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Hindered phenol antioxidant and preparation method thereof

A technology for hindered phenols and antioxidants, which is applied in the field of hindered phenolic antioxidants and their preparation, can solve the problems of low antioxidant efficiency, short-acting antioxidants at high temperature, and difficulty in thermal stability, and achieves enhanced resistance to oxidation. Oxidative properties, improved thermal stability, wide substrate application effects

Active Publication Date: 2021-06-22
SHANDONG LINYI SUNNY WEALTH CHEM CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

On this basis, it is more difficult to overcome the shortcomings of existing antioxidants such as short-term effect on high temperature and low anti-oxidation efficiency, improve anti-oxidation performance, and further improve heat resistance stability

Method used

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  • Hindered phenol antioxidant and preparation method thereof
  • Hindered phenol antioxidant and preparation method thereof
  • Hindered phenol antioxidant and preparation method thereof

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preparation example Construction

[0028] The present invention also provides a preparation method of the hindered phenolic antioxidant described in the above technical scheme, comprising the following steps:

[0029] a) Under the action of a catalyst, methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylate and 2,6-pyridinedimethanol are subjected to transesterification reaction to obtain hindered phenolic antioxidant.

[0030] The invention uses 2,6-pyridine dimethanol as a raw material, which can react smoothly with methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylate to prepare a hindered phenol antioxidant containing a pyridine ring; Concrete reaction formula is as follows:

[0031]

[0032] The present invention has no special restrictions on the sources of the β-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl acrylate and 2,6-pyridinedimethanol, and commercially available products well known to those skilled in the art are used Or self-made products are available.

[0033] In the present invention, the molar ...

Embodiment 1

[0057] Weigh 31.5g (0.11mol, 3.0eq) of methyl β-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylate, 5.0g (0.036mol, 1.0eq) of 2,6-pyridinedimethanol, Catalyst Lithium Acetate 0.1g, drop into in the four-necked reaction bottle, pass N 2 Gas replacement, heat up to 120°C and stir for reaction, reaction time 1h, vacuum degree 95-45mmhg; then gradually raise temperature to 160°C, react for 1.5h, vacuum degree 45-15mmhg; then heat up to 180°C, react for 3h, vacuum degree<5mmhg ;Then heat up to 195°C, vacuum <5mmhg, distill off excess β-(3,5-di-tert-butyl-4-hydroxyphenyl)methyl acrylate; then cool down to 110-120°C, add n-heptane 100ml, cooled to crystallize, cooled to 25-30°C, filtered, washed and dried to obtain the product.

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Abstract

The invention provides a hindered phenol antioxidant and a preparation method thereof. The hindered phenol antioxidant has a structure as shown in a formula (1); the preparation method of the hindered phenol antioxidant comprises the following steps: a) carrying out transesterification on beta-(3, 5-di-tert-butyl-4-hydroxyphenyl) methyl acrylate and 2, 6-pyridine dimethyl carbinol under the action of a catalyst to obtain the hindered phenol antioxidant. Compared with the prior art, the hindered phenol antioxidant is prepared from 2, 6-pyridine dimethyl carbinol and beta-(3, 5-di-tert-butyl-4-hydroxyphenyl) methyl acrylate through ester exchange, and a high-activity pyridine ring is introduced into the structure of the hindered phenol antioxidant, so that the activity of the antioxidant can be effectively improved, and the oxidation resistance is enhanced; the heat-resistant stability is further improved. Meanwhile, in terms of the whole route, the preparation method provided by the invention is simple in process, simple and convenient to treat, wide in substrate application range, relatively high in yield and wide in application prospect.

Description

technical field [0001] The invention relates to the technical field of antioxidants, in particular to a hindered phenolic antioxidant and a preparation method thereof. Background technique [0002] Hindered phenolic antioxidants are the most widely used antioxidants in polymer materials. Its mechanism of action is that the phenolic hydroxyl groups in its structure release active hydrogen, that is, through the donating effect of protons, it captures the free hydrogen in the degradation of polymers. radicals, thereby destroying the free radical auto-oxidative chain reaction. [0003] The hindered phenolic antioxidants with different structures have different antioxidant activity, antioxidant efficiency and thermal stability in polymers due to the different number of phenolic hydroxyl groups and molecular structures. In addition, the antioxidant properties of hindered phenolic antioxidants are also related to the stability of free radicals. The stability of aryloxy radicals de...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/30C09K15/30C08K5/3432C08L23/12
CPCC07D213/30C09K15/30C08K5/3432C08L2201/08C08L23/12Y02P20/52
Inventor 李中映张永兴朱优江刘明月
Owner SHANDONG LINYI SUNNY WEALTH CHEM CO LTD