A kind of preparation method and application of hydroxyl-containing ultraviolet absorber

A technology for ultraviolet rays and absorbers, which is applied in the preparation and application of hydroxyl-containing ultraviolet absorbers, can solve the problems of decreased ultraviolet protection ability and unstable alcohol solution, etc., and achieves the effects of excellent experience, strong sunscreen ability, and reduced application times.

Active Publication Date: 2022-04-01
GUANGDONG JUSHI CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the alcohol solution of benzophenone is unstable under light, and the UV protection ability is obviously reduced after being exposed to sunlight.

Method used

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  • A kind of preparation method and application of hydroxyl-containing ultraviolet absorber
  • A kind of preparation method and application of hydroxyl-containing ultraviolet absorber
  • A kind of preparation method and application of hydroxyl-containing ultraviolet absorber

Examples

Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0054] Preparation Example 1 (compound i——synthesis of 2,3,4'-trihydroxybenzophenone)

[0055]

[0056] Into a 250mL three-neck flask, add 11.8g of phenol, 15.3g of 2,3-dihydroxybenzoic acid, 23g of anhydrous zinc chloride, 19mL of phosphorus oxychloride, and 25mL of sulfolane in sequence. Stir and heat to raise the temperature of the material to 75-80°C, and react for about 2 hours until hydrogen chloride gas is observed to be released during the reaction. Slowly add 20mL of pure water to the reaction flask and stir well. Pour the mixture into 800mL of cold water and stir well. Let stand for more than 30 minutes, filter with suction, wash with water, and dry to obtain a crude product. Add the crude product into the solvent, heat to dissolve, add an appropriate amount of activated carbon, boil for 30 minutes, filter while it is hot, cool the filtrate, precipitate red powder, filter with suction, and dry to obtain the final product. Yield 85.4%.

preparation Embodiment 2

[0057] Preparation Example 2 (compound ii——2,4 ', the synthesis of 6-trihydroxybenzophenone)

[0058]

[0059] Into a 250mL three-neck flask, add 12.5g of phenol, 15.3g of 2,6-dihydroxybenzoic acid, 23g of anhydrous zinc chloride, 19mL of phosphorus oxychloride, and 25mL of sulfolane. Stir and heat to raise the temperature of the material to 75-80°C, and react for about 2 hours until hydrogen chloride gas is observed to be released during the reaction. Slowly add 20mL of pure water to the reaction flask and stir well. Pour the mixture into 800mL of cold water and stir well. Let stand for more than 30 minutes, filter with suction, wash with water, and dry to obtain a crude product. Add the crude product into the solvent, heat to dissolve, add an appropriate amount of activated carbon, boil for 30 minutes, filter while it is hot, cool the filtrate, precipitate red powder, filter with suction, and dry to obtain the final product. Yield 82.2%.

preparation Embodiment 3

[0060] Preparation Example 3 (Compound III——2,4,4', the synthesis of 5-tetrahydroxybenzophenone)

[0061]

[0062] Into a 250 mL three-neck flask, add 12.0 g of phenol, 17.0 g of 2,4,5-trihydroxybenzoic acid, 23 g of anhydrous zinc chloride, 19 mL of phosphorus oxychloride, and 25 mL of sulfolane in sequence. Stir and heat to raise the temperature of the material to 75-80°C, and react for about 2 hours until hydrogen chloride gas is observed to be released during the reaction. Slowly add 20mL of pure water to the reaction flask and stir well. Pour the mixture into 800mL of cold water and stir well. Let stand for more than 30 minutes, filter with suction, wash with water, and dry to obtain a crude product. Add the crude product into the solvent, heat to dissolve, add an appropriate amount of activated carbon, boil for 30 minutes, filter while it is hot, cool the filtrate, precipitate red powder, filter with suction, and dry to obtain the final product. Yield 82.9%.

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Abstract

The invention discloses a preparation method and application of a hydroxyl-containing ultraviolet absorber. The chemical structural formula of this hydroxyl-containing ultraviolet absorber is shown in formula (I): in formula (I), X 1 、X 2 、X 3 、X 4 、X 5 、X 1 ’, X 2 ’, X 3 ’, X 4 ’ and X 5 ' independently represent hydrogen or hydroxyl. The preparation method of the hydroxyl-containing ultraviolet absorber is obtained by taking phenolic compound and hydroxybenzoic acid as raw materials, and carrying out synthesis reaction in a solvent under the action of a catalyst. The invention also discloses the application of the hydroxyl-containing ultraviolet absorber in sunscreen composition. The alcohol solution of the hydroxyl-containing ultraviolet absorber prepared by the present invention is stable under light conditions, and when it is applied to sunscreen cosmetics, the sunscreen ability of sunscreen cosmetics can be stronger and more durable, and the number of times of application by users can be reduced. Make the consumer experience excellent.

Description

technical field [0001] The invention relates to a preparation method and application of a hydroxyl-containing ultraviolet absorber. Background technique [0002] Due to the continuous reduction of ozone in the ozone layer, the adverse reactions such as acute and chronic skin damage and immunosuppression caused by sunlight radiation to the skin are gradually aggravating. In sunlight, the radiation in the ultraviolet and visible light regions is particularly serious. Therefore, sun protection in the ultraviolet and visible light regions is particularly important. Sunscreens can effectively resist ultraviolet and visible light in the sun and prevent the skin from being tanned or sunburned. There is an increasing market prospect for sunscreens with high SPF protection. [0003] There are already many types of sunscreens on the market, among which they can be mainly divided into physical sunscreens and chemical sunscreens. The main sunscreen ingredients in physical sunscreens...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K8/35A61Q17/04
CPCA61K8/35A61Q17/04
Inventor 郭欢朱红芳杨丰戚良明余如媛周侃
Owner GUANGDONG JUSHI CHEM CO LTD
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