CN116374964A - Preparation method of high-purity lithium bis (fluorosulfonyl) imide - Google Patents
Preparation method of high-purity lithium bis (fluorosulfonyl) imide Download PDFInfo
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- CN116374964A CN116374964A CN202310053911.XA CN202310053911A CN116374964A CN 116374964 A CN116374964 A CN 116374964A CN 202310053911 A CN202310053911 A CN 202310053911A CN 116374964 A CN116374964 A CN 116374964A
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- lithium
- imide
- fluorosulfonyl
- lithium bis
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- VDVLPSWVDYJFRW-UHFFFAOYSA-N lithium;bis(fluorosulfonyl)azanide Chemical compound [Li+].FS(=O)(=O)[N-]S(F)(=O)=O VDVLPSWVDYJFRW-UHFFFAOYSA-N 0.000 title claims abstract description 93
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 89
- -1 alkyl lithium Chemical compound 0.000 claims abstract description 41
- 238000001816 cooling Methods 0.000 claims abstract description 27
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 23
- 239000002904 solvent Substances 0.000 claims abstract description 15
- XPVRBHCXMWRJEY-UHFFFAOYSA-N difluoro(imino)-$l^{4}-sulfane Chemical compound FS(F)=N XPVRBHCXMWRJEY-UHFFFAOYSA-N 0.000 claims abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 68
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 31
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 20
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 9
- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical group FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 claims description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 5
- 239000012295 chemical reaction liquid Substances 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- NTYDXFVCCCPXRG-UHFFFAOYSA-N [Li]C(C)(C)CC(C)(C)C Chemical compound [Li]C(C)(C)CC(C)(C)C NTYDXFVCCCPXRG-UHFFFAOYSA-N 0.000 claims description 3
- LPGFUWDULBDHNI-UHFFFAOYSA-N [Li]C1(CCCC)CCCCC1 Chemical compound [Li]C1(CCCC)CCCCC1 LPGFUWDULBDHNI-UHFFFAOYSA-N 0.000 claims description 3
- XQOZFAAKQVWOCE-UHFFFAOYSA-N [Li]C1=CC=CC=C1C Chemical compound [Li]C1=CC=CC=C1C XQOZFAAKQVWOCE-UHFFFAOYSA-N 0.000 claims description 3
- WXZIKFXSSPSWSR-UHFFFAOYSA-N [Li]CCCCC Chemical compound [Li]CCCCC WXZIKFXSSPSWSR-UHFFFAOYSA-N 0.000 claims description 3
- WZBHJENIKYQMHC-UHFFFAOYSA-N [Li]CCCCCCCCCCCCCCCCCCCC Chemical compound [Li]CCCCCCCCCCCCCCCCCCCC WZBHJENIKYQMHC-UHFFFAOYSA-N 0.000 claims description 3
- VBSKMKYTRASRSY-UHFFFAOYSA-N [Li]c1ccccc1CCCC Chemical compound [Li]c1ccccc1CCCC VBSKMKYTRASRSY-UHFFFAOYSA-N 0.000 claims description 3
- LEKSIJZGSFETSJ-UHFFFAOYSA-N cyclohexane;lithium Chemical compound [Li]C1CCCCC1 LEKSIJZGSFETSJ-UHFFFAOYSA-N 0.000 claims description 3
- BLHLJVCOVBYQQS-UHFFFAOYSA-N ethyllithium Chemical compound [Li]CC BLHLJVCOVBYQQS-UHFFFAOYSA-N 0.000 claims description 3
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 claims description 3
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 claims description 3
- CETVQRFGPOGIQJ-UHFFFAOYSA-N lithium;hexane Chemical compound [Li+].CCCCC[CH2-] CETVQRFGPOGIQJ-UHFFFAOYSA-N 0.000 claims description 3
- SZAVVKVUMPLRRS-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].C[CH-]C SZAVVKVUMPLRRS-UHFFFAOYSA-N 0.000 claims description 3
- XBEREOHJDYAKDA-UHFFFAOYSA-N lithium;propane Chemical compound [Li+].CC[CH2-] XBEREOHJDYAKDA-UHFFFAOYSA-N 0.000 claims description 3
