Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds

Autores
Orofino, Antonela Beatriz; Galante, Maria Jose; Oyanguren, Patricia Angelica
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
We discuss the synthesis of new optically active polymeric networks containing azobenzene moieties and different alkyl-chaincontaining compounds. An epoxy resin based on diglycidyl ether of bisphenol A (DGEBA) was reacted with metaxylylenediamine (MXDA). An azo prepolymer (TAZ) was synthesized by reaction between Disperse Orange-3 and DGEBA. Reaction between palmitic acid (PA) and DGEBA was performed using triphenylphosphine as catalyst of the epoxy–acid reaction employing variable molar ratios of epoxy to carboxyl groups (r = 1, 2, 4). These precursors were called PA1, PA2 and PA4. Crosslinked epoxy-based azopolymers containing variable PA-based precursor content and constant chromophore concentration equal to 20 wt% TAZ were synthesized. Their reversible optical storage properties were studied and compared. It was found that the optical response is a direct consequence of the morphologies generated, and that crystallization of PA-based precursor can take place. When the PA-based precursor is not covalently bonded to the matrix, e.g. PA1, the remaining birefringence is high. PA4-modified materials present a completely different response, showing a behaviour that could be of great importance in the development of optical switchers. In this case, the organic tails remain dissolved in the matrix and unable to crystallize, giving a typical ‘on–off’ response.
Fil: Orofino, Antonela Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
Fil: Galante, Maria Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
Fil: Oyanguren, Patricia Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
Materia
AZOPOLYMER
EPOXY NETWORKS
PALMITIC ACID
PHOTOINDUCED ANISOTROPY
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:11336/2571
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/2571
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compoundsOrofino, Antonela BeatrizGalante, Maria JoseOyanguren, Patricia AngelicaAZOPOLYMEREPOXY NETWORKSPALMITIC ACIDPHOTOINDUCED ANISOTROPYhttps://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2https://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1We discuss the synthesis of new optically active polymeric networks containing azobenzene moieties and different alkyl-chaincontaining compounds. An epoxy resin based on diglycidyl ether of bisphenol A (DGEBA) was reacted with metaxylylenediamine (MXDA). An azo prepolymer (TAZ) was synthesized by reaction between Disperse Orange-3 and DGEBA. Reaction between palmitic acid (PA) and DGEBA was performed using triphenylphosphine as catalyst of the epoxy–acid reaction employing variable molar ratios of epoxy to carboxyl groups (r = 1, 2, 4). These precursors were called PA1, PA2 and PA4. Crosslinked epoxy-based azopolymers containing variable PA-based precursor content and constant chromophore concentration equal to 20 wt% TAZ were synthesized. Their reversible optical storage properties were studied and compared. It was found that the optical response is a direct consequence of the morphologies generated, and that crystallization of PA-based precursor can take place. When the PA-based precursor is not covalently bonded to the matrix, e.g. PA1, the remaining birefringence is high. PA4-modified materials present a completely different response, showing a behaviour that could be of great importance in the development of optical switchers. In this case, the organic tails remain dissolved in the matrix and unable to crystallize, giving a typical ‘on–off’ response.Fil: Orofino, Antonela Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; ArgentinaFil: Galante, Maria Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; ArgentinaFil: Oyanguren, Patricia Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; ArgentinaJohn Wiley & Sons Ltd2013-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/2571Orofino, Antonela Beatriz; Galante, Maria Jose; Oyanguren, Patricia Angelica; Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds; John Wiley & Sons Ltd; Polymer International; 62; 3; 1-2013; 482-4910959-8103enginfo:eu-repo/semantics/altIdentifier/doi/10.1002/pi.4340info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/pi.4340/fullinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:38:53Zoai:ri.conicet.gov.ar:11336/2571instacron: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:34982025-09-29 09:38:54.271CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
title Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
spellingShingle Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
Orofino, Antonela Beatriz
AZOPOLYMER
EPOXY NETWORKS
PALMITIC ACID
PHOTOINDUCED ANISOTROPY
title_short Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
title_full Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
