CA1049569A - Alkylation process - Google Patents
Alkylation processInfo
- Publication number
- CA1049569A CA1049569A CA240,198A CA240198A CA1049569A CA 1049569 A CA1049569 A CA 1049569A CA 240198 A CA240198 A CA 240198A CA 1049569 A CA1049569 A CA 1049569A
- Authority
- CA
- Canada
- Prior art keywords
- regenerator
- stripper
- stream
- isobutane
- withdrawn
- 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
- 238000005804 alkylation reaction Methods 0.000 title claims abstract description 33
- 239000002253 acid Substances 0.000 claims abstract description 29
- 230000008929 regeneration Effects 0.000 claims abstract description 13
- 238000011069 regeneration method Methods 0.000 claims abstract description 13
- 230000029936 alkylation Effects 0.000 claims abstract description 12
- 239000012188 paraffin wax Substances 0.000 claims abstract description 7
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical group CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 164
- 239000001282 iso-butane Substances 0.000 claims description 82
- 229930195733 hydrocarbon Natural products 0.000 claims description 37
- 150000002430 hydrocarbons Chemical class 0.000 claims description 35
- 239000003054 catalyst Substances 0.000 claims description 33
- 239000004215 Carbon black (E152) Substances 0.000 claims description 30
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 21
- 239000007795 chemical reaction product Substances 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
- 239000000376 reactant Substances 0.000 claims description 14
- 239000003921 oil Substances 0.000 claims description 13
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 150000005673 monoalkenes Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 23
- 238000005194 fractionation Methods 0.000 abstract description 8
- 238000005086 pumping Methods 0.000 abstract 1
- 235000013847 iso-butane Nutrition 0.000 description 81
- 239000012071 phase Substances 0.000 description 27
- 239000000047 product Substances 0.000 description 20
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 16
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 14
- 239000001294 propane Substances 0.000 description 8
- 150000001336 alkenes Chemical class 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 6
- 238000000926 separation method Methods 0.000 description 5
- 238000003442 catalytic alkylation reaction Methods 0.000 description 4
- -1 e.g. Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000003377 acid catalyst Substances 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000011149 sulphuric acid Nutrition 0.000 description 2
- 239000001117 sulphuric acid Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical class CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012467 final product Substances 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
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005272 metallurgy Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- 239000011273 tar residue Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/56—Addition to acyclic hydrocarbons
- C07C2/58—Catalytic processes
- C07C2/62—Catalytic processes with acids
-
- 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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
- C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
-
- 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
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
- C07C2527/12—Fluorides
- C07C2527/1206—Hydrogen fluoride
-
- 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
- Y02P20/582—Recycling of unreacted starting or intermediate materials
-
- 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)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/533,421 US3956416A (en) | 1974-12-16 | 1974-12-16 | Alkylation process utilizing HF regenerator stream to a multi-tray isoparaffin stripper |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1049569A true CA1049569A (en) | 1979-02-27 |
Family
ID=24125883
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA240,198A Expired CA1049569A (en) | 1974-12-16 | 1975-11-21 | Alkylation process |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3956416A (enExample) |
| JP (1) | JPS5623405B2 (enExample) |
| AR (1) | AR207800A1 (enExample) |
| BE (1) | BE836616A (enExample) |
| BR (1) | BR7508247A (enExample) |
| CA (1) | CA1049569A (enExample) |
| DE (1) | DE2555918C3 (enExample) |
| FR (1) | FR2295000A1 (enExample) |
| GB (1) | GB1522350A (enExample) |
| IT (1) | IT1054676B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4073823A (en) * | 1976-02-24 | 1978-02-14 | Uop Inc. | Alkylation process utilizing HF regenerator stream to a multi-tray main fractionator |
| US5767335A (en) * | 1995-12-18 | 1998-06-16 | Phillips Petroleum Company | Method for preventing the accumulation of light ASO in the alkylation catalyst of alkylation process system |
| US5983476A (en) * | 1998-06-09 | 1999-11-16 | Uop Llc | Conversion of an HF alkylation unit |
| US7847142B2 (en) * | 2007-07-27 | 2010-12-07 | Exxonmobil Research & Engineering Company | HF alkylation process with acid regeneration |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3410759A (en) * | 1966-11-21 | 1968-11-12 | Phillips Petroleum Co | Hf alkylation acid rerun tower |
| US3349146A (en) * | 1966-12-01 | 1967-10-24 | Universal Oil Prod Co | Alkylation catalyst regeneration and purification of c3 effluent fraction |
| US3478125A (en) * | 1967-05-22 | 1969-11-11 | Phillips Petroleum Co | Hf alkylation acid rerun system |
| US3763265A (en) * | 1971-09-07 | 1973-10-02 | Phillips Petroleum Co | Recovery of ethylfluoride from isoparaffin ethylene and higher olefinalkylation by extractive distillation of propane containing stream obtained from alkylation effluent |
-
1974
- 1974-12-16 US US05/533,421 patent/US3956416A/en not_active Expired - Lifetime
-
1975
- 1975-01-01 AR AR261626A patent/AR207800A1/es active
- 1975-11-21 CA CA240,198A patent/CA1049569A/en not_active Expired
- 1975-12-09 JP JP14682175A patent/JPS5623405B2/ja not_active Expired
- 1975-12-10 FR FR7537734A patent/FR2295000A1/fr active Granted
- 1975-12-12 BR BR7508247*A patent/BR7508247A/pt unknown
- 1975-12-12 DE DE2555918A patent/DE2555918C3/de not_active Expired
- 1975-12-15 BE BE162720A patent/BE836616A/xx not_active IP Right Cessation
- 1975-12-15 GB GB51238/75A patent/GB1522350A/en not_active Expired
- 1975-12-15 IT IT30303/75A patent/IT1054676B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| BR7508247A (pt) | 1976-08-24 |
| DE2555918B2 (de) | 1977-07-21 |
| DE2555918C3 (de) | 1978-03-23 |
| FR2295000A1 (fr) | 1976-07-16 |
| IT1054676B (it) | 1981-11-30 |
| DE2555918A1 (de) | 1976-07-01 |
| US3956416A (en) | 1976-05-11 |
| JPS5623405B2 (enExample) | 1981-05-30 |
| BE836616A (fr) | 1976-04-01 |
| JPS5182203A (enExample) | 1976-07-19 |
| AR207800A1 (es) | 1976-10-29 |
| AU8697775A (en) | 1977-06-02 |
| GB1522350A (en) | 1978-08-23 |
| FR2295000B1 (enExample) | 1978-05-12 |
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