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The dissolution of cellulose in anhydrous chloral/aprotic solvents
Author(s) -
ElKafrawy Adel,
Turbak Albin F.
Publication year - 1982
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.1982.070270715
Subject(s) - chloral , cellulose , solvent , chemistry , acetone , pulp (tooth) , dissolution , anhydrous , dissolving pulp , acetic acid , organic chemistry , nuclear chemistry , polymer chemistry , medicine , pathology
Two new approaches toward the chemical modification and rapid dissolution of cellulose pulp in aprotic solvents containing chloral are presented. In the first method, cellulose pulp is water activated and then solvent exchanged prior to the addition of chloral. In the second method, cellulose pulp is heated in refluxing solvent and then cooled to ambient temperature before the addition of chloral. The methods do not entail the use of catalysts but require the preactivation of the pulp prior to treatment with chloral. Clear solutions obtained by the water activation–solvent exchange method were cast into films, and after washing with water the product was soluble in a variety of organic solvents including acetone. IR and NMR ( 1 H and 13 C) analyses as well as chemical analyses led to the conclusion that a cellulose chloral hemiacetal with a DS of 2.2 is initially formed which then slowly decomposes upon standing at 23°C to a relatively stable hemiacetal of DS 0.4. Complete regeneration to cellulose results upon standing for an extended period or treatment with 1 N acetic acid at 80°C, 1 N HCl at 50°C, 0.5% NH 4 OH or 0.1 N NaOH at 23°C. When solutions, obtained by the hot solvent activation method, were coagulated in water at ambient temperature, regenerated cellulose was obtained. In both methods, little or no degradation of the regenerated cellulose resulted.