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Electrochemical reduction of organic compounds

An organic compound and electrochemical technology, applied in the field of electrochemical reduction of organic compounds, can solve problems such as difficulty in achieving carrier electrode bonding, short operating time of catalysts, uneconomical application of electrochemical synthesis systems, etc.

Inactive Publication Date: 2003-11-12
BASF AG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] A disadvantage of these conventional fabrication methods is that the electrodes after the deactivation of the catalytically active layers often have to be removed from the electrolysis apparatus and regenerated off-site, so the short operating times of the catalysts make the application of electrochemical synthesis systems uneconomical
Another disadvantage is that the preparation of the catalytically active layer is laborious and it is difficult to achieve sufficient adhesion to the support electrode

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0131] The anode area and cathode area are each 100 cm 2 In the separated electrolytic cell, a filter plate is installed, which is covered with a warp-faced twill fabric of 50 micron alloy steel material NO.1.4571 as a cathode. Via a separate filtrate line, the filtrate can be drained from the cavity below the filter fabric.

[0132] The anode used was a titanium anode for oxygen release, which was coated with a Ta / Ir mixed oxide. The separation medium used was Nafion-324 cation exchange membrane (commercially available from DuPont). The separated electrolytic cells are housed in a double-circulation electrolysis plant with pumped circulation lines.

[0133] Conversions are performed intermittently in the following order:

[0134] 1100 g of 5% strength aqueous sulfuric acid was used as anolyte.

[0135] By dissolving 5 grams of Vinclozoline [(RS)-3-(3,5-dichlorophenyl)-5-methyl-5-vinyl-oxazoline-2,4-dione] in 500 grams of water, 375 The catholyte was prepared from a mixtu...

Embodiment 3

[0153] Using the same reaction equipment, the same anolyte, and the same catholyte in Example 2, adiponitrile was converted into 6-aminocapronitrile (ACN), and the cathode was prepared and electrolyzed in the same manner as in Example 2 , except that the electrolysis was stopped after only 4F / mol ADN. After NaOH separation followed by distillation, 38.7 g (0.34 mol, 68% ADN) of aminocapronitrile, 16% hexamethylenediamine and 14% ADN were isolated. The selectivity to aminocapronitrile was 79% and the selectivity to hexamethylenediamine was 18.6%.

Embodiment 4

[0155] The following transformations were performed using the same equipment and the same anolyte as in Example 2. The catholyte used was a mixture of 110 grams (0.92 moles) of acetophenone, 638 grams of methanol, 330 grams of water, 22 grams of NaOH and 7.5 grams of Raney nickel.

[0156] The cathode was prepared and converted in the same manner as in Example 2, except that the electrolysis was stopped after only 2.3 F / mole of acetophenone.

[0157] After dilution with 1 liter of water, the product was isolated by extraction with 5×200 milliliters of MTBE (methyl tert-butyl ether), evaporation and distillation to obtain 101.3 grams of 1-phenylethanol (yield: 90%, based on acetophenone ).

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Abstract

An electrochemical reduction of organic compounds by contacting organic compounds with cathode is disclosed, wherein cathode contains a carrier made of conducting material and an electric cathode polarization layer formed in situ at the carrier using an alluvial method.

Description

technical field [0001] The invention relates to a method for electrochemical reduction of organic compounds. Background technique [0002] So far, the electrochemical reduction of organic compounds has only been applied on an industrial scale in individual cases, for example for the cathodic dimerization of acrylonitrile. Because in terms of economy, the current density is not high enough, which means that its space-time yield (STY) is too low, the daily yield is too low, hydrogen is produced, and the selectivity is too low due to many possible reduction steps, especially Catalytically active cathodes are not available on a large scale and / or the operating time of catalytically active cathodes is too short, so that the industrial application of cathodic electrochemical reduction has hitherto not been possible. [0003] V.Anantharaman etc. described the computer-aided simulation of glucose electrochemical hydrogenation in the Electrochemical Society, 141 (1994) pages 2742-27...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C25B3/25
Inventor G·休伯A·维波-艾朵尔曼A·克拉默R·戈罗姆贝克M·福莱德L·司比斯克K-H·夏尔曼V·斯图尔
Owner BASF AG