Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis

Detalhes bibliográficos
Ano de defesa: 2019
Autor(a) principal: Oliveira, Davi Rabelo de
Orientador(a): Oliveira, Diego Lomonaco Vasconcelos de
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Não Informado pela instituição
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: http://www.repositorio.ufc.br/handle/riufc/40799
Resumo: Naphthoxazines are a class of compounds with potential application in obtaining high performance polymeric materials. Such application of these compounds, however, is still scarcely explored in the literature. Combined with the search for new high-performance materials, the development of bio-based polymers has gained a lot of attention. In this sense, the inclusion of furan groups in polymers has been explored as a strategy that combines the search for high performance materials with the search for the development of bio-based materials. In this work, novel naphthoxazines monomers containing furan groups were synthetized. The syntheses were carried out in a single step, without the use of solvents and catalysts, obtaining the products in satisfactory yields and high purity. The naphthoxazines had their chemical structures completely characterized by FT-IR, 1H-NMR and 13C-NMR techniques. The thermal analysis (DSC and TGA) showed that all naphthoxazines exhibit exothermic typical polymerization events, making these compounds suitable for obtention of poly(naphthoxazines) resins, but suffer significant mass losses at temperatures below the onset polymerization temperature. In this way, a catalyst (1 mol% MgCl2) was used in order to allow the polymerization of the compounds before the mass loss events. The FT-IR analysis showed strong evidences of the formation of poly(naphthoxazines) and TGA analyses showed that the resins has high thermal stability, with high flame resistance and self-extinguishing properties (LOI >28), which makes these compounds attractive in the development of bio-based and high-performance materials.
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spelling Oliveira, Davi Rabelo deOliveira, Diego Lomonaco Vasconcelos de2019-04-11T16:10:46Z2019-04-11T16:10:46Z2019OLIVEIRA, Davi Rabelo de. Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis. 2019. 61 f. Dissertação (Mestrado em Química) - Universidade Federal do Ceará, Fortaleza, 2019.http://www.repositorio.ufc.br/handle/riufc/40799Naphthoxazines are a class of compounds with potential application in obtaining high performance polymeric materials. Such application of these compounds, however, is still scarcely explored in the literature. Combined with the search for new high-performance materials, the development of bio-based polymers has gained a lot of attention. In this sense, the inclusion of furan groups in polymers has been explored as a strategy that combines the search for high performance materials with the search for the development of bio-based materials. In this work, novel naphthoxazines monomers containing furan groups were synthetized. The syntheses were carried out in a single step, without the use of solvents and catalysts, obtaining the products in satisfactory yields and high purity. The naphthoxazines had their chemical structures completely characterized by FT-IR, 1H-NMR and 13C-NMR techniques. The thermal analysis (DSC and TGA) showed that all naphthoxazines exhibit exothermic typical polymerization events, making these compounds suitable for obtention of poly(naphthoxazines) resins, but suffer significant mass losses at temperatures below the onset polymerization temperature. In this way, a catalyst (1 mol% MgCl2) was used in order to allow the polymerization of the compounds before the mass loss events. The FT-IR analysis showed strong evidences of the formation of poly(naphthoxazines) and TGA analyses showed that the resins has high thermal stability, with high flame resistance and self-extinguishing properties (LOI >28), which makes these compounds attractive in the development of bio-based and high-performance materials.As naftoxazinas constituem uma classe de compostos com potencial aplicação na obtenção de materiais poliméricos de alto desempenho. Tal aplicação desses compostos, no entanto, ainda é pouco explorada na literatura. No contexto atual, combinado à busca por novos materiais de alto desempenho, o desenvolvimento de polímeros oriundos de fontes renováveis tem ganhado bastante atenção. Nesse sentido, a inclusão de grupos furânicos em polímeros tem sido explorada como uma estratégia que combina a busca por materiais de alto desempenho com a busca pelo desenvolvimento de materiais oriundos de fontes renováveis. Dessa forma, no presente trabalho, novos monômeros de naftoxazinas contendo grupos furano foram sintetizados. As sínteses foram realizadas em uma única etapa, sem o uso de solventes e catalisadores, obtendo-se os produtos em rendimentos satisfatórios e alta pureza. As naftoxazinas tiveram suas estruturas químicas completamente caracterizadas pelas técnicas de FT-IR, RMN-1H e RMN-13C. As análises térmicas (DSC e TGA) demonstraram que todas as naftoxazinas exibem eventos exotérmicos típicos de polimerização, tornando esses compostos viáveis para a obtenção de resinas de poli(naftoxazinas), mas, no entanto, sofrem perdas