US5773642A
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Process for the preparation of carboxylic acids or the corresponding esters in the presence of a soluble catalyst based on iridium and iodides
Assignee: Acetex Chimie SAS
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Filing: 1995-05-15
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Granted: 1998-06-30
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Expires: 2015-05-15
Abstract
Abstract Preparation of carboxylic acids or corresponding esters by reacting an alcohol with carbon monoxide in the presence of an iridium catalyst and a halogen promoter. The reaction involves a reaction mixture composed of more than 0% to 10% water, more than 0% to 10% halogen promoter, 2% to 40% of an ester corresponding to the reaction of alcohol with the acid, soluble iodides in an amount such that the atomic ratio of iodides to iridium varies between more than 0 and 10, the carboxylic acid being used as the reaction solvent.
Inventors
- 👤 Philippe Denis
- 👤 Dominique Nobel
- 👤 Robert Perron
- 👤 Philippe Perrona
- 👤 Joel Schwartz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 09:42
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/36; C07C51/00; C07C51/10; C07C51/12
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
116 words
A process for the preparation of carboxylic acids or their corresponding esters, said process comprising the step of: contacting at least one alcohol with carbon monoxide, in the liquid phase, in a reaction mixture comprising water, an ester, a carboxylic acid, iodides, and a catalyst system comprising an iridium compound and a halogenated promoter at conditions effective to produce carboxylic acids or their corresponding esters, said reaction mixture comprising: (a) a water content of greater than 0 up to 10%; (b) a halogenated promoter concentration of greater than 0 up to 10%; (c) an ester concentration of 2% to 40%; and (d) an atomic ratio of iodides to iridium of greater than 0 up to 10.
Claim 2
Dependent Claim
116 words
A process for the preparation of carboxylic acids or their corresponding esters, said process comprising the step of: contacting at least one alcohol with carbon monoxide, in the liquid phase, in a reaction mixture comprising water, an ester, a carboxylic acid, iodides, and a catalyst system comprising an iridium compound and a halogenated promoter at conditions effective to produce carboxylic acids or their corresponding esters, said reaction mixture comprising: (a) a water content of greater than 0 up to 10%; (b) a halogenated promoter concentration of greater than 0 up to 10%; (c) an ester concentration of 2% to 40%; and (d) an atomic ratio of iodides to iridium of greater than 0 up to 10.
Claim 3
Dependent Claim
21 words
The process according to claim 1, wherein the atomic ratio of iodides to iridium ranges from greater than 0 to 3.
Claim 4
Dependent Claim
21 words
The process according to claim 2, wherein the atomic ratio of iodides to iridium ranges from greater than 0 to 1.5.
Claim 5
Dependent Claim
20 words
The process according to claim 1, wherein said iodides are selected from alkali metal iodides, organophosphorus iodides, and organonitrogen iodides.
Claim 6
Dependent Claim
15 words
The process according to claim 1, wherein the water content ranges from 0.5 to 8%.
Claim 7
Dependent Claim
16 words
The process according to claim 1, wherein the halogenated promoter concentration ranges from 0.5 to 8%.
Claim 8
Dependent Claim
15 words
The process according to claim 1, wherein the ester concentration ranges from 5 to 30%.
Claim 9
Dependent Claim
21 words
The process according to claim 1, wherein said at least one alcohol is a saturated C 1 -C 10 hydrocarbon alcohol.
Claim 10
Dependent Claim
41 words
The process according to claim 1, wherein said halogenated promoter comprises chlorine, bromine, or iodine in combination with hydrogen, a C 1 -C 10 alkyl radical, a C 1 -C 10 acyl radical, or a C 1 -C 10 aryl radical.
Claim 11
Dependent Claim
19 words
The process according to claim 8, wherein said halogenated promoter comprises a radical corresponding to that of said alcohol.
Claim 12
Dependent Claim
32 words
The process according to claim 1, wherein acetic acid is prepared by reacting methanol with carbon monoxide in the presence of water, methyl iodide, methyl acetate, alkali metal iodides, and acetic acid.
Claim 13
Dependent Claim
175 words
A process for the preparation of carboxylic acids or their corresponding esters, said process comprising the step of: contacting at least one alcohol with carbon monoxide, in the liquid phase, in a reaction mixture comprising water, an ester, a carboxylic acid, iodides, and a catalyst system comprising an iridium compound and a halogenated promoter at conditions effective to produce carboxylic acids or their corresponding esters, said reaction mixture comprising: (a) a water content of greater than 0 up to 10%; (b) a halogenated promoter concentration of greater than 0 up to 10%; (c) an ester concentration of 2% to 40%; and (d) an atomic ratio of iodides to iridium of greater than 0 up to 10, wherein the atomic ratio of iodides to iridium is maintained by the following steps: treating a mixture comprising at least the iridium compound with an ion exchange resin; and adding soluble iodides in a quantity such that the atomic ratio of iodides to iridium in the reaction mixture is in the range of greater than 0 up to 10.
Claim 14
Dependent Claim
175 words
A process for the preparation of carboxylic acids or their corresponding esters, said process comprising the step of: contacting at least one alcohol with carbon monoxide, in the liquid phase, in a reaction mixture comprising water, an ester, a carboxylic acid, iodides, and a catalyst system comprising an iridium compound and a halogenated promoter at conditions effective to produce carboxylic acids or their corresponding esters, said reaction mixture comprising: (a) a water content of greater than 0 up to 10%; (b) a halogenated promoter concentration of greater than 0 up to 10%; (c) an ester concentration of 2% to 40%; and (d) an atomic ratio of iodides to iridium of greater than 0 up to 10, wherein the atomic ratio of iodides to iridium is maintained by the following steps: treating a mixture comprising at least the iridium compound with an ion exchange resin; and adding soluble iodides in a quantity such that the atomic ratio of iodides to iridium in the reaction mixture is in the range of greater than 0 up to 10.
Claim 15
Dependent Claim
14 words
The process according to claim 11, wherein said treated mixture is a catalytic solution.
Claim 16
Dependent Claim
20 words
The process according to claim 11, wherein said treated mixture is the reaction mixture before introduction of the soluble iodides.
Claim 17
Dependent Claim
14 words
The process according to claim 11, wherein said treated mixture is the reaction mixture.
Claim 18
Dependent Claim
28 words
The process according to claim 11, wherein the ion exchange resin is a strong acid type or a weak acid type cationic exchange resin in its hydrogen form.
Claim 19
Dependent Claim
21 words
The process according to claim 11, wherein the ion exchange resin is a styrene-divinylbenzene copolymer resin containing grafted sulfonated functional groups.
Claim 20
Dependent Claim
21 words
The process according to claim 11, wherein said at least one alcohol is a saturated C 1 -C 10 hydrocarbon alcohol.
Claim 21
Dependent Claim
41 words
The process according to claim 11, wherein said halogenated promoter comprises chlorine, bromine, or iodine in combination with hydrogen, a C 1 -C 10 alkyl radical, a C 1 -C 10 acyl radical, or a C 1 -C 10 aryl radical.
Claim 22
Dependent Claim
19 words
The process according to claim 19, wherein said halogenated promoter comprises a radical corresponding to that of said alcohol.
Claim 23
Dependent Claim
32 words
The process according to claim 11, wherein acetic acid is prepared by reacting methanol with carbon monoxide in the presence of water, methyl iodide, methyl acetate, alkali metal iodides, and acetic acid.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 2001-06-29 | 2001-12-29 | 2002-06-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-06-29 | 2005-12-29 | 2006-06-30 | $3760.00 | Window Closed / Lapsed |
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