Synthesis and characterization of camphorsulfonyl acetate of cellulose.
Novel cellulose derivatives were prepared from reacting (1R)-(+)-camphor-10-sulfonic chloride (CSC) with cellulose acetate (CA) in acetone and triethylamine. The reaction conditions, including reaction time and reactant molar ratios, were optimized. The structure of the products was confirmed by means of 1H NMR, 13C NMR, FT-IR and elementary analysis. The techniques were also used to determine the degree of the substitution of camphorsulfonyl groups (DSCS). The data calculated from 1H NMR, 13C NMR, percent grafting (G %) and elementary analysis coincided with those from chemical analysis. Compared to cellulose acetate, the cellulose derivatives exhibited decreased thermal stability, improved solubility in organic solvents and enhanced enantioselectivity towards tyrosine isomers. The solubility and enantioselectivity increased with increasing degrees of camphorsulfonyl substitution.
Xiao
Dingshu
D
Key Laboratory of Polymer Materials for Electronics of Guangdong Province, Guangzhou Institute of Chemistry, Polymer Science, Chinese Academy of Sciences, Guangzhou Wushan Leyiju 1122, Guangzhou 510650, PR China.
Hu
Jiwen
J
Zhang
Mingqiu
M
Li
Mingwei
M
Wang
Guozhi
G
Yao
Haisong
H
D002164:Camphor / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D002482:Cellulose / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013696:Temperature
D002164:Camphor; D002482:Cellulose