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
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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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