NATURAL PRODUCT RESEARCH AND DEVELOPMENT ›› 2012, Vol. 23 ›› Issue (1): 62-65. doi: A

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Synthesis and Physicochemical Properties of N,N,N-trimethyl Chitosan Methylsulfate

ZHOU Zhong*, SHEN Wei, WANG Jian-xin   

  1. School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China
  • Received:2010-02-08 Online:2012-01-30 Published:2012-02-15

Abstract: N,N,N-trimethyl chitosan methylsulfate (TMCMS) was prepared by a two-step reaction. First, N,N-dimethyl chitosan (DMC) was synthesized by reaction of chitosan with formic acid and formaldehyde. Then, DMC reacted with dimethyl sulfate to yield TMCMS. It was characterized by FT-IR, 1H NMR and elemental analysis. Its average quaternization degree was 74.6% calculated according to elemental analysis results. Differential scanning calorimetry and thermogravimetry results demonstrated its thermal stability was lower than chitosan. However, its water-solubility was obviously better than chitosan, its solubility in water reached 20 mg/mL at 25 ℃, and its 2 mg/mL solution was stable in a wider pH range (3-12).

Key words: chitosan, dimethyl sulfate, N,N,N-trimethyl chitosan methylsulfate, quaternary ammonium salt, synthesis

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