DE3226722A1 - Verfahren zur selektiven dampfphasenoxidation von kohlenmonoxid zu kohlendioxid - Google Patents
Verfahren zur selektiven dampfphasenoxidation von kohlenmonoxid zu kohlendioxidInfo
- Publication number
- DE3226722A1 DE3226722A1 DE19823226722 DE3226722A DE3226722A1 DE 3226722 A1 DE3226722 A1 DE 3226722A1 DE 19823226722 DE19823226722 DE 19823226722 DE 3226722 A DE3226722 A DE 3226722A DE 3226722 A1 DE3226722 A1 DE 3226722A1
- Authority
- DE
- Germany
- Prior art keywords
- methacrolein
- carbon monoxide
- oxidation
- carbon dioxide
- catalyst
- 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
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims description 93
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 title claims description 80
- 229910002091 carbon monoxide Inorganic materials 0.000 title claims description 70
- 238000007254 oxidation reaction Methods 0.000 title claims description 57
- 230000003647 oxidation Effects 0.000 title claims description 55
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims description 46
- 239000001569 carbon dioxide Substances 0.000 title claims description 46
- 238000000034 method Methods 0.000 title claims description 31
- 238000004326 stimulated echo acquisition mode for imaging Methods 0.000 title 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 claims description 68
- 239000003054 catalyst Substances 0.000 claims description 54
- 239000007789 gas Substances 0.000 claims description 43
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 20
- 239000001301 oxygen Substances 0.000 claims description 20
- 229910052760 oxygen Inorganic materials 0.000 claims description 20
- 239000011148 porous material Substances 0.000 claims description 17
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 13
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 229910002090 carbon oxide Inorganic materials 0.000 claims description 10
- 239000010970 precious metal Substances 0.000 claims description 9
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 7
- 229910052697 platinum Inorganic materials 0.000 claims description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 239000010953 base metal Substances 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 5
- 230000001590 oxidative effect Effects 0.000 claims description 4
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 claims description 3
- 238000009825 accumulation Methods 0.000 claims description 3
- 229910001882 dioxygen Inorganic materials 0.000 claims description 3
- 239000012808 vapor phase Substances 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 2
- 150000002736 metal compounds Chemical class 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 239000010948 rhodium Substances 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 2
- 241001292396 Cirrhitidae Species 0.000 claims 1
- 239000003245 coal Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000002808 molecular sieve Substances 0.000 description 4
- 238000010791 quenching Methods 0.000 description 4
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- -1 methacrolein Chemical class 0.000 description 3
- 230000000171 quenching effect Effects 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000013529 heat transfer fluid Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 1
- NOWPEMKUZKNSGG-UHFFFAOYSA-N azane;platinum(2+) Chemical compound N.N.N.N.[Pt+2] NOWPEMKUZKNSGG-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000013844 butane Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical class CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 229910001388 sodium aluminate Inorganic materials 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000013589 supplement Substances 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
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 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
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Carbon And Carbon Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/284,155 US4400364A (en) | 1981-07-17 | 1981-07-17 | Process for oxidizing carbon monoxide in the presence of methacrolein |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3226722A1 true DE3226722A1 (de) | 1983-04-21 |
| DE3226722C2 DE3226722C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-03-17 |
Family
ID=23089076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19823226722 Granted DE3226722A1 (de) | 1981-07-17 | 1982-07-16 | Verfahren zur selektiven dampfphasenoxidation von kohlenmonoxid zu kohlendioxid |
Country Status (8)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61127613A (ja) * | 1984-11-22 | 1986-06-14 | Mitsui Toatsu Chem Inc | 二酸化炭素の精製方法 |
| US5045297A (en) * | 1989-03-31 | 1991-09-03 | E. I. Du Pont De Nemours And Company | Selective oxidation of carbon monoxide in a mixture |
| US6069288A (en) * | 1996-12-31 | 2000-05-30 | Exxon Chemical Patents Inc. | Process for selectively separating hydrogen, or both hydrogen and carbon monoxide from olefinic hydrocarbons |
| JP2000024444A (ja) * | 1998-07-07 | 2000-01-25 | Nippon Sanso Kk | 高清浄乾燥空気の製造方法及び装置 |
| US8921257B2 (en) * | 2011-12-02 | 2014-12-30 | Saudi Basic Industries Corporation | Dual function partial oxidation catalyst for propane to acrylic acid conversion |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3136713A (en) * | 1960-06-30 | 1964-06-09 | Socony Mobil Oil Co Inc | Selective combustion |
