NMR study of the phosphonomethylation reaction on chitosan

N-Phosphonomethylation of chitosan reaction was studied and optimized using different reaction conditions. NMR spectroscopy was an important tool in this work to study this reaction and the α-aminomethylphosphonic acid function introduced onto chitosan was unequivocally characterized by 31P and 13C...

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Veröffentlicht in:Polymer (Guilford) 2005-01, Vol.46 (2), p.319-325
Hauptverfasser: Lebouc, Fanny, Dez, Isabelle, Madec, Pierre-Jean
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container_title Polymer (Guilford)
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creator Lebouc, Fanny
Dez, Isabelle
Madec, Pierre-Jean
description N-Phosphonomethylation of chitosan reaction was studied and optimized using different reaction conditions. NMR spectroscopy was an important tool in this work to study this reaction and the α-aminomethylphosphonic acid function introduced onto chitosan was unequivocally characterized by 31P and 13C NMR analyses. But surprisingly, whatever the reaction conditions used, N-phosphonomethylation reaction of chitosan cannot be dissociated from a side reaction: the N-methylation reaction of chitosan. A mechanism was proposed to explain the formation of this side product.
doi_str_mv 10.1016/j.polymer.2004.11.017
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source Elsevier ScienceDirect Journals Complete
subjects Applied sciences
Chitosan
Exact sciences and technology
Natural polymers
NMR
Phosphonomethylation
Physicochemistry of polymers
Starch and polysaccharides
title NMR study of the phosphonomethylation reaction on chitosan
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