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Mercaptobenzothiazolyl imidazoline derivative, and preparation method and application thereof

A technology of mercaptobenzothiazole and derivatives, applied in lubricating compositions, petroleum industry, organic chemistry, etc., can solve problems such as restricted use, poor solubility, etc., and achieve good extreme pressure, high yield, and easy control of reaction conditions. Effect

Active Publication Date: 2014-12-03
新疆金雪驰科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Mercaptobenzothiazole and its derivatives are a class of lubricating oil additives with excellent performance. Poor, which limits its use, so modify it if necessary to meet the requirements of working conditions

Method used

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  • Mercaptobenzothiazolyl imidazoline derivative, and preparation method and application thereof
  • Mercaptobenzothiazolyl imidazoline derivative, and preparation method and application thereof
  • Mercaptobenzothiazolyl imidazoline derivative, and preparation method and application thereof

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example 1

[0020] Example 1: 40g of 2-mercaptobenzothiazole and 11.0g of sodium hydroxide aqueous solution were mixed and heated for 3-4h (above 90°C), and 25g of chloroacetic acid aqueous solution was slowly added dropwise (30min) for 3-4h. Product purification: Cool, add HCL dropwise until the pH is 2-3 (a large amount of white precipitate), filter and wash with hot water above 80°C for 3 times, dry, and the measured melting point is 152°C. Then add xylene as solvent, water carrier and diethylenetriamine to a 250ml three-necked flask, react at 140-160°C for 4 hours to remove the water generated in the reaction, and react at 190-210°C for 2 hours to remove the water generated in the reaction Distill water under reduced pressure to obtain a light yellow-brown viscous liquid 2-Mercaptobenzothiazoleacetic acid imidazole ethylamine.

example 2

[0021] Example 2: 40g of 2-mercaptobenzothiazole and 11g of sodium hydroxide aqueous solution were mixed and heated for 3-4h (above 90°C), and 25g of chloroacetic acid aqueous solution was slowly added dropwise (30min) for 3-4h. Product purification: Cool, add HCL dropwise until the pH is 2-3 (a large amount of white precipitate), filter and wash with hot water above 80°C for 3 times, dry, and the measured melting point is 152°C. Then add xylene as solvent and water-carrying agent, N-hydroxyethylethylenediamine to a 250ml three-necked flask, react at 140-160°C for 4h to remove the water generated in the reaction, and react at 190-210°C for 2h to remove The water produced in the reaction was distilled under reduced pressure to obtain light yellow-brown viscous liquid 2-mercaptobenzothiazoleacetic acid imidazolyl ethanol.

[0022] All target compounds were determined by Spectrum One infrared spectrometer to have imidazole rings in the synthesized substances, and the C, H, and N ...

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Abstract

The invention relates to a synthesis technique and application of a 2-mercaptobenzothiazole derivative containing iminazole group. The synthesis technique comprises the following steps: reacting the raw material 2-mercaptobenzothiazole with chloroacetic acid, diethylenetriamine, N-hydroxyethylenediamine, ethylenediamine, triethylenetetramine and tetraethylenepentamine; and by using xylene or toluene as a water carrying agent, reacting the 2-mercaptobenzothiazole with diethylenetriamine, N-hydroxyethylenediamine and other amines in a mole ratio of 1:1.1, wherein the reaction temperatures are respectively 130-160 DEG C and 180-220 DEG C, and the reaction times are respectively 4 hours or so and 2 hours or so. The method is simple to operate, and has the advantages of high yield and controllable reaction conditions. The product 2-mercaptobenzothiazolyl imidazoline derivative can be used in a copper corrosion inhibitor, rust inhibitor, water-based lubricating oil additive or the like.

Description

technical field [0001] The invention relates to imidazole group-containing 2-mercaptobenzothiazole derivatives and a preparation method thereof, which can be used as copper corrosion inhibitors and water-based anti-wear additives, belonging to the technical field of organic chemicals. Background technique [0002] 2-Mercaptobenzothiazole is used as a traditional copper corrosion inhibitor. As the elements S and O in lubricating oil additives, this type of heterocyclic compound reacts tribochemically with the metal surface under boundary lubrication conditions to form a tribochemical with anti-wear and anti-friction capabilities. FeS 2 and Fe 3 o 4 and other inorganic substances. 2-Mercaptobenzothiazole is adsorbed on the surface of metal copper in the form of thione in the solution, forming a layer of complex film and showing strong copper corrosion inhibition performance. Mercaptobenzothiazole and its derivatives are a class of lubricating oil additives with excellent p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/12C10M135/36C10M173/02C10N30/06C10N30/12
CPCC07D417/12C10M135/36C10M173/00C10M173/02C10M2219/104C10N2030/06C10N2030/12
Inventor 何忠义熊丽萍王威卢慧穆琳
Owner 新疆金雪驰科技股份有限公司
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