Abstract
6-Bromo-6-deoxycelluloses of a high degree of substitution were treated with various thiols under homogeneous conditions in lithium bromide/N,N-dimethylacetamide in the presence of triethylamine. At high temperatures, appreciable unfavorable side reaction, dehydrobromination yielding 3,6-anhydroglucose and/or 5,6-glucosene units took place. Under favorable conditions, more than 50% of bromine was substituted with thiols. Thiols used in this work include 2-hydroxyethanethiol, 2-aminoethanethiol, 4-aminobenzenethiol, 3-mercapto-propionic acid, 2-mercaptosuccinic acid, 2-mercaptobenzoic acid and cysteine. Solubilities of the products containing carboxyl, amino and/or hydroxyl groups were studied. Aminophenylthiodeoxycellulose was treated with nitrous acid followed by diazo coupling with N,N-dimethylaniline to yield a cellulosic dye.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
