Synthesis and Characterization of Thermoplastic Chitin Derivative N,O-Benzyl Chitosan

Abstract

Abstract: Chitin derivatives are difficult to be melten because of their very strong inter-molecular and intra-molecular hydrogen bonds. In this paper, N,O-benzyl chitosan was synthesized by means of phase-transfer method. The total degree of substitution for this derivative was 0.8 as determined with ¹HNMR and the degree of substitution on nitrogen was 0.3 as determined with elemental analysis. This is a thermoplastic chitin derivative. It's melting point was 470 Kas measured with DSC. Aviscous isotropic melt occurred at the temperatures between the melting point and the decomposition temperature(513K) while N,O-benzyl chitosan was heated on a hot stage. DSC results agreed with the results of microscopy observation. The benzyl group can not form hydrogen bonds. It is also non-polar and has larger volume. These factors weaken the interactions between chitosan chains, and therefore decrease the melting point, which was lower than the decomposition temperature. As a result, N,O-benzyl chitosan was able to melt.

Key words: Chitin, Chitosan, Thermoplasticity, Benzyl chitosan, Melt

CLC Number:

O636.1

TrendMD:

DONG Yan-Ming, GUO Zhen-Chu, WU Yu-Song, RUAN Yong-Hong, TONG Bi-Hai, ZHAO Ya-Qing, WANG Hui-Wu . Synthesis and Characterization of Thermoplastic Chitin Derivative N,O-Benzyl Chitosan[J]. Chem. J. Chinese Universities, 2003, 24(12): 2330.

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Synthesis and Characterization of Thermoplastic Chitin Derivative N,O-Benzyl Chitosan

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