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Method of preparing 1,4-diaminoanthraquinone-2-sulfonic acid

A technology of anthraquinone sulfonate and diamino, which is applied in the field of dye intermediate preparation, can solve the problems of high energy consumption, large steam consumption, and impact on the quality of downstream products, and achieve the effect of low energy consumption and low temperature

Active Publication Date: 2015-03-25
JIANGSU HUAER CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional method is to use 1,4-diaminoanthraquinone leuco as raw material, and use chlorosulfonic acid sulfonation in o-dichlorobenzene solvent to obtain 1,4-diamino-2-sulfonic anthraquinone. There are three problems, one is that the recovery of the solvent ortho-dichlorobenzene requires a large amount of steam and high energy consumption; the other is that a large amount of ortho-dichlorobenzene is sulfonated to generate 3,4- The by-product of dichlorobenzenesulfonic acid makes the recovery rate of o-dichlorobenzene only 86-88%.
Third, the chemical content of leuco 1,4-diaminoanthraquinone industrial products is generally between 93-96%, making the final product purity 91-96%, which has a certain impact on the quality of downstream products

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0011] Embodiment 1: In a 1000 milliliter autoclave, start stirring, add 250 grams of ammoniacal liquor with a content of 25.20% to 250 grams of tap water to make dilute ammoniacal liquor with a mass concentration of 20%, then add 60.0g of industrial product bromic acid, and 7.0 g soda ash, airtight heating kettle, within 1.5 hours, the temperature was raised to 95 ± 5 at a uniform speed, ℃ was kept at this temperature for 4 hours, and the temperature was lowered to 60 degrees. The end point was sampled from the sampling port, and the HPLC detection showed that the content of bromic acid was 0.12%. Stop the reaction, transfer the above materials to a 1000 ml flask, heat and distill 150 ml of ammonia water, then cool down to 50 degrees, adjust the pH of the system to 1.2 with hydrochloric acid, 1,4-diamino-2-sulfonic acid anthraquinone precipitates, filter, The product 1,4-diamino-2-sulfonic acid anthraquinone was obtained by drying at low temperature, the detected content was 9...

Embodiment 2

[0012] Example 2: In a 1000 ml autoclave, start stirring, add 275 grams of ammoniacal liquor with a content of 25.20% to 275 grams of tap water to make dilute ammoniacal liquor with a mass concentration of 20%, then add 60.0g of industrial product bromic acid, and 7.0 g soda ash, airtight heating kettle, within 1.5 hours uniformly heated to 105 ± 5, ℃ at this temperature for 2 hours, cooled to 60 degrees, sampling from the sampling port to detect the end point, HPLC detection, bromine content is 0.12%, Stop the reaction, transfer the above materials to a 1000 ml flask, heat and distill 150 ml of ammonia water, then cool down to 50 degrees, adjust the pH of the system to 1.0 with hydrochloric acid, 1,4-diamino-2-sulfonic acid anthraquinone precipitates, filter, The product 1,4-diamino-2-sulfonic acid anthraquinone was obtained by drying at low temperature, the detected content was 99.32%, the weight was 46.3 grams, and the yield was 98.1%.

Embodiment 3

[0013] Example 3: In a 1000 ml autoclave, start stirring, add 300 grams of ammoniacal liquor with a content of 25.20% to 300 grams of tap water to make dilute ammoniacal liquor with a mass concentration of 20%, then add 60.0g of industrial product bromic acid, and 9.0 g of soda ash, sealed heating kettle, within 1.5 hours uniformly heated to 105 ± 5, ℃ at this temperature for 2 hours, cooled to 55 degrees, sampling from the sampling port to detect the end point, HPLC detection, bromine content was not detected, Stop the reaction, transfer the above material to a 1000 ml flask, heat and distill 160 ml of ammonia water, then cool down to 50 degrees, adjust the pH of the system to 1.1 with hydrochloric acid, 1,4-diamino-2-sulfonic acid anthraquinone precipitates, filter, The product 1,4-diamino-2-sulfonic acid anthraquinone was obtained by drying at low temperature, the detected content was 99.51%, the weight was 46.5 grams, and the yield was 98.4%.

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Abstract

The invention discloses a method of preparing 1,4-diaminoanthraquinone-2-sulfonic acid. According to the method, bromamine acid is taken as a raw material and ammoniated in an ammonia water medium to directly obtain 1,4-diaminoanthraquinone-2-sulfonic acid. The method specifically comprises the following steps: uniformly mixing diluted ammonia water, bromamine acid and sodium carbonate in a pressure container in a mass ratio of (4 to 10):1:(0.1 to 0.3), heating while stirring, heating to 70-110 DEG C within 1-2 hours, insulating for 2-4 hours, cooling to 50-60 DEG C after the reaction is concluded, heating to distill off ammonia water occupying 30-40% of the volume of the mother liquor, then cooling to 50-70 DEG C, adjusting the pH value to 1-1.5 by hydrochloric acid or sulphuric acid, and filtering to obtain a 1,4-diaminoanthraquinone-2-sulfonic acid filter cake. According to the method disclosed by the invention, because the purity of the bromamine acid raw material is high, the contents of industrial products are generally greater than 99%, and moreover, obvious by-products are not generated during the reaction process, and high-purity 1,4-diaminoanthraquinone-2-sulfonic acid can be obtained during production.

Description

technical field [0001] The invention relates to a method for preparing 1,4-diamino-2-sulfonic acid anthraquinone, which belongs to the field of dye intermediate preparation. Background technique [0002] 1,4-Diamino-2-sulfonic acid anthraquinone is an important dye intermediate, many dyes with excellent properties can be synthesized with it, and it is mainly used in the production of disperse blue 60 at present. The traditional method is to use 1,4-diaminoanthraquinone leuco as raw material, and use chlorosulfonic acid sulfonation in o-dichlorobenzene solvent to obtain 1,4-diamino-2-sulfonic anthraquinone. There are three problems, one is that the recovery of the solvent ortho-dichlorobenzene requires a large amount of steam and high energy consumption; the other is that a large amount of ortho-dichlorobenzene is sulfonated to generate 3,4- The by-product of dichlorobenzenesulfonic acid makes the recovery rate of o-dichlorobenzene only 86-88%. The third is that the chemica...

Claims

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Application Information

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IPC IPC(8): C07C309/52C07C303/22
Inventor 王登兵胡影影
Owner JIANGSU HUAER CHEM
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