- DVSDBMFJEQPWNO-UHFFFAOYSA-N methyllithium Chemical compound C[Li] DVSDBMFJEQPWNO-UHFFFAOYSA-N 0.000 claims description 3
- NHKJPPKXDNZFBJ-UHFFFAOYSA-N phenyllithium Chemical compound [Li]C1=CC=CC=C1 NHKJPPKXDNZFBJ-UHFFFAOYSA-N 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 claims description 2
- PQIOSYKVBBWRRI-UHFFFAOYSA-N methylphosphonyl difluoride Chemical group CP(F)(F)=O PQIOSYKVBBWRRI-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 abstract description 3
- 238000001035 drying Methods 0.000 description 48
- 239000000047 product Substances 0.000 description 31
- 238000001514 detection method Methods 0.000 description 24
- 238000004321 preservation Methods 0.000 description 24
- 238000005070 sampling Methods 0.000 description 24
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 6
- ZJPPTKRSFKBZMD-UHFFFAOYSA-N [Li].FS(=N)F Chemical compound [Li].FS(=N)F ZJPPTKRSFKBZMD-UHFFFAOYSA-N 0.000 description 4
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 4
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- UUBPGZYXFMTMFR-UHFFFAOYSA-N N=[S+]F Chemical compound N=[S+]F UUBPGZYXFMTMFR-UHFFFAOYSA-N 0.000 description 2
- XLRGLCLTYMKRRJ-UHFFFAOYSA-N [K].FS(=N)F Chemical compound [K].FS(=N)F XLRGLCLTYMKRRJ-UHFFFAOYSA-N 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 2
- 229910052808 lithium carbonate Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000002000 Electrolyte additive Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical group OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- USSPOUWDLNTHFM-UHFFFAOYSA-N lithium difluorooxyborinate Chemical compound B(OF)(OF)[O-].[Li+] USSPOUWDLNTHFM-UHFFFAOYSA-N 0.000 description 1
- 229910001416 lithium ion Inorganic materials 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PVMUVDSEICYOMA-UHFFFAOYSA-N n-chlorosulfonylsulfamoyl chloride Chemical compound ClS(=O)(=O)NS(Cl)(=O)=O PVMUVDSEICYOMA-UHFFFAOYSA-N 0.000 description 1
- UKOVZLWSUZKTRL-UHFFFAOYSA-N naphthalid Chemical compound C1=CC(C(=O)OC2)=C3C2=CC=CC3=C1 UKOVZLWSUZKTRL-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical group ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/087—Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms
- C01B21/093—Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms containing also one or more sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B21/00—Nitrogen; Compounds thereof
- C01B21/082—Compounds containing nitrogen and non-metals and optionally metals
- C01B21/086—Compounds containing nitrogen and non-metals and optionally metals containing one or more sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2006/00—Physical properties of inorganic compounds
- C01P2006/80—Compositional purity
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of high-purity lithium bis (fluorosulfonyl) imide, which comprises the following steps: adding solvent and difluoro sulfimide into a reaction container, controlling the reaction temperature, and dripping alkyl lithium to finish the reaction; cooling and separating to obtain a lithium bis (fluorosulfonyl) imide product; the preparation method has the advantages of quick reaction time, high purity and high yield.
Description
Technical Field
The invention relates to the technical field of preparation of lithium bis (fluorosulfonyl) imide, in particular to a preparation method of high-purity lithium bis (fluorosulfonyl) imide.
