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A polymeric hindered phenolic antioxidant and preparation method thereof

A hindered phenolic and polymerized technology, applied in the field of polymerized hindered phenolic antioxidants and their preparation, can solve the problems that the influence of the mechanical properties of the matrix material cannot be ignored, the proportion of antioxidant groups is reduced, and the post-processing steps are cumbersome. , to achieve excellent thermal oxidation resistance and thermal stability, low dosage, high anti-oxidation efficiency

Inactive Publication Date: 2021-05-11
JILIN INST OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, macromolecular antioxidants still face some problems in synthesis and application to be solved: although the increase of the relative molecular weight of antioxidants can effectively inhibit their volatility, migration and extraction, it is inevitable that their resistance The proportion of the number of oxygen groups in the entire molecule is significantly reduced, which has a non-negligible impact on the mechanical properties of the matrix material; the process of preparing macromolecular antioxidants by direct synthesis is relatively complicated, and the post-processing steps are cumbersome, which makes its production cost Increase
[0006] Therefore, in combination with the above problems, it is an urgent need for those skilled in the art to provide a polymeric hindered phenolic antioxidant with high stability, high antioxidant efficiency, and large molecular weight and a preparation method with simple process and controllable operation. question

Method used

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  • A polymeric hindered phenolic antioxidant and preparation method thereof
  • A polymeric hindered phenolic antioxidant and preparation method thereof
  • A polymeric hindered phenolic antioxidant and preparation method thereof

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Embodiment 1

[0040] Embodiment 1 of the present invention discloses a polymeric hindered phenolic antioxidant and a preparation method thereof, and the adopted technical scheme is as follows:

[0041] The preparation method of described a kind of polymerization type hindered phenolic antioxidant, concrete steps are as follows:

[0042] Weigh 0.5g PEI600Da, dissolve it with 40mL of absolute ethanol, add it into a three-necked flask with magnetic stirring, stir for 30-40min under nitrogen protection, and the stirring speed is 1100-1300r / min; slowly drop it with a dropping funnel Add salicylaldehyde (0.476g / 3.9mmol) solution dissolved in 20mL of absolute ethanol, stir and react at room temperature for 20h, and the stirring speed is 1100-1300r / min; A yellow oily liquid was obtained;

[0043] Drop the solution into ether (40ml) solution, and recrystallize at -10°C for 24h; the obtained yellow precipitate was suction filtered, washed with ether, and dried under vacuum at a temperature of 50-60°...

Embodiment 2

[0047] Embodiment 2 of the present invention discloses a polymeric hindered phenolic antioxidant and a preparation method thereof, and the adopted technical scheme is as follows:

[0048] The preparation method of described a kind of polymerization type hindered phenolic antioxidant, concrete steps are as follows:

[0049]Weigh 0.5g PEI600Da, dissolve it with 40mL of anhydrous methanol, add it into a three-necked flask with magnetic stirring, stir for 30-40min under nitrogen protection, and the stirring speed is 1100-1300r / min; slowly drop it with a dropping funnel Add 3-methylsalicylaldehyde (0.53g / 3.9mmol) solution dissolved in 20mL of anhydrous methanol, and stir at room temperature for 24h at a stirring speed of 1100-1300r / min; after the reaction, use a rotary evaporator to distill out the most of the solvent, a yellow oily liquid was obtained; the solution was dropped into dichloromethane / n-hexane (20ml / 40ml) solution, and recrystallized at -11°C for 25h; Washing, vacuum...

Embodiment 3

[0053] Embodiment 3 of the present invention discloses a polymeric hindered phenolic antioxidant and a preparation method thereof, and the adopted technical scheme is as follows:

[0054] The preparation method of described a kind of polymerization type hindered phenolic antioxidant, concrete steps are as follows:

[0055] Weigh 0.5g PEI1800Da, dissolve it with 40mL chloroform, add it into a three-neck flask with magnetic stirring, stir for 30-40min under nitrogen protection, stirring speed 1100-1300r / min; slowly drop it with a dropping funnel Use 20mL of chloroform to dissolve 5-methyl salicylaldehyde (0.442g / 3.25mmol) solution, stir at room temperature for 24h, and the stirring speed is 1100~1300r / min; part of the solvent to obtain a yellow oily liquid; drop the solution into a dichloromethane / n-hexane (20ml / 40ml) solution, and recrystallize at -12°C for 26h; the obtained yellow precipitate was suction-filtered and washed with low-temperature n-hexane , vacuum-dried at a te...

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Abstract

The invention discloses a polymeric hindered phenolic antioxidant and a preparation method thereof. The polymeric hindered phenolic antioxidant comprises a compound having the structure shown in the following formula (1): in the formula, m is 7-80, n is 3-80, R 1 , R 2 independently selected from H, CH 3 , C(CH 3 ). The present invention obtains a polymeric antioxidant containing multiple hindered phenolic structures through the nucleophilic addition of amine groups and aldehyde groups. The antioxidant prepared by the present invention has good stability, high antioxidant efficiency, large molecular weight, and migration resistance. The antioxidant group accounts for a large proportion in the molecule, and the addition amount is low; the preparation process of the invention is simple, the conditions are mild, and it is easy for large-scale industrial production, and has broad development prospects in the fields of oil products, rubber, plastics, and the like.

Description

technical field [0001] The invention relates to the technical field of hindered phenolic antioxidants, in particular to a polymeric hindered phenolic antioxidant and a preparation method thereof. Background technique [0002] Polymer materials play an increasingly important role in people's daily life, but they are inevitably affected by factors such as heat, oxygen, and mechanical shear during processing and use, and thermal degradation and aging often occur. The physical properties of the product are reduced, and even the value of use is lost. This phenomenon is called aging, oxidation or thermal oxygen aging of polymer materials. In order to inhibit or delay the process of the above changes, it is usually necessary to add substances that can delay its oxidation, that is, antioxidants. [0003] Antioxidants for polymer materials are divided into amines, phenols, sulfur-containing, phosphorus-containing compounds, organic metal salts, etc. according to their chemical struc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G73/04C08L79/02
CPCC08G73/0206C08L79/02C08L2201/08
Inventor 计海峰邵宝力王卫东潘高峰刘放张振坤刘保雷郑娣莲
Owner JILIN INST OF CHEM TECH
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