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Please use this identifier to cite or link to this item: http://hdl.handle.net/1843/72545
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dc.creatorFernanda Jorge Gonçalvespt_BR
dc.creatorRossimiriam Pereira de Freitaspt_BR
dc.date.accessioned2024-08-05T14:09:30Z-
dc.date.available2024-08-05T14:09:30Z-
dc.date.issued2019-
dc.citation.volume30pt_BR
dc.citation.issue11pt_BR
dc.citation.spage2318pt_BR
dc.citation.epage2323pt_BR
dc.identifier.doihttps://doi.org/10.21577/0103-5053.20190135pt_BR
dc.identifier.issn1678-4790pt_BR
dc.identifier.urihttp://hdl.handle.net/1843/72545-
dc.description.resumoChitosan is a biodegradable aminopolysaccharide produced by deacetylation of acetamide groups of chitin, one of the most abundant organic materials in nature. Many different types of organic reactions have been described to modify the functional groups of chitosan and produce materials with applications in a large number of areas. However, the Zincke reaction, an old method which is commonly used to convert primary amine in pyridinium salts, has not been reported to transform the chitosan amino group at C-2 position in glucosamine units. In this paper, our efforts are described to carry out this reaction, employing different conditions to covalently anchor pyridinium salts on the polymer surface. Optimized synthesis conditions using water/ethanol as solvent, triethylamine and Zincke salt excess yielded a novel polycationic chitosan-pyridinium derivative with a weight gain of 52% after 48 h of reaction. The modified biopolymer is water insoluble and exhibits a high degree of chemical modification. The 13C solid state nuclear magnetic resonance (SS-NMR) spectrum of chitosan-pyridinium derivative showed signals at 147.0, 142.0 and 129.0 ppm, attributed to aromatic carbons, confirming the presence of a quaternary pyridinium ring directly attached to the biopolymer. The Zincke reaction was employed for the first time to modify the chitosan backbone.pt_BR
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológicopt_BR
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Geraispt_BR
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorpt_BR
dc.format.mimetypepdfpt_BR
dc.languageengpt_BR
dc.publisherUniversidade Federal de Minas Geraispt_BR
dc.publisher.countryBrasilpt_BR
dc.publisher.departmentICX - DEPARTAMENTO DE QUÍMICApt_BR
dc.publisher.initialsUFMGpt_BR
dc.relation.ispartofJournal of the Brazilian Chemical Societypt_BR
dc.rightsAcesso Abertopt_BR
dc.subjectChitosanpt_BR
dc.subjectZincke reactionpt_BR
dc.subjectPyridinium saltspt_BR
dc.subject.otherQuitosanapt_BR
dc.subject.otherMecanismos de reações orgânicaspt_BR
dc.subject.otherBiopolímerospt_BR
dc.subject.otherRessonância magnética nuclearpt_BR
dc.titleModification of chitosan by zincke reaction: synthesis of a novel polycationic chitosan-pyridinium derivativept_BR
dc.typeArtigo de Periódicopt_BR
dc.url.externahttps://jbcs.sbq.org.br/pdf/2019-0136AR_BrazWomanpt_BR
dc.identifier.orcidhttps://orcid.org/0000-0001-6974-3724pt_BR
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