EP1272446A1 - Process for the conversion of methanol and/or dimethyl ether - Google Patents
Process for the conversion of methanol and/or dimethyl etherInfo
- Publication number
- EP1272446A1 EP1272446A1 EP01924857A EP01924857A EP1272446A1 EP 1272446 A1 EP1272446 A1 EP 1272446A1 EP 01924857 A EP01924857 A EP 01924857A EP 01924857 A EP01924857 A EP 01924857A EP 1272446 A1 EP1272446 A1 EP 1272446A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- aromatics
- methanol
- crystalline material
- dimethyl ether
- porous crystalline
- 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.)
- Withdrawn
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract 36
- 238000000034 method Methods 0.000 title claims abstract 20
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 title claims abstract 16
- 238000006243 chemical reaction Methods 0.000 title claims abstract 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract 12
- 150000001336 alkenes Chemical class 0.000 claims abstract 8
- 239000002178 crystalline material Substances 0.000 claims abstract 8
- 239000003054 catalyst Substances 0.000 claims abstract 7
- 239000011148 porous material Substances 0.000 claims abstract 3
- 230000029936 alkylation Effects 0.000 claims abstract 2
- 238000005804 alkylation reaction Methods 0.000 claims abstract 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract 2
- 238000004064 recycling Methods 0.000 claims abstract 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 claims 8
- 239000000571 coke Substances 0.000 claims 3
- 239000003607 modifier Substances 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 238000009792 diffusion process Methods 0.000 claims 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- 238000009825 accumulation Methods 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 238000010926 purge Methods 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 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
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- C07C2521/08—Silica
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/10—Magnesium; Oxides or hydroxides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/14—Phosphorus; Compounds thereof
- C07C2527/16—Phosphorus; Compounds thereof containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
There is provided a process for converting methanol and/or dimethyl ether to a product containing olefin, C9+ aromatics and non-C9+ aromatics which comprises: (i) combining a feedstream which contains methanol and/or dimethyl ether with a feedstream substantially comprising C9 or C9+ aromatics produced in said process to provide a mixed feed; (ii) contacting said mixed feed in an oxygenate conversion zone with a catalyst comprising a porous crystalline material, said contacting step being conducted under conversion conditions including a temperature of 350 °C to 480 °C and a methanol partial pressure in excess of 10 psia (70 kPa), said porous crystalline material having a pore size greater than the critical diameter of toluene and the toluene being capable of alkylation by the methanol and/or dimethyl ether under said conversion conditions to provide a product containing olefins, C9+ aromatics and non-C9+ aromatics; (iii) separating out from said product C9 or C9+ aromatics to provide a feedstream substantially comprising C9 or C9+ aromatics; (iv) recycling to step (i) at least some of said feedstream substantially comprising C9 or C¿9+¿ aromatics; and (v) collecting said olefins and said non-C¿9? or non-C?9+¿ aromatics.
Claims
19
What is claimed is:
1 1. A process for converting methanol and/or dimethyl ether to a
2 product containing olefin, C9+ aromatics and non-C9+ aromatics which
3 comprises:
4 i) combining a feedstream which contains methanol and/or dimethyl
5 ether with a feedstream substantially comprising Cg or C9+ aromatics
6 produced in said process to provide a mixed feed;
7 ii) contacting said mixed feed in an oxygenate conversion zone with
8 a catalyst comprising a porous crystalline material, said contacting step
9 being conducted under conversion conditions including a temperature of lo 350°C to 480°C and a methanol partial pressure in excess of 10 psia (70 ii kPa), said porous crystalline material having a pore size greater than the i2 critical diameter of toluene and the toluene being capable of alkylation by i3 the methanol and/or dimethyl ether under said conversion conditions to 14 provide a product containing olefins, Cg+ aromatics and non-Cg+ is aromatics; i6 iii) separating out from said product C9 or C9+ aromatics to provide a i7 feedstream substantially comprising Cg or C9+ aromatics; is iv) recycling to step i) at least some of said feedstream substantially i9 comprising Cg or Cg+ aromatics; and
20 v) collecting said olefins and said non-Cg or non-C8+ aromatics.
1 2. The process of claim 1 wherein said olefins comprise C2 to C4
2 olefins.
1 3. The process of claim 1 which further comprises
2 vi) purging said feedstream substantially comprising C9 or Cg+
3 aromatics to an extent sufficient to prevent undesirable accumulation of
4 unreactive C9+ aromatics. 20
4. The process of claim 1 wherein the molar ratio of methanol and/or dimethyl ether to C9 or Cg+ aromatics is greater than 5:1 and less than 300:1.
