Difluorocarbene radiosynthesis
US-2024383827-A1 · Nov 21, 2024 · US
US9624147B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9624147-B2 |
| Application number | US-201514922237-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 26, 2015 |
| Priority date | Oct 30, 2014 |
| Publication date | Apr 18, 2017 |
| Grant date | Apr 18, 2017 |
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An improved process for producing perfluoroalkyl iodides of formula (I) F(CF 2 CF 2 ) n —I (I) wherein n is an integer from 2 to 3, wherein the improvement comprises thermolyzing at least one perfluoroalkyl iodide of formula (II), optionally in the presence of perfluoroethyl iodide, formula (III) F(CF 2 CF 2 ) m —I (II) F(CF 2 CF 2 ) p —I (III) wherein m is an integer greater than or equal to 4, and p is 1, wherein a) the molar ratio of formula (III) to formula (II) is less than 1.0, b) the residence time is from about 0.1 to about 10 seconds, and c) the temperature is from about 450° C. to about 500° C.
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What is claimed is: 1. An improved process for producing perfluoroalkyl iodides of formula (I) F(CF 2 CF 2 ) n —I (I) wherein n is an integer from 2 to 3, wherein the improvement comprises thermolyzing at least one perfluoroalkyl iodide of formula (II), optionally in the presence of perfluoroethyl iodide, formula (III) F(CF 2 CF 2 ) m —I (II) F(CF 2 CF 2 ) p —I (III) wherein m is an integer greater than or equal to 4, and p is 1, wherein a) the molar ratio of formula (III) to formula (II) is 0, b) the residence time is from 0.1 to 10 seconds, and c) the temperature is from 450° C. to 500° C. 2. The process of claim 1 wherein the selectivity for species (I) is greater than 45 mol %. 3. The process of claim 1 wherein the temperature is from 470° C. to 495° C. 4. The process of claim 1 wherein the residence time is held at from 0.4 to 9 seconds. 5. The process of claim 1 wherein the selectivity for species (I) is greater than 45 mol % without use of iodine as a reactant. 6. The process of claim 1 wherein the selectivity for perfluoroalkanes is less than 20 mol %. 7. The process of claim 6 wherein the selectivity for perfluoroalkanes is less than 10 mol %. 8. The process of claim 1 , performed in the absence of a TFE trap species. 9. An improved process for producing perfluoroalkyl iodides of formula (I) F(CF 2 CF 2 ) n —I (I) wherein n is an integer from 2 to 3, wherein the improvement comprises thermolyzing, in the absence of a TFE trap species, at least one perfluoroalkyl iodide of formula (II), optionally in the presence of perfluoroethyl iodide, formula (III) F(CF 2 CF 2 ) m —I (II) F(CF 2 CF 2 ) p —I (III) wherein m is an integer greater than or equal to 4, and p is 1, wherein a) the molar ratio of formula (III) to formula (II) is 0, b) the residence time is from 0.1 to 10 seconds, and c) the temperature is from 450° C. to 500° C. 10. The process of claim 9 wherein the selectivity for species (I) is greater than 45 mol %. 11. The process of claim 9 wherein the residence time is held at from 0.4 to 9 seconds. 12. The process of claim 9 wherein the temperature is from 470° C. to 495° C.
and iodine · CPC title
by reactions involving a decrease in the number of carbon atoms · CPC title
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