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A kind of hindered phenol antioxidant and preparation method thereof

A technology of hindered phenols and antioxidants, applied in the field of hindered phenols antioxidants and its preparation, can solve the problems of polymer antioxidants, the inability to use antioxidant substances, and the impact of antioxidant effects, etc., to achieve improved Heat stability and anti-oxidation performance, improvement of heat resistance stability, effect of enhancing anti-oxidation effect

Active Publication Date: 2022-04-22
SHANDONG LINYI SUNNY WEALTH CHEM CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, it is very difficult to develop new antioxidants for polymers. Not all substances can be used as long as they have antioxidant properties. There is a specific match between polymer materials and antioxidants. Not all substances with antioxidant properties are equal. It can be used as an antioxidant for polymer materials. Due to various complex factors such as molecular weight, melting point, compatibility with polymers, and dispersibility, antioxidant substances may not be used in polymer materials.
Moreover, even if antioxidant substances can be used in polymer materials, problems such as migration, volatilization and extraction of antioxidants in polymer materials need to be considered. If better resistance to migration, volatilization and extraction cannot be achieved , the antioxidant effect of antioxidants cannot be fully exerted, affecting the antioxidant effect
Therefore, it is very difficult to develop antioxidants that can be used in polymers and to fully exert the antioxidant effect.
On this basis, it is more difficult to overcome the defects of existing antioxidants, improve heat resistance stability, and further improve antioxidant performance

Method used

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  • A kind of hindered phenol antioxidant and preparation method thereof
  • A kind of hindered phenol antioxidant and preparation method thereof
  • A kind of hindered phenol antioxidant and preparation method thereof

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preparation example Construction

[0036] The present invention also provides a preparation method of the hindered phenolic antioxidant described in the above technical scheme, comprising the following steps:

[0037] Under the action of a catalyst, methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylate is esterified with xylitol to form a hindered phenolic antioxidant represented by formula (1) .

[0038] Its reaction scheme is as follows:

[0039]

[0040] In the present invention, the source of methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylate is not particularly limited, it is a general commercial product or prepared according to a preparation method well known to those skilled in the art That's it.

[0041] In the present invention, an antioxidant is prepared by reacting specific xylitol with β-(3,5-di-tert-butyl-4-hydroxyphenyl) methyl acrylate, compared to other alcohols, using xylitol and the above-mentioned Acrylate products can have more suitable molecular weight, melting point, and good compat...

Embodiment 1

[0058] 1.1 Preparation

[0059] Add 84.8g (0.29mol) of β-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl acrylate to a 250mL four-necked flask equipped with an electric stirrer, a thermometer, a condenser and a methanol receiving device , xylitol 7.6g (0.05mol), catalyst sodium methoxide 0.10g, heat up and stir, control the temperature at 180±5°C, first react at normal pressure for 6h, then react under reduced pressure for 2h, remove the methanol gas generated by the reaction, and react to Methanol is no longer formed. Cool down, recrystallize with isopropanol, then filter, wash with isopropanol and dry to obtain the product, which is a white solid.

[0060] 1.2 Characterization and testing

[0061] (1) FTIR test and 1H-NMR test are carried out to gained product, and result is respectively as follows figure 1 and figure 2 as shown, figure 1 It is the FTIR spectrogram of the product obtained in Example 1 of the present invention, figure 2 It is the 1H-NMR spectrum of the prod...

Embodiment 2

[0065] Add 84.8g (0.29mol) of β-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl acrylate to a 250mL four-necked flask equipped with an electric stirrer, a thermometer, a condenser and a methanol receiving device , xylitol 7.6g (0.05mol), catalyst sodium methoxide 0.20g, heat up and stir, control the temperature at 190±5°C, first react at normal pressure for 6h, then react at reduced pressure for 2h, remove the methanol gas generated by the reaction, and react to Methanol is no longer formed. Cool down, recrystallize with isopropanol, then filter, wash with isopropanol and dry to obtain the product, which is a white solid.

[0066] The product was detected according to the characterization and testing of Example 1, and the result showed that the obtained product had the structure of formula (1). The product yield is 92%, and the purity is 98.6%. The melting point of the product is 75.2-76.6°C.

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Abstract

The invention provides a hindered phenolic antioxidant and a preparation method thereof. The antioxidant provided by the present invention has suitable molecular weight, melting point, and good compatibility and combination with the polymer, can be uniformly dispersed in the polymer material matrix, and can be used as an antioxidant for polymer materials; at the same time , it also has the advantages of good extraction resistance, volatilization resistance and migration resistance, and can give full play to its anti-oxidation effect when applied to polymer materials, thereby improving the anti-oxidation effect. Moreover, compared with the antioxidant 1010, the antioxidant provided by the present invention can improve the heat resistance stability. In addition, the raw materials used in the antioxidant provided by the invention have low cost and high reaction yield, and can realize industrial production.

Description

technical field [0001] The invention relates to an antioxidant for polymer materials, in particular to a hindered phenolic antioxidant and a preparation method thereof. Background technique [0002] During polymerization, granulation, storage, processing and long-term use, polymers are susceptible to light and heat, and are oxidized by oxygen in the air. The mechanical properties of the polymer are lost, and changes such as discoloration, cracking, and loss of gloss occur. Therefore, it is necessary to add an antioxidant to improve the processing stability and long-term stability of the polymer. [0003] The types of antioxidants are: hindered phenolic antioxidants, phosphite antioxidants, thioester antioxidants, etc. Among them, hindered phenolic antioxidants are one of the most widely used and effective antioxidants, and are widely used because of their advantages of endowing protons to terminate free radical autooxidative chain reactions and good synergy with auxiliary a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/03C07C69/732C08K5/134C08L23/12
CPCC07C67/03C07C69/732C08K5/1345C08L23/12C08L2201/08Y02P20/52
Inventor 李中映付建英刘明月张永兴
Owner SHANDONG LINYI SUNNY WEALTH CHEM CO LTD
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