A thiadiazole compound containing a hindered phenol group, its preparation method and its use in the field of lubricating oil additives

By preparing thiadiazole compounds containing hindered phenol groups as lubricant additives, the problems of poor environmental protection and high production costs of traditional additives are solved, and environmentally friendly, low-cost and efficient lubrication performance improvement is achieved.

CN117603159BActive Publication Date: 2025-09-30DALIAN UNIV OF TECH PANJIN INST OF IND TECH +1
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Patent Information

Application Number
CN202311662333.6
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-12-06
Publication Date
2025-09-30
Estimated Expiration
2043-12-06

AI Technical Summary

Technical Problem

Traditional lubricant additives pay little attention to environmental factors, leading to environmental pollution. In addition, the production process of nitrogen-containing heterocyclic compounds has high requirements, high costs, and poor additive solubility.

Method used

Thiadiazole compounds containing hindered phenol groups are used as lubricant additives. A carboxylic acid compound containing hindered phenol groups is mixed with thionyl chloride through a simple preparation method, and then reacted with a 2-mercapto-5-amino-1,3,4-thiadiazole derivative to form a thiadiazole compound for use in the synthesis of ester lubricants.

Benefits of technology

An environmentally friendly preparation process is achieved, production costs are reduced, and good antioxidant, extreme pressure and anti-wear properties are exhibited in lubricating oils, thereby enhancing lubrication performance.

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Abstract

The present invention provides a thiadiazole compound containing a hindered phenol group, a preparation method thereof and its use in the field of lubricating oil additives. The preparation method of the thiadiazole compound containing a hindered phenol group comprises the following steps: mixing a carboxylic acid compound containing a hindered phenol group with thionyl chloride, removing impurities under reduced pressure to obtain an acyl chloride compound containing hindered phenol; stirring and mixing 2-mercapto-5-amino-1,3,4-thiadiazole with a halogenated hydrocarbon compound, filtering, washing and drying to obtain a 2-mercapto-5-amino-1,3,4-thiadiazole derivative; adding a hindered phenol acyl chloride compound, 2-mercapto-5-amino-1,3,4-thiadiazole derivative and an alkaline additive to an organic solvent, washing, drying and purifying to obtain a thiadiazole compound containing a hindered phenol group. The thiadiazole compound containing a hindered phenol group is an antioxidant, extreme pressure and anti-wear additive, which can be applied to synthetic ester lubricants and has a good antioxidant, extreme pressure and anti-wear effect.
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