WO2022248215A1 - Method for producing alkali sulfonyl imide salts - Google Patents

Method for producing alkali sulfonyl imide salts Download PDF

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Publication number
WO2022248215A1
WO2022248215A1 PCT/EP2022/062660 EP2022062660W WO2022248215A1 WO 2022248215 A1 WO2022248215 A1 WO 2022248215A1 EP 2022062660 W EP2022062660 W EP 2022062660W WO 2022248215 A1 WO2022248215 A1 WO 2022248215A1
Authority
WO
WIPO (PCT)
Prior art keywords
salt
imide
bis
ppm
onium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2022/062660
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English (en)
French (fr)
Inventor
Etienne SCHMITT
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Operations SAS
Original Assignee
Rhodia Operations SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhodia Operations SAS filed Critical Rhodia Operations SAS
Priority to US18/564,470 priority Critical patent/US20240246818A1/en
Priority to JP2023571740A priority patent/JP2024519378A/ja
Priority to KR1020237039733A priority patent/KR20240012388A/ko
Priority to EP22728544.2A priority patent/EP4347484A1/en
Priority to CN202280037074.5A priority patent/CN117751090A/zh
Publication of WO2022248215A1 publication Critical patent/WO2022248215A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00Nitrogen; Compounds thereof
    • C01B21/082Compounds containing nitrogen and non-metals and optionally metals
    • C01B21/087Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms
    • C01B21/093Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms containing also one or more sulfur atoms
    • C01B21/0935Imidodisulfonic acid; Nitrilotrisulfonic acid; Salts thereof
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00Nitrogen; Compounds thereof
    • C01B21/082Compounds containing nitrogen and non-metals and optionally metals
    • C01B21/086Compounds containing nitrogen and non-metals and optionally metals containing one or more sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B21/00Nitrogen; Compounds thereof
    • C01B21/082Compounds containing nitrogen and non-metals and optionally metals
    • C01B21/087Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms
    • C01B21/092Compounds containing nitrogen and non-metals and optionally metals containing one or more hydrogen atoms containing also one or more metal atoms
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/54Electrolytes
    • H01G11/58Liquid electrolytes
    • H01G11/62Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M10/00Secondary cells; Manufacture thereof
    • H01M10/05Accumulators with non-aqueous electrolyte
    • H01M10/052Li-accumulators
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M10/00Secondary cells; Manufacture thereof
    • H01M10/05Accumulators with non-aqueous electrolyte
    • H01M10/056Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
    • H01M10/0564Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes the electrolyte being constituted of organic materials only
    • H01M10/0566Liquid materials
    • H01M10/0568Liquid materials characterised by the solutes
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01GCAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/54Electrolytes
    • H01G11/58Liquid electrolytes
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10Energy storage using batteries

Definitions

  • EP 3203570 (Nippon Shokubai Co., Ltd.) discloses a method producing an electrolyte solution material containing a fluorosulfonylimide salt and a solvent, characterized in decompressing and/or heating a solution containing the fluorosulfonylimide salt and the electrolyte solution solvent to volatilize a fluorosulfonylimide salt production solvent.
  • Step c) may be carried out at a temperature of between 0°C and 50°C, for example between 15°C and 35°C, and preferably at about room temperature.
  • F- a fluoride (F-) content of below 100 ppm, preferably below 50 ppm, more preferably below 40 ppm, more preferably below 30 ppm, more preferably below 20 ppm;
  • the alkali salt of FSI of the present invention is an alkali metal salt, preferably a lithium salt of bis(fluorosulfonyl)imide, Li + (FS02)2N ⁇ (LiFSI).
  • the lithium salt of bis(fluorosulfonyl)imide may be characterized by the following impurity profile:
  • a tri-necked 250m L glass flask was equipped with a thermometer, a mechanically-stirred 4-blades shaft and a screw-type solid-addition head, and was connected to a KOH-scrubber via PTFE tubing.
  • the system was flushed with Argon over 30 min before use.
  • Bis(chlorosulfonyl)imide (52.6 g, 243 mmol) was melted in a glovebox and canulated under Argon into the flask, then was pre-heated at about 50°C.
  • Anhydrous ammonium chloride 13 g, 243 mmol was loaded into the solid dosing screw-type glass apparatus, and was gradually added over 0.5h under argon stripping and constant stirring.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Electrochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Manufacturing & Machinery (AREA)
  • General Chemical & Material Sciences (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Physics & Mathematics (AREA)
  • Power Engineering (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
PCT/EP2022/062660 2021-05-26 2022-05-10 Method for producing alkali sulfonyl imide salts Ceased WO2022248215A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US18/564,470 US20240246818A1 (en) 2021-05-26 2022-05-10 Method for producing alkali sulfonyl imide salts
JP2023571740A JP2024519378A (ja) 2021-05-26 2022-05-10 アルカリスルホニルイミド塩を生成する方法
KR1020237039733A KR20240012388A (ko) 2021-05-26 2022-05-10 알칼리 설포닐 이미드 염의 제조 방법
EP22728544.2A EP4347484A1 (en) 2021-05-26 2022-05-10 Method for producing alkali sulfonyl imide salts
CN202280037074.5A CN117751090A (zh) 2021-05-26 2022-05-10 用于生产磺酰亚胺碱盐的方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP21305685 2021-05-26
EP21305685.6 2021-05-26

