Monsanto Company

Gene R Wilder

Helmut L Merten

Otto W Maender

Robert H Campbell

Cyclohexylamine is produced by the catalytic hydrogenation of aniline. In contact with a ruthenium catalyst and in the presence of from about one to about 8 parts by weight of ammonia, aniline is hydrogenated under an absolute pressure of from about 2 to about 5 MPa at a temperature of from about 160.degree. to about 180.degree. C. High yields and a minimum of byproducts result. The catalyst can be recycled.

Production of cyclohexylamine

Vulcanizable rubber compositions inhibited from premature vulcanization by 2-(thioamino)-4,6-diamino-1,3,5-triazines are described.

2-(Thioamino)-4,6-diamino-1,3,5-triazines

Vulcanizable rubber compositions scorch inhibited by

N,N'-Bis(1-cyclohexyl-1-ethyl)-p-phenylenediamine is disclosed as a novel compound, useful as an antidegradant for organic materials, such as rubber. Vulcanized or vulcanizable rubber compounds containing minor amounts of this compound show excellent resistance to ozone attack, under static or dynamic exposure.

N,N'-Bis(1-cyclohexyl-1-ethyl)-p-phenylenediamine, and rubber compounds

Forming nitrodiarylamines by gradually admixing, at condensation temperature for forming a nitrodiarylamine, to a mixture of the formyl derivative of an aromatic amine and a nitrohalobenzene, either

Making nitrodiarylamines from formyl derivatives of aromatic amines and

Preparation of a nitrodiarylamine from a nitrohaloarene and alkali metal salt of the formyl derivative of a primary aromatic amine is disclosed.

Making a nitrodiarylamine by reacting an alkali metal salt of a

Promoting the reaction of sodium salts of formyl derivatives of aromatic amines by compounds of potassium, cesium or rubidium to form nitrodiarylamines is disclosed.

Promoting the reaction of sodium salts of formyl derivatives of aromatic

Vulcanizable or vulcanized diene elastomers containing stabilizing amounts of certain bis-alkylaminophenoxyalkyl antidegradants show resistance to ozone attack. A novel class of bis-alkylaminophenoxyalkane compounds is also disclosed.

Bis-(alkylaminophenoxy)alkanes as antidegradants for rubber

Use of alkali metal salts of the formyl derivatives of aromatic amines to initiate the formation of formamides from carbon monoxide and amines and conversion of the products to nitrodiarylamine are disclosed.

Process for making an amide of formic acid and forming nitrodiarylamine

A method of inhibiting polymerization of unsaturated carboxylic acid esters and improved unsaturated carboxylic acid ester compositions are described. The method comprises, and the compositions are prepared by, incorporating into the ester composition a combination comprising polyalkyleneamine and arylenediamine of the formula ##STR1## in which X is hydrogen, chloro, trichloromethyl, trifluoromethyl, nitro, lower alkyl, lower alkoxy or phenoxy, R is hydrogen or alkyl, and R.sub.1 is alkyl or phenyl or R and R.sub.1 together with the nitrogen atom is a heterocycle selected from the group consisting of pyrrolidinyl, 2,5-dimethyl pyrrolidinyl, piperidino and hexahydro-1H-azepin-1-yl.

Stabilization of unsaturated carboxylic acid esters with mixtures of

Dialkyl-p-phenylenediamine composition comprising first component of symmetrical N,N'-di(sec-hexyl)-p-phenylenediamine in less than 50% by weight of the total composition, second component of unsymmetrical N-(sec-hexyl)-N'-(sec-alkyl)-p-phenylenediamine having 7 or 8 carbon atoms in said sec-alkyl in amount greater than the first component and third component of symmetrical N,N'-di(sec-alkyl)-p-phenylenediamine having 7 or 8 carbon atoms in each alkyl group useful for preservation of organic materials.

N,N'-dialkyl-p-phenylenediamine mixture

N-Isopropyl-N'-5-methyl-3-heptyl-p-phenylenediamine useful as an antiozonent for the preservation of diene rubber.

Growing community of inventors

Medina, OH, United States of America

Gene R Wilder