Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks

Gamardella, Francesco; Muñoz, Sara; Flor López, Sílvia de la|||0000-0002-6851-1371; Ramis Juan, Xavier|||0000-0003-2550-7185; Serra Albet, Maria Àngels|||0000-0003-1387-0358

Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks

A new type of tetraphenylborate salts derived from highly basic and nucleophilic amines, namely 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and triazabicyclodecene (TBD), was applied to the preparation of networked poly(thiourethane)s (PTUs), which showed a vitri...

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Autores:	Gamardella, Francesco, Muñoz, Sara, Flor López, Sílvia de la\|\|\|0000-0002-6851-1371, Ramis Juan, Xavier\|\|\|0000-0003-2550-7185, Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
Tipo de recurso:	artículo
Fecha de publicación:	2020
País:	España
Institución:	Universitat Politècnica de Catalunya (UPC)
Repositorio:	UPCommons. Portal del coneixement obert de la UPC
Idioma:	inglés
OAI Identifier:	oai:upcommons.upc.edu:2117/335253
Acceso en línea:	https://hdl.handle.net/2117/335253 https://dx.doi.org/10.3390/polym12122913
Access Level:	acceso abierto
Palabra clave:	Heat resistant plastics Chemistry, Analytic Vitrimers Poly(thiourethane) Thermosets Recyclability Covalent adaptable networks Organocatalyst Plàstics termostables Química analítica Àrees temàtiques de la UPC::Física Àrees temàtiques de la UPC::Física::Termodinàmica Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers

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spelling	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networksGamardella, FrancescoMuñoz, SaraFlor López, Sílvia de la\|\|\|0000-0002-6851-1371Ramis Juan, Xavier\|\|\|0000-0003-2550-7185Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358Heat resistant plasticsChemistry, AnalyticVitrimersPoly(thiourethane)ThermosetsRecyclabilityCovalent adaptable networksOrganocatalystPlàstics termostablesQuímica analíticaÀrees temàtiques de la UPC::FísicaÀrees temàtiques de la UPC::Física::TermodinàmicaÀrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímersA new type of tetraphenylborate salts derived from highly basic and nucleophilic amines, namely 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and triazabicyclodecene (TBD), was applied to the preparation of networked poly(thiourethane)s (PTUs), which showed a vitrimer-like behavior, with higher stress-relaxation rates than PTUs prepared by using dibutyl thin dilaurate (DBTDL) as the catalyst. The use of these salts, which release the amines when heated, instead of the pure amines, allows the formulation to be easily manipulated to prepare any type of samples. The materials prepared from stoichiometric mixtures of hexamethylene diisocyanate (HDI), trithiol (S3) and with a 10% of molar excess of isocyanate or thiol were characterized by FTIR, thermomechanical analysis, thermogravimetry, stress-relaxation tests and tensile tests, thus obtaining a complete thermal and mechanical characterization of the materials. The recycled materials obtained by grinding the original PTUs and hot-pressing the small pieces in the optimized time and temperature conditions were fully characterized by mechanical, thermomechanical and FTIR studies. This allowed us to confirm their recyclability, without appreciable changes in the network structure and performance. From several observations, the dissociative interchange trans-thiocarbamoylation mechanism was evidenced as the main responsible of the topological rearrangements at high temperature, resulting in a vitrimeric-like behavior.Multidisciplinary Digital Publishing Institute (MDPI)20202020-12-0420212021-01-13journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2117/335253https://dx.doi.org/10.3390/polym12122913reponame:UPCommons. Portal del coneixement obert de la UPCinstname:Universitat Politècnica de Catalunya (UPC)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Attribution-BY 4.0 Internationalhttps://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:upcommons.upc.edu:2117/3352532026-05-27T15:37:01Z
dc.title.none.fl_str_mv	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
title	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
spellingShingle	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks Gamardella, Francesco Heat resistant plastics Chemistry, Analytic Vitrimers Poly(thiourethane) Thermosets Recyclability Covalent adaptable networks Organocatalyst Plàstics termostables Química analítica Àrees temàtiques de la UPC::Física Àrees temàtiques de la UPC::Física::Termodinàmica Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
title_short	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
title_full	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
title_fullStr	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
title_full_unstemmed	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
title_sort	Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks
dc.creator.none.fl_str_mv	Gamardella, Francesco Muñoz, Sara Flor López, Sílvia de la\|\|\|0000-0002-6851-1371 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author	Gamardella, Francesco
author_facet	Gamardella, Francesco Muñoz, Sara Flor López, Sílvia de la\|\|\|0000-0002-6851-1371 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author_role	author
author2	Muñoz, Sara Flor López, Sílvia de la\|\|\|0000-0002-6851-1371 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author2_role	author author author author
dc.subject.none.fl_str_mv	Heat resistant plastics Chemistry, Analytic Vitrimers Poly(thiourethane) Thermosets Recyclability Covalent adaptable networks Organocatalyst Plàstics termostables Química analítica Àrees temàtiques de la UPC::Física Àrees temàtiques de la UPC::Física::Termodinàmica Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
topic	Heat resistant plastics Chemistry, Analytic Vitrimers Poly(thiourethane) Thermosets Recyclability Covalent adaptable networks Organocatalyst Plàstics termostables Química analítica Àrees temàtiques de la UPC::Física Àrees temàtiques de la UPC::Física::Termodinàmica Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
description	A new type of tetraphenylborate salts derived from highly basic and nucleophilic amines, namely 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and triazabicyclodecene (TBD), was applied to the preparation of networked poly(thiourethane)s (PTUs), which showed a vitrimer-like behavior, with higher stress-relaxation rates than PTUs prepared by using dibutyl thin dilaurate (DBTDL) as the catalyst. The use of these salts, which release the amines when heated, instead of the pure amines, allows the formulation to be easily manipulated to prepare any type of samples. The materials prepared from stoichiometric mixtures of hexamethylene diisocyanate (HDI), trithiol (S3) and with a 10% of molar excess of isocyanate or thiol were characterized by FTIR, thermomechanical analysis, thermogravimetry, stress-relaxation tests and tensile tests, thus obtaining a complete thermal and mechanical characterization of the materials. The recycled materials obtained by grinding the original PTUs and hot-pressing the small pieces in the optimized time and temperature conditions were fully characterized by mechanical, thermomechanical and FTIR studies. This allowed us to confirm their recyclability, without appreciable changes in the network structure and performance. From several observations, the dissociative interchange trans-thiocarbamoylation mechanism was evidenced as the main responsible of the topological rearrangements at high temperature, resulting in a vitrimeric-like behavior.
publishDate	2020
dc.date.none.fl_str_mv	2020 2020-12-04 2021 2021-01-13
dc.type.none.fl_str_mv	journal article http://purl.org/coar/resource_type/c_6501 VoR http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv	info:eu-repo/semantics/article
format	article
dc.identifier.none.fl_str_mv	https://hdl.handle.net/2117/335253 https://dx.doi.org/10.3390/polym12122913
url	https://hdl.handle.net/2117/335253 https://dx.doi.org/10.3390/polym12122913
dc.language.none.fl_str_mv	Inglés eng
language_invalid_str_mv	Inglés
language	eng
dc.rights.none.fl_str_mv	open access http://purl.org/coar/access_right/c_abf2 Attribution-BY 4.0 International https://creativecommons.org/licenses/by/4.0/
dc.rights.openaire.fl_str_mv	info:eu-repo/semantics/openAccess
rights_invalid_str_mv	open access http://purl.org/coar/access_right/c_abf2 Attribution-BY 4.0 International https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv	openAccess
dc.format.none.fl_str_mv	application/pdf
dc.publisher.none.fl_str_mv	Multidisciplinary Digital Publishing Institute (MDPI)
publisher.none.fl_str_mv	Multidisciplinary Digital Publishing Institute (MDPI)
dc.source.none.fl_str_mv	reponame:UPCommons. Portal del coneixement obert de la UPC instname:Universitat Politècnica de Catalunya (UPC)
instname_str	Universitat Politècnica de Catalunya (UPC)
reponame_str	UPCommons. Portal del coneixement obert de la UPC
collection	UPCommons. Portal del coneixement obert de la UPC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score	15,301603

Recyclable organocatalyzed poly(Thiourethane) covalent adaptable networks

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