US2005038302A1PendingUtilityA1
Systems and methods for producing fluorocarbons
Priority: Aug 13, 2003Filed: Aug 13, 2003Published: Feb 17, 2005
Est. expiryAug 13, 2023(expired)· nominal 20-yr term from priority
B01J 27/13B01J 23/8926B01J 27/08B01J 27/128C07C 17/354C07C 17/23Y02P20/52C07C 21/18B01J 35/19
45
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Claims
Abstract
Systems and methods for producing fluorocarbons are provided that include contacting a saturated halogenated fluorocarbon with hydrogen and catalyst to produce a saturated hydrofluorocarbon and an unsaturated fluorocarbon. Aspects of the present invention describe systems and methods for contacting saturated halogenated fluorocarbons such as CF 3 CClFCF 3 and/or CF 3 CCl 2 CF 3 with hydrogen and catalyst. Systems and methods of the present invention also describe contacting saturated halogenated fluorocarbons with catalysts having one or more of K, Zr, Na, Ni, Cu, Ni, Zn, Fe, Mn, Co, Ti, and Pd. Aspects of the present invention also describe contacting saturated halogenated fluorocarbons with hydrogen under pressure. Saturated hydroflourocarbons and unsaturated fluorocarbons produced in accordance with the systems and methods of the present invention can include one or more of CF 3 CFHCF 3 , CF 3 CH 2 CF 3 , CF 3 CHClCF 3 , CF 3 CF═CF 2 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .
Claims
exact text as granted — not AI-modified1 . A system for producing fluorocarbons comprising:
a reactant stream comprising a saturated halogenated fluorocarbon and hydrogen; a reactor configured to bring the saturated halogenated fluorocarbon into reactive proximity with a catalyst, wherein the catalyst comprises Cu and Pd; and a product stream comprising saturated and unsaturated fluorocarbons.
2 . The system of claim 1 wherein the weight ratio of Cu to Pd is about 9:1.
3 . The system of claim 1 wherein the saturated halogenated fluorocarbon comprises CF 3 CClFCF 3 .
4 . The system of claim 1 wherein the saturated halogenated fluorocarbon comprises CF 3 CCl 2 CF 3 .
5 . The system of claim 1 wherein the saturated fluorocarbon comprises one or more of CF 3 CFHCF 3 , CF 3 CH 2 CF 3 , and CF 3 CHClCF 3 .
6 . The system of claim 1 wherein the unsaturated fluorocarbon comprises one or more of CF 3 CF═CF 2 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .
7 . A method for preparing fluorinated compounds comprising:
providing a reactant mixture comprising a C-3 saturated halogenated fluorocarbon and hydrogen; and contacting said mixture with a catalyst comprising Pd and one or both of Ni and Cu to form a product mixture comprising a C-3 saturated hydrofluorocarbon and a C-3 unsaturated fluorocarbon.
8 . The method of claim 7 wherein the C-3 saturated halogenated fluorocarbon comprises CF 3 CFClCF 3 .
9 . The method of claim 7 wherein the C-3 saturated halogenated fluorocarbon consists essentially of CF 3 CFClCF 3 .
10 . The method of claim 7 wherein the C-3 saturated halogenated fluorocarbon comprises CF 3 CCl 2 CF 3 .
11 . The method of claim 7 wherein the C-3 saturated halogenated fluorocarbon consists essentially of CF 3 CCl 2 CF 3 .
12 . The method of claim 7 wherein the contacting occurs at a temperature of from about 100° C. to about 500° C.
13 . The method of claim 7 wherein the contacting occurs at a temperature of from about 200° C. to about 400° C.
14 . The method of claim 7 wherein the contacting occurs at a temperature of from about 220° C. to about 350° C.
15 . The method of claim 7 wherein the contacting occurs for from about 4 to about 75 seconds.
16 . The method of claim 7 wherein the contacting occurs for from about 9 to about 55 seconds.
17 . The method of claim 7 wherein the contacting occurs at a pressure from about 1 kg/cm 2 to about 150 kg/cm 2 .
18 . The method of claim 7 wherein the contacting occurs at a pressure from about 5 kg/cm 2 to about 10 kg/cm 2 .
19 . The method of claim 7 wherein a mole ratio of the hydrogen to the C-3 saturated halogenated fluorocarbon is from about 2.5:1 to about 20:1.
