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US 2025/0019334 A1Published application
Hydroformylation process for preparing linear and branched aldehydes
AssigneeNorth Carolina State University
InventorsMilad Abolhasani, Malek Y.S. Ibrahim
Life of this patent
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Abstract
Described are processes for preparing linear and branched aldehydes, which comprises reacting an olefin with hydrogen and carbon monoxide in the presence of a catalyst solution comprising rhodium, a hydroformylation solvent, and a fluorophosphite ligand having the general formula (I).
Claims22
A process for preparing linear and branched aldehydes, the process comprising:
- contacting an olefin with hydrogen (H2) and carbon monoxide (CO) in the presence of a catalyst solution, the catalyst solution comprising:
- a hydroformylation solvent;
- a rhodium (Rh) source;
- and
- a fluorophosphite ligand of formula (I):
- wherein:
- X is —CH(R)—;
- R is independently C1-6alkyl, a 3- to 7-membered carbocycle, or a phenyl, where the 3- to 6-membered carbocycle or phenyl are each unsubstituted or substituted with 1-4 substituents each independently selected from the group consisting of halogen, —CN, C1-4alkyl, C1-2haloalkyl, —OC1-4alkyl, and-OC1-2haloalkyl;
- R1, R2, R3, R4 are each independently C1-6alkyl, C1-2haloalkyl, hydrogen, halogen, or —CN;
- R5 and R6 are each
- R11 is a C1-6alkyl, a 3- to 6-membered carbocycle, or a phenyl, wherein the 3- to 6-membered carbocycle or phenyl are each unsubstituted or substituted with 1-4 substituents each independently selected from the group consisting of halogen, —CN, C1-4alkyl, C1-2haloalkyl, —OC1-4alkyl, and —OC1-2haloalkyl;
- R7 and R8 are each independently C1-6alkyl, a 6- to 12-membered aryl, or a 3- to 6-membered carbocycle, wherein the 6- to 12-membered aryl and 3- to 6-membered carbocycle are each unsubstituted or substituted with 1-4 substituents each independently selected from the group consisting of halogen, —CN, C1-4alkyl,
- C1-2haloalkyl, —OC1-4alkyl, and —OC1-2haloalkyl;
- and
- wherein the contacting of the olefin with the H2 and the CO in the presence of the catalyst solution at:
- a temperature ranging from 95° C. to 130° C.,
- a carbon monoxide partial pressure (PCO) ranging from 110 psia to 350 psia, and
- a hydrogen partial pressure (PH2) ranging from 20 psia to 150 psia,
- produces a ratio of linear aldehydes to branched aldehydes (l/b) of less than 1.0;
- and
- wherein the contacting of the olefin with the H2 and the CO in the presence of the catalyst solution at:
- a temperature ranging from 60° C. to 100° C.,
- a PCO ranging from 5 psia to 150 psia, and
- a PH2 ranging from 100 psia to 350 psia,
- produces a l/b of greater than 1.0.
22 more elements
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Dependencies are inferred from the claim text.