Abstract: Dialkyl diamines for use with polyols and polyisocyanates in cast elastomer and reaction injection molding polyurethane processes. The dialkyl diamines are prepared by nitration and reduction of dialkylbenzenes or alkylation of meta-phenylenediamine. The chain extenders have the following structure: ##STR1## where R.sub.1 is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl and R.sub.2 is C.sub.2 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl.Contrary to the teachings of the prior art the novel diamines have surprisingly good reaction times to form polyurethanes with excellent physical properties. Furthermore, little or no mold release is required in RIM and other processes using the chain extenders of the invention.

Abstract: Methyl groups on N-methyl aromatic amines are redistributed to ring positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, N-methyl-o-toluidine forms a mixture containing substantial quantities of 2,6-dimethylaniline, 2,4-dimethylaniline, and 2,4,6-trimethylaniline.

Abstract: Methyl groups on o-methyl aromatic amine are redistributed to ortho positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, o-toluidine forms a mixture containing an aniline, o-toluidine, 2,6-dimethylaniline, and 2,4-dimethylaniline.

Abstract: Polyurethanes can be produced using dihydroxyaromatic compounds as chain extenders. Preferred polyurethanes of this type are RIM (reaction injection molding) molded products or cast elastomers. The dihydroxyaromatic compounds are preferably selected from:I. dihydroxybenzenes and alkyl-substituted dihydroxybenzenes wherein the alkyl groups have up to about 6 carbon atoms and the total number of carbon atoms in the alkyl groups in said alkyl-substituted dihydroxybenzene is up to about 12 carbon atoms, andII. alkylene bridged, alkyl-substituted bisphenols wherein the alkylene bridge contains up to about 6 carbon atoms and the total number of carbon atoms in the alkyl groups attached to each benzenoid nucleus is at least one but does not exceed about 12;said dihydroxyaromatic compounds being further characterized by having no more than one tert-alkyl group on a position adjacent to any hydroxy group.

Abstract: Organic material such as lubricating oil is stabilized against oxidative degradation by addition of an alkyl aniline (e.g. 2,4,6-triethylaniline; 2-sec-butyl-6-ethylaniline), monoethyldiphenylamine and/or N-(2-amino-3-ethyl-.alpha.-methylbenzylidene)-2,6-diethylaniline or mixtures thereof.

Abstract: An improved 2,6-dialkylaniline process carried out by reacting an aromatic amine having an unsubstituted ortho position with an olefin in the presence of an aluminum anilide type catalyst followed by catalyst deactivation and distillation to remove 2,6-dialkylaniline. The distillation residue is catalytically hydrogenated and then distilled to recover additional 2,6-dialkylaniline.

Abstract: Aromatic amines (e.g., aniline) are selectively alkylated in an ortho nuclear position by reaction with an olefin (e.g., ethylene) in the presence of an aluminum anilide catalyst. Hydrogen halides (e.g., HCl) are added to increase the reaction rate.

Abstract: Ortho-cyclopentyl-hydroxybenzyl sulfides (e.g. di-(3,5-dicyclopentyl-4-hydroxybenzyl)sulfide) are effective antioxidants.

Abstract: Methylenebis(dicyclopentyl phenols) in which at least one cyclopentyl group is ortho to the phenolic hydroxy group are effective antioxidants in a broad range of organic materials including mineral and synthetic lubricating oil and polyolefins.

Abstract: Hydroxy aromatics are aminated to form the corresponding aromatic amine by reaction at 200.degree.-400.degree.C with ammonia in the presence of a cyclohexanone and water in contact with a hydrogen transfer catalyst. For example, 2,6-dimethylphenol reacts with ammonia in the presence of cyclohexanone, water and a supported palladium catalyst to form 2,6-dimethylaniline.