Tris(2-chloroethyl)phosphoramide prepared from ethylenimine and phosphorus oxychloride was reacted with cotton cellulose in the form of print cloth by a pad-dry-cure process involving a base such as sodium carbonate. Relatively low levels of reaction were achieved with this reagent (less than 10% add-on). Conditioned wrinkle recovery angles of the fabric and structural features of the cross links and reagent residues in the cotton cellulose modified with tris(2-chloroethyl)phosphoramide are compared with those of cotton cellulose modified with tris(1-aziridinyl)phosphine oxide.
Drake, G.L., Jr. and Guthrie, J.D. , Imparting Crease Resistance and Crease Retention to Cotton with APO, Textile Res. J.29, 155-164 (1959).
2.
Hodge, J.E. and Rist, C.E., N-Glucosyl Derivatives of Secondary Amines, J. Am. Chem. Soc.74, 1494-1497 (1952).
3.
Roberts, E.J. and Rowland, S.P., Extent of Formation of Ether Linkages Between tris(1-Aziridinyl)phosphine Oxide and Cotton Cellulose, Textile Res. J.40, 401-405 (1970).
4.
Roberts, E.J. and Rowland, S.P., Distribution of Substituent Groups in 0-(2-Aminoethyl) Cellulose, Can. J. Chem.47, 1571-1580 (1969 ).
5.
Roberts, E.J. and Rowland, S.P., Synthesis of Mono-O-(2-Diethylaminoethyl)-D-glucoses, and Distribution of Substituent Groups in O-(2-Diethylaminoethyl) Cellulose , Can. J. Chem.45, 262-265 (1967).
6.
Roberts, E.J. and Rowland, S.P., The Inner Glucosides of the Anomeric 2-0-(2-Hydroxyethyl)-D-glucopyranoses , Can. J. Chem.47, 1592-1595 (1969 ).
7.
Roberts, E.J. , Wade, C.P., and Rowland, S.P., Structure of Reagent Residues in Cotton Cellulose Modified with tris(1-Aziridinyl)phosphine Oxide, Textile Res. J.40, 395-400 (1970).
8.
Rowland, S.P. , Roberts, E.J., and Wade, C.P., Selective Accessibilities of Hydroxyl Groups in the Microstructure of Cotton Cellulose, Textile Res. J.39, 530-542 (1969).
9.
Rowland, S.P. , Roberts, E.J., and Stark, S.M., Jr., Network Formation in Cotton Cellulose Modified with tris(1-Aziridinyl)-phosphine Oxide, Textile Res. J.40, 405-410 (1970).
10.
Stark, S.M. , Jr. and Rowland, S.P., Swelling Characteristics of Gel Fractions of Formaldehyde-Modified Cotton Celluloses, J. Appl. Polymer Sci.10, 1777-1786 (1966).
11.
Sweeley, C.C. , Bentley, R., Makita, M., and Wells, W.W., Gas-Liquid Chromatography of Trimethylsilyl Derivatives of Sugars and Related Substances, J. Am. Chem. Soc.85, 2497-2507 (1963).
