Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature

A novel strategy was developed to prepare a self-blowing poly(β-hydroxythioether) foam at room temperature by S-alkylation of 5-membered bis-cyclic carbonate using multifunctional thiol monomers. Two different thiol compounds, trimethylolpropane tris(3-mercaptopropionate) and pentaerythritol tetraki...

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Authors: El Khezraji, Said, González Tomé, Sergio, Thakur, Suman, Ablouh, El-Houssaine, Ben youcef, Hicham, Raihane, Mustapha, López-Manchado, Miguel A., Verdejo, Raquel, Lahcini, Mohammed
Format: article
Status:Versión aceptada para publicación
Publication Date:2023
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/310064
Online Access:http://hdl.handle.net/10261/310064
Access Level:Open access
Keyword:Polymeric foam Poly(β-hydroxythioether) Polyurethane Ring-opening polymerization S-alkylation
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spelling Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperatureEl Khezraji, SaidGonzález Tomé, SergioThakur, SumanAblouh, El-HoussaineBen youcef, HichamRaihane, MustaphaLópez-Manchado, Miguel A.Verdejo, RaquelLahcini, MohammedPolymeric foam Poly(β-hydroxythioether) Polyurethane Ring-opening polymerization S-alkylationA novel strategy was developed to prepare a self-blowing poly(β-hydroxythioether) foam at room temperature by S-alkylation of 5-membered bis-cyclic carbonate using multifunctional thiol monomers. Two different thiol compounds, trimethylolpropane tris(3-mercaptopropionate) and pentaerythritol tetrakis(3-mercaptopropanoic acid) were used for the decarboxylative s-alkylation reaction. The thiol compounds simultaneously act as crosslinking agents and generate carbon dioxide during the decarboxylative s-alkylation reaction. This enables foam preparation without an external blowing agent. The use of tetrathiol monomer improves thermal stability, provides flexibility to the foams, and induces an increase in the glass transition temperature (Tg) due to a higher degree of cross-linking. The apparent density of the foams decreases with the increase of the tetrathiol ratio. This novel solvent-free approach paves the way to design sustainable foams with modular properties using accessible components and additives, as well as provides an alternative to non-isocyanate polyurethane foams.The CNRST of Morocco acknowledged for funding this work from Projet Prioritaire (PPR1/2015/73)Peer reviewedElsevierCentre National pour la Recherche Scientifique et Technique (Maroc)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2023202320232023info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttp://hdl.handle.net/10261/310064reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.1016/j.eurpolymj.2023.111960Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3100642026-05-22T06:33:51Z
dc.title.none.fl_str_mv Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
title Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
spellingShingle Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
El Khezraji, Said
Polymeric foam Poly(β-hydroxythioether) Polyurethane Ring-opening polymerization S-alkylation
title_short Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
title_full Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
title_fullStr Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
title_full_unstemmed Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
title_sort Fast synthesis of crosslinked self-blowing poly(β-hydroxythioether) foams by decarboxylative-alkylation of thiols at room temperature
dc.creator.none.fl_str_mv El Khezraji, Said
González Tomé, Sergio
Thakur, Suman
Ablouh, El-Houssaine
Ben youcef, Hicham
Raihane, Mustapha
López-Manchado, Miguel A.
Verdejo, Raquel
Lahcini, Mohammed
author El Khezraji, Said
author_facet El Khezraji, Said
González Tomé, Sergio
Thakur, Suman
Ablouh, El-Houssaine
Ben youcef, Hicham
Raihane, Mustapha
López-Manchado, Miguel A.
Verdejo, Raquel
Lahcini, Mohammed
author_role author
author2 González Tomé, Sergio
Thakur, Suman
Ablouh, El-Houssaine
Ben youcef, Hicham
Raihane, Mustapha
López-Manchado, Miguel A.
Verdejo, Raquel
Lahcini, Mohammed
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Centre National pour la Recherche Scientifique et Technique (Maroc)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Polymeric foam Poly(β-hydroxythioether) Polyurethane Ring-opening polymerization S-alkylation
topic Polymeric foam Poly(β-hydroxythioether) Polyurethane Ring-opening polymerization S-alkylation
description A novel strategy was developed to prepare a self-blowing poly(β-hydroxythioether) foam at room temperature by S-alkylation of 5-membered bis-cyclic carbonate using multifunctional thiol monomers. Two different thiol compounds, trimethylolpropane tris(3-mercaptopropionate) and pentaerythritol tetrakis(3-mercaptopropanoic acid) were used for the decarboxylative s-alkylation reaction. The thiol compounds simultaneously act as crosslinking agents and generate carbon dioxide during the decarboxylative s-alkylation reaction. This enables foam preparation without an external blowing agent. The use of tetrathiol monomer improves thermal stability, provides flexibility to the foams, and induces an increase in the glass transition temperature (Tg) due to a higher degree of cross-linking. The apparent density of the foams decreases with the increase of the tetrathiol ratio. This novel solvent-free approach paves the way to design sustainable foams with modular properties using accessible components and additives, as well as provides an alternative to non-isocyanate polyurethane foams.
publishDate 2023
dc.date.none.fl_str_mv 2023
2023
2023
2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/310064
url http://hdl.handle.net/10261/310064
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://dx.doi.org/10.1016/j.eurpolymj.2023.111960
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
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:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,811543

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