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US 2024/0204227 A1Published application
Fluoropolymer Comprising Pendent Groups with Ionic Bis(Sulfonyl)Imide Moiety and Perfluoroether Terminal Group
Assignee3M Innovative Properties Company
InventorsMatthew J. Lindell, Michael A. Yandrasits, Andrew T. Haug
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Abstract
A fluoropolymer is described comprising pendent groups having the formula: —(CF2)a—(OCbF2b)c—(OCeF2e)—SO2—[NX2—SO2(CF2)f—SO2]d—NX1—SO2—Rf wherein Rf is a perfluoroether and X1 and X2 are independently cationic counterions. Also described are various articles including catalyst ink, polymer electrolyte membranes, and membrane electrode assemblies comprising the fluoropolymer described herein; as well as a method of making a fluoropolymer.
Claims21
A fluoropolymer comprising pendent groups according to the formula:
- —(CF2)a—(OCbF2b)c—(OCeF2e)—SO2—[NX2—SO2(CF2)f—SO2]d—NX1—SO2—Rf
- wherein
- Rf is a perfluoroether;
- a is 0 or 1;
- c is 0 or 1;
- b, e, and f independently range from 2 to 6;
- dis 0, 1, or greater than 1;
- X1 and X2 are independently cationic counterions.
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A method of making a fluoropolymer comprising
- i) providing a first fluoropolymer intermediate comprising a fluoropolymer backbone and pendent groups terminating with sulfonyl halide;
- ii) reacting the sulfonyl halide groups of the first fluoropolymer intermediate with ammonia and ion exchanging to remove a proton from the ammonium with an aprotic amine base to form a second fluoropolymer intermediate terminating with a sulfonamide salt;
- iii) reacting the sulfonamide salt of the second fluoropolymer intermediate with a perfluorinated disulfonyl halide and an aprotic amine base to form a third fluoropolymer intermediate terminating with a bis(sulfonyl)imide sulfonyl halide;
- iv) reacting the bis(sulfonyl)imide sulfonyl halide of the third fluoropolymer intermediate with ammonia to form a fourth fluoropolymer intermediate terminating with a bis(sulfonyl)imide salt terminating with an ammonium ion;
- v) optionally purifying and ion exchanging the fourth fluoropolymer intermediate to remove the ammonium ion and convert the terminal sulfonamide to a neutral form or a sulfonamide salt that is reactive with an aprotic amine base;
- vi) reacting the optionally purified and ion exchanged fourth fluoropolymer intermediate with an aprotic amine base and perfluoroether sulfonyl halide to covalently bond a terminal fluoropolymer perfluoroether group;
- and
- vii) optionally purifying and ion exchanging the fluoropolymer of vi).
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(canceled)
Dependencies are inferred from the claim text.