Reactions of Ethyleneimine with Alkali Lignins

Ethyleneimine was reacted with the lignin from a soda-cooked hardwood and kraft-cooked southern pine at two levels of reaction activity. When mixed at room temperatures in an inert organic solvent, the imine added readily to the lignins to form amine salts and rapidly precipitated insoluble products. When left at room temperature until the nitrogen content of the isolated products became constant, 6.5 of the amine groups had added to each unit of 1000 grams of lignin and 8.3 to the thiolignin. Ligninimine products were insoluble, or only slightly so, in dioxane, methylcellusolve, and l:l acetone methanol. End products have suggested uses such as antioxidants, anticorrosive agents, and anionic ion exchange materials.

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