TW494597B - Electrolyte and compound used in battery and its preparation method - Google Patents
Electrolyte and compound used in battery and its preparation method Download PDFInfo
- Publication number
- TW494597B TW494597B TW089122080A TW89122080A TW494597B TW 494597 B TW494597 B TW 494597B TW 089122080 A TW089122080 A TW 089122080A TW 89122080 A TW89122080 A TW 89122080A TW 494597 B TW494597 B TW 494597B
- Authority
- TW
- Taiwan
- Prior art keywords
- same
- electrolyte
- patent application
- scope
- carbon atoms
- Prior art date
Links
- 239000003792 electrolyte Substances 0.000 title claims abstract description 22
- 150000001875 compounds Chemical class 0.000 title claims description 17
- 238000002360 preparation method Methods 0.000 title description 3
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 239000001257 hydrogen Substances 0.000 claims abstract description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 125000001453 quaternary ammonium group Chemical class 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 238000011049 filling Methods 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 230000002079 cooperative effect Effects 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 150000001299 aldehydes Chemical class 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 241000230533 Gulo gulo Species 0.000 claims 1
- 229910001290 LiPF6 Inorganic materials 0.000 claims 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 229910052722 tritium Inorganic materials 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- -1 diester compound Chemical class 0.000 abstract description 7
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract description 4
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical class [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 abstract description 3
- 150000005690 diesters Chemical class 0.000 abstract description 3
- 229910052744 lithium Inorganic materials 0.000 abstract description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 125000003709 fluoroalkyl group Chemical group 0.000 abstract 1
- 229940006487 lithium cation Drugs 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229910003002 lithium salt Inorganic materials 0.000 description 3
- 159000000002 lithium salts Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- PPDFQRAASCRJAH-UHFFFAOYSA-N 2-methylthiolane 1,1-dioxide Chemical compound CC1CCCS1(=O)=O PPDFQRAASCRJAH-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000000320 amidine group Chemical group 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/28—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with dihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/63—Halogen-containing esters of saturated acids