title_fullStr Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
title_full_unstemmed Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
title_sort Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds
dc.creator.none.fl_str_mv Orofino, Antonela Beatriz
Galante, Maria Jose
Oyanguren, Patricia Angelica
author Orofino, Antonela Beatriz
author_facet Orofino, Antonela Beatriz
Galante, Maria Jose
Oyanguren, Patricia Angelica
author_role author
author2 Galante, Maria Jose
Oyanguren, Patricia Angelica
author2_role author
author
dc.subject.none.fl_str_mv AZOPOLYMER
EPOXY NETWORKS
PALMITIC ACID
PHOTOINDUCED ANISOTROPY
topic AZOPOLYMER
EPOXY NETWORKS
PALMITIC ACID
PHOTOINDUCED ANISOTROPY
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv We discuss the synthesis of new optically active polymeric networks containing azobenzene moieties and different alkyl-chaincontaining compounds. An epoxy resin based on diglycidyl ether of bisphenol A (DGEBA) was reacted with metaxylylenediamine (MXDA). An azo prepolymer (TAZ) was synthesized by reaction between Disperse Orange-3 and DGEBA. Reaction between palmitic acid (PA) and DGEBA was performed using triphenylphosphine as catalyst of the epoxy–acid reaction employing variable molar ratios of epoxy to carboxyl groups (r = 1, 2, 4). These precursors were called PA1, PA2 and PA4. Crosslinked epoxy-based azopolymers containing variable PA-based precursor content and constant chromophore concentration equal to 20 wt% TAZ were synthesized. Their reversible optical storage properties were studied and compared. It was found that the optical response is a direct consequence of the morphologies generated, and that crystallization of PA-based precursor can take place. When the PA-based precursor is not covalently bonded to the matrix, e.g. PA1, the remaining birefringence is high. PA4-modified materials present a completely different response, showing a behaviour that could be of great importance in the development of optical switchers. In this case, the organic tails remain dissolved in the matrix and unable to crystallize, giving a typical ‘on–off’ response.
Fil: Orofino, Antonela Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
Fil: Galante, Maria Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
Fil: Oyanguren, Patricia Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Mar del Plata. Instituto de Investigación En Ciencia y Tecnología de Materiales (i); Argentina. Universidad Nacional de Mar del Plata. Facultad de Ingenieria; Argentina
description We discuss the synthesis of new optically active polymeric networks containing azobenzene moieties and different alkyl-chaincontaining compounds. An epoxy resin based on diglycidyl ether of bisphenol A (DGEBA) was reacted with metaxylylenediamine (MXDA). An azo prepolymer (TAZ) was synthesized by reaction between Disperse Orange-3 and DGEBA. Reaction between palmitic acid (PA) and DGEBA was performed using triphenylphosphine as catalyst of the epoxy–acid reaction employing variable molar ratios of epoxy to carboxyl groups (r = 1, 2, 4). These precursors were called PA1, PA2 and PA4. Crosslinked epoxy-based azopolymers containing variable PA-based precursor content and constant chromophore concentration equal to 20 wt% TAZ were synthesized. Their reversible optical storage properties were studied and compared. It was found that the optical response is a direct consequence of the morphologies generated, and that crystallization of PA-based precursor can take place. When the PA-based precursor is not covalently bonded to the matrix, e.g. PA1, the remaining birefringence is high. PA4-modified materials present a completely different response, showing a behaviour that could be of great importance in the development of optical switchers. In this case, the organic tails remain dissolved in the matrix and unable to crystallize, giving a typical ‘on–off’ response.
publishDate 2013
dc.date.none.fl_str_mv 2013-01
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/11336/2571
Orofino, Antonela Beatriz; Galante, Maria Jose; Oyanguren, Patricia Angelica; Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds; John Wiley & Sons Ltd; Polymer International; 62; 3; 1-2013; 482-491
0959-8103
url http://hdl.handle.net/11336/2571
identifier_str_mv Orofino, Antonela Beatriz; Galante, Maria Jose; Oyanguren, Patricia Angelica; Synthesis of photoaddressable polymeric networks having azobenzene moieties and alkyl-chains-containing compounds; John Wiley & Sons Ltd; Polymer International; 62; 3; 1-2013; 482-491
0959-8103
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/pi.4340
info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/pi.4340/full
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 John Wiley & Sons Ltd
publisher.none.fl_str_mv John Wiley & Sons Ltd
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_ 1844613229966262272
score 13.070432

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