JP2015536296A5 - - Google Patents
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- Publication number
- JP2015536296A5 JP2015536296A5 JP2015542848A JP2015542848A JP2015536296A5 JP 2015536296 A5 JP2015536296 A5 JP 2015536296A5 JP 2015542848 A JP2015542848 A JP 2015542848A JP 2015542848 A JP2015542848 A JP 2015542848A JP 2015536296 A5 JP2015536296 A5 JP 2015536296A5
- Authority
- JP
- Japan
- Prior art keywords
- fluoride
- solvent
- sulfuryl fluoride
- salt
- aprotic base
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 claims 13
- 239000005935 Sulfuryl fluoride Substances 0.000 claims 12
- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 claims 12
- 239000002904 solvent Substances 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 8
- DDFHBQSCUXNBSA-UHFFFAOYSA-N 5-(5-carboxythiophen-2-yl)thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1C1=CC=C(C(O)=O)S1 DDFHBQSCUXNBSA-UHFFFAOYSA-N 0.000 claims 7
- 239000007787 solid Substances 0.000 claims 7
- 150000002892 organic cations Chemical class 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- -1 bis (fluorosulfonyl) imide anion Chemical class 0.000 claims 2
- 150000001767 cationic compounds Chemical class 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- DMQSHEKGGUOYJS-UHFFFAOYSA-N n,n,n',n'-tetramethylpropane-1,3-diamine Chemical group CN(C)CCCN(C)C DMQSHEKGGUOYJS-UHFFFAOYSA-N 0.000 claims 2
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 claims 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- LDDQLRUQCUTJBB-UHFFFAOYSA-N ammonium fluoride Chemical compound [NH4+].[F-] LDDQLRUQCUTJBB-UHFFFAOYSA-N 0.000 claims 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 claims 1
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 claims 1
- 239000008188 pellet Substances 0.000 claims 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims 1
- 210000002784 stomach Anatomy 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261727616P | 2012-11-16 | 2012-11-16 | |
| US61/727,616 | 2012-11-16 | ||
| PCT/US2013/070410 WO2014078725A1 (en) | 2012-11-16 | 2013-11-15 | Synthesis of tetrabutylammonium bis(fluorosulfonyl)imide and related salts |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015536296A JP2015536296A (ja) | 2015-12-21 |
| JP2015536296A5 true JP2015536296A5 (OSRAM) | 2017-01-05 |
| JP6276778B2 JP6276778B2 (ja) | 2018-02-07 |
Family
ID=50728560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015542848A Expired - Fee Related JP6276778B2 (ja) | 2012-11-16 | 2013-11-15 | ビス（フルオロスルホニル）イミドアニオンの塩を生成する方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US9181173B2 (OSRAM) |
| EP (1) | EP2920147B1 (OSRAM) |
| JP (1) | JP6276778B2 (OSRAM) |
| KR (1) | KR102115384B1 (OSRAM) |
| CN (1) | CN104918913B (OSRAM) |
| WO (1) | WO2014078725A1 (OSRAM) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102115384B1 (ko) * | 2012-11-16 | 2020-05-26 | 트리나프코 인크. | 테트라부틸암모늄 비스(플루오로술포닐)이미드 및 관련 염의 합성 |
| KR101880416B1 (ko) * | 2013-11-18 | 2018-07-19 | 닛뽕소다 가부시키가이샤 | 디술포닐아미드염의 과립 |
