CN101983960A - Method for preparing sulfimide compound - Google Patents

Method for preparing sulfimide compound Download PDF

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CN101983960A
CN101983960A CN 200910057888 CN200910057888A CN101983960A CN 101983960 A CN101983960 A CN 101983960A CN 200910057888 CN200910057888 CN 200910057888 CN 200910057888 A CN200910057888 A CN 200910057888A CN 101983960 A CN101983960 A CN 101983960A
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reaction
solvent
obtains
formula
sulfimide salt
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刘慧敏
张巍
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SHANGHAI SINOFLUORO SCIENTIFIC CO Ltd
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SHANGHAI SINOFLUORO SCIENTIFIC CO Ltd
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Abstract

The invention provides a method for preparing a sulfimide compound as shown in the formula (1): MN(SO2CF3) (SO2CF3), wherein M represents H and IA group alkali metals. The sulfimide compound utilizes bromotrifluoromethane easily obtained in industrial production as a raw material, and is prepared by the steps of sulfinatodehalogenation, bromination and ammoniation. The method can be used for organic synthesis, has high purity and yield as well as low cost, and can solve the problem that the sulfimide compound is difficult to realize large-scale application in industrial production due to high cost.

Description

A kind of method for preparing the sulfimide salt compound
Technical field
The present invention relates to a kind of formula (I) MN (SO 2CF 3) (SO 2CF 3) preparation method of sulfimide salt compound of representative.
Background technology
The sulfimide salt compound can be used as lithium battery electrolytes, and uses the sulfimide salt compound to have high energy density, high stability and electroconductibility as the lithium battery electrolytes of solute.Therefore, sulfimide salt is considered to a kind of solute of good lithium battery electrolytes.Simultaneously, the sulfimide salt compound also can be used as lewis acid catalyst and ionic conduction agent.Wherein, in these sulfimide salt compounds, two-fluoroform sulfimide salt lithium (CF 3SO 2) 2NLi is to use the most a kind ofly.
But at present preparation formula (I) MN (SO 2CF 3) (SO 2CF 3) on the method for sulfimide salt compound of representative, also exist the low and cost height of productive rate, be unsuitable for mass-produced problem.
Such as, in Japanese patent application No. JP 2000-086617, a kind of formula (I) (CF is disclosed 3SO 2) 2The method of the sulfimide salt compound shown in the NM is synthetic.This method under subzero 60 degree, the mixture reaction of trifluoromethanesulfchloride chloride and anhydrous ammonia and organic amine, and reaction product further with the oxyhydroxide of for example alkali metal containing and alkaline-earth metal or carbonate reaction to prepare the method for imide salts, productive rate 60%.In this synthetic method, reaction needed very low temperature refrigerating unit, and reaction yield is lower, so this method is unsuitable for mass production.
And for example, in Application No. US 5874616, disclose a kind of with fluoroform sulphonamide CF 3SO 2NH 2With its acyl fluorides Compound C F 3SO 2F is at non-nucleophilicity alkali such as Et 3There is reacting by heating down in N, and reaction product further with the carbonate reaction of alkali metal containing and alkaline-earth metal to prepare the method for imide salts.In the method, because the raw material fluoroform sulphonamide that the first step is used costs an arm and a leg, the fluoroform sulfonic acid fluoride is a highly corrosive gas simultaneously, needs the autoclave of special substance and operation easier very big, so this method is unsuitable for mass production.
As mentioned above, need specific installation and used expensive raw material on technology of preparing at present, the cost height is difficult to large-scale production on industrial production.
Summary of the invention
The objective of the invention is to address these problems, and come preparation formula (I) MN (SO with low-cost and more effective mode 2CF 3) (SO 2CF 3) representative the sulfimide salt compound.
