Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.tet.2006.01.015
Title: Synthesis and properties of N,N′-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides: A new subfamily of ionic liquids
Authors: Quek, S.K.
Lyapkalo, I.M.
Huynh, H.V. 
Keywords: Bis(nonafluorobutane-1-sulfonyl)imide
Dialkyl imidazolium
Hydrophobicity
Ionic liquids
Nonafluorobutane-1-sulfonyl fluoride
Issue Date: 27-Mar-2006
Citation: Quek, S.K., Lyapkalo, I.M., Huynh, H.V. (2006-03-27). Synthesis and properties of N,N′-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides: A new subfamily of ionic liquids. Tetrahedron 62 (13) : 3137-3145. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tet.2006.01.015
Abstract: A series of N,N′-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl) imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1- sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0-40°C and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5-1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes. © 2006 Elsevier Ltd. All rights reserved.
Source Title: Tetrahedron
URI: http://scholarbank.nus.edu.sg/handle/10635/77155
ISSN: 00404020
DOI: 10.1016/j.tet.2006.01.015
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

20
checked on Jun 17, 2018

WEB OF SCIENCETM
Citations

18
checked on May 16, 2018

Page view(s)

70
checked on Jun 22, 2018

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.