Background
The lithium bis (fluorosulfonyl) imide is an electrolyte additive of a lithium ion battery, is applied to the electrolyte of a rechargeable lithium battery, can effectively reduce the high-low temperature resistance of an SEI layer formed on the surface of an electrode plate at low temperature and reduce the capacity loss of the lithium battery in the placing process, thereby providing high battery capacity and the electrochemical performance of the battery, and can also be used as the electrolyte for a primary battery; can be used as a polymerization catalyst; can also be used as antistatic agent in the industrial field. The structure is as follows:
the preparation method of the lithium bis (fluorosulfonyl) imide mainly comprises the following steps: lithium carbonate, lithium hydroxide, lithium fluoride, potassium bis-fluorosulfonyl imide, metathesis exchange, lithium chloride, lithium bromide, or lithium iodide; if publication number is CN103910346A, double decomposition exchange reaction of lithium bisoxalato borate or lithium bisfluoro borate and potassium bisfluoro sulfimide is carried out in a solvent to obtain a lithium bisfluoro sulfimide product, but double decomposition exchange of potassium bisfluoro sulfimide increases potassium salt byproducts in the reaction process, thereby influencing the quality and purity of the product; if the publication number is CN104925765B, an intermediate difluoro-sulfonyl imide is synthesized by dichloro-sulfonyl imide and hydrogen fluoride under the action of a catalyst, the difluoro-sulfonyl imide reacts with alkaline lithium, and solid-liquid separation is carried out after the reaction is finished, so that a difluoro-sulfonyl imide lithium product is obtained, but the difluoro-sulfonyl imide reacts with the alkaline lithium, so that the generation of moisture is increased in the reaction process, the product is not easy to separate, a solvent cannot be used, and even if a dehydrating agent similar to thionyl chloride is adopted, chloride ions and sulfite residues are brought to the product, so that the quality of the product is seriously affected; the synthesis method comprises the steps of mixing the bis (chlorosulfonyl) imide with acetonitrile, placing the mixture into a condensing pipe filled with nitrogen, sequentially adding lithium fluoride and liquid hydrogen fluoride into the condensing pipe, and heating to 40 ℃ for reaction for 10 hours; however, lithium carbonate, lithium hydroxide, lithium fluoride, double fluorine sulfoimide potassium double decomposition exchange, lithium chloride, lithium bromide or lithium iodide are adopted to participate in the reaction, so that the activity is small, and the reaction time is increased. For this purpose, a method for preparing high-purity lithium bis (fluorosulfonyl) imide is proposed.
Disclosure of Invention
The invention aims to solve the problems and provides a preparation method of high-purity lithium bis (fluorosulfonyl) imide.
In order to achieve the above purpose, the present invention provides the following technical solutions: a preparation method of high-purity lithium bis (fluorosulfonyl) imide is characterized by comprising the following steps: the method comprises the following steps of:
step (1): adding a solvent and difluoro-sulfonyl imide into a reaction vessel; the mass ratio of the difluoro sulfimide to the solvent is 1:1 to 5, preferably 1:1 to 1.5;
step (2): controlling the reaction temperature, and dropwise adding alkyl lithium to obtain difluoro sulfonimide lithium and alkane; the molar ratio of the difluoro-sulfonyl imide to the alkyl lithium is 1:1 to 5, preferably 1:1 to 1.05;
step (3): and cooling the reaction liquid, and separating alkane in the reaction liquid to obtain a lithium bis (fluorosulfonyl) imide product.
Preferably, the reaction temperature of the bisfluorosulfonyl imide and the alkyllithium is-10 to 70 ℃.
Preferably, the separation temperature of the lithium bis (fluorosulfonyl) imide and the solvent is-10 to 70 ℃.
Preferably, the solvent is one or more of benzene, cyclohexane, n-hexane, tetrahydrofuran, pentane, diethyl ether and petroleum ether.
Preferably, the alkyl lithium is one or more of methyl lithium, ethyl lithium, propyl lithium, isopropyl lithium, n-butyl lithium, sec-butyl lithium, tert-butyl lithium, amyl lithium, hexyl lithium, cyclohexyl lithium, tert-octyl lithium, n-eicosyl lithium, phenyl lithium, methylphenyl lithium, butylphenyl lithium, naphthyl lithium and butylcyclohexyl lithium.
