IP Library Granted Patent US 8,258,354
Granted Patent B2
US 8,258,354 · App. 12/796,020 · Granted Sep 4, 2012

Producing short chain perfluoroalkyl iodides

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Quick Facts
Patent No.
US 8,258,354
App. No.
12/796,020
Granted
Sep 4, 2012
Kind
B2
Abstract

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 contacting at least one perfluoroalkyl iodide of formula (II) and at least one perfluoroalkyl iodide of 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 3, and p is an integer equal to or lower than 2, at a) a molar ratio of formula (III) to formula (II) of from about 1:1 to about 6:1, b) a residence time of from about 1 to about 9 seconds, and c) a temperature of from about 450° C. to about 495° C.

Claims (14)

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 contacting at least one perfluoroalkyl iodide of formula (II) and at least one perfluoroalkyl 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 3, and p is an integer equal to or lower than 2, at a) a molar ratio of formula (III) to formula (II) of from about 1:1 to about 6:1, b) a residence time of from about 1 to about 9 seconds, and c) a temperature of from about 450° C. to about 495° C.

2. The process of claim 1 , wherein the ratio of formula (III) to formula (II) is from about 2:1 to about 6:1.

3. The process of claim 1 , wherein the temperature is from about 470° C. to about 490° C.

4. The process of claim 1 , wherein the residence time is held at from about 4 to about 5 seconds.

5. The process of claim 1 , wherein selectivity is for formula (I) without use of iodine as a reactant.

6. The process of claim 5 wherein the selectivity is a minimum of 50 mole % without addition of iodine as a reactant.

7. The process of claim 6 wherein the yield is at least 30%.

8. The process of claim 7 wherein the perfluoroalkanes and perfluoroalkyl iodides are a maximum of 45% wherein the perfluoroalkyl group in the perfluoroalkyl iodides has 10 or more carbons.

9. The process of claim 1 , where p is 1 and m is an integer equal to or greater than 4.

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2010
From: JACOBSON, STEPHEN ERNEST; HAGEDORN, JOHN JOSEPH; SENGUPTA, SOURAV KUMAR; LOPEZ, LIZA
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 024683/0118 →