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A kind of antistatic antioxidation bifunctional compound and its synthesis method

A synthesis method and compound technology, applied in chemical instruments and methods, preparation of organic compounds, preparation of aminohydroxy compounds, etc., can solve the problems of reducing the antioxidant effect, etc., and achieve the effect of increasing the antistatic period, good antioxidation, and preventing shedding. Effect

Active Publication Date: 2016-07-13
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] At present, hindered phenolic antioxidants and quaternary ammonium salt antistatic agents are widely used in polyolefin products. The hindered phenolic antioxidants are relatively uniformly dispersed in the resin to play an anti-oxidative effect, but after the resin is molded, only the surface In contact with air, only a small amount of hindered phenolic molecules play an antioxidant role, thus greatly reducing the antioxidant effect

Method used

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  • A kind of antistatic antioxidation bifunctional compound and its synthesis method
  • A kind of antistatic antioxidation bifunctional compound and its synthesis method
  • A kind of antistatic antioxidation bifunctional compound and its synthesis method

Examples

Experimental program
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Effect test

Embodiment 1

[0074] 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. The reaction solution was cooled to 25°C and extracted four times with 1LO.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 vacuum to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0075] 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 stop heating, cool the reaction ...

Embodiment 2

[0081] 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. The reaction solution was cooled to 25°C and extracted four times with 1LO.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 vacuum to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0082] 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 stop heating, cool the reaction ...

Embodiment 3

[0088] 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. The reaction solution was cooled to 25°C and extracted four times with 1LO.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 vacuum to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0089] 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 stop heating, cool the reaction ...

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Abstract

A compound containing antistatic and antioxidative bifunctional groups is composed of hindered phenol units, quaternary ammonium salt units and linear chain segment units. By controlling the length of the linear chain segment unit, the content of effective functional groups per unit mass of the compound and the compatibility of the compound with the resin are adjusted. Through the migration of quaternary ammonium salt groups, the hindered phenolic structural unit can be migrated to the surface of the resin, which can more effectively eliminate the occurrence of oxidation in the air; and the hindered phenolic unit can effectively prevent the quaternary ammonium salt structure from The surface of the resin comes off, increasing the antistatic time of the compound. The compounds of the present invention are useful as antistatic antioxidants for polypropylene or polyethylene.

Description

technical field [0001] The present invention relates to an anti-oxidation and antistatic bifunctional compound and its synthesis method, in particular to a compound containing both hindered phenol groups and hydrophilic groups in its molecule and its synthesis method. application in resins. 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. Hindered phenolic antioxidants are usually produced by transesterification under alkaline conditions. Such as: US4716244, US5481023, US5563291, US6878843, US2003166962 describe using lithium amide, lithium acetate, sodium acetate, magnesium acetate, aluminum triethylene propoxide, zinc acetate, etc. as catalysts to prepar...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C217/08C07C213/02C08L23/00C08L23/12C08L23/06C08K5/19
Inventor 李广全刘义段宏义李丽吴建刘敏杨柳邓守军张鹏张华强李艳芹刘小燕陈旭李朋朋樊洁
Owner PETROCHINA CO LTD