A kind of preparation formula of the present invention (I) MN (SO 2CF 3) (SO 2CF 3) method of sulfimide salt compound of representative, wherein M represents IA family basic metal in the H and the periodic table of elements, the steps include: trifluoromethyl sulfuryl bromide CF 3SO 2Br joins to react in the ammoniacal liquor and obtains trifluoromethane sulphonamide CF 3SO 2NH 2, with trifluoromethane sulphonamide CF 3SO 2NH 2Be dissolved in the alkylamine solution; Continue to add CF 3SO 2Br, removal of solvent under reduced pressure after reaction is finished is dissolved in residuum in the methylene dichloride, and the washing back is collected organic phase and is obtained two-(fluoroform sulphonyl) imines; The compound of two-(fluoroform sulphonyl) imines and formula (II) M-EWG representative is reacted in solvent at interior reagent, and M represents IA family basic metal in the H and the periodic table of elements in the described formula (II), and EWG represents OH -Or CO 3 -In any; Mixed solvent recrystallization with normal hexane and ethers obtains the sulfimide salt compound.
In the present invention, bromotrifluoromethane is Industrial products, cheaply is easy to get; Bromotrifluoromethane can obtain the fluoroform sulfuryl bromide through sulfinatodehalogenation, and fluoroform sulfuryl bromide boiling point is than corresponding sulfonic acid fluoride (deriving from electrolysis) or SULPHURYL CHLORIDE (also being difficult to obtain) boiling point height, easy handling; Fluoroform sulfimide salt (CF 3SO 2) 2The purifying of NM adopts ether solvent, and is simple and convenient.
Thereby the present invention has effectively solved preparation formula (I) MN (SO 2CF 3) (SO 2CF 3) the sulfimide salt compound method cost height of representative, on industrial production, be difficult to large-scale problem of producing.Adopt the technical program, raw material cheaply is easy to get, and is easy and safe to operate, improved purity and productive rate, low-cost low, utilizes industrial production.
Embodiment
For technique means, creation characteristic that the present invention is realized, reach purpose and effect is easy to understand, below in conjunction with embodiment, further set forth the present invention.
The present invention includes a kind of preparation formula (I) MN (SO 2CF 3) (SO 2CF 3) method of sulfimide salt compound of representative, wherein M represents IA family basic metal in the H and the periodic table of elements, the steps include: that (1) is with trifluoromethyl sulfuryl bromide CF 3SO 2Br joins to react in the ammoniacal liquor and obtains trifluoromethane sulphonamide CF 3SO 2NH 2, with trifluoromethane sulphonamide CF 3SO 2NH 2Be dissolved in the alkylamine solution; (2) continue to add CF 3SO 2Br, removal of solvent under reduced pressure after reaction is finished is dissolved in residuum in the methylene dichloride, and the washing back is collected organic phase and is obtained two-(fluoroform sulphonyl) imines; (3) compound with two-(fluoroform sulphonyl) imines and formula (II) M-EWG representative reacts in solvent at interior reagent, and M represents IA family basic metal in the H and the periodic table of elements in the described formula (II), and EWG represents OH -Or CO 3 -In any; (4) the mixed solvent recrystallization with normal hexane and ethers obtains the sulfimide salt compound.
In the present invention, Li, Na, K, Cs, Fr are IA family alkali metal in the periodic table of elements.In these metals, select and use any among Li, Na, K and the Cs especially.Therefore, under the situation of using these metals, all oxyhydroxide or carbonate are LiOH, NaOH, KOH, CsOH, Li 2CO 3, Na 2CO 3, K 2CO 3, Cs 2CO 3In any.
In the periodic table of elements in the IA family basic metal, preferred Li, Na and karat gold belong to element, because they are relatively cheap and be adapted to prepare the sulfimide salt compound with low-cost and more effective mode.In above-mentioned Li, Na, K and Cs, Li is having outstanding performance aspect the above-mentioned characteristic.
Among the present invention, the sulfimide salt compound can prepare with ammonia or with the mixture of organic amine.Under the situation of using organic amine, preferentially select the mixture of diethylamine, Tributylamine, triethylamine, tertiary amine or heterocyclic amine and ammonia.
