Add time:09/07/2019         Source:sciencedirect.com

The reaction of N-(2,4-dinitrophenyl)pyridinium chloride (salt(Cl−)) with lithium bis(trifluoromethanesulfonyl)imide (TFSI−LI+) and lithium bis(nonafluorobutanesulfonyl)imide (NFSI−LI+) resulted in the anion exchange between Cl− and TFSI− and Cl− and NFSI− that yielded new Zincke salts, namely salt(TFSI−) and salt(NFSI−), respectively. The reaction of salt(TFSI−) with piperazine, (R)-(–)- or (S)-(+)-2-methylpiperazines in methanol without the use of a catalyst resulted in the opening of pyridinium ring to yield ionic polymers with 5-piperazinium-2,4-dienylideneammonium bis(trifluoromethanesulfonyl)imide or 5-(2-methylpiperazinium)-2,4-dienylideneammonium bis(trifluoromethanesulfonyl)imide units, namely polymer(H;TFSI−), polymer(R-Me;TFSI−), and polymer(S-Me;TFSI−), respectively. The reaction of salt(NFSI−) with piperazine yielded polymer(H;NFSI−) having a 5-piperazinium-2,4-dienylideneammonium bis(trifluoromethanesulfonyl)imide unit. Model compounds with TFSI− or NFSI− were synthesized to compare their structures and chemical propeties with those of the corresponding polymers. UV–vis measurements revealed that the π-conjugation system expanded along the polymer chain due to the orbital interaction between the electrons on the two nitrogen atoms of the piperazinium or 2-methylpiperazinium rings. Cyclic voltammetry analysis suggested that the polymers obtained in this study received electrochemical oxidation and reduction.

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