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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Bibliographic Details
Published inPolymer (Guilford) Vol. 46; no. 2; pp. 319 - 325
Main Authors Lebouc, Fanny, Dez, Isabelle, Madec, Pierre-Jean
Format Journal Article
LanguageEnglish
Published Oxford Elsevier Ltd 12.01.2005
Elsevier
Subjects
Applied sciences
Chitosan
Exact sciences and technology
Natural polymers
NMR
Phosphonomethylation
Physicochemistry of polymers
Starch and polysaccharides
NMR
Phosphonomethylation
Chitosan
Phosphonic acids
Experimental study
Optimization
Operating conditions
Phosphorus polymer
Homogeneous reaction
Chemical modification
Side reaction
Chitosan derivatives
Preparation
Reaction mechanism
Oside polymer
Phosphorous acid
Growth from solution
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Summary: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.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0032-3861
1873-2291
DOI:10.1016/j.polymer.2004.11.017