Process for the hydrogenation of aldehydes in at least two hydrogenation stages

Patent metadata

Field	Value
Publication number	US-12110265-B2
Application number	US-202318113749-A
Country	US
Kind code	B2
Filing date	Feb 24, 2023
Priority date	Feb 25, 2022
Publication date	Oct 8, 2024
Grant date	Oct 8, 2024

Abstract

The present invention relates to a process for producing alcohols by hydrogenation of C4 to C20 aldehydes. The process according to the invention is performed in two consecutive hydrogenation stages, wherein the first hydrogenation stage employs an activated metal catalyst based on a nickel metal foam and the second stage employs a supported catalyst containing a catalytically active component from the group consisting of nickel, copper, chromium and mixtures thereof.

First claim

The invention claimed is:

1. A process for producing alcohols by continuous hydrogenation of C4 to C20 aldehydes in at least two hydrogenation stages, wherein
a stream containing the C4 to C20 aldehydes to be hydrogenated is hydrogenated with a hydrogen-containing gas over an activated metal catalyst based on a nickel metal foam in the liquid phase in the first hydrogenation stage comprising at least one reactor, wherein a crude product stream containing at least alcohols and unconverted aldehydes, of which at least a portion is passed to the second hydrogenation stage, is withdrawn from the at least one reactor,
at least a portion of the crude product stream is hydrogenated with a hydrogen-containing gas over a supported catalyst comprising a catalytically active component and a support material in the liquid phase in the second hydrogenation stage comprising at least one reactor operated in straight pass, wherein the catalytically active component is selected from the group consisting of nickel, copper, chromium and mixtures thereof and wherein the support material consists to an extent of more than 90% by weight of an oxidic material selected from the group consisting of aluminum oxide, aluminum silicate, silicon dioxide, titanium dioxide, zirconium oxide and mixtures of two or more thereof.

2. The process according to claim 1 , wherein at least one recycle reactor is employed in a first hydroformylation stage.

3. The process according to claim 2 , wherein the stream employed in the first hydroformylation stage contains C4 to C16 aldehydes.

4. The process according to claim 1 , wherein the activated metal catalyst based on a nickel metal foam is free from organic constituents, wherein free from organic constituents is defined as the sum of the weight fractions of carbon and carbon-containing compounds being less than 0.2% by weight of the total weight of the catalyst.

5. The process according to claim 1 , wherein the activated metal catalyst based on a nickel metal foam contains 80% to 95% by weight of nickel and 5% to 15% by weight of aluminum in each case based on the total weight of the catalyst.

6. The process according to claim 5 , wherein the activated metal catalyst based on a nickel metal foam additionally contains 0.01% to 3% by weight of molybdenum, based on the total weight of the catalyst.

7. The process according to claim 1 , wherein the hydrogenation in the first hydrogenation stage is performed at a pressure of 5 to 150 bar.

8. The process according to claim 1 , wherein the hydrogenation in the first hydrogenation stage is performed at a temperature of 50° C. to 250° C.

9. The process according to claim 1 , wherein the conversion of the hydrogenation in the first hydrogenation stage is at least 85%.

10. The process according to claim 1 , wherein the volume fraction of the activated metal catalyst based on a nickel metal foam in the total catalyst volume of all hydrogenation stages is from 30% to 80%.

11. The process according to claim 1 , wherein the support material of the supported catalyst is aluminum oxide, aluminum silicate or silicon dioxide.

12. The process according to claim 11 , wherein the support material has a BET surface area of 70 to 350 m 2 /g.

13. The process according to claim 1 , wherein the hydrogenation in the second hydrogenation stage is performed at a pressure of 5 to 250 bar.

14. The process according to claim 1 , wherein the hydrogenation in the second hydrogenation stage is performed at a temperature of 100° C. to 220° C.

15. The process according to claim 1 , wherein the hydrogenation is carried out with a stoichiometric excess of hydrogen based on the aldehydes to be hydrogenated in both hydrogenation stages.

16. The process according to claim 12 , wherein the support material has a BET surface area of 150 to 280 m 2 /g.

Assignees

• Evonik Operations Gmbh

Inventors

• Franke Robert
• Roos Meike
• Zanthoff Horst-Werner
• Bauer Julia
• Weber Christoph
• Heinroth Andrea
• Metternich Jan Benedikt

Classifications

• B01J2231/321

  Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title

• B01J23/755

  Nickel · CPC title

• B01J23/72

  Copper · CPC title

• B01J21/04

  Alumina · CPC title

• C07C2523/88

  Molybdenum · CPC title