US4593127A
Expired / Lapsed
US
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Hydroformylation process
Assignee: Union Carbide Corp
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Filing: 1985-01-11
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Granted: 1986-06-03
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Expires: 2005-01-11
Abstract
Abstract In a primary process for hydroformylating olefins to form aldehydes in which a liquid or gas recycle step is conducted and a gaseous effluent is vented, the improvement which comprises employing the effluent as a reactant feed for a decoupled secondary liquid-or gas recycle hydroformylation process conducted conjointly therewith.
Inventors
- 👤 Donald L. Bunning
- 👤 Michael A. Blessing
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:08
CPC Classifications
C; C07; C07C; C07C47/00; C07C45/00; C07C45/49; C07C45/50
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
113 words
In a primary liquid recycle or gas recycle rhodium-catalyzed hydroformylation process for producing aldehydes, wherein an olefin, carbon monoxide and hydrogen are reacted in the presence of a solubilized rhodium-phosphorus complex catalyst, free phosphorus ligand and higher boiling aldehyde condensation by-products to produce an aldehyde product, wherein a gaseous effluent comprising unreacted olefin and any of said aldehyde product, hydrogen, carbn monoxide and an alkane by-product is vented from the process, the improvement which comprises: conducting a decoupled secondary liquid recycle or gas recycle rhodium-catalyzed hydroformylation process conjointly with said primary process, wherein said gaseous effluent together with make-up carbon monoxide and hydrogen is employed as the reactant feed to the secondary process.
Claim 2
Dependent Claim
113 words
In a primary liquid recycle or gas recycle rhodium-catalyzed hydroformylation process for producing aldehydes, wherein an olefin, carbon monoxide and hydrogen are reacted in the presence of a solubilized rhodium-phosphorus complex catalyst, free phosphorus ligand and higher boiling aldehyde condensation by-products to produce an aldehyde product, wherein a gaseous effluent comprising unreacted olefin and any of said aldehyde product, hydrogen, carbn monoxide and an alkane by-product is vented from the process, the improvement which comprises: conducting a decoupled secondary liquid recycle or gas recycle rhodium-catalyzed hydroformylation process conjointly with said primary process, wherein said gaseous effluent together with make-up carbon monoxide and hydrogen is employed as the reactant feed to the secondary process.
Claim 3
Dependent Claim
54 words
The process of claim 1 wherein the primary rhodium-catalyzed hydroformylation process comprises a liquid recycle process and the improvement comprises employing as the reactant feed to the decoupled secondary process a gaseous effluent containing unreacted olefin vented solely from the headspace of the primary reactor together with make-up quantities of carbon monoxide and hydrogen.
Claim 4
Dependent Claim
17 words
The process of claim 2 wherein the decoupled secondary rhodium-catalyzed hydroformylation process comprises a gas recycle process.
Claim 5
Dependent Claim
22 words
The process of claim 3 wherein the free phosphorus ligand and phosphorus ligand of the rhodium-phosphorus complex catalyst is a triorganophosphine compound.
Claim 6
Dependent Claim
11 words
The process of claim 4 wherein the triorganophosphine compound is triphenylphosphine.
Claim 7
Dependent Claim
16 words
The process of claim 3 wherein make-up olefin is not added to the decoupled secondary process.
Claim 8
Dependent Claim
56 words
The process of claim 1 wherein the primary rhodium-catalyzed hydroformylation process comprises a gas recycle process and the improvement comprises employing as the reactant feed to the decoupled secondary process, a gaseous effluent containing unreacted olefin vented solely from the gaseous recycle stream from the primary process together with make-up quantities of carbon monoxide and hydrogen.
Claim 9
Dependent Claim
17 words
The process of claim 7 wherein the decoupled secondary rhodium-catalyzed hydroformylation process comprises a liquid recycle process.
Claim 10
Dependent Claim
22 words
The process of claim 8 wherein the free phosphorus ligand and phosphorus ligand of the rhodium-phosphorus complex catalyst is a triorganophosphine compound.
Claim 11
Dependent Claim
11 words
The process of claim 9 wherein the triorganophosphine compound is triphenylphosphine.
Claim 12
Dependent Claim
16 words
The process of claim 8 wherein make-up olefin is not added to the decoupled secondary process.
Claim 13
Dependent Claim
26 words
The process of claim 1 in which the ratio of secondary decoupled reactor catalyst volume to primary reactor catalyst volume is from about 0.05:1 to 1:1.
Claim 14
Dependent Claim
26 words
The process of claim 1 in which the ratio of secondary decoupled reactor catalyst volume to primary reactor catalyst volume is from about 0.1:1 to 1:1.
Claim 15
Dependent Claim
14 words
The process of claim 1 in which the phosphorus ligand is a triorganophosphine compound.
Claim 16
Dependent Claim
12 words
The process of claim 1 in which the phosphorus ligand is triphenylphosphine.
Claim 17
Dependent Claim
29 words
The process of claim 1 in which the hydroformylation reaction in the primary and secondary process is conducted at a reaction temperature from about 50° C. to 145° C.
Claim 18
Dependent Claim
20 words
The process of claim 16 in which the hydroformylation reaction temperature is from about 75° C. to 115° C. l
Claim 19
Dependent Claim
28 words
The process of claim 1 in which the rhodium concentration in the primary and secondary process is from about 10 to 700 ppm, calculated as free rhodium metal.
Claim 20
Dependent Claim
23 words
The process of claim 18 in which the rhodium concentration is from about 25 to 500 ppm rhodium, calculated as free rhodium metal.
Claim 21
Dependent Claim
22 words
The process of claim 1 in which from about 1 to 300 mols of free ligand are present per mole of rhodium.
Claim 22
Dependent Claim
46 words
The process of claim 1 in which the total pressure of olefin, carbon monoxide and hydrogen in each of the primary and decoupled secondary processes is less than about 450 psia and the molar ratio of hydrogen to carbon monoxide is from about 1:10 to 100:1.
Claim 23
Dependent Claim
37 words
The process of claim 21 in which the total pressure of olefin, carbon monoxide and hydrogen is less than about 350 psia and the molar ratio of hydrogen to carbon monoxide is from about 1:1 to 50:1.
Claim 24
Dependent Claim
38 words
The process of claim 1 in which the ratio of said aldehyde product to said high boiling aldehyde condensation by-products in the hydroformylation reaction zone of each reactor is from about 1:4 to 20:1 in the hydroformylation process.
Claim 25
Dependent Claim
16 words
The process of claim 1 in which the olefin has from 2 to 5 carbon atoms.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-06-02 | 1989-12-02 | 1990-06-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-02 | 1993-12-02 | 1994-06-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-06-02 | 1997-12-02 | 1998-06-03 | $7700.00 | Window Closed / Lapsed |