US3717670A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Production of carboxylic acids and esters
Assignee: Monsanto Co
•
Filing: 1968-08-02
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Granted: 1973-02-20
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Expires: 1988-08-02
Abstract
Abstract The present invention relates to a process for the preparation of carboxylic acids and esters, specifically by the reaction of alcohols and carbon monoxide in the presence of a supported catalyst comprising a rhodium component in combination with a metal compound selected from the IB, IIIB, IVB, VB, VIB, VIII, lanthanide and actinide groups of the Periodic Table dispersed on a carrier, the said reaction being conducted in the presence of a halide promoter. The process is also directed to the production of mixtures of organic acids together with organic esters.
Inventors
- 👤 R Schultz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 12:58
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/12; B; B01; B01J; B01J23/00; B01J23/38; B01J23/48; B01J23/54; B01J23/56; B01J23/70; B01J23/89; C07C67/00; C07C67/36
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
249 words
A process for the carbonylation of reactants selected from the group consisting of acyclic saturated hydrocarbon alcohols having one to 20 carbon atoms, mono-cyclic aromatic hydrocarbon alcohols having six to 10 carbon atoms, methyl acetate, ethyl propionate, methyl iodide and dimethyl ether, said process comprising contacting (1) at least one of said reactants, (2) carbon monoxide, (3) a supported rhodium component, (4) a supported metal component, and (5) a halogen component wherein during said contacting said rhodium component, said metal component and said halogen component are present in an amount sufficient to catalyze the carbonylation of said reactants, said contacting being carried out with the reactants and products in the vapor phase and at a temperature in the range of 50* to 500*C and when said reactants consist of methyl acetate, ethyl propionate, methyl iodide or dimethyl ether said contacting is also in the presence of water, said rhodium component of (3) is provided by a material selected from the group consisting of rhodium metal, simple rhodium salts, rhodium oxides, and coordination compounds of rhodium having at least one halogen ligand and at least one other ligand selected from carbon monoxide and trihalostannate ligands, said metal component of (4) is provided by a material selected from free metals, metal salts, and metal oxides of metals from I-B, III-B, IV-B, V-B, VI-B, VIII, the lanthanide and actinide groups of the Periodic Table and said halogen component of (5) is provided by bromine, iodine, a bromide compound or an iodide compound.
Claim 2
Dependent Claim
249 words
A process for the carbonylation of reactants selected from the group consisting of acyclic saturated hydrocarbon alcohols having one to 20 carbon atoms, mono-cyclic aromatic hydrocarbon alcohols having six to 10 carbon atoms, methyl acetate, ethyl propionate, methyl iodide and dimethyl ether, said process comprising contacting (1) at least one of said reactants, (2) carbon monoxide, (3) a supported rhodium component, (4) a supported metal component, and (5) a halogen component wherein during said contacting said rhodium component, said metal component and said halogen component are present in an amount sufficient to catalyze the carbonylation of said reactants, said contacting being carried out with the reactants and products in the vapor phase and at a temperature in the range of 50* to 500*C and when said reactants consist of methyl acetate, ethyl propionate, methyl iodide or dimethyl ether said contacting is also in the presence of water, said rhodium component of (3) is provided by a material selected from the group consisting of rhodium metal, simple rhodium salts, rhodium oxides, and coordination compounds of rhodium having at least one halogen ligand and at least one other ligand selected from carbon monoxide and trihalostannate ligands, said metal component of (4) is provided by a material selected from free metals, metal salts, and metal oxides of metals from I-B, III-B, IV-B, V-B, VI-B, VIII, the lanthanide and actinide groups of the Periodic Table and said halogen component of (5) is provided by bromine, iodine, a bromide compound or an iodide compound.
Claim 3
Dependent Claim
21 words
A process as in claim 1 in which the said halogen component of (5) is provided by iodine or iodide compounds.
Claim 4
Dependent Claim
37 words
A process as in claim 2 in which at least a portion of said halogen component of (5) is provided by an alkyl iodide in which the said alkyl radical has from one to 20 carbon atoms.
Claim 5
Dependent Claim
62 words
A process as in claim 1 in which the carbon monoxide is supplied as a gas mixture containing from 1 vol. percent carbon monoxide to 99.9 vol. percent carbon monoxide, and with the remainder of said gas mixture being selected from the group consisting of nitrogen, noble gases, hydrogen, carbon dioxide, water and paraffinic hydrocarbons having from one to four carbon atoms.
Claim 6
Dependent Claim
21 words
A process as in claim 1 in which the partial pressure of carbon monoxide is from 0.1 psia to 15,000 psia.
Claim 7
Dependent Claim
24 words
A process as in claim 1 in which said rhodium component of (3) and said metal component of (4) are supported on activated carbon.
Claim 8
Dependent Claim
32 words
A process as in claim 6 in which at least one of said reactants is methanol, and at least a portion of said halogen component of (5) is present as methyl iodide.
Claim 9
Dependent Claim
53 words
The process of claim 1 wherein said rhodium component of (3) is provided by rhodium oxide and wherein said metal component of (4) is provided by an oxide of a metal from the I B, III B, IV B, V B, VI B, VIII, the lanthanide and actinide groups of the Periodic Table.
Claim 10
Dependent Claim
24 words
The process of claim 8 wherein at least a portion of said halogen component of (5) is present as iodine or an iodide compound.
Claim 11
Dependent Claim
25 words
The process of claim 9 wherein at least a portion of said iodide compound is an alkyl iodide having from one to 20 carbon atoms.
Claim 12
Dependent Claim
18 words
The process of claim 10 wherein at least a portion of said reactants of (1) is an alkanol.
Claim 13
Dependent Claim
17 words
The process of claim 10 wherein at least one of said reactants of (1) is benzyl alcohol.
Claim 14
Dependent Claim
24 words
The process of claim 10 wherein at least one of said reactants of (1) is selected from the group of methanol and methyl acetate.
Claim 15
Dependent Claim
12 words
The process of claim 13 wherein said alkyl iodide is methyl iodide.
Claim 16
Dependent Claim
37 words
The process of claim 1 wherein said metal component of (4) is selected from the free metals, salts and oxides of chromium, tungsten, titanium, zirconium, vanadium, molybdenum, lanthanum, thorium, uranium, nickel and iron dispersed upon a carrier.
Claim 17
Dependent Claim
19 words
A process as in claim 15 in which at least one of said reactants of (1) is benzyl alcohol.
Claim 18
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of chromium.
Claim 19
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of tungsten.
Claim 20
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of titanium.
Claim 21
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of zirconium.
Claim 22
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of vanadium.
Claim 23
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of molybdenum.
Claim 24
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of lanthanum.
Claim 25
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of thorium.
Claim 26
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of uranium.
Claim 27
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of nickel.
Claim 28
Dependent Claim
19 words
A process as in claim 15 in which the said metal component is a salt or oxide of iron.
Claim 29
Dependent Claim
16 words
The process of claim 15 wherein at least one of said reactants of (1) is methanol.
Claim 30
Dependent Claim
21 words
A process as in claim 28 in which the partial pressure of carbon monoxide is from 0.1 psia to 15,000 psia.
Claim 31
Dependent Claim
25 words
A process as in claim 28 in which at least a portion of said halogen component of (5) is provided by iodine or iodide compounds.
Claim 32
Dependent Claim
14 words
A process as in claim 30 in which said iodide compound is methyl iodide.
Claim 33
Dependent Claim
17 words
A process as in claim 31 in which said contacting is also in the presence of water.
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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) | 1976-02-20 | 1976-08-21 | 1977-02-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-02-20 | 1980-08-21 | 1981-02-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-02-20 | 1984-08-21 | 1985-02-20 | $7700.00 | Window Closed / Lapsed |