IL42530A - Alkylation of isoparaffin-olefin mixtures - Google Patents
Alkylation of isoparaffin-olefin mixturesInfo
- Publication number
- IL42530A IL42530A IL42530A IL4253073A IL42530A IL 42530 A IL42530 A IL 42530A IL 42530 A IL42530 A IL 42530A IL 4253073 A IL4253073 A IL 4253073A IL 42530 A IL42530 A IL 42530A
- Authority
- IL
- Israel
- Prior art keywords
- alkylatlon
- catalyst
- hydrogen fluoride
- raactant
- isoparaffin
- Prior art date
Links
- 230000029936 alkylation Effects 0.000 title claims abstract 6
- 238000005804 alkylation reaction Methods 0.000 title claims abstract 6
- 239000000203 mixture Substances 0.000 title 1
- 239000003054 catalyst Substances 0.000 claims abstract 18
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 12
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 8
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 4
- 239000007795 chemical reaction product Substances 0.000 claims 4
- 229930195733 hydrocarbon Natural products 0.000 claims 4
- 150000002430 hydrocarbons Chemical class 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 abstract 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 abstract 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 2
- 229910000323 aluminium silicate Inorganic materials 0.000 abstract 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract 1
- 239000001282 iso-butane Substances 0.000 abstract 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 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
- 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
-
- 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
- C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
- C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
- C07C2527/054—Sulfuric acid or other acids with the formula H2Sn03n+1
-
- 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
-
- 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
- C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
- C07C2527/173—Phosphoric acid or other acids with the formula Hn+2PnO3n+1
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Catalysts (AREA)
Abstract
1432682 Two-stage isoparaffin alkylation UOP Inc 5 July 1973 [7 July 1972] 31977/73 Heading C5E An isoparaffin is alkylated in the presence of a catalyst in a first zone with a lighter olefin (e.g. propylene) at least a portion of the alkylate and unreacted isoparaffin being contacted in a second zone with a catalyst and a heavier olefin (e.g. butylene) to give a further alkylate. The isoparaffin may be isobutane, and the isoparaffin recovered from the second zone may be recycled to the first zone. Suitable catalysts for each zone are HF, H 2 SO 4 , H 3 PO 4 or a crystalline aluminosilicate. Preferably the first alkylation is carried out at 60-150 F. using 80-99 wt. per cent HF catalyst whereas the second alkylation is carried out at a lower temperature, 40-110 F., using less concentrated HF (65-95 wt. per cent).
[GB1432682A]
Claims (13)
1. A proeaaa for producing an alkylatlon reaction product i fro* an lsopaTa in raactant, a llghtar olaflnlc raactant and a heavlar olaflnle raactant which comprises tha stspa oft (a) contacting aald lsoparafflnlc raactant and said S llghtar olaflnlc raactant with a flrat alkylatlon catalyst la a first alkylatlon sona at first alkylatlon conditions; (b) recovering from said first alkylatlon cons a first hydrocarbons stress which comprises a portion of said laoparafflnlc raactant and a portion of said alkylatlon 0 reaction product; (e) contacting ssld heavlar oleflnlc raactant and at leaat a portion of said first hydrocarbons stream with a second alkylatlon catalyst In a second alkylatlon eone at seeond alkylatlon conditions; 3 (d) recovering from ssld second alkylatlon tone a second hydrocarbons stream which coa rises at least a portion of said alkylatlon reaction product; and, i (a) recovering aald alkylatlon reaction product from ί aald second hydrocarbona stream.
2. Tha process of Claim 1 wherein aald lighter oleflnlc reaetant coo rises propylene.
3. The process of Claim 1 wherein said heavier oleflnlc i reaetant comprises butylanes.
4. The process of Claim 1 wherein said first alkylatlon catalyst Is hydrogen fluoride alkylatlon catalyst.
5. The process of Claim 1 wherein said second alkylatlon catalyst is hydrogen fluoride alkylatlon catalyst.
6. The process of Claim 4 wherein said first alkylatlon catalyst is a hydrogen fluoride alkylatlon catalyst comprising about 80 wt. X to about 99 vt. X hydrogen fluoride and said first alkylatlon conditions Include a temperature of about 60"F. to about 150*F.