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/056—Accumulators with non-aqueous electrolyte characterised by the materials used as electrolytes, e.g. mixed inorganic/organic electrolytes
- H01M10/0564—Accumulators 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
- H01M10/0566—Liquid materials
- H01M10/0569—Liquid materials characterised by the solvents
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M6/00—Primary cells; Manufacture thereof
- H01M6/14—Cells with non-aqueous electrolyte
- H01M6/16—Cells with non-aqueous electrolyte with organic electrolyte
- H01M6/162—Cells with non-aqueous electrolyte with organic electrolyte characterised by the electrolyte
- H01M6/164—Cells with non-aqueous electrolyte with organic electrolyte characterised by the electrolyte by the solvent
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M2300/00—Electrolytes
- H01M2300/0017—Non-aqueous electrolytes
- H01M2300/0025—Organic electrolyte
- H01M2300/0028—Organic electrolyte characterised by the solvent
- H01M2300/0034—Fluorinated solvents
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Inorganic Chemistry (AREA)
- Secondary Cells (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
494597 五、發明説明（1·) 本發明係關於一種以亞甲基為橋樑之二酯類及新化合 物之新應用可行性。 鋰離子電池具有一電解質，該電解質含有一導電鹽類及 一不含水分且既不提供質子給溶質又不從溶質接受質子之 落劑。LiPF0是一非常優良之導電鹽類，雖然其他如四級之 鏘-離子(Onium-Ionen)之陽離子同樣可以被利用。其他可以 被利用之鋰鹽有LiBF4 、三氟甲磺酸 (TrifluormethansulfonsSure)之鋰鹽或二-(三氟甲磺基)醯亞胺 (Bis-(tnfluormethansulfonyl)imid)之鋰鹽。作為溶劑使用的則 例如有燒撐瘦基酸鹽(Alkylencarbonate)、醚類、甲酿 胺（Formamide)、環諷（Sulfolane)或甲基環諷 (Methylsulfolane)。可以被利用的還有特定之腈類^或 含氮之化合物，如硝基甲烷、吡咯烷酮(pyrr〇lidin〇ne)等等， 參考例如 Macoto Ue，Kazuhiko Ida 及 Shoichiro Mori in J. Electrochem· Soc· 141 (1994)，第 2989 頁至第 2996 頁。 經濟部智慧財產局員工消費合作社印製 本發明之任務在於指出其他可以被應用作為電解質溶 劑之化合物。該任務也藉由本發明而圓滿達成。根據本發明 所述之通式(I)之化合物rLcxokk^rLo-cxohi4，其中 R1及R4乃相同或相異，而且代表含一個至四個碳原子之燒 基或疋被至少一個氣原子所取代之含一個至四個碳原子之 燒基’而R2及R3乃相同或相異，R2代表氫，而R3代表氯 或CH3，作為電解質中之溶劑，特別是鋰離子電池之電解質。 R及R比幸父偏好為相同’而且代表CF3。 R2及R3主要乃相同，且代表氫。
494597
五、發明說明（2·) 經濟部智慧財產局員工消費合作社印製 雖然式(I)之化合物能夠作為電解質中單一之溶劑來應 用。然而比較偏好的是一式(I)之化合物和至少另外一既不提 供質子給溶質又不從溶質接受質子之有機溶劑共同使用。習 知之電解質溶劑也能夠作為其他溶劑來應用。可以被利用之 溶劑類型例如在Ue等作者所陳述之文獻參考中有提及。特 別可以被善加利用的有烷撐羧基酸鹽(Alkylencarbonate)、環 造内酉日(Lactone)、腊類(Nitrile)及曱酿胺(Formamide)。而與 氟化幾基酸之二燒基驗胺類，例如三氟醋酸之N，N-二燒基 醯胺類，相互混合使用也是非常有益。“烷基，，於此主要代表 含一個至四個碳原子之烷基。該式①化合物與另外該溶劑化 合物之間的莫耳數比在1 : 0·1至1 : 10之範圍之間。除了 這些溶劑混合物以外，電解質同樣也是本發明之題材，該電 解質含有通式(I)之化合物及導電鹽類，以及在有必要時其他 習知之電解質溶劑。比較偏好之導電鹽類包含作為陽離子之 鋰陽離子，雖然例如四級銨陽離子同樣可以被利用。比較偏 好之導電鹽類陰離子有帶一負電荷之陰離子PF6，然而可以 被利用的帶一個負電荷之陰離子尚有BF4、CF3S03、C104 或[N(S〇2CF：3)2]。比較偏好的是根據本發明之電解質中再含 有另外一電解質溶劑，主要是一烷撐羧基酸鹽 (Alkylencarbonat)或是一三氟醋酸之n，N_二烷基醯胺類，其 中烷基代表含一個至三個碳原子之烷基。還可以被利用作為 其他電解質溶劑的尚有三氟醋酸之醯胺類，在該醯胺類中醯 胺基上之氮被鑲入一五環或六環之系統中，該環狀系統也能 夠含有像氧之雜原子。