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Selective electrochemical reduction method of halogenated picolinic acid or its salt compounds

A technology of halogenated picolinic acid and salt compounds, which is applied in the field of halogen substituents at 6-position, can solve the problem of not proving 3- and 6-halogens, etc., and achieve the effect of reducing and removing

Active Publication Date: 2016-05-18
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, there is no relevant report proving that 3- and 6-halogens are easier to reduce in electrolytic reduction.

Method used

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  • Selective electrochemical reduction method of halogenated picolinic acid or its salt compounds
  • Selective electrochemical reduction method of halogenated picolinic acid or its salt compounds
  • Selective electrochemical reduction method of halogenated picolinic acid or its salt compounds

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The preparation of embodiment 1 active silver electrode

[0041] In the diaphragmless electrolyzer, an expanded screen silver was used as the working electrode with an apparent size of 0.1 cm × 10 cm × 10 cm, graphite with the same apparent size was used as the anode, and the anode and cathode were separated by 2 cm. The electrolytic solution is 1000mL of 2.9wt% sodium chloride+2wt% sodium hydroxide aqueous solution, and the electrolytic solution remains static. Then the silver electrode is oxidized by direct current, the current density is 50mA / cm 2 , after the electrode potential drops to 0.9 volts, the polarity is reversed to reduce the silver electrode, and the current density is 100mA / cm 2 After the electrode potential rises to -0.8 volts, the power supply is stopped, the reaction temperature is controlled at 25°C, and the cell voltage is 2.5-3.5V. Take out the silver electrode and immerse it in deionized water for later use.

Embodiment 2

[0042] Embodiment 2 Electrolytic synthesis of 3,5-dichloropicolinic acid (3,5-D)

[0043] The diaphragm plate frame tank is the electrolytic reactor, the perfluorosulfonic acid membrane is the diaphragm, the activated expanded screen silver is the cathode, and the mesh 316 stainless steel is the anode. The 0.25mol / L phosphate buffer solution of 1000mLpH=4 is catholyte, and the quality of throwing 3,5,6-triclopyridine carboxylic acid (3,5,6-T, 98wt%) in catholyte for the first time is 20 grams; 4wt% Sodium hydroxide aqueous solution is the anolyte. During the electrolysis process, use 30wt% sulfuric acid to control the pH of the catholyte to 3-5, add 30 grams of 3,5,6-T to the catholyte step by step, control the temperature to 30-35°C, and control the current density to 3A / dm 2 . Stop electrolysis after feeding 4F / mol3,5,6-T electricity. After transferring the catholyte to the beaker, add sulfuric acid to adjust the pH=1, then control the temperature of the catholyte to 5°...

Embodiment 3～ Embodiment 9

[0045] Embodiment 3 to Embodiment 9 were carried out according to the experimental parameters in Table 1, and the rest of the operations were the same as in Embodiment 2.

[0046] Table 11000mL scale electrolytic dechlorination to prepare 3,5-D experimental conditions and results a

[0047]

[0048]

[0049] a The activated expanded screen silver is used as the cathode, and the electricity of 4F / mol reaction substrate is passed through.

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Abstract

The invention discloses a selective electrochemical reduction method for halogenated picolinic acid or a salt compound of halogenated picolinic acid: using an acidic solution as a reaction medium, the halogenated picolinic acid or halogenated pyridine represented by formula (II) The salt compound of formic acid is added in the acidic solution to obtain the electrolytic reaction solution, and the electrolytic reaction is carried out in the electrolytic cell taking the metal material as the negative electrode with the chemically inert material as the anode. After the electrolytic reaction finishes, the electrolytic reaction solution is acidified and reclaimed to obtain the formula (I ) shown in the selective reduction product; the present invention is in the presence of 3- and 5-position or 3-position halogen substituents, the 6-position halogen of polyhalogenated picolinic acid can be highly selectively deoxidized by electrolytic reaction remove;

Description

(1) Technical field [0001] The present invention relates to the electrochemical reduction method of halogenated picolinic acid or salt compounds of halogenated picolinic acid, in particular to the selective reduction of halogenated by electrolysis in the presence of 3-position and 5-position or 3-position halogen substituent A method for the halogen substituent at the 6-position of picolinic acid or its salt compounds. (2) Background technology [0002] Recently, it has been found that some derivatives of halogenated picolinic acids (such as 3,5-dichloropicolinic acid, 3-chloropicolinic acid, etc.) containing hydrogen at the 6-position not only have herbicidal activity but also can be used as a therapeutic agent for the treatment and prevention of Alzheimer's disease. and diabetes medications. Therefore, there is a need to be able to prepare certain halopicolinic acids containing a hydrogen at the 6-position from the corresponding 6-position halogenated derivatives, many of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C25B3/04C25B3/25
Inventor 马淳安徐颖华丁旭芬马红星
Owner ZHEJIANG UNIV OF TECH
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