GB559426A - Isomerization of paraffin hydrocarbons - Google Patents
Isomerization of paraffin hydrocarbonsInfo
- Publication number
- GB559426A GB559426A GB6854/42A GB685442A GB559426A GB 559426 A GB559426 A GB 559426A GB 6854/42 A GB6854/42 A GB 6854/42A GB 685442 A GB685442 A GB 685442A GB 559426 A GB559426 A GB 559426A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcl
- mixture
- cyclopentane
- zncl
- nacl
- 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
- 229930195733 hydrocarbon Natural products 0.000 title abstract 5
- 150000002430 hydrocarbons Chemical class 0.000 title abstract 5
- 238000006317 isomerization reaction Methods 0.000 title abstract 2
- 239000012188 paraffin wax Substances 0.000 title 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N Methylcyclohexane Natural products CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 2
- -1 aluminium halides Chemical class 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- QWHNJUXXYKPLQM-UHFFFAOYSA-N dimethyl cyclopentane Natural products CC1(C)CCCC1 QWHNJUXXYKPLQM-UHFFFAOYSA-N 0.000 abstract 2
- 229910001507 metal halide Inorganic materials 0.000 abstract 2
- 150000005309 metal halides Chemical class 0.000 abstract 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 abstract 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 abstract 2
- 229910016747 AlCl3—NaCl—KCl Inorganic materials 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Substances Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000002002 slurry Substances 0.000 abstract 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
- C07C5/2767—Changing the number of side-chains
- C07C5/277—Catalytic processes
- C07C5/2778—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C5/2786—Acids of halogen; Salts thereof
- C07C5/2789—Metal halides; Complexes thereof with organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
559,426. Isomerizing hydrocarbons. SHELL DEVELOPMENT CO. May 20,1942, No. 6854. Convention date, June 2, 1941. Drawings to Specification. [Class 2 (iii)] Aliphatic hydrocarbons containing 5 to 10 carbon atoms are isomerized to branched chain hydrocarbons by passing them into contact with a Friedel-Crafts type catalyst at 40-130‹ C. in presence of a sufficient amount of a substantially non-isomerizable cycloparaffin hydrocarbon material such as cyclopentane, a mixture of methyl cyclopentane and cyclohexane, or a mixture of dimethyl cyclopentane and methyl cyclohexane, to inhibit degradation of the treated hydrocarbon and product. The catalyst may be aluminium chloride or bromide, alone or on a carrier, or mixed with other metal halides or organic complex compounds of aluminium halides, or dissolved in a mixture of molten metal halides such as AlCl 3 -NaCl-KCl, AlCl 3 -SbCl 3 , AlCl 3 -NaCl- ZnCl 2 , or AlCl 3 -SO 2 -ZnCl 2 , or a slurry of AlCl 3 or AlBr 3 in a liquid complex formed from AlCl 3 and an olefinic cycloparaffin such as cyclohexene. The isomers obtained include gem isomers, thus normal hexane gives 2, 2- dimethyl butane. Examples are given of the isomerization of normal pentane and hexane.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US559426XA | 1941-06-02 | 1941-06-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB559426A true GB559426A (en) | 1944-02-18 |
Family
ID=22001142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6854/42A Expired GB559426A (en) | 1941-06-02 | 1942-05-20 | Isomerization of paraffin hydrocarbons |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB559426A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3071635A (en) * | 1958-12-31 | 1963-01-01 | Exxon Research Engineering Co | Aluminum halide recovery from hydrocarbon reactions |
| US3391220A (en) * | 1965-04-30 | 1968-07-02 | Universal Oil Prod Co | Hydroisomerization process with hexane addition to the reaction zone |
| EP1310472A1 (en) * | 2001-11-13 | 2003-05-14 | Haldor Topsoe A/S | Process of paraffin hydrocarbon isomerisation on ionic liquids as catalysts |
| EP1403236A1 (en) * | 2002-09-25 | 2004-03-31 | Haldor Topsoe A/S | Process of paraffin hydrocarbon isomerisation catalysed by an ionic liquid in the presence of a cyclic hydrocarbon additive |
| CN118546429A (en) * | 2024-07-30 | 2024-08-27 | 中国科学院合肥物质科学研究院 | Method for catalyzing degradation of polyolefin plastic at low temperature |
-
1942
- 1942-05-20 GB GB6854/42A patent/GB559426A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3071635A (en) * | 1958-12-31 | 1963-01-01 | Exxon Research Engineering Co | Aluminum halide recovery from hydrocarbon reactions |
| US3391220A (en) * | 1965-04-30 | 1968-07-02 | Universal Oil Prod Co | Hydroisomerization process with hexane addition to the reaction zone |
| EP1310472A1 (en) * | 2001-11-13 | 2003-05-14 | Haldor Topsoe A/S | Process of paraffin hydrocarbon isomerisation on ionic liquids as catalysts |
| EP1403236A1 (en) * | 2002-09-25 | 2004-03-31 | Haldor Topsoe A/S | Process of paraffin hydrocarbon isomerisation catalysed by an ionic liquid in the presence of a cyclic hydrocarbon additive |
| CN118546429A (en) * | 2024-07-30 | 2024-08-27 | 中国科学院合肥物质科学研究院 | Method for catalyzing degradation of polyolefin plastic at low temperature |
| US12305006B1 (en) | 2024-07-30 | 2025-05-20 | Hefei Institutes Of Physical Science, Chinese Academy Of Sciences | Methods for catalytically degrading polyolefin plastics at low temperatures |
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