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(3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound as well as preparation method and application thereof

A technology of epoxy alkyl ester and hydroxyphenyl, which is applied in lubricating compositions, organic chemistry, additives, etc., can solve the problems of anti-hydrolysis and other problems, and achieve the goals of reducing varieties and dosage, convenient operation, and high reaction conversion rate Effect

Pending Publication Date: 2022-06-03
JIANGXI SUKEER NEW MATERIAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, hindered phenol antioxidants can only play an anti-oxidation role, and cannot take into account other properties such as anti-hydrolysis

Method used

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  • (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound as well as preparation method and application thereof
  • (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound as well as preparation method and application thereof
  • (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound as well as preparation method and application thereof

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Experimental program
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Effect test

Embodiment approach

[0072] According to the second embodiment of the present invention, there is provided a method for preparing a (3,5-dihydrocarbyl-4-hydroxyphenyl) carboxylate epoxy alkyl ester compound having the structure of formula (I), the method comprising: The following steps:

[0073] 1) The (3,5-dihydrocarbyl-4-hydroxyphenyl) carboxylate methyl ester compounds with the general structural formula (III) and the epoxidized alkyl alcohol compounds with the general structural formula (IV) are added to the catalyst. The reaction is carried out under the action of , and after purification, a (3,5-dihydrocarbyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound having the general structural formula (I) is obtained. The specific reaction formula is:

[0074]

[0075] where R 1 is an alkylene group. R 3 , R 4 Each independently is hydrogen or hydrocarbyl. R 2 It is a hydrocarbon group containing an epoxy bond.

[0076] Preferably, R 1 It is one of alkyl group, alkene group, ...

preparation Embodiment 1

[0090] Put 0.2 mol of glycidol and 0.2 mol of methyl (3,5-di-tert-butyl-4-hydroxyphenyl) propionate into a 250 ml three-necked reaction flask, add 0.4 g of LiOH catalyst, stir and heat. The pressure was reduced to 0.02Mpa, the temperature was 120°C, and the reaction was carried out for 3 hours.

[0091] A viscous material was obtained, light brown in color. The temperature was raised to 260°C, and the unreacted raw materials were distilled off under reduced pressure. A brown-red transparent viscous liquid was obtained. Product conversion was 95.6%.

preparation Embodiment 2

[0093] Put 0.2 mol of glycidol and 0.24 mol of methyl (3,5-di-tert-butyl-4-hydroxyphenyl) propionate into a 250 ml three-necked reaction flask, add 0.4 g of LiOH catalyst, stir and heat. The pressure was reduced to 0.02Mpa, the temperature was 180°C, and the reaction was carried out for 3 hours. A viscous material was obtained, light brown in color. The temperature was raised to 260°C, and the unreacted raw materials were distilled off under reduced pressure. A brown-red transparent viscous liquid was obtained. Product conversion was 95.3%.

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Abstract

The invention discloses a (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound as well as a preparation method and application thereof. The (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound not only has oxidation resistance equivalent to that of an existing hindered phenol antioxidant, but also has good hydrolysis resistance; when being used as a multifunctional additive for lubricating oil, lubricating grease, fuel oil, engine oil or plastic rubber and the like, the compound can effectively reduce the variety and dosage of additives in the formula. Meanwhile, the preparation process of the (3, 5-dialkyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound provided by the invention is simple, convenient to operate and relatively good in economic benefit, and raw materials are easy to obtain.

Description

technical field [0001] The invention relates to a compound, a preparation method and application thereof, in particular to a (3,5-dihydrocarbyl-4-hydroxyphenyl) carboxylic acid epoxy alkyl ester compound, a preparation method and application thereof, and belongs to the field of chemical industry. Background technique [0002] Antioxidant is an indispensable additive in lubricating oil, fuel oil and plastic and rubber processing industry. Among them, hindered phenolic antioxidants are widely used because of their excellent antioxidant effect. [0003] Anti-hydrolysis agent is also an indispensable additive in lubricating oil, fuel oil and plastic and rubber processing industry, which can effectively inhibit hydrolysis and prolong the service life of products. The existing anti-hydrolysis agents (such as glycidyl ether, epoxy vegetable oil, glycidyl ester) can only play the role of anti-hydrolysis, and the dosage is relatively large. [0004] Methods for preparing hindered p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/16C07D303/48C07D301/00C10M129/66C10N30/10C10N40/08
CPCC07D303/16C07D303/48C07D301/00C10M129/66C10M2207/24C10N2030/10C10N2030/26C10N2040/08
Inventor 廖维林
Owner JIANGXI SUKEER NEW MATERIAL
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