CA2053828A1 - Continuous process for the simultaneous preparation of acetic acid and acetic anhydride - Google Patents
Continuous process for the simultaneous preparation of acetic acid and acetic anhydrideInfo
- Publication number
- CA2053828A1 CA2053828A1 CA002053828A CA2053828A CA2053828A1 CA 2053828 A1 CA2053828 A1 CA 2053828A1 CA 002053828 A CA002053828 A CA 002053828A CA 2053828 A CA2053828 A CA 2053828A CA 2053828 A1 CA2053828 A1 CA 2053828A1
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- iodide
- nickel
- continuous process
- acetic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 title abstract 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title abstract 4
- 238000010924 continuous production Methods 0.000 title abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 239000003426 co-catalyst Substances 0.000 abstract 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 2
- 229910052759 nickel Inorganic materials 0.000 abstract 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 abstract 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 abstract 1
- 229940107816 ammonium iodide Drugs 0.000 abstract 1
- 229910002091 carbon monoxide Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 150000002504 iridium compounds Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000002816 nickel compounds Chemical class 0.000 abstract 1
- LSMAIBOZUPTNBR-UHFFFAOYSA-N phosphanium;iodide Chemical group [PH4+].[I-] LSMAIBOZUPTNBR-UHFFFAOYSA-N 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/08—Acetic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A continuous process is indicated for the simultaneous preparation of acetic acid and acetic anhydride from a starting mixture of methanol and methyl acetate and also, optionally, dimethyl ether, by reaction with carbon monoxide under anhydrous conditions at temperatures of 150 to 250°C and under elevated pressure in a reaction zone on a dissolved catalyst system containing a nickel compound, methyl iodide as promoter, at least one co-promoter, such as an alkali metal iodide, quaternary phosphonium iodide or quaternary ammonium iodide, and a co-catalyst, which process comprises using, as co-catalyst, a rhodium or iridium compound in a molar ratio of nickel: co-catalyst of la (0.005 to 0.1), adjusting the nickel concentration in the reaction zone to 0.01 to 0.1, preferably to 0.015 to 0.06 mol/l, and operating under an elevated pressure of 30 to 100 bar.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4034867.9 | 1990-11-02 | ||
| DE4034867A DE4034867A1 (en) | 1990-11-02 | 1990-11-02 | CONTINUOUS PROCESS FOR THE SIMULTANEOUS PRODUCTION OF ACETIC ACID AND ACETIC ACID ANHYDRIDE |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2053828A1 true CA2053828A1 (en) | 1992-05-03 |
| CA2053828C CA2053828C (en) | 2002-04-23 |
Family
ID=6417522
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002053828A Expired - Lifetime CA2053828C (en) | 1990-11-02 | 1991-10-21 | Continuous process for the simultaneous preparation of acetic acid and acetic anhydride |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0483536B1 (en) |
| JP (1) | JP3084107B2 (en) |
| KR (1) | KR920009766A (en) |
| CN (1) | CN1032133C (en) |
| AT (1) | ATE116960T1 (en) |
| AU (1) | AU641056B2 (en) |
| CA (1) | CA2053828C (en) |
| DE (2) | DE4034867A1 (en) |
| ZA (1) | ZA918701B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5852130A (en) * | 1995-06-16 | 1998-12-22 | Institut Francais Du Petrole | Catalytic composition based on transition metal complexes, and a process for the hydrogenation of unsaturated compounds |
