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Morpholine ionic liquid, and preparation method and application thereof

A technology of ionic liquids and morpholines, which is applied in the preparation of sulfonamides, organic chemistry, hybrid capacitor electrolytes, etc., can solve the problems of narrowing electrochemical window, rising melting point, and decreasing stability of ionic liquids, and achieves decomposition voltage High, good thermal stability, high conductivity

Active Publication Date: 2014-06-04
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the ionic liquid prepared by the two-step method will inevitably introduce halogen elements, and these halogen impurity ions will lead to the disadvantages of reduced stability of the ionic liquid, increased melting point and narrowed electrochemical window.

Method used

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  • Morpholine ionic liquid, and preparation method and application thereof
  • Morpholine ionic liquid, and preparation method and application thereof
  • Morpholine ionic liquid, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0038] A preparation method of the above-mentioned morpholine ionic liquid, the preparation process is as follows:

[0039]

[0040] Where MY is N-methyl-bis(trifluoromethanesulfonyl)amine or N-methyl-bis(fluorosulfonyl)amine; R is an alkyl group with 2 to 6 carbon atoms, Y - for (CF 3 SO 2 ) 2 N - or (FSO 2 ) 2 N - .

[0041] Specifically include the following steps:

[0042] Step S1: under the protection of an inert atmosphere, the alkylmorpholine derivative and the methylation reagent MY are added to the organic solvent in a molar ratio of 1:1 to 1.2:1, the mass of the organic solvent and the alkylmorpholine derivative The ratio is 0.8:1~1.4:1, and the reaction is stirred for 3 hours~15 hours at a temperature of 60°C~80°C.

[0043] Wherein, the alkylmorpholine derivatives are ethylmorpholine, propylmorpholine, butylmorpholine, pentylmorpholine or hexylmorpholine.

[0044] Wherein, the methylating agent MY is N-methyl-bis(trifluoromethanesulfonyl)amide or N-meth...

Embodiment 1

[0068] Add 101.4g chloroform, (126.7g, 1.1mol) ethyl morpholine, (295g, 1.0mol) N-methyl-bis(trifluoromethanesulfonyl)amine respectively in a 500mL flask, and raise the temperature under a nitrogen atmosphere to 70°C and stirred for 10 hours. Stand to cool, carry out vacuum distillation at a temperature of 150°C and a pressure of 3.0Pa to remove excess reactants, collect the colorless liquid and wash it three times with 50ml of ethyl acetate, then at a temperature of 80°C, vacuum Vacuum drying was carried out under the condition of 0.01MPa to obtain colorless liquid N-ethyl-N-methylmorpholine bis(trifluoromethanesulfonyl)imide salt with a yield of 93%.

[0069] Its hydrogen spectrum data are as follows:

[0070] 1 H NMR (CDCl 3 ,400MHz,ppm):3.84(m,2H),3.73(m,2H),3.62(m,2H),3.38(m,2H),3.32(s,3H),3.29(m,2H),1.26( t,3H).

[0071] Under the protection of an inert atmosphere, take out 10g of N-ethyl-N-methylmorpholine bis(trifluoromethanesulfonyl)imide salt, then add 30g of ac...

Embodiment 2

[0073] Add 129g of dichloromethane, (129.2g, 1.0mol) propyl morpholine, (195g, 1.0mol) N-methyl-bis(fluorosulfonyl)amine respectively in a 500mL flask, and heat up to 60°C, stirred for 3 hours. Stand to cool, carry out vacuum distillation at a temperature of 120°C and a pressure of 0.1Pa to remove excess reactants, collect the colorless liquid and wash it three times with 50ml of methyl tert-butyl ether, and then wash it at a temperature of 70°C , vacuum-dried at a vacuum of 0.01 MPa to obtain a colorless liquid N-propyl-N-methylmorpholine bis(fluorosulfonyl)imide salt with a yield of 91%.

[0074] Its hydrogen spectrum data are as follows:

[0075] 1 H NMR (CDCl 3 ,400MHz,ppm):3.83(m,2H),3.74(m,2H),3.62(m,2H),3.37(m,2H),3.32(s,3H),3.27(m,2H),1.78( m,2H),0.96(t,3H).

[0076] in N 2 (or Ar 2 ) under the protection of atmosphere, take out 10g of N-propyl-N-methylmorpholine bis(fluorosulfonyl)imide salt, then add 50g of propylene carbonate to it, and stir and mix it evenly...

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Abstract

The invention relates to a morpholine ionic liquid. The chemical structural formula of the ionic liquid is shown as the specification, wherein R is alkyl of C2-C6; Y<-> is (CF3SO2)2N<-> or (FSO2)2N<->. The morpholine ionic liquid is completely formed by ions at room temperature or under a situation close to the room temperature, has the advantages of high electrical conductivity, low melting point, wide electrochemical window, no volatilization or inflammability, good thermal stability and no halogen impurities or toxicity, and can be applied to the field of preparation of supercapacitors or lithium ionic batteries with high specific capacity. Furthermore, the invention also relates to a preparation method and application of the morpholine ionic liquid.

Description

【Technical field】 [0001] The invention relates to the field of capacitor electrolyte, in particular to a morpholine ionic liquid and a preparation method thereof, and also relates to an electrolyte using the morpholine ionic liquid, a preparation method thereof, and a supercapacitor. 【Background technique】 [0002] Supercapacitor is a new type of energy device between rechargeable batteries and capacitors. It has the advantages of small size, large capacity, fast charging speed, long cycle life, high discharge efficiency, wide operating temperature range, good reliability, pollution-free and maintenance-free It is a new type, efficient and practical energy storage device, so it is widely used in military fields, mobile communication devices, computers, and hybrid power sources for electric vehicles. The energy stored in a supercapacitor is proportional to the square of the applied voltage, therefore, increasing the applied voltage can greatly increase the specific energy of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/037C07C311/48C07C303/40H01G11/62
CPCC07D295/037H01G11/62Y02E60/13
Inventor 周明杰刘大喜袁新生王要兵
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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