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A method for the preparation of high-value products by simultaneous electrochemical reductive amination and oxidation of aldehyde groups with a non-noble metal catalyst

A non-precious metal and catalyst technology, applied in the field of electrocatalysis, can solve the problems of environmental hazards, high cost, use of dangerous gases, etc., and achieve the effects of good functional group tolerance, less waste discharge, and mild conditions.

Active Publication Date: 2022-05-06
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At the same time, traditional high-selectivity research mainly uses noble metal catalysts, but the development of aminated derivatives is hindered by high cost and scarcity of resources.
Not only that, the precious metal catalytic process generally uses dangerous gases and toxic reagents under high temperature and pressure, which consumes high energy and is harmful to the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Take a four-neck round bottom flask, add 0.7 M ethanolamine electrolyte and 0.1 M furfural, Ti-MOF as cathode, P-NiCo-LDHs as anode, use Autlab M204 electrochemical workstation for electrochemical test, normal temperature and pressure (25-30°C , 101kPa) under the condition of stirring, reductive amination and electrochemical oxidation reaction at -0.5 V vs. RHE constant voltage for 4 hours, the conversion rate of furfural was 91%, after neutralization by high performance liquid chromatography using ammonium formate and methanol Mobile phase analysis showed that the selectivity of the aminate 5-(dimethylamino)methyl-2-furanmethanol was 99%.

Embodiment 2

[0025] Take a four-neck round bottom flask, add 0.1 M sodium hydroxide and 0.1 M 5-hydroxymethylfurfural, TiS2 as cathode, P-NiFe-LDHs as anode, use Autlab M204 electrochemical workstation for electrochemical test, normal temperature and pressure ( Stirring at 25-30°C, 101kPa), and after 4 hours of reductive amination and electrochemical oxidation reaction at a constant voltage of 1.5 V vs. RHE, the conversion rate of 5-hydroxymethylfurfural was 70%. The selectivity of the oxide 2,5-furandicarboxylic acid was 60% by liquid chromatography using ultrapure water and methanol mobile phase analysis.

Embodiment 3

[0027] Take a four-neck round bottom flask, add 0.7 M ethanolamine electrolyte and 0.1 M 5-hydroxymethylfurfural, TiS2 as cathode, P-NiCo-LDHs as anode, use Autlab M204 electrochemical workstation for electrochemical test, normal temperature and pressure (25 Stirring at -30°C, 101kPa), and performing reductive amination and electrochemical oxidation reactions at a constant voltage of -0.6 V vs. RHE for 4 hours, the conversion rate of 5-hydroxymethylfurfural was 91%. Liquid chromatography using ammonium formate and methanol mobile phase analysis showed that the selectivity of the aminate 5-(dimethylamino)methyl-2-furanmethanol was 99%.

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PUM

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Abstract

The invention belongs to the technical field of electrocatalysis, and discloses a method for preparing high-value products through synchronous electrochemical reduction amination and oxidation of aldehyde groups with a non-noble metal catalyst. The method for preparing high-value products by synchronous electrochemical reductive amination and oxidation of aldehyde groups with the non-noble metal catalyst is as follows: using aldehyde compounds and amine compounds as raw materials, in an electrolytic system at normal temperature and pressure (25-30°C, 101kPa), High-value products are prepared by electrochemical reaction reductive amination and oxidation of aldehyde groups; wherein, the electrolytic system includes reaction substrates, electrolytes, solvents, anodes and cathodes, the anode is a phosphating hydrotalcite catalyst, and the cathode is Ti base catalyst. The method does not use external oxidants, does not use noble metal catalysts, and is environmentally friendly and efficient.

Description

technical field [0001] The invention relates to the technical field of electrocatalysis, in particular to a method for preparing high-value products by synchronous electrochemical reductive amination and oxidation of aldehyde groups with non-noble metal catalysts. Background technique [0002] Since the mid-20th century, Borch et al. have used stoichiometric NaBH4 and NaBH3CN as strong reducing agents for reductive aminations. Later, more stable hydrosilanes gradually became effective reducing agents, and although their application in reductive amination usually requires high temperature and high pressure conditions, it does not require the use of inert atmosphere and dry solvent. In response to green chemistry, hydrogen has been widely used in various transition metal-catalyzed or Lewis acid-catalyzed reductive amination studies in recent years, but these studies usually require high-pressure conditions. At the same time, traditional high-selectivity research mainly uses n...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C25B3/07C25B3/09C25B3/23C25B3/25C25B11/075C25B11/077C25B11/085
CPCC25B3/25C25B3/23C25B3/07C25B3/09C25B11/077C25B11/075C25B11/085
Inventor 严凯张曼刘瑶钰
Owner SUN YAT SEN UNIV