Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications

Herein, we report the first examples of supramolecular systems from bent-core-based pillar[n]arenes through ionic bonds. These ionic materials have been prepared by the interaction of an amino-ended pillar[5]arene (P5N10) and three different carboxylic acids, including bent-core moieties. The bent-c...

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Autores: Marín, Iván, Castillo-Vallés, Martín, Merino, R. I., Folcia, César L., Barberá, Joaquín, Ros, M. Blanca, Serrano, José Luis
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/380939
Acceso en línea:http://hdl.handle.net/10261/380939
Access Level:acceso abierto
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spelling Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applicationsMarín, IvánCastillo-Vallés, MartínMerino, R. I.Folcia, César L.Barberá, JoaquínRos, M. BlancaSerrano, José LuisHerein, we report the first examples of supramolecular systems from bent-core-based pillar[n]arenes through ionic bonds. These ionic materials have been prepared by the interaction of an amino-ended pillar[5]arene (P5N10) and three different carboxylic acids, including bent-core moieties. The bent-core units are based on ester, biphenyl, and azobenzene structures bearing two different flexible spacers between the carboxyl group and the central bent-core aromatic units. The ionic pairs segregate the molecular blocks, leading to columnar liquid crystal organizations. These ionic supramolecular compounds exhibit interesting results as proton-conductive materials. Furthermore, the introduction of azobenzene units in the bent-core structure has provided a photoresponse to the proton conduction materials. Interestingly, the amphiphilic character generated by the ionic pairs and the hydrophobic bent-core structures allows their molecular self-assembly in water solution, resulting in aggregates of appealing morphologies. The structural modifications of the bent-core units (i.e., connecting bonds at the lateral structure and spacer lengths) provide an attractive analysis on the relationship between the chemical structure and the morphology of the aggregates (fibers, chiral ribbons, nanotubes...). Additionally, the self-assembly process and evolution of the aggregates from fibers to nanotubes have been studied with several techniques.The authors from INMA greatly appreciate the Spanish Government project PID2021-122882NB-I00 funded by MCIN/AEI/10.13039/501100011033/y by FEDER Una manera de hacer Europa and the Gobierno de Aragón/FEDER (research group E47_23R and T02_23R). Authors would like to acknowledge the NMR, mass spectrometry, and thermal analysis services of CEQMA (Univ. Zaragoza-CSIC), Laboratorio de Microscopias Avanzadas-LMA (Universidad de Zaragoza), and the use of Servicio General de Apoyo a la Investigación-SAI, Universidad de Zaragoza. C.L. Folcia acknowledges Basque Government project IT1458-22 and the Spanish Government project PID2023-150255NB-I00 (MCIN/AEI).Peer reviewedAmerican Chemical SocietyAgencia Estatal de Investigación (España)Ministerio de Ciencia, Innovación y Universidades (España)European CommissionGobierno de AragónUniversidad de ZaragozaConsejo Superior de Investigaciones Científicas (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202520252024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/380939reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#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/PID2021-122882NB-I00info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-150255NB-I00Marín, Iván; Castillo-Vallés, Martín; Merino, R. I.; Folcia, César L.; Barberá, Joaquín; Ros, M. Blanca; Serrano, José Luis; 2024; Supporting Information: Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications [Dataset]; American Chemical Society; https://doi.org/10.1021/acs.chemmater.4c01952https://doi.org/10.1021/acs.chemmater.4c01952Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3809392026-05-22T06:33:51Z
dc.title.none.fl_str_mv Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
title Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
spellingShingle Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
Marín, Iván
title_short Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
title_full Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
title_fullStr Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
title_full_unstemmed Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
title_sort Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications
dc.creator.none.fl_str_mv Marín, Iván
Castillo-Vallés, Martín
Merino, R. I.
Folcia, César L.
Barberá, Joaquín
Ros, M. Blanca
Serrano, José Luis
author Marín, Iván
author_facet Marín, Iván
Castillo-Vallés, Martín
Merino, R. I.
Folcia, César L.
Barberá, Joaquín
Ros, M. Blanca
Serrano, José Luis
author_role author
author2 Castillo-Vallés, Martín
Merino, R. I.
Folcia, César L.
Barberá, Joaquín
Ros, M. Blanca
Serrano, José Luis
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Agencia Estatal de Investigación (España)
Ministerio de Ciencia, Innovación y Universidades (España)
European Commission
Gobierno de Aragón
Universidad de Zaragoza
Consejo Superior de Investigaciones Científicas (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
description Herein, we report the first examples of supramolecular systems from bent-core-based pillar[n]arenes through ionic bonds. These ionic materials have been prepared by the interaction of an amino-ended pillar[5]arene (P5N10) and three different carboxylic acids, including bent-core moieties. The bent-core units are based on ester, biphenyl, and azobenzene structures bearing two different flexible spacers between the carboxyl group and the central bent-core aromatic units. The ionic pairs segregate the molecular blocks, leading to columnar liquid crystal organizations. These ionic supramolecular compounds exhibit interesting results as proton-conductive materials. Furthermore, the introduction of azobenzene units in the bent-core structure has provided a photoresponse to the proton conduction materials. Interestingly, the amphiphilic character generated by the ionic pairs and the hydrophobic bent-core structures allows their molecular self-assembly in water solution, resulting in aggregates of appealing morphologies. The structural modifications of the bent-core units (i.e., connecting bonds at the lateral structure and spacer lengths) provide an attractive analysis on the relationship between the chemical structure and the morphology of the aggregates (fibers, chiral ribbons, nanotubes...). Additionally, the self-assembly process and evolution of the aggregates from fibers to nanotubes have been studied with several techniques.
publishDate 2024
dc.date.none.fl_str_mv 2024
2025
2025
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/10261/380939
url http://hdl.handle.net/10261/380939
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#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-122882NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-150255NB-I00
Marín, Iván; Castillo-Vallés, Martín; Merino, R. I.; Folcia, César L.; Barberá, Joaquín; Ros, M. Blanca; Serrano, José Luis; 2024; Supporting Information: Ionic bent-core pillar[n]arenes: From liquid crystals to nanoaggregates and functional applications [Dataset]; American Chemical Society; https://doi.org/10.1021/acs.chemmater.4c01952
https://doi.org/10.1021/acs.chemmater.4c01952
Sí
dc.rights.none.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 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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