US4902839A
Expired / Lapsed
US
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Process for preparing fluorinated C4 to C6 hydrocarbons and novel cyclic fluorinated hydrocarbons and their use as propellant gas and working fluid for heat pump systems
Assignee: Bayer AG
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Filing: 1988-10-13
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Granted: 1990-02-20
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Expires: 2008-10-13
Abstract
Abstract This invention relates to a process for preparing fluorinated C 4 to C 6 hydrocarbons by catalytically hydrogenating, in the presence of a base, at least partially halogenated olefins. This invention also relates to certain novel cyclic fluorinated C 5 and C 6 hydrocarbons prepared by the process of this invention. This invention further relates to the use of fluorinated C 4 to C 6 hydrocarbons as propellant gas or as working fluid for heat pump systems.
Inventors
- 👤 Dietmar Bielefeldt
- 👤 Albrecht Marhold
- 👤 Michael Negele
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 09:05
CPC Classifications
C; C07; C07C; C07C23/00; C07C23/02; C07C23/08; C07C17/00; C07C17/23; C07C23/06
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
86 words
A process for preparing a fluorinated C 4 to C 6 hydrocarbon of the formula ##STR7## wherein R f is CF 3 or the two R f groups taken together are --CF 2 --CF 2 --, --CF 2 --CF 2 --CF 2 --, or CH(CF 3 )--CH(CF 3 )--, comprising catalytically hydrogenating, in the presence of a base, an olefinic compound of the formula ##STR8## wherein X is hydrogen, fluorine, chlorine, or bromine; Y is fluorine, chlorine, or bromine; and R f is defined as above.
Claim 2
Dependent Claim
86 words
A process for preparing a fluorinated C 4 to C 6 hydrocarbon of the formula ##STR7## wherein R f is CF 3 or the two R f groups taken together are --CF 2 --CF 2 --, --CF 2 --CF 2 --CF 2 --, or CH(CF 3 )--CH(CF 3 )--, comprising catalytically hydrogenating, in the presence of a base, an olefinic compound of the formula ##STR8## wherein X is hydrogen, fluorine, chlorine, or bromine; Y is fluorine, chlorine, or bromine; and R f is defined as above.
Claim 3
Dependent Claim
19 words
A process according to claim 1 wherein the olefinic compound is 1,1,1,4,4,4-hexafluoro-2-chlorobutene, 3,3,4,4-tetrafluoro-1,2-dichlorocyclobutene, 3,3,4,4,5,5-hexafluoro-1,2-dichlorocyclopentene, 1,1,1,2,4,4,4-heptafluoro-2-butene,1,1,1,4,4,4- hexafluoro-2,3-dichlorobutene, or 1,1,1,4,4,4- hexafluoro-2-bromo-3-chlorobutene.
Claim 4
Dependent Claim
37 words
A process according to claim 1 wherein the base comprises an oxide, hydroxide, acetate, carbonate, or bicarbonate of an alkali metal; an oxide, hydroxide, acetate, carbonate, or bicarbonate of an alkaline earth metal; or a tertiary amine.
Claim 5
Dependent Claim
10 words
A process according to claim 1 wherein X is hydrogen.
Claim 6
Dependent Claim
21 words
A process according to claim 4 wherein 0.8 to 1.2 equivalents of base per mol of the olefinic compound is used.
Claim 7
Dependent Claim
10 words
A process according to claim 1 wherein X is chlorine.
Claim 8
Dependent Claim
21 words
A process according to claim 6 wherein 1.8 to 3 equivalents of base per mol of the olefinic compound is used.
Claim 9
Dependent Claim
23 words
A process according to claim 1 wherein the hydrogenation is performed at a pressure in the range of about 1 to 200 bar.
Claim 10
Dependent Claim
22 words
A process according to claim 1 wherein the hydrogenation is performed at a temperature in the range of about 0°to 200° C.
Claim 11
Dependent Claim
38 words
A process according to claim 1 wherein the olefinic compound of the formula ##STR9## is prepared by a reaction comprising eliminating a hydrogen halide from a compound of the formula ##STR10## wherein at least one X is hydrogen.
References Cited (Backward Citations)
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| 3.5 Years (Year 4) | 1993-02-19 | 1993-08-21 | 1994-02-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-02-19 | 1997-08-21 | 1998-02-20 | $3760.00 | Window Closed / Lapsed |
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