| US3373109A (en) * | 1963-10-29 | 1968-03-12 | Mobil Oil Corp | Crystalline aluminosilicate catalyst |
| US3373110A (en) * | 1966-04-14 | 1968-03-12 | Mobil Oil Corp | Process for the preparation of platinum metal containing aluminosilicates |
| US4271040A (en) * | 1978-12-26 | 1981-06-02 | Halcon Research And Development Corp. | Catalyst and process for producing methacrylic acid |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3216783A (en) * | 1962-10-09 | 1965-11-09 | Engelhard Ind Inc | Process for selectively removing carbon monoxide from hydrogen-containing gases |
| GB1513335A (en) * | 1975-03-17 | 1978-06-07 | Mitsubishi Rayon Co | Process and a catalyst for the preparation of unsaturated carboxylic acid |
| IT1048472B (it) * | 1975-10-23 | 1980-11-20 | Montedison Spa | Procedimento per la preparazione di acidi carbossilici insaturi per ossidazione catalitica in fase gassosa delle corrispondenti aldeidi |
| JPS5946934B2 (ja) * | 1976-02-09 | 1984-11-15 | 東ソー株式会社 | メタクリル酸の製法 |
| US4185039A (en) * | 1978-12-26 | 1980-01-22 | B. F. Goodrich Company | Selective catalytic oxidation of carbon monoxide in the presence of olefin monomer |
| US4238460A (en) * | 1979-02-02 | 1980-12-09 | United States Steel Corporation | Waste gas purification systems and methods |
-
1981
- 1981-07-17 US US06/284,155 patent/US4400364A/en not_active Expired - Fee Related
-
1982
- 1982-07-09 NL NLAANVRAGE8202792,A patent/NL187479C/xx not_active IP Right Cessation
- 1982-07-16 IT IT48831/82A patent/IT1157221B/it active
- 1982-07-16 BE BE0/208604A patent/BE893854A/fr not_active IP Right Cessation
- 1982-07-16 GB GB08220655A patent/GB2106485B/en not_active Expired
- 1982-07-16 DE DE19823226722 patent/DE3226722A1/de active Granted
- 1982-07-16 FR FR8212495A patent/FR2509713B1/fr not_active Expired
- 1982-07-17 JP JP57124965A patent/JPS5849610A/ja active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3136713A (en) * | 1960-06-30 | 1964-06-09 | Socony Mobil Oil Co Inc | Selective combustion |
| US3373109A (en) * | 1963-10-29 | 1968-03-12 | Mobil Oil Corp | Crystalline aluminosilicate catalyst |
| US3373110A (en) * | 1966-04-14 | 1968-03-12 | Mobil Oil Corp | Process for the preparation of platinum metal containing aluminosilicates |
| US4271040A (en) * | 1978-12-26 | 1981-06-02 | Halcon Research And Development Corp. | Catalyst and process for producing methacrylic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2509713A1 (fr) | 1983-01-21 |
| NL187479B (nl) | 1991-05-16 |
| GB2106485A (en) | 1983-04-13 |
| FR2509713B1 (fr) | 1987-11-27 |
| IT1157221B (it) | 1987-02-11 |
| BE893854A (fr) | 1983-01-17 |
| IT8248831A0 (it) | 1982-07-16 |
| NL187479C (nl) | 1991-10-16 |
| US4400364A (en) | 1983-08-23 |
| JPH0142882B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-09-18 |
| DE3226722C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-03-17 |
| GB2106485B (en) | 1985-11-20 |
| JPS5849610A (ja) | 1983-03-23 |
| NL8202792A (nl) | 1983-02-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE897560C (de) | Verfahren zur Herstellung von ungesaettigten Nitrilen | |
| DE941428C (de) | Verfahren zur Herstellung von ª,ª-ungesaettigten Carbonsaeurenitrilen | |
| DE2056614C3 (de) | Verfahren zur Herstellung von Acrylsäure aus Propylen | |
| DE3403328C2 (de) | Katalytisches Verfahren zur Herstellung von Schwefel aus einem Schwefelwasserstoff enthaltenden Gas | |
| DE3313573C2 (de) | Verfahren zur Herstellung von Acrolein oder Methacrolin aus dem entsprechenden Alkan | |
| DE3118835C2 (de) | Katalysator für die partielle Oxidation von n-Butan auf Basis von Phosphor, Vanadin und weiteren Metallkomponenten | |
| EP0010295B1 (de) | Verfahren zur Herstellung von Ethanol aus Synthesegas | |
| EP0394842B1 (de) | Katalysator für die Hydrierung aliphatischer ungesättigter Verbindungen | |
| EP0482445B1 (de) | Verfahren zur Hydrierung von Acetylenalkoholen | |
| DE3226722C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE60014120T2 (de) | Herstellung von maleinsäureanhydrid | |
| DE2314813C3 (de) | Kontinuierliches Verfahren zur Herstellung von dJ-Menthol | |
| EP0152648A1 (de) | Verfahren zur Herstellung einer Mischung aus Methanol und Höheren Alkoholen | |
| DE2754762A1 (de) | Verfahren zur katalytischen verbrennung von schwefelwasserstoff enthaltenden abgasen und zur durchfuehrung des verfahrens geeigneter katalysator | |
| DE69203909T2 (de) | Zweistufiges Verfahren zur Herstellung von Malein-Säureanhydrid aus Butan. | |
| EP0975578B1 (de) | Herstellung von aromatischen aminen mittels neuer hydrierkatalysatoren | |
| DE2442231C2 (de) | Verfahren zur Herstellung von Formaldehyd | |
| DE2836309C2 (de) | Verfahren zur Herstellung von Methacrylsäure und deren Estern sowie Methacrolein | |
| DE2042396A1 (de) | Verfahren zur Herstellung von Äthylenoxyd | |
| CH652393A5 (de) | Kontinuierliches verfahren zur herstellung von indol. | |
| DE69908442T2 (de) | Verfahren zum Herstellen von Maleinsäureanhydrid | |
| DE3226721C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE60109518T2 (de) | Verfahren zur Herstellung von Katalysatorzusammensetzungen für die oxidative Dehydrierung von Alkylaromaten oder Paraffinen | |
| DE1468934A1 (de) | Verfahren zur Herstellung alpha,beta-ungesaettigter Carbonsaeuren | |
| DE2658129C2 (de) | Verfahren zur Herstellung von Maleinsäureanhydrid aus n-Butan |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |