CA2664541C - Enhanced oxygenate conversion and product cracking integration - Google Patents
Enhanced oxygenate conversion and product cracking integration Download PDFInfo
- Publication number
- CA2664541C CA2664541C CA2664541A CA2664541A CA2664541C CA 2664541 C CA2664541 C CA 2664541C CA 2664541 A CA2664541 A CA 2664541A CA 2664541 A CA2664541 A CA 2664541A CA 2664541 C CA2664541 C CA 2664541C
- Authority
- CA
- Canada
- Prior art keywords
- stream
- oxygenate
- hydrocarbon fraction
- oxygenates
- treated
- 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.)
- Active
Links
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 93
- 238000005336 cracking Methods 0.000 title claims abstract description 42
- 230000010354 integration Effects 0.000 title description 6
- 150000001336 alkenes Chemical class 0.000 claims abstract description 127
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 74
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 52
- 229930195733 hydrocarbon Natural products 0.000 claims description 121
- 150000002430 hydrocarbons Chemical class 0.000 claims description 121
- 239000004215 Carbon black (E152) Substances 0.000 claims description 87
- 239000000463 material Substances 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 41
- 230000008569 process Effects 0.000 claims description 41
- 239000003054 catalyst Substances 0.000 claims description 29
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 14
- 238000011084 recovery Methods 0.000 claims description 13
- 239000012084 conversion product Substances 0.000 claims description 12
- 239000012530 fluid Substances 0.000 claims description 8
- -1 sulfite compound Chemical class 0.000 claims description 8
- 238000005194 fractionation Methods 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 75
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 44
- 239000000047 product Substances 0.000 description 37
- 239000006096 absorbing agent Substances 0.000 description 14
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 12
- 239000007789 gas Substances 0.000 description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 11
- 238000011027 product recovery Methods 0.000 description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000005977 Ethylene Substances 0.000 description 9
- 239000002737 fuel gas Substances 0.000 description 9
- 239000003518 caustics Substances 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000010586 diagram Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 239000000571 coke Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000009849 deactivation Effects 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 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
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000003292 diminished 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
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/02—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by cracking a single hydrocarbon or a mixture of individually defined hydrocarbons or a normally gaseous hydrocarbon fraction
- C07C4/06—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B61/00—Other general methods
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G17/00—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge
- C10G17/02—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge with acids or acid-containing liquids, e.g. acid sludge
- C10G17/04—Liquid-liquid treatment forming two immiscible phases
- C10G17/06—Liquid-liquid treatment forming two immiscible phases using acids derived from sulfur or acid sludge thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/40—Ethylene production
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54111606A | 2006-09-28 | 2006-09-28 | |
| US11/541,116 | 2006-09-28 | ||
| PCT/US2007/060920 WO2008039552A1 (en) | 2006-09-28 | 2007-01-26 | Enhanced oxygenate conversion and product cracking integration |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2664541A1 CA2664541A1 (en) | 2008-04-03 |
| CA2664541C true CA2664541C (en) | 2013-04-09 |
Family
