Cellulose aryl carbonates could be synthesized efficiently under homogeneous conditions (DMA/LiCl, Ionic Liquids/covalent) with degree of substitution (DS) up to 3 applying p-NO2-phenyl chloroformate, phenyl chloroformate, and phenyl fluoroformate. The aminolysis of the reactive cellulose aryl carbonates using aliphatic amines or benzyl amines, yield soluble polysaccharide carbamates. Even a novel class of polyzwitterions possessing weak ionic groups could be efficiently synthesized from cellulose phenyl carbonate. Polyanions, polycations, and polyzwitterions are accessible by orthogonal removal of protecting groups. The molecular structure was proofed by means of FTIR- and NMR spectroscopy. Characteristic properties of the cellulose derivatives, e. g., acid dissociation constants, isoelectric point, and self-complexation were investigated by potentiometric titration (pH), nephelometry, rheologys and dynamic light-scattering. The formation of pH-responsive interpolyelectrolyte complexes applying polydiallyldimethylammonium chloride was studied. The particles obtained are switchable in a physiological relevant range of pH values and are promising nanocarriers in field of drug delivery, cell targeting, and immobilization of biocatalyst.

Cellulose carbontes – a platform for novel cellulose derivatives

249th National Meeting (2015)

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Cellulose carbontes – a platform for novel cellulose derivatives<br /> <br />