Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/86214
Type: Artigo
Title: ESI(+)-MS and GC-MS study of the hydrolysis of N-azobenzyl derivatives of chitosan
Author: Pereira, Fernanda S.
Nascimento, Heliara D. L.
Magalhães, Alviclér
Peter, Martin G.
Bataglion, Giovana Anceski
Eberlin, Marcos N.
González, Eduardo R. P.
Abstract: New N-p-chloro-, N-p-bromo-, and N-p-nitrophenylazobenzylchitosan derivatives, as well as the corresponding azophenyl and azophenyl-p-sulfonic acids, were synthesized by coupling N-benzylvchitosan with aryl diazonium salts. The synthesized molecules were analyzed by UV-Vis, FT-IR, 1H-NMR and 15N-NMR spectroscopy. The capacity of copper chelation by these materials was studied by AAS. Chitosan and the derivatives were subjected to hydrolysis and the products were analyzed by ESI(+)-MS and GC-MS, confirming the formation of N-benzyl chitosan. Furthermore, the MS results indicate that a nucleophilic aromatic substitution (SnAr) reaction occurs under hydrolysis conditions, yielding chloroaniline from N-p-bromo-, and N-p-nitrophenylazo-benzylchitosan as well as bromoaniline from N-p-chloro-, and N-p-nitrophenylazobenzyl-chitosan.
New N-p-chloro-, N-p-bromo-, and N-p-nitrophenylazobenzylchitosan derivatives, as well as the corresponding azophenyl and azophenyl-p-sulfonic acids, were synthesized by coupling N-benzylvchitosan with aryl diazonium salts. The synthesized molecules were
Subject: Quitosana
ESI-MS
GC-MS
Country: Suiça
Editor: MDPI
Citation: Molecules. Mdpi Ag, v. 19, n. 11, p. 17604 - 17618, 2014.
Rights: aberto
Identifier DOI: 10.3390/molecules191117604
Address: https://www.mdpi.com/1420-3049/19/11/17604
Date Issue: 2014
Appears in Collections:IQ - Artigos e Outros Documentos

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