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Preparation method of 1-aminoanthraquinone

A technology of aminoanthraquinone and nitroanthraquinone, applied in the field of organic chemical synthesis, can solve the problems of retention, high production cost, and no industrialization, and achieve the effects of low temperature and pressure, good product quality, and no three-waste pollution

Inactive Publication Date: 2015-09-16
YANGZHOU RIXING BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, there are some green processes, such as hydrazine hydrate method, naphthoquinone method and electrochemical method. However, due to the high production cost, these methods are still in the laboratory stage and have not been industrialized.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: take 100 kilograms of 1-nitroanthraquinones to produce 1-aminoanthraquinones as an example, the catalyst used is the precious metal rhodium / carbon of loading 0.5wt%, and the total amount of catalyst used in the production process is 1% (0.1 kilogram), solvent DMF, chloroform total amount are 10 times (100 kilograms) of raw material, and concrete process is as follows:

[0020] In this embodiment, the reduction reaction occurs while maintaining the hydrogen pressure at 0.8-1 Mpa. Heat is released during the hydrogenation reaction, and the temperature of the reactor is adjusted by cooling water so that the temperature of the reactor is always controlled between 60-80°C. The reaction lasts for 60-90 minutes. After the reducing solution enters the oxidation tank, start stirring, open the oxygen valve, and let in oxygen , the oxidation reaction temperature is 20°C to 30°C, after the oxidation is completed, the filter cake is filtered to obtain the target produc...

Embodiment 2

[0022] Embodiment 2: take 200 kilograms of 1-nitroanthraquinones to produce 1-aminoanthraquinones as example, used catalyst is noble metal platinum, palladium / carbon of loading 1wt%, uses the total amount of catalyst in the production process to be 1% of raw material ( 2 kilograms), the solvent DMF total amount is 10 times (2000 kilograms) of raw material, and concrete process is as follows:

[0023] In this embodiment, the hydrogen pressure is kept at 0.8-1Mpa to generate the reduction reaction. Heat is released during the hydrogenation reaction, and the temperature of the reactor is adjusted by cooling water so that the temperature of the reactor is always controlled between 60-80°C. The reaction lasts for 60-90 minutes. After the reducing solution enters the oxidation tank, start stirring, open the oxygen valve, and feed Oxygen, the oxidation reaction temperature is 20°C to 30°C, after the oxidation is completed, the filter cake is filtered to obtain the target product 1-am...

Embodiment 3

[0025] Embodiment 3: take 1 ton of 1-nitroanthraquinone to produce 1-aminoanthraquinone as an example, the catalyst used is the precious metal platinum / carbon of loading 0.85wt%, and the total amount of catalyst used in the production process is 1% (10% of the raw material) kilogram), the solvent DMF total amount is 10 times (10 tons) of raw material, and concrete process is as follows:

[0026] In this embodiment, the hydrogen pressure is kept at 0.8-1 Mpa to generate the reduction reaction. Heat is released during the hydrogenation reaction, and the temperature of the reactor is adjusted by cooling water so that the temperature of the reactor is always controlled between 60-80°C. The reaction lasts for 60-90 minutes. After the reducing solution enters the oxidation tank, start stirring, open the oxygen valve, and feed Oxygen, the oxidation reaction temperature is 20°C to 30°C, after the oxidation is completed, the filter cake is filtered to obtain the target product 1-aminoa...

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PUM

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Abstract

The invention belongs to the technical field of organic chemistry synthesis, and discloses a green preparation method of 1-aminoanthraquinone high in product yield and purity. The preparation method comprises following steps, 1-nitroanthraquinone, a solvent, and a catalyst are subjected to hydrogenation in a reaction vessel; the catalyst is removed via filtering, and an obtained reduction liquid is delivered into an oxidizing kettle via pressing; and an oxidizing gas is added so as to obtain 1-aminoanthraquinone. According to the preparation method, 1-aminoanthraquinone is prepared via oxidation of a hydrogenation intermediate product (1-amino anthraquinone hydrogen) in the reduction liquid so as to promote liquid supersaturation and realize homogeneous crystallization, high purity 1-aminoanthraquinone is obtained, and a mother liquor obtained via filtering of crystals and the catalyst can be recycled. The preparation method is capable of realizing recycling of the catalyst and the solvent; no "three wastes (waste gas, waste water and industrial residue)" is discharged; environment stress is reduced; and the preparation method is green.

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis. Background technique [0002] 1-aminoanthraquinone (C 14 h 9 NO 2 ) is a red to brown crystalline powder, mainly used for the manufacture of raw materials for dye intermediates. Anthraquinone dyes are the second largest category of dyes next to azo dyes. 1-Aminoanthraquinone is an important intermediate for the synthesis of anthraquinone dyes. The main raw material of pyrazolantrone is not only used in the production of disperse, reduced, acidic, and reactive dyes, but also in the production of inks, coatings, and polymer pigments, and can be used as a photosensitizer for photodegradable polyester. In recent years, it has also been used Used as a liquid crystal dye. Therefore, 1-aminoanthraquinone occupies an extremely important position in the dye industry. [0003] In recent years, due to environmental pressure, the production of anthraquinone-based intermediates, anthr...

Claims

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Application Information

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IPC IPC(8): C07C221/00C07C225/34
CPCY02P20/584
Inventor 张超孙达锋丁振中张和史劲松柳志强方祥
Owner YANGZHOU RIXING BIO TECH
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