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 Jose; Di Chenna, Pablo Hector; 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.
Fil: Vadra, Nahir. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; Argentina
Fil: Huck Iriart, Cristián. Universidad Nacional de San Martín. Escuela de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Giovanetti, Lisandro Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Cukiernik, Fabio Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; Argentina
Materia
LIQUID CRYSTAL
ORGANOGEL
SUPRAMOLECULAR
TRYPHENILENE
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/140190
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/140190
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
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 JoseDi Chenna, Pablo HectorCukiernik, Fabio DanielLIQUID CRYSTALORGANOGELSUPRAMOLECULARTRYPHENILENEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A 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.Fil: Vadra, Nahir. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaFil: Huck Iriart, Cristián. Universidad Nacional de San Martín. Escuela de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Giovanetti, Lisandro Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Cukiernik, Fabio Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaRoyal Society of Chemistry2020-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/140190Vadra, Nahir; Huck Iriart, Cristián; Giovanetti, Lisandro Jose; Di Chenna, Pablo Hector; Cukiernik, Fabio Daniel; Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols; Royal Society of Chemistry; New Journal of Chemistry; 44; 6; 1-2020; 2423-24341144-0546CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C9NJ04834Kinfo:eu-repo/semantics/altIdentifier/doi/10.1039/C9NJ04834Kinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:49:47Zoai:ri.conicet.gov.ar:11336/140190instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:49:48.126CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
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
LIQUID CRYSTAL
ORGANOGEL
SUPRAMOLECULAR
TRYPHENILENE
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 Jose
Di Chenna, Pablo Hector
Cukiernik, Fabio Daniel
author Vadra, Nahir
author_facet Vadra, Nahir
Huck Iriart, Cristián
Giovanetti, Lisandro Jose
Di Chenna, Pablo Hector
Cukiernik, Fabio Daniel
author_role author
author2 Huck Iriart, Cristián
Giovanetti, Lisandro Jose
Di Chenna, Pablo Hector
Cukiernik, Fabio Daniel
author2_role author
author
author
author
dc.subject.none.fl_str_mv LIQUID CRYSTAL
ORGANOGEL
SUPRAMOLECULAR
TRYPHENILENE
topic LIQUID CRYSTAL
ORGANOGEL
SUPRAMOLECULAR
TRYPHENILENE
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
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.
Fil: Vadra, Nahir. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; Argentina
Fil: Huck Iriart, Cristián. Universidad Nacional de San Martín. Escuela de Ciencia y Tecnología; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Giovanetti, Lisandro Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Cukiernik, Fabio Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; Argentina
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 2020-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
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://hdl.handle.net/11336/140190
Vadra, Nahir; Huck Iriart, Cristián; Giovanetti, Lisandro Jose; Di Chenna, Pablo Hector; Cukiernik, Fabio Daniel; Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols; Royal Society of Chemistry; New Journal of Chemistry; 44; 6; 1-2020; 2423-2434
1144-0546
CONICET Digital
CONICET
url http://hdl.handle.net/11336/140190
identifier_str_mv Vadra, Nahir; Huck Iriart, Cristián; Giovanetti, Lisandro Jose; Di Chenna, Pablo Hector; Cukiernik, Fabio Daniel; Supramolecular organogels based on mesogenic 2,7-difunctionalized triphenylenes as a simple system for water content assessment in light alcohols; Royal Society of Chemistry; New Journal of Chemistry; 44; 6; 1-2020; 2423-2434
1144-0546
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://xlink.rsc.org/?DOI=C9NJ04834K
info:eu-repo/semantics/altIdentifier/doi/10.1039/C9NJ04834K
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.13397

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