Polymers and methods for their manufacture
Embodiments of the invention relate to a novel class of polymers with superior mechanical properties and chemical stability, as compared to known polymers. These polymers are particularly well suited for use in anion exchange membranes (AEMs), including those employed in fuel cells. Novel methods for the manufacture of these polymers are also described.
1. A polymer comprising a structure according to formula III:
wherein Ar is an aromatic compound, R″ comprises
r is from 100 to 1,000,000, m is from 0 to 20, n is from 1 to 20, and R is an alkyl group.
2. The polymer of claim 1 , wherein the aromatic compound is selected from a group consisting of:
wherein each of R 1 and each of R 1 is, independently,
3. The polymer of claim 1 , prepared from a bromoalkylated precursor polymer of formula IV according to the reaction:
wherein R′ is
n is from 1 to 20, and R in NR 3 is an alkyl group.
4. A polymer comprising a structure of formula III:
wherein Ar is an aromatic compound, R″ comprises
r is from 100 to 1,000,000, m is from 0 to 20, and n is from 1 to 20, and R is an alkyl group,
wherein the polymer is prepared by a method comprising:
reacting an aromatic compound and a trifluoroalkyl ketone in the presence of a strong acid to form a bromoalkylated precursor polymer; and reacting the bromoalkylated precursor polymer with a trialkylamine to form a polyarylene having a main chain free of ether linkages.
5. The polymer of claim 4 , wherein the aromatic compound for said reacting the aromatic compound and the trifluoroalkyl ketone is selected from a group consisting of:
wherein each of R 1 and each of R 1 is,
6. The method of claim 4 , wherein said reacting the aromatic compound and the trifluoroalkyl ketone in the presence of the strong acid comprises an acid-catalyzed Friedel-Crafts polycondensation reaction.
7. A method of forming a polyarylene, the method comprising:
reacting an aromatic compound and a trifluoroalkyl ketone in the presence of a strong acid to form a haloalkylated precursor polymer; and
reacting the haloalkylated precursor polymer with a trialkylamine to form a polyarylene having a main chain free of ether linkages,
wherein at least one of the aromatic compound or the trifluoroalkyl ketone comprises a halogen.
8. The method of claim 7 , wherein said reacting the aromatic compound and the trifluoroalkyl ketone in the presence of the strong acid comprises an acid-catalyzed Friedel-Crafts polycondensation reaction.