Ester-containing benzothiazole derivative lubricating oil additive and preparation and application thereof

A lubricating oil additive, a technology containing ester-based benzene, applied in the directions of additives, lubricating compositions, petroleum industry, etc., to achieve the effects of mild reaction conditions, cheap and readily available raw materials, excellent thermal stability and corrosion resistance

Inactive Publication Date: 2019-09-06
DONGGUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are unavoidable limitations in the use of ZDDP, so it is of great significance to develop new additives

Method used

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  • Ester-containing benzothiazole derivative lubricating oil additive and preparation and application thereof
  • Ester-containing benzothiazole derivative lubricating oil additive and preparation and application thereof
  • Ester-containing benzothiazole derivative lubricating oil additive and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Add 0.05 mol (6.45 g) of di-n-butylamine, 0.06 mol (2.40 g) of sodium hydroxide and 50 mL of THF to a 250 mL three-necked flask in sequence, add 0.05 mol (3.80 g) of carbon disulfide dropwise in an ice bath, and stir for 3.0 h. After the reaction was completed, filter and remove the solvent by rotary evaporation of the filtrate to obtain arginine sodium salt.

[0042] Add 0.05mol (8.35g) 2-mercaptobenzothiazole and 60mL aqueous NaOH solution with a mass fraction of 10% to a 250mL three-necked flask in sequence, raise the temperature to 65°C, stir for 0.5h, and dropwise add 0.05mol (4.70g) 3-chloro-1 -propanol, heat up to 80°C and stir for 10h. After the reaction, filter, extract with ethyl acetate, wash with saturated brine several times, dry over anhydrous magnesium sulfate, filter, and remove the solvent to obtain 3-(benzothiazol-2-ylthio)propyl-1-ol.

[0043] Add 0.05mol (11.25g) 3-(benzothiazol-2-ylthio)propyl-1-ol, 0.06mol (6.06g) triethylamine, 60mL chloroform in...

Embodiment 2

[0046] Add 0.05 mol (12.07 g) of diisooctylamine, 0.06 mol (2.40 g) of sodium hydroxide and 50 mL of THF to a 250 mL three-necked flask in sequence, add 0.05 mol (3.80 g) of carbon disulfide dropwise in an ice bath, and stir for 3.0 h. After the reaction was completed, filter and remove the solvent by rotary evaporation of the filtrate to obtain arginine sodium salt.

[0047] Add 0.05mol (8.35g) 2-mercaptobenzothiazole and 60mL aqueous NaOH solution with a mass fraction of 10% to a 250mL three-necked flask in sequence, raise the temperature to 65°C, stir for 0.5h, and dropwise add 0.05mol (4.70g) 3-chloro-1 -propanol, heat up to 80°C and stir for 10h. After the reaction, filter, extract with ethyl acetate, wash with saturated brine several times, dry over anhydrous magnesium sulfate, filter, and remove the solvent to obtain 3-(benzothiazol-2-ylthio)propyl-1-ol.

[0048] Add 0.05mol (11.25g) 3-(benzothiazol-2-ylthio)propyl-1-ol, 0.06mol (6.06g) triethylamine, 60mL chloroform in ...

Embodiment 3

[0051] Add 0.05 mol (12.07 g) of di-n-octylamine, 0.06 mol (2.40 g) of sodium hydroxide and 50 mL of THF to a 250 mL three-necked flask in sequence, add 0.05 mol (3.80 g) of carbon disulfide dropwise in an ice bath, and stir for 3.0 h. After the reaction was completed, filter and remove the solvent by rotary evaporation of the filtrate to obtain arginine sodium salt.

[0052] Add 0.05mol (8.35g) 2-mercaptobenzothiazole and 60mL aqueous NaOH solution with a mass fraction of 10% to a 250mL three-necked flask in sequence, raise the temperature to 65°C, stir for 0.5h, and dropwise add 0.05mol (4.70g) 3-chloro-1 -propanol, heat up to 80°C and stir for 10h. After the reaction, filter, extract with ethyl acetate, wash with saturated brine several times, dry over anhydrous magnesium sulfate, filter, and remove the solvent to obtain 3-(benzothiazol-2-ylthio)propyl-1-ol.

[0053] Add 0.05mol (11.25g) 3-(benzothiazol-2-ylthio)propyl-1-ol, 0.06mol (6.06g) triethylamine, 60mL chloroform i...

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Abstract

The invention provides an ester-containing benzothiazole derivative lubricating oil additive and preparation and application thereof. A preparation method comprises the steps that firstly, under the alkaline condition, dialkyl amine reacts with carbon disulfide to obtain dithiocarbamate salt; 2-mercaptobenzothiazole reacts with chloropropanol to obtain 3-(benzothiazole-2-ylthio)propyl-1-alcohol, and 3-(benzothiazole-2-ylthio)propyl-1-alcohol reacts with chloroacetyl chloride to obtain 3-(benzothiazole-2-ylthio)propyl-2-chloracetate; then 3-(benzothiazole-2-ylthio)propyl-2-chloracetate reacts with dithiocarbamate salt to obtain the ester-containing benzothiazole derivative lubricating oil additive as shown in the general formula I. Accordingly, the preparation method is simple, the processcondition is mild, raw materials are easy to obtain, the synthesis cost is low, the synthesis yield is high, the product serves as an extreme pressure, anti-wear, anti-friction and anti-corrosion additive of lubricating oil for use, the bearing capacity of base oil is obviously improved, and the anti-wear and anti-friction properties are improved.

Description

technical field [0001] The present invention relates to an ester-containing benzothiazole derivative lubricating oil additive and its preparation and application. This type of derivative can be widely used in the fields of machinery, energy, environment, materials, chemical industry, etc. )additive. Background technique [0002] Lubricating oil is crucial and ubiquitous in the industrial production process. With the strengthening of people's awareness of environmental protection, it is also required that lubricating oil and additives should be as environmentally friendly as possible during production, use and disposal. Zinc dialkyl dithiophosphate (ZDDP) is used as an anti-wear additive for lubricating oil, which can improve the anti-wear and anti-corrosion performance of oil products, and its production cost is low, so it has been recognized by the industry. However, there are unavoidable limitations in the use of ZDDP, so it is of great significance to develop new additiv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C10M135/36C07D277/74C10N50/10C10N30/06C10N30/08C10N30/12
CPCC07D277/74C10M135/36C10N2030/06C10N2030/08C10N2030/12C10N2050/10C10N2030/41C10N2030/42C10N2030/45
Inventor 韩利芬赵鸿斌余磊郑培锦
Owner DONGGUAN UNIV OF TECH
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