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Method for synthesizing carbonic acid diester and sebacic acid diester in pairs

A technology of sebacic acid diester and carbonic acid diester, which is applied in the field of organic electrochemical synthesis, can solve the problems of low carbon dioxide solubility, poor atom economy, and inability to effectively use carbon dioxide, so as to improve atom economy, reduce reaction energy consumption, The effect of good industrialized values

Pending Publication Date: 2021-04-06
WANHUA CHEM (SICHUAN) CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, the patent US3652430A discloses a synthesis process utilizing monomethyl adipate to synthesize dimethyl sebacate, but methanol is used as a solvent, the solubility of carbon dioxide is low, and iron and platinum with low hydrogen evolution potential are used as electrode materials. Only hydrogen reduction occurs at the cathode, and the carbon dioxide produced in the system cannot be effectively utilized
In the 1990s, Asahi Kasei, BASF and other companies have carried out pilot-scale research, but because the unit consumption of adipic acid in this reaction is about 2 tons, the atom economy is poor, and there has been no industrialization report.
The main reason for its poor atom economy is that carbon dioxide is produced during the reaction, but only 0.1% of the carbon dioxide produced by this part of the anode is electroreduced in situ to form dimethyl carbonate.

Method used

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  • Method for synthesizing carbonic acid diester and sebacic acid diester in pairs
  • Method for synthesizing carbonic acid diester and sebacic acid diester in pairs

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0025] Preparation of Nickel-based Nanospheres Supported Solid Alkali Electrode

[0026] (1) Use Ni 2 SO 4 :NH 3 ·H 2 O:CH 3 OH:H 2 O=5-10:5-13:10-20:70-80 The solution is heated to 70-80° C., the reaction time is 2-3 hours, and the resulting black precipitate is centrifuged to obtain nickel-based nanospheres.

[0027] (2) Solid base catalyst can choose KF, ZrO 2 , a kind of CaO, solid base catalyst: nickel-based nanospheres: ethanol = 1-2: 3-5: 80-90, reflux heating at 50-60 ° C for 1-2 h, and then evaporate the ethanol to dryness .

[0028] (3) Put the nickel-based nanosphere-supported solid base catalyst prepared above into a mixed solvent of isopropanol: water: paraffin oil = 1-3:5-9:35-40 in a ratio of 1-2:10 dispersion. Grind the nickel plate to a roughness of 3-5μm, evenly coat the electrocatalyst on the nickel plate and sinter, the temperature is controlled between 200-300°C, the sintering time is 1-2h, and the nickel-based nanosphere-supported solid is obtain...

Embodiment 1

[0048] Preparation of Nickel-based Nanospheres Supported Solid Alkali Electrode

[0049] (1) Use Ni 2 SO 4 :NH 3 ·H 2 O:CH 3 OH:H 2 The O=5:5:10:70 solution was heated to 70° C., the reaction time was 2 hours, and the resulting black precipitate was centrifuged.

[0050] (2) ZrO 2 : Nickel-based nanospheres: ethanol = 1:3:80, heated under reflux at 50° C. for 1 h, and then evaporated the ethanol to dryness.

[0051] (3) Put the nickel-based nanosphere-supported solid base catalyst prepared above into a mixed solvent of isopropanol: water: paraffin oil = 1:5:35 at a ratio of 1:5 for dispersion. The nickel pole plate was polished to a roughness of 3 μm, and the electrocatalyst was evenly coated on the nickel pole plate for sintering. The temperature was controlled between 200 ° C and the sintering time was 1 h, and the solid alkali electrode supported by nickel-based nanospheres was prepared.

[0052] Pairwise electrosynthesis of carbonate diester and sebacate diester

...

Embodiment 2

[0057] Preparation of Nickel-based Nanospheres Supported Solid Alkali Electrode

[0058] (1) Use Ni 2 SO 4 :NH 3 ·H 2 O:CH 3 OH:H 2 The O=10:13:20:80 solution was heated to 80° C., the reaction time was 3 hours, and the resulting black precipitate was centrifuged.

[0059] (2) KF: nickel-based nanospheres: ethanol = 2:5:90, heated under reflux at 60° C. for 2 h, and then evaporated the ethanol to dryness.

[0060] (3) Put the nickel-based nanosphere-supported solid base catalyst prepared above into a mixed solvent of isopropanol: water: paraffin oil = 3:9:40 at a ratio of 1:7.5 for dispersion. The nickel pole plate was polished to a roughness of 5 μm, and the electrocatalyst was evenly coated on the nickel pole plate for sintering. The temperature was controlled between 300°C and the sintering time was 2h, and the solid alkali electrode supported by nickel-based nanospheres was prepared.

[0061] Pairwise electrosynthesis of carbonate diester and sebacate diester

[00...

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Abstract

The invention relates to a method for synthesizing carbonic acid diester and sebacic acid diester in pairs. The method realizes electrolytic synthesis of sebacic acid diester and carbonic acid diester in the same electrochemical synthesis system by designing an electrolyte and electrodes. Compared with a traditional electric synthesis process, the atom economy of a reaction is greatly improved, and energy consumption is reduced; and the method has good industrial prospects.

Description

technical field [0001] The invention belongs to the field of organic electrochemical synthesis, and specifically relates to a synthesis process for synthesizing carbonic acid diester and sebacic acid diester in pairs. Background technique [0002] Dimethyl carbonate is a green, low-toxic and widely used chemical raw material. It can be used as an electrolyte solvent for lithium-ion batteries and a precursor of many important chemical products. Long-chain dibasic acids and their diesters have a large number of applications in the field of nylon and plasticizers. At present, propylene oxide is used as an oxidizing agent in the dimethyl carbonate process, which has poor safety. The production of long-chain dibasic acids is mainly based on castor pyrolysis process, which produces a large amount of three wastes and poor atom economy. [0003] Dimethyl sebacate was electrosynthesized from monomethyl adipate by Kelbe reaction. Based on petrochemical-based raw materials, the prod...

Claims

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Application Information

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IPC IPC(8): C25B3/23C25B3/25C25B3/07
Inventor 刘释水杜旺明李俊平
Owner WANHUA CHEM (SICHUAN) CO LTD
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