Publications (1)

Publication Number Publication Date
WO2022248215A1 true WO2022248215A1 (en) 2022-12-01

Family

ID=76325473

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2022/062660 Ceased WO2022248215A1 (en) 2021-05-26 2022-05-10 Method for producing alkali sulfonyl imide salts

Country Status (6)

Country Link
US (1) US20240246818A1 (enExample)
EP (1) EP4347484A1 (enExample)
JP (1) JP2024519378A (enExample)
KR (1) KR20240012388A (enExample)
CN (1) CN117751090A (enExample)
WO (1) WO2022248215A1 (enExample)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4470972A1 (en) * 2023-06-02 2024-12-04 Specialty Operations France Process for producing onium salts of bis(fluorosulfonyl)imide
WO2025032030A1 (en) * 2023-08-07 2025-02-13 Specialty Operations France High purity ammonium bis(fluorosulfonyl)imide and method for its manufacturing

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116747900B (zh) * 2023-05-25 2025-08-29 厦门中科易工化学科技有限公司 一种氯化铵蒸氨联产氯乙烯的方法

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2674395A1 (en) 2011-02-10 2013-12-18 Nippon Soda Co., Ltd. Process for production of fluorosulfonylimide ammonium salt
WO2015158979A1 (fr) 2014-04-18 2015-10-22 Arkema France Preparation d'imides contenant un groupement fluorosulfonyle
WO2017090877A1 (ko) 2015-11-26 2017-06-01 임광민 리튬 비스(플루오르술포닐)이미드의 신규한 제조방법
EP3203570A1 (en) 2014-10-03 2017-08-09 Nippon Shokubai Co., Ltd. Method for manufacturing electrolyte material
WO2019229361A2 (fr) 2018-06-01 2019-12-05 Arkema France Procede de preparation d'un sel de lithium de bis(fluorosulfonyl)imide
WO2020099527A1 (en) 2018-11-16 2020-05-22 Solvay Sa Method for producing alkali sulfonyl imide salts
KR102181108B1 (ko) * 2019-09-11 2020-11-20 (주)부흥산업사 리튬 비스(플루오로술포닐)이미드와 그 제조방법

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2016124735A (ja) * 2014-12-26 2016-07-11 株式会社日本触媒 フルオロスルホニルイミド化合物の製造方法
KR102275418B1 (ko) * 2018-07-09 2021-07-12 이피캠텍 주식회사 리튬 비스플루오로술포닐이미드의 제조방법
CN109941978B (zh) * 2019-04-25 2020-08-18 浙江科峰锂电材料科技有限公司 制备双氟磺酰亚胺铵及双氟磺酰亚胺碱金属盐的方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2674395A1 (en) 2011-02-10 2013-12-18 Nippon Soda Co., Ltd. Process for production of fluorosulfonylimide ammonium salt
WO2015158979A1 (fr) 2014-04-18 2015-10-22 Arkema France Preparation d'imides contenant un groupement fluorosulfonyle
EP3203570A1 (en) 2014-10-03 2017-08-09 Nippon Shokubai Co., Ltd. Method for manufacturing electrolyte material
WO2017090877A1 (ko) 2015-11-26 2017-06-01 임광민 리튬 비스(플루오르술포닐)이미드의 신규한 제조방법
WO2019229361A2 (fr) 2018-06-01 2019-12-05 Arkema France Procede de preparation d'un sel de lithium de bis(fluorosulfonyl)imide
WO2020099527A1 (en) 2018-11-16 2020-05-22 Solvay Sa Method for producing alkali sulfonyl imide salts
KR102181108B1 (ko) * 2019-09-11 2020-11-20 (주)부흥산업사 리튬 비스(플루오로술포닐)이미드와 그 제조방법

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
INTERNATIONAL UNION OF PURE AND APPLIED CHEMISTRY: "IUPAC Gold Book - onium compounds", 24 February 2014 (2014-02-24), XP055380674, Retrieved from the Internet <URL:http://goldbook.iupac.org/html/O/O04291.html> [retrieved on 20170612] *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4470972A1 (en) * 2023-06-02 2024-12-04 Specialty Operations France Process for producing onium salts of bis(fluorosulfonyl)imide
WO2025032030A1 (en) * 2023-08-07 2025-02-13 Specialty Operations France High purity ammonium bis(fluorosulfonyl)imide and method for its manufacturing

Also Published As

Publication number Publication date
US20240246818A1 (en) 2024-07-25
JP2024519378A (ja) 2024-05-10
CN117751090A (zh) 2024-03-22
KR20240012388A (ko) 2024-01-29
EP4347484A1 (en) 2024-04-10

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