US4060547A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Production of dicarboxylic acids
Assignee: Monsanto Co
•
Filing: 1973-01-22
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Granted: 1977-11-29
•
Expires: 1993-01-22
Abstract
Abstract The present invention relates to a process for the preparation of dicarboxylic acids, specifically by the reaction of non-vicinal glycols; halogen containing derivatives in which the OH radical of the glycol is substituted by Cl, Br, or I; ester derivatives of glycols; and cyclic ether derivatives of glycols; with carbon monoxide in the presence of catalyst compositions essentially comprising rhodium or iridium compounds and complexes, together with a halide promoter.
Inventors
- 👤 Frank E. Paulik
- 👤 Arnold Hershman
- 👤 Walter R. Knox
- 👤 James F. Roth
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 19:28
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/12
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
133 words
A process for the carbonylation of reactants selected from the group consisting of tetrahydrofuran and non-vicinal acyclic glycols wherein the hydroxyl groups are on different carbon atoms and there are from 3 to 20 carbon atoms in the glycol, said process comprising contacting 1. at least one of said reactants, 2. carbon monoxide, and 3. a catalyst system consisting essentially of a. a metal compound selected from the group consisting of rhodium compounds, and iridium compounds and b. a halogen component which is bromine, iodine, a bromide compound or an iodide compound, wherein during said contacting, said metal compound and said halogen component are present in an amount sufficient to catalyze the carbonylation of said reactants, said contacting being carried out at a temperature in the range of 125° C to 250° C.
Claim 2
Dependent Claim
133 words
A process for the carbonylation of reactants selected from the group consisting of tetrahydrofuran and non-vicinal acyclic glycols wherein the hydroxyl groups are on different carbon atoms and there are from 3 to 20 carbon atoms in the glycol, said process comprising contacting 1. at least one of said reactants, 2. carbon monoxide, and 3. a catalyst system consisting essentially of a. a metal compound selected from the group consisting of rhodium compounds, and iridium compounds and b. a halogen component which is bromine, iodine, a bromide compound or an iodide compound, wherein during said contacting, said metal compound and said halogen component are present in an amount sufficient to catalyze the carbonylation of said reactants, said contacting being carried out at a temperature in the range of 125° C to 250° C.
Claim 3
Dependent Claim
18 words
The process of claim 1 wherein said metal compound of 3(a) is dispersed upon an inert solid support.
Claim 4
Dependent Claim
14 words
The process of claim 2 wherein at least one of said reactants is 1,4-butanediol.
Claim 5
Dependent Claim
15 words
The process of claim 2 wherein said carbonylation is carried out in the vapor phase.
Claim 6
Dependent Claim
15 words
The process of claim 4 wherein said metal compound of 3(a) is an iridium compound.
Claim 7
Dependent Claim
15 words
The process of claim 4 wherein said metal compound of 3(a) is a rhodium compound.
Claim 8
Dependent Claim
15 words
The process of claim 1 wherein said contacting is also in the presence of water.
Claim 9
Dependent Claim
28 words
The process of claim 7 wherein at least a portion of said halogen component of 3(b) is provided by hydrogen iodide, hydrogen bromide, methyl iodide or methyl bromide.
Claim 10
Dependent Claim
49 words
The process of claim 7 wherein said metal compound of 3(a) is provided by a material selected from the group consisting of iridium salts, rhodium salts, iridium oxides, rhodium oxides, iridium carbonyls consisting only of iridium and carbonyl moieties and rhodium carbonyls consisting only of rhodium and carbonyl moieties.
Claim 11
Dependent Claim
14 words
The process of claim 7 wherein at least one of said reactants is 1,4-butanediol.
Claim 12
Dependent Claim
52 words
The process of claim 7 wherein said halogen component of 3(b) is provided by iodine or an iodide compound and said iodine or iodide compound is present in an amount such as to produce an iodine to iridium or an iodine to rhodium atomic ratio in the range of 1:1 to 2500:1.
Claim 13
Dependent Claim
18 words
The process of claim 11 wherein said metal compound of 3(a) is dispersed upon an inert solid support.
Claim 14
Dependent Claim
18 words
The process of claim 12 wherein said carbonylation is carried out with said reactants in the vapor phase.
Claim 15
Dependent Claim
24 words
The process of claim 7 wherein said metal compound of 3(a) and said halogen component of 3(b) are present in a liquid reaction medium.
Claim 16
Dependent Claim
15 words
The process of claim 14 wherein said metal compound of 3(a) is an iridium compound.
Claim 17
Dependent Claim
28 words
The process of claim 15 wherein the halogen component of 3(b) is present in an amount of from 1:1 to 2500:1 atoms of halogen per atom of iridium.
Claim 18
Dependent Claim
17 words
The process of claim 16 wherein said halogen component of 3(b) is iodine or an iodide compound.
Claim 19
Dependent Claim
15 words
The process of claim 14 wherein said metal compound of 3(a) is a rhodium compound.
Claim 20
Dependent Claim
27 words
The process of claim 18 wherein the halogen component 3(b) is present in an amount of from 1:1 to 2500:1 atoms of halogen per atom of rhodium.
Claim 21
Dependent Claim
17 words
The process of claim 19 wherein said halogen component of 3(b) is iodine or an iodide compound.
Claim 22
Dependent Claim
14 words
The process of claim 20 wherein at least one of said reactants is 1,4-butanediol.
References Cited (Backward Citations)
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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) | 1980-11-28 | 1981-05-30 | 1981-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-28 | 1985-05-30 | 1985-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-28 | 1989-05-30 | 1989-11-29 | $7700.00 | Window Closed / Lapsed |