Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine

Autores
Asmussen, Silvana Valeria; Vallo, Claudia Ines
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The efficiency of a novel photoinitiator, phenyl-1,2-propanedione (PPD), of potential use in dentistry was assessed and the performance of PPD was compared with that of traditional photoinitiators used in dental restorative resins. The photodecomposition of PPD and the polymerization of acrylic monomers photoinitiated by PPD in the presence of dimethylamino ethylmethacrylate, ethyl-4-dimethylaminobenzoate and 4-(N,N-dimethylamino) phenethyl alcohol have been investigated. The photodecomposition of PPD/amine systems in acetonitrile and methacrylate monomers under irradiation at λ = 395 nm resulted in the appearance of light absorbing by-photoproducts. The absorbing species displayed absorption spectra which overlapped that of PPD and were markedly dependent on the amine structure. Irradiation of methacrylate monomers containing PPD in combination with 4-(N,N-dimethylamino) phenethyl alcohol resulted in a continuous increase in absorbance. Since the production of photoproducts increases with irradiation time, the light that reaches the deepest layers decreases. The effect of light screening is a reduced overall photoinitiation rate and consequently a reduced double bond conversion. From the results presented it emerges that the selection of the amine to be used in combination with PPD is a crucial step in order to optimize the efficiency of the PPD/amine photoinitiator system. © 2008 Elsevier B.V. All rights reserved.
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: 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
Dental Polymers
Photopolymerization
Uv-Vis Spectroscopy
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:11336/66386
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amineAsmussen, Silvana ValeriaVallo, Claudia InesDental PolymersPhotopolymerizationUv-Vis Spectroscopyhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The efficiency of a novel photoinitiator, phenyl-1,2-propanedione (PPD), of potential use in dentistry was assessed and the performance of PPD was compared with that of traditional photoinitiators used in dental restorative resins. The photodecomposition of PPD and the polymerization of acrylic monomers photoinitiated by PPD in the presence of dimethylamino ethylmethacrylate, ethyl-4-dimethylaminobenzoate and 4-(N,N-dimethylamino) phenethyl alcohol have been investigated. The photodecomposition of PPD/amine systems in acetonitrile and methacrylate monomers under irradiation at λ = 395 nm resulted in the appearance of light absorbing by-photoproducts. The absorbing species displayed absorption spectra which overlapped that of PPD and were markedly dependent on the amine structure. Irradiation of methacrylate monomers containing PPD in combination with 4-(N,N-dimethylamino) phenethyl alcohol resulted in a continuous increase in absorbance. Since the production of photoproducts increases with irradiation time, the light that reaches the deepest layers decreases. The effect of light screening is a reduced overall photoinitiation rate and consequently a reduced double bond conversion. From the results presented it emerges that the selection of the amine to be used in combination with PPD is a crucial step in order to optimize the efficiency of the PPD/amine photoinitiator system. © 2008 Elsevier B.V. All rights reserved.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: 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; ArgentinaElsevier Science Sa2009-02info: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/11336/66386Asmussen, Silvana Valeria; Vallo, Claudia Ines; Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 202; 2-3; 2-2009; 228-2341010-6030CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2008.12.007info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1010603008005042info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:07:45Zoai:ri.conicet.gov.ar:11336/66386instacron: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 10:07:46.236CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
title Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
spellingShingle Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
Asmussen, Silvana Valeria
Dental Polymers
Photopolymerization
Uv-Vis Spectroscopy
title_short Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
title_full Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
title_fullStr Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
title_full_unstemmed Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
title_sort Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine
dc.creator.none.fl_str_mv Asmussen, Silvana Valeria
Vallo, Claudia Ines
author Asmussen, Silvana Valeria
author_facet Asmussen, Silvana Valeria
Vallo, Claudia Ines
author_role author
author2 Vallo, Claudia Ines
author2_role author
dc.subject.none.fl_str_mv Dental Polymers
Photopolymerization
Uv-Vis Spectroscopy
topic Dental Polymers
Photopolymerization
Uv-Vis Spectroscopy
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 efficiency of a novel photoinitiator, phenyl-1,2-propanedione (PPD), of potential use in dentistry was assessed and the performance of PPD was compared with that of traditional photoinitiators used in dental restorative resins. The photodecomposition of PPD and the polymerization of acrylic monomers photoinitiated by PPD in the presence of dimethylamino ethylmethacrylate, ethyl-4-dimethylaminobenzoate and 4-(N,N-dimethylamino) phenethyl alcohol have been investigated. The photodecomposition of PPD/amine systems in acetonitrile and methacrylate monomers under irradiation at λ = 395 nm resulted in the appearance of light absorbing by-photoproducts. The absorbing species displayed absorption spectra which overlapped that of PPD and were markedly dependent on the amine structure. Irradiation of methacrylate monomers containing PPD in combination with 4-(N,N-dimethylamino) phenethyl alcohol resulted in a continuous increase in absorbance. Since the production of photoproducts increases with irradiation time, the light that reaches the deepest layers decreases. The effect of light screening is a reduced overall photoinitiation rate and consequently a reduced double bond conversion. From the results presented it emerges that the selection of the amine to be used in combination with PPD is a crucial step in order to optimize the efficiency of the PPD/amine photoinitiator system. © 2008 Elsevier B.V. All rights reserved.
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: 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 The efficiency of a novel photoinitiator, phenyl-1,2-propanedione (PPD), of potential use in dentistry was assessed and the performance of PPD was compared with that of traditional photoinitiators used in dental restorative resins. The photodecomposition of PPD and the polymerization of acrylic monomers photoinitiated by PPD in the presence of dimethylamino ethylmethacrylate, ethyl-4-dimethylaminobenzoate and 4-(N,N-dimethylamino) phenethyl alcohol have been investigated. The photodecomposition of PPD/amine systems in acetonitrile and methacrylate monomers under irradiation at λ = 395 nm resulted in the appearance of light absorbing by-photoproducts. The absorbing species displayed absorption spectra which overlapped that of PPD and were markedly dependent on the amine structure. Irradiation of methacrylate monomers containing PPD in combination with 4-(N,N-dimethylamino) phenethyl alcohol resulted in a continuous increase in absorbance. Since the production of photoproducts increases with irradiation time, the light that reaches the deepest layers decreases. The effect of light screening is a reduced overall photoinitiation rate and consequently a reduced double bond conversion. From the results presented it emerges that the selection of the amine to be used in combination with PPD is a crucial step in order to optimize the efficiency of the PPD/amine photoinitiator system. © 2008 Elsevier B.V. All rights reserved.
publishDate 2009
dc.date.none.fl_str_mv 2009-02
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/11336/66386
Asmussen, Silvana Valeria; Vallo, Claudia Ines; Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 202; 2-3; 2-2009; 228-234
1010-6030
CONICET Digital
CONICET
url http://hdl.handle.net/11336/66386
identifier_str_mv Asmussen, Silvana Valeria; Vallo, Claudia Ines; Light absorbing products during polymerization of methacrylate monomers photoinitiated with phenyl-1,2-propanedione/amine; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 202; 2-3; 2-2009; 228-234
1010-6030
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2008.12.007
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S1010603008005042
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 Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
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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