Five chitosan derivatives, i.e. O-butyryl chitosan, O-benzoyl chitosan, N-p
hthaloyl chitosan, N-maleoyl chitosan and O-cyanoethyl chitosan, were prepa
red from chitosan. All of them had better solubility than chitosan, and dem
onstrated lyotropic liquid crystalline behavior in various solvents. The cr
itical liquid crystalline behavior of three O-substituted chitosan derivati
ves was evidently different from two N-substituted analogues. Typical finge
rprint textures of cholesteric phase were only observed in three O-substitu
ted derivatives. The critical concentration (v/v%) of three O-substituted d
erivatives does not depend on the acidity of acidic solvents.