Metalated ligand, catalyst composition, and use thereof in the oligomerization of ethylene
US-9340471-B2 · May 17, 2016 · US
US2021047252A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2021047252-A1 |
| Application number | US-201816978861-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 18, 2018 |
| Priority date | Mar 14, 2018 |
| Publication date | Feb 18, 2021 |
| Grant date | — |
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The present invention is to provide a method of producing an alkene that can further enhance the yield of an alkene, a reaction product, the method including bringing a gaseous halogenated alkane into contact with an alkaline aqueous solution in the presence of a phase-transfer catalyst. The objective above is achieved by a method of producing an alkene comprising bringing in the presence of a phase-transfer catalyst a liquid phase containing an alkaline aqueous solution and a water-insoluble solvent into contact with a gas phase containing a halogenated alkane that is soluble in the water-insoluble solvent.
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1 . A method of producing an alkene, the method comprising bringing in the presence of a phase-transfer catalyst a liquid phase containing an alkaline aqueous solution and a water-insoluble solvent into contact with a gas phase containing a halogenated alkane that is soluble in the water-insoluble solvent and is represented by General Formula (1), and eliminating hydrogen chloride: where, R1 represents a chlorine atom, R2 represents a hydrogen atom, a halogen atom that is the same type as R1, or a halogen atom having a bond dissociation energy with a carbon atom greater than that of the atom represented by R1, R3 represents a halogen atom that is the same type as R1, a halogen atom having a bond dissociation energy with a carbon atom greater than that of the atom represented by R1, or an alkane group having from 1 to 3 carbons which may be substituted with any halogen atom. 2 . The method of producing an alkene according to claim 1 , wherein the liquid phase is agitated in the step of bringing the liquid phase into contact with the gas phase. 3 . The method of producing an alkene according to claim 1 , wherein the step of bringing the liquid phase into contact with the gas phase is a step of producing the alkene in a gas form, which is a reaction product. 4 . The method of producing an alkene according to claim 1 , wherein the water-insoluble solvent is a water-insoluble solvent selected from a group consisting of an alcohol-based water-insoluble solvent, an ether-based water-insoluble solvent, an aliphatic hydrocarbon-based water-insoluble solvent, and an aromatic hydrocarbon-based water-insoluble solvent. 5 . The method of producing an alkene according to claim 1 , wherein the water-insoluble solvent is a water-insoluble solvent selected from a group consisting of toluene, isopropylbenzene, and o-dichlorobenzene. 6 . (canceled) 7 . (canceled) 8 . The method of producing an alkene according to claim 1 , wherein the halogenated alkane is 1,1-difluoro-1-chloroethane, and the step of bringing the liquid phase into contact with the gas phase is a step of producing 1,1 -difluoroethylene.
in a water / organic solvent system · CPC title
Quaternary ammonium compounds · CPC title
by splitting-off hydrogen halides from halogenated hydrocarbons · CPC title
Phase-transfer catalysis in a mixed solvent system containing at least 2 immiscible solvents or solvent phases · CPC title
Other general methods · CPC title
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