Patent US6111150A successfully refreshed from Google Patents.
US6111150A
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Method for producing 1,1,1,3,3,-pentafluoropropane
Assignee: Central Glass Co Ltd
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Filing: 1996-12-12
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Granted: 2000-08-29
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Expires: 2016-12-12
Abstract
Abstract The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes a step of adding hydrogen fluoride to 1,3,3,3-tetrafluoropropene in a liquid phase in the presence of a hydrohalogenation catalyst. This method is a useful method for producing 1,1,1,3,3-pentafluoropropane in an industrial scale, because yield of 1,1,1,3,3-pentafluoropropane is high. According to the invention, 1,3,3,3-tetrafluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst, or by another method including a step of reacting 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst.
Inventors
- 👤 Fuyuhiko Sakyu
- 👤 Yasuo Hibino
- 👤 Satoshi Yoshikawa
- 👤 Ryouichi Tamai
- 👤 Yoshihiko Gotoh
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 22:33
CPC Classifications
C; C07; C07C; C07C21/00; C07C21/02; C07C21/18; B; B01; B01J; B01J27/00; B01J27/06; B01J27/08; C07C17/00; C07C17/07; C07C17/087; C07C17/093; C07C17/20; C07C17/202; C07C17/206; C07C19/00; C07C19/08
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
60 words
A method for producing 1,1,1,3,3-pentafluoropropane, comprising a step of adding hydrogen fluoride to 1,3,3,3-tetrafluoropropene in a liquid phase in the presence of a hydrohalogenation catalyst that comprises at least one antimony halide; wherein said 1,3,3,3-tetrafluoropropene is produced by reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 400-500° C.
Claim 2
Independent Claim
60 words
A method for producing 1,1,1,3,3-pentafluoropropane, comprising a step of adding hydrogen fluoride to 1,3,3,3-tetrafluoropropene in a liquid phase in the presence of a hydrohalogenation catalyst that comprises at least one antimony halide; wherein said 1,3,3,3-tetrafluoropropene is produced by reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 400-500° C.
Claim 3
Dependent Claim
37 words
A method according to claim 1, wherein said at least one antimony halide is selected from the group consisting of antimony pentachloride, antimony pentabromide, antimony pentaiodide, antimony pentafluoride, antimony trichloride, antimony tribromide, antimony triiodide, and antimony trifluoride.
Claim 4
Dependent Claim
13 words
A method according to claim 1, wherein said hydrohalogenation catalyst is antimony pentachloride.
Claim 5
Dependent Claim
26 words
A method according to claim 1, wherein said hydrohalogenation catalyst is present in an amount of from 0.1 to 20 moles per 100 moles of 1,3,3,3-tetrafluoropropene.
Claim 6
Dependent Claim
21 words
A method according to claim 1, wherein said adding step is conducted at a temperature of from 0 to 150° C.
Claim 7
Independent Claim
31 words
A method for producing 1,3,3,3-tetrafluoropropene, comprising a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 400-500° C.
Claim 8
Independent Claim
31 words
A method for producing 1,3,3,3-tetrafluoropropene, comprising a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 400-500° C.
Claim 9
Dependent Claim
14 words
A method according to claim 6, wherein said fluorination catalyst is an activated carbon.
Claim 10
Dependent Claim
34 words
A method according to claim 7, wherein said activated carbon carries thereon at least one compound of at least one metal selected from the group consisting of aluminum, chromium, manganese, nickel, cobalt, and titanium.
Claim 11
Dependent Claim
27 words
A method according to claim 8, wherein said at least one compound is selected from the group consisting of oxides, fluorides, chlorides, fluorochlorides, oxyfluorides, oxychlorides, and oxyfluorochlorides.
Claim 12
Dependent Claim
32 words
A method according to claim 8, wherein said at least one metal is in an amount of from 0.1 to 80 wt %, based on the total weight of said activated carbon.
Claim 13
Dependent Claim
34 words
A method according to claim 6, wherein, prior to said step, the fluorination catalyst is treated with a fluorine-containing compound at a temperature that is not lower than a reaction temperature of said step.
Claim 14
Independent Claim
49 words
A method for producing 1,3,3,3-tetrafluoropropene, comprising: reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 150-400° C. to produce 1-chloro-3,3,3-trifluoropropene; and reacting said 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst.
Claim 15
Independent Claim
49 words
A method for producing 1,3,3,3-tetrafluoropropene, comprising: reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at a temperature of 150-400° C. to produce 1-chloro-3,3,3-trifluoropropene; and reacting said 1-chloro-3,3,3-trifluoropropene with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst.
Claim 16
Dependent Claim
22 words
A method according to claim 12, wherein said fluorination catalyst is one of a fluorinated aluminum oxide and a fluorinated stainless steel.
Claim 17
Dependent Claim
15 words
A method according to claim 13, wherein said fluorination catalyst is a fluorinated aluminum oxide.
Claim 18
Dependent Claim
15 words
A method according to claim 13, wherein said fluorination catalyst is a fluorinated stainless steel.
Claim 19
Dependent Claim
32 words
A method according to claim 12, wherein said fluorination catalyst is at least one compound of at least one metal selected from the group consisting of aluminum, chromium, manganese, nickel, and cobalt.
Claim 20
Dependent Claim
27 words
A method according to claim 16, wherein said at least one compound is selected from the group consisting of oxides, fluorides, chlorides, fluorochlorides, oxyfluorides, oxychlorides, and oxyfluorochlorides.
Claim 21
Dependent Claim
17 words
A method according to claim 16, wherein said at least one compound is carried on a carrier.
Claim 22
Dependent Claim
36 words
A method according to claim 18, wherein said carrier is at least one selected from the group consisting of aluminum oxides, aluminum fluorides, aluminum chlorides, aluminum fluorochlorides, aluminum oxyfluorides, aluminum oxychlorides, aluminum oxyfluorochlorides, and activated carbon.
Claim 23
Dependent Claim
20 words
A method according to claim 16, wherein the step is conducted at a temperature of from 100 to 450° C.
Claim 24
Dependent Claim
34 words
A method according to claim 12, wherein, prior to the step, the fluorination catalyst is treated with a fluorine-containing compound at a temperature that is not lower than a reaction temperature of the step.
Claim 25
Dependent Claim
26 words
A method according to claim 21, wherein said fluorine-containing compound is at least one compound selected from the group consisting of hydrogen fluoride, fluorohydrocarbons, and fluorochlorohydrocarbons.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2003-08-29 | 2004-02-28 | 2004-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2007-08-29 | 2008-02-28 | 2008-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2011-08-29 | 2012-02-28 | 2012-08-29 | $7700.00 | Window Closed / Lapsed |