Synthesis and Characterization of the Water-Soluble Oleoyl Acetyl Chitosan
Oleoyl chloride was synthesized by oleic acid and thionyl dichloride (SOCl2), and then reacted with chitosan in dichloromethane to obtain the oleoyl chitosan. Novel water-soluble oleoyl acetyl chitosan (OACh) was synthesized using oleoyl chloride reacted with acetic anhydride in pyridine. The chemical structure of the OACh was characterized by FT-IR, 1H and 13C NMR. There existed the peaks at 1743.9 cm-1 (C=O) and 1658.1 cm-1(C=C) in FT-IR spectrum, and the peaks at 170.8, 171.6 and 172.5 ppm which were assigned to the C=O of the oleoyl and acetyl groups in 13C NMR spectrum. The results indicated that OACh had oleoyl as hydrophobic moieties and acetyl as hydrophilic moieties.
Xiaoming Sang, Pengcheng Wang, Liqun Ai, Yungang Li and Jinglong Bu
W. C. Ke et al., "Synthesis and Characterization of the Water-Soluble Oleoyl Acetyl Chitosan", Advanced Materials Research, Vols. 284-286, pp. 1782-1785, 2011