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Quaternary ammonium salt ionic liquid, preparation method thereof and application of quaternary ammonium salt ionic liquid as metal corrosion inhibitor

A technology of quaternary ammonium salt ions and metal corrosion inhibitors, which is applied in the field of magnesium alloy corrosion inhibitors, quaternary ammonium salt ionic liquids, preparation methods and as metal corrosion inhibitors, can solve problems such as metal magnesium corrosion, and achieve improved adsorption ability, mild reaction conditions, and simple synthesis methods

Pending Publication Date: 2022-08-05
HENAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to overcome the defects of the prior art, to solve the corrosion problems of metal magnesium and its alloys, and to provide a kind of quaternary ammonium salt ionic liquid with good corrosion inhibition performance, high efficiency and economy

Method used

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  • Quaternary ammonium salt ionic liquid, preparation method thereof and application of quaternary ammonium salt ionic liquid as metal corrosion inhibitor
  • Quaternary ammonium salt ionic liquid, preparation method thereof and application of quaternary ammonium salt ionic liquid as metal corrosion inhibitor
  • Quaternary ammonium salt ionic liquid, preparation method thereof and application of quaternary ammonium salt ionic liquid as metal corrosion inhibitor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The preparation method of quaternary ammonium salt ionic liquid 3-morpholinepropanesulfonic acid dimethylbenzyl-1,1'-bi-p-tolylammonium [DMBAB][MOPS] comprises the following steps:

[0033] (1) Add 5.02 g (20 mmol) of biphenyl dichlorobenzyl, 200 mL of solvent toluene, 7.82 g (48 mmol) of N,N-dimethylbenzylamine to a three-necked flask, and react at 100 °C for 16 under nitrogen protection. h. The solvent was distilled off under reduced pressure at 70°C, and washed three times with ethyl acetate to obtain a white solid product [DMBAB][Cl] (yield 95%);

[0034] (2) Take 5.21 g (10 mmol) of the product [DMBAB][Cl] in step (1) into a round-bottomed flask, add 100 mL of ethanol as a solvent, add 1.12 g (20 mmol) of KOH, and react at 25 °C for 6 h . The KCl was subsequently removed by vacuum filtration isolation, and this step was repeated three times to ensure the purity of the final product;

[0035] (3) 4.18 g (20 mmol) of 3-morpholinopropanesulfonic acid was added to t...

Embodiment 2

[0039] The preparation method of quaternary ammonium salt ionic liquid L-phenylalanine dimethylbenzyl-1,1'-bi-p-tolylammonium [DMBAB][Phe] comprises the following steps:

[0040] (1) step (1) with embodiment 1;

[0041] (2) step (2) with embodiment 1;

[0042] (3) Add 3.30 g (20 mmol) L-phenylalanine to the solution obtained in step (2), react at 50 °C for 12 h, and concentrate by rotary evaporation to obtain a viscous liquid. The product was dried in a vacuum oven at 60 °C for 24 h. The obtained light yellow viscous liquid is the [DMBAB][Phe] ionic liquid (yield: 94.5%); its spectral information is as follows:

[0043] 1 H NMR (400 MHz, Methanol- d 4 ) δ: 7.87 (d, J = 8.1 Hz, 4H), 7.71 (d, J = 8.0 Hz, 4H), 7.58 (q, J = 5.7, 4.9 Hz, 10H), 7.30~7.22 (m, 10H), 4.64 (dd, J = 10.0, 6.8 Hz, 8H), 3.56 (dd, J = 8.4, 4.5 Hz, 2H), 3.18 (dd, J = 13.9, 4.6 Hz, 2H), 2.97 (s, J = 4.2 Hz, 12H), 2.84 (dd, J = 13.8, 8.5 Hz, 2H). The structural formula is as follows:

[0...

Embodiment 3

[0046] The preparation method of quaternary ammonium salt ionic liquid L-tryptophan dimethylbenzyl-1,1'-bi-p-tolylammonium [DMBAB][Trp] comprises the following steps:

[0047] (1) step (1) with embodiment 1;

[0048] (2) step (2) with embodiment 1;

[0049] (3) 4.10 g (20 mmol) of L-tryptophan was added to the solution obtained in step (2), reacted at 50 °C for 12 h, and concentrated by rotary evaporation to obtain a viscous liquid. The product was further dried in a vacuum oven at 60 °C for 24 h. The obtained dark brown solid is [DMBAB][Trp] ionic liquid (yield: 91.40%); its spectral information is as follows:

[0050] 1 H NMR (300 MHz, DMSO- d 6 ) δ: 7.87 (d, J = 8.0 Hz, 4H), 7.73 (d, J =8.1 Hz, 4H), 7.66~7.60 (m, 4H), 7.53 (q, J = 6.1 Hz, 8H), 7.33 (d, J = 8.0Hz, 2H), 7.19 – 7.15 (m, 2H), 7.05~6.98 (m, 2H), 6.92 (t, J = 7.4 Hz, 2H), 4.72 (d, J = 10.0 Hz, 8H), 3.45 (d, J = 7.0 Hz, 2H), 2.90 (s, 12H). The structural formula is as follows:

[0051] .

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Abstract

The invention discloses three quaternary ammonium salt ionic liquids, and the molecular structural formulas of the quaternary ammonium salt ionic liquids are shown in the specification. The invention also provides a preparation method of the quaternary ammonium salt ionic liquids ([DMBAB] [MOPS], [DMBAB] [Phe] and [DMBAB] [Trp]) and application of the quaternary ammonium salt ionic liquids in the aspect of magnesium alloy corrosion inhibition. The invention aims to solve the problems of corrosion of magnesium metal and alloy thereof and the like, the maximum anti-corrosion efficiency of the compound is about 88.8%, an AZ91D Mg alloy sample is soaked in a solution prepared from different corrosion inhibitors and 0.5 wt.% NaCl for 10 hours, a compact film layer can be formed on the surface of the magnesium alloy, so that a good corrosion inhibition effect is achieved, and the corrosion resistance of the AZ91D Mg alloy sample is greatly improved. The ionic liquid provided by the invention has the advantages of low raw material price, simple synthesis method, mild reaction conditions, no need of complex post-treatment and the like.

Description

technical field [0001] The invention belongs to the technical field of ionic liquids, and in particular relates to a class of quaternary ammonium salt ionic liquids, a preparation method and their application as a metal corrosion inhibitor, especially a magnesium alloy corrosion inhibitor. Background technique [0002] Magnesium alloys have ideal physical properties and have the advantages of low density, good specific performance, good shock absorption, good electrical and thermal conductivity, and good process performance. These properties make magnesium alloys have broad application prospects in aerospace, transportation, electronics industry, and medical fields. However, magnesium alloys have low standard potential, high chemical activity, poor corrosion resistance, and severe corrosion even in industrial atmospheres and marine atmospheric environments, which greatly limits their applications. Therefore, how to solve the corrosion problem of magnesium alloys has become ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/088C07C211/63C07C229/36C07D209/20C07C209/68C07C227/18C23F11/14C23F11/16
CPCC07D295/088C07C211/63C07C229/36C07D209/20C07C209/68C07C227/18C23F11/163C23F11/149C23F11/145C23F11/144C23F11/141Y02P20/54
Inventor 郭续更张敬来任铁钢王丽郜帅
Owner HENAN UNIVERSITY
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