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Water-soluble benzotriazole imidazoline extreme-pressure anti-wear reagent and preparation method thereof

A technology for benzotriazole acetate imidazole and benzotriazole, which is applied in the field of benzotriazole imidazoline derivatives and their preparation, can solve problems such as poor oil solubility and water solubility, and achieves good extreme pressure, good Water-soluble, high-yield effect

Active Publication Date: 2015-02-04
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

Benzotriazole has good tribological properties in mineral oil, and is often used as extreme pressure and anti-wear agent in lubricating oil, but its oil solubility and water solubility are poor

Method used

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  • Water-soluble benzotriazole imidazoline extreme-pressure anti-wear reagent and preparation method thereof
  • Water-soluble benzotriazole imidazoline extreme-pressure anti-wear reagent and preparation method thereof
  • Water-soluble benzotriazole imidazoline extreme-pressure anti-wear reagent and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0020] Example 1: Add 20g of benzotriazole to a 250ml three-neck flask, add 100ml of water as a solvent, add 8.0g of NaOH, stir and react at 90°C for 3 hours, and continuously add 18g of chlorine dropwise within half an hour Acetic acid aqueous solution, react at 90°C for 3 hours, cool the product at room temperature and add HCl until a large amount of white precipitates appear, filter and wash chloride ions, obtain 11.24g of benzotriazole acetic acid after drying, and then add two Toluene as a solvent and water carrier, 8ml of diethylenetriamine, react at 140-160°C for 4 hours to remove the water generated in the reaction, react at 190-210°C for 2 hours to remove the water generated in the reaction, and distill under reduced pressure to obtain light yellow Brown viscous liquid imidazolyl ethylamine benzotriazole acetate.

example 2

[0021] Example 2: Add 20g of benzotriazole to a 250ml three-necked flask, add 100ml of water as a solvent, add 8.0g of NaOH, stir and react at 90°C for 3 hours, and continuously dropwise add 18.0g of benzotriazole within half an hour Chloroacetic acid aqueous solution, react at 90°C for 3 hours, cool the product at room temperature and add HCl until a large amount of white precipitates appear, filter and wash chloride ions, obtain 11.09g of benzotriazole acetic acid after drying, and then add them to a 250ml three-necked flask Xylene as solvent and water carrier, 8ml of N-hydroxyethylethylenediamine, react at 140-160°C for 4h to remove the water generated in the reaction, react at 190-210°C for 2~3h to remove the water generated in the reaction, Distill under reduced pressure to obtain a light yellow-brown viscous liquid benzotriazole acetic acid imidazolyl ethanol.

example 3

[0022] Example 3: Add 20g of benzotriazole to a 250ml three-necked flask, add 100ml of water as a solvent, add 8.0g of NaOH, stir and react at 90°C for 3 hours, and continuously add 18.0g of benzotriazole dropwise within half an hour Chloroacetic acid aqueous solution, react at 90°C for 3 hours, cool the product at room temperature and add HCl until a large amount of white precipitates appear, filter and wash chloride ions, obtain 11.19g of benzotriazole acetic acid after drying, and then add them to a 250ml three-necked flask Xylene is used as solvent and water-carrying agent, 8.2ml of triethylenetetramine, react at 140-160°C for 4~6h to remove the water generated in the reaction, react at 190-210°C for 2~3h to remove the water generated in the reaction, reduce Pressure distillation, that is, light yellow brown viscous liquid benzotriazole acetic acid imidazolylethylaminoethylamine.

[0023] All target compounds were determined by Spectrum One infrared spectrometer to have im...

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Abstract

The invention relates to a synthetic process of a benzotriazole derivative containing an imidazole group. By taking benzotriazole as a raw material, the synthetic process comprises the steps of reacting benzotriazole with chloroacetic acid to obtain benzotriazole acetic acid; and sequentially reacting benzotriazole acetic acid with diethylenetriamine, N-hydroxy ethanediamine, ethanediamine, triethylene tetramine and tetraethylenepentamine, wherein dimethylbenzene or toluene is used as a water carrying agent, the molar ratio of benzotriazole acetic acid to the amine including diethylenetriamine and N-hydroxy ethanediamine is 1 to 1.1, the reaction temperatures are 130-160 DEG C and 180-220 DEG C, and the reaction time is about 4 hours and about 2 hours. The synthetic process is simple to operate and high in yield, and reaction conditions are easy to control. The product, namely the benzotriazole imidazoline derivative, can be applied to water-based lubricating liquid, a copper corrosion inhibitor, an anti-rust agent and the like.

Description

[0001] The invention relates to imidazole group-containing benzotriazole imidazoline derivatives and a preparation method thereof, which can be used as water-soluble anti-wear additives and copper corrosion inhibitors, belonging to the technical field of organic chemicals. Background technique [0002] Benzotriazole and tolyltriazole are well known copper corrosion inhibitors. Benzotriazole has good tribological properties in mineral oil, and is often used as extreme pressure and antiwear agent in lubricating oil, but its oil solubility and water solubility are poor. As a corrosion inhibitor in aqueous solution, benzotriazole should be used in conjunction with other co-solvents to increase its solubility, making benzotriazole more convenient to use. Generally, when the polar groups in the molecule are electron-donating types, the greater the electron cloud density on the central atom, the better the corrosion inhibition effect. Imidazoline has good water solubility and can fo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/06C10M133/44C10N30/06C10N30/12
CPCC07D403/06C10M133/44C10N2030/06C10N2030/12
Inventor 熊丽萍何忠义王威唐骏吴奕锋
Owner 新疆金雪驰科技股份有限公司
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