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US4098806A
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Process for functionalizing perfluorohalogenoalkanes
Assignee: Produits Chimiques Ugine Kuhlmann
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Filing: 1977-02-25
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Granted: 1978-07-04
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Expires: 1997-02-25
Abstract
Abstract The present invention relates to the process of preparing perfluoro functional compounds from a perfluorohalogenoalkane having the general formula: R.sub.F X wherein R F is a saturated, unsaturated, straight, or branched chain perfluoroalkyl radical containing 2 to 12 carbon atoms, and X is selected from chlorine, bromine, or iodine, comprising reacting said perfluorohalogenoalkane with a functionalizing reagent in the presence of a metallic couple dispersed in a sulfoxide-type solvent, said metallic couple having the general formula: M.sub.1 /M.sub.2 wherein M 1 is metal selected from Group IB, IIA, IIB, or IIIA of the Periodic Table and M 2 is a metal having an electrochemical potential such that it can be deposited on metal M 1 .
Inventors
- 👤 Auguste Commeyras
- 👤 Hubert Blancou
- 👤 Patrice Moreau
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 11:03
CPC Classifications
C; C07; C07C; C07C309/00; C07C31/00; C07C31/34; C07C31/40; C07C329/00; C07C51/00; C07C51/15
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
139 words
A process of preparing perfluoro functional compounds which comprises; reacting (a) a perfluorohalogenoalkane having the general formula: R.sub.F X wherein R F is a saturated, unsaturated, straight, or branched chain perfluoroalkyl radical having 2 to 12 carbon atoms, and X is a member selected from the group consisting of chlorine, bromine and iodine; and (b) a functionalizing agent selected from the group consisting of carbon dioxide, sulfur dioxide, aldehyde and olefin; (c) said reaction being effected in the presence of a metallic couple having the general formula: M.sub.1 /M.sub.2 wherein M 1 is metal selected from Group IB, IIA, IIB, or IIIA of the Periodic Table, and M 2 is a metal having an electrochemical potential lower in the electromotive series of metals than said metals M 1 ; and (d) said reaction being effected in a sulfoxide solvent.
Claim 2
Dependent Claim
139 words
A process of preparing perfluoro functional compounds which comprises; reacting (a) a perfluorohalogenoalkane having the general formula: R.sub.F X wherein R F is a saturated, unsaturated, straight, or branched chain perfluoroalkyl radical having 2 to 12 carbon atoms, and X is a member selected from the group consisting of chlorine, bromine and iodine; and (b) a functionalizing agent selected from the group consisting of carbon dioxide, sulfur dioxide, aldehyde and olefin; (c) said reaction being effected in the presence of a metallic couple having the general formula: M.sub.1 /M.sub.2 wherein M 1 is metal selected from Group IB, IIA, IIB, or IIIA of the Periodic Table, and M 2 is a metal having an electrochemical potential lower in the electromotive series of metals than said metals M 1 ; and (d) said reaction being effected in a sulfoxide solvent.
Claim 3
Dependent Claim
42 words
The process of claim 1 wherein the perfluorohalogenoalkane is a perfluoroalkyl iodide having 2 to 12 carbon atoms, the functionalizing reagent is selected from CO 2 or SO 2 , the solvent is dimethylsulfoxide, and the metal, M 1 , is zinc.
Claim 4
Dependent Claim
19 words
The process of claim 2 wherein the metal, M 2 , is selected from copper, cadmium, lead, or mercury.
Claim 5
Dependent Claim
13 words
The process of claim 3 wherein the metal, M 2 , is copper.
Claim 6
Dependent Claim
22 words
The process of claim 1 wherein there is used from 0.8 to 4.5 moles of said metallic couple per mole of perfluorohalogenoalkane.
Claim 7
Dependent Claim
56 words
The process of claim 1 wherein the perfluorohalogenoalkane is a perfluoroalkyl iodide having 2 to 12 carbon atoms, the functionalizing reagent is CO 2 , the solvent is dimethylsulfoxide, the metallic couple is zinc-copper in a ratio of 0.9 to 1.5 moles per mole of perfluoroalkyl iodide, and the reaction is carried out at ambient temperature.
Claim 8
Dependent Claim
56 words
The process of claim 1 wherein the perfluorohalogenoalkane is a perfluoroalkyl iodide having 2 to 12 carbon atoms, the functionalizing reagent is SO 2 , the solvent is dimethylsulfoxide, the metallic couple is zinc-copper in a ratio of 0.9 to 1.5 moles per mole of perfluoroalkyl iodide, and the reaction is carried out at ambient temperature.
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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) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |