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Abstract

Attempts to synthesize Jeffamine D-400 : p-benzoquinone = 1 : 1 and later Jeffamine D-400 : hydroquinone = 1 : 1 oligomers, using air or oxygen as the oxidizing agent, have been only partially successful. Although oligomers that yield nontacky coatings are completely precipitable in water, only about 25% of these products are precipitable in water while 75% remains in suspension. These polymers yield tacky coatings, which suggests that neither air nor oxygen is capable of oxidizing hydroquinone to benzoquinone, which is necessary for the formation of the polymer. Hence, most of the oligomer chains are too short to precipitate in water.