Patent US3931332A successfully refreshed from Google Patents.
US3931332A
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Stabilized hydroformylation reaction systems
Assignee: Chevron USA Inc
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Filing: 1973-06-04
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Granted: 1976-01-06
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Expires: 1993-06-04
Abstract
Abstract In hydroformylation reactions at temperatures in the range 100°-225°C. the destructive dissociation of cobalt carbonyl complex compounds to cobalt metal and residue is inhibited by the presence of minor amounts of 2,2'-bipyridine, alkyl-substituted 2,2'-bipyridines, N-alkyl-substituted alkylene diamines and mixtures of these compounds.
Inventors
- 👤 John B. Wilkes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 09:32
CPC Classifications
C; C07; C07C; C07C45/00; C07C45/49; C07C45/50
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
216 words
In the cobalt carbonyl complex compound catalyzed reaction of a hydroformylatable monoolefinic hydrocarbon with carbon monoxide and hydrogen in a hydroformylation reactor, wherein during the course of said reaction cobalt metal resulting from destructive dissociation of said cobalt compound plates-out on the interior surfaces of said reactor, the improvement which consists essentially of carrying out the reaction at a temperature in the range from 100° to 225°C., with the reactants in contact with a cobalt carbonyl complex compound stabilizer consisting of a diamine of the formula ##EQU4## wherein said θ are the same or different and are selected from the group consisting of hydrogen and alkyl groups having a carbon atom content less than 25; wherein at least one of the θ is an alkyl group having a carbon atom content in the range from about 10 to 25; wherein Y is an alkyl group having a carbon atom content less than 25; and wherein a is 0, 1, or 2 and b is 0 or 1 with the sum of a + b being 1 or 2; and wherein for each mol of cobalt in the catalyst an amount of the stabilizer in the range from 0.001 to 0.45 mol is present in the reactor and wherein the cobalt catalyst is free of phosphine compounds.
Claim 2
Dependent Claim
216 words
In the cobalt carbonyl complex compound catalyzed reaction of a hydroformylatable monoolefinic hydrocarbon with carbon monoxide and hydrogen in a hydroformylation reactor, wherein during the course of said reaction cobalt metal resulting from destructive dissociation of said cobalt compound plates-out on the interior surfaces of said reactor, the improvement which consists essentially of carrying out the reaction at a temperature in the range from 100° to 225°C., with the reactants in contact with a cobalt carbonyl complex compound stabilizer consisting of a diamine of the formula ##EQU4## wherein said θ are the same or different and are selected from the group consisting of hydrogen and alkyl groups having a carbon atom content less than 25; wherein at least one of the θ is an alkyl group having a carbon atom content in the range from about 10 to 25; wherein Y is an alkyl group having a carbon atom content less than 25; and wherein a is 0, 1, or 2 and b is 0 or 1 with the sum of a + b being 1 or 2; and wherein for each mol of cobalt in the catalyst an amount of the stabilizer in the range from 0.001 to 0.45 mol is present in the reactor and wherein the cobalt catalyst is free of phosphine compounds.
Claim 3
Dependent Claim
25 words
The hydroformylation as in claim 1 further characterized in that the amount of the stabilizer is in the range from about 0.1 to 0.25 mol.
Claim 4
Dependent Claim
45 words
The hydroformylation as in claim 1 further characterized in that the reaction is effected using two temperature stages, the first of which is in the range from about 140° to 170°C., and the second of which is in the range from about 180° to 210°C.
Claim 5
Dependent Claim
42 words
The hydroformylation as in claim 1 further characterized in that the stabilizer is of the formula ##EQU5## wherein θ is an alkyl group having a carbon atom content in the range from about 10 to 25 and c is 2 or 3.
Claim 6
Dependent Claim
30 words
The hydroformylation as in claim 1 further characterized in that the hydrocarbon is a linear mono-olefinic hydrocarbon having a carbon atom content in the range from about 3 to 20.
Claim 7
Dependent Claim
116 words
In the cobalt carbonyl complex compound catalyzed reaction of a hydroformylatable 1-alkene hydrocarbon with carbon monoxide and hydrogen in a hydroformylation reactor, wherein during the course of said reaction cobalt metal resulting from destructive dissociation of said cobalt compound plates-out on the interior surfaces of said reactor, the improvement which consists essentially of carrying out the reaction at a temperature of about 190°C. with the reactants in contact with a cobalt carbonyl complex compound stabilizer consisting of N-octadecyl-propane-1,3-diamine, wherein for each mol of cobalt in the catalyst an amount of the stabilizer in the range from about 0.1 to 0.25 mol is present in the reactor and wherein the cobalt catalyst is free of phosphine compounds.
Claim 8
Dependent Claim
116 words
In the cobalt carbonyl complex compound catalyzed reaction of a hydroformylatable 1-alkene hydrocarbon with carbon monoxide and hydrogen in a hydroformylation reactor, wherein during the course of said reaction cobalt metal resulting from destructive dissociation of said cobalt compound plates-out on the interior surfaces of said reactor, the improvement which consists essentially of carrying out the reaction at a temperature of about 190°C. with the reactants in contact with a cobalt carbonyl complex compound stabilizer consisting of N-octadecyl-propane-1,3-diamine, wherein for each mol of cobalt in the catalyst an amount of the stabilizer in the range from about 0.1 to 0.25 mol is present in the reactor and wherein the cobalt catalyst is free of phosphine compounds.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-05 | 1979-07-07 | 1980-01-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-05 | 1983-07-07 | 1984-01-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-05 | 1987-07-07 | 1988-01-06 | $7700.00 | Window Closed / Lapsed |