Extent of Formation of Ether Linkages Between Tris(1-aziridinyl)phosphine Oxide and Cotton Cellulose

Abstract

Cotton cellulose modified with tris(1-aziridinyl)phosphine oxide (APO) was prepared with and without zinc fluoborate catalyst. The modified cotton samples were hydrolyzed. Attempts to detect the expected 0-(2-aminoethyl)-D-glucopy- ranoses were complicated by reactions between the functional group at C-1 of the glucose unit and the amine function of the substituent. The ratio of substituents in the 2-0-, 3-0-, and 6-0-positions of the glucopyranosyl units in samples of APO-modified cotton cellulose could be measured when the amino groups were converted to hydroxyl groups by diazo tization prior to hydrolysis. The APO-modified cotton cellulose prepared with zinc fluoborate catalysis and containing 3.08, 5.77, and 14.62% APO exhibited substituent ratios of 0.23:0.21:1.00, 0.29:0.26:1.00, and 0.38:0.37:1.00, respec tively, at the 2-0-, 3-0-, and 6-0-positions. A sample of APO-modified cotton cellulose (6.38% APO) prepared without catalyst exhibited a substituent distribution of 0.65:0.35:1.00. The actual DS values of these samples were estimated to be 0.0040, 0.0071, 0.0084, and 0.0098 for the fabrics containing 3.08, 5.77, 6.38, and 14.62% of incorporated APO, respectively.

Keywords

Cotton APO reactants. Chemically modified cotton. Textile materials. Zinc fluoroborate catalyst. Diazotization hydrolysis padding curing temperature time concentration fermentation. DS substitutent distribution nitrogen content phosphorus content deposition polymerization. Ether linkages. Gas-liquid chromatography.

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