1. Accelerated solvent- and catalyst-free synthesis of 1,2,3-triazolium-based poly(ionic liquid)s.
- Author
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Obadia MM, Mudraboyina BP, Allaoua I, Haddane A, Montarnal D, Serghei A, and Drockenmuller E
- Subjects
- Alkylating Agents chemistry, Catalysis, Hydrocarbons, Iodinated chemistry, Ionic Liquids chemistry, Ions chemistry, Models, Chemical, Molecular Structure, Polymers chemistry, Proton Magnetic Resonance Spectroscopy, Solvents, Stereoisomerism, Temperature, Time Factors, Ionic Liquids chemical synthesis, Polymers chemical synthesis, Triazoles chemistry
- 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., (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Published
- 2014
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