5. The process of claim 1 wherein the molar ratio of methanol and/or dimethyl ether to Cg or Cg+ aromatics is from 5:1 to 150:1.
6. The process of claim 1 wherein the conversion conditions include a temperature of 400°C to 460°C.
7. The process of claim 1 wherein the conversion conditions are such that the methanol conversion rate is less than 90%.
8. The process of claim 1 wherein the porous crystalline material has a pore size between 5 and 7 Angstroms.
9. The process of claim 1 wherein the porous crystalline material is ZSM-5.
10. The process of claim 1 wherein the porous crystalline material has a Diffusion Parameter for 2,2-dimethylbutane of about 0.1-20 sec-1 when measured at a temperature of 120°C and a 2,2-dimethylbutane pressure of 60 torr (8 kPa).
11. The process of claim 1 wherein the porous crystalline material has a Diffusion Parameter for 2,2-dimethylbutane of about 0.2-5 sec-1 when measured at a temperature of 120°C and a 2,2-dimethylbutane pressure of 60 torr (8 kPa).
12. The process of claim 1 wherein the catalyst has an alpha value less than 50.
13. The process of claim 1 wherein the catalyst has an alpha value less than 10. - 21 -
14. The process of claim 1 wherein the catalyst contains coke or an oxide modifier selected from oxides of boron, magnesium, silicon and phosphorus.
15. The process of claim 14 wherein the catalyst contains about 0.05 to about 20 wt.% of the coke or the oxide modifier on an elemental basis.
16. The process of claim 14 wherein the catalyst contains about 1 to about 10 wt.% of the coke or the oxide modifier on an elemental basis.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54709300A | 2000-04-11 | 2000-04-11 | |
| US547093 | 2000-04-11 | ||
| PCT/US2001/011518 WO2001077046A1 (en) | 2000-04-11 | 2001-04-09 | Process for producing chemicals from oxygenate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1272446A1 true EP1272446A1 (en) | 2003-01-08 |
Family
ID=24183322
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP01924857A Withdrawn EP1272446A1 (en) | 2000-04-11 | 2001-04-09 | Process for the conversion of methanol and/or dimethyl ether |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP1272446A1 (en) |
| AU (1) | AU2001251474A1 (en) |
| WO (1) | WO2001077046A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2220941C1 (en) * | 2002-07-12 | 2004-01-10 | Институт нефтехимического синтеза им. А.В. Топчиева РАН | Process of production of c4-c16-isoalkane mixture (options) |
| RU2220940C1 (en) * | 2002-07-12 | 2004-01-10 | Институт нефтехимического синтеза им. А.В. Топчиева РАН | Method for preparing isoalkanes c8 or c10 |
| US7414166B2 (en) | 2004-10-05 | 2008-08-19 | Exxonmobil Chemical Patents Inc. | Minimizing catalyst backflow in fluidized bed reactors |
| CN101823929B (en) * | 2010-04-14 | 2013-05-22 | 清华大学 | System and process for preparing aromatic hydrocarbon by converting methanol or dimethyl ether |
| CN104892346B (en) * | 2014-03-07 | 2017-01-11 | 中石化洛阳工程有限公司 | Method and apparatus for preparing p-xylene from methanol |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6046372A (en) * | 1996-10-02 | 2000-04-04 | Mobil Oil Corporation | Process for producing light olefins |
-
2001
- 2001-04-09 WO PCT/US2001/011518 patent/WO2001077046A1/en not_active Ceased
- 2001-04-09 AU AU2001251474A patent/AU2001251474A1/en not_active Abandoned
- 2001-04-09 EP EP01924857A patent/EP1272446A1/en not_active Withdrawn
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0177046A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001251474A1 (en) | 2001-10-23 |
| WO2001077046A1 (en) | 2001-10-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| 17P | Request for examination filed |
Effective date: 20021007 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR |
|
| AX | Request for extension of the european patent |
Free format text: AL;LT;LV;MK;RO;SI |
|
| RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: WEBER, WILLIAM, A. Inventor name: NARIMAN, KHUSHRAV, E. Inventor name: SHINNAR, REUEL Inventor name: BROWN, STEPHEN, H. |
|
| 17Q | First examination report despatched |
Effective date: 20030312 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 20030923 |