Investigation of the electrosynthetic pathway of the aldol condensation of acetone

被引:14
作者
Pauwels, Danny [1 ]
Hereijgers, Jonas [1 ]
Verhulst, Kristof [1 ]
De Wael, Karolien [2 ]
Breugelmans, Tom [1 ]
机构
[1] Univ Antwerp, Res Grp Adv Reactor Technol, Salesianenlaan 90, B-2660 Hoboken, Belgium
[2] Univ Antwerp, Res Grp Antwerp Xray Anal Electrochem & Speciat, Groenenborgerlaan 171, B-2020 Antwerp, Belgium
关键词
Acetone condensation; Diacetone alcohol; Electrosynthesis; CATALYTIC DISTILLATION; MAGNESIUM-OXIDE; SELF-CONDENSATION; DIACETONE ALCOHOL;
D O I
10.1016/j.cej.2016.01.018
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The potential-controlled electrochemical aldol condensation of acetone to diacetone alcohol in a standard batch electrolysis set-up was studied in this work. It is confirmed that the reaction proceeds at the cathode and that, contrary to what is mentioned in earlier literature, water in the electrolyte has a disadvantageous effect on the reaction. Similar to the chemical reaction, the electrochemical reaction reaches a maximum yield when the equilibrium is reached. Separating the anode and cathode prevents crossover and degradation of products, leading to a higher yield. Starting with pure acetone and support electrolyte, it was possible to obtain a diacetone alcohol concentration of 15 m% after 2 h electrolysis in a divided set-up with a platinum electrode at -2.5 V. The concentration gradient throughout the electrolysis follows an exponential curve up to its equilibrium concentration. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:554 / 561
页数:8
相关论文
共 39 条
[1]  
Braithwaite J., 1995, KIRK OTHMER ENCY CHE, P485
[2]  
Carey R.J., 2007, Advanced Organic Chemistry Part A: Structure and Mechanisms
[3]  
Craven E.C., 1963, J APPL CHEM, V13, P71, DOI DOI 10.1002/JCTB.5010130205
[4]   Condensation of Acetone to Diacetone Alcohol over Structured MgO/Al2O3-Al Catalyst Packing [J].
Du, Changhai ;
Shen, Yan ;
Sun, Linping ;
Meng, Xiangchun .
RENEWABLE AND SUSTAINABLE ENERGY, PTS 1-7, 2012, 347-353 :3050-3053
[5]   Gas phase acetone self-condensation over unsupported and supported Mg-Zr mixed-oxides catalysts [J].
Faba, Laura ;
Diaz, Eva ;
Ordonez, Salvador .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2013, 142 :387-395
[6]   Redox catalysis in organic electrosynthesis: basic principles and recent developments [J].
Francke, Robert ;
Little, R. Daniel .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (08) :2492-2521
[7]   Application of catalytic distillation for the aldol condensation of acetone: the effect of the mass transfer and kinetic rates on the yield and selectivity [J].
Huang, C ;
Ng, FTT ;
Rempel, GL .
CHEMICAL ENGINEERING SCIENCE, 2000, 55 (23) :5919-5931
[8]  
Isutzu K., 2002, ELECTROCHEMISTRY NON
[9]   Waste elimination in condensation reactions of industrial importance [J].
Kelly, GJ ;
King, F ;
Kett, M .
GREEN CHEMISTRY, 2002, 4 (04) :392-399
[10]   Environment, health concerns force shift in use of organic solvents [J].
Kirschner, Elisabeth M. .
Chemical and Engineering News, 1994, 72 (25) :13-20