| CA2953237C (en) * | 2014-06-06 | 2024-06-11 | The Scripps Research Institute | Sulfur(vi) fluoride compounds and methods for the preparation thereof |
| CN104477861B (zh) * | 2014-11-24 | 2017-02-22 | 中国船舶重工集团公司第七一八研究所 | 一种双氟磺酰亚胺盐的制备方法 |
| US10020538B2 (en) | 2015-11-13 | 2018-07-10 | Uchicago Argonne, Llc | Salts for multivalent ion batteries |
| JP2019089663A (ja) * | 2016-03-31 | 2019-06-13 | セントラル硝子株式会社 | ビス（ハロゲン化スルホニル）イミド酸金属塩の製造方法 |
| US11094208B2 (en) | 2016-09-30 | 2021-08-17 | The Boeing Company | Stereo camera system for collision avoidance during aircraft surface operations |
| CN109563031B (zh) * | 2016-11-19 | 2022-04-15 | 特里纳普克公司 | 制备n-(氟磺酰基)二甲胺的方法 |
| CN107986248B (zh) * | 2017-11-17 | 2021-11-26 | 南京红太阳生物化学有限责任公司 | 一种双氟磺酰亚胺的制备方法 |
| CN110217764B (zh) * | 2018-03-02 | 2022-08-09 | 中国科学院上海有机化学研究所 | 一种双氟磺酰亚胺的有机碱盐的制备方法 |
| JPWO2020209018A1 (OSRAM) * | 2019-04-08 | 2020-10-15 | ||
| US11267707B2 (en) | 2019-04-16 | 2022-03-08 | Honeywell International Inc | Purification of bis(fluorosulfonyl) imide |
| US11591218B2 (en) | 2019-12-17 | 2023-02-28 | Honeywell International Inc. | Integrated processes for producing bis(fluorosulfonyl) imide |
| CN110935286B (zh) * | 2020-01-16 | 2022-03-01 | 浙江工业大学 | 一种利用离子液体复合生物基溶剂吸收残留熏蒸剂硫酰氟的方法 |
| US11772967B2 (en) | 2021-01-07 | 2023-10-03 | Honeywell International Inc. | Integrated processes for treatment of an ammonium fluorosulfate byproduct of the production of bis (fluorosulfonyl) imide |
| US12421114B2 (en) | 2021-01-29 | 2025-09-23 | Honeywell International Inc. | Sulfamyl fluoride compositions and processes for making sulfamyl fluoride compositions |
| CN119894816A (zh) | 2022-09-22 | 2025-04-25 | 法国特种经营公司 | 用于制造双(卤代磺酰基)亚胺的方法 |
| CN115535974B (zh) * | 2022-11-03 | 2023-09-26 | 昆山美淼新材料科技有限公司 | 一种高选择性合成双氟磺酰亚胺的方法及用途 |
| CN116281895B (zh) * | 2023-02-06 | 2025-06-20 | 杭州弗思创新材料有限公司 | 一种高选择性合成双氟磺酰亚胺三乙胺盐的方法 |
| CN116283601A (zh) * | 2023-03-16 | 2023-06-23 | 浙江中欣氟材股份有限公司 | 一种双氟磺酰亚胺有机铵盐的制备方法 |
| CN116119766B (zh) * | 2023-04-07 | 2024-07-09 | 福州大学 | 一种高效处理LiFSI生产废水的方法 |
| CN116789090B (zh) * | 2023-04-27 | 2025-10-31 | 福州大学 | 一种捕捉反应中间体fso2nh2的方法 |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2130038A (en) | 1938-09-13 | Sulphamic acid fluorides | ||
| DE1143495B (de) | 1961-12-09 | 1963-02-14 | Dr Rolf Appel | Verfahren zur Herstellung von Imidobisschwefelsaeurefluorid |
| DE1199244B (de) | 1963-10-29 | 1965-08-26 | Olin Mathieson | Verfahren zur Herstellung von Imidobisschwefelsaeurefluorid |
| US3411889A (en) | 1966-03-07 | 1968-11-19 | Allied Chem | Sulfamide |
| US3418088A (en) | 1966-03-21 | 1968-12-24 | Du Pont | Sulfuryl halides and process |
| US5256821A (en) | 1988-10-05 | 1993-10-26 | Societe Nationale Elf Aquitaine | Method of synthesis of sulphonylimides |
| FR2645533B1 (fr) | 1989-04-06 | 1991-07-12 | Centre Nat Rech Scient | Procede de synthese de sulfonylimidures |
| JP3878206B2 (ja) | 1994-03-21 | 2007-02-07 | サントル・ナショナル・ドゥ・ラ・ルシェルシュ・シャンティフィク | 良好な耐食性を示すイオン性伝導材料 |
| JP3117369B2 (ja) | 1994-09-12 | 2000-12-11 | セントラル硝子株式会社 | スルホンイミドの製造方法 |
