studies showed that –NO<sub>2</sub> and –SO<sub>3</sub>H functional groups were favorable for MB adsorption, with TpBd(SO<sub>3</sub>H)<sub>2</sub>-COF [100%], prepared between TFP and 4,4′-diamine- [1,1′-biphenyl]-2,2′-disulfonic acid, achieving the highest adsorption capacity (166 ± 13 mg g<sup>−1</sup>). The adsorption of anionic pollutants was less effective and decreased, in general, with the increase in –SO<sub>3</sub>H and –NO<sub>2</sub> group content. The effect of ionic interactions on the COF performance was further assessed by carrying out adsorption experiments involving metal ions. Isotherms showed that nonfunctionalized and functionalized COFs were better described by the Langmuir and Freundlich sorption models, respectively, confirming the influence of functionalization on surface heterogeneity. Sorption kinetics experiments were better adjusted according to a second-order rate equation, confirming the existence of surface chemical interactions in the adsorption process. These results confirm the influence of selective COF functionalization on adsorption processes and the role of functional groups on the adsorption selectivity, thus clearly demonstrating the potential of this new class of materials in the efficient and selective capture and removal of pollutants in aqueous solutions. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-07-29 2022-07-29T00:00:00Z |
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 |
https://hdl.handle.net/1822/80472 |
url |
https://hdl.handle.net/1822/80472 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Machado, T.F.; Santos, F.A.; Pereira, R.F.P.; de Zea Bermudez, V.; Valente, A.J.M.; Serra, M.E.S.; Murtinho, D. β-Ketoenamine Covalent Organic Frameworks—Effects of Functionalization on Pollutant Adsorption. Polymers 2022, 14, 3096. https://doi.org/10.3390/polym14153096 2073-4360 10.3390/polym14153096 https://www.mdpi.com/2073-4360/14/15/3096 |
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 |
Multidisciplinary Digital Publishing Institute |
publisher.none.fl_str_mv |
Multidisciplinary Digital Publishing Institute |
dc.source.none.fl_str_mv |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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