JP2014533293A5 - - Google Patents
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- JP2014533293A5 JP2014533293A5 JP2014541642A JP2014541642A JP2014533293A5 JP 2014533293 A5 JP2014533293 A5 JP 2014533293A5 JP 2014541642 A JP2014541642 A JP 2014541642A JP 2014541642 A JP2014541642 A JP 2014541642A JP 2014533293 A5 JP2014533293 A5 JP 2014533293A5
- Authority
- JP
- Japan
- Prior art keywords
- metal
- catalyst
- process according
- reaction
- carbonate
- 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
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- 238000000034 method Methods 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims description 10
- -1 carbonate ester Chemical class 0.000 claims description 8
- 229910001512 metal fluoride Inorganic materials 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000013522 chelant Substances 0.000 claims description 6
- 229910015900 BF3 Inorganic materials 0.000 claims description 5
- 239000003446 ligand Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 239000002841 Lewis acid Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- 150000007517 lewis acids Chemical class 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 239000004327 boric acid Substances 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- 239000002738 chelating agent Substances 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002825 nitriles Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 229910001392 phosphorus oxide Inorganic materials 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- VSAISIQCTGDGPU-UHFFFAOYSA-N tetraphosphorus hexaoxide Chemical compound O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 239000002245 particle Substances 0.000 claims 2
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims 1
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 claims 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims 1
- 241000186660 Lactobacillus Species 0.000 claims 1
- 229910013870 LiPF 6 Inorganic materials 0.000 claims 1
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims 1
- 125000005910 alkyl carbonate group Chemical group 0.000 claims 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-L catecholate(2-) Chemical compound [O-]C1=CC=CC=C1[O-] YCIMNLLNPGFGHC-UHFFFAOYSA-L 0.000 claims 1
- 150000004292 cyclic ethers Chemical class 0.000 claims 1
- ZACMZEXSXVCAIO-UHFFFAOYSA-N difluoro oxalate;lithium Chemical compound [Li].FOC(=O)C(=O)OF ZACMZEXSXVCAIO-UHFFFAOYSA-N 0.000 claims 1
- ZIISGGOPQWHYDA-UHFFFAOYSA-N difluorooxyborinic acid Chemical compound B(O)(OF)OF ZIISGGOPQWHYDA-UHFFFAOYSA-N 0.000 claims 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims 1
- ZTOMUSMDRMJOTH-UHFFFAOYSA-N glutaronitrile Chemical compound N#CCCCC#N ZTOMUSMDRMJOTH-UHFFFAOYSA-N 0.000 claims 1
- 229940039696 lactobacillus Drugs 0.000 claims 1
- 150000002596 lactones Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims 1
- 229960001860 salicylate Drugs 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 2
- 229910013188 LiBOB Inorganic materials 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- YNQRWVCLAIUHHI-UHFFFAOYSA-L dilithium;oxalate Chemical compound [Li+].[Li+].[O-]C(=O)C([O-])=O YNQRWVCLAIUHHI-UHFFFAOYSA-L 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 238000005374 membrane filtration Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000003930 superacid Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102011086306.0 | 2011-11-14 | ||
| DE102011086306 | 2011-11-14 | ||
