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Preparation method of benzotriazole ultraviolet light absorber

A technology of benzotriazoles and benzotriazoles is applied in the field of preparation of ultraviolet absorbers and can solve problems such as residues and product discoloration

Active Publication Date: 2021-04-23
RIANLON ZHONGWEI NEW MATERIAL CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

This method uses a new catalyst system to solve the problems of product discoloration and acid residue in the reaction process, avoid equipment corrosion, and improve product quality

Method used

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  • Preparation method of benzotriazole ultraviolet light absorber
  • Preparation method of benzotriazole ultraviolet light absorber

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preparation example Construction

[0022] A preparation method of benzotriazole ultraviolet absorber: 3-[3-(2-H-benzotriazol-2-yl)-4-hydroxyl-5-tert-butylphenyl]-propane Acid methyl ester, C 7 -C 9 The alkyl alcohol is used as a raw material, and a transesterification reaction occurs under the action of a catalyst to prepare 3-(2hydro-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4- Hydroxy-C 7 -C 9 Alkyl ester; the catalyst is lithium methylate and / or zinc isooctanoate.

[0023] The study found that in the above reactions, the catalyst has a greater impact on the quality of the product. When p-toluenesulfonic acid is selected as the transesterification catalyst, due to the high temperature of the reaction system, p-toluenesulfonic acid is a strong acid substance, which is easy to cause corrosion of production equipment; also because of its strong acidity, the product is easy to change color under high temperature, resulting in The appearance of the product is dark in color and high in chroma. At the same time...

Embodiment 1

[0037] (1) Synthetic reaction: 3-[3-(2-H-benzotriazol-2-yl)-4-hydroxyl-5-tert-butylphenyl]-propionic acid methyl ester 183.0g, C 7 -C 9 Add 100.0g of mixed alcohol into the reaction kettle, stir and heat up to 100-120°C, and remove light components under reduced pressure; then add 0.20g of catalyst lithium methoxide and 0.20g of zinc isooctanoate, heat up to 150-160°C, and gradually Start to decompress and react for 6 hours; the content of 3-[3-(2-H-benzotriazol-2-yl)-4-hydroxyl-5-tert-butylphenyl]-propionic acid methyl ester in the system is less than 0.5% After that, continue to increase the vacuum degree, and the excess C 7 -C 9 The mixed alcohol is removed; then the temperature is lowered to 100-120°C.

[0038] (2) Decolorization and post-treatment: Add 8.0 g of activated clay to the dealcoholization reaction solution obtained in step (1), stir at 110-115° C. for 1 hour, carry out catalyst adsorption and decolorization, and the chromaticity of sampling detection is 3.2 ...

Embodiment 2

[0040] (1) Synthetic reaction: 3-[3-(2-H-benzotriazol-2-yl)-4-hydroxyl-5-tert-butylphenyl]-propionic acid methyl ester 183.0g, C 7 -C 9 Add 100.0g of mixed alcohol into the reaction kettle, stir and heat up to 100-120°C, remove light components under reduced pressure; then add 0.40g of catalyst lithium methoxide and 0.20g of zinc isooctanoate, heat up to 150-160°C, and gradually Start to decompress and react for 4.5 hours; the content of 3-[3-(2-H-benzotriazol-2-yl)-4-hydroxy-5-tert-butylphenyl]-propionic acid methyl ester in the system is less than 0.5 % After that, continue to increase the vacuum degree, the excess C 7 -C 9 The mixed alcohol is removed; then the temperature is lowered to 100-120°C.

[0041] (2) Decolorization and post-treatment: Add 10.0 g of activated clay to the dealcoholization reaction solution obtained in step (1), stir at 110-115° C. for 1 hour, carry out catalyst adsorption and decolorization, and the chromaticity of sampling detection is 3.4 Gardn...

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Abstract

The invention relates to a preparation method of a benzotriazole ultraviolet light absorber, which comprises the steps of taking 3-[3-(2-H-benzotriazole-2-yl)-4-hydroxy-5-tert-butylphenyl]-methyl propionate and C7-9 alkyl alcohol as raw materials, carrying out transesterification under the action of a catalyst to prepare 3-(2H-benzotriazole-2-yl)-5-(1,1-dimethyl ethyl)-4-hydroxy-C7-9 alkyl ester, wherein the catalyst is lithium methoxide and / or zinc isooctanoate. The product prepared by the method is not easy to oxidize, and the appearance and chromaticity of the product can be ensured; and meanwhile, the problem of acid residues in a reaction system can be effectively solved, and the problem of application limitation of the product due to the acid residues is avoided.

Description

technical field [0001] The invention relates to the field of preparation of ultraviolet absorbers, in particular to a preparation method of liquid benzotriazole ultraviolet absorbers. Background technique [0002] Light stabilizer is a chemical additive that can inhibit or weaken the degradation effect of light on polymer materials and improve the light resistance of polymer materials. It is usually used synergistically with antioxidants to inhibit the photooxidative degradation of polymer materials. At present, light stabilizers are one of the fastest growing chemical additives in the manufacturing process of various polymer materials. [0003] According to the mechanism of action, light stabilizers can be divided into: ultraviolet absorbers, quenchers, free radical scavengers, light shielding agents, etc. Among them, ultraviolet absorbers are the most widely used category. Benzotriazoles are a class of products with the largest output and the most varieties among ultravi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/18
CPCC07D249/18
Inventor 李平熊昌武范小鹏孙东辉孙春光李海平
Owner RIANLON ZHONGWEI NEW MATERIAL CO LTD
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