A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers

Detalhes bibliográficos
Autor(a) principal: Alarcon, Rafael T. [UNESP]
Data de Publicação: 2023
Outros Autores: Lamb, Katie J., Cavalheiro, Éder T. G., North, Michael, Bannach, Gilbert [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1002/app.53962
http://hdl.handle.net/11449/249875
Resumo: Carbon dioxide (CO2) occurs naturally, though its emissions have been increasing due to anthropogenic activities, and its increasing atmospheric concentration levels are causing a greenhouse effect. In efforts to develop new carbon dioxide utilization (CDU) methodologies, the catalyzed reaction of CO2 with epoxidized vegetable oil, obtained from Brazilian macaw oil and Baru oil, to form carbonated oils for novel and sustainable monomers was explored. A screening process is carried out to develop the best reaction conditions, by varying catalyst/cocatalyst loading, reaction time, CO2 pressure, and the reaction temperature, resulting in conversions of 100%. The aluminum(salen) complex shows a selective and efficient catalyst activity. Both carbonated oils are reacted with amines (1,6-diaminohexane, lysine, and 4,4′-methylenebis [cyclohexylamine]) to provide weldable polyhydroxyurethanes. Polymers synthesized from lysine provide a more selective reaction and higher cross-linked structures, with fewer side reactions involving the glyceride groups. All the synthesized polymers are thermally stable above 200°C and differential scanning calorimetry (DSC) analysis shows two main thermal events, related to the glass transition (Tg) and the topology-freezing transition temperature (Tv). The Tv result indicates that the polymer has weldable properties due to chemical bond exchange. Thus, these polymers can be healed into different shapes upon exposure to red light (660 nm).
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spelling A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymersaluminum catalystBrazilian biomasscyclic carbonategreenhouse utilizationrenewable materialweldable materialCarbon dioxide (CO2) occurs naturally, though its emissions have been increasing due to anthropogenic activities, and its increasing atmospheric concentration levels are causing a greenhouse effect. In efforts to develop new carbon dioxide utilization (CDU) methodologies, the catalyzed reaction of CO2 with epoxidized vegetable oil, obtained from Brazilian macaw oil and Baru oil, to form carbonated oils for novel and sustainable monomers was explored. A screening process is carried out to develop the best reaction conditions, by varying catalyst/cocatalyst loading, reaction time, CO2 pressure, and the reaction temperature, resulting in conversions of 100%. The aluminum(salen) complex shows a selective and efficient catalyst activity. Both carbonated oils are reacted with amines (1,6-diaminohexane, lysine, and 4,4′-methylenebis [cyclohexylamine]) to provide weldable polyhydroxyurethanes. Polymers synthesized from lysine provide a more selective reaction and higher cross-linked structures, with fewer side reactions involving the glyceride groups. All the synthesized polymers are thermally stable above 200°C and differential scanning calorimetry (DSC) analysis shows two main thermal events, related to the glass transition (Tg) and the topology-freezing transition temperature (Tv). The Tv result indicates that the polymer has weldable properties due to chemical bond exchange. Thus, these polymers can be healed into different shapes upon exposure to red light (660 nm).Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)São Carlos Institute of Chemistry University of São PauloDepartment of Chemistry School of Science UNESP—São Paulo State UniversityDepartment of Chemical and Biological Engineering University of SheffieldDepartment of Chemistry The University of York Green Chemistry Centre of ExcellenceDepartment of Chemistry School of Science UNESP—São Paulo State UniversityFAPESP: 2019/11493-4FAPESP: 2021/02152-9FAPESP: 2021/14879-0Universidade de São Paulo (USP)Universidade Estadual Paulista (UNESP)University of SheffieldGreen Chemistry Centre of ExcellenceAlarcon, Rafael T. [UNESP]Lamb, Katie J.Cavalheiro, Éder T. G.North, MichaelBannach, Gilbert [UNESP]2023-07-29T16:11:38Z2023-07-29T16:11:38Z2023-06-20info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1002/app.53962Journal of Applied Polymer Science, v. 140, n. 24, 2023.1097-46280021-8995http://hdl.handle.net/11449/24987510.1002/app.539622-s2.0-85153062539Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of Applied Polymer Scienceinfo:eu-repo/semantics/openAccess2024-04-29T18:16:58Zoai:repositorio.unesp.br:11449/249875Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-04-29T18:16:58Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
title A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
spellingShingle A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
Alarcon, Rafael T. [UNESP]
aluminum catalyst
Brazilian biomass
cyclic carbonate
greenhouse utilization
renewable material
weldable material
title_short A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
title_full A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
title_fullStr A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
title_full_unstemmed A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
title_sort A screening process for carbonation of vegetable oils using an aluminum(salen) complex with a further application as weldable polymers
author Alarcon, Rafael T. [UNESP]
author_facet Alarcon, Rafael T. [UNESP]
Lamb, Katie J.
