GB1312987A - Dismutation of olefins - Google Patents
Dismutation of olefinsInfo
- Publication number
- GB1312987A GB1312987A GB2415170A GB2415170A GB1312987A GB 1312987 A GB1312987 A GB 1312987A GB 2415170 A GB2415170 A GB 2415170A GB 2415170 A GB2415170 A GB 2415170A GB 1312987 A GB1312987 A GB 1312987A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tungsten
- dichloride
- oxyphenolate
- molybdenum
- prepared
- 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
- 150000001336 alkenes Chemical class 0.000 title abstract 4
- 238000007323 disproportionation reaction Methods 0.000 title abstract 3
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 abstract 6
- 229910052721 tungsten Inorganic materials 0.000 abstract 6
- 239000010937 tungsten Substances 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 4
- 229910052750 molybdenum Inorganic materials 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract 3
- 239000011733 molybdenum Substances 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 3
- 125000005234 alkyl aluminium group Chemical group 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 abstract 2
- 150000002899 organoaluminium compounds Chemical class 0.000 abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 abstract 2
- 229940031826 phenolate Drugs 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- MKSYJLRNTDFZCO-UHFFFAOYSA-H [W+6].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 Chemical compound [W+6].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 MKSYJLRNTDFZCO-UHFFFAOYSA-H 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
- B01J31/0214—Aryloxylates, e.g. phenolates
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- B01J31/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
- B01J31/143—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/20—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state
- B01J35/27—Catalysts, in general, characterised by their form or physical properties characterised by their non-solid state in a liquid or molten state
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/54—Metathesis reactions, e.g. olefin metathesis
- B01J2231/543—Metathesis reactions, e.g. olefin metathesis alkene metathesis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1312987 Olefin disproportionation catalysts ENTREPRISE DE RECHERCHES ET D'ACTIVITES PETROLIERES (ELF) 19 May 1970 [22 May 1969] 24151/70 Heading B1E [Also in Division C5] An olefin disproportionation catalyst is derived from (a) a molybdenum or tungsten alcoholate or phenolate having the formula MO(OR) 4 or M(OR) 6 , wherein M is molybdenum or tungsten and R is an alkyl or aryl group, and (b) a halogenated organoaluminium compound, for example an alkylaluminium sesquichloride or an alkylaluminium dichloride. The components (a) and (b) preferably are used in proportions such that the Al:Mo or Al:W molar ratio is between 6:1 and 12:1. The catalyst may be prepared by mixing the molybdenum or tungsten alcoholate or phenolate with a solution of an olefin in a hydrocarbon, for example an aliphatic hydrocarbon, and then adding the halogenated organoaluminium compound to the resulting mixture. As exemplified, catalyst is prepared from tungsten oxyphenolate WO(OC 6 H 5 ) 4 , ethylaluminium sesquichloride (prepared from aluminium chloride and triethylaluminium) and a trace of alcohol in the presence of hexane (Example 1); tungsten oxyphenolate WO(OC 6 H 5 ) 4 and ethylaluminimum dichloride in the presence of chlorobenzene (Example 2); tungsten oxyphenolate WO(OC 6 H 5 ) 4 , ethylaluminium dichloride and ethanol in the presence of unspecified solvent (Example 3); or tungsten hexaphenolate W(OC 6 H 5 ) 6 and ethylaluminium dichloride in the presence of chlorobenzene (Example 4).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6916711A FR2044484A5 (en) | 1969-05-22 | 1969-05-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1312987A true GB1312987A (en) | 1973-04-11 |
Family
ID=9034452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2415170A Expired GB1312987A (en) | 1969-05-22 | 1970-05-19 | Dismutation of olefins |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE750784A (en) |
| DE (1) | DE2024835C3 (en) |
| FR (1) | FR2044484A5 (en) |
| GB (1) | GB1312987A (en) |
| NL (1) | NL7007343A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011160081A1 (en) * | 2010-06-17 | 2011-12-22 | Danisco Us Inc. | Fuel compositions comprising isoprene derivatives |
-
1969
- 1969-05-22 FR FR6916711A patent/FR2044484A5/fr not_active Expired
-
1970
- 1970-05-19 GB GB2415170A patent/GB1312987A/en not_active Expired
- 1970-05-21 NL NL7007343A patent/NL7007343A/xx unknown
- 1970-05-21 DE DE2024835A patent/DE2024835C3/en not_active Expired
- 1970-05-22 BE BE750784D patent/BE750784A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011160081A1 (en) * | 2010-06-17 | 2011-12-22 | Danisco Us Inc. | Fuel compositions comprising isoprene derivatives |
| CN103025688A (en) * | 2010-06-17 | 2013-04-03 | 丹尼斯科美国公司 | Fuel compositions comprising isoprene derivatives |
| US8933282B2 (en) | 2010-06-17 | 2015-01-13 | Danisco Us Inc. | Fuel compositions comprising isoprene derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| BE750784A (en) | 1970-11-03 |
| NL7007343A (en) | 1970-11-24 |
| DE2024835C3 (en) | 1975-01-09 |
| DE2024835B2 (en) | 1974-05-30 |
| DE2024835A1 (en) | 1970-12-10 |
| FR2044484A5 (en) | 1971-02-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLE | Entries relating assignments, transmissions, licences in the register of patents | ||
| PCNP | Patent ceased through non-payment of renewal fee |