Hydroformylation process

Patent metadata

Field	Value
Publication number	US-9695098-B2
Application number	US-201415032322-A
Country	US
Kind code	B2
Filing date	Dec 9, 2014
Priority date	Dec 19, 2013
Publication date	Jul 4, 2017
Grant date	Jul 4, 2017

Abstract

A multi-reactor hydroformylation process wherein a common product-catalyst separation zone is employed.

First claim

What is claimed is:

1. A process comprising:
(a) contacting in a primary reactor CO, H 2 , and a feed stream comprising an olefin in the presence of a hydroformylation catalyst in a reaction fluid under hydroformylation conditions sufficient to form at least one aldehyde product;
(b) passing a liquid effluent stream from the primary reactor to a product-catalyst separation zone;
(c) removing from the product-catalyst separation zone a crude product stream and a liquid catalyst recycle stream;
(d) then, separating the crude product stream into a vent stream and an unrefined product stream;
(e) passing the vent stream, which comprises an olefin and syngas, to a secondary reactor;
(f) contacting in the secondary reactor CO, H 2 , and the olefin of the vent stream in the presence of a hydroformylation catalyst in a reaction fluid under hydroformylation conditions sufficient to form at least one aldehyde product;
(g) passing a liquid effluent stream from the secondary reactor to the product-catalyst separation zone.

2. The process of claim 1 further comprising splitting the recycle stream into a first recycle stream and a second recycle stream, and sending the first recycle stream to at least partially to one reactor and sending the second recycle stream at least partially to another reactor.

3. The process of claim 1 wherein the volume of the secondary reactor is no more than 80% of the volume of the primary reactor.

4. The process of claim 1 wherein the volume of the secondary reactor is no more than 50% of the volume of the primary reactor.

5. The process of claim 1 wherein the volume of the secondary reactor is no more than 35% of the volume of the primary reactor.

6. The process of claim 1 wherein the volume of the secondary reactor is no more than 25% of the volume of the primary reactor.

7. The process of claim 1 wherein the concentration of catalytic metal in the primary reactor is controlled in response to measuring components within the catalyst recycle stream that correlate with the catalytic metal concentration.

8. The process of claim 1 wherein the separating in the common product-catalyst separation zone comprises vaporization.

9. The process of claim 1 wherein the feed stream comprising an olefin is a feed stream comprising an olefin and an alkane.

10. The process of claim 1 wherein the feed stream comprising an olefin is chemical grade propylene.

11. The process of claim 1 wherein the residence time in the secondary reactor is at least 20% longer than in the primary reactor.

12. The process of claim 1 wherein the catalyst comprises a hydrolyzable organophosphorous ligand.

13. The process of claim 2 wherein the first recycle stream is sent to the primary reactor and the second recycle stream is sent to the secondary reactor.

14. The process of claim 13 wherein the amount of the first recycle stream sent to the primary reactor is determined by inferential means based on observed reactor temperature, olefin and CO partial pressures, and total pressure to control the olefin partial pressure to within a desired range.

15. The process of any one of the preceding claims wherein the crude product stream comprises unreacted olefin and syngas.

Assignees

• Dow Technology Investments Llc

Inventors

• Miller Glenn A
• Giles Jason F
• Cox Irvin B

Classifications

• C07C45/50 Primary

  by oxo-reactions · CPC title

• B01J2231/321

  Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title

• B01J2531/822

  Rhodium · CPC title

• B01J31/24

  Phosphines {, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands} · CPC title

• C07C45/78

  Separation; Purification; Stabilisation; Use of additives · CPC title