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Synthesis 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: 2020-04-17
SHANGHAI INST OF MICROSYSTEM & INFORMATION TECH CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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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  • Synthesis method of 9,10-anthraquinone
  • Synthesis method of 9,10-anthraquinone
  • Synthesis 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

The invention discloses a synthesis method of 9,10-anthraquinone. The method comprises the following steps: adding an organic solvent, water, 9-anthraboric acid and an alkali into a reaction vessel, and stirring for 1-2 h, wherein a molar ratio of the 9-anthraceneboronic acid to the alkali is 1:1 to 1:15; filtering after the color and fluorescence of the reaction solution completely disappear to obtain solid 9,10-anthraquinone; and washing the filtrate with a saturated salt solution, drying with anhydrous magnesium sulfate, filtering, and carrying out reduced pressure distillation to remove the solvent in order to obtain 9,10-anthraquinone in the filtrate. The synthesis method of the 9,10-anthraquinone is simple to operate, nitric acid does not need to be used as a reaction raw material, the requirement of high corrosion resistance of the nitric acid on corrosion resistance of equipment is avoided, the maintenance cost of the equipment is reduced, high-temperature heating is not needed, the reaction energy consumption is reduced, and reaction intermediate links, reaction time and production cost are reduced; and the reaction can be completely carried out, so that the yield can be greatly improved.

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 Applications(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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