| US5874616A (en) | 1995-03-06 | 1999-02-23 | Minnesota Mining And Manufacturing Company | Preparation of bis (fluoroalkylenesulfonyl) imides and (fluoroalkysulfony) (fluorosulfonyl) imides |
| DE69721748T2 (de) | 1996-12-30 | 2004-03-11 | Hydro-Québec, Montréal | Oberflächenmodifizierte kohlenstoffmaterialien |
| WO1999040025A1 (fr) | 1998-02-03 | 1999-08-12 | Acep Inc. | Nouveaux materiaux utiles en tant que solutes electrolytiques |
| US6252111B1 (en) | 1999-02-16 | 2001-06-26 | Central Glass Company, Limited | Method for producing sulfonimide or its salt |
| JP3623452B2 (ja) * | 2000-01-31 | 2005-02-23 | 森田化学工業株式会社 | スルホニルイミド化合物の製造方法 |
| CA2322099A1 (en) | 2000-01-31 | 2001-07-31 | Yoshitaka Sakamoto | Process for producing sulfonylimide compound |
| KR20010078204A (ko) * | 2000-01-31 | 2001-08-20 | 모리타 시게루 | 설포닐이미드 화합물의 제조방법 |
| FR2818972B1 (fr) | 2000-12-29 | 2003-03-21 | Rhodia Chimie Sa | Procede de fluoration d'un compose halogene |
| CN1306959C (zh) * | 2004-09-21 | 2007-03-28 | 中国科学院武汉病毒研究所 | 草鱼呼肠孤病毒抗原亚单位疫苗制备方法 |
| JP2009504790A (ja) | 2005-08-22 | 2009-02-05 | トランスファート プラス エスイーシー | スルホニルイミド及びその誘導体を調製するための方法 |
| JP5374895B2 (ja) | 2008-03-21 | 2013-12-25 | セントラル硝子株式会社 | 光学活性フルオロアミン類の製造方法 |
| WO2009123328A1 (en) | 2008-03-31 | 2009-10-08 | Nippon Shokubai Co., Ltd. | Sulfonylimide salt and method for producing the same |
| JP5527993B2 (ja) | 2009-03-31 | 2014-06-25 | 三菱マテリアル株式会社 | ビス（フルオロスルホニル）イミドの製造方法 |
| JP5630048B2 (ja) * | 2009-03-31 | 2014-11-26 | セントラル硝子株式会社 | イミド酸化合物の製造方法 |
| JP5443118B2 (ja) | 2009-03-31 | 2014-03-19 | 三菱マテリアル株式会社 | ビス（フルオロスルホニル）イミド塩の製造方法、ビス（フルオロスルホニル）イミド塩及びフルオロ硫酸塩の製造方法、並びにビス（フルオロスルホニル）イミド・オニウム塩の製造方法 |
| JP5471045B2 (ja) * | 2009-06-03 | 2014-04-16 | セントラル硝子株式会社 | イミド酸塩の製造方法 |
| JP5730513B2 (ja) | 2009-08-13 | 2015-06-10 | 三菱マテリアル株式会社 | 含フッ素スルホニルイミド化合物の製造方法 |
| JP5401336B2 (ja) | 2010-01-15 | 2014-01-29 | 株式会社日本触媒 | フルオロスルホニルイミド塩の製造方法 |
| KR101361701B1 (ko) | 2010-05-28 | 2014-02-10 | 가부시기가이샤 닛뽕쇼꾸바이 | 플루오로설포닐이미드의 알칼리 금속염 및 그 제조방법 |
| SG192219A1 (en) * | 2011-03-03 | 2013-09-30 | Nippon Soda Co | Production process for fluorosulfonylimide ammonium salt |
| US20120245386A1 (en) * | 2011-03-21 | 2012-09-27 | Trinapco, Inc. | Synthesis of tetrabutylammonium bis(fluorosulfonyl)imide and related salts |
| US8377406B1 (en) | 2012-08-29 | 2013-02-19 | Boulder Ionics Corporation | Synthesis of bis(fluorosulfonyl)imide |
| KR102115384B1 (ko) * | 2012-11-16 | 2020-05-26 | 트리나프코 인크. | 테트라부틸암모늄 비스(플루오로술포닐)이미드 및 관련 염의 합성 |
-
2013
- 2013-11-15 KR KR1020157012939A patent/KR102115384B1/ko not_active Expired - Fee Related
- 2013-11-15 EP EP13855564.4A patent/EP2920147B1/en not_active Not-in-force
- 2013-11-15 WO PCT/US2013/070410 patent/WO2014078725A1/en not_active Ceased
- 2013-11-15 JP JP2015542848A patent/JP6276778B2/ja not_active Expired - Fee Related
- 2013-11-15 CN CN201380060149.2A patent/CN104918913B/zh not_active Expired - Fee Related
- 2013-11-15 US US14/081,817 patent/US9181173B2/en not_active Expired - Fee Related
-
2015
- 2015-10-14 US US14/883,054 patent/US9475764B2/en not_active Expired - Fee Related
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