Cavalheiro, Éder T. G.
North, Michael
Bannach, Gilbert [UNESP]
author_role author
author2 Lamb, Katie J.
Cavalheiro, Éder T. G.
North, Michael
Bannach, Gilbert [UNESP]
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Estadual Paulista (UNESP)
University of Sheffield
Green Chemistry Centre of Excellence
dc.contributor.author.fl_str_mv Alarcon, Rafael T. [UNESP]
Lamb, Katie J.
Cavalheiro, Éder T. G.
North, Michael
Bannach, Gilbert [UNESP]
dc.subject.por.fl_str_mv aluminum catalyst
Brazilian biomass
cyclic carbonate
greenhouse utilization
renewable material
weldable material
topic aluminum catalyst
Brazilian biomass
cyclic carbonate
greenhouse utilization
renewable material
weldable material
description Carbon dioxide (CO2) occurs naturally, though its emissions have been increasing due to anthropogenic activities, and its increasing atmospheric concentration levels are causing a greenhouse effect. In efforts to develop new carbon dioxide utilization (CDU) methodologies, the catalyzed reaction of CO2 with epoxidized vegetable oil, obtained from Brazilian macaw oil and Baru oil, to form carbonated oils for novel and sustainable monomers was explored. A screening process is carried out to develop the best reaction conditions, by varying catalyst/cocatalyst loading, reaction time, CO2 pressure, and the reaction temperature, resulting in conversions of 100%. The aluminum(salen) complex shows a selective and efficient catalyst activity. Both carbonated oils are reacted with amines (1,6-diaminohexane, lysine, and 4,4′-methylenebis [cyclohexylamine]) to provide weldable polyhydroxyurethanes. Polymers synthesized from lysine provide a more selective reaction and higher cross-linked structures, with fewer side reactions involving the glyceride groups. All the synthesized polymers are thermally stable above 200°C and differential scanning calorimetry (DSC) analysis shows two main thermal events, related to the glass transition (Tg) and the topology-freezing transition temperature (Tv). The Tv result indicates that the polymer has weldable properties due to chemical bond exchange. Thus, these polymers can be healed into different shapes upon exposure to red light (660 nm).
publishDate 2023
dc.date.none.fl_str_mv 2023-07-29T16:11:38Z
2023-07-29T16:11:38Z
2023-06-20
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://dx.doi.org/10.1002/app.53962
Journal of Applied Polymer Science, v. 140, n. 24, 2023.
1097-4628
0021-8995
http://hdl.handle.net/11449/249875
10.1002/app.53962
2-s2.0-85153062539
url http://dx.doi.org/10.1002/app.53962
http://hdl.handle.net/11449/249875
identifier_str_mv Journal of Applied Polymer Science, v. 140, n. 24, 2023.
1097-4628
0021-8995
10.1002/app.53962
2-s2.0-85153062539
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Applied Polymer Science
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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