Aliphatic isocyanurates and polyisocyanurate networks
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/43682 |
Resumo: | The production, processing, and application of aliphatic isocyanate (NCO)-based thermosets such as polyurethane coatings and adhesives are generally limited by the surprisingly high viscosity of tri-functionality and higher-functionality isocyanurates. These compounds are essential crosslinking additives for network formation. However, the mechanism by which these high viscosities are caused is not yet understood. In this work, model aliphatic isocyanurates were synthesized and isolated in high purity (>99%), and their viscosities were accurately determined. It was shown that the presence of the NCO group has a strong influence on the viscosity of the system. From density functional theory calculations, a novel and significant bimolecular binding potential of À8.7 kJ/mol was identified be- tween NCO groups and isocyanurate rings, confirming the important role of the NCO group. This NCO-to-ring inter- action was proposed to be the root cause for the high viscosities observed for NCO-functional isocyanurate systems. Molecular dynamics simulations carried out to further confirm this influence also suggest that the NCO-to- ring interaction causes a significant additional contribution to viscosity. Finally, model functional isocyanurates were further reacted into densely crosslinked polyisocyanurate networks which showed interesting material properties. |
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Aliphatic isocyanurates and polyisocyanurate networksIsocyanatesIsocyanuratesViscosityDensity functional calculationsNetwork formationCiências Naturais::Ciências FísicasCiências Naturais::Ciências QuímicasScience & TechnologyThe production, processing, and application of aliphatic isocyanate (NCO)-based thermosets such as polyurethane coatings and adhesives are generally limited by the surprisingly high viscosity of tri-functionality and higher-functionality isocyanurates. These compounds are essential crosslinking additives for network formation. However, the mechanism by which these high viscosities are caused is not yet understood. In this work, model aliphatic isocyanurates were synthesized and isolated in high purity (>99%), and their viscosities were accurately determined. It was shown that the presence of the NCO group has a strong influence on the viscosity of the system. From density functional theory calculations, a novel and significant bimolecular binding potential of À8.7 kJ/mol was identified be- tween NCO groups and isocyanurate rings, confirming the important role of the NCO group. This NCO-to-ring inter- action was proposed to be the root cause for the high viscosities observed for NCO-functional isocyanurate systems. Molecular dynamics simulations carried out to further confirm this influence also suggest that the NCO-to- ring interaction causes a significant additional contribution to viscosity. Finally, model functional isocyanurates were further reacted into densely crosslinked polyisocyanurate networks which showed interesting material properties.This project has received funding from the European Union’s Horizon 2020 research and innovation program under the Marie Skłodowska-Curie grant agreement no. 642890 (http:// thelink-project.eu/), and it was partially supported by the Portuguese Foundation for Science and Technology (FCT) in the framework of the strategic funding UID/FIS/04650/2013, and under the project Search-ON2: NORTE-07-0162-FEDER000086.John Wiley and SonsUniversidade do MinhoDriest, P. J.Lenzi, V.Marques, L.Ramos, M. M. D.Dijkstra, D. J.Richter, F. U.Stamatialis, D.Grijpma, D. W.20172017-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/43682engDriest, P. J., Lenzi, V., Marques, L. S. A., Ramos, M. M. D., Dijkstra, D. J., Richter, F. U., Stamatialis, D., and Grijpma, D. W. (2017) Aliphatic isocyanurates and polyisocyanurate networks. Polym. Adv. Technol., doi: 10.1002/pat.3891.1099-158110.1002/pat.3891http://onlinelibrary.wiley.com/doi/10.1002/pat.3891/fullinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:39:40Zoai:repositorium.sdum.uminho.pt:1822/43682Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:36:19.225551Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Aliphatic isocyanurates and polyisocyanurate networks |
title |
Aliphatic isocyanurates and polyisocyanurate networks |
spellingShingle |
Aliphatic isocyanurates and polyisocyanurate networks Driest, P. J. Isocyanates Isocyanurates Viscosity Density functional calculations Network formation Ciências Naturais::Ciências Físicas Ciências Naturais::Ciências Químicas Science & Technology |
title_short |
Aliphatic isocyanurates and polyisocyanurate networks |
title_full |
Aliphatic isocyanurates and polyisocyanurate networks |
title_fullStr |
Aliphatic isocyanurates and polyisocyanurate networks |
title_full_unstemmed |
Aliphatic isocyanurates and polyisocyanurate networks |
title_sort |
Aliphatic isocyanurates and polyisocyanurate networks |
author |
Driest, P. J. |
author_facet |
Driest, P. J. Lenzi, V. Marques, L. Ramos, M. M. D. Dijkstra, D. J. Richter, F. U. Stamatialis, D. Grijpma, D. W. |
author_role |
author |
author2 |
Lenzi, V. Marques, L. Ramos, M. M. D. Dijkstra, D. J. Richter, F. U. Stamatialis, D. Grijpma, D. W. |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Driest, P. J. Lenzi, V. Marques, L. Ramos, M. M. D. Dijkstra, D. J. Richter, F. U. Stamatialis, D. Grijpma, D. W. |
dc.subject.por.fl_str_mv |
Isocyanates Isocyanurates Viscosity Density functional calculations Network formation Ciências Naturais::Ciências Físicas Ciências Naturais::Ciências Químicas Science & Technology |
topic |
Isocyanates Isocyanurates Viscosity Density functional calculations Network formation Ciências Naturais::Ciências Físicas Ciências Naturais::Ciências Químicas Science & Technology |
description |
The production, processing, and application of aliphatic isocyanate (NCO)-based thermosets such as polyurethane coatings and adhesives are generally limited by the surprisingly high viscosity of tri-functionality and higher-functionality isocyanurates. These compounds are essential crosslinking additives for network formation. However, the mechanism by which these high viscosities are caused is not yet understood. In this work, model aliphatic isocyanurates were synthesized and isolated in high purity (>99%), and their viscosities were accurately determined. It was shown that the presence of the NCO group has a strong influence on the viscosity of the system. From density functional theory calculations, a novel and significant bimolecular binding potential of À8.7 kJ/mol was identified be- tween NCO groups and isocyanurate rings, confirming the important role of the NCO group. This NCO-to-ring inter- action was proposed to be the root cause for the high viscosities observed for NCO-functional isocyanurate systems. Molecular dynamics simulations carried out to further confirm this influence also suggest that the NCO-to- ring interaction causes a significant additional contribution to viscosity. Finally, model functional isocyanurates were further reacted into densely crosslinked polyisocyanurate networks which showed interesting material properties. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017 2017-01-01T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/1822/43682 |
url |
http://hdl.handle.net/1822/43682 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Driest, P. J., Lenzi, V., Marques, L. S. A., Ramos, M. M. D., Dijkstra, D. J., Richter, F. U., Stamatialis, D., and Grijpma, D. W. (2017) Aliphatic isocyanurates and polyisocyanurate networks. Polym. Adv. Technol., doi: 10.1002/pat.3891. 1099-1581 10.1002/pat.3891 http://onlinelibrary.wiley.com/doi/10.1002/pat.3891/full |
dc.rights.driver.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 |
John Wiley and Sons |
publisher.none.fl_str_mv |
John Wiley and Sons |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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1799132891880357888 |