JP2002537277A - 低級アルキルアルコールのカルボニル化方法 - Google Patents
低級アルキルアルコールのカルボニル化方法Info
- Publication number
- JP2002537277A JP2002537277A JP2000599718A JP2000599718A JP2002537277A JP 2002537277 A JP2002537277 A JP 2002537277A JP 2000599718 A JP2000599718 A JP 2000599718A JP 2000599718 A JP2000599718 A JP 2000599718A JP 2002537277 A JP2002537277 A JP 2002537277A
- Authority
- JP
- Japan
- Prior art keywords
- halide
- catalyst
- carbonylation
- platinum
- gas phase
- 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.)
- Ceased
Links
- 238000005810 carbonylation reaction Methods 0.000 title claims abstract description 73
- 230000006315 carbonylation Effects 0.000 title claims abstract description 67
- 238000000034 method Methods 0.000 title claims abstract description 64
- 125000005233 alkylalcohol group Chemical group 0.000 title claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 91
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 58
- 239000007789 gas Substances 0.000 claims abstract description 38
- 239000000203 mixture Substances 0.000 claims abstract description 34
- 150000004820 halides Chemical class 0.000 claims abstract description 33
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 30
- 150000002148 esters Chemical class 0.000 claims abstract description 29
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 29
- 230000008569 process Effects 0.000 claims abstract description 25
- 239000007787 solid Substances 0.000 claims abstract description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 9
- 150000001502 aryl halides Chemical class 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 229910000039 hydrogen halide Inorganic materials 0.000 claims abstract description 3
- 239000012433 hydrogen halide Substances 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 126
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 57
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 21
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 19
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical group COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 13
- 150000002170 ethers Chemical class 0.000 claims description 12
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 10
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims description 10
- 239000000376 reactant Substances 0.000 claims description 10
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 9
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 229910000043 hydrogen iodide Inorganic materials 0.000 claims description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
- -1 alkane polyols Chemical class 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 239000011630 iodine Substances 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 229910000042 hydrogen bromide Inorganic materials 0.000 claims description 5
- 229940102396 methyl bromide Drugs 0.000 claims description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 125000005907 alkyl ester group Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- IQRUSQUYPCHEKN-UHFFFAOYSA-N 2-iodobutane Chemical compound CCC(C)I IQRUSQUYPCHEKN-UHFFFAOYSA-N 0.000 claims description 2
- 150000001350 alkyl halides Chemical class 0.000 claims description 2
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- KMGBZBJJOKUPIA-UHFFFAOYSA-N butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 claims description 2
- 229940071870 hydroiodic acid Drugs 0.000 claims description 2
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 claims description 2
- XJTQJERLRPWUGL-UHFFFAOYSA-N iodomethylbenzene Chemical compound ICC1=CC=CC=C1 XJTQJERLRPWUGL-UHFFFAOYSA-N 0.000 claims description 2
- PVWOIHVRPOBWPI-UHFFFAOYSA-N n-propyl iodide Chemical compound CCCI PVWOIHVRPOBWPI-UHFFFAOYSA-N 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 229920005862 polyol Polymers 0.000 claims description 2
- 239000008246 gaseous mixture Substances 0.000 claims 1
- 239000012071 phase Substances 0.000 description 30
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- 239000002184 metal Substances 0.000 description 23
- 229910052703 rhodium Inorganic materials 0.000 description 18
- 239000010948 rhodium Substances 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 16
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 14
- 238000004519 manufacturing process Methods 0.000 description 14
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 13
- 150000001298 alcohols Chemical class 0.000 description 11
- 229910052741 iridium Inorganic materials 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
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- 150000001875 compounds Chemical class 0.000 description 8
- 239000007791 liquid phase Substances 0.000 description 8
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- 238000006555 catalytic reaction Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 239000002638 heterogeneous catalyst Substances 0.000 description 7
