Cavallo, Gabriella, Bruce, Duncan W. orcid.org/0000-0002-1365-2222, Terraneo, Giancarlo et al. (2 more authors) (2018) From molecules to materials:Engineering new ionic liquid crystals through halogen bonding. Journal of Visualized Experiments. e55636. ISSN 1940-087X
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.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © The Authors 2018. |
Keywords: | Fluorophobic effect,Halogen bonding,Haloperfluorocarbons,Imidazolium salts,Ionic liquids,Liquid crystals,Self-assembly,Supramolecular chemistry |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 10 Apr 2018 09:20 |
Last Modified: | 16 Oct 2024 14:38 |
Published Version: | https://doi.org/10.3791/55636 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.3791/55636 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:129475 |
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