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Electrochemical preparation method of 1,3,5-hexatriene

A hexatriene and electrode technology, applied in the field of electrochemical preparation of 1,3,5-hexatriene, to achieve the effects of saving time, high product purity and short reaction cycle

Active Publication Date: 2019-07-23
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Kolbe reaction can use monocarboxylic acid R-COOH to electrolyze R-R alkanes, but it has not been reported to use hexadienedioic acid as the original electrolysis to prepare 1,3,5-hexatriene

Method used

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  • Electrochemical preparation method of 1,3,5-hexatriene
  • Electrochemical preparation method of 1,3,5-hexatriene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Drugs: Deionized water (18.2MΩ, Merck Milli-QAdvantageA10 ultrapure water system), adiene diacid, potassium hydroxide, potassium sulfate, and sulfuric acid used were bought back and used directly without further purification.

[0022] 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.

[0023] 17.7mg of hexadienedic acid and 0.625ml of 2mol / L KOH ethanol solution (as a supporting electrolyte) were successively added to the beaker and mixed, then added absolute ethanol to make the volume to 25ml. Put the magnet into the beaker, turn on 600rpm and stir for 10min, then add it to the above electrolytic cell. Place the electrolytic...

Embodiment 2-25

[0026] The influence of the concentration of hexadienedioic acid, solvent type, type of supporting electrolyte, concentration and applied voltage on the selectivity of 1,3,5-hexatriene in hydrocarbon products is shown in Table 1. Wherein embodiment 2-21 and 23-25 ​​use working electrode with embodiment 1, the working electrode that embodiment 22 uses is graphite electrode. Others are the same as embodiment 1.

Embodiment 1-25

[0028]

[0029]

[0030] As can be seen from the data in Table 1: under the condition that the solvent is ethanol and other conditions are constant, the higher the concentration of adienedioic acid, the higher the Faradaic efficiency and the selectivity of 1,3,5-hexatriene. Considering other Factors, generally choose the concentration of adienedioic acid to be 50mmol / L. Under certain other conditions, the supporting electrolyte is alkaline, the faradaic efficiency and 1,3,5-hexatriene selectivity are high, the stronger the alkalinity, the faradaic efficiency and 1,3,5-hexatriene selectivity are higher High; the supporting electrolyte is acidic, the lower the selectivity of 1,3,5-hexatriene; considering other factors, KOH is generally selected, and the molar ratio of it to hexadiene dioic acid is 1:1. Under other conditions, the higher the voltage, the higher the Faradaic efficiency and 1,3,5-hexatriene selectivity; when the voltage is lower than 3V, the Faradaic efficien...

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Abstract

The invention discloses a preparation method of 1,3,5-hexatriene. The 1,3,5-hexatriene is obtained by taking an inert electrode as a working electrode and a counter electrode, and performing electrolysis by taking a solution of a muconic acid solution in protic or aprotic solvent as an electrolyte. According to the preparation method of the 1,3,5-hexatriene, an electrochemical method is firstly adopted by the invention to prepared the 1,3,5-hexatriene; muconic acid is a renewable green raw material; an aqueous solution system can be completely adopted; the obtained 1,3,5-hexatriene is separated naturally, and the product purity is high.

Description

technical field [0001] The invention belongs to the technical field of electrochemical synthesis, and in particular relates to an electrochemical preparation method of 1,3,5-hexatriene. 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] 1,3,5-Hexatriene is mainly used in organic synthesis. The industrially produced 1,3,5-hexatriene mainly comes from 1,3-cyclopentene or piperylene. [0004] The method of electrochemical organic synthesis has the following outstanding advantages: the required equipment is relatively simple, the preparation process is less, the reaction conditions are mild, the time required to obtain the reaction product is short, and the post-trea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C25B3/00
CPCC25B3/00
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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