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000002815 homogeneous catalyst Substances 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000010457 zeolite Substances 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- 239000010453 quartz Substances 0.000 description 4
- 229910052702 rhenium Inorganic materials 0.000 description 4
- 239000007790 solid phase Substances 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 239000012494 Quartz wool Substances 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 229910052733 gallium Inorganic materials 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 229910052762 osmium Inorganic materials 0.000 description 3
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 3
- 229910052707 ruthenium Inorganic materials 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- 241000282326 Felis catus Species 0.000 description 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
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- 238000010924 continuous production Methods 0.000 description 2
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- 229910052738 indium Inorganic materials 0.000 description 2
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- 229910052742 iron Inorganic materials 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
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- YFKIWUQBRSMPMZ-UHFFFAOYSA-N methane;nickel Chemical compound C.[Ni] YFKIWUQBRSMPMZ-UHFFFAOYSA-N 0.000 description 2
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- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 2
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- 230000007704 transition Effects 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 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
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/36—Preparation of carboxylic acid esters by reaction with carbon monoxide or formates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/250,957 US6160163A (en) | 1999-02-16 | 1999-02-16 | Method for the vapor-phase carbonylation of lower aliphatic alcohols using a supported platinum catalyst and halide promoter |
| US09/250,957 | 1999-02-16 | ||
| PCT/US1999/031222 WO2000048977A1 (en) | 1999-02-16 | 1999-12-31 | Method for carbonylation of lower alkyl alcohols |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2002537277A true JP2002537277A (ja) | 2002-11-05 |
| JP2002537277A5 JP2002537277A5 (enExample) | 2007-02-22 |
Family
ID=22949874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000599718A Ceased JP2002537277A (ja) | 1999-02-16 | 1999-12-31 | 低級アルキルアルコールのカルボニル化方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6160163A (enExample) |
| EP (1) | EP1153008B1 (enExample) |
| JP (1) | JP2002537277A (enExample) |
| CN (1) | CN1225445C (enExample) |
| DE (1) | DE69919588T2 (enExample) |
| WO (1) | WO2000048977A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007529517A (ja) * | 2004-03-17 | 2007-10-25 | セラニーズ・インターナショナル・コーポレーション | 他のプロセスプラントにおける酢酸反応熱の利用 |
| JP2010525045A (ja) * | 2007-04-26 | 2010-07-22 | ビーピー ケミカルズ リミテッド | ジメチルエーテルのカルボニル化のためのプロセス |
| JP2010525043A (ja) * | 2007-04-26 | 2010-07-22 | ビーピー ケミカルズ リミテッド | ジメチルエーテルのカルボニル化のためのプロセス |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6903045B2 (en) * | 2001-06-19 | 2005-06-07 | Eastman Chemical Company | Tin promoted platinum catalyst for carbonylation of lower alkyl alcohols |
| US6646154B2 (en) * | 2001-06-20 | 2003-11-11 | Eastman Chemical Company | Method for carbonylation of lower alkyl alcohols using tungsten promoted group VIII catalyst |
| US6537944B1 (en) * | 2001-06-20 | 2003-03-25 | Eastman Chemical Company | Tungsten promoted catalyst for carbonylation of lower alkyl alcohols |
| KR100363011B1 (en) * | 2002-03-28 | 2002-11-30 | Hanwha Chemical Corp | Electrolyte composition for electrolysis of brine and electrolysis method of brine using the same |
| EP1985362A1 (en) * | 2007-04-26 | 2008-10-29 | BP Chemicals Limited | Process for the carbonylation of dimethyl ether |
| EP2251082A1 (en) * | 2009-05-14 | 2010-11-17 | BP Chemicals Limited | Carbonylation catalyst and process |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49100020A (enExample) * | 1973-01-08 | 1974-09-20 | ||
| JPS49109311A (enExample) * | 1973-01-24 | 1974-10-17 | ||
| JPS56104838A (en) * | 1980-01-23 | 1981-08-20 | Kuraray Co Ltd | Preparation of acetic acid and/or methyl acetate |
| JPS59176228A (ja) * | 1983-03-25 | 1984-10-05 | テキサコ・デベロツプメント・コ−ポレ−シヨン | 炭素触媒を用いるアルカノ−ルのカルボニル化によるカルボン酸の製造方法 |
| US5218140A (en) * | 1988-08-02 | 1993-06-08 | Union Carbide Chemicals & Plastics Technology Corporation | Carbonylation reaction and catalyst therefor |
| WO1998033759A1 (en) * | 1997-02-04 | 1998-08-06 | Eastman Chemical Company | Heterogeneous vapor phase carbonylation process |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB306863A (en) * | 1927-11-24 | 1929-02-25 | Frank Brooking Thornton | A new or improved machine for preparing or preparing and laying asphalt or the like |
