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A kind of hindered phenol and phosphite amphiphile compound and its synthesis method and application

A technology of amphiphile compounds and synthesis methods, applied in chemical instruments and methods, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc., can solve the problem of reducing the antioxidant effect and the synergy between phenols and phosphites. the manifestation of

Active Publication Date: 2018-05-04
PETROCHINA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, hindered phenolic antioxidants, phosphite auxiliary antioxidants and amphiphilic antistatic agents are widely used in polyolefin products, and hindered phenolic antioxidants and phosphite auxiliary antioxidants are relatively uniformly dispersed in the The resin plays an anti-oxidation role, but after the resin is molded, only the surface is in contact with the air, so only a small amount of hindered phenolic molecules and phosphite molecules play an anti-oxidative role, and the synergistic effect of hindered phenols and phosphite cannot Better performance, thus greatly reducing the antioxidant effect

Method used

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  • A kind of hindered phenol and phosphite amphiphile compound and its synthesis method and application
  • A kind of hindered phenol and phosphite amphiphile compound and its synthesis method and application
  • A kind of hindered phenol and phosphite amphiphile compound and its synthesis method and application

Examples

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Effect test

Embodiment 1

[0090] 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 the reaction solution was cooled 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 solvent was distilled off under reduced pressure to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0091] 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, stop hea...

Embodiment 2

[0098] 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 the reaction solution was cooled 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 solvent was evaporated under pressure to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0099] 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, stop heating, cool ...

Embodiment 3

[0106] 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 solvent was distilled off under reduced pressure to obtain 215.3 g of 2,6-di-tert-butyl-p-methylanisole, with a yield of 92%.

[0107] 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, stop heating, cool the reaction so...

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Abstract

The invention relates to an amphiphilic compound composed of hindered phenol units, phosphite units, crown ether units and linear chain segment units. By controlling the length of the linear chain segment unit, the distance between the hindered phenol and the phosphite unit is controlled to control the synergistic effect, and at the same time, the content of effective functional groups per unit mass of the compound and the compatibility of the compound with the resin are controlled. The hindered phenol structural unit and phosphite structural unit can be migrated to the surface layer of the resin through the migration of the crown ether unit, which can more effectively eliminate the occurrence of oxidation in the air; and the hindered phenolic unit and phosphite unit have a large space structure. It can effectively prevent the crown ether unit from falling off the resin surface and increase 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 invention relates to an antioxidant and antistatic bifunctional compound and a synthesis method thereof, in particular to an antioxidant and antistatic compound containing hindered phenol, phosphite and crown ether structures 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 antioxi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6527C08K5/524C08L23/12C08L23/06
Inventor 李广全刘敏段宏义吴建李丽杨柳袁华斌陈旭邓守军许云波张鹏李艳芹邵月君樊洁慕雪梅
Owner PETROCHINA CO LTD
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