7. The process of Claim 5 wherein said second alkylatlon catalyst is a hydrogen fluoride alkylatlon catalyst comprising about 65 vt. X to about 95 Wt. 7 hydrogen fluoride and said second alkylatlon conditions Include a temperature of about 0* . to about 11 eF.
8. The process of Claim 1 wherein an lsoparaffinlc recycle stream is recovered from said second hydrocarbons stream and at least a portion of said lsoparaffinlc recycle stream Is Introduced into said first alkylatlon zone.
9. The process of Claim 1 wherein said lsoparaffinlc reactant comprises lsobutane.
10. The process of Claim 1 wherein said first alkylatlon catalyst Is selected from sulfuric acid, phosphoric acid and a crystalline aluminoslllcate catalytlcally active for isoparaffin-olefln alkylatlon.
11. The process of Claim 1 wherein said second alkylatlon catalyst Is selected from sulfuric acid, phosphoric acid and a crystalline aluminoslllcate catalytlcally active for lsoparaffln-olefln alkylatlon.
12. The process of Claim 6 wherein said first alkylatlon conditions Include a temperature of about 75*P. to about 120eF. and said first alkylatlon catalyst comprises about 85 wt. 1 to about 99 vt. Z hydrogen fluoride. -i-
13. The process of Claim 7 wherein said second alkylation conditions include a temperature of about 50*F. to about 100*F. and said second alkylation catalyst conp ises about 70 wt. Z to about 95 wt. Z hydrogen fluoride. AND PAItfNfiK
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26990772A | 1972-07-07 | 1972-07-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42530A0 IL42530A0 (en) | 1973-08-29 |
| IL42530A true IL42530A (en) | 1976-08-31 |
Family
ID=23029124
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42530A IL42530A (en) | 1972-07-07 | 1973-06-18 | Alkylation of isoparaffin-olefin mixtures |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US3780131A (en) |
| JP (1) | JPS5228762B2 (en) |
| AR (1) | AR214271A1 (en) |
| AT (1) | AT333709B (en) |
| AU (1) | AU468098B2 (en) |
| BR (1) | BR7305025D0 (en) |
| CA (1) | CA1006878A (en) |
| CS (1) | CS187381B2 (en) |
| DD (1) | DD105436A5 (en) |
| ES (1) | ES416672A1 (en) |
| FR (1) | FR2192084B1 (en) |
| GB (1) | GB1432682A (en) |
| IL (1) | IL42530A (en) |
| IN (1) | IN140804B (en) |
| IT (1) | IT989765B (en) |
| NL (1) | NL7309320A (en) |
| NO (1) | NO139476C (en) |
| PH (1) | PH10593A (en) |
| PL (1) | PL90268B1 (en) |
| RO (1) | RO68814A (en) |
| SE (1) | SE381038B (en) |
| SU (1) | SU587855A3 (en) |
| TR (1) | TR17483A (en) |
| ZA (1) | ZA734084B (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3867473A (en) * | 1972-03-20 | 1975-02-18 | Universal Oil Prod Co | Two stages of isoparaffin-olefin alkylation with recycle of alkylate-containing hydrocarbon |
| US3911043A (en) * | 1972-09-21 | 1975-10-07 | Universal Oil Prod Co | Plural stages of HF alkylation of isoparaffin with a mono-olefin |
| US3985823A (en) * | 1973-12-20 | 1976-10-12 | Uop Inc. | Isoparaffin-olefin alkylation with HF alkylation and isomerization in a soaking zone |
| JPS5827249B2 (en) * | 1974-08-19 | 1983-06-08 | ユニバ−サル オイル プロダクツ カンパニ− | Futsuka Isoalkyl Kahou |
| DE2645655C3 (en) * | 1976-10-09 | 1981-11-19 | UOP Inc., 60016 Des Plaines, Ill. | Process for obtaining an alkylation product from isoparaffins and olefins |
| US4214115A (en) * | 1978-05-09 | 1980-07-22 | Phillips Petroleum Company | Alkylation process utilizing plural olefinic reactants |
