A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin

Detalhes bibliográficos
Autor(a) principal: Wang, Tianxing
Data de Publicação: 2023
Outros Autores: Fernandes, Soraia P. S., Araújo, Joana, Li, Xiaoxi, Salonen, Laura M., Espiña, Begoña
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10773/37772
Resumo: Saxitoxin (STX), the most widely distributed neurotoxin in marine waters and emerging cyanotoxin of concern in freshwaters, causes paralytic shellfish poisoning in humans upon consumption of contaminated shellfish. To allow for the efficient monitoring of this biotoxin, it is of high importance to find high-affinity materials for its adsorption. Herein, we report the design and synthesis of a covalent organic polymer for the efficient adsorption of STX. Two β-keto-enamine-based materials were prepared by self-assembly of 2,4,6-triformylphloroglucinol (Tp) with 2,5-diaminobenzoic acid (Pa-COOH) to give TpPa-COOH and with 2,5-diaminotoluene (Pa-CH3) to give TpPa-CH3. The carboxylic acid functionalized TpPa-COOH outperformed the methyl-bearing counterpart TpPa-CH3 by an order of magnitude despite the higher long-range order and surface area of the latter. The adsorption of STX by TpPa-COOH was fast with equilibrium reached within 1 h, and the Langmuir adsorption model gave a calculated maximum adsorption capacity, Qm, of 5.69 mg g-1, making this material the best reported adsorbent for this toxin. More importantly, the prepared TpPa-COOH also showed good reusability and high recovery rates for STX in natural freshwater, thereby highlighting the material as a good candidate for the extraction and pre-concentration of STX from aquatic environments.
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spelling A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxinSaxitoxinCovalent organic polymersAdsorptionFreshwaterWater monitoringSaxitoxin (STX), the most widely distributed neurotoxin in marine waters and emerging cyanotoxin of concern in freshwaters, causes paralytic shellfish poisoning in humans upon consumption of contaminated shellfish. To allow for the efficient monitoring of this biotoxin, it is of high importance to find high-affinity materials for its adsorption. Herein, we report the design and synthesis of a covalent organic polymer for the efficient adsorption of STX. Two β-keto-enamine-based materials were prepared by self-assembly of 2,4,6-triformylphloroglucinol (Tp) with 2,5-diaminobenzoic acid (Pa-COOH) to give TpPa-COOH and with 2,5-diaminotoluene (Pa-CH3) to give TpPa-CH3. The carboxylic acid functionalized TpPa-COOH outperformed the methyl-bearing counterpart TpPa-CH3 by an order of magnitude despite the higher long-range order and surface area of the latter. The adsorption of STX by TpPa-COOH was fast with equilibrium reached within 1 h, and the Langmuir adsorption model gave a calculated maximum adsorption capacity, Qm, of 5.69 mg g-1, making this material the best reported adsorbent for this toxin. More importantly, the prepared TpPa-COOH also showed good reusability and high recovery rates for STX in natural freshwater, thereby highlighting the material as a good candidate for the extraction and pre-concentration of STX from aquatic environments.Elsevier2023-05-19T07:45:07Z2023-06-15T00:00:00Z2023-06-15info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/37772eng0304-389410.1016/j.jhazmat.2023.131247Wang, TianxingFernandes, Soraia P. S.Araújo, JoanaLi, XiaoxiSalonen, Laura M.Espiña, Begoñainfo: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:RCAAP2024-02-22T12:13:49Zoai:ria.ua.pt:10773/37772Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:08:22.803992Repositório 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 A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
title A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
spellingShingle A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
Wang, Tianxing
Saxitoxin
Covalent organic polymers
Adsorption
Freshwater
Water monitoring
title_short A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
title_full A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
title_fullStr A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
title_full_unstemmed A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
title_sort A carboxyl-functionalized covalent organic polymer for the efficient adsorption of saxitoxin
author Wang, Tianxing
author_facet Wang, Tianxing
Fernandes, Soraia P. S.
Araújo, Joana
Li, Xiaoxi
Salonen, Laura M.
Espiña, Begoña
author_role author
author2 Fernandes, Soraia P. S.
Araújo, Joana
Li, Xiaoxi
Salonen, Laura M.
Espiña, Begoña
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Wang, Tianxing
Fernandes, Soraia P. S.
Araújo, Joana
Li, Xiaoxi
Salonen, Laura M.
Espiña, Begoña
dc.subject.por.fl_str_mv Saxitoxin
Covalent organic polymers
Adsorption
Freshwater
Water monitoring
topic Saxitoxin
Covalent organic polymers
Adsorption
Freshwater
Water monitoring
description Saxitoxin (STX), the most widely distributed neurotoxin in marine waters and emerging cyanotoxin of concern in freshwaters, causes paralytic shellfish poisoning in humans upon consumption of contaminated shellfish. To allow for the efficient monitoring of this biotoxin, it is of high importance to find high-affinity materials for its adsorption. Herein, we report the design and synthesis of a covalent organic polymer for the efficient adsorption of STX. Two β-keto-enamine-based materials were prepared by self-assembly of 2,4,6-triformylphloroglucinol (Tp) with 2,5-diaminobenzoic acid (Pa-COOH) to give TpPa-COOH and with 2,5-diaminotoluene (Pa-CH3) to give TpPa-CH3. The carboxylic acid functionalized TpPa-COOH outperformed the methyl-bearing counterpart TpPa-CH3 by an order of magnitude despite the higher long-range order and surface area of the latter. The adsorption of STX by TpPa-COOH was fast with equilibrium reached within 1 h, and the Langmuir adsorption model gave a calculated maximum adsorption capacity, Qm, of 5.69 mg g-1, making this material the best reported adsorbent for this toxin. More importantly, the prepared TpPa-COOH also showed good reusability and high recovery rates for STX in natural freshwater, thereby highlighting the material as a good candidate for the extraction and pre-concentration of STX from aquatic environments.
publishDate 2023
dc.date.none.fl_str_mv 2023-05-19T07:45:07Z
2023-06-15T00:00:00Z
2023-06-15
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/10773/37772
url http://hdl.handle.net/10773/37772
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0304-3894
10.1016/j.jhazmat.2023.131247
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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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)
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