JPH06256230A - 触媒の再生によるオレフィンの異性化方法およびこれに用いる装置 - Google Patents
触媒の再生によるオレフィンの異性化方法およびこれに用いる装置Info
- Publication number
- JPH06256230A JPH06256230A JP6015571A JP1557194A JPH06256230A JP H06256230 A JPH06256230 A JP H06256230A JP 6015571 A JP6015571 A JP 6015571A JP 1557194 A JP1557194 A JP 1557194A JP H06256230 A JPH06256230 A JP H06256230A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- steam
- reactor
- reaction zone
- pipe
- 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.)
- Pending
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 134
- 230000008929 regeneration Effects 0.000 title claims abstract description 29
- 238000011069 regeneration method Methods 0.000 title claims abstract description 29
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 14
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 238000000034 method Methods 0.000 title claims description 43
- 238000006317 isomerization reaction Methods 0.000 title claims description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- 238000011282 treatment Methods 0.000 claims abstract description 29
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 12
- 239000010936 titanium Substances 0.000 claims abstract description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims description 22
- 239000007789 gas Substances 0.000 claims description 21
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 238000012546 transfer Methods 0.000 claims description 6
- 230000000737 periodic effect Effects 0.000 claims description 5
- 238000001556 precipitation Methods 0.000 claims description 5
- 230000001172 regenerating effect Effects 0.000 claims description 4
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 238000012545 processing Methods 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 239000000571 coke Substances 0.000 description 7
- 238000002485 combustion reaction Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 5
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical class CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical class CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 2
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 150000002222 fluorine compounds Chemical class 0.000 description 2
- 235000013847 iso-butane Nutrition 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 230000008646 thermal stress Effects 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910001570 bauxite Inorganic materials 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001902 propagating effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000003252 repetitive effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000010518 undesired secondary reaction Methods 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J38/00—Regeneration or reactivation of catalysts, in general
- B01J38/04—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst
- B01J38/06—Gas or vapour treating; Treating by using liquids vaporisable upon contacting spent catalyst using steam
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/20—Regeneration or reactivation
-
- 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
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2767—Changing the number of side-chains
- C07C5/277—Catalytic processes
- C07C5/2772—Catalytic processes with metal oxides
-
- 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
- C07C2521/04—Alumina
-
- 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
-
- 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
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9301389 | 1993-02-09 | ||
| FR9301389A FR2701258B1 (fr) | 1993-02-09 | 1993-02-09 | Procédé continu pour l'isomérisation des oléfines. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06256230A true JPH06256230A (ja) | 1994-09-13 |
Family
ID=9443858
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6015571A Pending JPH06256230A (ja) | 1993-02-09 | 1994-02-09 | 触媒の再生によるオレフィンの異性化方法およびこれに用いる装置 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5686648A (OSRAM) |
| EP (1) | EP0611185B1 (OSRAM) |
| JP (1) | JPH06256230A (OSRAM) |
