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A kind of bisphenol antioxidant and preparation method thereof

An antioxidant and bisphenol technology, applied in the field of bisphenol antioxidant and its preparation, can solve the problems of low molecular weight, high price, no improvement in melting point and extraction resistance, etc., and achieve good antioxidant effect, low cost effect

Active Publication Date: 2016-01-27
广州合成材料研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The introduction of sulfur atom-derived thiobisphenol antioxidants has indeed improved its performance, but factors such as low molecular weight and high price limit its application range
The GM obtained by introducing acryloyl group has improved its anti-oxidation performance, but its melting point and extraction resistance have not been improved, which still limits its use
Antioxidant GS has a large increase in molecular weight, but it has disadvantages such as high melting point and very high price

Method used

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  • A kind of bisphenol antioxidant and preparation method thereof
  • A kind of bisphenol antioxidant and preparation method thereof
  • A kind of bisphenol antioxidant and preparation method thereof

Examples

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preparation example Construction

[0025] A kind of synthetic method of bisphenol antioxidant, comprises steps:

[0026] 1) Under the catalysis of a catalyst, p-cresol and alkyl acid chloride are acylated to obtain 2-alkylacyl p-cresol;

[0027] 2) Reducing 2-alkylacyl-p-cresol to obtain 2-alkyl-p-cresol;

[0028] 3) Then 2-alkyl acyl p-cresol is prepared by methylation reaction.

[0029] Its synthetic route is shown as follows:

[0030]

[0031] The catalyst is a protonic acid, which cannot ionize H + Lewis acid, strong acid ion exchange resin; preferably, the catalyst is boron trifluoride, aluminum chloride, zinc chloride, benzenesulfonic acid, p-toluenesulfonic acid, concentrated sulfuric acid, strong acid ion exchange resin One; more preferably, the catalyst is one of aluminum chloride, zinc chloride, and strong acid ion exchange resins.

[0032] The structural formula of described 2-alkyl p-cresol is as follows:

[0033] ;

[0034] In the structural formula of 2-alkyl p-cresol, n is 5-20; prefer...

Embodiment 1

[0036] Embodiment 1: the synthesis of intermediate 2-heptanoyl p-cresol

[0037] Quickly weigh 40g catalyst anhydrous AlCl 3 In the round bottom flask, install the tail gas absorbing device, add 32.4g of p-cresol and 44g of heptanoyl chloride dropwise respectively with a constant pressure dropping funnel, after the dropwise addition, raise the temperature to 100°C for 2 hours under stirring, and then cool down to room temperature Dissolve the reactant with 2mol / L hydrochloric acid, separate the organic layer, extract the aqueous layer with 200ml*3 chloroform, wash the combined organic layer with 300ml water and saturated saline, dry over anhydrous magnesium sulfate, filter with suction The solvent was evaporated under pressure to obtain the target product, 63 g (0.29 mol, 97%) of a light yellow liquid. EIMS (70eV) m / z :220(M+).

Embodiment 2

[0038] Embodiment 2: the synthesis of intermediate 2-octanoyl p-cresol

[0039] Quickly weigh 44g of anhydrous AlCl 3 In the round-bottomed flask, install the tail gas absorption device, add 35.6g of p-cresol and 54g of nonanoyl chloride dropwise with a constant pressure dropping funnel, and after the dropwise addition, raise the temperature to 100°C for 3 hours under stirring, and the subsequent treatment is the same as the implementation Example 1, 73 g (0.31 mol, 93%) of light yellow liquid was obtained. EIMS (70eV) m / z :234(M+).

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Abstract

The invention discloses a bisphenol antioxidant, which has the following structure: n is 5-20. A method for synthesizing bisphenol antioxidants is also disclosed, which is characterized in that it includes the steps of: 1) under the catalysis of a catalyst, p-cresol and alkyl acid chloride are acylated to prepare 2-alkylacyl p-formaldehyde phenol; 2) Reducing 2-alkylacyl-p-cresol to obtain 2-alkyl-p-cresol; 3) Reducing 2-alkylacyl-p-cresol to obtain the product through methyleneation. The antioxidant prepared by the invention is in liquid state, has low cost, has good antioxidant effect, and can be applied to the fields of plastic modification, paint, ink, adhesive, lubricating oil and the like.

Description

technical field [0001] The invention relates to a bisphenol antioxidant and a preparation method thereof. Background technique [0002] At present, the bisphenol antioxidant widely used in the market is 2246, which has the characteristics of small molecular weight, high melting point, low decomposition temperature, not easy to emulsify, and easy to change color. The small molecular weight makes it not resistant to solvent extraction, it is easy to precipitate in polymer material products, loses the anti-oxidation effect of protecting materials and pollutes samples in contact with materials. The high melting point causes it to require a higher processing temperature in the processing of polymer materials. Difficulty in emulsification limits its scope of application, and it is difficult for this antioxidant to meet the antioxidant requirements of systems such as emulsions. It is easy to change color so that it can only be used in dark products, which limits its application r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/13C07C39/15C07C37/16
Inventor 李世昌王庆王浩江敖晓娟苑丽红谭卓华
Owner 广州合成材料研究院有限公司