The invention has the beneficial effects that: the solvent is used for dissolving the fluoro-sulfimide, so that the mixing with the alkyl lithium is accelerated, the reaction between the fluoro-sulfimide and the alkyl lithium is accelerated, and the reaction time is shortened; meanwhile, the solvent is used for dissolving alkane, so that the solvent does not dissolve lithium difluorosulfimide, and further separation of lithium difluorosulfimide and alkane is accelerated, and the purity of lithium difluorosulfimide extraction is improved;
the lithium bis (fluorosulfonyl) imide and alkane are generated after the reaction of the fluoro-sulfonyl imide and the alkyl lithium, and the alkane can be directly used as a solvent, thereby reducing the preparation cost.
Drawings
FIG. 1 is a summary table of experimental data for examples 1-8 of the present invention.
FIG. 2 is a summary table of experimental data for examples 9-16 of the present invention.
FIG. 3 is a summary table of experimental data for examples 17-24 of the present invention.
Detailed Description
The following is a further explanation of the preparation method of the high-purity lithium bis-fluorosulfonyl imide according to the present invention with reference to specific examples.
Example 1
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.8%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 2
In a reaction vessel with a drying device, 100g of cyclohexane and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.7%, and the calculated yield is 98.4%; theoretical mass: 93.5g; actual yield: 98.4%.
Example 3
100g of normal hexane and 90.5g of fluorosulfonyl imide are added into a reaction vessel with a drying device; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.6g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.6%, and the calculated yield is 99.0%; theoretical mass: 93.5g; actual yield: 99.0%.
Example 4
100g of tetrahydrofuran and 90.5g of fluorosulfonyl imide are added into a reaction vessel with a drying device; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 91.7g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.8%, and the calculated yield is 98.1%; theoretical mass: 93.5g; actual yield: 98.1%.
Example 5
100g of pentane and 90.5g of fluorosulfonyl imide are added into a reaction vessel with a drying device; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.7%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 6
Adding 100g of petroleum ether and 90.5g of fluorosulfonyl imide into a reaction vessel with a drying device; controlling the temperature of the reaction solution at-5 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.4g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.6%, and the calculated yield is 98.8%; theoretical mass: 93.5g; actual yield: 98.8%.
Example 7
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 160g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.8%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 8
Adding 100g of petroleum ether and 90.5g of fluorosulfonyl imide into a reaction vessel with a drying reflux device; controlling the temperature of the reaction solution at 60 ℃; 33g of n-butyllithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be 60-70 ℃ and the time is controlled to be 6-7 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 90.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.1%, and the calculated yield is 96.8%; theoretical mass: 93.5g; actual yield: 96.8%.
Example 9
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 12g of methyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.6g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.5%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 10
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 19g of ethyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.7%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 11
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 26g of propyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.7g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.6%, and the calculated yield is 99.1%; theoretical mass: 93.5g; actual yield: 99.1%.
Example 12
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; slowly dropwise adding 26g of isopropyl lithium, wherein the whole dropwise adding process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.7g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.9%, and the calculated yield is 99.1%; theoretical mass: 93.5g; actual yield: 99.1%.
Example 13
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; sec-butyllithium 33g was slowly added dropwise over the course of the addition: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.7%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 14
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 33g of tert-butyllithium was slowly added dropwise, and the whole dropping process was: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.6%, and the calculated yield is 98.9%; theoretical mass: 93.5g; actual yield: 98.9%.
Example 15
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 41g of amyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.0g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.8%, and the calculated yield is 98.4%; theoretical mass: 93.5g; actual yield: 98.4%.
Example 16
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 48g of hexyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.1g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.7%, and the calculated yield is 98.5%; theoretical mass: 93.5g; actual yield: 98.5%.
Example 17
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 48g of cyclohexyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.1g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.6%, and the calculated yield is 98.5%; theoretical mass: 93.5g; actual yield: 98.5%.
Example 18
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 63g of tert-octyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.2g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.4%, and the calculated yield is 98.6%; theoretical mass: 93.5g; actual yield: 98.6%.
