NMR ANALYSES OF POLYSACCHARIDE DERIVATIVES CONTAINING AMINE GROUPS

Amylose, amylopectin, hydroxyethylcellulose, methylcellulose, and cellulose were reacted with diethylaminoethyl chloride HCI salt and 3-chloro-2-hydroxy-propyltrimethylammonium chloride under aqueous alkaline conditions in order to introduce tertiary amine and quaternary ammonium groups into polysaccharides. Degrees of substitution were obtained from H-1- or C-13-NMR spectra of hydrolyzates, and distributions of diethylaminoethyl groups in polysaccharides were measured by C-13-NMR. Since amylose, amylopectin. and hydroxyethylcellulose were soluble in the reaction media, these three polysaccharides had higher reactivity for etherifications than cellulose. Methyl-cellulose, which has hydrophobic methyl groups. had as much reactivity as cellulose. Primary hydroxyl groups. C-6, of polysaccharides had the highest reactivity for diethylaminoethylation.