Process for the production of chlorinated alkanes

Patent metadata

Field	Value
Publication number	US-9284239-B2
Application number	US-201214362289-A
Country	US
Kind code	B2
Filing date	Nov 30, 2012
Priority date	Dec 2, 2011
Publication date	Mar 15, 2016
Grant date	Mar 15, 2016

Abstract

Processes for the production of chlorinated alkanes are provided. The present processes comprise catalyzing the chlorination of a feedstream comprising one or more alkanes and/or alkenes with a catalyst system comprising one or more inorganic iodine salts and/or lower than conventional levels of elemental iodine and at least one Lewis acid. The processes are conducted in a nonaqueous media, and so, the one or more inorganic iodine salts are recoverable and/or reusable, in whole or in part.

First claim

The invention claimed is:

1. A process for the production of chlorinated propanes comprising, in a nonaqueous media, catalyzing the chlorination of a feedstream comprising one or more propanes with a mixed catalyst system comprising at least one Lewis acid selected from the group consisting of ferric chloride, antimony pentafluoride, boron trichloride, aluminum trichloride, stannic chloride or combinations of these, and one or more inorganic iodine salts, wherein the process produces one pentachloropropane at a regioselectivity of greater than 10:1 over other pentachloropropane products; and wherein the source of chlorine atoms comprises chlorine gas, sulfuryl chloride or a combination of these.

2. The process of claim 1 , wherein the Lewis acid comprises aluminum trichloride.

3. The process of claim 1 , wherein the process is conducted in the presence of a chlorocarbon solvent.

4. The process of claim 1 , wherein the propane comprises from 0-4 chlorine atoms.

5. The process of claim 4 , wherein the propane is a trichloropropane.

6. The process of claim 1 , wherein the chlorinated propane comprises from 2-6 chlorine atoms.

7. The process of claim 6 , wherein the chlorinated propane comprises a pentachloropropane.

8. The process of claim 7 , wherein the chlorinated propane comprises 1,1,2,2,3-pentachloropropane.

9. The process of claim 1 , wherein the inorganic iodine salt is recovered from the process.

10. The process of claim 1 , wherein the inorganic iodine salt comprises one or more hypoiodites, iodites, iodates, periodates, or combinations of these.

11. The process of claim 10 , wherein the inorganic iodine salt comprises sodium iodate, silver iodate, calcium iodate, potassium iodate, iodic acid, sodium periodate, potassium periodate, barium periodate, periodic acid, or derivatives or combinations of any number of these.

12. The process of claim 11 , wherein the inorganic iodine salt comprises sodium iodate, potassium iodiate, sodium periodate, or combinations of these.

13. A process for the production of a product comprising a pentachloropropane, the process comprising treating a feedstream comprising propanes, with a Lewis acid catalyst, a chlorine source, and one or more inorganic iodine salts, in a nonaqueous solvent, wherein the Lewis acid is selected from the group consisting of ferric chloride, antimony pentafluoride, boron trichloride, aluminum trichloride, stannic chloride and a combination thereof; the chlorine source is Cl 2 , SO 2 Cl 2 , or a mixture thereof, and the one or more inorganic iodine salts that are selected from the group consisting of sodium iodate, silver iodate, calcium iodate, potassium iodate, iodic acid, sodium periodate, potassium periodate, barium periodate, and periodic acid.

14. A process according to claim 13 , wherein the Lewis acid catalyst is aluminum trichloride, and at least one inorganic salt is sodium periodate.

15. A process according to claim 13 , wherein the nonaqueous solvent comprises methylene chloride.

16. A process according to claim 13 , wherein the pentachloropropane is 1,1,2,2,3-pentachloroprpopane.

17. A process according to claim 13 , wherein the pentachloropropane is 1,1,2,2,3-pentachloroprpopane; the Lewis acid catalyst is aluminum trichloride; at least one inorganic salt is sodium periodate; wherein the product also comprises 1,1,2,2,3,3-hexachloropropane, and the amount of 1,1,2,2,3-pentachloroprpopane prepared in grams, is greater than the amount of 1,1,2,2,3,3-hexachloropropane prepared in grams.

Assignees

• Blue Cube Ip Llc

Inventors

• Grandbois Matthew L
• Chen Xiaoyun
• Kruper Jr William J

Classifications

• C07C19/01

  containing chlorine · CPC title

• C07C17/06 Primary

  combined with replacement of hydrogen atoms by halogens · CPC title

• C07C17/10 Primary

  of hydrogen atoms (combined with addition of halogens to unsaturated hydrocarbons C07C17/06) · CPC title