Example 19
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; slowly dropwise adding 98g of n-eicosyl lithium, wherein the whole dropwise adding process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.0g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.1%, and the calculated yield is 98.4%; theoretical mass: 93.5g; actual yield: 98.4%.
Example 20
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 42g of phenyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.0g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.2%, and the calculated yield is 98.4%; theoretical mass: 93.5g; actual yield: 98.4%.
Example 21
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 52g of methyl phenyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 92.3g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.3%, and the calculated yield is 98.7%; theoretical mass: 93.5g; actual yield: 98.7%.
Example 22
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 74g of butylphenyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. Drying to obtain a lithium bis (fluorosulfonyl) imide product 91.2 and g with purity of 98.9% and calculated yield of 97.5%; theoretical mass: 93.5g; actual yield: 97.5%.
Example 23
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 71g of lithium naphthalide is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. Drying to obtain 91.0g of lithium bis (fluorosulfonyl) imide product with purity of 98.9% and calculated yield of 97.3%; theoretical mass: 93.5g; actual yield: 97.3%.
Example 24
In a reaction vessel with a drying device, 100g of diethyl ether and 90.5g of fluorosulfonyl imide are added; controlling the temperature of the reaction solution at-5 ℃; 68g of butylcyclohexyl lithium is slowly added dropwise, and the whole dropping process is as follows: the temperature is controlled to be minus 5 plus or minus 5 ℃ and the time is controlled to be 2 to 2.5 hours; after the dripping is finished, the reaction is carried out for 1 hour under heat preservation, and the sampling and the detection are qualified; and cooling and separating the lithium bis (fluorosulfonyl) imide from alkane to obtain the lithium bis (fluorosulfonyl) imide. 91.5g of lithium bis (fluorosulfonyl) imide product is obtained after drying, the purity is 99.1%, and the calculated yield is 97.9%; theoretical mass: 93.5g; actual yield: 97.9%.
The above embodiments are illustrative of the present invention, and not limiting, and any simple modifications of the present invention fall within the scope of the present invention.
Claims (5)
1. A preparation method of high-purity lithium bis (fluorosulfonyl) imide is characterized by comprising the following steps: the method comprises the following steps of:
step (1): adding a solvent and difluoro-sulfonyl imide into a reaction vessel; the mass ratio of the difluoro sulfimide to the solvent is 1:1 to 5;
step (2): controlling the reaction temperature, and dropwise adding alkyl lithium to obtain difluoro sulfonimide lithium and alkane; the molar ratio of the difluoro-sulfonyl imide to the alkyl lithium is 1:1 to 5;
step (3): and cooling the reaction liquid, and separating alkane in the reaction liquid to obtain a lithium bis (fluorosulfonyl) imide product.
2. The method for preparing high-purity lithium bis (fluorosulfonyl) imide according to claim 1, wherein: the reaction temperature of the difluoro sulfimide and the alkyl lithium is-10-70 ℃.
3. The method for preparing high-purity lithium bis (fluorosulfonyl) imide according to claim 1, wherein: the separation temperature of the lithium bis (fluorosulfonyl) imide and the solvent is-10-70 ℃.
4. The method for preparing high-purity lithium bis (fluorosulfonyl) imide according to claim 1, wherein: the solvent is one or more of benzene, cyclohexane, n-hexane, tetrahydrofuran, pentane, diethyl ether and petroleum ether.
5. The method for preparing high-purity lithium bis (fluorosulfonyl) imide according to claim 1, wherein: the alkyl lithium is one or more of methyl lithium, ethyl lithium, propyl lithium, isopropyl lithium, n-butyl lithium, sec-butyl lithium, tert-butyl lithium, amyl lithium, hexyl lithium, cyclohexyl lithium, tert-octyl lithium, n-eicosyl lithium, phenyl lithium, methyl phenyl lithium, butyl phenyl lithium, naphthyl lithium and butyl cyclohexyl lithium.
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