Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer

Autores
Asmussen, Silvana Valeria; Gomez, María Lorena; Vallo, Claudia Ines
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
This report describes the preparation and swelling behaviour of novel hydrogels based on a water-soluble dimethacrylate monomer (EBisEMA), which is characterized by a relatively high molar mass (Mn ∼ 1700 g mol−1) and contains a high proportion of aliphatic ether bonds in its structure. This feature results in moderately crosslinked and flexible polymer networks. Significant differences were observed in degree of swelling, depending on the synthesis method employed to obtain the hydrogels. The equilibrium water sorption of EBisEMA photopolymerized in bulk was 68 wt% while that of EBisEMA photopolymerized in aqueous solution (0.5 g mL−1) was 104 wt%. Thiol–methacrylate hydrogels were prepared by visible light photopolymerization of EBisEMA with a tetrafunctional thiol (PETMP) at various EBisEMA-to-PETMP molar ratios. These hydrogels contained unreacted thiol groups because of a faster homopolymerization reaction of EBisEMA. Hydrogels were also prepared in bulk by propylamine-catalysed Michael addition reaction. No significant differences in swelling were observed between EBisEMA homopolymer and photocured EBisEMA–PETMP copolymer. Conversely, a marked increase in water uptake (110 wt%) was observed in the EBisEMA–PETMP hydrogels prepared by the Michael addition reaction catalysed by propylamine. These trends are explained in terms of a balance between the mass fraction of hydrophilic groups and the crosslinking density of the network. EBisEMA–PETMP hydrogels formulated with thiol in excess showed a noticeable tendency to adhere to diverse substrates, including paper, metals, glass and skin. This feature makes them especially attractive in applications for which adhesion is particularly critical such as dermatological patches.
Fil: Asmussen, Silvana Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Fil: Gomez, María Lorena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vallo, Claudia Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Materia
HYDROGEL
METHACRYLATE
PHOTOPOLYMERIZATION
THIOL
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:11336/91818
Acceder
id CONICETDig_5172fcfc69c61e62666456bd58f63de7
oai_identifier_str oai:ri.conicet.gov.ar:11336/91818
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomerAsmussen, Silvana ValeriaGomez, María LorenaVallo, Claudia InesHYDROGELMETHACRYLATEPHOTOPOLYMERIZATIONTHIOLhttps://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1This report describes the preparation and swelling behaviour of novel hydrogels based on a water-soluble dimethacrylate monomer (EBisEMA), which is characterized by a relatively high molar mass (Mn ∼ 1700 g mol−1) and contains a high proportion of aliphatic ether bonds in its structure. This feature results in moderately crosslinked and flexible polymer networks. Significant differences were observed in degree of swelling, depending on the synthesis method employed to obtain the hydrogels. The equilibrium water sorption of EBisEMA photopolymerized in bulk was 68 wt% while that of EBisEMA photopolymerized in aqueous solution (0.5 g mL−1) was 104 wt%. Thiol–methacrylate hydrogels were prepared by visible light photopolymerization of EBisEMA with a tetrafunctional thiol (PETMP) at various EBisEMA-to-PETMP molar ratios. These hydrogels contained unreacted thiol groups because of a faster homopolymerization reaction of EBisEMA. Hydrogels were also prepared in bulk by propylamine-catalysed Michael addition reaction. No significant differences in swelling were observed between EBisEMA homopolymer and photocured EBisEMA–PETMP copolymer. Conversely, a marked increase in water uptake (110 wt%) was observed in the EBisEMA–PETMP hydrogels prepared by the Michael addition reaction catalysed by propylamine. These trends are explained in terms of a balance between the mass fraction of hydrophilic groups and the crosslinking density of the network. EBisEMA–PETMP hydrogels formulated with thiol in excess showed a noticeable tendency to adhere to diverse substrates, including paper, metals, glass and skin. This feature makes them especially attractive in applications for which adhesion is particularly critical such as dermatological patches.Fil: Asmussen, Silvana Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaFil: Gomez, María Lorena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Vallo, Claudia Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaJohn Wiley & Sons Ltd2018-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/91818Asmussen, Silvana Valeria; Gomez, María Lorena; Vallo, Claudia Ines; Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer; John Wiley & Sons Ltd; Polymer International; 67; 5; 5-2018; 606-6140959-8103CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/pi.5557info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/pi.5557info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T14:41:27Zoai:ri.conicet.gov.ar:11336/91818instacron: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:34982025-10-15 14:41:27.373CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
title Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
spellingShingle Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
Asmussen, Silvana Valeria
HYDROGEL
METHACRYLATE
PHOTOPOLYMERIZATION
THIOL
title_short Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
title_full Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
title_fullStr Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
title_full_unstemmed Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
title_sort Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer
dc.creator.none.fl_str_mv Asmussen, Silvana Valeria
Gomez, María Lorena
Vallo, Claudia Ines
author Asmussen, Silvana Valeria
author_facet Asmussen, Silvana Valeria
Gomez, María Lorena
Vallo, Claudia Ines
author_role author
author2 Gomez, María Lorena
Vallo, Claudia Ines
author2_role author
author
dc.subject.none.fl_str_mv HYDROGEL
METHACRYLATE
PHOTOPOLYMERIZATION
THIOL
topic HYDROGEL
METHACRYLATE
PHOTOPOLYMERIZATION
THIOL
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.5
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 This report describes the preparation and swelling behaviour of novel hydrogels based on a water-soluble dimethacrylate monomer (EBisEMA), which is characterized by a relatively high molar mass (Mn ∼ 1700 g mol−1) and contains a high proportion of aliphatic ether bonds in its structure. This feature results in moderately crosslinked and flexible polymer networks. Significant differences were observed in degree of swelling, depending on the synthesis method employed to obtain the hydrogels. The equilibrium water sorption of EBisEMA photopolymerized in bulk was 68 wt% while that of EBisEMA photopolymerized in aqueous solution (0.5 g mL−1) was 104 wt%. Thiol–methacrylate hydrogels were prepared by visible light photopolymerization of EBisEMA with a tetrafunctional thiol (PETMP) at various EBisEMA-to-PETMP molar ratios. These hydrogels contained unreacted thiol groups because of a faster homopolymerization reaction of EBisEMA. Hydrogels were also prepared in bulk by propylamine-catalysed Michael addition reaction. No significant differences in swelling were observed between EBisEMA homopolymer and photocured EBisEMA–PETMP copolymer. Conversely, a marked increase in water uptake (110 wt%) was observed in the EBisEMA–PETMP hydrogels prepared by the Michael addition reaction catalysed by propylamine. These trends are explained in terms of a balance between the mass fraction of hydrophilic groups and the crosslinking density of the network. EBisEMA–PETMP hydrogels formulated with thiol in excess showed a noticeable tendency to adhere to diverse substrates, including paper, metals, glass and skin. This feature makes them especially attractive in applications for which adhesion is particularly critical such as dermatological patches.
Fil: Asmussen, Silvana Valeria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
Fil: Gomez, María Lorena. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Vallo, Claudia Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; Argentina
description This report describes the preparation and swelling behaviour of novel hydrogels based on a water-soluble dimethacrylate monomer (EBisEMA), which is characterized by a relatively high molar mass (Mn ∼ 1700 g mol−1) and contains a high proportion of aliphatic ether bonds in its structure. This feature results in moderately crosslinked and flexible polymer networks. Significant differences were observed in degree of swelling, depending on the synthesis method employed to obtain the hydrogels. The equilibrium water sorption of EBisEMA photopolymerized in bulk was 68 wt% while that of EBisEMA photopolymerized in aqueous solution (0.5 g mL−1) was 104 wt%. Thiol–methacrylate hydrogels were prepared by visible light photopolymerization of EBisEMA with a tetrafunctional thiol (PETMP) at various EBisEMA-to-PETMP molar ratios. These hydrogels contained unreacted thiol groups because of a faster homopolymerization reaction of EBisEMA. Hydrogels were also prepared in bulk by propylamine-catalysed Michael addition reaction. No significant differences in swelling were observed between EBisEMA homopolymer and photocured EBisEMA–PETMP copolymer. Conversely, a marked increase in water uptake (110 wt%) was observed in the EBisEMA–PETMP hydrogels prepared by the Michael addition reaction catalysed by propylamine. These trends are explained in terms of a balance between the mass fraction of hydrophilic groups and the crosslinking density of the network. EBisEMA–PETMP hydrogels formulated with thiol in excess showed a noticeable tendency to adhere to diverse substrates, including paper, metals, glass and skin. This feature makes them especially attractive in applications for which adhesion is particularly critical such as dermatological patches.
publishDate 2018
dc.date.none.fl_str_mv 2018-05
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/11336/91818
Asmussen, Silvana Valeria; Gomez, María Lorena; Vallo, Claudia Ines; Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer; John Wiley & Sons Ltd; Polymer International; 67; 5; 5-2018; 606-614
0959-8103
CONICET Digital
CONICET
url http://hdl.handle.net/11336/91818
identifier_str_mv Asmussen, Silvana Valeria; Gomez, María Lorena; Vallo, Claudia Ines; Novel hydrogels based on a high-molar-mass water-soluble dimethacrylate monomer; John Wiley & Sons Ltd; Polymer International; 67; 5; 5-2018; 606-614
0959-8103
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/pi.5557
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/pi.5557
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
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
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score 13.22299

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