Product selectivity control induced by using liquid-liquid parallel laminar flow in a microreactor

被引:32
作者
Amemiya, Fumihiro [2 ]
Matsumoto, Hideyuki [3 ]
Fuse, Keishi [2 ]
Kashiwagi, Tsuneo [2 ]
Kuroda, Chiaki [3 ]
Fuchigami, Toshio [2 ]
Atobe, Mahito [1 ,2 ]
机构
[1] Yokohama Natl Univ, Dept Environm & Syst Sci, Hodogaya Ku, Yokohama, Kanagawa 2408501, Japan
[2] Tokyo Inst Technol, Dept Elect Chem, Midori Ku, Yokohama, Kanagawa 2268502, Japan
[3] Tokyo Inst Technol, Dept Chem Engn, Meguro Ku, Tokyo 1528550, Japan
关键词
ELECTROORGANIC PROCESSES; DIFFUSION-COEFFICIENTS; ELECTROCATALYTIC ACTIVITY; CARBONYL-COMPOUNDS; ORGANIC HALIDES; MICRO REACTORS; REDUCTION; ELECTROREDUCTION; ALLYLATION; BENZALDEHYDES;
D O I
10.1039/c1ob05174a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Product selectivity control based on a liquid-liquid parallel laminar flow has been successfully demonstrated by using a microreactor. Our electrochemical microreactor system enables regioselective cross-coupling reaction of aldehyde with allylic chloride via chemoselective cathodic reduction of substrate by the combined use of suitable flow mode and corresponding cathode material. The formation of liquid-liquid parallel laminar flow in the microreactor was supported by the estimation of benzaldehyde diffusion coefficient and computational fluid dynamics simulation. The diffusion coefficient for benzaldehyde in Bu4NClO4-HMPA medium was determined to be 1.32 x 10(-7) cm(2) s(-1) by electrochemical measurements, and the flow simulation using this value revealed the formation of clear concentration gradient of benzaldehyde in the microreactor channel over a specific channel length. In addition, the necessity of the liquid-liquid parallel laminar flow was confirmed by flow mode experiments.
引用
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页码:4256 / 4265
页数:10
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