US5883289A
Expired / Lapsed
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Preparation of carboxylic acids or related esters by carbonylation in the presence of iridium
Assignee: Acetex Chimie SAS
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Filing: 1995-10-04
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Granted: 1999-03-16
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Expires: 2015-10-04
Abstract
Abstract A method for preparing carboxylic acids including (n+1) carbon atoms, or the related esters, by liquid phase carbonylation of an alcohol including (n) carbon atoms, in the presence of a uniform catalytic system based on at least one iridium compound and at least one halogenated promoter. In particular, the method is characterised in that the content of ester related to said carboxylic acid and alcohol is kept between 15 and 35% in the medium during the reaction, while the halogenated promoter content is kept between 10 and 20%, and the partial carbon monoxide pressure is 40-200 bar. Said method enables both the rate of carbonylation and the acetic acid selectivity to be increased.
Inventors
- 👤 Philippe Denis
- 👤 Dominique Nobel
- 👤 Robert Perron
- 👤 Joel Andre Schwartz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 10:21
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/12; C07C67/00; C07C67/36
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
127 words
Method for preparing a carboxylic acid having (n+1) carbon atoms, or a corresponding ester, by liquid phase carbonylation of an alcohol having (n) carbon atoms, comprising reacting carbon monoxide with said at least one alcohol having (n) carbon atoms, in a liquid phase reaction medium and in the presence of a catalytic system based on at least one iridium compound and at least one halogenated promoter, further comprising maintaining in said reaction medium during said reacting an ester corresponding to said carboxylic acid and alcohol at a content between 15 and 35% by weight, the halogenated promoter at a content of between 10 and 20% by weight, and carbon monoxide at a partial pressure between 40 and 200 bar, to thereby increase carbonylation rate and improve selectivity.
Claim 2
Dependent Claim
127 words
Method for preparing a carboxylic acid having (n+1) carbon atoms, or a corresponding ester, by liquid phase carbonylation of an alcohol having (n) carbon atoms, comprising reacting carbon monoxide with said at least one alcohol having (n) carbon atoms, in a liquid phase reaction medium and in the presence of a catalytic system based on at least one iridium compound and at least one halogenated promoter, further comprising maintaining in said reaction medium during said reacting an ester corresponding to said carboxylic acid and alcohol at a content between 15 and 35% by weight, the halogenated promoter at a content of between 10 and 20% by weight, and carbon monoxide at a partial pressure between 40 and 200 bar, to thereby increase carbonylation rate and improve selectivity.
Claim 3
Dependent Claim
18 words
Method according to claim 1, wherein the partial carbon monoxide pressure is maintained between 40 and 70 bar.
Claim 4
Dependent Claim
20 words
Method according to claim 1, wherein the partial carbon monoxide pressure is maintained between 70 bar (excluded) and 200 bar.
Claim 5
Dependent Claim
23 words
Method according to claim 1, wherein the halogenated promoter content is greater than 10% by weight and no more than 20% by weight.
Claim 6
Dependent Claim
17 words
Method according to claim 1, wherein the ester content is maintained between 15 and 25% by weight.
Claim 7
Dependent Claim
17 words
Method according to claim 1, wherein the ester content is maintained between 18 and 23% by weight.
Claim 8
Dependent Claim
23 words
Method according to claim 1, wherein water is present in the reaction medium at a content of no more than 15% by weight.
Claim 9
Dependent Claim
34 words
Method according to claim 1, wherein the reacting is carried out in the presence of at least one ionic compound which is soluble in the reaction mixture and of which includes an iodine ion.
Claim 10
Dependent Claim
27 words
Method according to claim 8, wherein the iodine is maintained such that iodine and iridium are present in an iodine/iridium atomic ratio at most equal to 10.
Claim 11
Dependent Claim
43 words
Method according to claim 1, wherein the carboxylic acid is acetic acid prepared by reaction of methanol with carbon monoxide in the presence of methyl iodide, methyl acetate, optionally at least one soluble ionic compound, water and acetic acid as a reaction solvent.
Claim 12
Dependent Claim
17 words
Method according to claim 2, wherein the partial carbon monoxide pressure is between 50 and 70 bar.
Claim 13
Dependent Claim
21 words
Method according to claim 4, wherein the halogenated promoter is maintained at a content of no more than 15% by weight.
Claim 14
Dependent Claim
16 words
Method according to claim 7, wherein the water content is no more than 10% by weight.
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) | 2002-03-15 | 2002-09-14 | 2003-03-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2006-03-15 | 2006-09-14 | 2007-03-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2010-03-15 | 2010-09-14 | 2011-03-16 | $7700.00 | Window Closed / Lapsed |