| US4179475A (en) * | 1978-05-11 | 1979-12-18 | Phillips Petroleum Company | Olefin feed in HF alkylation of isoparaffin with olefin |
| JPS558810U (en) * | 1978-06-30 | 1980-01-21 | ||
| JPS5660053U (en) * | 1979-10-17 | 1981-05-22 | ||
| US4371731A (en) * | 1981-09-04 | 1983-02-01 | Phillips Petroleum Company | Alkylation process |
| JPH0661904U (en) * | 1993-02-16 | 1994-09-02 | アダチ産業株式会社 | Tabi socks that use this |
| US9000249B2 (en) * | 2013-05-10 | 2015-04-07 | Uop Llc | Alkylation unit and process |
| JP7317048B2 (en) * | 2018-05-04 | 2023-07-28 | ルーマス テクノロジー エルエルシー | Reverse cascade of acids and hydrocarbons in alkylation |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2258236A (en) * | 1940-09-30 | 1941-10-07 | Universal Oil Prod Co | Treatment of hydrocarbons |
-
1972
- 1972-07-07 US US00269907A patent/US3780131A/en not_active Expired - Lifetime
-
1973
- 1973-06-13 CA CA173,924A patent/CA1006878A/en not_active Expired
- 1973-06-15 ZA ZA734084A patent/ZA734084B/en unknown
- 1973-06-18 IL IL42530A patent/IL42530A/en unknown
- 1973-06-18 AU AU57031/73A patent/AU468098B2/en not_active Expired
- 1973-06-20 AT AT547173A patent/AT333709B/en not_active IP Right Cessation
- 1973-06-25 PH PH14764A patent/PH10593A/en unknown
- 1973-06-26 TR TR17483A patent/TR17483A/en unknown
- 1973-06-29 IN IN1524/CAL/1973A patent/IN140804B/en unknown
- 1973-07-04 NL NL7309320A patent/NL7309320A/xx not_active Application Discontinuation
- 1973-07-05 NO NO2758/73A patent/NO139476C/en unknown
- 1973-07-05 GB GB3197773A patent/GB1432682A/en not_active Expired
- 1973-07-05 BR BR5025/73A patent/BR7305025D0/en unknown
- 1973-07-05 PL PL1973163847A patent/PL90268B1/pl unknown
- 1973-07-05 SE SE7309492A patent/SE381038B/en unknown
- 1973-07-05 IT IT51270/73A patent/IT989765B/en active
- 1973-07-05 DD DD172082A patent/DD105436A5/xx unknown
- 1973-07-06 FR FR7324944A patent/FR2192084B1/fr not_active Expired
- 1973-07-06 AR AR214271A patent/AR214271A1/en active
- 1973-07-06 SU SU731943398A patent/SU587855A3/en active
- 1973-07-06 ES ES416672A patent/ES416672A1/en not_active Expired
- 1973-07-06 CS CS734898A patent/CS187381B2/en unknown
- 1973-07-06 JP JP48075883A patent/JPS5228762B2/ja not_active Expired
- 1973-07-07 RO RO7375389A patent/RO68814A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA734084B (en) | 1974-05-29 |
| FR2192084B1 (en) | 1977-01-07 |
| IN140804B (en) | 1976-12-25 |
| NL7309320A (en) | 1974-01-09 |
| CA1006878A (en) | 1977-03-15 |
| CS187381B2 (en) | 1979-01-31 |
| ES416672A1 (en) | 1976-02-01 |
| DE2331163A1 (en) | 1974-01-24 |
| GB1432682A (en) | 1976-04-22 |
| DE2331163B2 (en) | 1976-12-09 |
| US3780131A (en) | 1973-12-18 |
| TR17483A (en) | 1975-07-23 |
| SU587855A3 (en) | 1978-01-05 |
| RO68814A (en) | 1982-02-26 |
| AU5703173A (en) | 1974-12-19 |
| DD105436A5 (en) | 1974-04-20 |
| ATA547173A (en) | 1976-04-15 |
| PL90268B1 (en) | 1977-01-31 |
| IT989765B (en) | 1975-06-10 |
| AU468098B2 (en) | 1975-12-18 |
| JPS4951204A (en) | 1974-05-18 |
| AR214271A1 (en) | 1979-05-31 |
| NO139476B (en) | 1978-12-11 |
| NO139476C (en) | 1979-03-21 |
| BR7305025D0 (en) | 1974-08-29 |
| SE381038B (en) | 1975-11-24 |
| FR2192084A1 (en) | 1974-02-08 |
| AT333709B (en) | 1976-12-10 |
| IL42530A0 (en) | 1973-08-29 |
| JPS5228762B2 (en) | 1977-07-28 |
| PH10593A (en) | 1977-07-15 |
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