Abstract

O- Nitrated chitosan (d.s. 1.5–1.8 for NO 2 was N-acylated with carboxylic anhydride to afford products (d.s. 1.4–1.8 for NO 2 in 78–100% yield, and N-acylchitosan (d.s. 1.0 for N-acyl was nitrated with fuming nitric acid-acetic anhydride to afford products (d.s. 1.7–2.0 for NO 2 in 90–100% yield. N-Benzoylchitosan was nitrated with fuming nitric acid-acetic anhydride to afford a product of d.s. 3.0 for NO 2. All the products were soluble in methanesulphonic acid. The nitrated products containing N-fatty acyl groups (> C 2) were soluble in N, N-dimethylformamide and dimethyl sulphoxide, but the nitrated products containing N-fatty acyl groups (> C 6) were insoluble or swelled. O-Nitrated chitosan (d.s. 1.5–1.8 for NO 2) had ignition points 150–156†C, but the nitrated products containing N-acyl groups had no ignition point, and decomposed at over 240†C.

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