Abstract
Herein, we demonstrate that a bottom-up approach, based on halogen bonding (XB), can be successfully applied for the design of a new type of ionic liquid crystals (ILCs). Taking advantages of the high specificity of XB for haloperfluorocarbons and the ability of anions to act as XB-acceptors, we obtained supramolecular complexes based on 1-alkyl-3-methylimidazolium iodides and iodoperfluorocarbons, overcoming the well-known immiscibility between hydrocarbons (HCs) and perfluorocarbons (PFCs). The high directionality of the XB combined with the fluorophobic effect, allowed us to obtain enantiotropic liquid crystals where a rigid, non-aromatic, XB supramolecular anion acts as mesogenic core. X-ray structure analysis of the complex between 1-ethyl-3-methylimidazolium iodide and iodoperfluorooctane showed the presence of a layered structure, which is a manifestation of the well-known tendency to segregation of perfluoroalkyl chains. This is consistent with the observation of smectic mesophases. Moreover, all the reported complexes melt below 100 °C, and most are mesomorphic even at room temperature, despite that the starting materials were non-mesomorphic in nature. The supramolecular strategy reported here provides new design principles for mesogen design allowing a totally new class of functional materials.
Original language | English |
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Article number | e55636 |
Number of pages | 11 |
Journal | Journal of Visualized Experiments |
Volume | 2018 |
Issue number | 133 |
DOIs | |
Publication status | Published - 24 Mar 2018 |
Bibliographical note
© The Authors 2018.Keywords
- Fluorophobic effect
- Halogen bonding
- Haloperfluorocarbons
- Imidazolium salts
- Ionic liquids
- Liquid crystals
- Self-assembly
- Supramolecular chemistry