Phenolic amine compound and its preparation method and application

A technology of compound and phenolic amine, which is applied in the field of phenolic amine compound and its preparation, can solve the problem of not outstanding anti-oxidation effect and achieve good lubricating performance

Active Publication Date: 2021-10-01
玛可索(苏州)石化有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the influence of substituents on the benzene ring and the ratio of phenolic amines, its antioxidant effect is not outstanding

Method used

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  • Phenolic amine compound and its preparation method and application
  • Phenolic amine compound and its preparation method and application
  • Phenolic amine compound and its preparation method and application

Examples

Experimental program
Comparison scheme
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preparation example Construction

[0060] A kind of preparation method of phenolamine compound, comprises the following steps:

[0061]The compound with the structure of formula III is reacted with cyanuric chloride to prepare the compound with the structure of formula IV;

[0062] The compound having the structure of formula IV is reacted with an active reactant to prepare the compound having the structure of formula V;

[0063] The active reactant is selected from one or more of alcohol, sodium alkoxide, organic amine and dialkyldithiocarbamate;

[0064]

[0065] Among them, R 1 selected from alkyl groups with 1-18 carbon atoms;

[0066] R 2 , R 3 independently selected from one of the following structures:

[0067]

[0068] R 4 , R 5 , R 6 , R 7 , R 8 , R 9 are independently selected from alkyl groups with 1-18 carbon atoms.

[0069] Wherein, the compound with the structure of formula III can be purchased directly through commercial channels, and can also be prepared with reference to the f...

Embodiment 1

[0100] This embodiment provides a kind of phenolamine compound and preparation method thereof, comprising the following steps:

[0101]

[0102] Take by weighing 5.0g (24.2mmol) 2,6-di-tert-butylphenol (its structure is shown in formula I, R 1 tert-butyl) in a 50mL three-necked flask, add 25mL of petroleum ether (60-90°C) to dissolve, install a thermometer and a constant pressure dropping funnel on the three-necked flask, place it on a magnetic stirrer, and place it in an ice-water bath Cool down to 0-5°C. Measure 1.28 mL of fuming nitric acid (29.1 mmol) with a mass fraction of 95% with a pipette and put it into a constant pressure dropping funnel, start to add nitric acid dropwise, control the rate of nitric acid addition so that the reaction temperature is maintained at 0-5 ° C, and the nitric acid After the dropwise addition, remove the ice water and continue the reaction at room temperature. After the reaction, the solvent was evaporated on a rotary evaporator, washe...

Embodiment 2

[0111] This example provides a phenolic amine compound and its preparation method. The preparation method is basically the same as in Example 1, the only difference is that the raw material 2,6-di-tert-butylphenol is changed to 2-tert-butyl-6-methyl Base phenol, changing dibutyl sodium dithiocarbamate into di-n-octyl sodium dithiocarbamate, specifically comprising the following steps:

[0112]

[0113]Take by weighing 3.97g (24.2mmol) 2-tert-butyl-6-methylphenol (its structure is as shown in formula I, R 1 For methyl) in a 50mL three-necked flask, add 25mL petroleum ether (60-90°C) to dissolve, install a thermometer and a constant pressure dropping funnel on the three-necked flask, place it on a magnetic stirrer, and cool down in an ice-water bath to 0-5°C. Measure 1.28 mL of fuming nitric acid (29.1 mmol) with a mass fraction of 95% with a pipette and put it into a constant pressure dropping funnel, start to add nitric acid dropwise, control the rate of nitric acid additi...

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Abstract

The present invention relates to a kind of phenolamine compound and its preparation method and application. The phenolic amine compound has a structure represented by formula V, not only has excellent oxidation resistance, but also has good lubricating properties.

Description

technical field [0001] The invention relates to the field of chemical multifunctional additives, in particular to phenolic amine compounds and their preparation methods and applications. Background technique [0002] With the increasingly stringent requirements for energy saving and emission reduction, it is becoming more and more important to extend the service life of lubricating oil products through anti-oxidation additive technology, thereby reducing the discharge of waste oil. The most common types of antioxidants are hindered phenols and alkylated diphenylamines, such as 2,6-di-tert-butyl-p-cresol, beta-(3,5-di-tert-butyl-4-hydroxyphenyl)propane Isooctyl Acetate, Butyl-Octylated Diphenylamine, Dioctyldiphenylamine. [0003] However, traditional phenolic antioxidants are not resistant to high temperatures, and amine antioxidants are prone to deposits. The combination of the two has a synergistic effect under low temperature conditions, but an antagonistic effect will a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/46C07D251/70C07D251/52C10M135/18
CPCC07D251/46C07D251/52C07D251/70C10M135/18C10M2219/066
Inventor 徐晓丽
Owner 玛可索(苏州)石化有限公司
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