Treatment of aromatic amines with gas mixtures derived from...

C - Chemistry – Metallurgy – 01 – B

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C01B 21/26 (2006.01)

Patent

CA 1074302

ABSTRACT OF THE DISCLOSURE 1,3-Diaryl triazenes, e.g., 1,3-diphenyltriazene, intermediates in the synthesis of aromatic diamines, e.g., p-phenylenediamine, are prepared by catalytically oxidizing ammonia, and subsequently the resulting nitric oxide, with a gas comprising diluted molecular oxygen, e.g., air, so as to produce a gas mixture containing dilute NOx, i.e., NO2 prefer- ably admixed with NO, a being (1 + n), wherein n is the NO2 fraction of the NOx; and contacting the gas mixture, prefer- ably at a temperature in the range of about from 25° to 350°C, with excess primary aromatic monoamine, e.g., aniline, so as to result in a monomamine temperature in the range of about from 25° to 90°C, preferably 40° to 60°C, during contact. Highest yields of triazene are obtained when the x in NOx is about from 1.3 to 1.7, and the amount of NOx gas mixture con- tacted with the monoamine and the time of contact are such that at least about 60% by weight of the monoamine remains unconsumed. A gas mixture temperature just prior to gas con- tact with the liquid monoamine in the range of about from 110° to 275°C is more preferred under certain circumstances.

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