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Chemistry and Industry of Forest Products ›› 2014, Vol. 34 ›› Issue (3): 44-50.doi: 10.3969/j.issn.0253-2417.2014.03.008

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Synthesis and Antibacterial Activity of Alkylated Chitosan Derivatives under Basic Ionic Liquid Condition

PEI Li-jun1, CAI Zhao-sheng2, SHANG Shi-bin1, SONG Zhan-qian1   

  1. 1. Institute of Chemical Industry of Forest Products, CAF;National Engineering Lab. for Biomass Chemical Utilization;Key and Open Lab. of Forest Chemical Engineering, SFA;Key Lab. of Biomass Energy and Material, Jiangsu Province, Nanjing 210042, China;
    2. School of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng 224051, China
  • Received:2013-05-06 Online:2014-06-25 Published:2014-06-25

Abstract: Chitosan (CTS) was alkalized by [Bmim]OH basic ionic liquid in this study. Then the alkalized chitosan reacted with alkyl halides to prepare the alkylated chitosan with different substituents. The structures of alkylated products were characterized by IR and 1H NMR. The effects of reaction time, temperature and material ratio on the substitution degree (DS) of alkyl chitosan were also investigated and then the optimal reaction condition was obtained. The separated ionic liquid could be reused,and no noticeable changes of the DS for alkylated chitosan were observed when the reacted ionic liquid was reused for 3 times. The antibacterial properties of the target products were tested by the minimum inhibitory concentration method. Preliminary results indicated that those compounds had the antibacterial activity. In particular, ethyl chitosan(E-CTS), butyl chitosan(B-CTS), and dodecyl chitosan(D-CTS) exhibited excellent antibacterial activities against to Pseudomonas aeruginosa. The minimum inhibition concentration were 128,128 and 256 mg/L, respectively. Their antibacterial effects were better than commercially sold Ampicillin sodium while the C-CTS antibacterial effect was worse. The antibacterial activity of alkylated chitosan decreased with the increase of the DS and the length of carbon chain.

Key words: basic ionic liquid, alkalization, alkylation, antibacterial activity

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