DE1593555C3 - Verfahren zur Isomerisierung von aromatischen C tief 8 -Kohlenwasserstoffen - Google Patents
Verfahren zur Isomerisierung von aromatischen C tief 8 -KohlenwasserstoffenInfo
- Publication number
- DE1593555C3 DE1593555C3 DE1593555A DE1593555A DE1593555C3 DE 1593555 C3 DE1593555 C3 DE 1593555C3 DE 1593555 A DE1593555 A DE 1593555A DE 1593555 A DE1593555 A DE 1593555A DE 1593555 C3 DE1593555 C3 DE 1593555C3
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- xylene
- isomerization
- regeneration
- ppm
- 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
Links
- 238000000034 method Methods 0.000 title claims description 25
- 238000006317 isomerization reaction Methods 0.000 title claims description 16
- 229930195733 hydrocarbon Natural products 0.000 title claims description 12
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 12
- 125000003118 aryl group Chemical group 0.000 title claims description 7
- 239000003054 catalyst Substances 0.000 claims description 38
- 230000008929 regeneration Effects 0.000 claims description 24
- 238000011069 regeneration method Methods 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 239000007789 gas Substances 0.000 claims description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 26
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 10
- 238000001035 drying Methods 0.000 description 9
- 239000004215 Carbon black (E152) Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 7
- 150000002367 halogens Chemical class 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- 229910052697 platinum Inorganic materials 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 239000000571 coke Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- -1 platinum-aluminum oxide halogen Chemical class 0.000 description 3
- 150000003738 xylenes Chemical class 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- CVXDNAAVZJWUKJ-UHFFFAOYSA-N ethylbenzene;1,2-xylene Chemical group CCC1=CC=CC=C1.CC1=CC=CC=C1C CVXDNAAVZJWUKJ-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
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
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2724—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with metals
-
- 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
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/90—Rehabilitation of H acceptor
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US487898A US3381048A (en) | 1965-09-16 | 1965-09-16 | Isomerization of xylene isomers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1593555A1 DE1593555A1 (de) | 1970-08-13 |
| DE1593555B2 DE1593555B2 (de) | 1975-03-20 |
| DE1593555C3 true DE1593555C3 (de) | 1975-11-06 |
Family
ID=23937567
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1593555A Expired DE1593555C3 (de) | 1965-09-16 | 1966-09-15 | Verfahren zur Isomerisierung von aromatischen C tief 8 -Kohlenwasserstoffen |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3381048A (OSRAM) |
| DE (1) | DE1593555C3 (OSRAM) |
| GB (1) | GB1105887A (OSRAM) |
| NL (1) | NL153844B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3538173A (en) * | 1969-05-05 | 1970-11-03 | Universal Oil Prod Co | C8-alkylaromatic isomerization process |
| GB1255459A (en) * | 1970-05-26 | 1971-12-01 | Shell Int Research | Process for the isomerization of alkylaromatic hydrocarbons |
| US4059645A (en) * | 1976-11-10 | 1977-11-22 | Chevron Research Company | Alkylaromatic isomerization process |
| CA1077527A (en) * | 1976-12-03 | 1980-05-13 | Chevron Research And Technology Company | Alternating reforming and isomerization process |
| NO151152C (no) * | 1982-10-01 | 1985-02-20 | Sentralinst For Ind Forskning | Fremgangsmaate for isomerisering av alkylbenzener, saerlig xylener |
| US4832821A (en) * | 1988-03-07 | 1989-05-23 | Exxon Research And Engineering Company | Catalyst reforming process |
| US6512155B1 (en) | 2000-04-25 | 2003-01-28 | Uop Llc | Process for the activation of an alkylaromatic isomerization catalyst by water |
| US20220289645A1 (en) * | 2019-08-23 | 2022-09-15 | Exxonmobil Chemical Patents Inc. | Processes for Isomerizing C8 Aromatic Hydrocarbons Using Serial Reactors |
| CN112824362B (zh) * | 2019-11-21 | 2023-04-11 | 中国石化工程建设有限公司 | 一种异构化碳八芳烃的方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2781324A (en) * | 1953-07-07 | 1957-02-12 | Universal Oil Prod Co | Method of preparing a platinum composite reforming catalyst |
| US3078318A (en) * | 1957-07-05 | 1963-02-19 | Universal Oil Prod Co | Production of specific xylene isomers |
| US3011967A (en) * | 1959-11-24 | 1961-12-05 | Standard Oil Co | Platinum catalyst hydroforming and reactivation technique |
-
1965
- 1965-09-16 US US487898A patent/US3381048A/en not_active Expired - Lifetime
-
1966
- 1966-09-13 GB GB40747/66A patent/GB1105887A/en not_active Expired
- 1966-09-15 DE DE1593555A patent/DE1593555C3/de not_active Expired
- 1966-09-16 NL NL666613147A patent/NL153844B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1593555A1 (de) | 1970-08-13 |
| US3381048A (en) | 1968-04-30 |
| DE1593555B2 (de) | 1975-03-20 |
| GB1105887A (en) | 1968-03-13 |
| NL153844B (nl) | 1977-07-15 |
| NL6613147A (OSRAM) | 1967-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| EHJ | Ceased/non-payment of the annual fee |