New dense fluoroalkyl-substituted imidazolium ionic liquids

被引:69
作者
Singh, RP [1 ]
Manandhar, S [1 ]
Shreeve, JM [1 ]
机构
[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(02)02448-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New mono and polyfluoroalkyl-substituted ionic liquids have been synthesized and characterized. The neat reaction of 1-methylimidazole (1a) with 1,1,1-trifluoro-3-iodopropane (2a) at 80degreesC formed the quaternary salt, 1-methyl-3-trifluoropropylimidazolium iodide (3), in 90% yield. Similarly, sodium imidazole (1b) gave good yields of the quaternary salts, 1,3-bis(trifluoropropyl)imidazolium iodide (3b) with an excess of 2a, and 1,3-bis(monofluoropropyl)imidazolium bromide (3c) with an excess of 1-fluoro-3-bromopropane (2b). In water as solvent, metathesis reactions of 3 with KPF6, LiN(SO2CF3)(2) and KSO3CF3, and of 3b and 3c with KPF6 and LiN(SO2CF3)(2) led to 4a-c, 4d,e, and 4f,g, respectively, in good isolated yields. Some of the di(polyfluoroalkyl)imidazolium salts are liquids with densities in excess of 1.8 g/cm(3). (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9497 / 9499
页数:3
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