One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers

Autores
Trindade, Suelen G.; Bortolotto, Tanize; Ciolino, Andrés Eduardo; Schmidt, Vanessa; Giacomelli, Cristiano
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A one-pot, two-step method is applied to the controlled synthesis of polyacrylate-b-(polycaprolactone)2 three-arm AB2-type star block polymers. First, ring-opening polymerization (ROP) of ε-caprolactone is carried out in toluene using either stannous octoate (Sn(Oct)2) or diphenyl phosphate (DPP) as catalyst, and a multifunctional initiator featuring one bromoester and two alcohol groups. Then, single-electron transfer living radical polymerization (SET-LRP) of methyl acrylate and isobornyl acrylate is conducted in the same reaction vessel after sequential addition of its typical reactants, apart from the (PCL)2-Br macroinitiator generated in the first step, in either toluene/toluene + phenol or toluene/dimethyl sulfoxide solvent systems. DPP (the ROP catalyst) from the first step is found to take part in an acid?base reaction with tris[2-(dimethylamino)ethyl]amine (the SET-LRP N-ligand) in the second part, but stoichiometry could be adjusted to avoid interference and keep the controlled nature of the polymerizations. Interestingly, the electrochemically active Sn(Oct)2 ROP catalyst does not interfere with the SET-LRP process. Well-defined poly(methyl acrylate)-b-(polycaprolactone)2 and poly(isobornyl acrylate)-b-(polycaprolactone)2 are thus synthesized through a simple and cost-effective experimental procedure. The technique also applies to the synthesis of linear block copolymers.
Fil: Trindade, Suelen G.. Universidade Federal de Santa Maria; Brasil
Fil: Bortolotto, Tanize. Universidade Federal de Santa Maria; Brasil
Fil: Ciolino, Andrés Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina
Fil: Schmidt, Vanessa. Universidade Federal de Santa Maria; Brasil
Fil: Giacomelli, Cristiano. Universidade Federal de Santa Maria; Brasil
Materia
Rop
Set-Lrp
Star Copolymers
Caprolactone
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:11336/42861
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/42861
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block CopolymersTrindade, Suelen G.Bortolotto, TanizeCiolino, Andrés EduardoSchmidt, VanessaGiacomelli, CristianoRopSet-LrpStar CopolymersCaprolactonehttps://purl.org/becyt/ford/2.4https://purl.org/becyt/ford/2A one-pot, two-step method is applied to the controlled synthesis of polyacrylate-b-(polycaprolactone)2 three-arm AB2-type star block polymers. First, ring-opening polymerization (ROP) of ε-caprolactone is carried out in toluene using either stannous octoate (Sn(Oct)2) or diphenyl phosphate (DPP) as catalyst, and a multifunctional initiator featuring one bromoester and two alcohol groups. Then, single-electron transfer living radical polymerization (SET-LRP) of methyl acrylate and isobornyl acrylate is conducted in the same reaction vessel after sequential addition of its typical reactants, apart from the (PCL)2-Br macroinitiator generated in the first step, in either toluene/toluene + phenol or toluene/dimethyl sulfoxide solvent systems. DPP (the ROP catalyst) from the first step is found to take part in an acid?base reaction with tris[2-(dimethylamino)ethyl]amine (the SET-LRP N-ligand) in the second part, but stoichiometry could be adjusted to avoid interference and keep the controlled nature of the polymerizations. Interestingly, the electrochemically active Sn(Oct)2 ROP catalyst does not interfere with the SET-LRP process. Well-defined poly(methyl acrylate)-b-(polycaprolactone)2 and poly(isobornyl acrylate)-b-(polycaprolactone)2 are thus synthesized through a simple and cost-effective experimental procedure. The technique also applies to the synthesis of linear block copolymers.Fil: Trindade, Suelen G.. Universidade Federal de Santa Maria; BrasilFil: Bortolotto, Tanize. Universidade Federal de Santa Maria; BrasilFil: Ciolino, Andrés Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; ArgentinaFil: Schmidt, Vanessa. Universidade Federal de Santa Maria; BrasilFil: Giacomelli, Cristiano. Universidade Federal de Santa Maria; BrasilWiley VCH Verlag2017-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/42861Trindade, Suelen G.; Bortolotto, Tanize; Ciolino, Andrés Eduardo; Schmidt, Vanessa; Giacomelli, Cristiano; One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 219; 4; 12-2017; 1-91022-1352CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/macp.201700486info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/macp.201700486info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:03:07Zoai:ri.conicet.gov.ar:11336/42861instacron: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 10:03:07.335CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
title One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
spellingShingle One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
Trindade, Suelen G.
Rop
Set-Lrp
Star Copolymers
Caprolactone
title_short One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
title_full One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
title_fullStr One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
title_full_unstemmed One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
title_sort One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers
dc.creator.none.fl_str_mv Trindade, Suelen G.
Bortolotto, Tanize
Ciolino, Andrés Eduardo
Schmidt, Vanessa
Giacomelli, Cristiano
author Trindade, Suelen G.
author_facet Trindade, Suelen G.
Bortolotto, Tanize
Ciolino, Andrés Eduardo
Schmidt, Vanessa
Giacomelli, Cristiano
author_role author
author2 Bortolotto, Tanize
Ciolino, Andrés Eduardo
Schmidt, Vanessa
Giacomelli, Cristiano
author2_role author
author
author
author
dc.subject.none.fl_str_mv Rop
Set-Lrp
Star Copolymers
Caprolactone
topic Rop
Set-Lrp
Star Copolymers
Caprolactone
purl_subject.fl_str_mv https://purl.org/becyt/ford/2.4
https://purl.org/becyt/ford/2
dc.description.none.fl_txt_mv A one-pot, two-step method is applied to the controlled synthesis of polyacrylate-b-(polycaprolactone)2 three-arm AB2-type star block polymers. First, ring-opening polymerization (ROP) of ε-caprolactone is carried out in toluene using either stannous octoate (Sn(Oct)2) or diphenyl phosphate (DPP) as catalyst, and a multifunctional initiator featuring one bromoester and two alcohol groups. Then, single-electron transfer living radical polymerization (SET-LRP) of methyl acrylate and isobornyl acrylate is conducted in the same reaction vessel after sequential addition of its typical reactants, apart from the (PCL)2-Br macroinitiator generated in the first step, in either toluene/toluene + phenol or toluene/dimethyl sulfoxide solvent systems. DPP (the ROP catalyst) from the first step is found to take part in an acid?base reaction with tris[2-(dimethylamino)ethyl]amine (the SET-LRP N-ligand) in the second part, but stoichiometry could be adjusted to avoid interference and keep the controlled nature of the polymerizations. Interestingly, the electrochemically active Sn(Oct)2 ROP catalyst does not interfere with the SET-LRP process. Well-defined poly(methyl acrylate)-b-(polycaprolactone)2 and poly(isobornyl acrylate)-b-(polycaprolactone)2 are thus synthesized through a simple and cost-effective experimental procedure. The technique also applies to the synthesis of linear block copolymers.
Fil: Trindade, Suelen G.. Universidade Federal de Santa Maria; Brasil
Fil: Bortolotto, Tanize. Universidade Federal de Santa Maria; Brasil
Fil: Ciolino, Andrés Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Planta Piloto de Ingeniería Química. Universidad Nacional del Sur. Planta Piloto de Ingeniería Química; Argentina
Fil: Schmidt, Vanessa. Universidade Federal de Santa Maria; Brasil
Fil: Giacomelli, Cristiano. Universidade Federal de Santa Maria; Brasil
description A one-pot, two-step method is applied to the controlled synthesis of polyacrylate-b-(polycaprolactone)2 three-arm AB2-type star block polymers. First, ring-opening polymerization (ROP) of ε-caprolactone is carried out in toluene using either stannous octoate (Sn(Oct)2) or diphenyl phosphate (DPP) as catalyst, and a multifunctional initiator featuring one bromoester and two alcohol groups. Then, single-electron transfer living radical polymerization (SET-LRP) of methyl acrylate and isobornyl acrylate is conducted in the same reaction vessel after sequential addition of its typical reactants, apart from the (PCL)2-Br macroinitiator generated in the first step, in either toluene/toluene + phenol or toluene/dimethyl sulfoxide solvent systems. DPP (the ROP catalyst) from the first step is found to take part in an acid?base reaction with tris[2-(dimethylamino)ethyl]amine (the SET-LRP N-ligand) in the second part, but stoichiometry could be adjusted to avoid interference and keep the controlled nature of the polymerizations. Interestingly, the electrochemically active Sn(Oct)2 ROP catalyst does not interfere with the SET-LRP process. Well-defined poly(methyl acrylate)-b-(polycaprolactone)2 and poly(isobornyl acrylate)-b-(polycaprolactone)2 are thus synthesized through a simple and cost-effective experimental procedure. The technique also applies to the synthesis of linear block copolymers.
publishDate 2017
dc.date.none.fl_str_mv 2017-12
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/11336/42861
Trindade, Suelen G.; Bortolotto, Tanize; Ciolino, Andrés Eduardo; Schmidt, Vanessa; Giacomelli, Cristiano; One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 219; 4; 12-2017; 1-9
1022-1352
CONICET Digital
CONICET
url http://hdl.handle.net/11336/42861
identifier_str_mv Trindade, Suelen G.; Bortolotto, Tanize; Ciolino, Andrés Eduardo; Schmidt, Vanessa; Giacomelli, Cristiano; One-Pot Two-Step (First ROP, Then SET-LRP) Synthesis of Polycaprolactone-Polyacrylate Star Block Copolymers; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 219; 4; 12-2017; 1-9
1022-1352
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/macp.201700486
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/macp.201700486
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 VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
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 13.070432

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