Preparation of secondary amines

US20040015016A1Inactive Publication Date: 2004-01-22HUNTSMAN PETROCHEMICAL LLC
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Patent Information

Authority / Receiving Office
US · United States
Patent Type
Applications(United States)
Current Assignee / Owner
HUNTSMAN PETROCHEMICAL LLC
Publication Date
2004-01-22
Estimated Expiration
Not applicable · inactive patent

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Abstract

Disclosed herein is a process for the reductive alkylation of primary amines to form secondary amines, by high pressure reaction of the primary amine with an alkylating agent and hydrogen in the presence of a catalyst which comprises metallic palladium. A process of the present invention is characterized in having high conversion rates and high selectivities, both greater than 95% on a first pass through the reactor. According to a preferred embodiment, the secondary amine produced comprises at least one 2-alkyl group bonded to the nitrogen atom of the primary amine product.
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Description

[0001] The present invention relates generally to catalytic processes for alkylations of amines, and in more particular to selective formation of secondary amines from primary amines. A process according to the invention is especially well-suited for preparing 2-alkyl substituted amines from primary amines.BACKGROUND INFORMATION

[0002] Processes for producing organic amines have been known in the art for quite some time. For example, U.S. Pat. No. 3,994,975 relates to the reductive amination of unsaturated cyclic ketones; to cyclic amines prepared thereby; and to uses thereof For example, when isophorone is reductively aminated, trimethyl cyclohexylamines and cyclohexenamines are obtained. The invention includes uses of the amine products as fuel additives for stabilizing distillate fuels.

[0003] U.S. Pat. No. 4,521,624 provides a process for the reductive amination of a saturated cyclic ketone which comprises reacting a saturated ketone with an amine in the presence of hydrogen and a...

Claims

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