Preparation sulfimide salt compound ((I) (CF in the prior art 3SO 2) 2Shown in the NM) route as follows:
Figure B2009100578881D0000051
With the 1mol ammonia, 2mol trifluoromethyl sulfonic acid fluoride is incorporated in the reactor, and mixture reacts in the organic amine solvent.Then the M-EWG of 1mol is incorporated into and continues reaction in the reactor, concentrated filtrate then, filtration drying.But thereby preparation formula (I) (CF 3SO 2) 2The sulfimide salt compound of NM representative.
These reactions can carried out between-30 ℃～200 ℃ approximately.When temperature was lower than this scope, speed of reaction was very low.And when temperature surpasses above scope, the decomposition that can produce compound, solvent and product.Reacting preferred temperature range is 0 ℃～100 ℃.
Reaction adopts organic amine as solvent.For example can adopt: methylamine, diethylamine, dimethylamine, thyl methyl amine, dipropyl amine, triethylamine, pyrroles.React more preferably diethylamine, Tributylamine, triethylamine, tertiary amine or heterocyclic amine.
In order to prepare corresponding salt, M-EWG can use oxyhydroxide and the carbonate LiOH of Li, Na, K, Cs and Fr, NaOH, KOH, CsOH, Li 2CO 3, Na 2CO 3, K 2CO 3, Cs 2CO 3In any.
Can describe in more detail and understand the present invention by embodiment, but the present invention not only is confined among the embodiment:
Embodiment 1
Figure B2009100578881D0000053
CF 3SO 2NH 2Synthetic:
After getting the liquefied ammonia of 1000mL, drip 250mL CF with constant pressure funnel 3SO 2Br has yellow substance to generate, and 1h dropwises, and stopped reaction behind the 3h gets faint yellow solid, at room temperature allows excess of ammonia vapor away naturally then.The sulphuric acid soln of preparation 50%, the pH=2 of regulation system.Add 500mL purified acetonitrile then, vibration dissolving back suction filtration, and with 150mL acetonitrile washed twice, the filtrate standing demix is told upper strata acetonitrile phase.Decompression steams acetonitrile, must slightly yellowy waxy solid.
CF 3SO 2NH 2Refining:
With the CF that makes 3SO 2NH 2With purified toluene recrystallization, adopt reflux, when just dissolving fully when being heated to boiling till, separate out crystal after the cooling, suction filtration obtains product, dry back is preserved standby.Obtain product 315 grams, productive rate 90%.
(CF 3SO 2N) 2H's is synthetic and refining:
Get liquefied ammonia and the 500mL CF of 100mL 3SO 2Br adds 12 gram CF 3SO 2NH 2, the 200mL diethylamine, 60-80 ℃ was reacted 6 hours in autoclave, must slightly yellowy oily liquids be fluoroform sulfimide salt crude product (CF 3SO 2N) 2H.The rectification under vacuum crude product obtains product 635 grams, productive rate 85%.
Embodiment 2
(CF 3SO 2) 2NLi's is synthetic:
Figure B2009100578881D0000061
Get the refining CF that obtains 3SO 2NH 2(7.5g 50mmol) joins in the 500mL there-necked flask, adds 200mL Tributylamine amine solvent then, is heated to 35 ℃, CF 3SO 2NH 2All dissolvings.Measure the CF of 8mL with transfer pipet 3SO 2Br joins in the dropping funnel, slowly drips CF 3SO 2Br, temperature remains on 30 ℃, and 1h dropwises, and solution colour gradually becomes garnet by sorrel.Keep 70 ℃ of reaction 6h, decompression steams the solvent Tributylamine again, and residuum is dissolved in CH 2Cl 2In, wash with water 3 times, use anhydrous MgSO then 4The organic phase of dry lower floor concentrates with the water pump underpressure distillation behind the suction filtration, obtains garnet oily matter.At N 2The garnet oily matter that protection obtains with the 250mL dissolve with methanol down; the LiOH solution and the stirring that add 50mL 1.0M; solution colour shoals and has bubble to produce; after stirring 4h; solvent evaporated adds the 200mL dissolve with methanol then, filters out insolubles; evaporated under reduced pressure filtrate again, and under the oil pump decompression dry 10h.
