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Benzotriazole group-containing ionic liquid and its preparation method and use

A benzotriazole and ionic liquid technology, applied in the petroleum industry, additives, organic chemistry, etc., to achieve the effects of excellent anti-friction and anti-wear properties, high thermal stability, and high bearing capacity

Inactive Publication Date: 2012-10-24
LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Literature and patent surveys show that there are no reports on the synthesis and application of ionic liquids with both anti-corrosion and anti-oxidation properties

Method used

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  • Benzotriazole group-containing ionic liquid and its preparation method and use
  • Benzotriazole group-containing ionic liquid and its preparation method and use
  • Benzotriazole group-containing ionic liquid and its preparation method and use

Examples

Experimental program
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Effect test

Embodiment 1

[0031] Synthesis of 1-Benzotriazole Methyl-3-Methylimidazolium Hexafluorophosphate Ionic Liquid

[0032]Add 4.105 grams of N-methylimidazole to a 100ml three-necked bottle and add 15ml of isopropanol to dissolve it, slowly add 8.358 grams of 1-chloromethylbenzotriazole dissolved in 20ml of isopropanol, and pass through nitrogen protection, 60-70 Reaction at ℃ for 15-20 hours. After the reaction, the solvent was spun off to obtain 11.42 g of white or light yellow powder with a yield of 91%. Add 4.994 grams of 1-benzotriazole methyl-3-methylimidazolium chloride salt into a 250ml single-mouth bottle and add an appropriate amount of distilled water to dissolve it, then add 3.91 grams of ammonium hexafluorophosphate dissolved in an appropriate amount of distilled water drop by drop, the solution changes rapidly Turbidity and white solids are formed, exchange for 16-24 hours after the dropwise addition. After the reaction, it was filtered and dried to obtain 6.39 g of white powder...

Embodiment 2

[0034] Synthesis of Ionic Liquids of 1-Benzotriazole Methyl-3-Methylimidazolium Tetrafluoroborate

[0035] The preparation method of 1-benzotriazole methyl-3-methylimidazolium chloride salt is the same as that in Example 1. Add 4.994 grams of 1-benzotriazole methyl-3-methylimidazolium chloride salt into a 250ml single-mouth bottle and add an appropriate amount of distilled water to dissolve it, then add 2.64 grams of sodium tetrafluoroborate dissolved in an appropriate amount of distilled water drop by drop, and the solution changes rapidly Turbidity and white solids are formed, exchange for 16-24 hours after the dropwise addition. After the reaction, it was filtered and dried to obtain 5.4189 g of white powdery solid, and 5.21 g of white crystals were obtained by silica gel column chromatography with a yield of 96%. 1 H-NMR (400MHz, CD 3 COCD 3 , ppm): δ=9.43 (1H, s, N=CH), 8.16 (1H, s, CH-C), 8.09 (1H, s, CH-C), 8.01 (1H, s, N-CH), 7.76 (1H, s, CH-N), 7.70 (1H, s, CH=CH)...

Embodiment 3

[0037] Synthesis of Ionic Liquids of 1-Benzotriazole Methyl-3-Methylimidazolium Bis(trifluoromethylsulfonyl)amine Salt

[0038] The preparation method of 1-benzotriazole methyl-3-methylimidazolium chloride salt is the same as that in Example 1. Add 4.994 grams of 1-benzotriazole methyl-3-methylimidazolium chloride salt into a 250ml single-mouth bottle and add an appropriate amount of distilled water to dissolve it, and add 6.89 grams of bis(trifluoromethylsulfonyl) dissolved in an appropriate amount of distilled water drop by drop ) Lithium amide, the solution quickly becomes turbid and a white solid is formed, exchange for 16-24 hours after the dropwise addition. After the reaction, it was filtered and dried to obtain 9.19 g of white powdery solid, and 8.46 g of white crystals were obtained by silica gel column chromatography, with a yield of 92%. 1 H-NMR (400MHz, CD 3 COCD 3 , ppm): δ=9.50 (1H, s, N=CH), 8.12 (1H, s, CH-C), 8.10 (1H, s, CH-C), 8.07 (1H, s, N-CH), 7.80 (1...

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PUM

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Abstract

The invention discloses a benzotriazole group-containing ionic liquid and its preparation method and use. The benzotriazole group-containing ionic liquid is characterized in that cations are imidazolium cations; anions are hexafluorophosphate radical, tetrafluoroborate radical or bis(trifluoromethylsulfonyl)imide anions; and an imidazole ring-substituted end group contains a benzotriazole group. The benzotriazole group-containing ionic liquid can be used as a lubricant additive or a lubricating grease additive.

Description

technical field [0001] The invention relates to an anti-corrosion and anti-oxidation ionic liquid containing benzotriazole and its preparation and application. Background technique [0002] With the development of science and technology, higher and higher requirements are put forward for lubricants, especially high-performance lubricants. It is difficult for traditional lubricants to meet the lubrication and protection requirements of some special machinery under harsh conditions. Ionic liquids have many Special properties, such as non-volatility, non-flammability, high thermal stability, low melting point and good electrical conductivity, etc., are just what ideal lubricating materials need. [0003] In 2001, the applicant’s research group discovered for the first time that ionic liquids are a class of multi-purpose lubricants with excellent performance (C.F.Ye, W.M.Liu, Y.X.Chen, L.G.Yu, Chem.Commun, 21(2001) 2244-2245. ), since then, in-depth and systematic research on i...

Claims

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Application Information

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IPC IPC(8): C07D403/06C10M133/44C10N30/10C10N30/12
Inventor 周峰蔡美荣梁永民刘维民
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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