Preparation of Isocyanates from Linseed, Safflower and Tall Oil Fatty Acids: I

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Abstract
Fatty acids from linseed, safflower and tall oils were converted to the corresponding isocyanates by two methods. In the first method linseed and safflower fatty acids were converted to the acid chloride either with thionyl chloride or oxalyl chloride and the acid chlorides were converted to the azide which was finally decomposed into the isocyanate. Yields of isocyanates were related to the method used to prepare the parent acid chlorides, the oxalyl chloride procedure giving higher yields of isocyanates. Loss in unsaturation from acids to isocyanates was slight. The tall oil isocyanates were prepared in hig yields via the phosgene method, thus, fatty acids to nitriles to amines, to the amine hydrochloride which were then reacted with phosgene. The isocyanates prepared by this procedure contained one more CH2group than those prepared via the first mentioned method. The infrared spectra of all isocyanates were essentially identical.

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