Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols

Autores
Vadra, Nahir; Huck-Iriart, Cristián; Giovanetti, Lisandro José; Di Chenna, Pablo H.; Cukiernik, Fabio Daniel
Año de publicación
2020
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A series of three triphenylene compounds – denoted 2,7-THTP-DiCnOH – bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The studied compounds exhibited thermotropic mesomorphism; the detailed nature of the mesophases was found to depend on the relative positions of the terminal functional groups relative to the crown formed by the ancillary chains. All the studied compounds were able to act as supramolecular gelators in a variety of alcohols; their organogelating ability has been rationalized in terms of physicochemical parameters like the dielectric constant, which allowed us to establish very precise predictive “solvent gelation windows” for each compound. Remarkably stable gels have been detected for 2,7-THTP-DiC6OH in methanol. As a proof of principle, we present the water sensing performance as a rapid method for the assessment of water content in alcohol samples based on the influence that the water content exerts on the gels’ thermostability.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
Materia
Química
Triphenylene compounds
Water content
Alcohols
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/146369
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/146369
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcoholsVadra, NahirHuck-Iriart, CristiánGiovanetti, Lisandro JoséDi Chenna, Pablo H.Cukiernik, Fabio DanielQuímicaTriphenylene compoundsWater contentAlcoholsA series of three triphenylene compounds – denoted 2,7-THTP-DiCnOH – bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The studied compounds exhibited thermotropic mesomorphism; the detailed nature of the mesophases was found to depend on the relative positions of the terminal functional groups relative to the crown formed by the ancillary chains. All the studied compounds were able to act as supramolecular gelators in a variety of alcohols; their organogelating ability has been rationalized in terms of physicochemical parameters like the dielectric constant, which allowed us to establish very precise predictive “solvent gelation windows” for each compound. Remarkably stable gels have been detected for 2,7-THTP-DiC6OH in methanol. As a proof of principle, we present the water sensing performance as a rapid method for the assessment of water content in alcohol samples based on the influence that the water content exerts on the gels’ thermostability.Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf2423-2434http://sedici.unlp.edu.ar/handle/10915/146369enginfo:eu-repo/semantics/altIdentifier/issn/1144-0546info:eu-repo/semantics/altIdentifier/issn/1369-9261info:eu-repo/semantics/altIdentifier/doi/10.1039/c9nj04834kinfo:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-10-15T11:24:24Zoai:sedici.unlp.edu.ar:10915/146369Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-10-15 11:24:25.193SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
title Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
spellingShingle Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
Vadra, Nahir
Química
Triphenylene compounds
Water content
Alcohols
title_short Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
title_full Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
title_fullStr Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
title_full_unstemmed Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
title_sort Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols
dc.creator.none.fl_str_mv Vadra, Nahir
Huck-Iriart, Cristián
Giovanetti, Lisandro José
Di Chenna, Pablo H.
Cukiernik, Fabio Daniel
author Vadra, Nahir
author_facet Vadra, Nahir
Huck-Iriart, Cristián
Giovanetti, Lisandro José
Di Chenna, Pablo H.
Cukiernik, Fabio Daniel
author_role author
author2 Huck-Iriart, Cristián
Giovanetti, Lisandro José
Di Chenna, Pablo H.
Cukiernik, Fabio Daniel
author2_role author
author
author
author
dc.subject.none.fl_str_mv Química
Triphenylene compounds
Water content
Alcohols
topic Química
Triphenylene compounds
Water content
Alcohols
dc.description.none.fl_txt_mv A series of three triphenylene compounds – denoted 2,7-THTP-DiCnOH – bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The studied compounds exhibited thermotropic mesomorphism; the detailed nature of the mesophases was found to depend on the relative positions of the terminal functional groups relative to the crown formed by the ancillary chains. All the studied compounds were able to act as supramolecular gelators in a variety of alcohols; their organogelating ability has been rationalized in terms of physicochemical parameters like the dielectric constant, which allowed us to establish very precise predictive “solvent gelation windows” for each compound. Remarkably stable gels have been detected for 2,7-THTP-DiC6OH in methanol. As a proof of principle, we present the water sensing performance as a rapid method for the assessment of water content in alcohol samples based on the influence that the water content exerts on the gels’ thermostability.
Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas
description A series of three triphenylene compounds – denoted 2,7-THTP-DiCnOH – bearing four hexyloxy ancillary chains and two variable-length alkoxy chains terminally functionalized with hydroxyl groups have been synthesized and characterized. The studied compounds exhibited thermotropic mesomorphism; the detailed nature of the mesophases was found to depend on the relative positions of the terminal functional groups relative to the crown formed by the ancillary chains. All the studied compounds were able to act as supramolecular gelators in a variety of alcohols; their organogelating ability has been rationalized in terms of physicochemical parameters like the dielectric constant, which allowed us to establish very precise predictive “solvent gelation windows” for each compound. Remarkably stable gels have been detected for 2,7-THTP-DiC6OH in methanol. As a proof of principle, we present the water sensing performance as a rapid method for the assessment of water content in alcohol samples based on the influence that the water content exerts on the gels’ thermostability.
publishDate 2020
dc.date.none.fl_str_mv 2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/146369
url http://sedici.unlp.edu.ar/handle/10915/146369
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/1144-0546
info:eu-repo/semantics/altIdentifier/issn/1369-9261
info:eu-repo/semantics/altIdentifier/doi/10.1039/c9nj04834k
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
2423-2434
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.22299

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