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A kind of synthetic method of 9,10-anthraquinone

A synthesis method and anthraquinone technology, which is applied in the field of 9,10-anthraquinone synthesis, can solve the problems of high requirements on equipment corrosion resistance, increased equipment maintenance costs, and reduced production costs, so as to reduce equipment maintenance costs and avoid The effect of improving the corrosion resistance of equipment and reducing the energy consumption of the reaction

Active Publication Date: 2021-08-27
SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This synthesis method needs to use nitric acid as the reaction raw material. Due to the strong corrosion ability of nitric acid, the requirements for corrosion resistance of equipment are relatively high, and the maintenance cost of equipment increases, which is not conducive to reducing production costs, and this synthesis method is relatively complicated.

Method used

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  • A kind of synthetic method of 9,10-anthraquinone
  • A kind of synthetic method of 9,10-anthraquinone
  • A kind of synthetic method of 9,10-anthraquinone

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preparation example Construction

[0030] The embodiment of the present application provides a synthesis method of 9,10-anthraquinone, comprising the following steps:

[0031] Add organic solvent, water, 9-anthracene boric acid and base into the reaction vessel, and stir for 1-2 hours; wherein, the molar ratio of 9-anthracene boric acid to base is 1:1-1:15;

[0032] After the color and fluorescence of the reaction solution disappear, filter to obtain solid 9,10-anthraquinone;

[0033] The filtrate was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was distilled off under reduced pressure to obtain 9,10-anthraquinone in the filtrate.

[0034] When 9-anthraceneboronic acid reacts with a base, a fluorescent intermediate product is formed, and as the reaction progresses, the resulting product 9,10-anthraquinone is non-fluorescent, so the reaction process will be accompanied by a change in fluorescent color. After adding alkali, the fluorescent color of the reaction s...

Embodiment 1

[0045] Embodiment 1 provides a kind of synthetic method of 9,10-anthraquinone, comprising the following steps:

[0046]Add 0.1mmol 9-anthraceneboronic acid, 100ml tetrahydrofuran and 300ml water into the reaction vessel, add 0.1mmol sodium hydroxide at the same time, and stir at room temperature for 2 hours;

[0047] After the color and fluorescence of the reaction solution disappear, filter to obtain solid 9,10-anthraquinone;

[0048] The filtrate was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was distilled off under reduced pressure to obtain 9,10-anthraquinone in the filtrate;

[0049] When the two are combined, the yield of 9,10-anthraquinone is 99.03%.

Embodiment 2

[0051] Embodiment 2 provides a kind of synthetic method of 9,10-anthraquinone, comprising the following steps:

[0052] Add 0.1mmol 9-anthraceneboronic acid, 100ml tetrahydrofuran and 300ml water into the reaction vessel, add 0.7mmol triethylamine at the same time, and stir at room temperature for 2 hours;

[0053] After the color and fluorescence of the reaction solution disappear, filter to obtain solid 9,10-anthraquinone;

[0054] The filtrate was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and the solvent was distilled off under reduced pressure to obtain 9,10-anthraquinone in the filtrate;

[0055] When the two are combined, the yield of 9,10-anthraquinone is 95.6%.

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Abstract

This application discloses a synthesis method of 9,10-anthracene quinone, comprising: adding an organic solvent, water, 9-anthracene boric acid and a base into a reaction vessel, and stirring for 1-2 hours; wherein, 9-anthracene boric acid and base The molar ratio is 1:1 to 1:15; after the color and fluorescence of the reaction solution disappear, filter to obtain solid 9,10-anthraquinone; the filtrate is washed with saturated saline, dried over anhydrous magnesium sulfate, filtered and The solvent was distilled off under reduced pressure to obtain 9,10-anthraquinone in the filtrate. The synthesis method of 9,10-anthraquinone of the present application is simple to operate, does not need to use nitric acid as a reaction raw material, avoids the improvement of the corrosion resistance of equipment due to the strong corrosion ability of nitric acid, reduces equipment maintenance costs, and does not need to use high temperature heating , reducing the energy consumption of the reaction, reducing the intermediate link of the reaction, the reaction time and the production cost; and the reaction can be completely carried out, which can greatly increase the yield.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a method for synthesizing 9,10-anthraquinone. Background technique [0002] Anthraquinone is a synthetic natural dye. The basic core of anthraquinone compounds is anthraquinone, and there are often substituents such as hydroxyl, hydroxymethyl, methyl, methoxy and carboxyl on the core. [0003] Anthraquinone is a pigment that widely exists in the plant kingdom, and is an active ingredient of many important Chinese medicinal materials such as rhubarb, Polygonum multiflorum, Polygonum cuspidatum, etc. At the same time, anthraquinone is also an important raw material for advanced dyeing intermediates in organic synthesis, such as indanthrene vat dyes, acid dyes, and some reactive dyes. [0004] In the prior art, the production methods of anthraquinone mainly include refined anthracene oxidation method, gas phase fixed bed oxidation method, liquid phase oxidation method and carboxyl...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C46/04C07C50/18
CPCC07C46/04C07C50/18
Inventor 贺庆国姬哮楠程建功
Owner SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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