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Preparation method of benzotriazole photostabilizer

A technology of benzotriazoles and light stabilizers, which is applied in the field of light stabilizer preparation, can solve the problems of explosion of benzotriazoles light stabilizers, unindustrial production, generation of toxic gases and the like, and achieves low preparation cost , the effect of high recovery rate and less side reactions

Inactive Publication Date: 2012-11-28
启东金美化学有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The present invention provides a preparation method of a benzotriazole light stabilizer, which mainly solves the danger of explosion when preparing the benzotriazole light stabilizer in the prior art, and the production cost is relatively high. And it may produce technical problems such as toxic gas, environmental pollution, unsuitable for industrialized production, etc.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1: the preparation method of a kind of benzotriazole light stabilizer of this example, its steps are:

[0028] a. 27.2g homemade 2-nitro-2′-hydroxyl-5′-methylazobenzene (94.5%), 10g sodium hydroxide and 120ml water were added to a 500ml three-necked flask, then 14g glucose was added to control the reaction temperature at 60 -70°C, reflux reaction for 2 hours, the solution turns light yellow after the reaction is completed. Slowly add 30% hydrochloric acid to neutralize the pH of the reaction solution to 6, a large amount of yellow precipitates are produced, filter, wash twice with 100ml water, and dry to obtain the intermediate 2-(2'-hydroxy-5'-methylphenyl)benzotri Azole nitrogen oxide 23.6g, yield is 97.9%;

[0029] b. Get the above-mentioned 2-(2′-hydroxyl-5′-methylphenyl) benzotriazole nitrogen oxide 23.6g, 12g sodium hydroxide, 0.5g catalyst, 80ml toluene and 60ml water join in the 500ml there-necked flask, Control the reaction temperature at 60-70°C...

Embodiment 2

[0030] Embodiment 2: the preparation method of a kind of benzotriazole light stabilizer of this example, its steps are:

[0031] a. 27.2g homemade 2-nitro-2′-hydroxyl-5′-methylazobenzene (94.5%), 8g sodium hydroxide and 120ml water were added to a 500ml three-necked flask, then 14g glucose was added to control the reaction temperature at 60 -70°C, reflux reaction for 2 hours, the solution turns light yellow after the reaction is completed. Slowly add 30% hydrochloric acid to neutralize the pH of the reaction solution to 6, a large amount of yellow precipitates are produced, filter, wash twice with 100ml water, and dry to obtain the intermediate 2-(2'-hydroxy-5'-methylphenyl)benzotri Azole nitrogen oxide 23.2g, yield is 96.3%;

[0032] b. Get the above-mentioned 2-(2′-hydroxyl-5′-methylphenyl) benzotriazole nitrogen oxide 23.2g, 10g sodium hydroxide, 0.5g catalyst, 80ml toluene and 50ml water join in the 500ml there-necked flask, Control the reaction temperature at 60-70°C,...

Embodiment 3

[0033] Embodiment 3: the preparation method of a kind of benzotriazole light stabilizer of this example, its steps are:

[0034] a. Add 35.4g of homemade 2-nitro-4-chloro-2′-hydroxy-3′-tert-butyl-5′-methylazobenzene (98.1%), 16g of sodium hydroxide, 180ml of methanol and 50ml of water into a 500ml three-port Then add 12g of glucose into the flask, control the reaction temperature at 60-70°C, and reflux for 2 hours. After the reaction is completed, the solution turns light yellow. Slowly add 30% hydrochloric acid to neutralize the pH of the reaction solution to 6, resulting in a large amount of yellow precipitate, filter, wash twice with 100ml water, and dry to obtain the intermediate 2-(2'-hydroxy-3'-tert-butyl-5' -Methylphenyl)-5-chlorobenzotriazole nitrogen oxide 31.8g, yield is 95.9%;

[0035] b. Take 31.8g of 2-(2'-hydroxyl-3'-tert-butyl-5'-methylphenyl)-5-chlorobenzotriazole nitrogen oxide prepared above, 20g sodium hydroxide, 0.5g catalyst , Add 50ml of toluene and 1...

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Abstract

The invention relates to a preparation method of a photostabilizer, particularly a preparation method of a benzotriazole photostabilizer. The invention mainly solves the following technical problems in the prior art: in the benzotriazole photostabilizer preparation process, explosions may occur, the production cost is high, toxic gas can generate to pollute the environment, the existing preparation method is not suitable for industrialized production, and the like. The method comprises the following steps: reducing an azobenzene compound with glucose to obtain an intermediate benzotriazole oxynitride, and reducing with aluminum powder to obtain the benzotriazole photostabilizer.

Description

technical field [0001] The invention relates to a preparation method of a light stabilizer, in particular to a preparation method of a benzotriazole light stabilizer. Background technique [0002] The existing synthesis methods of benzotriazole light stabilizers mainly use azobenzene compounds as raw materials and carry out cyclization according to different reduction processes. The existing reduction methods include: hydrazine hydrate reduction method, zinc powder reduction method, sulfide reduction method, etc. [0003] Using hydrazine hydrate as a reducing agent to prepare benzotriazole light stabilizers in one step, the reported patents include US4001266, DE2454889, Fr2292708 and so on. The used solvent of this method is diethylene glycol diethyl ether, and its price is expensive. Moreover, the reaction temperature is at least 100° C., and the side reaction of azo bond breaking is likely to occur, forming a large amount of amine by-products. In addition, in order to d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/20
Inventor 周兴旺袁忻潘行平
Owner 启东金美化学有限公司