IP Library Granted Patent US 12,552,896
Granted Patent B2
US 12,552,896 · App. 17/634,419 · Granted Feb 17, 2026

Ionic copolymer, curable membrane precursor composition, membrane composition, and electronic device

Inventors: Mark J. Pellerite (Woodbury, MN); Claire Hartmann-Thompson (Lake Elmo, MN); Marina M. Kaplun (Woodbury, MN); Justin P. Meyer (Oakdale, MN); John P. Baetzold (North St. Paul, MN); James P. DiZio (St. Paul, MN); John Christopher Thomas (St. Paul, MN); Steven D. Solomonson (Shoreview, MN)
Assignee: 3M Innovative Properties Company
C08G61/10C08F212/08C08G61/123C25B13/08H01M8/1023H01M8/103C08J2325/08H01M2008/1095
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Quick Facts
Patent No.
US 12,552,896
App. No.
17/634,419
Granted
Feb 17, 2026
Kind
B2
Abstract

A cationic copolymer comprises the divalent monomer units: wherein: each Ar 1 independently represents phenylene; each L independently represents a direct bond or wherein each R 1 independently represents an alkyl group having 1 to 4 carbon atoms, and each R 2 independently represents an alkylene group having from 1 to 6 carbon atoms, and each Z − represents a non-interfering anion; each Ar 2 independently represents an optionally substituted divalent aryl ring, with the proviso that if L represents a direct bond, then Ar 2 represents an optionally substituted cationic divalent aryl ring accompanied by Z − ; each R 3 independently represents H or an alkyl group having 1 to 6 carbon atoms; and each D independently represents a direct bond or Ar 2 , wherein adjacent D and L are not both direct bonds, and wherein if L is a direct bond, then D is Ar 2 . The cationic copolymer can be free-radially cured and used in a membrane.

Claims (25)

1 . A cationic copolymer comprising the divalent monomer units:

wherein:

each Ar 1 independently represents phenylene;

each L independently represents a direct bond or

wherein each R 1 independently represents an alkyl group having 1 to 4 carbon atoms, and each R 2 independently represents an alkylene group having from 1 to 6 carbon atoms, and each Z− represents a non-interfering monovalent anion;

each Ar 2 independently represents an optionally substituted divalent aryl ring, with the proviso that if L represents a direct bond, then Ar 2 represents an optionally substituted cationic divalent aryl ring accompanied by Z−;

each R 3 represents a methyl group; and

each D independently represents a direct bond or the group represented by

wherein each R 4 is methyl, Z− represents a non-interfering monovalent anion, adjacent D and L are not both direct bonds, and wherein if L is a direct bond, then D is the group represented by

wherein the ratio of moles of monomer unit a) to the sum of the moles of monomer units b) and c) is 1:1 to 4:1, wherein for at least some of monomer units b), at least some Ar 1 are p-phenylene and wherein, for at least some of monomer units b), each L independently represents

2 . The cationic copolymer of claim 1 , wherein each R 1 is methyl, R 2 is methylene and Ar 2 is phenylene.

3 . The cationic copolymer of claim 2 , wherein Ar 2 is p-phenylene.

4 . A curable membrane precursor composition comprising:

i) the cationic copolymer of claim 2 ; and

ii) a free-radical initiator.

5 . A membrane composition comprising an at least partially cured curable membrane composition according to claim 4 .

6 . A curable membrane precursor composition comprising:

i) the cationic copolymer of claim 1 ; and

ii) a free-radical initiator.

7 . A membrane composition comprising an at least partially cured curable membrane composition according to claim 6 .

8 . An electrochemical device comprising:

an anode;

a cathode; and

a membrane positioned between the anode and cathode, wherein the membrane comprises the membrane composition of claim 7 .

9 . A membrane composition comprising an at least partially cured curable membrane composition according to claim 1 .

Assignments (2)
CONFIRMATORY LICENSE Recorded Jul 17, 2024
From: 3M COMPANY
To: US DEPARTMENT OF ENERGY
Reel/Frame 068410/0257 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2022
From: PELLERITE, MARK J.; HARTMANN-THOMPSON, CLAIRE; KAPLAN, MARINA M.; MEYER, JUSTIN P.; BAETZOLD, JOHN P.; DIZIO, JAMES P.; THOMAS, JOHN CHRISTOPHER; SOLOMONSON, STEVEN D.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 058974/0486 →
Continuity (2)
Provisional Application 62891056 · Aug 23, 2019
Related Publication 20220332887A1 · Oct 20, 2022
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