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US 11,802,187 B2Granted
Polyphenylenes, methods, and uses thereof
AssigneeSimon Fraser University
InventorsSteven Holdcroft, Thomas J. G. Skalski, Michael Adamski, Benjamin Britton, Timothy J. Peckham
Life of this patent
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Abstract
Described herein are anionic phenylene oligomers and polymers, and devices including these materials. The oligomers and polymers can be prepared in a convenient and well-controlled manner, and can be used in cation exchange 5 membranes. Also described is the controlled synthesis of anionic phenylene monomers and their use in synthesizing anionic oligomers and polymers, with precise control of the position and number of anionic groups.
Claims11
A polymer, comprising a repeating unit of Formula (I):
- wherein:
- R1A, R1B, R1C, R1D, R1E, and R1F are independently aryl or heteroaryl, each optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from C1-6 alkyl, halo, nitro, cyano, S3−X+, P32−X+2, and COO−X+, wherein X+ is H+ or a cation, and provided that at least two of R1A, R1B, R1C, R1D, R1E, and R1F are independently aryl or heteroaryl substituted with 1, 2, 3, 4, or 5 substituents independently selected from S3−X+, P32−X+2, and COO−X+;
- R1G and R1H are independently H, aryl, or heteroaryl, wherein said aryl and heteroaryl are each optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from C1-6 alkyl, halo, nitro, cyano, S3−X+, P32−X+2, and COO−X+, wherein X+ is H+ or a cation;
- A1 is arylene, heteroarylene, aralkylene, or heteroaralkylene, each optionally substituted with 1, 2, 3, or 4 substituents independently selected from halo, nitro, cyano, aryl, and heteroaryl;
- A2 is absent, arylene, or heteroarylene, wherein said arylene and heteroarylene are each optionally substituted with 1, 2, 3, or 4 substituents independently selected from halo, nitro, cyano, aryl, and heteroaryl;
- L1 is an optionally substituted linking heteroatom, arylene, heteroarylene, aralkylene, or heteroaralkylene, wherein said arylene, heteroarylene, aralkylene, and heteroaralkylene are each optionally substituted with 1, 2, 3, or 4 substituents independently selected from C1-6 alkyl, halo, nitro, cyano, aryl, and heteroaryl;
- L2 is absent, arylene, or heteroarylene, wherein said arylene and heteroarylene are each optionally substituted with 1, 2, 3, or 4 substituents independently selected from C1-6 alkyl, halo, nitro, cyano, aryl, and heteroaryl;
- and
- L3 is absent, arylene, or heteroarylene, wherein said arylene and heteroarylene are each optionally substituted with 1, 2, 3, or 4 substituents independently selected from C1-6 alkyl, halo, nitro, cyano, aryl, and heteroaryl;
- wherein the sulfonated polymer has an ion exchange capacity of about 2.49 meq g−1 to about 3.7 meq g−1;
- and
- provided that the repeating unit of Formula (I) is not
9 more elements
Dependencies are inferred from the claim text.