N-methylene phosphonic chitosan: a novel soluble derivative

A novel water-soluble chitosan derivative carrying phosphonic groups was synthesized using a one-step reaction that allowed homogeneous modifications without any sharp decrease in its properties, such as filmogenic capacity (this compound and its synthesis have been protected with a patent). The 1H...

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Bibliographic Details
Published in:Carbohydrate polymers 2001, Vol.44 (1), p.1-8
Main Authors: Heras, A, Rodríguez, N.M, Ramos, V.M, Agulló, E
Format: Article
Language:English
Subjects:
13C NMR
1H NMR
Applied sciences
Chitosan soluble derivative
Exact sciences and technology
N-methylene phosphonic chitosan
Natural polymers
Phosphonomethylation
Physicochemistry of polymers
Starch and polysaccharides
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Summary:A novel water-soluble chitosan derivative carrying phosphonic groups was synthesized using a one-step reaction that allowed homogeneous modifications without any sharp decrease in its properties, such as filmogenic capacity (this compound and its synthesis have been protected with a patent). The 1H NMR, 13C NMR assignments and 1H– 13C NMR correlation permitted the identification of the structure by the subtituent distribution of the product, which is partly N-monophosphonomethylated (0.24) and N, N-diphosphonomethylated (0.14) and N-acetylated (0.16) without modification of the initial degree of acetylation. The identity of the N-methylene phosphonic chitosan was confirmed by FT-IR spectrometry, X-ray diffraction and elemental analysis.Taking advantage of the known chelating ability of the phosphonic groups, especially for calcium, this new derivative opens new perspectives as biomedical material.
ISSN:0144-8617
1879-1344
DOI:10.1016/S0144-8617(00)00195-8