Abstract
Although γ-butyrolactone is not reactive enough toward the amino groups of chitosan, the β-form has been found to give N-hydroxyacylated derivatives. The conditions for the reactions were studied in detail, and efficient procedures have been established. The reaction was highly dependent on the kind of solvent and confirmed to proceed only in dimethyl sulfoxide among ordinary solvents either in dispersion of powdery chitosan or in a highly swollen state of chitosan. The degree of substitution could easily be controlled by reaction temperature and time, and reached 0.65–0.67 after about 48 h at 100°C. The resulting derivatives showed much improved hygroscopicity, and those prepared in the swollen state were superior to those prepared in solid dispersion.
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Kurita, K., Nishimura, SI. & Takeda, T. N-Hydroxyacylation of Chitosan with Lactones. Polym J 22, 429–434 (1990). https://doi.org/10.1295/polymj.22.429
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DOI: https://doi.org/10.1295/polymj.22.429
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