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US 9,067,200 B2Granted
Method for producing substituted fluorine-containing olefin
AssigneesDaikin Industries, Ltd., Osaka University
InventorsTakabumi Nagai, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Abstract
This invention relates to a method of reacting fluoroolefin with an organic magnesium compound in the presence of a catalyst comprising nickel or palladium so as to efficiently produce fluoroolefin, such as TFE, in which a fluorine (F) atom or atoms bonded to the sp2 hybridized carbon atom are substituted with an organic group.
Claims12
A method for producing a fluoroolefin substituted with a substituted or unsubstituted aryl or alkyl,
- the method comprising reacting a fluoroolefin selected from the group consisting of tetrafluoroethylene, hexafluoropropylene and trifluoroethylene with an organic magnesium compound in the presence of a fluorophilic compound and a catalyst comprising nickel or palladium,
- to produce the fluoroolefin substituted with the substituted or unsubstituted aryl or alkyl.
A method for producing a compound represented by Formula (5′),
- wherein, R and R′ are the same or different, and each represents substituted or unsubstituted aryl or alkyl,
- the method comprising the steps of:
- (i) reacting, in the presence of a fluorophilic compound and a catalyst comprising nickel or palladium, tetrafluoroethylene with an organic magnesium compound represented by Formula (7a) and/or Formula (7b):
- RMgX (7a)
- (R)2Mg (7b)
- wherein X is Cl, Br or I, and R is the same as above,
- to produce a compound represented by Formula (4):
- wherein R is the same as above;
- and
- (ii) reacting, in the presence of a fluorophilic compound and a catalyst comprising nickel or palladium, the compound represented by Formula (4) with an organic magnesium compound represented by Formula (7a′) and/or Formula (7b′):
- R′MgX′ (7a′)
- (R′)2Mg (7b′)
- wherein X is Cl, Br or I, and R′ is the same as above,
- to produce the compound represented by Formula (5′).
11 more elements
A method for producing a compound represented by Formula (4a),
- wherein R represents substituted or unsubstituted aryl or alkyl,
- the method comprising reacting, in the presence of a fluorophilic compound and a catalyst comprising nickel or palladium, tetrafluoroethylene with an organic magnesium compound represented by Formula (7a) and/or Formula (7b):
- RMgX (7a)
- (R)2Mg (7b)
- wherein X is Cl, Br or I, and R is the same as above.
2 more elements
Dependencies are inferred from the claim text.