US5728904A
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Process for the preparation of 1,1,1,3,3-pentafluoropropane
Assignee: Honeywell International Inc
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Filing: 1996-07-15
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Granted: 1998-03-17
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Expires: 2016-07-15
Abstract
Abstract This invention is related to the preparation of hydrofluorocarbons (HFCs). Specifically, it relates to the manufacture of 1,1,1,3,3-pentafluoropropane, CF 3 CH 2 CF 2 H (HFC-245fa) by the steps comprising (1) the formation of CCl 3 CH 2 CCl 3 by the reaction of CCl 4 with vinylidene chloride; (2) the conversion of CCl 3 CH 2 CCl 3 to CF 3 CH 2 CF 2 Cl by reaction with HF in the presence of a fluorination catalyst, selected from TiCl 4 , SnCl 4 or mixtures thereof; and (3) reduction of CF 3 CH 2 CF 2 Cl to CF 3l CH 2 CF 2 H.
Inventors
- 👤 Michael Van Der Puy
- 👤 Richard E. Eibeck
- 👤 Lois A. S. Ellis
- 👤 G. V. Bindu Madhavan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 22:27
CPC Classifications
C; C07; C07C; C07C19/00; C07C19/08; C07C17/00; C07C17/093; C07C17/20; C07C17/202; C07C17/206; C07C17/23; C07C17/26; C07C17/272; C07C17/278
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
89 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane (CF 3 CH 2 CF 2 H) comprising the steps of: a) reacting CCl 3 CH 2 CCl 3 with HF in the presence of a catalyst selected from the group consisting of tetravalent tin and tetravalent titanium, in a fluorination reaction step, to produce CF 3 CH 2 CF 2 Cl; and b) reacting said CF 3 CH 2 CF 2 Cl with hydrogen, in the presence of a heterogeneous hydrogenation catalyst, in a reduction step to produce said 1,1,1,3,3 -pentafluoropropane.
Claim 2
Dependent Claim
89 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane (CF 3 CH 2 CF 2 H) comprising the steps of: a) reacting CCl 3 CH 2 CCl 3 with HF in the presence of a catalyst selected from the group consisting of tetravalent tin and tetravalent titanium, in a fluorination reaction step, to produce CF 3 CH 2 CF 2 Cl; and b) reacting said CF 3 CH 2 CF 2 Cl with hydrogen, in the presence of a heterogeneous hydrogenation catalyst, in a reduction step to produce said 1,1,1,3,3 -pentafluoropropane.
Claim 3
Dependent Claim
21 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said heterogeneous hydrogenation catalyst is palladium on carbon.
Claim 4
Dependent Claim
29 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1; wherein a molar ratio of HF to CCl 3 CH 2 CCl ranges from 4.0 to 20.0.
Claim 5
Dependent Claim
30 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein a molar ratio of HF to CCl 3 CH 2 CCl 3 ranges from 5.0 to 9.0.
Claim 6
Dependent Claim
27 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said fluorination reaction step has a temperature ranging from 75° C. to 150° C.
Claim 7
Dependent Claim
27 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said fluorination reaction step has a temperature ranging from 115° C. to 135° C.
Claim 8
Dependent Claim
26 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said reduction step has a temperature ranging from 100° C. to 350° C.
Claim 9
Dependent Claim
26 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said reduction step has a temperature ranging from 200° C. to 225° C.
Claim 10
Dependent Claim
28 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein a molar ratio of hydrogen to CF 3 CH 2 CF 2 Cl is 1.0.
Claim 11
Dependent Claim
27 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said reduction step has a contact time ranging from 0.1 seconds to 2 minutes.
Claim 12
Dependent Claim
27 words
A process for the preparation, of 1,1,1,3,3-pentafluoropropane in accordance with claim 1, wherein said reduction step has a contact time ranging from 10 seconds to 40 seconds.
Claim 13
Dependent Claim
132 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane comprising the steps of: a) reacting CCl 3 CH 2 CCl 3 with HF, wherein a molar ratio of HF to CCl 3 CH 2 CCl ranges from 5.0 to 9.0, in the presence of a catalyst selected from the group consisting of tetravalent tin and tetravalent titanium, in a fluorination step of a temperature ranging from 75° C. to 150° C., to produce CF 3 CH 2 CF 2 Cl; and b) reacting said CF 3 CH 2 CF 2 Cl with hydrogen, a molar ratio of CF 3 CH 2 CF 2 Cl to hydrogen being 1.0, in a reduction step, at a temperature ranging from 200° C. to 225° C. for a period of 10 to 40 seconds, to produce said 1,1,1,3,3-pentafluoropropane.
Claim 14
Dependent Claim
132 words
A process for the preparation of 1,1,1,3,3-pentafluoropropane comprising the steps of: a) reacting CCl 3 CH 2 CCl 3 with HF, wherein a molar ratio of HF to CCl 3 CH 2 CCl ranges from 5.0 to 9.0, in the presence of a catalyst selected from the group consisting of tetravalent tin and tetravalent titanium, in a fluorination step of a temperature ranging from 75° C. to 150° C., to produce CF 3 CH 2 CF 2 Cl; and b) reacting said CF 3 CH 2 CF 2 Cl with hydrogen, a molar ratio of CF 3 CH 2 CF 2 Cl to hydrogen being 1.0, in a reduction step, at a temperature ranging from 200° C. to 225° C. for a period of 10 to 40 seconds, to produce said 1,1,1,3,3-pentafluoropropane.
References Cited (Backward Citations)
CA684687A
Cited
US2560838A
Cited
US2942036A
Cited
DE1418930A1
Cited
GB1146463A
Cited
US3651019A
Cited
US5202509A
Cited
EP0522638A1
Cited
US5347059A
Cited
EP0522639B1
Cited
EP0539989A1
Cited
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