US4480138A
Expired / Lapsed
US
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Hydroformylation process
Assignee: Celanese International Corp
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Filing: 1982-10-12
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Granted: 1984-10-30
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Expires: 2002-10-12
Abstract
Abstract In hydroformylating an olefinic compound to produce an aldehyde derivative thereof employing as a catalyst a complex of a Group VIII metal and an organic ligand dissolved in an inert liquid reaction solvent, improvements in production efficiencies and product separation from reaction product in solution are achieved in using as the inert liquid reaction medium, a saturated alpha-olefin oligomer free of naphthenic and aromatic hydrocarbons having the appropriate viscosity, average molecular weights and flash point properties which are required in the hydroformylating reaction.
Inventors
- 👤 E. B. Hackman
- 👤 L. D. Zeagler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 19:21
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/49; C07C45/50
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
163 words
In a process for hydroformylating an olefin of 2 to 20 carbon atoms having an ethylenic double bond in the alpha position by reacting said olefin at about 80° C. to about 150° C. and superatmospheric pressure with carbon monoxide and hydrogen in admixture with a liquid medium comprising a high boiling inert reaction solvent containing an effective amount of a hydroformylation catalyst comprising a Group VIII metal in complex combination with a ligand to form a liquid reaction product mixture comprising said ligand, an aldehyde derivative of said olefin and said high boiling inert reaction solvent, the improvement comprising employing, as said high boiling inert reaction solvent, a saturated alpha-olefin oligomer, free of naphthenic and aromatic hydrocarbons, containing molecules having from 30 to 50 carbon atoms, a flash point from about 400° F. to about 500° F., an average molecular weight from about 450 to about 700 and having a kinematic viscosity at 100° C. from about 3.0 to about 8.0 centistokes.
Claim 2
Dependent Claim
163 words
In a process for hydroformylating an olefin of 2 to 20 carbon atoms having an ethylenic double bond in the alpha position by reacting said olefin at about 80° C. to about 150° C. and superatmospheric pressure with carbon monoxide and hydrogen in admixture with a liquid medium comprising a high boiling inert reaction solvent containing an effective amount of a hydroformylation catalyst comprising a Group VIII metal in complex combination with a ligand to form a liquid reaction product mixture comprising said ligand, an aldehyde derivative of said olefin and said high boiling inert reaction solvent, the improvement comprising employing, as said high boiling inert reaction solvent, a saturated alpha-olefin oligomer, free of naphthenic and aromatic hydrocarbons, containing molecules having from 30 to 50 carbon atoms, a flash point from about 400° F. to about 500° F., an average molecular weight from about 450 to about 700 and having a kinematic viscosity at 100° C. from about 3.0 to about 8.0 centistokes.
Claim 3
Dependent Claim
45 words
The process of claim 1 wherein the alpha-olefin oligomer has a flash point from about 425° F. to about 495° F., an average molecular weight from about 500 to about 570 and a kinematic viscosity at 100° C. from about 3.5 to about 6.5 centistokes.
Claim 4
Dependent Claim
25 words
The process of claim 2 wherein said olefin being hydroformylated is a monoalkene of 2 to 6 carbon atoms and the ligand is triphenylene phosphine.
Claim 5
Dependent Claim
16 words
The process of claim 1 wherein the alpha-olefin oligomer is produced by the polymerization of decene-1.
Claim 6
Dependent Claim
16 words
The process of claim 2 wherein the alpha-olefin oligomer is produced by the polymerization of decene-1.
Claim 7
Dependent Claim
118 words
In the process for hydroformylating propylene at about 100° to about 120° C. and superatmospheric pressure, which process comprises passing a gas with carbon monoxide, hydrogen and propylene through a liquid reaction medium contained in a hydroformylation reaction zone and containing a catalytically effective amount of a hydroformylation catalyst comprising a complex of rhodium with triphenylphosphine to form a reaction product comprising n-butyraldehyde the improvement comprising employing as the liquid reaction medium decene-1 oligomers containing molecules having from 30 to 50 carbon atoms, a flash point from about 425° F. to about 495° F., an average molecular weight from about 500 to about 570 and a kinematic viscosity at 100° C. from about 3.5 to about 6.5 centistokes.
Claim 8
Dependent Claim
118 words
In the process for hydroformylating propylene at about 100° to about 120° C. and superatmospheric pressure, which process comprises passing a gas with carbon monoxide, hydrogen and propylene through a liquid reaction medium contained in a hydroformylation reaction zone and containing a catalytically effective amount of a hydroformylation catalyst comprising a complex of rhodium with triphenylphosphine to form a reaction product comprising n-butyraldehyde the improvement comprising employing as the liquid reaction medium decene-1 oligomers containing molecules having from 30 to 50 carbon atoms, a flash point from about 425° F. to about 495° F., an average molecular weight from about 500 to about 570 and a kinematic viscosity at 100° C. from about 3.5 to about 6.5 centistokes.
Claim 9
Dependent Claim
120 words
In a process for hydroformylating ethylene at about 100° to about 120° C. and superatmospheric pressure, which process comprises passing a gas with carbon monoxide, hydrogen and ethylene through a liquid reaction medium contained in a hydroformylation reaction zone and containing a catalytically effective amount of a hydroformylation catalyst comprising a complex of rhodium with triphenylphosphine to form a reaction product comprising propionaldehyde, the improvement comprising employing as the liquid reaction medium a decene-1 oligomer composed of molecules having from 30 to 50 carbon atoms, a flash point from about 425° F. to about 495° F., an average molecular weight from about 500 to about 570 and a kinematic viscosity at 100° C. from about 3.5 to about 6.5 centistokes.
Claim 10
Dependent Claim
120 words
In a process for hydroformylating ethylene at about 100° to about 120° C. and superatmospheric pressure, which process comprises passing a gas with carbon monoxide, hydrogen and ethylene through a liquid reaction medium contained in a hydroformylation reaction zone and containing a catalytically effective amount of a hydroformylation catalyst comprising a complex of rhodium with triphenylphosphine to form a reaction product comprising propionaldehyde, the improvement comprising employing as the liquid reaction medium a decene-1 oligomer composed of molecules having from 30 to 50 carbon atoms, a flash point from about 425° F. to about 495° F., an average molecular weight from about 500 to about 570 and a kinematic viscosity at 100° C. from about 3.5 to about 6.5 centistokes.
References Cited (Backward Citations)
US3965192A
Cited
US3527809A
Cited
US4159999A
Cited
US4148830A
Cited
US4151209A
Cited
US4287369A
Cited
US4329511A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-10-30 | 1988-04-30 | 1988-10-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-10-30 | 1992-04-30 | 1992-10-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-10-30 | 1996-04-30 | 1996-10-30 | $7700.00 | Window Closed / Lapsed |