Compound containing hindered phenol and pentaerythritol structure, and synthesis method thereof, and applications as antioxidant

A technology of pentaerythritol and synthesis method, applied in the field of multifunctional compounds and synthesis thereof, can solve the problems of affecting health, precipitation of antioxidants, harm to human health and the like

Inactive Publication Date: 2020-01-31
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When medical polyolefin infusion preforms are sterilized at 120°C for 30 minutes after being filled with normal saline and glucose, the hindered phenolic antioxidants described in US4716244, US5481023, US5563291, US6878843, US2003166962, WO198249 and CN200510112503.9, The phosphite antioxidants described in CN200710056079.X and CN200710176407.X have low molecular weight and are easy to migrate to medicines. The antioxidants migrating to medicines have a certain impact on the health of the human body. When food containers hold food for a long time There will also be a small amount of antioxidants precipitated into the food, affecting human health
Even if the bifunctional antioxidant described in CN103319537A still has more antioxidants to separate out from the resin due to the small steric hindrance of the hindered phenolic group in the molecule, causing the harm of human health

Method used

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  • Compound containing hindered phenol and pentaerythritol structure, and synthesis method thereof, and applications as antioxidant
  • Compound containing hindered phenol and pentaerythritol structure, and synthesis method thereof, and applications as antioxidant
  • Compound containing hindered phenol and pentaerythritol structure, and synthesis method thereof, and applications as antioxidant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] Add 293.5g of 2,6-di-tert-butylphenol, 68.4g of paraformaldehyde, 0.7L of methanol, 2.8g of piperazine and 7.1g of ethylenediamine into a 1.5L reactor, and raise the temperature of the reaction solution to 135°C. Heating was continued under stirring for 3 h and then the heating was stopped. After the reaction solution returned to room temperature, the reaction solution was filtered. The solid product was washed three times with 0.45 L of methanol each time, and the solid was dried to obtain 299.2 g of white product 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, with a yield of 84%.

[0090]In a 2.5L three-neck round bottom flask, add 1L of dichloromethane, add 38.9g of mesitylene and 299.2g of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, and control the temperature of the reaction solution under an ice-salt bath At 0°C, under slow stirring, 104.7 g of concentrated sulfuric acid with a concentration of 0.84% ​​was added dropwise to the reaction solution. The dropwis...

Embodiment 2

[0097] Add 293.5g of 2,6-di-tert-butylphenol, 68.4g of paraformaldehyde, 0.7L of methanol, 2.8g of piperazine and 7.1g of ethylenediamine into a 1.5L reactor, and raise the temperature of the reaction solution to 135°C. Heating was continued under stirring for 3 h and then the heating was stopped. After the reaction solution returned to room temperature, the reaction solution was filtered. The solid product was washed three times with 0.45 L of methanol each time, and the solid was dried to obtain 299.2 g of white product 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, with a yield of 84%.

[0098] In a 2.5L three-neck round bottom flask, add 1L of dichloromethane, add 38.9g of mesitylene and 299.2g of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, and control the temperature of the reaction solution under an ice-salt bath At 0°C, under slow stirring, 104.7 g of concentrated sulfuric acid with a concentration of 0.84% ​​was added dropwise to the reaction solution. The dropwi...

Embodiment 3

[0105] Add 293.5g of 2,6-di-tert-butylphenol, 68.4g of paraformaldehyde, 0.7L of methanol, 2.8g of piperazine and 7.1g of ethylenediamine into a 1.5L reactor, and raise the temperature of the reaction solution to 135°C. Heating was continued under stirring for 3 h and then the heating was stopped. After the reaction solution returned to room temperature, the reaction solution was filtered. The solid product was washed three times with 0.45 L of methanol each time, and the solid was dried to obtain 299.2 g of white product 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, with a yield of 84%.

[0106]In a 2.5L three-neck round bottom flask, add 1L of dichloromethane, add 38.9g of mesitylene and 299.2g of 3,5-di-tert-butyl-4-hydroxybenzyl methyl ether, and control the temperature of the reaction solution under an ice-salt bath At 0°C, under slow stirring, 104.7 g of concentrated sulfuric acid with a concentration of 0.84% ​​was added dropwise to the reaction solution. The dropwis...

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PUM

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Abstract

The invention relates to a compound containing a hindered phenol and pentaerythritol structure, and a synthesis method thereof, and applications as an antioxidant, wherein the pentaerythritol ester antioxidant compound containing the polyfunctional group comprises a hindered phenol unit, a pentaerythritol phosphite unit, a trimethylbenzene unit and a straight chain segment unit, the synergistic effect of the hindered phenol unit and the phosphite unit and the content of the effective functional groups in unit mass are adjusted by controlling the length of the straight chain segment unit, and the trimethyl benzene structure is beneficial to preventing the antioxidant compound from being precipitated out of the polymer. The compound of the invention can be used as an antioxidant of polypropylene or polyethylene.

Description

technical field [0001] The present invention relates to a kind of compound and its synthetic method, especially relate to a kind of multi-functional compound and its synthetic method which contain hindered phenol, phosphite and trimethylbenzene structure in single molecule at the same time, this compound can be used as polyolefin anti- Oxygen use. Background technique [0002] Hindered phenolic compounds can compete with polymers for peroxy radicals formed in auto-oxidation, and through the transfer of hydrogen atoms, form carboxylic acids and a stable antioxidant radical, which has the ability to capture active free radicals. ability to terminate the second kinetic chain of the polymer chain oxidation reaction. The phosphite compound decomposes the peroxide into a stable product through the conversion of itself to the phosphate compound to protect the polymer. Hindered phenolic compounds and phosphite compounds show a very good synergistic effect on the anti-oxidation of ...

Claims

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Application Information

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IPC IPC(8): C08K5/524C08L23/12C07F9/6571
CPCC07F9/6571C08K5/524C08L2201/08C08L23/12
Inventor 李广全吴建段宏义李丽杨喜棠高杜娟刘芸杨世元许云波于国滨杨柳李艳芹樊洁张红星孙建敏
Owner PETROCHINA CO LTD
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