significativas de massa em temperaturas abaixo da temperatura inicial de polimerização. Desta forma, um catalisador (1 mol% MgCl2) foi utilizado a fim de permitir a polimerização dos compostos antes dos eventos de perda de massa. A análise de FT-IR mostrou fortes evidências da formação de poli(naftoxazinas) e análises de TGA mostraram que as resinas apresentam alta estabilidade térmica, com alta resistência à chama e propriedades auto-extinguíveis (LOI> 28), o que torna estes compostos atrativos no desenvolvimento de materiais bio-baseados e de alto desempenho.BenzoxazinaMicro-ondasPoli(naftoxazina)FuranoSíntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveisSynthesis and polymerization of naphthoxazines containing furan groups: a strategy for obtaining new thermosets from renewable sourcesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisporreponame:Repositório Institucional da Universidade Federal do Ceará (UFC)instname:Universidade Federal do Ceará (UFC)instacron:UFCinfo:eu-repo/semantics/openAccessORIGINAL2019_dis_drdeoliveira.pdf2019_dis_drdeoliveira.pdfapplication/pdf3388467http://repositorio.ufc.br/bitstream/riufc/40799/3/2019_dis_drdeoliveira.pdfdbff39d787c7578cfaa49cb765dc9ee6MD53LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://repositorio.ufc.br/bitstream/riufc/40799/4/license.txt8a4605be74aa9ea9d79846c1fba20a33MD54riufc/407992020-06-18 16:05:39.937oai:repositorio.ufc.br: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Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2020-06-18T19:05:39Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
dc.title.pt_BR.fl_str_mv Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
dc.title.en.pt_BR.fl_str_mv Synthesis and polymerization of naphthoxazines containing furan groups: a strategy for obtaining new thermosets from renewable sources
title Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
spellingShingle Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
Oliveira, Davi Rabelo de
Benzoxazina
Micro-ondas
Poli(naftoxazina)
Furano
title_short Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
title_full Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
title_fullStr Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
title_full_unstemmed Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
title_sort Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis
author Oliveira, Davi Rabelo de
author_facet Oliveira, Davi Rabelo de
author_role author
dc.contributor.author.fl_str_mv Oliveira, Davi Rabelo de
dc.contributor.advisor1.fl_str_mv Oliveira, Diego Lomonaco Vasconcelos de
contributor_str_mv Oliveira, Diego Lomonaco Vasconcelos de
dc.subject.por.fl_str_mv Benzoxazina
Micro-ondas
Poli(naftoxazina)
Furano
topic Benzoxazina
Micro-ondas
Poli(naftoxazina)
Furano
description Naphthoxazines are a class of compounds with potential application in obtaining high performance polymeric materials. Such application of these compounds, however, is still scarcely explored in the literature. Combined with the search for new high-performance materials, the development of bio-based polymers has gained a lot of attention. In this sense, the inclusion of furan groups in polymers has been explored as a strategy that combines the search for high performance materials with the search for the development of bio-based materials. In this work, novel naphthoxazines monomers containing furan groups were synthetized. The syntheses were carried out in a single step, without the use of solvents and catalysts, obtaining the products in satisfactory yields and high purity. The naphthoxazines had their chemical structures completely characterized by FT-IR, 1H-NMR and 13C-NMR techniques. The thermal analysis (DSC and TGA) showed that all naphthoxazines exhibit exothermic typical polymerization events, making these compounds suitable for obtention of poly(naphthoxazines) resins, but suffer significant mass losses at temperatures below the onset polymerization temperature. In this way, a catalyst (1 mol% MgCl2) was used in order to allow the polymerization of the compounds before the mass loss events. The FT-IR analysis showed strong evidences of the formation of poly(naphthoxazines) and TGA analyses showed that the resins has high thermal stability, with high flame resistance and self-extinguishing properties (LOI >28), which makes these compounds attractive in the development of bio-based and high-performance materials.
publishDate 2019
dc.date.accessioned.fl_str_mv 2019-04-11T16:10:46Z
dc.date.available.fl_str_mv 2019-04-11T16:10:46Z
dc.date.issued.fl_str_mv 2019
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dc.identifier.citation.fl_str_mv OLIVEIRA, Davi Rabelo de. Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis. 2019. 61 f. Dissertação (Mestrado em Química) - Universidade Federal do Ceará, Fortaleza, 2019.
dc.identifier.uri.fl_str_mv http://www.repositorio.ufc.br/handle/riufc/40799
identifier_str_mv OLIVEIRA, Davi Rabelo de. Síntese e polimerização de naftoxazinas contendo grupos furano: uma estratégia para a obtenção de novos termofixos oriundos de fontes renováveis. 2019. 61 f. Dissertação (Mestrado em Química) - Universidade Federal do Ceará, Fortaleza, 2019.
url http://www.repositorio.ufc.br/handle/riufc/40799
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