IP Library › Granted Patent US 11,111,198
Granted Patent B2
US 11,111,198 · App. 16/759,879 · Granted Sep 7, 2021

Hydroformylation process

Inventors: Marinus A. Bigi (Pearland, TX); Michael A. Brammer (Freeport, TX)
Assignee: Dow Technology Investments LLC
C07C45/50B01J31/185C07C45/86B01J2231/321B01J2531/822
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Quick Facts
Patent No.
US 11,111,198
App. No.
16/759,879
Granted
Sep 7, 2021
Kind
B2
Abstract

The present invention relates to hydroformylation processes for producing aldehydes. In some embodiments, the process comprises contacting in a reaction zone reactants comprising an olefin, hydrogen and CO in the presence of a rhodium-organophosphite based catalyst, optionally with free organophosphite ligand, and 0.1 to 3 weight percent, based on the total weight of the fluid in the reaction zone, of certain polymers specified herein, such that the solubility of the polymer in the aldehyde is greater than or equal to 1 weight percent at 40° C.

Claims (10)

1. A hydroformylation process for producing an aldehyde, the process comprising: contacting in a reaction zone reactants comprising an olefin, hydrogen and CO in the presence of a rhodium-organophosphite based catalyst, optionally with free organophosphite ligand, and 0.1 to 3 weight percent, based on the total weight of the fluid in the reaction zone, of at least one polymer having the structure of Formula (I) or Formula (II), respectively:

wherein R 21 and R 22 are the same or different C 1 to C 16 alkyl or alkyl-substituted aryl moieties and m, n, and q are positive numbers or zero whose sum is greater than 50 and p is 3 to 6 inclusive, wherein the polymer average molecular weight is equal to or above 10,000, wherein R 23 and R 24 are H or a C 1 to C 4 alkyl moiety, wherein R 25 is H or a C 1 to C 16 alkyl moiety, and wherein R 25 can be the same or different for each p moiety within Formula (II), such that the solubility of the polymer in the aldehyde is greater than or equal to 1 weight percent at 40° C.

2. The process of claim 1 wherein the olefin is C 4 and higher.

3. The process of claim 1 wherein the olefin is C 8 and higher.

4. The process of claim 1 , wherein R 23 and R 24 are methyl.

5. The process of claim 1 wherein the polymer comprises poly(butyl methacrylate-co-methyl methacrylate) or poly(isobutylmethacrylate).

6. The process of claim 1 wherein the polymer comprises polycaprolactone.

7. The process in claim 1 wherein the rate of rhodium loss from the reaction fluid in the hydroformylation process is less than rate of the rhodium loss in a reaction fluid in a hydroformylation process without the polymer additive.

8. The process of claim 7 , wherein the rate of rhodium loss from the reaction fluid in the hydroformylation process is at least 20% less than the rate of rhodium loss in a reaction fluid in a hydroformylation process without the polymer additive.

9. The process of claim 1 , wherein the polymer is present in the separation zone.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2021
From: BIGI, MARINUS A; BRAMMER, MICHAEL A
To: THE DOW CHEMICAL COMPANY
Reel/Frame 056585/0183 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2021
From: THE DOW CHEMICAL COMPANY
To: DOW TECHNOLOGY INVESTMENTS LLC
Reel/Frame 056585/0330 →
Continuity (2)
Provisional Application 62595868 · Dec 7, 2017
Related Publication 20210179523A1 · Jun 17, 2021