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Phenolic derivative as well as preparation method and application thereof

A technology of derivatives and phenols, applied in the field of phenolic derivatives, can solve the problems of anti-wear and anti-friction properties that need to be further improved, high acid value of oil products, and no superior anti-wear and anti-friction properties.

Active Publication Date: 2020-04-24
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] At present, the friction modifiers widely used in the field of lubricating oil are sulfurized cottonseed oil (T404), sulfurized olefinic cottonseed oil (T405), etc., but their anti-wear and anti-friction properties need to be further improved
There are also many related patents, such as CN107098917A discloses a sulfurized erucic acid anti-wear and friction reducer, which has light color, good oil solubility in hydrogenated base oil, and has excellent anti-wear and friction-reducing properties, but its chemical structure Carboxyl groups are contained in the oil, which leads to a high acid value of the oil and has an adverse effect on the corrosion stability of the oil
CN 107827795A discloses a kind of sulfurized glycerol trioleate anti-wear friction reducer, which has good lubricity and extreme pressure, but its anti-wear and anti-friction properties are not better than traditional friction modifier T404, T405

Method used

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  • Phenolic derivative as well as preparation method and application thereof
  • Phenolic derivative as well as preparation method and application thereof
  • Phenolic derivative as well as preparation method and application thereof

Examples

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preparation example Construction

[0166] [Preparation method of phenolic derivatives]

[0167] The present invention provides a preparation method of phenolic derivatives, which comprises the first step of making the compound represented by the general formula (I') carry out at least one reaction of epoxidation reaction, sulfuration reaction and coupling reaction, and carry out any A second step in one or more of the selected esterification, optional alkylation and optional hydrogenation reactions;

[0168]

[0169] In formula (I'), x G' ​​groups are bonded to the ring group Ar, and y R' groups are bonded to the ring group Ar;

[0170] The x G' ​​groups are the same or different from each other, each independently selected from -OH and H, wherein at least one G' group is -OH; x is an integer selected from 1 to 10 (preferably between 1 to 5 integer);

[0171] y R' groups are the same or different from each other, each independently selected from hydrogen, C optionally substituted by one or more substituent...

no. 1 approach

[0226] According to the first embodiment of the present invention, the structure of the phenolic derivatives of the present invention is shown in formula (I-1):

[0227]

[0228] In general formula (I-1), each group R 1 , R 2 , R 3 , R 4 , R 5 The same or different from each other, each independently selected from hydrogen, C optionally substituted by one or more substituent groups 1-50 Hydrocarbyl, C substituted by one or more substituent groups 6-20 Aryl, C optionally substituted by one or more substituent groups 3-50 Heterohydrocarbyl, C optionally substituted by one or more substituent groups 1-50 Alkoxy groups, groups represented by general formula (III), provided that each group R 1 , R 2 , R 3 , R 4 , R 5 At least one group in is a group shown in general formula (III);

[0229]

[0230] In general formula (III), R 11 ' from single bond and C 1-20 Linear or branched alkylene (preferably selected from single bond and C 1-4 straight-chain or branched a...

no. 2 approach

[0250] According to the second embodiment of the present invention, the structure of the phenolic derivatives of the present invention is shown in formula (I-2):

[0251]

[0252] In general formula (I-2), the group R 0 for C 1-30 Straight chain or branched chain alkyl (preferably selected from C 1-20 straight chain or branched chain alkyl); each group R 1 , R 2 , R 3 , R 4 , R 5 The same or different from each other, each independently selected from hydrogen, C optionally substituted by one or more substituent groups 1-50 Hydrocarbyl, C substituted by one or more substituent groups 6-20 Aryl, C optionally substituted by one or more substituent groups 3-50 Heterohydrocarbyl, C optionally substituted by one or more substituent groups 1-50 Alkoxy groups and groups represented by general formula (IV), provided that each group R 1 , R 2 , R 3 , R 4 , R 5 At least one group in is a group shown in general formula (IV);

[0253]

[0254] In general formula (IV), ...

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Abstract

The invention provides a phenol derivative as well as a preparation method and application thereof. The structure of the phenolic derivative is shown as a formula (I), wherein the definition of each group is shown in the specification. The phenolic derivative can be used as an antioxidant in lubricating oil, lubricating grease, plastics and rubber, and can also be used as base oil of lubricating oil and lubricating grease, and an anti-wear agent of lubricating oil and lubricating grease. The phenolic derivative disclosed by the invention has excellent oxidation resistance, lubricating property, antifriction property, viscosity-temperature property and low-temperature property.

Description

technical field [0001] The present invention relates to a phenolic derivative, in particular to a phenolic derivative useful as an additive for antioxidants, base oils, lubricating oils / greases. The present invention also relates to a lubricating oil / grease comprising the phenolic derivative, and a base oil comprising the phenolic derivative. Background technique [0002] With the rapid development of modern industry and the increasingly prominent environmental problems, the requirements for lubricating oil in terms of performance, operational reliability, service life, biodegradability, low toxicity or non-toxicity are getting higher and higher. The development of lubricating oil at present and in the future will face many challenges. Among them, the performance of renewable, energy-saving, environment-friendly, low-cost, good versatility, high performance and long life has become the main direction of lubricating oil research and development. Traditional mineral-based lub...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/15C07D303/14C07C69/30C07C69/33C07D331/02C07D495/08C07D339/08C07D341/00C07D519/00C07D409/14C10M129/74C10M129/14C10M129/18C10M135/34C10N30/02C10N30/06C10N30/08C10N30/10
CPCC07C39/15C07D303/14C07C69/30C07C69/33C07D331/02C07D495/08C07D339/08C07D341/00C07D519/00C07D409/14C10M129/74C10M129/14C10M129/18C10M135/34C10M2207/026C10M2207/042C10M2219/102C10M2207/281C07C39/16C10N2030/06C10N2030/10C10M135/02C10M2207/283C10M2207/024C10M2219/024C07D409/06C07D303/28C07C37/72C07C67/58C07D493/04C07D333/02C07D409/04C07D405/04C07D405/06C07D405/14C07D495/04
Inventor 陈晓伟魏克成周云帆
Owner CHINA PETROLEUM & CHEM CORP
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