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Aminothiazole alkyl xanthate derivative as well as preparation method and application of aminothiazole alkyl xanthate derivative

A technology of aminothiazolidinyl and alkyl xanthate, applied in lubricating compositions, petroleum industry, additives, etc., to achieve excellent extreme pressure and anti-wear performance, mild process conditions, and low synthesis cost

Inactive Publication Date: 2011-05-25
DONGGUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] CN99108135.8 discloses an alkylthiobenzothiazole, which is an oil-soluble metal deactivator, and has obvious synergistic effect with zinc dialkyl dithiophosphate in terms of anti-oxidation and anti-corrosion and preventing metal corrosion. There is no research on its anti-wear and wear-reducing properties

Method used

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  • Aminothiazole alkyl xanthate derivative as well as preparation method and application of aminothiazole alkyl xanthate derivative
  • Aminothiazole alkyl xanthate derivative as well as preparation method and application of aminothiazole alkyl xanthate derivative
  • Aminothiazole alkyl xanthate derivative as well as preparation method and application of aminothiazole alkyl xanthate derivative

Examples

Experimental program
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Effect test

Embodiment 1

[0034] In a 100ml three-necked flask equipped with a thermometer, a stirring device, and a reflux condenser, add 0.012mol of sec-butyl xanthate sodium and 20ml of absolute ethanol, and slowly add 0.01mol of 2-(chloroacetylamino)thiazole dropwise under stirring 80ml of absolute ethanol solution, and reacted at about 10°C for 150min. Then slowly raise the temperature to 70°C. After reacting for 60 minutes, distill off absolute ethanol, add water to dissolve the residue, extract three times with anhydrous ether, and distill the ether solution with anhydrous MgSO 4 Dry for 24h. After filtration, the filtrate was concentrated, cooled, and crystals were precipitated. Recrystallized with acetone to obtain 2-(O-sec-butylxanthyl-S-acetylamino)thiazole as a light yellow solid, weighing 2.64 g, with a yield of 91.0%.

Embodiment 2

[0036] In a 250ml three-necked flask equipped with a thermometer, a stirring device, and a reflux condenser, add 0.015mol of sodium n-pentyl xanthate and 100ml of acetone, and slowly add 0.01mol of 2-(chloroacetamido)thiazole in acetone solution dropwise under stirring 50ml, react at a constant temperature of about 10°C for 150min. Then slowly raise the temperature to 70°C. After reacting for 60 minutes, distill off the acetone, add water to dissolve the residue, extract 3 times with diethyl ether, and distill the diethyl ether solution with anhydrous MgSO 4 Dry for 24h. After filtration, the filtrate was concentrated, cooled, and crystals were precipitated. Recrystallized with absolute ethanol to obtain light yellow solid 2-(O-n-pentylxanthogen-S-acetylamino)thiazole, weighing 2.71 g, yield 89.1%.

Embodiment 3

[0038] In a 250ml three-neck flask equipped with a thermometer, a stirring device, and a reflux condenser, add 0.013mol of isooctyl xanthate sodium and 100ml of tetrahydrofuran, and slowly add 0.01mol of 2-(chloroacetylamino)thiazole in tetrahydrofuran under stirring. The solution was 50ml, and reacted at a constant temperature of about 10°C for 150min. Then slowly raise the temperature to 70°C. After reacting for 60 minutes, evaporate the tetrahydrofuran, add water to dissolve the residue, extract 3 times with diethyl ether, and distill the diethyl ether solution with anhydrous MgSO 4 Dry for 24h. After filtration, the filtrate was concentrated, cooled, and crystals were precipitated. Recrystallized with acetone to obtain light yellow solid 2-(O-isooctylxanthogen-S-acetylamino)thiazole, weighing 3.05 g, yield 88.1%.

[0039] The structure of the product obtained in the above examples was confirmed by C, H, N elemental analysis, ultraviolet spectrum, infrared spectrum, hydro...

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Abstract

The invention discloses an aminothiazole alkyl xanthate derivative as well as a preparation method and application of the aminothiazole alkyl xanthate derivative. The aminothiazole alkyl xanthate derivative is obtained by a reaction of alkyl xanthate and 2-(chloracetamido)thiazole. The technology conditions adopted in the preparation method are mild, and yield is high; the aminothiazole alkyl xanthate derivative has a chemical structure formula as shown in a general formula (I), wherein in the formula, R is a C3-30 branched chain or linear chain alkyl; and the aminothiazole alkyl xanthate derivative used as an environment-friendly lubricating oil addictive can improve extreme-pressure wear-resistant property of lubricating oil which takes liquid paraffin as base oil.

Description

Technical field: [0001] The invention relates to an aminothiazolidinyl xanthate derivative, a preparation method and application thereof. The aminothiazolidinyl xanthate derivative is used as a lubricating oil (grease) additive, does not contain elements harmful to the environment such as phosphorus and chlorine, and has excellent extreme pressure and antiwear properties. Background technique: [0002] As we all know, zinc dialkyl dithiophosphate (ZDDP) has good anti-oxidation, anti-corrosion and extreme pressure and anti-wear effects, and is currently a widely used lubricating oil additive, but because the zinc element in ZDDP is prone to electrochemical Corrosion, and the phosphorus element in ZDDP is easy to poison the catalyst in the automobile exhaust gas treatment device. Therefore, in recent years, finding "phosphorus-free" and "zinc-free" high-efficiency multifunctional lubricating oil additives that can replace ZDDP has become a current hot research topic. [0003...

Claims

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Application Information

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IPC IPC(8): C07D277/46C10M135/36C10N30/06
Inventor 赵鸿斌
Owner DONGGUAN UNIV OF TECH
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