Use hot sherwood oil to make the dissolution with solvents recrystallization, separate out crystal after the cooling, suction filtration obtains product.Product is dry under the oil pump decompression, uses the CH of 200mL heat again 2Cl 2The washing, and in vacuum drying oven suction filtration, vacuum-drying after 6 hours white solid be weighed as 11g, productive rate 77%.
Embodiment 3
Get the refining CF that obtains 3SO 2NH 2(7.5g 50mmol) joins in the 500mL there-necked flask, adds the 250mL triethylamine then, is heated to 50 ℃, CF 3SO 2NH 2All dissolvings.Measure the CF of 12mL 3SO 2Br joins in the dropping funnel, slowly drips CF 3SO 2Br, temperature remains on 50 ℃, dropwises in 60 minutes, and solution colour gradually becomes garnet by sorrel.Be warmed up to 70 ℃ then, for making CF 3SO 2NH 2Fully 1mL CF is added in reaction behind 4h 3SO 2Br reacts 4h again.Steam solvent then on Rotary Evaporators, bath temperature is 50 ℃, and the residual dark red oil is dissolved in 200mL CH with residuum 2Cl 2, wash with water 3 times, tell the CH of lower floor 2Cl 2, use anhydrous MgSO 4Drying concentrates with the water pump underpressure distillation behind the suction filtration, obtains garnet oily matter.At N 2Protection is used the 200mL dissolve with methanol down, adds the LiOHH of 5.0g again 2The O solid also stirs, and solution colour shoals and has bubble to produce, stir 1h after, filter insolubles, rotary evaporation falls the solvent in the filtrate, with 450mL dissolve with methanol residuum, evaporated under reduced pressure solvent again, residuum is dry 6h under the oil pump decompression.Dried product exhibited 400mL ether dissolution constantly drips normal hexane then, has red precipitate slowly to separate out, to solution colourless substantially and do not have the precipitation separate out till.Isolate upper phase and solvent evaporated, get white solid behind the vacuum-drying 6h and be weighed as 12 grams, productive rate 83.6%.Embodiment 4
Get the refining CF that obtains 3SO 2NH 2(7.5g 50mmol) joins in the 500mL there-necked flask, adds 200mL pyrroles, stirs and makes CF 3SO 2NH 2All dissolving adds 100mL acetone again.Measure the CF of 12mL 3SO 2Br joins in the constant pressure funnel, slowly drips CF 3SO 2Br, temperature remains on 35 ℃, and 60min dropwises, and slowly is warmed up to 50 ℃, and solution colour gradually becomes garnet by sorrel.Be warmed up to 70 ℃ then, behind the reaction 6h, directly add the LiOHH of 4.2g 2The O solid (is initially yellow) in reaction system, continue reaction 4h, and stopped reaction steams solvent and obtains orange red oily matter then.The residuum ether dissolution constantly drips normal hexane then, has red precipitate slowly to separate out, to solution colourless substantially and do not have the precipitation separate out till.Suction filtration obtains product, gets white solid behind the vacuum-drying 6h and is weighed as 12.8g, productive rate 89%.
Embodiment 5
Reaction formula is as follows:
Figure B2009100578881D0000091
Get the refining CF that obtains 3SO 2NH 2(60g 0.4mol) joins in the 1000mL there-necked flask, uses N 2Protection adds the 500mL acetonitrile, stirs and makes CF 3SO 2NH 2All dissolving adds 120mL triethylamine (80mmol) then, and be 36 ℃ of room temperatures this moment.Measure the CF of 60mL 3SO 2Br (0.45mol) joins in the constant pressure funnel, slowly drips CF 3SO 2Br dropwised in 60 minutes, and elevated temperature makes and maintain 70-75 ℃ gradually, and system has drop to reflux, solution colour by faint yellow become orange red, after deepen to be scarlet gradually.Reaction 8h gets the scarlet homogeneous system.Transfer to the residuum in the Erlenmeyer flask, under normal pressure, steam wherein solvent triethylamine, acetonitrile, use the 500mL acetone solution then, add 39g Ca (OH) 2(0.521mmol), at room temperature stir the solution muddiness that is creamy white.Suction filtration then, filter residue are with washing with acetone 3 times, and it is yellow that filtrate is, and filter residue is that the khaki color pressed powder (should be excessive Ca (OH) 2).Filtrate is transferred in the round-bottomed flask of 1000mL, adds 38g Li then 2CO 3(0.25mol) solid stirs 24h, suction filtration, and filtrate gets khaki color oily matter 450g after revolving steaming, uses CH then 2Cl 2Washing, suction filtration in vacuum drying oven gets white solid and is weighed as 98g, with CF behind the vacuum-drying 6h 3SO 2NH 2Calculate, generated (CF 3SO 2) 2NLi, productive rate are 85.4%.
