Imidazolium ionic liquid, application thereof and preparation method of 2, 5-azodicarboxylic acid diethyl ester-3, 4-ethylenedioxythiophene
A technology of diethyl dicarboxylate and dioxyethylene thiophene, which is applied in the field of preparation of imidazole ionic liquids, 2,5-diethyl dicarboxylate-3,4-dioxyethylene thiophene, can solve the problem of Problems such as high cost, unfavorable scale-up production, and difficulty in solvent recovery
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[0021] Example 1
[0022] Add 117g of 1-ethylimidazole tributyl phosphate and 39g of diethyl 2,5-dicarboxylate-3,4-dihydroxythiophene (raw material A in the reaction formula) to a 1L four-necked flask with a stirrer and a thermometer. ), turn on the stirring and wait until the powder is dissolved, slowly add 24.8g of anhydrous potassium carbonate, raise the temperature to 80°C, add 12.5g of half of the dichloroethane dropwise, and then raise the temperature to 110°C, drop the remaining half of the dichloroethane 12.5 g. After completion, the temperature was raised to 125°C and reacted for 12 hours, the reaction was stopped and the temperature was lowered to room temperature. The reaction solution was filtered, and 103.5 g of the filtrate was retained. The wet weight of the filter cake was 43g, and the product was eluted and filtered by adding 100g of water to obtain 39g (wet weight), dried at 90°C to constant weight to obtain about 34.4g of product B in the reaction formula. The...
Example Embodiment
[0024] Example 2
[0025] Add 110g 1-ethyl-3-methylimidazole tetrafluoroborate and 35g diethyl 2,5-dicarboxylate-3,4-dihydroxythiophene ( Raw material A) in the reaction formula, turn on the stirring and wait for the powder to dissolve slowly and add 24.8g of anhydrous potassium carbonate. The temperature is raised to 80°C, and 12.5g of half dichloroethane is added dropwise. After dropping, the temperature is raised to 110°C, and the rest is added dropwise. Half of the dichloroethane was 12.5g. After the completion, the temperature was raised to 125°C and reacted for 12 hours, and the reaction was stopped and the stirring was reduced to room temperature. The reaction solution was filtered, and 93.5 g of the filtrate was retained. The wet weight of the filter cake is 43g, and 100g of water is added to eluate and filter to obtain 36.5g (wet weight) of the product, which is baked at 90°C to constant weight to obtain about 29.4g of product B in the reaction formula. The yield of thi...
Example Embodiment
[0026] Example 3
[0027] Add 120g of 1-butyl-3-methylimidazole hexafluorophosphate and 39g of diethyl 2,5-dicarboxylate-3,4-dihydroxythiophene (reaction The raw material A) in the formula, turn on the stirring and wait for the powder to dissolve and slowly add 24.8g of anhydrous potassium carbonate, raise the temperature to 80°C, add 12.5g of dichloroethane in half, and then raise the temperature to 110°C and add the remaining half. 12.5g of dichloroethane, after the completion, the temperature was raised to 125°C and reacted for 12h, the reaction was stopped and the stirring was reduced to room temperature. The reaction solution was filtered, and 109.2 g of the filtrate was retained. The wet weight of the filter cake is 46g, and the product is eluted and filtered by adding 100g of water to obtain 37g (wet weight), dried at 90°C to constant weight to obtain about 31.8g of product B in the reaction formula. The yield of this step is 74.1%, mp: 143~149 ℃.
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