Synthesis and aminolysis of polysaccharide carbonates

Well soluble dextran-, cellulose-, starch-, and pullulan aryl carbonates were synthesized applying p-NO2-phenyl chloroformate, phenyl chloroformate, and phenyl fluoroformate. Aminolysis of the products obtained, using aliphatic amines or benzyl amines, yield novel soluble polysaccharide carbamates. The influence of the reaction conditions on the reaction efficiency depending on polysaccharide, reagent, and reaction parameters including temperature was studied. Thus a synthesis strategy was developed for the easy and efficient design of structures of polysaccharide-based materials. The products were characterized by means of NMR-, UV-Vis- and FTIR spectroscopy, elemental analysis, and size exclusion chromatography.