A PBI compound includes imidazole nitrogens at least a portion of which
are substituted with a moiety containing a carbonyl group, the
substituted imidazole nitrogens being bonded to carbon of the carbonyl
group. At least 85% of the nitrogens may be substituted. The
carbonyl-containing moiety may include RCO--, where R is alkoxy or
haloalkyl. The PBI compound may exhibit a first temperature marking an
onset of weight loss corresponding to reversion of the substituted PBI
that is less than a second temperature marking an onset of decomposition
of an otherwise identical PBI compound without the substituted moiety.
The PBI compound may be included in separatory media. A substituted PBI
synthesis method may include providing a parent PBI in a less than 5 wt %
solvent solution. Substituting may use more than 5 equivalents in
relation to the imidazole nitrogens to be substituted.