| US3717670A (en) * | 1968-08-02 | 1973-02-20 | Monsanto Co | Production of carboxylic acids and esters |
| JPS4837244B1 (enExample) * | 1969-08-14 | 1973-11-09 | ||
| US3772380A (en) * | 1970-03-12 | 1973-11-13 | Monsanto Co | Production of carboxylic acids and esters |
| US3689533A (en) * | 1971-03-15 | 1972-09-05 | Monsanto Co | Production of carboxylic acids and esters |
| US4110359A (en) * | 1976-12-10 | 1978-08-29 | Texaco Development Corporation | Production of cleaned and purified synthesis gas and carbon monoxide |
| US4417077A (en) * | 1980-10-01 | 1983-11-22 | University Of Illinois Foundation | Heterogeneous anionic transition metal catalysts |
| US4612387A (en) * | 1982-01-04 | 1986-09-16 | Air Products And Chemicals, Inc. | Production of carboxylic acids and esters |
| EP0120631B1 (en) * | 1983-03-25 | 1987-04-22 | Texaco Development Corporation | A process for producing carboxylic acids by carbonylation of alkanols over a carbon catalyst |
| US4625050A (en) * | 1983-06-23 | 1986-11-25 | Chevron Research Company | Ether homologation to esters and alcohols using a heterogeneous sulfided catalyst |
| DE3323654A1 (de) * | 1983-07-01 | 1985-01-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von essigsaeure und methylacetat |
| US5144068A (en) * | 1984-05-03 | 1992-09-01 | Hoechst Celanese Corporation | Methanol carbonylation process |
| EP0203286B1 (de) * | 1985-03-27 | 1988-09-14 | Hoechst Aktiengesellschaft | Trägerkatalysator und Verfahren zur Herstellung von Monocarbonsäureanhydriden |
| US4767574A (en) * | 1985-10-03 | 1988-08-30 | National Distillers And Chemical Corporation | Carbonylation of allylic ethers to esters |
| DE3643894A1 (de) * | 1986-12-22 | 1988-06-23 | Degussa | Rhodium-haltige organopolysiloxan-ammoniumverbindungen, verfahren zu ihrer herstellung und verwendung |
| US5185462A (en) * | 1987-01-08 | 1993-02-09 | Bp Chemicals Limited | Production of carboxylic acids and esters thereof |
| GB8807284D0 (en) * | 1988-03-26 | 1988-04-27 | Bp Chem Int Ltd | Chemical process |
| GB9013116D0 (en) * | 1990-06-12 | 1990-08-01 | British Petroleum Co Plc | Carbonylation of methanol |
| US5488143A (en) * | 1992-06-30 | 1996-01-30 | Korea Institute Of Science And Technology | Processes for the carbonylation of methanol to form acetic acid, methyl acetate and acetic anhydride |
| GB9223170D0 (en) * | 1992-11-05 | 1992-12-16 | British Petroleum Co Plc | Process for preparing carboxylic acids |
| US5510524A (en) * | 1995-02-21 | 1996-04-23 | Bp Chemicals Limited | Process for the production of a carboxylic acid |
| US5696284A (en) * | 1995-06-21 | 1997-12-09 | Bp Chemicals Limited | Process for the carbonylation of alkyl alcohols and/or reactive derivatives thereof |
| GB9517184D0 (en) * | 1995-08-22 | 1995-10-25 | Bp Chem Int Ltd | Process |
-
1999
- 1999-02-16 US US09/250,957 patent/US6160163A/en not_active Expired - Fee Related
- 1999-12-31 JP JP2000599718A patent/JP2002537277A/ja not_active Ceased
- 1999-12-31 CN CNB998161640A patent/CN1225445C/zh not_active Expired - Fee Related
- 1999-12-31 WO PCT/US1999/031222 patent/WO2000048977A1/en not_active Ceased
- 1999-12-31 EP EP99966717A patent/EP1153008B1/en not_active Expired - Lifetime
- 1999-12-31 DE DE69919588T patent/DE69919588T2/de not_active Expired - Lifetime
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49100020A (enExample) * | 1973-01-08 | 1974-09-20 | ||
| JPS49109311A (enExample) * | 1973-01-24 | 1974-10-17 | ||
| JPS56104838A (en) * | 1980-01-23 | 1981-08-20 | Kuraray Co Ltd | Preparation of acetic acid and/or methyl acetate |
| JPS59176228A (ja) * | 1983-03-25 | 1984-10-05 | テキサコ・デベロツプメント・コ−ポレ−シヨン | 炭素触媒を用いるアルカノ−ルのカルボニル化によるカルボン酸の製造方法 |
| US5218140A (en) * | 1988-08-02 | 1993-06-08 | Union Carbide Chemicals & Plastics Technology Corporation | Carbonylation reaction and catalyst therefor |
| WO1998033759A1 (en) * | 1997-02-04 | 1998-08-06 | Eastman Chemical Company | Heterogeneous vapor phase carbonylation process |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007529517A (ja) * | 2004-03-17 | 2007-10-25 | セラニーズ・インターナショナル・コーポレーション | 他のプロセスプラントにおける酢酸反応熱の利用 |
| JP2010525045A (ja) * | 2007-04-26 | 2010-07-22 | ビーピー ケミカルズ リミテッド | ジメチルエーテルのカルボニル化のためのプロセス |
| JP2010525043A (ja) * | 2007-04-26 | 2010-07-22 | ビーピー ケミカルズ リミテッド | ジメチルエーテルのカルボニル化のためのプロセス |
| JP2014148507A (ja) * | 2007-04-26 | 2014-08-21 | Bp Chemicals Ltd | ジメチルエーテルのカルボニル化のためのプロセス |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1153008B1 (en) | 2004-08-18 |
| US6160163A (en) | 2000-12-12 |
| DE69919588T2 (de) | 2005-09-15 |
| CN1225445C (zh) | 2005-11-02 |
| CN1334791A (zh) | 2002-02-06 |
| DE69919588D1 (de) | 2004-09-23 |
| EP1153008A1 (en) | 2001-11-14 |
| WO2000048977A1 (en) | 2000-08-24 |
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