US5214203A
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Process for producing carboxylic acids
Assignee: Daicel Corp
•
Filing: 1992-04-27
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Granted: 1993-05-25
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Expires: 2012-04-27
Abstract
Abstract Carboxylic acids are produced in the liquid phase carbonylation reaction from an alcohol or its derivative and carbon monoxide in the presence of a catalyst system containing a rhodium component and an alkyl halide and water, adding an iodide salt to the rhodium/alkyl halide catalyst system so as to maintain the iodine ion concentration in the carbonylation reaction solution at 0.3 mol/λ or higher.
Inventors
- 👤 Hiroshi Koyama
- 👤 Hidetaka Kojima
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 18:09
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/10; C07C51/12
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
170 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously provide from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 1 mol to about 5 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 2
Dependent Claim
170 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously provide from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 1 mol to about 5 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 3
Dependent Claim
171 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 0.7 mol to about 5.9 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 4
Dependent Claim
171 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 0.7 mol to about 5.9 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 5
Dependent Claim
26 words
A process as claimed in claim 1, in which said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) lithium iodide.
Claim 6
Dependent Claim
37 words
A process as claimed in claim 1, in which said carboxylic acid is acetic acid, said alcohol is methanol and said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) lithium iodide.
Claim 7
Dependent Claim
26 words
A process as claimed in claim 1, in which said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) sodium iodide.
Claim 8
Dependent Claim
26 words
A process as claimed in claim 2, in which said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) lithium iodide.
Claim 9
Dependent Claim
37 words
A process as claimed in claim 2, in which said carboxylic acid is acetic acid, said alcohol is methanol and said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) lithium iodide.
Claim 10
Dependent Claim
26 words
A process as claimed in claim 1, in which said catalyst system consists essentially of (1) rhodium carbonylation catalyst, (2) methyl iodide and (3) lithium iodide.
Claim 11
Dependent Claim
172 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an alkali metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 1 mol to about 5.9 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 12
Dependent Claim
172 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an alkali metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 1 mol to about 5.9 mols of water and from about 10 -2 mol to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 13
Dependent Claim
13 words
A process as claimed in claim 9, in which said alcohol is methanol.
Claim 14
Dependent Claim
15 words
A process as claimed in claim 9, in which said iodide salt is sodium iodide.
Claim 15
Dependent Claim
15 words
A process as claimed in claim 9, in which said iodide salt is potassium iodide.
Claim 16
Dependent Claim
14 words
A process as claimed in claim 9, in which said iodide is lithium iodide.
Claim 17
Dependent Claim
171 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an alkali metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 3 mol to about 5 mols of water and from about 10 -2 to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 18
Dependent Claim
171 words
A process for producing a carboxylic acid, which comprises: charging into a reactor an alcohol or reactive derivative thereof and a catalyst system consisting essentially of (1) a rhodium carbonylation catalyst, (2) an alkyl iodide or alkyl bromide and (3) an alkali metal iodide salt selected from the group consisting of sodium iodide, potassium iodide and lithium iodide, effecting liquid phase carbonylation of said alcohol or reactive derivative thereof by contacting same with carbon monoxide, the amount of said salt being sufficient to continuously maintain from 0.5 mol of iodide ion per liter of the carbonylation reaction solution up to the saturation concentration of said salt in the carbonylation reaction solution during the carbonylation reaction, said iodide salt being effective to reduce the formation of by-products and to increase the carbonylation reaction rate, said carbonylation reaction solution containing from about 3 mol to about 5 mols of water and from about 10 -2 to about 10 mols of said alkyl iodide or alkyl bromide, per liter of the carbonylation reaction solution.
Claim 19
Dependent Claim
13 words
A process as claimed in claim 14, in which said alcohol is methanol.
Claim 20
Dependent Claim
15 words
A process as claimed in claim 14, in which said iodide salt is sodium iodide.
Claim 21
Dependent Claim
15 words
A process as claimed in claim 14, in which said iodide salt is potassium iodide.
Claim 22
Dependent Claim
15 words
A process as claimed in claim 14, in which said iodide salt is lithium iodide.
Claim 23
Dependent Claim
13 words
A process as claimed in claim 1, in which said alcohol is methanol.
Claim 24
Dependent Claim
15 words
A process as claimed in claim 1, in which said iodide salt is sodium iodide.
Claim 25
Dependent Claim
15 words
A process as claimed in claim 1, in which said iodide salt is potassium iodide.
Claim 26
Dependent Claim
15 words
A process as claimed in claim 1, in which said iodide salt is lithium iodide.
Claim 27
Dependent Claim
13 words
A process as claimed in claim 2, in which said alcohol is methanol.
Claim 28
Dependent Claim
15 words
A process as claimed in claim 2, in which said iodide salt is sodium iodide.
Claim 29
Dependent Claim
15 words
A process as claimed in claim 2, in which said iodide salt is potassium iodide.
Claim 30
Dependent Claim
15 words
A process as claimed in claim 2, in which said iodide salt is lithium iodide.
References Cited (Backward Citations)
US3769329A
Cited
EP0055618A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1996-05-24 | 1996-11-23 | 1997-05-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2000-05-24 | 2000-11-23 | 2001-05-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2004-05-24 | 2004-11-23 | 2005-05-25 | $7700.00 | Window Closed / Lapsed |