| PCT/EP2012/072603 WO2013072359A1 (de) | 2011-11-14 | 2012-11-14 | Verfahren zur herstellung von metalldifluorochelatoboraten und verwendung als batterieelektrolyte oder additive in galvanischen zellen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014533293A JP2014533293A (ja) | 2014-12-11 |
| JP2014533293A5 true JP2014533293A5 (https=) | 2017-02-09 |
| JP6188706B2 JP6188706B2 (ja) | 2017-08-30 |
Family
ID=47172642
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014541642A Active JP6188706B2 (ja) | 2011-11-14 | 2012-11-14 | 金属ジフルオロキレートボレートの製造方法、およびガルバニ電池における電池電解質または添加剤としての使用 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9260456B2 (https=) |
| EP (1) | EP2780346B1 (https=) |
| JP (1) | JP6188706B2 (https=) |
| CN (1) | CN104185636B (https=) |
| CA (1) | CA2856123C (https=) |
| DE (1) | DE102012220793A1 (https=) |
| WO (1) | WO2013072359A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108475823B (zh) * | 2015-12-18 | 2022-07-12 | 巴斯夫欧洲公司 | 包含不对称硼酸盐的用于锂离子电池的非水电解质 |
| CN105541890B (zh) * | 2016-01-27 | 2017-08-29 | 太原理工大学 | 一种二氟草酸硼酸钠的合成方法 |
| CN107017434B (zh) * | 2016-01-28 | 2019-06-11 | 宁德新能源科技有限公司 | 非水电解液及锂离子二次电池 |
| KR102662137B1 (ko) | 2016-02-05 | 2024-04-29 | 고션 인코포레이티드 | 다이플루오로 킬레이토 보레이트 염의 제조 |
| CN107305963A (zh) * | 2016-04-25 | 2017-10-31 | 上海交通大学 | 用于锂硫电池的电解液及其制备方法 |
| CN105870504B (zh) * | 2016-05-04 | 2019-11-22 | 宁德新能源科技有限公司 | 一种电解液及锂离子电池 |
| US10287302B2 (en) * | 2017-06-12 | 2019-05-14 | Seeo, Inc. | Method for synthesis of lithium fluorinated borate salts |
| CN109134522A (zh) * | 2017-06-16 | 2019-01-04 | 中国科学院青岛生物能源与过程研究所 | 双羟基螯合氟代烷氧基硼酸盐及其制备方法和应用 |
| CN108101931B (zh) * | 2017-12-19 | 2019-10-29 | 河南师范大学 | 一种双草酸硼酸铵盐[nhr1r2r3][bc4o8]及其制备方法 |
| CN111138462B (zh) * | 2018-11-05 | 2022-10-21 | 江苏国泰超威新材料有限公司 | 一种2-氟丙二酸二氟硼酸锂的制备方法及其应用 |
| JP7155898B2 (ja) * | 2018-11-08 | 2022-10-19 | 株式会社豊田自動織機 | 電解液及び二次電池 |
| US11649358B2 (en) | 2019-09-11 | 2023-05-16 | Uchicago Argonne, Llc | Borate salts, polymers and composites |
| CN111592559A (zh) * | 2020-05-22 | 2020-08-28 | 兰州理工大学 | 一种一步法合成二氟草酸硼酸钠的方法 |
| CN111883827A (zh) * | 2020-07-16 | 2020-11-03 | 香河昆仑化学制品有限公司 | 一种锂离子电池非水电解液和锂离子电池 |
| CN113800525A (zh) * | 2021-11-03 | 2021-12-17 | 九江天赐高新材料有限公司 | 一种利用硼盐尾气联产氟硅酸盐和盐酸的方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1195834B1 (en) | 2000-10-03 | 2010-09-15 | Central Glass Company, Limited | Electrolyte for electrochemical device |
| DE10108592C1 (de) * | 2001-02-22 | 2002-08-14 | Chemetall Gmbh | Borchelatkomplexe, Verfahren zu deren Herstellung sowie deren Verwendung |
| US6849752B2 (en) | 2001-11-05 | 2005-02-01 | Central Glass Company, Ltd. | Process for synthesizing ionic metal complex |
| DE102004011522A1 (de) * | 2004-03-08 | 2005-09-29 | Chemetall Gmbh | Leitsalze für Lithiumionenbatterien und deren Herstellung |
| DE102010008331A1 (de) * | 2009-02-18 | 2010-08-19 | Chemetall Gmbh | Galvanische Zelle mit einer Lithiummetall oder eine lithiummetallhaltigen Legierung als Anodenmaterial |
| CN101643481B (zh) * | 2009-08-28 | 2011-08-17 | 张家港市国泰华荣化工新材料有限公司 | 一种得到二氟草酸硼酸锂与双草酸硼酸锂的合成工艺 |
-
2012
- 2012-11-14 CA CA2856123A patent/CA2856123C/en active Active
- 2012-11-14 CN CN201280055854.9A patent/CN104185636B/zh active Active
- 2012-11-14 DE DE102012220793A patent/DE102012220793A1/de not_active Withdrawn
- 2012-11-14 WO PCT/EP2012/072603 patent/WO2013072359A1/de not_active Ceased
- 2012-11-14 JP JP2014541642A patent/JP6188706B2/ja active Active
- 2012-11-14 EP EP12784274.8A patent/EP2780346B1/de active Active
- 2012-11-14 US US14/357,919 patent/US9260456B2/en active Active
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