Methimazolium-based ionic liquid crystals: Emergence of mesomorphic properties via a sulfur motif

We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C12 and C18 chains associated with Br− and OTf− anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy...

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Bibliographic Details
Published in:Tetrahedron 2017-09, Vol.73 (36), p.5456-5460
Main Authors: Nestor, Stephen T., Heinrich, Benoît, Sykora, Richard A., Zhang, Xiaofei, McManus, Gregory J., Douce, Laurent, Mirjafari, Arsalan
Format: Article
Language:English
Subjects:
Biomimetic materials
Chemical Sciences
Ionic liquid crystals
Ionic liquids
Liquids crystals
Material chemistry
Mesophase
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Summary:We describe the proficient synthesis and thermotropic mesomorphicity of thioether–functionalized imidazolium–type ionic liquids containing C12 and C18 chains associated with Br− and OTf− anions. The mesomorphic behavior and phase transition temperatures were studied by Polarizing Optical Microscopy (POM), Differential Scanning Calorimetry (DSC) and Small-Angle X-ray Scattering (SAXS). The ionic liquids with bromide anion display Smectic A lamellar phase giving homeotropic and fan-shaped textures. The layered crystallographic structure is reported by Single-Crystal XRD. The electrochemical characteristics of the ionic liquids with C18 side chain have been determined via Cyclic Voltammetry. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2017.07.056