Method for electrochemically preparing tridecane from azelaic acid

A technology of tridecane and azelaic acid, applied in the field of electrochemical synthesis, can solve the problem of no one trying electrochemical synthesis method, etc., and achieve the effects of green reaction process, short reaction period and low reaction cost

Active Publication Date: 2019-06-21
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] There are various synthesis methods of tridecane, which are mainly obtained through various chain-increasing reactions or chain-decreasing reactions in traditional organic chemistry, but no one has tried to use electrochemical synthesis

Method used

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  • Method for electrochemically preparing tridecane from azelaic acid
  • Method for electrochemically preparing tridecane from azelaic acid
  • Method for electrochemically preparing tridecane from azelaic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Drugs: Deionized water (18.2MΩ, Merck Milli-QAdvantageA10 ultrapure water system), azelaic acid, potassium hydroxide and potassium sulfate used were bought back and used directly without further purification.

[0026] Electrolytic cell: The electrolytic cell used in this reaction is 50mm 3 The screw port can be sealed without diaphragm Pikes glass electrolytic cell. The electrolysis system is a three-electrode system, in which a Pt sheet (1cm×1cm) is used as the working electrode, a Pt mesh (60 mesh, 1cm×1cm) is used as the counter electrode, and a Hg / HgO (1M KOH) electrode is used as the reference electrode.

[0027] Add 2.35 g of azelaic acid and 6.25 ml of 2 mol / L KOH aqueous solution (as a supporting electrolyte) into the beaker and mix in turn, then add deionized water to make the volume to 25 ml. Put the magnet into the beaker, turn on 600rpm and stir for 10min, then add it to the above electrolytic cell. Place the electrolytic cell in a water bath at about 30°C...

Embodiment 2-25

[0030] The influence of the concentration of azelaic acid, solvent type, type of supporting electrolyte, concentration and applied voltage on the selectivity of tridecane is shown in Table 1. The electrolytic cell used in Example 23 is a double-chamber electrolytic cell with a diaphragm, and the diaphragm used is an AMI-7001 anion exchange membrane. Others are the same as embodiment 1.

Embodiment 1-25

[0032]

[0033]

[0034] It can be seen from the data in Table 1 that when the solvent is deionized water and other conditions are certain, the higher the concentration of azelaic acid, the higher the Faradaic efficiency and hydrocarbon selectivity, but the performance is not obvious, and azelaic acid is generally selected The acid concentration is 0.5mol / L. Under certain other conditions, the supporting electrolyte is alkaline, and the Faraday efficiency and tridecane selectivity are high. The stronger the alkalinity, the higher the Faraday efficiency and tridecane selectivity. Considering other factors, KOH is generally selected, and Its molar ratio to azelaic acid is 1:1. It is known from Examples 1 and 22 that under certain other conditions, when the reaction is carried out in a single-chamber electrolytic cell without a diaphragm, its Faraday efficiency and hydrocarbon selectivity are lower than those carried out in a double-chamber electrolytic cell with a diaphrag...

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Abstract

The invention discloses a preparation method of tridecane. An inert electrode is used as a working electrode and a counter electrode, and a solution of azelaic acid in a proton or aprotic solvent is used as an electrolyte for electrolysis to obtain alkane products including tridecane. By adopting the method provided by the invention, regular Kolbe reaction rules are broken through and an alkane having an odd number of carbon atoms is obtained.

Description

technical field [0001] The invention belongs to the technical field of electrochemical synthesis, and in particular relates to a method for electrochemically preparing tridecane from azelaic acid. Background technique [0002] With the increasing depletion of non-renewable fossils and the increasingly prominent environmental pollution problems, the research and development of renewable carbon-neutral chemical products is of strategic significance for alleviating the oil crisis, improving environmental pollution, and achieving sustainable development. [0003] Tridecane is an important chemical basic raw material, usually used in the production of tridecane dibasic acid (brasilic acid), which is used as solvent raw material oil in paint, rubber, latex, plastics and other industries. [0004] There are various synthesis methods of tridecane, which are mainly obtained through various chain-increasing or chain-reducing reactions in traditional organic chemistry, but no one has t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/00C25B1/04C25B1/00
CPCY02E60/36
Inventor 王庆法袁刚张香文王涖邹吉军刘国柱李国柱
Owner TIANJIN UNIV
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