US4098806A
Expired / Lapsed
US
⏱️ 0.0 years remaining
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 06:16
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.
References Cited (Backward Citations)
GB904263A
Cited
US3232970A
Cited
US3681413A
Cited
DE1916669B1
Cited
US3790607A
Cited
US3979469A
Cited
DE2409110A1
Cited
DE2318677A1
Cited
USB351455I5
Cited
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 |