Methylene bridges having an average length n ranging from 1.04 to 1.21 were introduced into cellulose by reaction with dibromomethane or with dichloromethane under strongly alkaline conditions. Similarly, bis(bromomethyl)ether or bis(chloromethyl)ether gave n values ranging from 2.25 to 2.72. Repeated treatments with dibromomethane gave formaldehyde contents leveling off at 17 to 18%, or a D.S. of about 2.
Evans, L.R. and Martin, R.E., Reaction of Bis(Chloromethyl) Ether with Methanol and with Ethanol , J. Org. Chem.23, 744-745 (1958).
2.
Guthrie, J.D. and Heinzelman, D.C., Determination of the Accessibility of Cellulose by Use of D218O and Mass Spectroscopy, Textile Res. J.40, 1133 (1970).
3.
Guthrie, J.D. and Heinzelman, D.C., Length of the Methylene Bridges in Cellulose Formals Determined by 18O Tagging and by Other Methods, Textile Res. J.41, 807-812 (1971).
4.
Jones, D.M., The Distribution of Oxymethylene Groups in Formaldehyde-Treated Cotton Fabrics . Textile Res. J.34, 257-265 (1964).
5.
Lobunez, W. and Dusenbury, J.H., The Resilience of Chemically Modified Cottons. I. Reactions of Alkali Cellulose and cf Sodium Cellulosates with Methylene Dibromide. J. A ppl. Polymer Sci.5, 686-703 (1961).
