Green Chemistry with a Novel 5.8-GHz Microwave Apparatus. Prompt One-Pot Solvent-Free Synthesis of a Major Ionic Liquid: The 1-Butyl-3-methylimidazolium Tetrafluoroborate System

被引:38
作者
Horikoshi, Satoshi [1 ,2 ]
Hamamura, Tomofumi [1 ]
Kajitani, Masatsugu [1 ]
Yoshizawa-Fujita, Masahiro [1 ]
Serpone, Nick [3 ]
机构
[1] Sophia Univ, Fac Sci & Technol, Dept Mat & Life Sci, Chiyoda Ku, Tokyo 1028554, Japan
[2] Tokyo Univ Sci, Res Inst Sci & Technol, Noda, Chiba 2788510, Japan
[3] Univ Pavia, Dipartimento Chim Organ, I-27100 Pavia, Italy
关键词
D O I
10.1021/op800135t
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
This article reports for the first time the rapid one-pot solvent. free synthesis of 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4), a major ionic liquid, in good yields (87%) after 30 min of microwave irradiation with microwaves at a frequency of 5.8 GHz in a batch-mode reactor. By contrast, the yields of [bmim]BF4 are about 3-to-4-fold smaller when using 2.45-GHz microwave radiation and oil bath heating: 28% and 21%, respectively, under otherwise identical conditions. This further shows the advantage(s) of the 5.8-GHz microwave radiation and the accompanying apparatus as a novel synthetic tool reported in some detail elsewhere {Org. Process Res. Dev.. 2008, 12, 257-263}. The three synthetic methods (viz., 5.8-GHz and 2.45-GHz microwave heating, and oil bath heating) were examined in reactors used in both the batch and reflux modes. In the latter mode, the yields of [bmim]BF4 were less than 10% even after a 60-min reaction period. The dependence of the synthesis on the frequency of the microwave radiation is discussed in terms of the chemical yields of the product and the dielectric factors of each substrate in the synthesis mixtures composed of 1-methylimidazole, 1-chlorobutane. and sodium tetrafluoroborate.
引用
收藏
页码:1089 / 1093
页数:5
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