ID=39230516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2664541A Active CA2664541C (en) | 2006-09-28 | 2007-01-26 | Enhanced oxygenate conversion and product cracking integration |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP2066602A4 (ru) |
| KR (1) | KR101255878B1 (ru) |
| CN (1) | CN101522593A (ru) |
| AU (1) | AU2007300392B2 (ru) |
| BR (1) | BRPI0717043A2 (ru) |
| CA (1) | CA2664541C (ru) |
| EA (1) | EA015645B1 (ru) |
| EG (1) | EG25230A (ru) |
| MY (1) | MY148373A (ru) |
| WO (1) | WO2008039552A1 (ru) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8022002B2 (en) | 2009-03-24 | 2011-09-20 | Uop Llc | Integrated regeneration of non-noble metal catalysts |
| SG10201407359WA (en) * | 2009-11-10 | 2015-01-29 | Shell Int Research | Process and integrated system for the preparation of a lower olefin product |
| RU2554511C2 (ru) | 2009-11-10 | 2015-06-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ получения олефинов |
| WO2011057982A2 (en) | 2009-11-10 | 2011-05-19 | Shell Internationale Research Maatschappij B.V. | Process for producing olefins |
| WO2011057980A1 (en) | 2009-11-10 | 2011-05-19 | Shell Internationale Research Maatschappij B.V. | Process for producing ethylene oxide |
| US8829259B2 (en) * | 2010-08-10 | 2014-09-09 | Uop Llc | Integration of a methanol-to-olefin reaction system with a hydrocarbon pyrolysis system |
| DE102011014892A1 (de) | 2011-03-23 | 2012-09-27 | Lurgi Gmbh | Verfahren und Anlage zur Herstellung von niedermolekularen Olefinen |
| US20150112107A1 (en) * | 2011-12-28 | 2015-04-23 | Shell Oil Company | Oxygenate-to-olefins process and an apparatus therefor |
| SG11201504711QA (en) * | 2012-12-28 | 2015-07-30 | Shell Int Research | Process for the preparation of an olefinic product from an oxygenate |
| BR112016013092B1 (pt) * | 2013-12-17 | 2018-12-11 | Braskem S.A. | processo de produção de hidrocarbonetos insaturados leves |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5914433A (en) * | 1997-07-22 | 1999-06-22 | Uop Lll | Process for producing polymer grade olefins |
| US6037516A (en) * | 1997-11-20 | 2000-03-14 | Huntsman Ici Chemicals Llc | Method for removal of oxygenate impurities from organic chemical streams |
| US6049017A (en) * | 1998-04-13 | 2000-04-11 | Uop Llc | Enhanced light olefin production |
| US6303839B1 (en) * | 2000-06-14 | 2001-10-16 | Uop Llc | Process for producing polymer grade olefins |
| US7030284B2 (en) * | 2002-08-20 | 2006-04-18 | Exxonmobil Chemical Patents Inc. | Method and reactor system for converting oxygenate contaminants in an MTO reactor system product effluent to hydrocarbons |
| US7317133B2 (en) | 2002-11-21 | 2008-01-08 | Uop Llc | Process for enhanced olefin production |
| US20050038304A1 (en) | 2003-08-15 | 2005-02-17 | Van Egmond Cor F. | Integrating a methanol to olefin reaction system with a steam cracking system |
-
2007
- 2007-01-26 MY MYPI20090740A patent/MY148373A/en unknown
- 2007-01-26 BR BRPI0717043-2A patent/BRPI0717043A2/pt not_active Application Discontinuation
- 2007-01-26 AU AU2007300392A patent/AU2007300392B2/en active Active
- 2007-01-26 KR KR1020097006923A patent/KR101255878B1/ko active IP Right Grant
- 2007-01-26 WO PCT/US2007/060920 patent/WO2008039552A1/en active Application Filing
- 2007-01-26 CN CNA2007800361440A patent/CN101522593A/zh active Pending
- 2007-01-26 CA CA2664541A patent/CA2664541C/en active Active
- 2007-01-26 EA EA200970316A patent/EA015645B1/ru not_active IP Right Cessation
- 2007-01-26 EP EP07797091A patent/EP2066602A4/en not_active Withdrawn
-
2009
- 2009-03-23 EG EG2009030384A patent/EG25230A/xx active
Also Published As
| Publication number | Publication date |
|---|---|
| EA015645B1 (ru) | 2011-10-31 |
| KR101255878B1 (ko) | 2013-04-17 |
| WO2008039552A1 (en) | 2008-04-03 |
| EP2066602A4 (en) | 2012-11-21 |
| KR20090059145A (ko) | 2009-06-10 |
| MY148373A (en) | 2013-04-15 |
| AU2007300392B2 (en) | 2011-09-08 |
| CN101522593A (zh) | 2009-09-02 |
| EG25230A (en) | 2011-11-17 |
| CA2664541A1 (en) | 2008-04-03 |
| EP2066602A1 (en) | 2009-06-10 |
| BRPI0717043A2 (pt) | 2013-01-01 |
| AU2007300392A1 (en) | 2008-04-03 |
| EA200970316A1 (ru) | 2009-10-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |