New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions

Konuray, Ali Osman|||0000-0001-7281-006X; Fernández Francos, Xavier|||0000-0002-3492-2922; Ramis Juan, Xavier|||0000-0003-2550-7185; Serra Albet, Maria Àngels|||0000-0003-1387-0358

New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions

Soft poly(thioether) thermosets have been synthesized by employing a two-step curing procedure based on click chemistry. The first stage of curing is a thiol-Michael addition between acrylates (or methacrylates) and thiols in excess, catalyzed by a set of novel tertiary amine catalyst comonomers wit...

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Autores:	Konuray, Ali Osman\|\|\|0000-0001-7281-006X, Fernández Francos, Xavier\|\|\|0000-0002-3492-2922, Ramis Juan, Xavier\|\|\|0000-0003-2550-7185, Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
Tipo de recurso:	artículo
Fecha de publicación:	2018
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:2117/117314
Acceso en línea:	https://hdl.handle.net/2117/117314 https://dx.doi.org/10.1016/j.polymer.2018.01.073
Access Level:	acceso abierto
Palabra clave:	Catalysis Heat resistant plastics Michael addition Dual-curing Thiol Acrylate Methacrylate Click reaction Catàlisi Plàstics termostables Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers Àrees temàtiques de la UPC::Enginyeria química

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repository_id_str
spelling	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactionsKonuray, Ali Osman\|\|\|0000-0001-7281-006XFernández Francos, Xavier\|\|\|0000-0002-3492-2922Ramis Juan, Xavier\|\|\|0000-0003-2550-7185Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358CatalysisHeat resistant plasticsMichael additionDual-curingThiolAcrylateMethacrylateClick reactionCatàlisiPlàstics termostablesÀrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímersÀrees temàtiques de la UPC::Enginyeria químicaSoft poly(thioether) thermosets have been synthesized by employing a two-step curing procedure based on click chemistry. The first stage of curing is a thiol-Michael addition between acrylates (or methacrylates) and thiols in excess, catalyzed by a set of novel tertiary amine catalyst comonomers with allyl functionality. Subsequently, the pendant allyl groups of the comonomer get incorporated into the polymer network by undergoing thiol-ene UV photopolymerization with the remaining thiols. The strong catalysis by the high concentration of tertiary amine groups facilitates quantitative conversions at the end of the first stage. All remaining functional groups are depleted after a short period of UV irradiation. Final materials are clear, transparent, and exhibit homogeneous network structures with alpha relaxation temperatures in the range 3–25¿°C. This sub-ambient relaxation temperature range suggests these materials may be suitable for coating applications where delicate substrates are involved such as plastic, wood and paper.Elsevier20182018-02-2820182018-05-17journal articlehttp://purl.org/coar/resource_type/c_6501AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2117/117314https://dx.doi.org/10.1016/j.polymer.2018.01.073reponame:UPCommons. Portal del coneixement obert de la UPCinstname:Universitat Politècnica de Catalunya (UPC)InglésengAgencia Estatal de Investigación http://doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016 MAT2017-82849-C2-2-R MATERIALES TERMOESTABLES AVANZADOS OBTENIDOS MEDIANTE METODOLOGIA CLICKopen accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivs 3.0 Spainhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:upcommons.upc.edu:2117/1173142026-05-27T15:37:01Z
dc.title.none.fl_str_mv	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
title	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
spellingShingle	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions Konuray, Ali Osman\|\|\|0000-0001-7281-006X Catalysis Heat resistant plastics Michael addition Dual-curing Thiol Acrylate Methacrylate Click reaction Catàlisi Plàstics termostables Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers Àrees temàtiques de la UPC::Enginyeria química
title_short	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
title_full	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
title_fullStr	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
title_full_unstemmed	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
title_sort	New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions
dc.creator.none.fl_str_mv	Konuray, Ali Osman\|\|\|0000-0001-7281-006X Fernández Francos, Xavier\|\|\|0000-0002-3492-2922 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author	Konuray, Ali Osman\|\|\|0000-0001-7281-006X
author_facet	Konuray, Ali Osman\|\|\|0000-0001-7281-006X Fernández Francos, Xavier\|\|\|0000-0002-3492-2922 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author_role	author
author2	Fernández Francos, Xavier\|\|\|0000-0002-3492-2922 Ramis Juan, Xavier\|\|\|0000-0003-2550-7185 Serra Albet, Maria Àngels\|\|\|0000-0003-1387-0358
author2_role	author author author
dc.subject.none.fl_str_mv	Catalysis Heat resistant plastics Michael addition Dual-curing Thiol Acrylate Methacrylate Click reaction Catàlisi Plàstics termostables Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers Àrees temàtiques de la UPC::Enginyeria química
topic	Catalysis Heat resistant plastics Michael addition Dual-curing Thiol Acrylate Methacrylate Click reaction Catàlisi Plàstics termostables Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers Àrees temàtiques de la UPC::Enginyeria química
description	Soft poly(thioether) thermosets have been synthesized by employing a two-step curing procedure based on click chemistry. The first stage of curing is a thiol-Michael addition between acrylates (or methacrylates) and thiols in excess, catalyzed by a set of novel tertiary amine catalyst comonomers with allyl functionality. Subsequently, the pendant allyl groups of the comonomer get incorporated into the polymer network by undergoing thiol-ene UV photopolymerization with the remaining thiols. The strong catalysis by the high concentration of tertiary amine groups facilitates quantitative conversions at the end of the first stage. All remaining functional groups are depleted after a short period of UV irradiation. Final materials are clear, transparent, and exhibit homogeneous network structures with alpha relaxation temperatures in the range 3–25¿°C. This sub-ambient relaxation temperature range suggests these materials may be suitable for coating applications where delicate substrates are involved such as plastic, wood and paper.
publishDate	2018
dc.date.none.fl_str_mv	2018 2018-02-28 2018 2018-05-17
dc.type.none.fl_str_mv	journal article http://purl.org/coar/resource_type/c_6501 AM http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv	info:eu-repo/semantics/article
format	article
dc.identifier.none.fl_str_mv	https://hdl.handle.net/2117/117314 https://dx.doi.org/10.1016/j.polymer.2018.01.073
url	https://hdl.handle.net/2117/117314 https://dx.doi.org/10.1016/j.polymer.2018.01.073
dc.language.none.fl_str_mv	Inglés eng
language_invalid_str_mv	Inglés
language	eng
dc.relation.none.fl_str_mv	Agencia Estatal de Investigación http://doi.org/10.13039/501100011033 Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016 MAT2017-82849-C2-2-R MATERIALES TERMOESTABLES AVANZADOS OBTENIDOS MEDIANTE METODOLOGIA CLICK
dc.rights.none.fl_str_mv	open access http://purl.org/coar/access_right/c_abf2 Attribution-NonCommercial-NoDerivs 3.0 Spain http://creativecommons.org/licenses/by-nc-nd/3.0/es/
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-NonCommercial-NoDerivs 3.0 Spain http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv	openAccess
dc.format.none.fl_str_mv	application/pdf
dc.publisher.none.fl_str_mv	Elsevier
publisher.none.fl_str_mv	Elsevier
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	15.300724

New allyl-functional catalytic comonomers for sequential thiol-Michael and radical thiol-ene reactions

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