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Polymeric hindered phenolic antioxidant and preparation method thereof

A technology of hindered phenols and antioxidants, applied in the field of polymerized hindered phenolic antioxidants and their preparation, can solve the problem that the influence of the mechanical properties of the matrix material cannot be ignored, the proportion of antioxidant groups is reduced, and the antioxidant process is complicated. and other problems, to achieve the effects of excellent thermal oxidation resistance and thermal stability, low addition amount, and easy large-scale industrial production.

Inactive Publication Date: 2019-04-09
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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  • Polymeric hindered phenolic antioxidant and preparation method thereof
  • Polymeric hindered phenolic antioxidant and preparation method thereof
  • 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-neck 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°C ...

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 anhydrous methanol, add it to a three-necked flask with magnetic stirring, stir under nitrogen protection for 30-40min, and stir at a speed of 1100-1300r / min; slowly drip it with a dropping funnel Add 3-methylsalicylaldehyde (0.53g / 3.9mmol) solution dissolved in 20mL of anhydrous methanol, stir at room temperature for 24h, and the stirring speed is 1100~1300r / min; after the reaction, use a rotary evaporator to distill under reduced pressure 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 ...

Embodiment 3

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

[0054] Described a kind of preparation method of polymeric hindered phenolic antioxidant, concrete steps are as follows:

[0055] Weigh 0.5g PEI1800Da, dissolve it with 40mL chloroform, add it to a three-necked flask with magnetic stirring, stir under nitrogen protection for 30-40min, stirring speed 1100-1300r / min; slowly add dropwise with a dropping funnel The solution of 5-methylsalicylaldehyde (0.442g / 3.25mmol) dissolved in 20mL of chloroform was stirred at room temperature for 24h, and the stirring speed was 1100~1300r / min; Part of the solvent was used to obtain a yellow oily liquid; the solution was dropped into a dichloromethane / n-hexane (20ml / 40ml) solution, and recrystallized at -12°C for 26 hours; the obtained yellow precipitate was suction filtered and washed with low-temperature n-hexane , a...

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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 a structure of formula (1) (shown in the specification where m is 7-80, n is 3-80 and R1 and the R2 are respectively independently selected from H, CH3, and C(CH3)). According to the method, the polymeric antioxidant containinga plurality of hindered phenol structures is obtained by nucleophilic addition of amine groups and aldehyde groups. The antioxidant disclosed by the invention has the advantages of good stability, high antioxidant efficiency, large molecular weight, migration resistance, large proportion of antioxidant groups in molecules and low additive amount; the preparation method is simple in process and mild in condition and the large-scale industrialized production is easy; and therefore, the antioxidant has broad development prospects in the fields of oil products, rubber, plastic 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 Applications(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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