Gemini ionic liquid with fluorous biphasic property, and catalyst prepared by utilizing ionic liquid and application thereof
A technology of ionic liquids and properties, which is applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, organic chemistry, etc. It can solve problems such as expensive, different organic solvent ratios, and complicated operations. Achieve the effect of reducing cost, good solubility, and not easy to lose
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[0020] A kind of gemini ionic liquid with fluorine two-phase property and preparation method comprises the following steps:
[0021] Step 1. In the mixed solution of acid-binding agent, solvent and PEG, thionyl chloride is added dropwise under ice-bath conditions, and the reaction is carried out at normal temperature;
[0022] Step 2, filtering to remove the solid in the product of step 1;
[0023] Step 3, washing the liquid filtered in step 2 with ether;
[0024] Step 4, using toluene as a solvent, add N-alkyl imidazole to the product of the previous step, and stir;
[0025] Step 5, add X to the product in step 4, and stir;
[0026] Step 6, washing the product in step 5 with ether, toluene or petroleum ether, and separating the liquid to obtain a geminiionic liquid with fluorine biphasic properties.
[0027] The acid-binding agent described in step 1 is pyridine; the solvent is methylene chloride and toluene; thionyl chloride is added to the mixed liquid in an amount 2-3.5...
Embodiment 1
[0035] Take 0.06mol (60g) of polyethylene glycol 1000, put 70mL of toluene in a 500mL round-bottom flask, and remove water by azeotroping. After removing water, add 280mL of dichloromethane and 0.12mol of pyridine. Thionyl chloride 0.12mol, stirred in ice bath for 3h, filtered with suction, discarded solid, added 10g of methylimidazole to the clear liquid, stirred at 60°C for 6h, then added 0.12mol of tetrafluoroboric acid, stirred at 60°C for 5h , liquid separation, the ionic liquid phase was extracted three times with petroleum ether, and the organic solvent was removed to obtain a viscous ionic liquid PEG 1000 -BF 4 , yield 90.6%.
[0036] Its molecular formula: (CH 3 N 2 C 3 h 3 ) 2 2+ (CH 2 CH 2 O) q CH 2 CH 2 .2BF 4 - ;
[0037] general formula:
[0038]
[0039] The chemical characteristic of this product is carried out nuclear magnetic test, obtains following data: 1 H NMR (500MHz, CDCl 3 , TMS) δ3.61~3.77 (m, 86.9H, (OCH 2 CH 2 ) n ), 3.77 (4H,...
Embodiment 2
[0041] Polyethylene glycol 800 gets 0.06mol (48g), all the other make ionic liquid PEG according to embodiment 1 800 -BF 4 , yield 90.1%.
[0042] Its molecular formula: (CH 3 N 2 C 3 h 3 ) 2 2+ (CH 2 CH 2 O) q CH 2 CH 2 .2BF 4 - ;
[0043] general formula:
[0044]
[0045] The chemical characteristic of this product is carried out nuclear magnetic test, obtains following data: 1 H NMR (500MHz, CDCl 3 , TMS) δ3.61~3.74 (m, 64.9H, (OCH 2 CH 2 ) n ), 3.72 (4H, CH 2 ×2), 4.03(s, 6H, NCH 3 ×2), 4.51(t, J=4Hz, 4H, CH 2 ×2), 7.23(s, 4H, CH×4), 7.59(s, 2H, CH×2); 13 C NMR (500MHz, CDCl 3 , TMS): δ36.2, 39.6, 49.3, 68.8, 70.2, 70.3, 123.3, 137.5, 137.6.
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