The Chemical Composition of Aminoethylated Cotton Cellulose
1969
Roberts, Earl J. | Rowland, Stanley P.
Aminoethylated cotton cellulose (I) was prepared by the reaction of cotton fabric with sodium 2-aminoethyl sulfate in the presence of excess base at 125°C and was analyzed for structural components. d-Glucose, 0-(2-aminoethyl)-d-glucopyranoses (II), polyethylenimines, and ethanolamine were shown to be present in the hydrolyzate of I. The complexity of this cellulose derivative is attributed to the development of carbonyl groups in the cellulose during the reaction and to the subsequent reaction of these groups with amino groups in the substituents, in polyethylenimines, and ethanolamine. The distribution of nitrogen among the II's polyethylenimine, and ethanolamine is estimated to be in the ratio 0.5:0.4:0.1. Quantitative analyses for the ratio of mono-0-(2-aminoethyl) substituents in the 2–0-, 3–0-, and 6–0-positions of the d-glucopyranosyl units were complicated by reactions between the carbonyl function (at C-1) of d-glucose and the amino groups of the substituted glucoses. This ratio was determined to be 0.64:0.14:1.00 after conversion of the amino groups of I to hydroxyl groups by diazotization and analysis in terms of II
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