Process for oxidation of alcohols using oxygen-containing gases

Patent metadata

Field	Value
Publication number	US-10626075-B2
Application number	US-201816207635-A
Country	US
Kind code	B2
Filing date	Dec 3, 2018
Priority date	May 18, 2015
Publication date	Apr 21, 2020
Grant date	Apr 21, 2020

Abstract

The present invention concerns a process of oxidizing an alcohol for the production of its corresponding carbonyl compounds wherein the oxidation is performed with oxygen or gases containing oxygen in the presence of a catalyst comprising at least a gold compound and a copper compound. Said alcohol oxidation by gaseous oxidant can achieve a high yield and selectivity with minimized degradation products or waste organic solvents.

First claim

The invention claimed is:

1. A composition comprising an ethoxylated alcohol of formula (II)
R 1 (OCH 2 CHR 2 ) n OCH 2 CH 2 OH  (II)

wherein R 1 represents an alkyl radical having 1 to 22 carbon atoms or a monounsaturated or polyunsaturated linear or branched alkenyl radical having 2 to 22 carbon atoms, optionally comprising at least a substituent and/or a heteroatom; R 2 represents a hydrogen atom or a methyl group or a mixture thereof in the individual molecule; and n has an average number between 2 and 20;
or
an acid monoethanolamide of formula (IV)

wherein R′ represents a saturated, linear or branched alkyl radical having from 4 to 25 carbon atoms or a monounsaturated or polyunsaturated linear or branched alkenyl radical having from 4 to 25 carbon atoms;
and a catalyst comprising at least a gold compound and a copper compound.

2. The composition of claim 1 , wherein R 1 is selected from a group consisting of methyl, butyl and lauryl.

3. The composition of claim 1 , wherein R 1 is an alkyl group substituted with at least one substituent selected from a group consisting of —OR 3 , —CH 3 , —CH 2 CH 3 , —COOH, —CONH 2 and —COOR 3 , wherein R 3 represents an alkyl or aryl group.

4. The composition according to claim 1 , wherein the acid monoethanolamide of formula (IV) is lauric acid monoethanolamide.

5. The composition according to claim 1 , wherein the catalyst is applied to a support selected from the group consisting of activated carbon and oxide supports.

6. The composition according to claim 5 , wherein the support is an oxide support selected from the group consisting of zinc oxide, magnesium oxide, cerium dioxide and aluminium oxide.

Assignees

• Rhodia Operations
• Centre Nat Rech Scient

Inventors

• Zhou Wenjuan
• Fang Wenhao
• Liebens Armin T

Classifications

• C07C231/12

  by reactions not involving the formation of carboxamide groups · CPC title

• C07C51/235 Primary

  of —CHO groups or primary alcohol groups · CPC title

• C07C51/245

  of keto groups or secondary alcohol groups · CPC title

• C07C51/23

  of oxygen-containing groups to carboxyl groups · CPC title

• B01J2231/70

  Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues · CPC title