Lewis acid catalyzed conjugated iodofluorination of fluoroolefins
AssigneeE. I. Du Pont de Nemours and Company
InventorsViacheslav A. Petrov, Carl G. Krespan
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Abstract
A process for the preparation of perfluoroalkyl iodides, especially perfluoroethyl iodide, by reaction of perfluorinated compounds which contain a carbon carbon double bond with ICl in HF solvent in the presence of Lewis acid catalysts. The compounds are used as telogens for the telomerization of tetrafluoroethylene to long-chain perfluoroalkyl iodides.
Claims19
A process for the preparation of RCFICF.sub.2 X wherein R is selected from the group consisting of F and C.sub.n F.sub.2n+1, n has a value of 1-10, X is selected from the group consisting of F and OR', and R' is a perfluoroalkyl containing up to about 10 carbon atoms, branched or straight, optionally containing in-chain ether oxygen, and having F, SO.sub.2 F, or CO.sub.2 CH.sub.3 as an end group, provided that when X is OR', R is F, which process comprises reacting a compound of the formula RCF.dbd.CFX where R, X and n are as defined above, with an ICl/HF mixture in the presence of a Lewis acid catalyst which increases the Ho acidity of HF of -11 to at least -13, at a temperature of from about 0.degree. to about 200.degree. C., wherein the Lewis acid catalyst is selected from the group consisting of BF.sub.3, TaF.sub.5 and NbF.sub.5, and wherein the yield of RCFICF.sub.2 X product is at least 50%.
A process for the preparation of C.sub.2 F.sub.5 I comprising reacting tetrafluoroethylene with ICl/HF mixture in the presence of BF.sub.3.
A process for the preparation of ICF.sub.2 CF.sub.2 OCF.sub.3 comprising reacting perfluoro-methyl vinyl ether with ICl/HF in the presence of BF.sub.3.
A process for the preparation of ICF.sub.2 CF.sub.2 OCF.sub.2 CF.sub.2 CF.sub.3 comprising reacting perfluoro-n-propylvinyl ether with ICl/HF mixture in the presence of BF.sub.3.
A process for the preparation of RCFICF.sub.2 X wherein R is selected from the group consisting of F and CnF.sub.2n+1, n has a value of 1-10, X is selected from the group consisting of F and OR', and R' is a perfluoroalkyl containing up to about 10 carbon atoms, branched or straight, optionally containing -n-chain ether oxygen, and having F, SO.sub.2 F, or CO.sub.2 CH.sub.3 as an end group, provided that when X is OR', R is F, which process comprises reacting a compound of the formula RCF.dbd.CFX where R, X and n are as defined above, with an ICl/HF mixture in the presence of a BF.sub.3 Lewis acid catalyst which increases the --Ho acidity of HF of 11 to at least 13 and and wherein the yield of RCFICF.sub.2 X product is at least 60%.
Dependencies are inferred from the claim text.