20 . The method of claim 7 wherein the mole ratio of the hydrogen to the C-3 saturated halogenated fluorocarbon is from about 2:1 to about 10:1.
21 . The method of claim 7 wherein the mole ratio of the hydrogen to the C-3 saturated halogenated fluorocarbon is from about 1:1 to about 5:1.
22 . The method of claim 7 wherein the catalyst further comprises an activated carbon support.
23 . The method of claim 7 wherein the catalyst comprises Cu and Pd.
24 . The method of claim 7 wherein the catalyst consists essentially of Cu and Pd.
25 . The method of claim 7 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of from about 3:1 to about 28:1.
26 . The method of claim 7 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of about 9:1.
27 . The method of claim 7 wherein the reactant mixture further comprises a diluent.
28 . The method of claim 27 wherein the diluent comprises helium.
29 . The method of claim 27 wherein the diluent comprises CF 3 CHFCF 3 .
30 . The method of claim 29 wherein a mole ratio of diluent:hydrogen:C-3 saturated halogenated fluorocarbon is from about 2:0.6:1 to about 15:5:1.
31 . The method of claim 29 wherein a mole ratio of diluent:hydrogen:C-3 saturated halogenated fluorocarbon is from about 3:1:1 to about 14:2.5:1.
32 . The method of claim 7 wherein the product mixture comprises at least about 35% C-3 saturated hydrofluorocarbon.
33 . The method of claim 7 wherein the product mixture comprises CF 3 CHFCF 3 and CF 3 CF═CF 2 .
34 . The method of claim 7 wherein the product mixture comprises one or more of CF 3 CH 2 CF 3 , CF 3 CHClCF 3 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .
35 . The method of claim 7 wherein the product mixture comprises one or more of CF 3 CF═CF 2 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2
36 . A method for preparing fluorinated compounds comprising contacting CF 3 CCl 2 CF 3 with hydrogen in the presence of a catalyst to produce a mixture comprising one or more of CF 3 CH 2 CF 3 , CF 3 CHClCF 3 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .
37 . The method of claim 36 wherein the contacting occurs at a temperature of from about 100° C. to about 500° C.
38 . The method of claim 36 wherein the contacting occurs for from about 6 to about 30 seconds.
39 . The method of claim 36 wherein the contacting occurs for from about 10 to about 15 seconds.
40 . The method of claim 36 wherein the contacting occurs at a pressure from about 1 kg/cm 2 to about 150 kg/cm 2 .
41 . The method of claim 36 wherein the contacting occurs at a pressure from about 1 kg/cm 2 to about 10 kg/cm 2 .
42 . The method of claim 36 wherein a mole ratio of the hydrogen to the CF 3 CCl 2 CF 3 is from about 1:1 to about 15:1.
43 . The method of claim 36 wherein a mole ratio of the hydrogen to the CF 3 CCl 2 CF 3 is from about 2:1 to about 10:1.
44 . The method of claim 36 wherein the catalyst further comprises an activated carbon support.
45 . The method of claim 36 wherein the catalyst comprises Cu and Pd.
46 . The method of claim 36 wherein the catalyst consists essentially of Cu and Pd.
47 . The method of claim 36 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of from about 8:1 to about 28:1.
48 . The method of claim 36 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of about 9:1.
49 . A method for preparing fluorinated compounds comprising:
providing a reactant mixture comprising a C-3 saturated halogenated fluorocarbon and hydrogen; and contacting the reactant mixture with a catalyst comprising one or more of K, Zr, Ni, Cu, Zn, W, Fe, Mn, Co, Ti, and Pd to form a product mixture comprising a C-3 unsaturated fluorocarbon and a C-3 saturated hydrofluorocarbon, wherein the C-3 saturated hydrofluorocarbon comprises at least about 35% of the mixture.
50 . The method of claim 49 wherein the C-3 saturated halogenated fluorocarbon comprises one or more of CF 3 CFClCF 3 and CF 3 CCl 2 CF 3 .
51 . The method of claim 49 wherein the contacting occurs at a temperature of from about 100° C. to about 500° C.
52 . The method of claim 49 wherein the contacting occurs at a pressure from about 1 kg/cm 2 to about 150 kg/cm 2 .
53 . The method of claim 49 wherein a mole ratio of the hydrogen to the C-3 saturated halogenated fluorocarbon is from about 1:1 to about 20:1.
