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  • Title: Accelerated solvent- and catalyst-free synthesis of 1,2,3-triazolium-based poly(ionic liquid)s.
    Author: Obadia MM, Mudraboyina BP, Allaoua I, Haddane A, Montarnal D, Serghei A, Drockenmuller E.
    Journal: Macromol Rapid Commun; 2014 Apr; 35(8):794-800. PubMed ID: 24700443.
    Abstract:
    A straightforward and expeditious monotopic approach for the preparation of 1,2,3-triazolium-based poly(ionic liquids) (TPILs) is reported. It is based on the solvent- and catalyst-free polyaddition of an α-azide-ω-alkyne monomer in the presence of methyl iodide or N-methyl bis[(trifluoromethyl)sulfonyl]imide alkylating agents. Poly(1,2,3-triazole)s generated in bulk or by thermal azide-alkyne cycloaddition (AAC) are quaternized in-situ to afford TPILs composed of 1,3,4- and 1,3,5-trisubstituted 1,2,3-triazolium units. The physical and ion-conducting properties of the prepared samples are compared with the TPILs composed solely of 1,3,4-trisubstituted 1,2,3-triazolium units obtained through a multistep approach involving copper(I)-catalyzed AAC polyaddition, quaternization of the 1,2,3-triazole groups, and anion metathesis. TPILs obtained through the monotopic approach display thermal stabilities and ionic conductivities comparable to their pure regioisomeric analogues.
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