Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes

Autores
Garcia Amorós, Jaume; Sánchez Ferrer, Antoni; Massad, Walter Alfredo; Nonell, Santi; Velasco, Dolores
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The thermal cis-to-trans isomerisation process has been studied for a series of para-, ortho- and polyhydroxy-substituted azobenzenes in different solvents. The kinetics of the thermal back reaction for the p-hydroxy-substituted azobenzenes depend strongly on the nature of the solvent used, with relaxation times ranging from 200-300 milliseconds in ethanol to half an hour in toluene. Otherwise, the process rate is mainly independent of the solvent nature for the ortho substituted analogues. Polyhydroxy-substituted azobenzenes show very much faster kinetics than the para- and ortho- monohydroxyazoderivatives. With relaxation times of 6-12 milliseconds in ethanol, they are optimal molecules for designing fast optical switching devices. All the hydroxyazoderivatives thermally isomerise from the metastable cis form to the thermodynamically stable trans isomer through a rotational mechanism.
Fil: Garcia Amorós, Jaume. Universidad de Barcelona; España
Fil: Sánchez Ferrer, Antoni. Universidad de Barcelona; España
Fil: Massad, Walter Alfredo. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; Argentina
Fil: Nonell, Santi. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; Argentina
Fil: Velasco, Dolores. Universidad de Barcelona; España
Materia
Molecular switch
Azobencenes
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:11336/187419
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenesGarcia Amorós, JaumeSánchez Ferrer, AntoniMassad, Walter AlfredoNonell, SantiVelasco, DoloresMolecular switchAzobenceneshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The thermal cis-to-trans isomerisation process has been studied for a series of para-, ortho- and polyhydroxy-substituted azobenzenes in different solvents. The kinetics of the thermal back reaction for the p-hydroxy-substituted azobenzenes depend strongly on the nature of the solvent used, with relaxation times ranging from 200-300 milliseconds in ethanol to half an hour in toluene. Otherwise, the process rate is mainly independent of the solvent nature for the ortho substituted analogues. Polyhydroxy-substituted azobenzenes show very much faster kinetics than the para- and ortho- monohydroxyazoderivatives. With relaxation times of 6-12 milliseconds in ethanol, they are optimal molecules for designing fast optical switching devices. All the hydroxyazoderivatives thermally isomerise from the metastable cis form to the thermodynamically stable trans isomer through a rotational mechanism.Fil: Garcia Amorós, Jaume. Universidad de Barcelona; EspañaFil: Sánchez Ferrer, Antoni. Universidad de Barcelona; EspañaFil: Massad, Walter Alfredo. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; ArgentinaFil: Nonell, Santi. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; ArgentinaFil: Velasco, Dolores. Universidad de Barcelona; EspañaRoyal Society of Chemistry2010-09-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/187419Garcia Amorós, Jaume; Sánchez Ferrer, Antoni; Massad, Walter Alfredo; Nonell, Santi; Velasco, Dolores; Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 12; 40; 6-9-2010; 13238-132421463-90761463-9084CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2010/cp/c004340kinfo:eu-repo/semantics/altIdentifier/doi/10.1039/C004340Kinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-12T09:42:52Zoai:ri.conicet.gov.ar:11336/187419instacron: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:34982025-11-12 09:42:52.472CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
title Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
spellingShingle Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
Garcia Amorós, Jaume
Molecular switch
Azobencenes
title_short Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
title_full Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
title_fullStr Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
title_full_unstemmed Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
title_sort Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes
dc.creator.none.fl_str_mv Garcia Amorós, Jaume
Sánchez Ferrer, Antoni
Massad, Walter Alfredo
Nonell, Santi
Velasco, Dolores
author Garcia Amorós, Jaume
author_facet Garcia Amorós, Jaume
Sánchez Ferrer, Antoni
Massad, Walter Alfredo
Nonell, Santi
Velasco, Dolores
author_role author
author2 Sánchez Ferrer, Antoni
Massad, Walter Alfredo
Nonell, Santi
Velasco, Dolores
author2_role author
author
author
author
dc.subject.none.fl_str_mv Molecular switch
Azobencenes
topic Molecular switch
Azobencenes
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The thermal cis-to-trans isomerisation process has been studied for a series of para-, ortho- and polyhydroxy-substituted azobenzenes in different solvents. The kinetics of the thermal back reaction for the p-hydroxy-substituted azobenzenes depend strongly on the nature of the solvent used, with relaxation times ranging from 200-300 milliseconds in ethanol to half an hour in toluene. Otherwise, the process rate is mainly independent of the solvent nature for the ortho substituted analogues. Polyhydroxy-substituted azobenzenes show very much faster kinetics than the para- and ortho- monohydroxyazoderivatives. With relaxation times of 6-12 milliseconds in ethanol, they are optimal molecules for designing fast optical switching devices. All the hydroxyazoderivatives thermally isomerise from the metastable cis form to the thermodynamically stable trans isomer through a rotational mechanism.
Fil: Garcia Amorós, Jaume. Universidad de Barcelona; España
Fil: Sánchez Ferrer, Antoni. Universidad de Barcelona; España
Fil: Massad, Walter Alfredo. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; Argentina
Fil: Nonell, Santi. Universitat Ramon Llull; España. Universidad Nacional de Río Cuarto. Instituto para el Desarrollo Agroindustrial y de la Salud. - Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto para el Desarrollo Agroindustrial y de la Salud; Argentina
Fil: Velasco, Dolores. Universidad de Barcelona; España
description The thermal cis-to-trans isomerisation process has been studied for a series of para-, ortho- and polyhydroxy-substituted azobenzenes in different solvents. The kinetics of the thermal back reaction for the p-hydroxy-substituted azobenzenes depend strongly on the nature of the solvent used, with relaxation times ranging from 200-300 milliseconds in ethanol to half an hour in toluene. Otherwise, the process rate is mainly independent of the solvent nature for the ortho substituted analogues. Polyhydroxy-substituted azobenzenes show very much faster kinetics than the para- and ortho- monohydroxyazoderivatives. With relaxation times of 6-12 milliseconds in ethanol, they are optimal molecules for designing fast optical switching devices. All the hydroxyazoderivatives thermally isomerise from the metastable cis form to the thermodynamically stable trans isomer through a rotational mechanism.
publishDate 2010
dc.date.none.fl_str_mv 2010-09-06
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/11336/187419
Garcia Amorós, Jaume; Sánchez Ferrer, Antoni; Massad, Walter Alfredo; Nonell, Santi; Velasco, Dolores; Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 12; 40; 6-9-2010; 13238-13242
1463-9076
1463-9084
CONICET Digital
CONICET
url http://hdl.handle.net/11336/187419
identifier_str_mv Garcia Amorós, Jaume; Sánchez Ferrer, Antoni; Massad, Walter Alfredo; Nonell, Santi; Velasco, Dolores; Kinetic study of the fast thermal cis-to-trans isomerisation of para-, ortho- and polyhydroxyazobenzenes; Royal Society of Chemistry; Physical Chemistry Chemical Physics; 12; 40; 6-9-2010; 13238-13242
1463-9076
1463-9084
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2010/cp/c004340k
info:eu-repo/semantics/altIdentifier/doi/10.1039/C004340K
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
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
_version_ 1848597672142831616
score 13.25334

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