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A kind of preparation method of thiadiazole derivative

A technology of thiadiazole derivatives and dimercaptothiadiazole, which is applied in lubricating compositions, organic chemistry, additives, etc., can solve the problems of long reaction time, catalyst separation, and high proportion of by-products, and achieve simple process and low by-product less, faster response

Active Publication Date: 2021-02-26
XINXIANG RICHFUL LUBE ADDITIVE CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition to the long reaction time, this method also has the disadvantages of catalyst separation and a high proportion of by-products

Method used

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  • A kind of preparation method of thiadiazole derivative
  • A kind of preparation method of thiadiazole derivative

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preparation example Construction

[0031] The invention provides a preparation method of thiadiazole derivatives, comprising:

[0032] S1, using active metal as catalyst, adding dimercaptothiadiazole and primary hydrogen peroxide in water-soluble solvent, reacting to generate dimercaptothiadiazole dimer; wherein, preferably, active metal is capable of strong specific adsorption with DMTD Metal element; It is further preferred that the active metal is elemental copper; including:

[0033] S11, using elemental copper as a catalyst, adding ethanol or ethanol aqueous solution as a water-soluble solvent in the reactor, adding dimercaptothiadiazole (DMTD) and a catalyst in the water-soluble solvent, and stirring evenly; wherein:

[0034] The catalyst used in the present invention is simple copper, and after the catalyst is used, it can be used for the next reaction, or it can be taken out after cleaning for subsequent use;

[0035] The water-soluble solvent used in the present invention is ethanol or an aqueous solu...

Embodiment 1

[0059] In a clean three-neck flask with stirring and heating and cooling devices, add 10g of dimercaptothiadiazole, 40g of ethanol, and put 10 non-oxidized copper sheets (total area: 10mm 2 ), turn on stirring. After fully stirring for 10 minutes, the temperature was raised to 50° C., 8.32 g of hydrogen peroxide (30%) was added dropwise, and the reaction was kept for 30 minutes. The copper sheet was taken out from the reaction system to obtain a mixed system of DMTD dimer intermediate and solvent, which was directly used in subsequent reactions without separation.

Embodiment 2

[0061] Using the mixed solution of DMTD dimer and solvent obtained by the method in Example 1, 10.17 g of nonyl mercaptan was added at one time, and the temperature was raised to 75°C after thorough stirring. 11.33 grams of hydrogen peroxide (30%) was added dropwise, and the system temperature was not greater than 77° C. during the dropwise addition. After the dropwise addition was completed, react at 75° C. for 1.5 h.

[0062] Stand to separate the liquid, remove the lower organic phase, wash the organic phase 3 times with 15ml of hot water at 95°C, and distill off the moisture in the organic phase under reduced pressure at 105°C and 0.09MPa vacuum to obtain the thiadiazole derivative of the invention thing.

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Abstract

The invention discloses a preparation method of thiadiazole derivatives, which comprises: using an active metal as a catalyst, adding dimercaptothiadiazole and primary hydrogen peroxide into a water-soluble solvent, and reacting to form a dimercaptothiadiazole dimer; The catalyst is to add mercaptan and secondary hydrogen peroxide to the mixed solution of dimercaptothiadiazole dimer to react to generate thiadiazole derivatives. The invention uses active metals as catalysts, speeds up the reaction speed, improves the utilization rate of raw materials, has simple process, few by-products, and the product has high active sulfur content and excellent corrosion resistance.

Description

technical field [0001] The invention belongs to the technical field of lubricating oil additives, and relates to a synthesis method of a lubricating oil metal deactivator, in particular to a preparation method of thiadiazole derivatives. Background technique [0002] Thiadiazole derivatives have the following general structural formula: [0003] [0004] Wherein, R is a straight-chain or branched-chain alkyl group with 2 to 18 carbon atoms. [0005] Thiadiazole derivatives have metal complexing and passivation functions, and can be used as metal deactivators for various industrial lubricating oils, engine lubricating oil esters, gear oils, etc., and can also be used as anti-wear agents. Due to their excellent When used in combination with other antioxidants, it shows a good synergistic antioxidant performance. Thiadiazole derivatives are also widely used in the United States, Europe and other countries and regions, and all large multinational lubricating oil companies a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D285/125C10M135/36C10N30/12
CPCC07D285/125C10M135/36C10M2219/106C10N2030/12
Inventor 王庆超王学义范金凤
Owner XINXIANG RICHFUL LUBE ADDITIVE CO LTD
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