Melamine/epichlorohydrin prepolymers: syntheses and characterization

Detalhes bibliográficos
Autor(a) principal: Pedroso, Luís M.
Data de Publicação: 2005
Outros Autores: Castro, M. Margarida C. A., Simões, Pedro, Portugal, António
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/3806
https://doi.org/10.1016/j.polymer.2004.12.046
Resumo: The basic catalysis of melamine with epichlorohydrin gives prepolymers that can be used in the preparation of energetic materials. In this work, sodium hydroxide and triethylamine were used as catalysts and ethyleneglycol as initiator. Different reaction conditions were tested and the characterization of the products was carried out by IR and NMR spectroscopy and MS spectrometry, hydroxyl groups content, vapour pressure osmometry and elemental and thermal analysis. Epichlorohydrin reacts with the amine groups of melamine and forms lateral chains with hydroxyl and epoxide end groups, which can be used for curing purposes. The two catalysts lead to similar products, confirmed both by the structure and number of the lateral chains. The melamine/epichlorohydrin ratio was found important for the structure of the final compounds. Chlorine atoms leave the molecules during reaction due to basic catalysis. In the light of the use of the prepolymers in energetic materials, the presence of the 1,3,5-s-triazine ring and the lateral chains with end groups curable by e.g. isocyanates was accomplished with success. However, the loss of chlorine atoms limits to a certain extent their possible substitution by energetic groups.
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spelling Melamine/epichlorohydrin prepolymers: syntheses and characterizationPrepolymer synthesisMelamineEpichlorohydrinThe basic catalysis of melamine with epichlorohydrin gives prepolymers that can be used in the preparation of energetic materials. In this work, sodium hydroxide and triethylamine were used as catalysts and ethyleneglycol as initiator. Different reaction conditions were tested and the characterization of the products was carried out by IR and NMR spectroscopy and MS spectrometry, hydroxyl groups content, vapour pressure osmometry and elemental and thermal analysis. Epichlorohydrin reacts with the amine groups of melamine and forms lateral chains with hydroxyl and epoxide end groups, which can be used for curing purposes. The two catalysts lead to similar products, confirmed both by the structure and number of the lateral chains. The melamine/epichlorohydrin ratio was found important for the structure of the final compounds. Chlorine atoms leave the molecules during reaction due to basic catalysis. In the light of the use of the prepolymers in energetic materials, the presence of the 1,3,5-s-triazine ring and the lateral chains with end groups curable by e.g. isocyanates was accomplished with success. However, the loss of chlorine atoms limits to a certain extent their possible substitution by energetic groups.http://www.sciencedirect.com/science/article/B6TXW-4F9247B-5/1/7bee9df489c5d6ca2f506eeeb1d570802005info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/3806http://hdl.handle.net/10316/3806https://doi.org/10.1016/j.polymer.2004.12.046engPolymer. 46:6 (2005) 1766-1774Pedroso, Luís M.Castro, M. Margarida C. A.Simões, PedroPortugal, Antónioinfo: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:RCAAP2021-10-08T10:45:13Zoai:estudogeral.uc.pt:10316/3806Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:59:20.616327Repositório 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 Melamine/epichlorohydrin prepolymers: syntheses and characterization
title Melamine/epichlorohydrin prepolymers: syntheses and characterization
spellingShingle Melamine/epichlorohydrin prepolymers: syntheses and characterization
Pedroso, Luís M.
Prepolymer synthesis
Melamine
Epichlorohydrin
title_short Melamine/epichlorohydrin prepolymers: syntheses and characterization
title_full Melamine/epichlorohydrin prepolymers: syntheses and characterization
title_fullStr Melamine/epichlorohydrin prepolymers: syntheses and characterization
title_full_unstemmed Melamine/epichlorohydrin prepolymers: syntheses and characterization
title_sort Melamine/epichlorohydrin prepolymers: syntheses and characterization
author Pedroso, Luís M.
author_facet Pedroso, Luís M.
Castro, M. Margarida C. A.
Simões, Pedro
Portugal, António
author_role author
author2 Castro, M. Margarida C. A.
Simões, Pedro
Portugal, António
author2_role author
author
author
dc.contributor.author.fl_str_mv Pedroso, Luís M.
Castro, M. Margarida C. A.
Simões, Pedro
Portugal, António
dc.subject.por.fl_str_mv Prepolymer synthesis
Melamine
Epichlorohydrin
topic Prepolymer synthesis
Melamine
Epichlorohydrin
description The basic catalysis of melamine with epichlorohydrin gives prepolymers that can be used in the preparation of energetic materials. In this work, sodium hydroxide and triethylamine were used as catalysts and ethyleneglycol as initiator. Different reaction conditions were tested and the characterization of the products was carried out by IR and NMR spectroscopy and MS spectrometry, hydroxyl groups content, vapour pressure osmometry and elemental and thermal analysis. Epichlorohydrin reacts with the amine groups of melamine and forms lateral chains with hydroxyl and epoxide end groups, which can be used for curing purposes. The two catalysts lead to similar products, confirmed both by the structure and number of the lateral chains. The melamine/epichlorohydrin ratio was found important for the structure of the final compounds. Chlorine atoms leave the molecules during reaction due to basic catalysis. In the light of the use of the prepolymers in energetic materials, the presence of the 1,3,5-s-triazine ring and the lateral chains with end groups curable by e.g. isocyanates was accomplished with success. However, the loss of chlorine atoms limits to a certain extent their possible substitution by energetic groups.
publishDate 2005
dc.date.none.fl_str_mv 2005
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/3806
http://hdl.handle.net/10316/3806
https://doi.org/10.1016/j.polymer.2004.12.046
url http://hdl.handle.net/10316/3806
https://doi.org/10.1016/j.polymer.2004.12.046
dc.language.iso.fl_str_mv eng
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dc.relation.none.fl_str_mv Polymer. 46:6 (2005) 1766-1774
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