Synthesis of Novel Chitosan Derivatives Containing Guanidyl and Quaternary Ammonium Groups
DAI Jian1,2， XU Qi2， XIAO Shun-hua1
1. College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China;2. School of Chemistry and Chemical Engineering, Yancheng Institute of Technology, Yancheng 224051, China
Abstract：N,N-dimethyl-N′-guanidyl-1,3-propyldiamine(2) was prepared by nucleophilic addition of 3-dimethylaminopropylamine with cyanamide. N-(1-hydroxyl-3-chloropropyl)-carboxymethyl chitosan(4) was prepared by substitution reaction of chitosan with chloroacetic acid then epichlorohydrin. The novel chitosan derivatives(5) containing guanidyl and quaternary ammonium groups were synthesized by quaterisation of 4 with 2. The structures were characterized by 1H NMR， IR and elemental analysis. The effects of raw material ration［γ=m（2）∶m（4）］ and reaction time on the degree of substitution(DS) of the guanidyl and quaternary ammonium groups were investigated. The results showed that when γ was 3∶1, and the reaction time was 10 h, the largest DS was 73%.
2015, Vol. 23 