Embodiment 6
(CF 3SO 2) 2NNH 3Bu 3Synthetic:
Get the refining CF that obtains 3SO 2NH 2(120g 0.8mol) joins in the 2L there-necked flask, adds the 500mL acetonitrile then, stirs to make CF 3SO 2NH 2All dissolvings add the 320mL Tributylamine, and this moment, temperature was 30 ℃.Measure the CF of 0.8mL 3SO 2Br (0.9mol) joins in the constant pressure funnel, slowly drips CF 3SO 2NH 2, temperature remains on 45 ℃, and 80min dropwises.Elevated temperature makes oil bath temperature maintain 70-75 ℃ gradually, and system has drop to reflux, and solution colour gradually becomes scarlet by redness.Reaction 8h gets the scarlet homogeneous system.Steam solvent under the normal pressure, use the water pump underpressure distillation then,, remain red oily liquids to steam solvent as far as possible.Use CH then 2Cl 2Dissolving, and with distilled water wash 3 times, the CH of lower floor 2Cl 2Use anhydrous Na mutually 2SO 4Dry.Evaporate CH 2Cl 2Back residue red oil is with heavy 300g, then product (CF behind the oil pump drying under reduced pressure 3SO 2) 2NNH 3Bu 3Thick productive rate be 98%.
Embodiment 7
Get (the CF that makes 3SO 2) 2NNH 3Bu 3Crude product 30g 100mL CH 3The OH dissolving, solution is garnet, weighing LiOHH 2O solid 2.1g (50mmol) adds wherein, adds 5mL H 2O becomes homogeneous reaction to increase the solvability of LiOH.Heating is also stirred, and oil bath temperature is 100 ℃, makes system backflow 2h.Under 110 ℃, steam solvent, use the oil pump drying under reduced pressure, obtain the khaki color solid.Use acetone solution, suction filtration falls insolubles, revolves to steam solvent, and the oil pump drying under reduced pressure must slightly yellowy solid matter 22g after 6 hours, with CF 3SO 2NH 2Calculate, generated (CF 3SO 2) 2NLi, productive rate are 94%.
Embodiment 8
Reaction formula is as follows:
Get the refining CF that obtains 3SO 2NH 2((7.5g 50mmol) joins in the 1000mL there-necked flask, adds the 200mL acetonitrile, stirs and makes CF 3SO 2NH 2All dissolvings add 145mL triethylamine (0.11mol), take by weighing 17.4g (7mL, CF 58mmol) 3SO 2Br slowly joins in the there-necked flask, and it is muddy that system becomes, and has bubble to emerge in the bubbler.Elevated temperature and remain on 70-75 ℃ makes system be in reflux state gradually, and solution colour gradually becomes red by yellow, and scarlet is deepened to be in the back.Reaction 48h gets the scarlet homogeneous system.Steam solvent under the normal pressure, steam solvent with the water pump decompression again, residue scarlet oily liquids.Use CH 2Cl 2Dissolving, and with distilled water wash 3 times, the CH of lower floor 2Cl 2Use anhydrous Na mutually 2SO 4Dried overnight.The suction filtration organic phase, filter residue CH 2Cl 2Washing, filtrate is garnet, revolves to steam solvent, and with getting garnet oily matter behind the oil pump drying under reduced pressure, the 334g that weighs presses CF 3SO 2NH 2Amount of substance calculates, and has generated (CF3SO 2) 2NNHEt 3, then productive rate is greater than 95%.
