Novel approach on the synthesis of starch betainate by transesterification
Autor(a) principal: | |
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Data de Publicação: | 2021 |
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/10316/95042 https://doi.org/10.1016/j.ijbiomac.2021.05.175 |
Resumo: | Transesterification of starch with methyl betainate was studied for the first time, both in aprotic media and in solid state, and both under alkaline and acidic conditions. Betaine hydrochloride was first esterified in methanol, attaining a conversion of 86%. Starch was then converted into starch betainate in either N,N-dimethylformamide or dimethyl sulfoxide, and using sulfuric acid as catalyst or pre-activating the polymer in NaOH/ethanol. Furthermore, solid-state transesterification was carried out in a ball mill, for which sulfuric acid was replaced with the less corrosive sulfamic acid. Cationic starch esters were characterised by 1H and 13C NMR spectroscopy, infrared spectroscopy, thermogravimetric analysis, viscometry, optical microscopy (in water) and scanning electron microscopy (dry). In solution, the process attained degrees of substitution up to 0.4. No by-products, dehydration, oxidation or colouring were detected, but starch underwent severe depolymerization in wet media. In solid state, whilst the resulting degree of substitution was lower, degradation was minimal. In any case, transesterification, with its variety of possibilities, yields cationic starches that offer a promising alternative to conventional ethers. |
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Novel approach on the synthesis of starch betainate by transesterificationBetaine methyl esterStarch betainateTransesterificationTransesterification of starch with methyl betainate was studied for the first time, both in aprotic media and in solid state, and both under alkaline and acidic conditions. Betaine hydrochloride was first esterified in methanol, attaining a conversion of 86%. Starch was then converted into starch betainate in either N,N-dimethylformamide or dimethyl sulfoxide, and using sulfuric acid as catalyst or pre-activating the polymer in NaOH/ethanol. Furthermore, solid-state transesterification was carried out in a ball mill, for which sulfuric acid was replaced with the less corrosive sulfamic acid. Cationic starch esters were characterised by 1H and 13C NMR spectroscopy, infrared spectroscopy, thermogravimetric analysis, viscometry, optical microscopy (in water) and scanning electron microscopy (dry). In solution, the process attained degrees of substitution up to 0.4. No by-products, dehydration, oxidation or colouring were detected, but starch underwent severe depolymerization in wet media. In solid state, whilst the resulting degree of substitution was lower, degradation was minimal. In any case, transesterification, with its variety of possibilities, yields cationic starches that offer a promising alternative to conventional ethers.Elsevier2021-05-28info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/95042http://hdl.handle.net/10316/95042https://doi.org/10.1016/j.ijbiomac.2021.05.175eng01418130https://www.sciencedirect.com/science/article/pii/S0141813021011569Sharma, MohitAguado, RobertoMurtinho, DinaValente, Artur J. M.Ferreira, Paulo J. T.info: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:RCAAP2021-06-09T20:42:48Zoai:estudogeral.uc.pt:10316/95042Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:13:38.269466Repositório 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 |
Novel approach on the synthesis of starch betainate by transesterification |
title |
Novel approach on the synthesis of starch betainate by transesterification |
spellingShingle |
Novel approach on the synthesis of starch betainate by transesterification Sharma, Mohit Betaine methyl ester Starch betainate Transesterification |
title_short |
Novel approach on the synthesis of starch betainate by transesterification |
title_full |
Novel approach on the synthesis of starch betainate by transesterification |
title_fullStr |
Novel approach on the synthesis of starch betainate by transesterification |
title_full_unstemmed |
Novel approach on the synthesis of starch betainate by transesterification |
title_sort |
Novel approach on the synthesis of starch betainate by transesterification |
author |
Sharma, Mohit |
author_facet |
Sharma, Mohit Aguado, Roberto Murtinho, Dina Valente, Artur J. M. Ferreira, Paulo J. T. |
author_role |
author |
author2 |
Aguado, Roberto Murtinho, Dina Valente, Artur J. M. Ferreira, Paulo J. T. |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Sharma, Mohit Aguado, Roberto Murtinho, Dina Valente, Artur J. M. Ferreira, Paulo J. T. |
dc.subject.por.fl_str_mv |
Betaine methyl ester Starch betainate Transesterification |
topic |
Betaine methyl ester Starch betainate Transesterification |
description |
Transesterification of starch with methyl betainate was studied for the first time, both in aprotic media and in solid state, and both under alkaline and acidic conditions. Betaine hydrochloride was first esterified in methanol, attaining a conversion of 86%. Starch was then converted into starch betainate in either N,N-dimethylformamide or dimethyl sulfoxide, and using sulfuric acid as catalyst or pre-activating the polymer in NaOH/ethanol. Furthermore, solid-state transesterification was carried out in a ball mill, for which sulfuric acid was replaced with the less corrosive sulfamic acid. Cationic starch esters were characterised by 1H and 13C NMR spectroscopy, infrared spectroscopy, thermogravimetric analysis, viscometry, optical microscopy (in water) and scanning electron microscopy (dry). In solution, the process attained degrees of substitution up to 0.4. No by-products, dehydration, oxidation or colouring were detected, but starch underwent severe depolymerization in wet media. In solid state, whilst the resulting degree of substitution was lower, degradation was minimal. In any case, transesterification, with its variety of possibilities, yields cationic starches that offer a promising alternative to conventional ethers. |
publishDate |
2021 |
dc.date.none.fl_str_mv |
2021-05-28 |
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/10316/95042 http://hdl.handle.net/10316/95042 https://doi.org/10.1016/j.ijbiomac.2021.05.175 |
url |
http://hdl.handle.net/10316/95042 https://doi.org/10.1016/j.ijbiomac.2021.05.175 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
01418130 https://www.sciencedirect.com/science/article/pii/S0141813021011569 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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 |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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1799134032287498240 |