| US9938217B2 (en) | 2016-07-01 | 2018-04-10 | Res Usa, Llc | Fluidized bed membrane reactor |
| US9981896B2 (en) | 2016-07-01 | 2018-05-29 | Res Usa, Llc | Conversion of methane to dimethyl ether |
| US10189763B2 (en) | 2016-07-01 | 2019-01-29 | Res Usa, Llc | Reduction of greenhouse gas emission |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4029917A1 (en) * | 1990-09-21 | 1992-03-26 | Hoechst Ag | METHOD FOR THE SIMULTANEOUS PRODUCTION OF ACETIC ACID AND ACETIC ACID ANHYDRIDE |
| GB9120902D0 (en) * | 1991-10-02 | 1991-11-13 | Bp Chem Int Ltd | Purification process |
| GB0213485D0 (en) | 2002-06-12 | 2002-07-24 | Bp Chem Int Ltd | Process |
| EA016551B1 (en) * | 2007-11-14 | 2012-05-30 | Бп П.Л.К. | An improved process for the production of alcohol from a carbonaceous feedstock |
| EP2186787A1 (en) * | 2008-11-13 | 2010-05-19 | BP p.l.c. | Hydrogenation of ethanoic acid to produce ethanol |
| US9012683B2 (en) * | 2010-11-12 | 2015-04-21 | Eastman Chemical Company | Coproduction of acetic acid and acetic anhydride |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3717670A (en) * | 1968-08-02 | 1973-02-20 | Monsanto Co | Production of carboxylic acids and esters |
| DE3429179A1 (en) * | 1984-08-08 | 1986-02-20 | Hoechst Ag, 6230 Frankfurt | METHOD FOR THE SIMULTANEOUS PRODUCTION OF CARBONIC ACIDS AND CARBONIC ACID ANHYDRIDES AND IF ANY. CARBONIC ACID ESTERS |
| DE3429180A1 (en) * | 1984-08-08 | 1986-02-20 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING ACETIC ACID ANHYDRIDE AND GGF. ACETIC ACID |
-
1990
- 1990-11-02 DE DE4034867A patent/DE4034867A1/en not_active Withdrawn
-
1991
- 1991-10-02 AT AT91116823T patent/ATE116960T1/en not_active IP Right Cessation
- 1991-10-02 DE DE59104235T patent/DE59104235D1/en not_active Expired - Lifetime
- 1991-10-02 EP EP91116823A patent/EP0483536B1/en not_active Expired - Lifetime
- 1991-10-21 CA CA002053828A patent/CA2053828C/en not_active Expired - Lifetime
- 1991-10-31 KR KR1019910019232A patent/KR920009766A/en not_active Application Discontinuation
- 1991-10-31 JP JP03286331A patent/JP3084107B2/en not_active Expired - Lifetime
- 1991-11-01 CN CN91108391A patent/CN1032133C/en not_active Expired - Lifetime
- 1991-11-01 AU AU87003/91A patent/AU641056B2/en not_active Ceased
- 1991-11-01 ZA ZA918701A patent/ZA918701B/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5852130A (en) * | 1995-06-16 | 1998-12-22 | Institut Francais Du Petrole | Catalytic composition based on transition metal complexes, and a process for the hydrogenation of unsaturated compounds |
| US6040263A (en) * | 1995-06-16 | 2000-03-21 | Institut Francais Du Petrole | Catalytic composition based on transition metal complexes, and a process for the hydrogenation of unsaturated compounds |
| US9938217B2 (en) | 2016-07-01 | 2018-04-10 | Res Usa, Llc | Fluidized bed membrane reactor |
| US9981896B2 (en) | 2016-07-01 | 2018-05-29 | Res Usa, Llc | Conversion of methane to dimethyl ether |
| US10189763B2 (en) | 2016-07-01 | 2019-01-29 | Res Usa, Llc | Reduction of greenhouse gas emission |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH04264049A (en) | 1992-09-18 |
| AU8700391A (en) | 1992-05-07 |
| DE59104235D1 (en) | 1995-02-23 |
| JP3084107B2 (en) | 2000-09-04 |
| CN1032133C (en) | 1996-06-26 |
| EP0483536B1 (en) | 1995-01-11 |
| EP0483536A2 (en) | 1992-05-06 |
| ATE116960T1 (en) | 1995-01-15 |
| DE4034867A1 (en) | 1992-05-07 |
| CA2053828C (en) | 2002-04-23 |
| AU641056B2 (en) | 1993-09-09 |
| EP0483536A3 (en) | 1992-11-25 |
| ZA918701B (en) | 1992-08-26 |
| KR920009766A (en) | 1992-06-25 |
| CN1061022A (en) | 1992-05-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |