Abstract

The selective oxidation of the primary OH functions of hydroxyethyl cellulose with sodium bromide/sodium hypochlorite in the presence of catalytic amounts of 2,2,6,6-tetramethyl-1-piperidinyloxy radical (TEMPO) is described. Depending on the reaction conditions, a oxidation of the OH groups of hydroxyethyl moieties or a complete oxidation of all OH functions is possible as revealed by 13C NMR spectroscopy and HPLC after complete chain degradation. A second approach for new ionic cellulosics is the subsequent esterification of the unmodified OH units of p-toluenesulfonyl cellulose. Very recent results show that besides the established sulfonation reactions tosylation is possible in a reactive microstructure resulting in an uneven distribution of substituents along the polymer. The esterification of the tosyl cellulose is carried out with di- and tricarboxylic acid anhydrides or with pyridine-SO3 complex.

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