Cyano-based ionic liquid

S. Steudte, J. Neumann, U. Bottin-Weber, M. Diedenhofen, J. Aming, P. Stepnowski, S. Stolte, Green Chem. 2012, 14, 2474-2483. Hydrolysis study of fluoroorganic and cyano-based ionic liquid anions - consequences for operational safety and environmental stahUity. 

Yukihiro Yoshida, Koji Muroi, Akihiro Otsuka, et al. 1-ethyl-3-methy-limidazolium based ionic liquids containing cyano groups Synthesis, characterization, and crystal structure. Inorg. Chem. 2004. 43, 1458-1462. 

Egashira M, Okada S, Yamaki J, et al. The preparation of quaternary ammonium-based ionic liquid containing a cyano group and its properties in a lithium battery electrolyte. J. Power Sources. 2004. 138, 240-244. 

Egashira M, Nakagawa M, Watanabe I et al (2005) Cyano-containing quaternary ammonium-based ionic liquid as a co-solvent for lithium battery electrolyte. J Power Sources 146 ... 

In a very unique approach cyano substituted triazolate based ionic liquids were prep>ared by exchanging the anions in common ionic liquids such as [emim][l], [empyrr][I] or [epy][T with silver 4,5-dicyano-triazolate in water. Here the triazolate ring serves as a counter-anion with delocalized negative charge, and results in a ditninished cation-anion interaction due to its decreased charge density. Hence, there is a decrease in the viscosity of the resulting ionic liquids as compared to those with iodide counter-ions (Kitaoka, Nobuoka et al. 2010). 

Kitaoka, S. K. Nobuoka N. Yoshiiwa T. Harran and Y. Ishikawa (2010). "Preparation and Properties of Low Viscous Triazolate-based Ionic Liquids Containing Two Cyano Groups." Chemistry Letters, Vol.39, No.ll, (Nov 5, 2010), p>p. 1142-1143, ISSN 0366-7022... 

Weingarth D, Czekaj I, Fei Z, Foelske-Schmitz A, Dyson PJ, Wokaun A, Kotz R (2012) Electrochemical stability of imidazoUum based ionic liquids containing cyano groups in the anion a cyclic voltammetry, XPS and DFT study. J Electrochem Soc 159(7) H611-H615. 

Electric, electrochemical and magnetic properties of novel ionic liquid nitroxides, and their use as an ERR spin prrobe.. Mater. Chem., 19,6877-6881 Yoshida, Y. Muroi, K Otsuka, A. Saito, G. Takahashi, M. Yoko, T. (2004). l-Ethyl-3-methylimidazolium based ionic liquids containing cyano groups synthesis, characterization and crystal structure. Inorg. Chem., 43,1458-1462 Yoshida, Y. Fujii, J. Muroi, K. Otsuka, A. Saito, G. Takahashi, M. Yoko, T. (2005a). 

Figure 14.6 Structures of some commonly used MALDI matrices (a) 2,5-dihydroxy benzoic acid (DHB), (b) a-cyano-4-hydroxy-cinnamic acid, and (c) sinapinic acid (SA). Combination of these acidic MALDI matrices with organic bases leads to the formation of ionic liquid matrices.

Colin H. McAteer was born in London, UK, and obtained B.Sc. (Hons) and Ph.D. degrees from the University of Warwick. In 1984, after postdoctoral fellowships at the University of Illinois, Champaign-Urbana, and Oxford University, UK, he joined British Petroleum PLC at the Sunbury Research Centre, UK. In 1991, he moved to Reilly Industries, Inc., Indianapolis, that in 2006 became Vertellus Specialties Inc. Trained in synthetic, kinetic, and mechanistic inorganic chemistry, his industrial expertise is in catalyzed processes to make transportation fuels, petrochemicals, and specialty chemicals. He has patents in areas including GTL, glycol ethers, pyridine derivatives, and ionic liquids. His ongoing research interests include the catalyzed synthesis of pyridine bases and their alkenyl and cyano derivatives, as well as the use of isotope substitution to investigate the mechanism of catalyzed processes. 

H. Yoon, G. H. Lane, Y. Shekibi, P. C. Howlett, M. Forsyth, A. S. Best, D. R. MacFarlane, Energy Environ. Sci. 2013, 6, 979-986. Lithium electrochemistry and cycling behaviour of ionic liquids using cyano based anions. 

Egashira, M. Xanaka-Nakagawa, M. Watanabe, I. Okada, S. Yamaki, J., Charge-dischaige and high temperature reaction of LiCo02 in ionic liquid electrolytes based on cyano-substituted quaternary ammonium cation, J. Power Sources., 2006, 160, 1387-1390. 

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