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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Synthesis and Physical Properties of Tunable Aryl Alkyl Ionic Liquids (TAAILs) Comprising Imidazolium Cations Blocked with Methyl-, Propyl- and Phenyl-Groups at the C2 Position

Biller, Harry, Strassner, Thomas 22 February 2024 (has links)
Imidazolium-based ionic liquids are very popular for different applications because of their low viscosity and melting point. However, the hydrogen atom at the C2 position of the imidazolium cation can easily be deprotonated by a base, resulting in a reactive carbene. If an inert ionic liquid is needed, it is necessary to introduce an unreactive alkyl or aryl group at the C2 position to prevent deprotonation. Tunable aryl alkyl ionic liquids (TAAILs) were first introduced by our group in 2009 and are characterized by a phenyl group at the N1 position, which offers the possibility to fine-tune the physicochemical properties by using different electron-donating or -withdrawing substituents. In this work, we present a new series of TAAILs where the C2 position is blocked by a methyl, propyl or phenyl group. For each of the blocking groups, the phenyl and three different phenyl derivatives (2-Me, 4-OMe, 2,4-F₂) are compared with respect to melting point, viscosity, conductivity and electrochemical window. In addition, the differences between blocked and unblocked TAAILs with regard to their electrochemical reduction potentials are investigated by quantum chemical methods.

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