Method for producing 1,5(1,8)-dinitro-anthraquinones

A technology of dinitroanthraquinone and production method, which is applied in the field of dye intermediate 1, can solve the problems of large consumption of nitric acid and sulfuric acid, large amount of waste water discharge, etc., and achieves the effects of reducing pollutant discharge, less consumption and simple process

Active Publication Date: 2009-05-06
JIANGSU JIHUA CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when anthraquinone is nitrated, the total content of 1,5(1,8)-dinitroanthraquinone is not more than 80%, and the amount of nitric acid and sulfuric acid is large, which still has a large gap with the technology of large foreign companies. The amount of wastewater discharged in the production process Very large, the workmanship needs to be improved

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] First put 100 parts of 98.5% anthraquinone into 175 parts of 98% nitric acid, stir and cool to -10°C, keep it at -10~-5°C, add 88 parts of 104.5% sulfuric acid dropwise, after 4 hours, continue to 10 ~ -5 ℃ heat preservation reaction for 2 hours. Raise the temperature to 20-25°C for 2 hours, then keep it at 40-45°C for 2 hours, and finally keep it at 60-65°C for 2 hours. After the reaction, the nitrated compound was diluted and precipitated in a sufficient amount of cold water, filtered, washed with water, and dried to obtain 139.4 parts of dinitrated anthraquinone.

[0036] HPLC: 1,8-Dinitroanthraquinone 38.51%

[0037] 1,5-Dinitroanthraquinone 44.38%

[0038] 1-Nitroanthraquinone 2.58%

[0039] 1,7-Dinitroanthraquinone 5.92%

[0040] 1,6-Dinitroanthraquinone 6.44%

[0041] 2-Dinitroanthraquinone 1.27%

[0042] Unreacted anthraquinone 0.80%

Embodiment 2

[0044] Put 100 parts of 98.5% anthraquinone into 190 parts of 98.5% nitric acid, stir and cool to -20°C, keep it at -20~-15°C, add 66 parts of 104.5% sulfuric acid dropwise, drop it in 4 hours, and continue at -20°C ~-15°C heat preservation reaction for 2 hours. Then slowly raise the temperature to 60-65° C. at a rate of 10° C. every 30 minutes, and keep the reaction for 2 hours. After the reaction is completed, operate according to Example 1 to obtain 139.5 parts of dinitroanthraquinone.

[0045] HPLC: 1,8-Dinitroanthraquinone 39.44%

[0046] 1,5-Dinitroanthraquinone 44.86%

[0047] 1-Nitroanthraquinone 1.85%

[0048] 1,7-Dinitroanthraquinone 6.37%

[0049] 1,6-Dinitroanthraquinone 6.62%

[0050] 2-Dinitroanthraquinone 0.52%

[0051] Unreacted anthraquinone 0.05%

Embodiment 3

[0053] Put 100 parts of 98.5% anthraquinone into 340 parts of 99% nitric acid, stir and cool to 0°C, keep it at 0-5°C, add 80 parts of 100.5% sulfuric acid dropwise, after 4 hours, continue to keep warm at 0-5°C React for 2 hours. Operate as follows in Example 1,

[0054] 139.6 parts of dinitroanthraquinone were obtained.

[0055] HPLC: 1,8-Dinitroanthraquinone 40.82%

[0056] 1,5-Dinitroanthraquinone 45.62%

[0057] 1-Nitroanthraquinone 0.22%

[0058] 1,7-Dinitroanthraquinone 6.16%

[0059] 1,6-Dinitroanthraquinone 6.63%

[0060] 2-Dinitroanthraquinone 0.39%

[0061] Unreacted anthraquinone Not detected

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PUM

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Abstract

The invention relates to a method for producing 1, 5(1, 8)-binitro anthraquinone. The method comprises the following steps: putting anthraquinone in concentrated nitric acid, stirring and cooling the mixture, dripping sulphuric acid at a temperature of between 20 DEG C below zero and 15 DEG C, and making the mixture react for 2 hours continuously at the temperature of between 20 DEG C below zero and 15 DEG C after the dripping is finished, wherein the weight ratio of the concentrated nitric acid to the anthraquinone is between 5 to 1 and 30 to 1, and the weight ratio of the concentrated sulphuric acid to the anthraquinone is between 1 to 1 and 2 to 1; and then gradually heating the reaction mixture to between 60 and 65 DEG C, making the mixture react for 2 hours continuously, and finally adding the reaction mixture into cold water to separate out solid, filtering the solid, washing the solid by water and then drying the solid to obtain the binitro anthraquinone, wherein total content of 1,5-binitro anthraquinone and 1, 8-binitro anthraquinone is not lower than 88 percent. The method has the remarkable advantages that the method has normal-pressure reaction and simple process, can use batch process and continuous method for production, and uses general chemical equipment, and uses little sulphuric acid, and reduces discharge of pollutant. The total content of the 1, 5(1, 8)-binitro anthraquinone in nitration reaction surpasses that of the prior advanced art.

Description

technical field [0001] The invention relates to the field of dye chemical industry. Specifically, it relates to a production method of dye intermediates 1,5-dinitroanthraquinone and 1,8-dinitroanthraquinone. Background technique [0002] 1,5(1,8)-Dinitroanthraquinone is an important intermediate in the production of disperse dyes, vat dyes and organic pigments, and can be used to prepare 1,5- / 1,8-diaminoanthraquinone, 1,5- / 1,8-dinitro-4,8-dihydroxyanthraquinone can also be prepared from 1,5- / 1,8-dinitroanthraquinone by methoxylation and hydrolysis to prepare 1,5- / 1, 8-Dihydroxyanthraquinone. The mixture of the above-mentioned intermediates or compounds with a certain purity are used in the production of dyes, and the high-purity 1,8-dihydroxyanthraquinone is also used in the production of medicines. [0003] The production of 1,5(1,8)-dinitroanthraquinone dates back to pre-World War II Germany. Early production and research were prepared by the reaction of anthraquinone...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C205/47C07C201/08
Inventor 张劲松屠国锋陈小勇时晓冯全振
Owner JIANGSU JIHUA CHEMICAL CO LTD
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