The introduction of colored radicals into organic molecules.
Gentry, Willard Max
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The principal purpose of this investigation was to devise a means whereby natural or synthetic fibers might be dyed by the formation of ether, ester, or amide linkages. By so doing, the dyeing process would result in a very fast coloration unaffected by washing. For the purposes of preparing a colored ether of natural fibers, reactions wit h cellulose were tried with p-bromonitrosobenzene . It was hoped that this would give a p-nitrosophenyl ether of cellulose. This compound might itself be colored; but more important, it could be coupled with a variety of amines to give azo compounds. The compound p- br omonitrosobenzene, was chosen as the reagent for accomplishing this etherification, because it was the simplest, readily available nitrosocompound with a halogen group that could react fairly easily with cellulose. Attempts to prepare such a cellulose ether failed. The use of soda cellulose, or cellulose dissolved in benzyltrimethylammonium hydroxide, in a manner analogous to normal cellulose etherification reactions, resulted in failures. Rather than reacting with the cellulose, the nitroso compound decomposed rapidly to give p,p 1-dlbromoazoxybenzene in high yield. [TRUNCATED]
Thesis (Ph.D.)--Boston University
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