Benzotriazole functionalized quaternary ammonium salt ionic liquid, preparation method and application thereof
A technology of benzotriazole and quaternary ammonium salt ions, applied in the field of lubrication, can solve problems such as poor lubrication performance, substrate corrosion, limited application, etc., and achieve the effects of good solubility, reduced corrosion, and high bearing capacity
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[0031] The present invention provides the preparation method of the benzotriazole functionalized quaternary ammonium salt ionic liquid described in the technical scheme, comprising the following steps:
[0032] Mix chloromethyl benzotriazole, N,N-dimethylalkylamine and organic solvent for quaternization reaction to obtain benzotriazole functionalized N,N-dimethyl bromide ammonium base;
[0033] The benzotriazole-functionalized N,N-dimethyl alkyl ammonium bromide, sodium triazole, water and an organic solvent are mixed to perform an ion exchange reaction to obtain a benzotriazole-functionalized quaternary Ammonium salt ionic liquid;
[0034] Wherein, the N,N-dimethylalkylamine has the structure shown in formula II:
[0035]
[0036] In formula II, R is C 1 ~C 18 of alkyl.
[0037] The present invention mixes chloromethylbenzotriazole, N,N-dimethylalkylamine and an organic solvent to perform quaternization reaction to obtain benzotriazole-functionalized N,N-dimethylbromi...
Embodiment 1
[0048] The structural formula of the ionic liquid BTA-12-3 is as follows:
[0049]
[0050] The preparation method of described ionic liquid BTA-12-3 comprises the following steps:
[0051] Weigh 0.3mol of chloromethylbenzotriazole and 0.36mol of N,N-dimethyldodecylamine into a round-bottomed flask, mix well, add 150mL of acetonitrile, and react at 80°C for 24h; , the solvent was distilled off under reduced pressure, and the residue was washed with anhydrous petroleum ether to remove residual N,N-dimethyldodecylamine to obtain compound BTA-12.
[0052] The compound BTA-12 was mixed with 30mL of 1mol / L sodium triazole aqueous solution and 30mL of dichloromethane, then stirred and reacted at room temperature for 12h; The sodium was dried for 12 hours, filtered, and the solvent was distilled off under reduced pressure to obtain the target product ionic liquid BTA-12-3; the ionic liquid BTA-12-3 was a light yellow liquid with a yield of about 85%, and the characterization data...
Embodiment 2
[0055] The structural formula of the ionic liquid BTA-16-3 is as follows:
[0056]
[0057] The preparation method of the ionic liquid BTA-16-3 refers to the method of Example 1, the difference is only that N,N-dimethyldodecylamine is replaced by N,N-dimethylhexadecylamine; the final goal The product ionic liquid BTA-16-3 is a white solid with a yield of about 85%. The characterization data are as follows:
[0058] 1 H NMR (400MHz, CDCl 3 )δ: 8.75(d, J=4.0Hz, 1H), 8.12(s, 2H), 7.05(d, J=4.0Hz, 1H), 7.64(t, J=8.0Hz, 1H), 7.44(t, J=8.0Hz,1H),7.21(s,2H),3.56(t,J=4.0Hz,2H),3.48(s,6H),1.87(s,2H),1.32–1.23(m,26H), 0.87(t,J=8.0Hz,3H). 13 C NMR (100MHz, CDCl 3 )δ:145.47,134.95,130.67,125.76,120.21,111.69,70.15,63.41,49.03,45.65,32.05,29.81,29.79,29.75,29.68,29.53,29.49,29.43,29.22,26.36,22.82,22.76,14.25.阴离子 [C 2 h 2 N 3 ] - Partial mass spectrometry calculated value: 68.0254, found value: 68.0248, cation [C 25 h 45 N 4 ] + Partial mass spectrum calculated: 401.3639, f...
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