Benzotriazole functionalized quaternary ammonium salt as well as preparation method and application thereof

A technology of benzotriazole and sodium benzotriazole, applied in the field of lubrication, can solve the problems of easy corrosion of carbon steel, limit the wide application of carbon steel, economic loss, etc. The effect of creep and leakage

Active Publication Date: 2020-02-28
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

However, carbon steel is easy to corrode in acidic environment. On the one hand, it has caused huge economic losses to human production and life, and on the other hand, it also limits the wide application of carbon steel.

Method used

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  • Benzotriazole functionalized quaternary ammonium salt as well as preparation method and application thereof
  • Benzotriazole functionalized quaternary ammonium salt as well as preparation method and application thereof
  • Benzotriazole functionalized quaternary ammonium salt as well as preparation method and application thereof

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preparation example Construction

[0031] The present invention provides the preparation method of the benzotriazole functionalized quaternary ammonium salt according to the above technical scheme, comprising the following steps:

[0032] Chloromethylbenzotriazole, N,N-dimethylalkylamine and organic solvent are mixed and subjected to quaternization reaction to obtain benzotriazole-functionalized N,N-dimethylalkane bromide base ammonium;

[0033] Mixing the benzotriazole-functionalized N,N-dimethylalkylammonium bromide, sodium benzotriazole, water and an organic solvent to carry out ion exchange reaction to obtain benzotriazole-functionalized quaternary ammonium salt;

[0034] Wherein, the N,N-dimethylalkylamine has the structure shown in formula II:

[0035]

[0036] In formula II, R is C 1 ~C 18 the alkyl group.

[0037] In the present invention, chloromethyl benzotriazole, N,N-dimethylalkylamine and organic solvent are mixed and then quaternized to obtain benzotriazole-functionalized N,N-dimethyl bromid...

Embodiment 1

[0048] The structural formula of compound BTA-16-BTA is shown below:

[0049]

[0050] The preparation method of the compound BTA-16-BTA comprises the following steps:

[0051] Weigh 0.3 mol of chloromethylbenzotriazole and 0.36 mol of N,N-dimethylhexadecylamine and place them in a round-bottomed flask, mix them evenly, add 150 mL of acetonitrile, and react at 80°C for 24 hours; , the solvent was evaporated under reduced pressure, and the residue was washed with anhydrous petroleum ether to wash off the residual N,N-dimethylhexadecamine to obtain compound BTA-16.

[0052] The compound BTA-16 was mixed with 30 mL of an aqueous solution of sodium benzotriazole with a concentration of 1 mol / L and 30 mL of dichloromethane, and then the reaction was stirred at room temperature for 12 h; Dry with sodium sulfate for 12h, filter, and evaporate the solvent under reduced pressure to obtain compound BTA-16-BTA, which is the target product; the compound BTA-16-BTA is a white solid wit...

Embodiment 2

[0055] The structural formula of compound BTA-12-BTA is shown below:

[0056]

[0057] The preparation method of the compound BTA-12-BTA refers to the method of Example 1, the difference is only that N,N-dimethylhexadecylamine is replaced by N,N-dimethyldodecylamine; the final target The product is the compound BTA-12-BTA, white solid, the yield is about 90%, and the characterization data are as follows:

[0058] 1 H NMR (400MHz, CDCl 3 )δ: 8.31(d,J=4.0Hz,1H),8.01(d,J=4.0Hz,1H),7.85(dd,J=8.0Hz,J=4.0Hz,2H),7.48(t,J= 8.0Hz, 1H), 7.37(t, J=8.0Hz, 1H), 7.11(dd, J=8.0Hz, J=4.0Hz, 2H), 6.91(s, 2H), 3.28(s, 6H), 3.26 -3.24(m, 2H), 1.64(s, 2H), 1.25–1.17(m, 18H), 0.88(t, J=8.0Hz, 3H). 13 C NMR (100MHz, CDCl 3 )δ:145.52,145.41,134.80,130.46,125.58,121.74,120.18,116.52,111.15,70.01,63.09,48.85,32.02,29.70,29.67,29.51,29.44,29.40,29.10,26.22,22.80,22.55,14.24.阴离子 [C 6 H 4 N 3 ]- Partial MS calculated value: 118.0411, found: 118.0411, cation [C 21 H 37 N 4 ] + Partial mass ...

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Abstract

The invention provides benzotriazole functionalized quaternary ammonium salt as well as a preparation method and application thereof, and belongs to the technical field of lubrication. The cation of the benzotriazole functionalized quaternary ammonium salt provided by the invention is benzotriazole functionalized quaternary ammonium salt with different alkyl chain lengths, and the anion of the benzotriazole functionalized quaternary ammonium salt is benzotriazole. According to the invention, a benzotriazole functional group is introduced into a quaternary ammonium salt structure, the obtainedbenzotriazole functionalized quaternary ammonium salt has excellent gelling performance and can be used as a gelator, and a stable gel material is formed by gelling a traditional ionic liquid lubricant through supramolecular self-assembly when the benzotriazole functionalized quaternary ammonium salt is used in the traditional ionic liquid lubricant. The gel material is good in thermal stability and excellent in tribological performance, and meanwhile creeping and leakage of the traditional ionic liquid lubricant in the using process are prevented; the benzotriazole functionalized quaternary ammonium salt also has excellent corrosion inhibition performance, and can be used as a corrosion inhibitor to effectively prevent an acidic medium from corroding a metal material substrate.

Description

technical field [0001] The invention relates to the technical field of lubrication, in particular to a benzotriazole functionalized quaternary ammonium salt and a preparation method and application thereof. Background technique [0002] The use of lubricating materials can reduce friction and reduce wear. Traditionally used lubricating materials such as mineral-based lubricating oils, synthetic lubricants, and synthetic greases have been difficult to meet the lubrication of equipment components under certain specific working conditions. The change of lubricating conditions and the development of lubricating means force people to develop more new lubricating materials with comprehensive performance and high lubricating efficiency. In addition, during the lubricating process, the traditional lubricating material often creeps, leaks, and volatilizes from the lubricating parts, which seriously affects the lubricating life of the parts. At the same time, the leaked lubricating m...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/18C10M133/44C23F11/04C23F11/14C10N30/12C10N30/06C10N30/08
CPCC07D249/18C10M133/44C10M2215/223C23F11/04C23F11/149
Inventor 周峰于强亮张朝阳蔡美荣裴小维刘志鲁于波刘维民
Owner LANZHOU INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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