Use 300mL propyl carbinol (bp.117.7 ℃) lysate then, heated and stirred is all dissolved product, and solution takes on a red color, weighing LiOHH 2O solid 2.15g (51.3mmol) adds wherein.Heating is also stirred, and oil bath temperature is 130 ℃, makes system backflow 8h.Steam solvent then, use the oil pump drying under reduced pressure again, obtain the khaki color solid.The product that obtains of weighing is 28.7g, with CF 3SO 2NH 2Calculate, generate (CF 3SO 2) 2NLi, then thick productive rate is greater than 95%.Use acetone solution then, add gac 14.4g, Ca (OH) 212.3g, heated and stirred 10h, suction filtration falls insolubles then, and filtrate is revolved steaming back drying under reduced pressure 4h under oil pump and is obtained slightly yellow solid matter 286g, and productive rate is 98%.
Use The addition of C H then 2Cl 2Washed product, reflux makes its thorough washing, suction filtration in vacuum drying oven then, vacuum-drying obtained product 26.1g in 6 hours, with CF 3SO 2NH 2Calculate, generated (CF 3SO 2) 2NLi, then productive rate is 91.%.
Embodiment 9
Use CF 3SO 2Br and KF, NH 4Synthetic (the CF of F reaction 3SO 2) 2NK:
Reaction equation:
Figure B2009100578881D0000121
Get 23.6g (251mmol) KF2H 2O and 47g (1.26mol) NH 4F joins in the 500mL there-necked flask by amount of substance 1:5, adds 300mL CH 2Cl 2Make solvent, the dissolving of part solid is arranged, use magnetic agitation, under 24 ℃, slowly drip 27mLCF then with constant pressure funnel 3SO 2Br.It is muddy that solution becomes immediately, has bubble to emerge in the bubbler, and bubble is emerged very soon during beginning, slows down subsequently.Reacted 12 hours down at 40 ℃.Solvent evaporated is used the anhydrous alcohol solution reaction residual, suction filtration, filtrate is transferred in the 1000mL round-bottomed flask, revolve after the steaming the 9.4g white solid, with CF 3SO 2Br calculates, and has generated (CF 3SO 2) 2NK, then its productive rate is 11.8%.
Change the reaction feed ratio:
Use the cold cycle pump instead and do the condensing reflux system.Get 12.0g (128mmol) KF2H 2O and 9.51g (258mmol) NH 4F joins in the 500mL there-necked flask by amount of substance at 1: 2, adds 300mLCH 2Cl 2Make solvent, the dissolving of part solid is arranged, still have the part solid to swim on the liquid level.Slowly drip 27mLCF with constant pressure funnel then 3SO 2It is muddy that F, solution become immediately, has bubble to emerge in the bubbler, and 15min dropwises, and temperature of reaction is 40 ℃.Reaction stops behind the 8h, use the anhydrous alcohol solution reaction residual, suction filtration, and filtrate is transferred in the 1000mL round-bottomed flask, and revolving must 18.3g white solid (CF after the steaming 3SO 2) 2NK, its productive rate are 23%.
Embodiment 10
Reaction equation:
Figure B2009100578881D0000131
With 1, the 2-ethylene dichloride is made solvent, gets 12g (126mmol) KF2H 2O and 9.3g (250mmol) NH 4F joins in the 500mL there-necked flask by amount of substance at 1: 2, adds 200mLCH again 2ClCH 2Cl makees solvent, and the dissolving of part solid is arranged, and still has the part solid to swim on the liquid level.Slowly drip 27mLCF with constant pressure funnel then 3SO 2It is muddy that Br, solution become immediately, and liquid level adularescent foam produces, and has bubble to emerge in the bubbler, and 15min dropwises.Temperature of reaction is 50 ℃, there is drop to reflux, in order to improve productive rate, temperature is elevated to 75 ℃, and the reaction times extends to 12h, steams to desolventize back residue white solid and a small amount of yellow solid, use anhydrous alcohol solution, suction filtration, filtrate revolve and steam final vacuum and obtained product in dry 6 hours and get product 17g, productive rate 40%.