54 . The method of claim 49 wherein the catalyst further comprises an activated carbon support.
55 . The method of claim 49 wherein the catalyst comprises Cu and Pd.
56 . The method of claim 49 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of from about 3:1 to about 28:1.
57 . The method of claim 49 wherein the reactant mixture comprises a diluent.
58 . The method of claim 57 wherein the diluent comprises one or more of CF 3 CHFCF 3 and CF 3 CH 2 F.
59 . The method of claim 58 wherein a mole ratio of diluent:hydrogen:C-3 saturated halogenated fluorocarbon is from about 2:0.6:1 to about 15:5:1.
60 . The method of claim 49 wherein the C-3 saturated hydrofluorocarbon comprises one or more of CF 3 CHFCF 3 , CF 3 CH 2 CF 3 , and CF 3 CHClCF 3 .
61 . The method of claim 49 wherein the C-3 unsaturated fluorocarbon comprises one or more of CF 3 CF═CF 2 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .
62 . A method for producing fluorocarbons comprising:
providing a reactant mixture comprising CF 3 CClFCF 3 and hydrogen; and contacting the reactant mixture with a catalyst system for from about 9 to about 55 seconds at a pressure of from about 1.0 kg/cm 2 to about 10 kg/cm 2 at a temperature of from about 220° C. to about 350° C. to form a product mixture comprising CF 3 CHFCF 3 and CF 3 CF═CF 2 , the catalyst system comprising Cu, Pd, and activated carbon, wherein the weight ratio of Cu to Pd is about 9:1.
63 . The method of claim 62 wherein a mole ratio of the hydrogen to the CF 3 CClFCF 3 is from about 1:1 to about 20:1.
64 . The method of claim 62 wherein the reactant mixture further comprises a diluent.
65 . The method of claim 64 wherein the diluent comprises CF 3 CHFCF 3 .
66 . The method of claim 65 wherein a mole ratio of diluent:hydrogen: CF 3 CClFCF 3 is from about 2:0.6:1 to about 15:2.5:1.
67 . The method of claim 62 wherein the product mixture comprises at least about 35% CF 3 CHFCF 3 .
68 . A method for preparing fluorinated compounds comprising:
providing a reactant mixture comprising a saturated fluorocarbon and hydrogen; and contacting said mixture with a catalyst to form a product mixture comprising a saturated hydrofluorocarbon and a unsaturated fluorocarbon, wherein the contacting occurs at a pressure of from about 3 kg/cm 2 to about 8 kg/cm 2 .
69 . The method of claim 68 wherein the saturated fluorocarbon comprises CF 3 CFClCF 3 .
70 . The method of claim 68 wherein the saturated fluorocarbon comprises CF 3 CCl 2 CF 3 .
71 . The method of claim 68 wherein the contacting occurs at a temperature of from about 100° C. to about 500° C.
72 . The method of claim 68 wherein the contacting occurs for from about 4 to about 75 seconds.
73 . The method of claim 68 wherein a mole ratio of the hydrogen to the saturated fluorocarbon is from about 1:1 to about 20:1.
74 . The method of claim 68 wherein the catalyst comprises an activated carbon support.
75 . The method of claim 68 wherein the catalyst comprises Cu and Pd.
76 . The method of claim 68 wherein the catalyst comprises Cu and Pd at a weight ratio of Cu to Pd of from about 3:1 to about 28:1.
77 . The method of claim 68 wherein the reactant mixture further comprises a diluent.
78 . The method of claim 77 wherein the diluent comprises helium.
79 . The method of claim 77 wherein the diluent comprises CF 3 CHFCF 3 .
80 . The method of claim 78 wherein a mole ratio of diluent:hydrogen:saturated fluorocarbon is from about 2:0.6:1 to about 15:5:1.
81 . The method of claim 68 wherein the product mixture comprises at least about 35% saturated hydrofluorocarbon.
82 . The method of claim 68 wherein the product mixture comprises CF 3 CHFCF 3 and CF 3 CF═CF 2 .
83 . The method of claim 68 wherein the product mixture comprises one or more of CF 3 CH 2 CF 3 , CF 3 CHClCF 3 , CF 3 CH═CF 2 , and CF 3 CCl═CF 2 .Join the waitlist — get patent alerts
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