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US5395997A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of hydrofluorocarbons having 3 to 7 carbon atoms

Assignee: Honeywell International Inc
•
Filing: 1993-07-29
•
Granted: 1995-03-07
•
Expires: 2013-07-29
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Abstract

Abstract The invention relates to a process for preparing hydrofluorocarbons of the formulas CF 3 (CH 2 CF 2 ) n F comprising reacting at least one reactant selected from CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl or CCl 2 [(CH 2 CF 2 )Cl] 2 , where n=1 to 3, with hydrogen fluoride at a temperature of from about 25° to about 200° C.

Inventors

  • 👤 Michael Van Der Puy
  • 👤 G. V. Bindu Madhavan
  • 👤 Timothy R. Demmin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 17:52
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/272; C07C17/278; C07C17/093; C07C17/20; C07C17/202; C07C17/206; C07C17/23

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 102 words
A process for preparing hydrofluorocarbons of the formula: CF.sub.3 (CH.sub.2 CF.sub.2).sub.n F I. wherein n=1 to 3 comprising reacting at least one reactant selected from CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl and CCl 2 [CH 2 CF 2 )Cl] 2 with hydrogen fluoride at a temperature of from about 25° to about 200° C. in the presence of at least one fluorination catalyst selected from the group consisting of halides of Sn, Ti, Ta and Sb; wherein the HF is present in at least stoichiometric amounts per mole of reactant.
Claim 2
Dependent Claim 102 words
A process for preparing hydrofluorocarbons of the formula: CF.sub.3 (CH.sub.2 CF.sub.2).sub.n F I. wherein n=1 to 3 comprising reacting at least one reactant selected from CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl and CCl 2 [CH 2 CF 2 )Cl] 2 with hydrogen fluoride at a temperature of from about 25° to about 200° C. in the presence of at least one fluorination catalyst selected from the group consisting of halides of Sn, Ti, Ta and Sb; wherein the HF is present in at least stoichiometric amounts per mole of reactant.
Claim 3
Dependent Claim 18 words
The process of claim 1 wherein said reactant is CCl 3 (CH 2 CCl 2 ) n Cl.
Claim 4
Dependent Claim 18 words
The process of claim 1 wherein said reactant is CCl 3 (CH 2 CF 2 ) n Cl.
Claim 5
Dependent Claim 18 words
The process of claim 1 wherein said reactant is CCl 2 [(CH 2 CF 2 )Cl] 2 .
Claim 6
Dependent Claim 17 words
The process of claim 1 wherein said catalyst is a Sn, Ti, Ta or Sb (V) halide.
Claim 7
Dependent Claim 21 words
The process of claim 1 wherein the halide in said fluorination catalyst is selected from chlorine, fluorine or a combination thereof.
Claim 8
Dependent Claim 34 words
The process of claim 1 wherein the catalyst is selected from SnCl 4 , TiCl 4 , SbF 5 , SbCl 5 or SbF m Cl 5-m wherein m ranges from 1 to 4.
Claim 9
Dependent Claim 18 words
The process of claim 1 wherein said reaction is conducted at from about 25° to about 225° C.
Claim 10
Dependent Claim 18 words
The process of claim 1 wherein said reaction is conducted at from about 40° to about 175° C.
Claim 11
Dependent Claim 18 words
The process of claim 1 wherein said reaction is conducted at from about 50° to about 150° C.
Claim 12
Dependent Claim 48 words
The process of claim 1 wherein said process further comprises preparing CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl or CCl 2 [(CH 2 CF 2 )Cl] 2 by reacting CCl 4 with vinylidene chloride or vinylidene fluoride.
Claim 13
Dependent Claim 16 words
The process of claim 11 wherein said process is conducted in the presence of metal catalyst.
Claim 14
Dependent Claim 15 words
The process of claim 11 wherein catalyst is a metal salt of copper or iron.
Claim 15
Dependent Claim 20 words
The process of claim 12 wherein the catalyst is cuprous chloride, cupric chloride, or a mixture thereof or cuprous iodide.
Claim 16
Dependent Claim 22 words
The process of claim 12 wherein the amount of catalysts used is at least about 0.1 mmol per mole CCl 4 .
Claim 17
Dependent Claim 23 words
The process of claim 12 wherein said amount of catalyst ranges from about 0.1 to 50 mmol per mole of CCl 4 .
Claim 18
Dependent Claim 24 words
The process of claim 12 wherein said amount of catalyst ranges from about 1 to about 20 mmol per mole of CCl 4 .
Claim 19
Dependent Claim 16 words
The process of claim 12 wherein said process is conducted in the presence of a co-catalyst.
Claim 20
Dependent Claim 11 words
The process of claim 12 wherein the co-catalyst is an amine.
Claim 21
Dependent Claim 51 words
The process of claim 12 wherein said process of preparing CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl or CCl 2 [(CH 2 CF 2 ) m Cl] 2 is conducted at temperature of from about 40° to about 225° C.
Claim 22
Dependent Claim 24 words
The process of claim 5 wherein chlorine is added in an amount sufficient to substantially maintain the catalyst salt in a +5 oxidation state.
Claim 23
Dependent Claim 45 words
The process of claim 11 wherein said process of preparing CCl 3 (CH 2 CCl 2 ) n Cl, CCl 3 (CH 2 CF 2 ) n Cl or CCl 2 [(CH 2 CF 2 ) m Cl] 2 is conducted in an organic solvent.
Claim 24
Dependent Claim 20 words
The process of claim 22 wherein said organic solvent is selected from acetonitrile, dimethylsulfoxide, dimethylformamide tetrahydrofuran, isopropanol, and tertiary butanol.
Claim 25
Dependent Claim 17 words
The process of claim 19 wherein said catalyst is cuprous iodide and said amine co-catalyst is pyridine.

References Cited (Backward Citations)

US2439299A Cited
JPS50106904A Cited
US4766258A Cited
WO1989012616A1 Cited
EP0431458A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1998-03-06 1998-09-05 1999-03-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2002-03-06 2002-09-05 2003-03-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2006-03-06 2006-09-05 2007-03-07 $7700.00 Window Closed / Lapsed

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