Process for producing diphenylamines or n,n'-diphenyl-...

C - Chemistry – Metallurgy – 07 – C

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260/600.2, 260/5

C07C 209/18 (2006.01)

Patent

CA 1244836

Abstract of the Disclosure Diphenylamines or N,N'-diphenyl-phenylenedi- amines can be obtained by heat-reacting an aniline or a phenylenediamine with preferably an excess of a phenol in an amount of 4 to 20 moles per mole of the aniline or phenylenediamine in the presence of a hydrogen transfer catalyst and a cyclohexanone corresponding to said phenol. The excess phenol used in the reaction undergoes reduction in the reaction system to form a cyclohexanone, which in turn reacts with the aniline or phenylenediamine to form a Schiff base and is thus consumed. The Schiff base forms the intended product by means of a dehydrogen- ation reaction, and the hydrogen evolved at this time reduces the phenol to form a cyclohexanone. The phenol present in excess thus becomes in the system a solvent, a starting material for the cyclo- hexanone, and an acceptor of the hydrogen that forms as a by-product at the time of formation of the intended product. Hence, it becomes possible to obtain the intended product at a high selectivity from the anilines and phenylenediamines. The process of this invention is an advan- tageous process for the industrial production of espe- cially the nuclearly substituted diphenylamines.

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