JP5442202B2 - プロパンをプロピレンに接触的に脱水素する方法 - Google Patents
プロパンをプロピレンに接触的に脱水素する方法 Download PDFInfo
- Publication number
- JP5442202B2 JP5442202B2 JP2007540581A JP2007540581A JP5442202B2 JP 5442202 B2 JP5442202 B2 JP 5442202B2 JP 2007540581 A JP2007540581 A JP 2007540581A JP 2007540581 A JP2007540581 A JP 2007540581A JP 5442202 B2 JP5442202 B2 JP 5442202B2
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- oxygen
- propane
- gas mixture
- reactor
- 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.)
- Expired - Fee Related
Links
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 title claims description 84
- 239000001294 propane Substances 0.000 title claims description 42
- 238000000034 method Methods 0.000 title claims description 37
- 238000006356 dehydrogenation reaction Methods 0.000 title claims description 25
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title claims description 18
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 title claims description 18
- 230000003197 catalytic effect Effects 0.000 title description 4
- 239000007789 gas Substances 0.000 claims description 84
- 239000003054 catalyst Substances 0.000 claims description 61
- 239000001257 hydrogen Substances 0.000 claims description 55
- 229910052739 hydrogen Inorganic materials 0.000 claims description 55
- 239000000203 mixture Substances 0.000 claims description 47
- 239000001301 oxygen Substances 0.000 claims description 42
- 229910052760 oxygen Inorganic materials 0.000 claims description 42
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 41
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 40
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 230000003647 oxidation Effects 0.000 claims description 15
- 238000007254 oxidation reaction Methods 0.000 claims description 15
- 150000002431 hydrogen Chemical class 0.000 claims description 14
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 4
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 230000002950 deficient Effects 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- 230000001747 exhibiting effect Effects 0.000 claims 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 14
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 8
- 238000001816 cooling Methods 0.000 description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 238000002485 combustion reaction Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000000629 steam reforming Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000012495 reaction gas Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 150000002926 oxygen Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004054657.6 | 2004-11-11 | ||
| DE102004054657A DE102004054657A1 (de) | 2004-11-11 | 2004-11-11 | Verfahren zur katalytischen Dehydrierung von Propan zu Propylen |
| PCT/EP2005/012070 WO2006050957A1 (de) | 2004-11-11 | 2005-11-10 | Verfahren zur katalytischen dehydrierung von propan zu propylen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008519792A JP2008519792A (ja) | 2008-06-12 |
| JP2008519792A5 JP2008519792A5 (enExample) | 2008-12-25 |
| JP5442202B2 true JP5442202B2 (ja) | 2014-03-12 |
Family
ID=35788038
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007540581A Expired - Fee Related JP5442202B2 (ja) | 2004-11-11 | 2005-11-10 | プロパンをプロピレンに接触的に脱水素する方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7678956B2 (enExample) |
| EP (1) | EP1809587A1 (enExample) |
| JP (1) | JP5442202B2 (enExample) |
| DE (1) | DE102004054657A1 (enExample) |
| EA (1) | EA010463B1 (enExample) |
| EG (1) | EG25078A (enExample) |
| NO (1) | NO20072980L (enExample) |
| UA (1) | UA92902C2 (enExample) |
| WO (1) | WO2006050957A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7582268B1 (en) * | 2006-07-12 | 2009-09-01 | Uop Llc | Reactor system with interstage product removal |
| DE102006035718A1 (de) | 2006-07-28 | 2008-01-31 | Basf Ag | Verfahren zum Langzeitbetrieb einer kontinuierlich betriebenen heterogen katalysierten partiellen Dehydrierung eines zu dehydrierenden Kohlenwasserstoffs |