More than show and described ultimate principle of the present invention, principal character and advantage of the present invention.The technician of the industry should understand; the present invention is not restricted to the described embodiments; that describes in the foregoing description and the specification sheets just illustrates principle of the present invention; the present invention also has various changes and modifications without departing from the spirit and scope of the present invention, and these changes and improvements all fall in the claimed scope of the invention.The claimed scope of the present invention is defined by appending claims and equivalent thereof.

Claims (3)

1. a preparation formula (I) MN (SO 2CF 3) (SO 2CF 3) method of sulfimide salt compound of representative, wherein M represents IA family basic metal in the H and the periodic table of elements, the steps include:
(1) with trifluoromethyl sulfuryl bromide CF 3SO 2Br joins to react in the ammoniacal liquor and obtains trifluoromethane sulphonamide CF 3SO 2NH 2, with trifluoromethane sulphonamide CF 3SO 2NH 2Be dissolved in the alkylamine solution;
(2) continue to add CF 3SO 2Br, removal of solvent under reduced pressure after reaction is finished is dissolved in residuum in the methylene dichloride, and the washing back is collected organic phase and is obtained two-(fluoroform sulphonyl) imines;
(3) compound with two-(fluoroform sulphonyl) imines and formula (II) M-EWG representative reacts in solvent at interior reagent, and M represents IA family basic metal in the H and the periodic table of elements in the described formula (II), and EWG represents OH -Or CO 3 -In any;
(4) the mixed solvent recrystallization with normal hexane and ethers obtains the sulfimide salt compound.
2. method according to claim 1 is characterized in that: IA family basic metal is any among Li, Na, K and the Cs in the described periodic table of elements.
3. method according to claim 1 is characterized in that: described alkylamine solution be diethylamine, Tributylamine, triethylamine, tertiary amine or heterocyclic amine any.
CN 200910057888 2009-09-10 2009-09-10 Method for preparing sulfimide compound Pending CN101983960A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104844482A (en) * 2015-04-08 2015-08-19 中国科学院青海盐湖研究所 Method for preparing bis (trifluoromethanesulfonyl) imide lithium
CN109369474A (en) * 2018-12-29 2019-02-22 江苏长园华盛新能源材料有限公司 A kind of preparation method of two (trimethyl fluoride sulfonyl) imines lithium salts
EP3705470A1 (en) 2019-03-08 2020-09-09 Shanghai Rolechem Co., Ltd. New process for bistrifluoromethanesulfonylimide salt
CN112142628A (en) * 2020-09-08 2020-12-29 广州理文科技有限公司 Preparation method of lithium bistrifluoromethanesulfonylimide
CN115232033A (en) * 2022-08-11 2022-10-25 衢州市九洲化工有限公司 Preparation method of lithium bis (trifluoromethyl) sulfonyl imide

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104844482A (en) * 2015-04-08 2015-08-19 中国科学院青海盐湖研究所 Method for preparing bis (trifluoromethanesulfonyl) imide lithium
CN109369474A (en) * 2018-12-29 2019-02-22 江苏长园华盛新能源材料有限公司 A kind of preparation method of two (trimethyl fluoride sulfonyl) imines lithium salts
CN109369474B (en) * 2018-12-29 2021-02-05 江苏华盛锂电材料股份有限公司 Preparation method of lithium bis (trifluoromethylsulfonyl) imide
EP3705470A1 (en) 2019-03-08 2020-09-09 Shanghai Rolechem Co., Ltd. New process for bistrifluoromethanesulfonylimide salt
CN112142628A (en) * 2020-09-08 2020-12-29 广州理文科技有限公司 Preparation method of lithium bistrifluoromethanesulfonylimide
CN115232033A (en) * 2022-08-11 2022-10-25 衢州市九洲化工有限公司 Preparation method of lithium bis (trifluoromethyl) sulfonyl imide
CN115232033B (en) * 2022-08-11 2023-08-25 衢州市九洲化工有限公司 Preparation method of lithium bistrifluoromethylsulfonyl imide

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