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A kind of antioxidant compound containing bifunctional group and its synthetic method

A synthesis method and a technology of bifunctional groups, applied in the field of antioxidant compounds and their synthesis, can solve the problems of difficult control of distance, low content of functional groups, and influence on antioxidant effect, and achieve the effect of easy purification and high yield

Active Publication Date: 2016-09-07
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, in order to improve the compatibility of hindered phenolic antioxidants or phosphite antioxidants with resin rubber and other products, long molecular chains are often introduced into the structure of antioxidants, which results in The effective functional group content is too low, which affects its antioxidant effect
At the same time, when the synergistic effect of hindered phenolic antioxidants and phosphite antioxidants is used to increase their antioxidant effect, since the distance between the two molecules dispersed in resin or rubber is difficult to control, it will also affect to its synergy

Method used

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  • A kind of antioxidant compound containing bifunctional group and its synthetic method
  • A kind of antioxidant compound containing bifunctional group and its synthetic method
  • A kind of antioxidant compound containing bifunctional group and its synthetic method

Examples

Experimental program
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Effect test

Embodiment 1

[0063] Under nitrogen protection, 220g of 2,6-di-tert-butyl-p-cresol and 150g of dimethyl sulfate were dissolved in 2.5L of dry chloroform. The reaction solution was heated to 60° C. under stirring in a 5 L three-necked flask, and the reaction continued for 1.5 hours. After cooling the reaction liquid to 25°C, it was repeatedly extracted four times with 1 L of 0.5 mol / L potassium carbonate solution, and the organic layer was dried with anhydrous magnesium sulfate for 24 hours. The anhydrous magnesium sulfate desiccant in the solution was removed by filtration, and the solution was evaporated to dryness under low temperature to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0064] Under nitrogen protection, 215.3g of 2,6-di-tert-butyl-p-methylanisole was added into a 5L three-necked flask containing 3L of carbon tetrachloride. Then add 161g of N-bromosuccinimide and 2g of azobisisobutyronitrile, heat the reaction solution to 77°C for 3 hours and st...

Embodiment 2

[0069] Under nitrogen protection, 220g of 2,6-di-tert-butyl-p-cresol and 150g of dimethyl sulfate were dissolved in 2.3L of dry chlorobenzene. The reaction solution was heated to 60° C. under stirring in a 5 L three-necked flask, and the reaction continued for 1.5 hours. After cooling the reaction liquid to 25°C, it was repeatedly extracted four times with 1 L of 0.5 mol / L potassium carbonate solution, and the organic layer was dried with anhydrous magnesium sulfate for 24 hours. The anhydrous magnesium sulfate desiccant in the solution was removed by filtration, and the solution was evaporated to dryness under low temperature to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0070] Under nitrogen protection, 215.3g of 2,6-di-tert-butyl-p-methylanisole was added into a 5L three-necked flask containing 3L of carbon tetrachloride. Then add 161g of N-bromosuccinimide and 2g of azobisisobutyronitrile, heat the reaction solution to 77°C for 3 hours, st...

Embodiment 3

[0075] Under nitrogen protection, 220g of 2,6-di-tert-butyl-p-cresol and 150g of dimethyl sulfate were dissolved in 2.0L of dry dichloromethane. The reaction solution was heated to 60° C. under stirring in a 5 L three-necked flask, and the reaction continued for 1.5 hours. After cooling the reaction liquid to 25°C, it was repeatedly extracted four times with 1 L of 0.5 mol / L potassium carbonate solution, and the organic layer was dried with anhydrous magnesium sulfate for 24 hours. The anhydrous magnesium sulfate desiccant in the solution was removed by filtration, and the solution was evaporated to dryness under low temperature to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0076] Under nitrogen protection, 215.3g of 2,6-di-tert-butyl-p-methylanisole was added into a 5L three-necked flask containing 3L of carbon tetrachloride. Then add 161g of N-bromosuccinimide and 2g of azobisisobutyronitrile, heat the reaction solution to 77°C for 3 hours a...

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Abstract

The invention relates to a bifunctional group-containing antioxidant compound, which comprises a hindered phenol unit, a phosphite unit and a straight chain segment unit. According to the present invention, a length of the straight chain segment unit is controlled to adjust a synergism effect of the hindered phenol unit and the phosphite unit and the effective functional group content per unit mass. The compound can be used as an antioxidant of polypropylene or polyethylene or a rubber.

Description

technical field [0001] The invention relates to an antioxidant compound and a synthesis method thereof, in particular to an antioxidant compound containing both hindered phenol and phosphite bifunctional groups in a single molecule and a synthesis method thereof. 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 polymers. For example, the compounded antioxidants 1010, 1076 and 168 produced by Ciba ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/141C08K5/524C08L23/06C08L23/12C08L21/00
Inventor 李广全段宏义邓守军李丽刘义魏福庆刘敏张鹏李朋朋许惠芳杨世元李艳芹刘小燕杨柳
Owner PETROCHINA CO LTD
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