Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol

Autores
Fidalgo, Daniela Marina; Kolender, Adriana Andrea; Varela, Oscar Jose
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using d-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-d-mannitol is polymerized with a diamine synthesized from d-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with Tg values dependent on the structure and chain length of the diamine constituent.
Fil: Fidalgo, Daniela Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Kolender, Adriana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Varela, Oscar Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
Biodegradabl
Biomaterials
Carbohydrates
D-Mannitol
Polyurethanes
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:11336/8172
Acceder
id CONICETDig_ede1242affd1bfbcb906455e22b70456
oai_identifier_str oai:ri.conicet.gov.ar:11336/8172
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitolFidalgo, Daniela MarinaKolender, Adriana AndreaVarela, Oscar JoseBiodegradablBiomaterialsCarbohydratesD-MannitolPolyurethaneshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using d-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-d-mannitol is polymerized with a diamine synthesized from d-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with Tg values dependent on the structure and chain length of the diamine constituent.Fil: Fidalgo, Daniela Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Kolender, Adriana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Varela, Oscar Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaWiley2013-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/8172Fidalgo, Daniela Marina; Kolender, Adriana Andrea; Varela, Oscar Jose; Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol; Wiley; Journal of Polymer Science Part A: Polymer Chemistry; 51; 2; 1-2013; 463-4701099-0518enginfo:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/pola.26406/abstractinfo:eu-repo/semantics/altIdentifier/doi/10.1002/pola.26406info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T14:37:21Zoai:ri.conicet.gov.ar:11336/8172instacron: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 14:37:21.616CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
title Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
spellingShingle Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
Fidalgo, Daniela Marina
Biodegradabl
Biomaterials
Carbohydrates
D-Mannitol
Polyurethanes
title_short Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
title_full Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
title_fullStr Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
title_full_unstemmed Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
title_sort Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol
dc.creator.none.fl_str_mv Fidalgo, Daniela Marina
Kolender, Adriana Andrea
Varela, Oscar Jose
author Fidalgo, Daniela Marina
author_facet Fidalgo, Daniela Marina
Kolender, Adriana Andrea
Varela, Oscar Jose
author_role author
author2 Kolender, Adriana Andrea
Varela, Oscar Jose
author2_role author
author
dc.subject.none.fl_str_mv Biodegradabl
Biomaterials
Carbohydrates
D-Mannitol
Polyurethanes
topic Biodegradabl
Biomaterials
Carbohydrates
D-Mannitol
Polyurethanes
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using d-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-d-mannitol is polymerized with a diamine synthesized from d-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with Tg values dependent on the structure and chain length of the diamine constituent.
Fil: Fidalgo, Daniela Marina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Kolender, Adriana Andrea. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Varela, Oscar Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
description Novel linear carbohydrate-derived [m,n]-polyurethanes are successfully prepared using d-mannitol as renewable and low cost starting material. The key comonomer, 1,6-di-O-phenylcarbonyl-2,3,4,5-tetra-O-methyl-d-mannitol is polymerized with a diamine synthesized from d-mannitol or with alkylenediamines. These polymerization reactions afford, respectively, a [6,6]-polyurethane entirely based on a carbohydrate derivative or [m,n]-polyurethanes constituted by a poly-O-methyl substituted unit alternating with a polymethylene chain. All these polymers are stereoregular, as result of the C2 axis of symmetry of mannitol. The optically active polyurethanes are characterized by standard methods (FTIR, RMN, GPC, TGA, and DSC). Thus, GPC analysis reveals weight-average molecular weights between 18,000 and 25,000 Da. Thermal studies (DSC) indicate that the polymers obtained are amorphous materials with Tg values dependent on the structure and chain length of the diamine constituent.
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/11336/8172
Fidalgo, Daniela Marina; Kolender, Adriana Andrea; Varela, Oscar Jose; Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol; Wiley; Journal of Polymer Science Part A: Polymer Chemistry; 51; 2; 1-2013; 463-470
1099-0518
url http://hdl.handle.net/11336/8172
identifier_str_mv Fidalgo, Daniela Marina; Kolender, Adriana Andrea; Varela, Oscar Jose; Stereoregular poly-O-methyl [m,n]-polyurethanes derived from D-mannitol; Wiley; Journal of Polymer Science Part A: Polymer Chemistry; 51; 2; 1-2013; 463-470
1099-0518
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/pola.26406/abstract
info:eu-repo/semantics/altIdentifier/doi/10.1002/pola.26406
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 Wiley
publisher.none.fl_str_mv Wiley
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_ 1846082845343219712
score 13.22299

Publicaciones similares