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Preparation method of antioxidant

An antioxidant and potassium iodide technology, applied in the chemical industry, can solve the problems of cumbersome reaction steps, severe reaction conditions, unsuitable for industrial production and the like, and achieves the effects of economical and environmental protection of the solvent and simplified preparation process.

Active Publication Date: 2020-01-17
SHANGHAI HUIWEN BIO TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, multiple synthetic methods of thiotaurine have been reported. Rene Moreuil once reported the synthesis of thiotaurine starting from phthalic anhydride, but the reaction steps are complicated, the reaction conditions are severe, and it is necessary to use To the highly corrosive thionyl chloride and sodium sulfide that will seriously pollute the environment, it is difficult to realize industrialization
[0005] US5856563 synthesizes hypotaurine from cysteine ​​hydrochloride, and then synthesizes thiotaurine by sulfuration, but the synthesis method of this type of thiotaurine needs to purify hypotaurine and sulfur by SK1B resin and WK10 resin Substitute taurine, due to the small adsorption capacity of the ion exchange column, the production capacity is limited, and a large amount of solvent needs to be desolvated, the energy consumption is extremely high, and it is not suitable for industrial production

Method used

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  • Preparation method of antioxidant
  • Preparation method of antioxidant
  • Preparation method of antioxidant

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Experimental program
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Effect test

Embodiment 1

[0029] Embodiment 1: a kind of thiotaurine preparation method is as follows:

[0030] Weigh 28.4 g of mercaptoethylamine hydrochloride (cysteamine hydrochloride) and place it in a 500 mL flask, add 150 mL of deionized water to dissolve. Add 0.33 g of potassium iodide, then add 36.5 g of 35% hydrogen peroxide, and react overnight at room temperature. Add 37.5g of 40% potassium hydroxide solution for alkaline hydrolysis, and electrodialyze after the alkaline hydrolysis is completed until the conductivity of the separated light-phase brine reaches 7ms / cm to desalinate, and the collected components are vacuum-spun to dry. Disperse the obtained solid in methanol, add 1 equivalent of sulfur powder, 0.1 equivalent of potassium hydroxide, reflux for 4 hours, filter, dissolve the solid in water, add 10% activated carbon for decolorization for half an hour, filter, evaporate the filtrate to dryness, and weigh 50% methanol aqueous solution Crystallized, filtered and dried to obtain 10.2...

Embodiment 2

[0031] Embodiment 2: a kind of thiotaurine preparation method is as follows:

[0032] Weigh 28.4 g of mercaptoethylamine hydrochloride (cysteamine hydrochloride) and place it in a 500 mL flask, add 150 mL of deionized water to dissolve. Add 0.33 g of potassium iodide, then add 36.5 g of 35% hydrogen peroxide, and react overnight at room temperature. Add 37.5g of 40% potassium hydroxide solution for alkaline hydrolysis, electrodialysis, until the conductivity of the separated dilute brine reaches 5ms / cm to desalinate, collect the components, and spin dry in vacuo. Disperse the obtained solid into ethanol, add 1 equivalent of sulfur powder, 0.1 equivalent of potassium hydroxide, reflux for 4 hours, filter, dissolve the solid in water, add 10% activated carbon for decolorization for half an hour, filter, evaporate the filtrate to dryness, and weigh 40% ethanol solution Crystallized, filtered and dried to obtain 10.6 g of white crystals with a purity of 99.5% and a yield of 45.1%...

Embodiment 3

[0033] Embodiment 3: a kind of thiotaurine preparation method is as follows:

[0034] Weigh 28.4 g of mercaptoethylamine hydrochloride (cysteamine hydrochloride) and place it in a 500 mL flask, add 150 mL of deionized water to dissolve. Add 0.33 g of potassium iodide, then add 36.5 g of 35% hydrogen peroxide, and react overnight at room temperature. Add 37.5g of 40% sodium hydroxide solution for alkaline hydrolysis, electrodialysis, until the conductivity of the separated dilute brine reaches 4ms / cm to desalinate, collect the components, and spin dry in vacuo. Disperse the obtained solid in methanol, add 1 equivalent of sulfur powder, 0.1 equivalent of sodium hydroxide, reflux for 4 hours, filter, dissolve the solid in water, add 10% activated carbon for decolorization for half an hour, filter, evaporate the filtrate to dryness, and weigh 60% methanol solution Crystallized, filtered and dried to obtain 9.3 g of white crystals with a purity of 99.2% and a yield of 39.6%.

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Abstract

The invention provides a preparation method of an antioxidant. According to the method, starting from cysteine hydrochloric acid, oxidation, alkaline hydrolysis and electrodialysis are completed by aone-pot method, a mixture of hypotaurine and cystamine is prepared by desalting, and high-purity thiotaurine is obtained by further vulcanization and recrystallization. The process is simple, the reaction conditions are mild, the product purity is high, and the method has practical industrial application value.

Description

technical field [0001] The invention belongs to the field of chemical industry, and in particular relates to a preparation method of an antioxidant. Background technique [0002] The skin is the largest organ of the human body, and it is also the first target of environmental pollutants. With the increase of air pollution, many skin problems have followed. The skin's ability to resist external environmental pressure is not unlimited. Under continuous abnormal environmental pressure, our skin function, especially the protective function, will decline. Changes in the environment (pollution, ozone, ultraviolet rays) can cause very large damage to the skin, and each way of applying damage to the skin is also different, and the damage caused is also different, such as: skin cytotoxicity, oxidative stress, inflammation , aging, melanin deposition and other skin problems. Thiotaurine has a strong antioxidant effect in the human body, and it also has a good repairing effect on the...

Claims

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Application Information

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IPC IPC(8): C07C381/04C07C303/44C07C309/14
CPCC07C303/16C07C303/44C07C381/04C07C309/14
Inventor 骆峰杨升平张世兴董婷婷
Owner SHANGHAI HUIWEN BIO TECH