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Method for recovering trifluoroacetic acid and co-producing long linear organic acids from s-gsh waste liquid

A technology of trifluoroacetic acid and organic acid, which is applied in the field of fine chemicals, can solve problems such as non-discharge, non-recyclable, and increased production costs, and achieve the effects of easy operation, easy industrial production, and low cost

Active Publication Date: 2020-11-06
SHANDONG JINCHENG KERUI CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the production process of S-GSH, a large amount of waste acid containing trifluoroacetic acid (TFA) will be produced, which can neither be directly recycled nor discharged
Therefore, the expensive trifluoroacetic acid makes the production cost greatly increased. At present, there are many studies on the preparation of S-GSH, but there is no report on the recycling of its waste acid, and the recycling of trifluoroacetic acid waste liquid seems to have a special Significance

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add 700mL of S-GSH waste liquid to a 1000mL three-necked flask equipped with a stirrer and a thermometer, and add 296.2g of tetradecanoyl chloride dropwise to the waste liquid at 10°C. After 40 minutes, the reaction was completed, distilled under normal pressure, and the fraction at 72-73°C was collected to obtain 981.0 g of trifluoroacetic acid with a yield of 92.2%. The purity was 98.8% by liquid chromatography analysis.

[0022] Add 600 mL of water to the residue at the bottom of the still, stir at room temperature for 20 min, and filter to obtain 230.3 g of myristic acid.

Embodiment 2

[0024] Add 700mL of S-GSH waste liquid to a 1000mL three-necked flask equipped with a stirrer and a thermometer, and add 344.3g of pentadecanoyl chloride dropwise to the waste liquid at 10°C. After 30 minutes, the reaction was completed, distilled under normal pressure, and the fraction at 72-73°C was collected to obtain 995.4 g of trifluoroacetic acid with a yield of 93.5%. The purity was 99.3% through liquid chromatography analysis.

[0025] Add 600 mL of water to the residue at the bottom of the still, stir at room temperature for 30 min, and filter to obtain 274 g of pentadecanoic acid.

Embodiment 3

[0027] Add 700mL of S-GSH waste liquid to a 1000mL three-necked flask equipped with a stirrer and a thermometer, and add 428.8g of hexadecanoyl chloride dropwise to the waste liquid at 10°C. After 20 minutes, the reaction was completed, distilled under normal pressure, and the fraction at 72-73°C was collected to obtain 1010.8 g of trifluoroacetic acid with a yield of 95.0%. The purity was 99.1% through liquid chromatography analysis.

[0028] Add 700mL of water to the residue at the bottom of the still, stir at room temperature for 40min, and filter to obtain 354g of hexadecanoic acid.

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Abstract

The invention relates to a method for recycling trifluoroacetic acid from S-GSH (S-acetyl-L-gultathione) waste liquid and co-producing long-linear-chain organic acid and belongs to the technical field of fine chemistry. The method comprises the following steps: adding long-linear-chain alkyl acyl halide into the S-GSH waste liquid; stirring at 10 DEG C to 40 DEG C for 20min to 40min; distilling under normal pressure to obtain a solution and collecting a fraction at 72 DEG C to 73 DEG C to obtain the trifluoroacetic acid; then adding water into a kettle bottom solution obtained by distilling and crystallizing to obtain the long-linear-chain organic acid. A result shows that the recovery rate of the trifluoroacetic acid is greater than 90 percent and the purity of the trifluoroacetic acid is greater than 99 percent; the recycled trifluoroacetic acid can completely meet the requirements of synthesis of S-GSH. The S-GSH waste liquid containing the trifluoroacetic acid is recycled and utilized by adopting long-chain alkyl acyl halide acylation and distillation procedures and certain reference is provided for protecting the environment and reducing the generation of the S-GSH.

Description

technical field [0001] The invention relates to a method for recovering trifluoroacetic acid from S-GSH waste liquid and co-producing long straight-chain organic acids, which belongs to the technical field of fine chemicals. Background technique [0002] S-acyl-L-glutathione (S-GSH) is a new type of glutathione derivative, which can help the body maintain normal immune system function, and has antioxidant and integrated detoxification effects, and can also be used as a functional It is widely used in anti-aging, enhancing immunity, anti-tumor and other functional foods. In recent years, western scientists, especially Japanese scholars have discovered that S-GSH has the function of inhibiting HIV. However, in the production process of S-GSH, a large amount of waste acid containing trifluoroacetic acid (TFA) will be produced, which can neither be directly recycled nor discharged. Therefore, the expensive trifluoroacetic acid makes the production cost greatly increased. At pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C51/42C07C53/18C07C51/04C07C53/126C07C51/487
CPCC07C51/04C07C51/42C07C51/487C07C53/18C07C53/126
Inventor 郑庚修杨修亮付凯孙智源李勇
Owner SHANDONG JINCHENG KERUI CHEMICAL CO LTD