Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization

Autores
Navarro, Rodrigo; Bierbrauer, Karina Lilian; Mijangos, Carmen; Goiti, Eunate; Reinecke, Helmut
Año de publicación
2008
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Different thiol compounds were tested for the synthesis of poly(vinyl chloride) (PVC) with halogen groups and the course of the modification reactions followed under different conditions by NMR spectroscopy and elemental analysis. It is shown that PVC can be modified without side reactions using 4-fluorothiophenol, 4-chlorothiophenol, 4-bromothiophenol, 3,4-di-fluorothiophenol, penta-fluorothiophenol and pentachlorothiophenol. The reactivities and final degrees of modification of the different nucleophiles are compared showing that, when the thiolate salt is preformed, the bromine derivative reacts quicker and higher degrees of modification are reached than with its smaller homologues. On the other hand, using the thiol compounds in combination with potassium carbonate this order is inverted and highest degrees of modification are achieved with 4-fluorothiophenol. Glass transition temperatures and thermal stabilities of the new compounds are compared.
Fil: Navarro, Rodrigo. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Bierbrauer, Karina Lilian. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Mijangos, Carmen. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Goiti, Eunate. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Reinecke, Helmut. Instituto en Ciencia y Tecnología de Polímeros; España
Materia
PVC
Modification
Nucleophilic substitution
Reactivity
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:11336/242171
Acceder
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network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterizationNavarro, RodrigoBierbrauer, Karina LilianMijangos, CarmenGoiti, EunateReinecke, HelmutPVCModificationNucleophilic substitutionReactivityhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Different thiol compounds were tested for the synthesis of poly(vinyl chloride) (PVC) with halogen groups and the course of the modification reactions followed under different conditions by NMR spectroscopy and elemental analysis. It is shown that PVC can be modified without side reactions using 4-fluorothiophenol, 4-chlorothiophenol, 4-bromothiophenol, 3,4-di-fluorothiophenol, penta-fluorothiophenol and pentachlorothiophenol. The reactivities and final degrees of modification of the different nucleophiles are compared showing that, when the thiolate salt is preformed, the bromine derivative reacts quicker and higher degrees of modification are reached than with its smaller homologues. On the other hand, using the thiol compounds in combination with potassium carbonate this order is inverted and highest degrees of modification are achieved with 4-fluorothiophenol. Glass transition temperatures and thermal stabilities of the new compounds are compared.Fil: Navarro, Rodrigo. Instituto en Ciencia y Tecnología de Polímeros; EspañaFil: Bierbrauer, Karina Lilian. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Mijangos, Carmen. Instituto en Ciencia y Tecnología de Polímeros; EspañaFil: Goiti, Eunate. Instituto en Ciencia y Tecnología de Polímeros; EspañaFil: Reinecke, Helmut. Instituto en Ciencia y Tecnología de Polímeros; EspañaElsevier2008-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/242171Navarro, Rodrigo; Bierbrauer, Karina Lilian; Mijangos, Carmen; Goiti, Eunate; Reinecke, Helmut; Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization; Elsevier; Polymer Degradation And Stability; 93; 3; 3-2008; 585-5910141-3910CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S014139100800027Xinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.polymdegradstab.2008.01.015info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-05T09:54:55Zoai:ri.conicet.gov.ar:11336/242171instacron: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:34982025-11-05 09:54:56.226CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
title Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
spellingShingle Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
Navarro, Rodrigo
PVC
Modification
Nucleophilic substitution
Reactivity
title_short Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
title_full Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
title_fullStr Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
title_full_unstemmed Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
title_sort Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization
dc.creator.none.fl_str_mv Navarro, Rodrigo
Bierbrauer, Karina Lilian
Mijangos, Carmen
Goiti, Eunate
Reinecke, Helmut
author Navarro, Rodrigo
author_facet Navarro, Rodrigo
Bierbrauer, Karina Lilian
Mijangos, Carmen
Goiti, Eunate
Reinecke, Helmut
author_role author
author2 Bierbrauer, Karina Lilian
Mijangos, Carmen
Goiti, Eunate
Reinecke, Helmut
author2_role author
author
author
author
dc.subject.none.fl_str_mv PVC
Modification
Nucleophilic substitution
Reactivity
topic PVC
Modification
Nucleophilic substitution
Reactivity
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Different thiol compounds were tested for the synthesis of poly(vinyl chloride) (PVC) with halogen groups and the course of the modification reactions followed under different conditions by NMR spectroscopy and elemental analysis. It is shown that PVC can be modified without side reactions using 4-fluorothiophenol, 4-chlorothiophenol, 4-bromothiophenol, 3,4-di-fluorothiophenol, penta-fluorothiophenol and pentachlorothiophenol. The reactivities and final degrees of modification of the different nucleophiles are compared showing that, when the thiolate salt is preformed, the bromine derivative reacts quicker and higher degrees of modification are reached than with its smaller homologues. On the other hand, using the thiol compounds in combination with potassium carbonate this order is inverted and highest degrees of modification are achieved with 4-fluorothiophenol. Glass transition temperatures and thermal stabilities of the new compounds are compared.
Fil: Navarro, Rodrigo. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Bierbrauer, Karina Lilian. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Mijangos, Carmen. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Goiti, Eunate. Instituto en Ciencia y Tecnología de Polímeros; España
Fil: Reinecke, Helmut. Instituto en Ciencia y Tecnología de Polímeros; España
description Different thiol compounds were tested for the synthesis of poly(vinyl chloride) (PVC) with halogen groups and the course of the modification reactions followed under different conditions by NMR spectroscopy and elemental analysis. It is shown that PVC can be modified without side reactions using 4-fluorothiophenol, 4-chlorothiophenol, 4-bromothiophenol, 3,4-di-fluorothiophenol, penta-fluorothiophenol and pentachlorothiophenol. The reactivities and final degrees of modification of the different nucleophiles are compared showing that, when the thiolate salt is preformed, the bromine derivative reacts quicker and higher degrees of modification are reached than with its smaller homologues. On the other hand, using the thiol compounds in combination with potassium carbonate this order is inverted and highest degrees of modification are achieved with 4-fluorothiophenol. Glass transition temperatures and thermal stabilities of the new compounds are compared.
publishDate 2008
dc.date.none.fl_str_mv 2008-03
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/11336/242171
Navarro, Rodrigo; Bierbrauer, Karina Lilian; Mijangos, Carmen; Goiti, Eunate; Reinecke, Helmut; Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization; Elsevier; Polymer Degradation And Stability; 93; 3; 3-2008; 585-591
0141-3910
CONICET Digital
CONICET
url http://hdl.handle.net/11336/242171
identifier_str_mv Navarro, Rodrigo; Bierbrauer, Karina Lilian; Mijangos, Carmen; Goiti, Eunate; Reinecke, Helmut; Modification of poly(vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization; Elsevier; Polymer Degradation And Stability; 93; 3; 3-2008; 585-591
0141-3910
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://www.sciencedirect.com/science/article/pii/S014139100800027X
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.polymdegradstab.2008.01.015
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 Elsevier
publisher.none.fl_str_mv Elsevier
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 13.084122

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