IP Library Granted Patent US 8,455,701
Granted Patent B2
US 8,455,701 · App. 13/502,226 · Granted Jun 4, 2013

Method for producing decanols by means of hydrogenating decenals

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Quick Facts
Patent No.
US 8,455,701
App. No.
13/502,226
Granted
Jun 4, 2013
Kind
B2
Abstract

The present invention relates to a method for producing at least one decanol by means of hydrogenating at least one decenal, wherein a first hydrogenation is carried out in the liquid phase on a solid first catalyst, wherein the first catalyst contains copper and nickel. The aim of the invention is to provide a method of the type mentioned above, according to which decenals can be hydrogenated into decanols in high yields even after long operating periods. The content of non-reacted decenals in the hydrogenation discharge in particular should be less than 1500 ppm. Said aim is achieved by carrying out the hydrogenation in two steps, which is to say in a first step in a known manner using a catalyst comprising copper, nickel and optionally chromium and/or barium oxide, and subsequently in a second step using a different catalyst that must be free of copper, chromium and nickel.

Claims (21)

1. A process for preparing a decanol, the process comprising:

(a) hydrogenating at least one decenal in a liquid phase over a solid first catalyst, comprising copper and nickel to form a resulting mixture; and then,

(b) hydrogenating the resulting mixture in the liquid phase over a solid second catalyst, which is free of copper, chromium and nickel.

2. The process of claim 1 , wherein the second catalyst comprises palladium.

3. The process of claim 1 , wherein the second catalyst comprises ruthenium.

4. The process of claim 1 , wherein a proportion by volume of the first catalyst in a total catalyst volume is 70 to 98 %.

5. The process of claim 4 , wherein the volume of the first catalyst is at least three times the volume of the second catalyst.

6. The process of claim 1 , wherein:

the hydrogenating (a) and (b) occur in at least two reactors connected in series;

a first reactor comprises the first catalyst and a second reactor comprises the second catalyst;

the hydrogenating (a) occurs in the first reactor and the hydrogenating (b) occurs in the second reactor.

7. The process of claim 6 , wherein:

the hydrogenating (a) and (b) occur in three reactors connected in series;

the first reactor comprises a portion of the first catalyst and is operated in loop mode;

the second reactor comprises a remainder of the first catalyst;

the third reactor comprises the second catalyst;

the hydrogenating (a) occurs in both the first reactor and the second reactor; and

the hydrogenating (b) occurs in the third reactor.

8. The process of claim 1 , wherein the hydrogenating (a) and (b) occur in a reactor having two beds, such that a first bed comprises the first catalyst and a second bed comprises the second catalyst.

9. The process of claim 1 , wherein the first catalyst is free of barium oxide.

10. The process of claim 1 , wherein the first catalyst is free of chromium.

Assignments (2)
MERGER Recorded Feb 26, 2014
From: EVONIK OXENO GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 1, 2012
From: KAIZIK, ALFRED; LUEKEN, HANS-GERD
To: EVONIK OXENO GMBH
Reel/Frame 028301/0980 →