| KR (1) | KR100300493B1 (OSRAM) |
| CN (1) | CN1045951C (OSRAM) |
| CA (1) | CA2115341A1 (OSRAM) |
| DE (1) | DE69400234T2 (OSRAM) |
| ES (1) | ES2091098T3 (OSRAM) |
| FR (1) | FR2701258B1 (OSRAM) |
| MY (1) | MY110135A (OSRAM) |
| NO (1) | NO307701B1 (OSRAM) |
| TW (1) | TW279159B (OSRAM) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017507902A (ja) * | 2013-12-18 | 2017-03-23 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | 先行する異性化の後にｎ−ブテンを酸化的脱水素することによるブタジエンの製造 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8722557B2 (en) | 2008-12-30 | 2014-05-13 | Lyondell Chemical Technology, L.P. | Catalyst regeneration |
| WO2015077332A1 (en) * | 2013-11-20 | 2015-05-28 | Lummus Technology Inc. | Olefin double bond isomerization catalyst with high poison resistance |
| US9314785B1 (en) | 2014-11-13 | 2016-04-19 | Chevron U.S.A. Inc. | Ketonization process using oxidative catalyst regeneration |
| CN109851464B (zh) * | 2017-11-30 | 2021-11-19 | 中国石油化工股份有限公司 | 一种正丁烯异构化的方法及装置 |
| CN109851465B (zh) * | 2017-11-30 | 2021-11-19 | 中国石油化工股份有限公司 | 一种正丁烯异构化的方法及装置 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1252364B (de) * | 1966-02-23 | 1967-10-19 | Farbenfabriken Bayer Aktienge Seilschaft, I everkusen | Verfah ren zur Gewinnung des Kallikrem Inakti vators in kristallisierter Form |
| US3558733A (en) * | 1969-07-30 | 1971-01-26 | Phillips Petroleum Co | Olefin isomerization process with alumina of controlled water content |
| US4225419A (en) * | 1979-04-18 | 1980-09-30 | Phillips Petroleum Company | Alumina isomerization process |
| EP0032543A1 (de) * | 1980-01-10 | 1981-07-29 | Chemische Werke Hüls Ag | Verfahren zur Isomerisierung von n-Alkenen |
| FR2484400A1 (fr) * | 1980-05-13 | 1981-12-18 | Inst Francais Du Petrole | Procede d'isomerisation d'olefines |
| US5182247A (en) * | 1991-02-11 | 1993-01-26 | Texaco Inc. | Sulfated catalyst for skeletal isomerization of olefins |
| FR2695636B1 (fr) * | 1992-09-15 | 1994-12-02 | Inst Francais Du Petrole | Procédé pour l'isomérisation des oléfines. |
-
1993
- 1993-02-09 FR FR9301389A patent/FR2701258B1/fr not_active Expired - Fee Related
-
1994
- 1994-01-31 EP EP94400203A patent/EP0611185B1/fr not_active Expired - Lifetime
- 1994-01-31 ES ES94400203T patent/ES2091098T3/es not_active Expired - Lifetime
- 1994-01-31 DE DE69400234T patent/DE69400234T2/de not_active Expired - Fee Related
- 1994-02-07 NO NO940391A patent/NO307701B1/no not_active IP Right Cessation
- 1994-02-08 MY MYPI94000286A patent/MY110135A/en unknown
- 1994-02-08 KR KR1019940002380A patent/KR100300493B1/ko not_active Expired - Fee Related
- 1994-02-09 CN CN94101566A patent/CN1045951C/zh not_active Expired - Lifetime
- 1994-02-09 CA CA002115341A patent/CA2115341A1/fr not_active Abandoned
- 1994-02-09 JP JP6015571A patent/JPH06256230A/ja active Pending
- 1994-02-17 TW TW083101270A patent/TW279159B/zh active
-
1995
- 1995-06-06 US US08/487,091 patent/US5686648A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017507902A (ja) * | 2013-12-18 | 2017-03-23 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | 先行する異性化の後にｎ−ブテンを酸化的脱水素することによるブタジエンの製造 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1045951C (zh) | 1999-10-27 |
| NO940391L (no) | 1994-08-10 |
| CN1098083A (zh) | 1995-02-01 |
| ES2091098T3 (es) | 1996-10-16 |
| KR100300493B1 (ko) | 2001-10-22 |
| KR940019656A (ko) | 1994-09-14 |
| EP0611185B1 (fr) | 1996-06-12 |
| NO940391D0 (no) | 1994-02-07 |
| NO307701B1 (no) | 2000-05-15 |
| MY110135A (en) | 1998-02-28 |
| DE69400234T2 (de) | 1996-10-10 |
| US5686648A (en) | 1997-11-11 |
| CA2115341A1 (fr) | 1994-08-10 |
| FR2701258B1 (fr) | 1995-04-28 |
| TW279159B (OSRAM) | 1996-06-21 |
| FR2701258A1 (fr) | 1994-08-12 |
| DE69400234D1 (de) | 1996-07-18 |
| EP0611185A1 (fr) | 1994-08-17 |
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Legal Events
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|---|---|---|---|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20040305 |
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| A131 | Notification of reasons for refusal |
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