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Preparation method for ionic liquid and secondary battery

An ionic liquid and proton technology, which is applied in the field of one-step synthesis of quaternary ammonium or quaternary phosphonium compounds, can solve the problems of product and catalyst separation, carcinogenicity, and high toxicity, and achieve the effects of wide selection of raw materials, mild reaction conditions, and simple operation

Active Publication Date: 2016-08-03
MICROVAST POWER SYST CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] Tertiary amines react easily with dimethyl sulfate, and the yield is high, but the disadvantage of using dimethyl sulfate is that it is highly toxic and carcinogenic
The biggest disadvantage of the above-mentioned process route is that it can only prepare certain kinds of quaternary ammonium salts. For example, according to the method of quaternization reaction of halogenated alkanes, it can only prepare anion that is Cl - 、Br - , I - The quaternary ammonium salt; according to the method of the quaternization reaction of dimethyl sulfate, only the anion that can be prepared is CH 3 SO 4 - quaternary ammonium salt
In the technical scheme of patent CN200510061094.4, catalysts selected from metal compounds, non-metal compounds, their mixtures or ionic liquids need to be used, so after the reaction is completed, there must be a problem of separating the product from the catalyst, and it is difficult to ensure the high purity of the product ; while the technical solution disclosed in patent CN200710008626.7 does not use a catalyst, does not involve subsequent cumbersome separation process, the operation process is relatively simple, the product purity is greatly improved, and it is more suitable for some application fields that require higher product purity

Method used

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  • Preparation method for ionic liquid and secondary battery
  • Preparation method for ionic liquid and secondary battery
  • Preparation method for ionic liquid and secondary battery

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0116] Triethylamine (606 g) was placed in a pressure vessel together with 1000 mL of dimethyl carbonate and protected with nitrogen. Feed concentrated sulfuric acid (300g, 98%) under cooling measures. After adding sulfuric acid, raise the temperature to 200°C. During the reaction, the pressure will rise. If the reaction pressure exceeds 3.0Mpa, vent the gas through the valve to keep the pressure in the kettle from rising. . Reaction time 0.2 hours. After the reaction was completed and lowered to room temperature, the low boilers were removed under reduced pressure and the product was washed to obtain N-methyl-N-triethylammonium sulfate (950 g).

Embodiment 2

[0118] N-n-Propylpyrrolidine (500 g) was placed in a pressure vessel along with 1000 mL of dimethyl carbonate. Under nitrogen protection, bis(trifluoromethylsulfonyl)imide (1234 g) was added slowly, keeping the temperature not exceeding 60°C during the process. After the addition, react at 150°C and about 1.6MPa for 20 hours. During the reaction, release part of the gas through the release valve to avoid excessive pressure. After completion of the reaction, low boilers were removed under reduced pressure and the product was washed to obtain N-methyl-N-propylpyrrolidinium bis(trifluoromethylsulfonyl)imide salt (1675 g).

Embodiment 3

[0120] Put N-n-propylpyrrolidine (500g) together with 500g dimethyl carbonate and 500mL methanol into a pressure vessel, heat up to 120°C, then add bis(trifluoromethylsulfonyl)imide (1236g ), and the temperature in the reaction vessel is maintained at 120 to 130°C during this process. The continuous feeding time is 12 hours. After the bis(trifluoromethylsulfonyl)imide material is conveyed according to the set amount, the temperature is raised to 150° C. and the reaction is continued for 2 hours. During the reaction process, if the reaction pressure exceeds 2.6Mpa, the pressure in the kettle is kept from rising through the valve release. After the reaction was completed and lowered to room temperature, the low boilers were removed under reduced pressure and the product was washed to obtain N-methyl-N-propylpyrrolidinium bis(trifluoromethylsulfonyl)imide salt (1704 g).

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Abstract

The invention relates to a preparation method for ionic liquid, especially to a one-step method for synthesis of a quaternary ammonium or quaternary phosphonium compound. According to the method, a nitrogen compound or phosphorus-containing compound, a proton compound and carbonic ester are added into a reactor together for a one-step reaction so as to synthesize corresponding quaternary ammonium or quaternary phosphonium ionic liquid, wherein the reaction is a one-pot reaction involving three reactants. The invention also provides a lithium ion secondary battery of the ionic liquid prepared by using the preparation method. The preparation method for the ionic liquid can broaden the selection scope of preparation raw materials for the ionic liquid, so the varieties of synthesized ionic liquid are enriched; and the preparation method utilizes nontoxic and harmless raw materials, has mild reaction conditions, low requirements on production equipment and low production cost, and meets demands of green industry and large-scale industrial production.

Description

technical field [0001] The invention relates to a preparation method of an ionic liquid, in particular to a method for synthesizing a quaternary ammonium or quaternary phosphonium compound in one step. Background technique [0002] Ionic liquid (ionic liquid) is a liquid substance composed entirely of ions, which is liquid at room temperature or low temperature (-97 ° C ~ 100 ° C), so it is also called room / low temperature molten salt (room / low temperature molten salt), or liquid organic salt ( liquid organic salt). There are many kinds of ionic liquids. According to different organic cations, ionic liquids can be divided into quaternary ammonium salts, quaternary phosphonium salts, nitrogen-containing heterocyclic onium salts, etc., nitrogen-containing heterocyclic ionic liquids include imidazolium salts, Pyridinium salts, piperidine salts, pyrrolidinium salts, etc. There are a wide variety of anions that make up ionic liquids, and inorganic anions include F - , Cl - 、B...

Claims

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Application Information

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IPC IPC(8): H01M10/0525H01M10/0566H01M10/0567H01M10/0569
CPCH01M10/0525H01M10/0566H01M10/0567H01M10/0569H01M2300/0025H01M2300/0028Y02E60/10
Inventor 郑卓群申大卫邱建聂云华赵晓珍李丹祎
Owner MICROVAST POWER SYST CO LTD
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