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Asymmetric hindered phenol antioxidant and synthetic method thereof

An anti-oxidant and synthetic method technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problem of low product conversion rate, achieve simplified operation steps, high yield, and shortened reaction time Effect

Active Publication Date: 2013-12-18
遵义市倍缘化工有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The conversion rate of the product obtained by this method is low

Method used

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  • Asymmetric hindered phenol antioxidant and synthetic method thereof
  • Asymmetric hindered phenol antioxidant and synthetic method thereof
  • Asymmetric hindered phenol antioxidant and synthetic method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The chemical name is 2,4-dimethyl-6-styrene phenol, an asymmetric hindered phenol antioxidant, and its structural formula is:

[0041]

[0042] Obtained by the reaction of 2,4-dimethylphenol and styrene, the structural reaction formula is:

[0043]

[0044] The synthesis of this asymmetric type hindered phenolic antioxidant comprises the following steps:

[0045] 3) Dissolve 155g of liquid 2,4-dimethylphenol under normal pressure, the molecular formula is

[0046]

[0047]and 20ml of boron trifluoride ether solution were put into a 1000ml four-necked bottle equipped with a reflux condenser, a constant pressure dropping funnel and a stirrer, and mixed at a speed of 600r / min to evenly heat up to 45°C. Add 300g of liquid styrene dropwise to the reactor (to ensure that the molar ratio of ingredients 2,4-dimethylphenol: styrene: boron trifluoride ether is controlled within 1: 1.1-3.5: 0.01-0.05) and Stir evenly at a speed of 670r / min, add dropwise for 2 hours, and...

Embodiment 2

[0066] The chemical name is 2,4-dimethyl-6-styrene phenol, an asymmetric hindered phenol antioxidant, and its structural formula is:

[0067]

[0068] Obtained by the reaction of 2,4-dimethylphenol and styrene, the structural reaction formula is:

[0069]

[0070] The synthesis of this asymmetric type hindered phenolic antioxidant comprises the following steps:

[0071] 4) Under normal pressure, 160g of liquid 2,4-dimethylphenol, the molecular formula is

[0072]

[0073] and 18ml of boron trifluoride ether solution were put into a 1000ml four-necked bottle equipped with a reflux condenser, a constant pressure dropping funnel and a stirrer, and mixed at a speed of 650r / min to evenly heat up to 48°C. Add 310g of liquid styrene dropwise to the reactor (to ensure that the molar ratio of ingredients 2,4-dimethylphenol: styrene: boron trifluoride ether is controlled within 1: 1.1-3.5: 0.01-0.05) and Stir evenly at a speed of 680r / min, add dropwise for 2 hours, and end th...

Embodiment 3

[0092] The chemical name is 2,4-dimethyl-6-styrene phenol, an asymmetric hindered phenol antioxidant, and its structural formula is:

[0093]

[0094] Obtained by the reaction of 2,4-dimethylphenol and styrene, the structural reaction formula is:

[0095]

[0096] The synthesis of this asymmetric type hindered phenolic antioxidant comprises the following steps:

[0097] 5) Dissolve 165g of liquid 2,4-dimethylphenol under normal pressure, the molecular formula is

[0098]

[0099] and 20ml of boron trifluoride ether solution were put into a 1000ml four-necked bottle equipped with a reflux condenser, a constant pressure dropping funnel and a stirrer, and mixed at a speed of 650r / min to evenly heat up to 50°C. Add 320g of liquid styrene dropwise to the reactor (to ensure that the molar ratio of ingredients 2,4-dimethylphenol: styrene: boron trifluoride ether is controlled within 1: 1.1-3.5: 0.01-0.05) and Stir evenly at a speed of 690r / min, add dropwise for 2 hours, an...

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Abstract

The invention discloses an asymmetric hindered phenol antioxidant and a synthetic method thereof. The chemical name of the asymmetric hindered phenol antioxidant is 2,4-dimethyl-6-styrenated phenol. The synthetic method comprises the steps that 2,4-dimethyl-phenol and styrene are added with ferric trichloride or zinc chloride as a catalyst for a one-step reaction at a temperature ranging from 45 to 50 DEG C in the absence of solvent; a solvent is added for diluting after the reaction is finished; then the product can be obtained through water washing, dehydrating, filtering and solvent removing. The asymmetric hindered phenol antioxidant provided by the invention is produced by reacting 2,4-dimethyl-phenol with styrene under the condition of no solvent; the method has the advantages that the operation steps are simplified, the reaction time is shortened, the pollution is reduced and high yield is achieved.

Description

technical field [0001] The invention belongs to the synthesis of hindered phenol antioxidant compounds, and particularly proposes a novel antioxidant 2,4-dimethyl-6-styrene phenol and a synthesis method thereof. Background technique [0002] Hindered phenolic antioxidant is a widely used anti-aging agent for plastics, rubber, and polymer materials. It can effectively protect plastics, rubber, and polymer materials from the aging damage of oxygen in the environment, thereby prolonging the service life of the materials. Representative products of hindered phenolic antioxidants are: tetrakis-[β-(3,5-di-tert-butyl, 4-hydroxyphenyl) propionate] pentaerythritol ester (trade name: Antioxidant 1010); 3,5- Di-tert-butyl, octadecyl 4-hydroxyphenyl propionate (trade name: Antioxidant 1076); 3,5-di-tert-butyl, hexylene glycol 4-hydroxyphenyl propionate, (trade name : antioxidant 259); 2,2'-thioethylene glycol bis[β-(3,5-di-tert-butyl, 4-hydroxyphenyl) propionate] ester (antioxidant 103...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/15C07C37/14C08K5/13
CPCY02P20/52
Inventor 胡敬蒋生庚张基明蒋家均
Owner 遵义市倍缘化工有限责任公司