IP Library › Granted Patent US 10,744,497
Granted Patent B2
US 10,744,497 · App. 16/081,808 · Granted Aug 18, 2020

Method for removing perfluorinated alkanoic acids

Inventors: Tilman C. Zipplies (Burghausen, DE); Klaus Hintzer (Kastl, DE); Helmut Traunspurger (Julbach, DE); Karl D. Weilandt (Meerbusch, DE)
Assignee: 3M INNOVATIVE PROPERTIES COMPANY
B01J41/05B01J20/267B01J47/02C02F1/42C07C51/08C07C51/47C08F6/16C02F2001/422C02F2101/36C07C55/32C07C59/135
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,744,497
App. No.
16/081,808
Granted
Aug 18, 2020
Kind
B2
Abstract

Provided are methods for removing a perfluorinated alkanoic acid from solutions containing the perfluorinated alkanoic acid and a fluorinated alkoxy acid. These methods include contacting the first solution with an anion-exchange resin to produce a second solution and a resultant anion-exchange resin having perfluorinated alkanoic acid adsorbed thereto, wherein the perfluorinated alkanoic acid is present in the first solution at a first concentration and is present in the second solution at a second concentration which is lower than the first concentration, and separating the second solution from the resultant anion-exchange resin.

Claims (20)

1. A method for preferentially removing a perfluorinated alkanoic acid from a first solution containing the perfluorinated alkanoic acid and a first fluorinated alkoxy acid, the method comprising

pre-loading an anion-exchange resin with a second fluorinated alkoxy acid, which may be the same or different than the first fluorinated alkoxy acid, to form a pre-loaded anion-exchange resin,

contacting the first solution with the pre-loaded anion-exchange resin and preferentially removing the fluorinated alkanoic acid relative to the first fluorinated alkoxy acid to produce a second solution and a resultant anion-exchange resin having the perfluorinated alkanoic acid adsorbed thereto, wherein the perfluorinated alkanoic acid is present in the first solution at a first concentration and is present in the second solution at a second concentration which is lower than the first concentration, and

separating the second solution from the resultant anion-exchange resin.

2. The method of claim 1 , wherein the ratio of the first concentration to the second concentration is from 10:1 to 1,000,000:1.

3. The method of claim 1 , wherein the first fluorinated alkoxy acid is present in the first solution at a concentration of from 10 to 1000 times the first concentration of perfluorinated alkanoic acid.

4. The method of claim 1 , wherein the first solution contains a solvent.

5. The method of claim 4 , wherein the solvent is water.

6. The method of claim 1 , further comprising removing the adsorbed perfluorinated alkanoic acid from the resultant anion-exchange resin.

7. The method of claim 6 , wherein removing comprises contacting the resultant anion-exchange resin with a mixture of organic alcohol and water.

8. The method of claim 1 , further comprising incinerating the resultant anion-exchange resin.

9. The method of claim 1 ,

wherein the perfluorinated alkanoic acid is selected from a perfluorinated alkyl carboxylic acid and a perfluorinated alkyl sulfonic acid.

10. The method of claim 9 , wherein the perfluorinated alkyl carboxylic acid has from 6 to 12 carbon atoms and the perfluorinated alkyl sulfonic acid has from 6 to 12 carbon atoms.

11. The method of claim 1 ,

wherein the perfluorinated alkanoic acid has from 4 to 12 carbon atoms.

12. The method of claim 11 , wherein the perfluorinated alkanoic acid has from 8 to 12 carbon atoms.

13. The method of claim 12 , wherein the perfluorinated alkanoic acid has from 8 to 9 carbon atoms.

14. The method of claim 11 , wherein the perfluorinated alkanoic acid is selected from a perfluorinated alkyl carboxylic acid and a perfluorinated alkyl sulfonic acid.

15. The method of claim 1 , wherein the anion-exchange resin is completely pre-loaded with the second fluorinated alkoxy acid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 31, 2018
From: ZIPPLIES, TILMAN C.; HINTZER, KLAUS; TRAUNSPURGER, HELMUT; WEILANDT, KARL D.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 046770/0633 →
Continuity (2)
Provisional Application 62303577 · Mar 4, 2016
Related Publication 20190070599A1 · Mar 7, 2019
Cited By (9)
US 12,275,661 US 12,304,850 US 12,351,498 US 12,434,222 US 12,473,222 US 12,515,974 US 12,534,390 US 12,545,601 US 12,655,051