GB1003003A - Isomerisation process - Google Patents
Isomerisation processInfo
- Publication number
- GB1003003A GB1003003A GB10126/63A GB1012663A GB1003003A GB 1003003 A GB1003003 A GB 1003003A GB 10126/63 A GB10126/63 A GB 10126/63A GB 1012663 A GB1012663 A GB 1012663A GB 1003003 A GB1003003 A GB 1003003A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methylpentene
- sulphates
- sulphate
- catalyst
- feed
- 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
- 238000006317 isomerization reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 abstract 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 abstract 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 3
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 3
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052782 aluminium Inorganic materials 0.000 abstract 2
- 229910052804 chromium Inorganic materials 0.000 abstract 2
- 239000011651 chromium Substances 0.000 abstract 2
- JMMZCWZIJXAGKW-UHFFFAOYSA-N 2-methylpent-2-ene Chemical compound CCC=C(C)C JMMZCWZIJXAGKW-UHFFFAOYSA-N 0.000 abstract 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 abstract 1
- 125000002015 acyclic group Chemical group 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 239000003701 inert diluent Substances 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 230000008707 rearrangement Effects 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07C5/23—Rearrangement of carbon-to-carbon unsaturated bonds
- C07C5/25—Migration of carbon-to-carbon double bonds
- C07C5/2506—Catalytic processes
- C07C5/2525—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C5/2531—Acids of sulfur; Salts thereof; Sulfur oxides
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
- B01J27/053—Sulfates
-
- 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
- C07C5/2206—Catalytic processes not covered by C07C5/23 - C07C5/31
- C07C5/2226—Catalytic processes not covered by C07C5/23 - C07C5/31 with inorganic acids; with salt or anhydrides of acids
- C07C5/2233—Acids of sulfur; Salts thereof; Sulfur oxides
-
- 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
- C07C5/271—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with inorganic acids; with salts or anhydrides of acids
- C07C5/2713—Acids of sulfur; Salts thereof; Sulfur oxides
-
- 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
- C07C5/2729—Changing the branching point of an open chain or the point of substitution on a ring
- C07C5/2732—Catalytic processes
- C07C5/274—Catalytic processes with inorganic acids; with salts or anhydrides of acids
- C07C5/2743—Acids of sulfur; Salts thereof; Sulfur oxides
-
- 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
- C07C5/2781—Acids of sulfur; Salts thereof; Sulfur oxides
-
- 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-
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A process for the isomerization of an acyclic unsaturated hydrocarbon which is capable of undergoing skeletal rearrangement and/or double bond shift comprises contacting the hydrocarbon with a catalyst consisting of a partially hydrated sulphate of a metal from Group II, III, IV, VI, VII or VIII of Mendeleef's Periodic Table. "Partially hydrated" sulphate means a sulphate containing a number of associated molecules of water of crystallization fewer than the maximum possible. Particular catalysts disclosed are FeSO42H2O (obtained from FeSO47H2O), MgSO41H2O (obtained from MgSO47H2O), Cr2(SO4)35H2O (from Cr2(SO4)315H2O), Al2(SO4)34H2O and Al2 (SO4)31H2O (from Al2(SO4)316H2O), the sulphates of chromium and aluminium being preferred. The sulphates may be prepared by partial dehydration of the fully dehydrated form and preferably have a surface area of at least 1 sq. m. per gm. The catalyst and hydro-carbon feed may be contacted when the latter is in the vapour phase, preferably above 50 DEG C., but essentially below the temperature at which the catalyst fully dehydrates. An L.H.S.V. of 0.1 to 10 vol./vol. may be used. Optionally, an inert diluent, e.g. N2, is added. The feed hydro-carbon preferably contains less than 20 carbon atoms and is particularly a C4 to C6 molecule, e.g. 3,3-dimethylbutene-1; 4-methylpentene-1. In Examples (1)-(7), 4-methylpentene-1 is contacted with partially dehydrated sulphates of Fe, Cr, Mg and Al at 150 DEG and 200 DEG C., and products containing amounts of 14-31% 2-methylpentene-2, 4-9% 2-methylpentene-1, 3-9% 3-methylpentene-2 (cis and trans forms) and from 54-79% unchanged feed plus 4-methylpentene-1 (cis a9d trans) are obtained (all percentages by volume).
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE645196D BE645196A (en) | 1963-03-14 | ||
| GB10126/63A GB1003003A (en) | 1963-03-14 | 1963-03-14 | Isomerisation process |
| FR966989A FR1385173A (en) | 1963-03-14 | 1964-03-11 | Process for the isomerization of an unsaturated hydrocarbon and hydrocarbons obtained |
| DE19641443510 DE1443510A1 (en) | 1963-03-14 | 1964-03-12 | Process for the isomerization of hydrocarbons |
| NL6402560A NL6402560A (en) | 1963-03-14 | 1964-03-12 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB10126/63A GB1003003A (en) | 1963-03-14 | 1963-03-14 | Isomerisation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1003003A true GB1003003A (en) | 1965-09-02 |
Family
ID=9961995
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10126/63A Expired GB1003003A (en) | 1963-03-14 | 1963-03-14 | Isomerisation process |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE645196A (en) |
| DE (1) | DE1443510A1 (en) |
| GB (1) | GB1003003A (en) |
| NL (1) | NL6402560A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0067467A1 (en) * | 1981-06-15 | 1982-12-22 | Shell Internationale Researchmaatschappij B.V. | Process for the double-bond isomerization of olefins |
| WO2003021025A1 (en) | 2001-09-03 | 2003-03-13 | Teijin Limited | Method and apparatus for forming fiber aggregate |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4918041A (en) * | 1988-09-21 | 1990-04-17 | Sun Refining And Marketing Company | Catalyst for hydrocarbon conversion and conversion process utilizing the same |
-
0
- BE BE645196D patent/BE645196A/xx unknown
-
1963
- 1963-03-14 GB GB10126/63A patent/GB1003003A/en not_active Expired
-
1964
- 1964-03-12 NL NL6402560A patent/NL6402560A/xx unknown
- 1964-03-12 DE DE19641443510 patent/DE1443510A1/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0067467A1 (en) * | 1981-06-15 | 1982-12-22 | Shell Internationale Researchmaatschappij B.V. | Process for the double-bond isomerization of olefins |
| WO2003021025A1 (en) | 2001-09-03 | 2003-03-13 | Teijin Limited | Method and apparatus for forming fiber aggregate |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1443510A1 (en) | 1969-11-20 |
| BE645196A (en) | 1900-01-01 |
| NL6402560A (en) | 1964-09-15 |
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