Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications

13 pages, 11 figures

Detalhes bibliográficos
Autores: Borrallo-Aniceto, M. Carmen, Fuerte-Díez, Beatriz, Valverde-González, Antonio, González-Aguilera, Laura, Ferrer, M. Luisa, Lillo, M. Pilar, Díaz Morales, Urbano, Maya, Eva M., Iglesias, Marta
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/412192
Acesso em linha:http://hdl.handle.net/10261/412192
https://api.elsevier.com/content/abstract/scopus_id/105020849518
Access Level:acceso abierto
Palavra-chave:Dichloran and picric acid
Fluorescence quenching
Fluorescent covalent triazine frameworks
Gold(III)
Iron (III)
Pyrene covalent triazine frameworks
chemistry
Chemistry
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spelling Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applicationsBorrallo-Aniceto, M. CarmenFuerte-Díez, BeatrizValverde-González, AntonioGonzález-Aguilera, LauraFerrer, M. LuisaLillo, M. PilarDíaz Morales, UrbanoMaya, Eva M.Iglesias, MartaDichloran and picric acidFluorescence quenchingFluorescent covalent triazine frameworksGold(III)Iron (III)Pyrene covalent triazine frameworkschemistryChemistry13 pages, 11 figuresTo advance the critical goal of selective pollutant detection for environmental remediation, we have developed two classes of covalent triazine frameworks (CTFs). The first incorporates a 2,7-pyrene moiety, resulting in a donor-acceptor CTF, while the second type has a donor-(π-spacer)-acceptor configuration through the integration of pyrene-aryl or pyrene-fluoroaryl-1,3,5-triazine units (2,7-arylPyr-CTFs). Additionally, a partially fluorinated CTF (CTFmix) was synthesized by co-polymerizing fluorinated and non-fluorinated dinitrile monomers. All CTFs were obtained via acid-catalyzed cyclotrimerization and thoroughly characterized using different spectroscopic and analytical techniques. Giving the high chemical stability, enhanced light-harvesting ability, and efficient charge separation and transfer properties of pyrene-based-CTFs, we have investigated the influence of functional groups, particularly fluorine, on their environmental analyte sensing. Our results show that these Pyrene-CTFs are effective fluorescent probes for the selective detection of picric acid (PA) and the pesticide dicloran (DCNA). Among then, the mixed fluorinated CTF, exhibited the highest sensitivity, achieving detection limits in the ppm range. Furthermore, this material showed high selectivity towards metal ions such as Au<sup>3+</sup> or Fe<sup>3+</sup>, with fluorescence recovery observed up to six cycles upon the addition of ascorbic acid.The authors acknowledge funding from the Spanish government through grants PID2023-146114NB-C22, PID2023-146114NB-C21, PID2021-123287OB-I00 and PID2021-123648OB-100 (all funded by MICIU/AEI /10.13039/501100011033, and from EU FEDER), and the Severo Ochoa Centres of Excellence program (Grant CEX2024-001445- S). M.P.L. acknowledges A. Guirao for TCSPC instrumental support.Peer reviewedElsevierAgencia Estatal de Investigación (España)Borrallo-Aniceto, M. Carmen [0000-0002-0424-7508]#NODATA##NODATA##NODATA##NODATA#Lillo, M. Pilar [0000-0001-8582-4591]Díaz Morales, Urbano [0000-0003-1472-8724]#NODATA#Iglesias, Marta [0000-0001-7373-4927]Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202620262025info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/412192https://api.elsevier.com/content/abstract/scopus_id/105020849518reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146114NB-C22info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146114NB-C21info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-123287OB-I00info:eu-repo/grantAgreement/AEI//PID2021-123648OB-100info:eu-repo/grantAgreement/AEI//CEX2024-001445-Shttps://doi.org/10.1016/j.mtchem.2025.103149Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/4121922026-05-22T06:33:51Z
dc.title.none.fl_str_mv Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
title Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
spellingShingle Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
Borrallo-Aniceto, M. Carmen
Dichloran and picric acid
Fluorescence quenching
Fluorescent covalent triazine frameworks
Gold(III)
Iron (III)
Pyrene covalent triazine frameworks
chemistry
Chemistry
title_short Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
title_full Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
title_fullStr Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
title_full_unstemmed Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
title_sort Effect of functionalization on axially substituted 2,7-pyrene covalent triazine frameworks for dual sensing applications
dc.creator.none.fl_str_mv Borrallo-Aniceto, M. Carmen
Fuerte-Díez, Beatriz
Valverde-González, Antonio
González-Aguilera, Laura
Ferrer, M. Luisa
Lillo, M. Pilar
Díaz Morales, Urbano
Maya, Eva M.
Iglesias, Marta
author Borrallo-Aniceto, M. Carmen
author_facet Borrallo-Aniceto, M. Carmen
Fuerte-Díez, Beatriz
Valverde-González, Antonio
González-Aguilera, Laura
Ferrer, M. Luisa
Lillo, M. Pilar
Díaz Morales, Urbano
Maya, Eva M.
Iglesias, Marta
author_role author
author2 Fuerte-Díez, Beatriz
Valverde-González, Antonio
González-Aguilera, Laura
Ferrer, M. Luisa
Lillo, M. Pilar
Díaz Morales, Urbano
Maya, Eva M.
Iglesias, Marta
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
Borrallo-Aniceto, M. Carmen [0000-0002-0424-7508]
#NODATA#
#NODATA#
#NODATA#
#NODATA#
Lillo, M. Pilar [0000-0001-8582-4591]
Díaz Morales, Urbano [0000-0003-1472-8724]
#NODATA#
Iglesias, Marta [0000-0001-7373-4927]
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Dichloran and picric acid
Fluorescence quenching
Fluorescent covalent triazine frameworks
Gold(III)
Iron (III)
Pyrene covalent triazine frameworks
chemistry
Chemistry
topic Dichloran and picric acid
Fluorescence quenching
Fluorescent covalent triazine frameworks
Gold(III)
Iron (III)
Pyrene covalent triazine frameworks
chemistry
Chemistry
description 13 pages, 11 figures
publishDate 2025
dc.date.none.fl_str_mv 2025
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/10261/412192
https://api.elsevier.com/content/abstract/scopus_id/105020849518
url http://hdl.handle.net/10261/412192
https://api.elsevier.com/content/abstract/scopus_id/105020849518
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146114NB-C22
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146114NB-C21
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-123287OB-I00
info:eu-repo/grantAgreement/AEI//PID2021-123648OB-100
info:eu-repo/grantAgreement/AEI//CEX2024-001445-S
https://doi.org/10.1016/j.mtchem.2025.103149
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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
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