| CN101626976B (zh) * | 2007-02-06 | 2013-02-27 | 巴斯夫欧洲公司 | 为包含一种或多种烃的原料流的吸热反应提供含氧气流的方法 |
| DE102008010422A1 (de) * | 2008-02-21 | 2009-09-03 | Uhde Gmbh | Fixiervorrichtung für Katalysatorpartikel |
| DE102008062782A1 (de) | 2008-12-18 | 2010-07-01 | Uhde Gmbh | Variation der Zinnimprägnierung eines Katalysators zur Alkandehydrierung |
| WO2010069548A1 (de) * | 2008-12-18 | 2010-06-24 | Uhde Gmbh | Variation der zinnimprägnierung eines katalysators zur alkandehydrierung |
| DE102009056539A1 (de) | 2009-12-03 | 2011-06-09 | Uhde Gmbh | Variation der Zinnimprägnierung eines Katalysators zur Alkandehydrierung |
| DE102009012452A1 (de) * | 2009-03-12 | 2010-09-16 | Uhde Gmbh | Verfahren zur Verminderung von Olefinverlusten bei der Entfernung von Kohlendioxid aus einem Olefinstrom aus Dehydrierungsreaktionen |
| CA2833822C (en) * | 2013-11-21 | 2020-08-04 | Nova Chemicals Corporation | Inherently safe odh operation |
| JP2023539797A (ja) | 2020-08-06 | 2023-09-20 | エクソンモービル ケミカル パテンツ インコーポレイテッド | アルカン及びアルキル芳香族炭化水素をアップグレードするためのプロセス |
| US12012557B2 (en) | 2021-12-28 | 2024-06-18 | Uop Llc | Start-up method for contacting a feed stream with fluidized catalyst |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0117146B1 (en) * | 1983-02-22 | 1986-12-30 | The Halcon Sd Group, Inc. | Conversion of propane to acrylic acid |
| US4609502A (en) * | 1985-02-14 | 1986-09-02 | The Halcon Sd Group, Inc. | Process for preparing unsaturated nitriles from alkanes |
| US4599471A (en) | 1985-09-16 | 1986-07-08 | Uop Inc. | Method for oxygen addition to oxidative reheat zone of hydrocarbon dehydrogenation process |
| US4990632A (en) * | 1988-03-23 | 1991-02-05 | The Boc Group, Inc. | Process for the production of oxides |
| US5233118A (en) * | 1988-12-05 | 1993-08-03 | Uop | Steam dehydrogenation process |
| US5235121A (en) | 1991-08-02 | 1993-08-10 | Phillips Petroleum Company | Method for reforming hydrocarbons |
| US5527979A (en) | 1993-08-27 | 1996-06-18 | Mobil Oil Corporation | Process for the catalytic dehydrogenation of alkanes to alkenes with simultaneous combustion of hydrogen |
| NO300117B1 (no) | 1994-12-22 | 1997-04-14 | Norske Stats Oljeselskap | Reaktor for dehydrogenering av hydrokarboner med selektiv oksidasjon av hydrogen |
| DE19858747A1 (de) | 1998-12-18 | 2000-06-21 | Linde Ag | Verfahren und Katalysatorstation zur Dehydrierung von Alkanen |
| DE10240129B4 (de) * | 2002-08-30 | 2004-11-11 | Basf Ag | Integriertes Verfahren zur Synthese von Propylenoxid |
| WO2004024666A1 (fr) | 2002-09-10 | 2004-03-25 | Arkema | Procede de fabrication d'acide acrylique a partir de propane, en presence d'oxygene moleculaire |
| DE10251135B4 (de) | 2002-10-31 | 2006-07-27 | Uhde Gmbh | Verfahren zur katalytischen Dehydrierung von leichten Paraffinen zu Olefinen |
-
2004
- 2004-11-11 DE DE102004054657A patent/DE102004054657A1/de not_active Ceased
-
2005
- 2005-11-10 EP EP05810736A patent/EP1809587A1/de not_active Withdrawn
- 2005-11-10 US US11/667,518 patent/US7678956B2/en not_active Expired - Fee Related
- 2005-11-10 UA UAA200706356A patent/UA92902C2/ru unknown
- 2005-11-10 JP JP2007540581A patent/JP5442202B2/ja not_active Expired - Fee Related
- 2005-11-10 WO PCT/EP2005/012070 patent/WO2006050957A1/de not_active Ceased
- 2005-11-10 EA EA200701037A patent/EA010463B1/ru not_active IP Right Cessation
-
2007
- 2007-05-13 EG EGNA2007000471 patent/EG25078A/xx active
- 2007-06-11 NO NO20072980A patent/NO20072980L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20080300440A1 (en) | 2008-12-04 |
| EA010463B1 (ru) | 2008-08-29 |
| EG25078A (en) | 2011-07-31 |
| DE102004054657A1 (de) | 2006-05-18 |
| EP1809587A1 (de) | 2007-07-25 |
| WO2006050957A1 (de) | 2006-05-18 |
| US7678956B2 (en) | 2010-03-16 |
| EA200701037A1 (ru) | 2007-10-26 |
| JP2008519792A (ja) | 2008-06-12 |
| UA92902C2 (ru) | 2010-12-27 |
| NO20072980L (no) | 2007-08-07 |
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