Polyaromatic-Anion Behavior of Different Polyelectrolytes Containing Benzenecarboxylate Units

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Abstract
The polyaromatic-ion behavior of poly(sodium N-maleoyl-2-aminobenzoate-co-sodium acrylate) in a comonomer composition 1:2, poly(sodium N-maleoyl-4-aminobenzoate-co-sodium acrylate) in a comonomer composition 1:2, and poly(sodium N-maleoyl-4-aminobenzoate-co-N,N-dimethylacrylamide) in a comonomer composition 1:1 is studied. The copolymers undergo short-range aromatic−aromatic interactions with methylene blue and rhodamine B, as a consequence of which their UV−vis monomer band is shifted to lower energies. As a result of their polyaromatic-anion behavior, methylene blue is easily dispersed on the polymeric domains. Moreover, the pKa of rhodamine B is shifted from 3.2 to 4.5−5 in the presence of these copolymers. This behavior is also observed in the presence poly(sodium 4-styrenesulfonate), but not in the presence of poly(sodium vinyl sulfonate), which are taken as reference polymers. Compared with poly(sodium 4-styrenesulfonate), a lower resistance to the cleaving effect of added NaCl on the interaction with methylene blue is found. A different influence on the reduction of 2,3,5-triphenyl-2H-tetrazolium chloride with ascorbic acid was found for the different polyelectrolytes.

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