例如三氟醋酸之醯胺類，在該醯胺類 本紙張尺度適用中國國家標準（CNS)A4規格（2lfi_97公釐） -6' T1--^ I I I----ί I I I--It·!· (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 494597 A7 ^--E_ — 五、發明說明（3.) 中醯胺基是由冰b洛淀(Pyrrolidnyl-)、嗎琳(Morph〇Unyl_)或 哌啶(Piperidinyl-)基所生成。一些通式(1)之化合物是新穎 的。通式(I)之化合物，其中R1、R2、R3及R4具有上述之代 表意義，而化合物，其中R1及R4代表CHS則為例外。同樣 是本發明的題材CF3_C(0)-0-CH2_0-C(0)-CF3是一相當受到 偏好之化合物。 欲合成通式(I)之化合物，以具有化學構造式r2r3c(〇) 之备類’该备類之暴聚物或聚合物在具有催化作用量之酸之 存在下將具有化學構造式1^-(:(0)-0(0)-0114之酐加以轉 變。被取代的R1、R2、R3及R4具有上述之代表意義。 技術’尤其是指本系列可提供使用之溶劑方面，特別是 對電池之電解質將藉由本發明而更加地充實。 以下範例是要將本發明更進一步地說明，而不是將其侷 限在其範圍内。 範例 範例1 : 亞甲基-二-[三氟醋酸鹽]之合成 (-CH2-0_)n + n(CF3C0)20 今 nCH2(OOCCF3)2 在接上回流冷凝裝置之圓底反應瓶中將15公克之多聚 甲經懸浮於100毫升三氟醋酸肝中。在加入具有催化作用 量的濃縮硫酸後將該反應混合物在回流冷凝中加熱。該反應 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公爱〉 -7-
«J * ---- -----tr---------線®- (請先閱讀背面之注意事項再填寫本頁) 494597 A7 B7 五、發明說明（4·) 在大約一小時後結束。反應所得到之粗產物則藉由細部蒸餾 加以純化。 亞甲基-二-「三氟醋酸鹽Ί
產量： Κρ ： ^-NMR 13
C-NMR 45.43 g 68-70°C於10毫巴 5.65 ppm (Singulett，CH2) 90.99 ppm (Singulett，CH2) 115.15 ppm (Quartett 5 CF3) 157.56 ppm (Quartett 5 CO) -76.98 ppm (Singulett ? CF3) 經濟部智慧財產局員工消費合作社印製 (請先閱讀背面之注意事項再填寫本頁)
本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐）
Claims (1)
- 494597六、申請專利範圍 第89122080號專利案申請專利範圍修正本 經濟部智慧財產局員工消費合作、社印製種黾解貝，包含具有鍾陽離子或四級铵陽離子之導電 鹽類及一或數個通式①之化合物， ^ 其中R1及R4乃相同或相異，而且代表含一個至四個碳 原子之燒基或被至少-個氟原子所取代之含一個至四 個碳奸之燒基，R2及R3乃相同或相異，R2代表氯且 R代表風或CH3 ’作為電解質中之溶劑。 /· •根據申請專利範圍第1項所述之電解質，其中“及Μ 乃相同且代表CF3。 .1據申請專利範圍第！項或第2項所述之電解質，其中 R2及R3乃相同且代表氳。 4·根據申請專利範圍第1項所述之電解質，包含作為導電 鹽寧之LiPF6。 ^ 5·根據申請專利範圍第1項所述之電解質，緊接著包含至 J既不#疋供貪子給溶質又不從溶質接受質子之不含 水分電解質溶劑。 6·—種通式(I)之化合物， Rl-C(〇y〇^CR2R3^C(〇y^ 國家標準（CNS)A4規格（210 X 297公釐） -9- --------訂---I---- **^· C請先閱讀背面之注意事項再填寫本頁} 494597 A8 B8 C8 D8 六、申請專利範圍 其中，R1及R4乃相同或相異，而且代表含2至4個碳 原子之烷基或被至少一個氟原子所取代之含一個至四 個碳原子之烷基，R2及R3乃相同或相異，r2代表氫且 R3代表氫或CH3。 7· —種製備通式(I)化合物之方法， r、c(〇)_〇_CR2R3-〇_c(0)-R4 其中，R1及R4乃相同或相異，而且代表含2至4個碳 原子之烷基或被至少一個氟原子所取代之含一個至四 個碳原子之烷基，R2及R3乃相同或相異，R2代表氫且 R3代表氫或a%，以具有化學構造式R2R3c(〇)之醛類， 或該醛類之寡聚物或聚合物在具有催化作用量之酸之 存在下將具有化學構造式RLC(0)_〇(〇)_c_R4之酐加以 轉變。 --------tr---------$· (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 適 度 張 紙 本 (α 準 標 驗 -
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19956362A DE19956362A1 (de) | 1999-11-24 | 1999-11-24 | Neuartige Verwendung von methylenverbrückten Diestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW494597B true TW494597B (en) | 2002-07-11 |
Family
ID=7930062
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW089122080A TW494597B (en) | 1999-11-24 | 2000-10-20 | Electrolyte and compound used in battery and its preparation method |
Country Status (4)
| Country | Link |
|---|---|
| AU (1) | AU2506601A (zh) |
| DE (1) | DE19956362A1 (zh) |
| TW (1) | TW494597B (zh) |
| WO (1) | WO2001039313A1 (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107417530A (zh) * | 2016-05-23 | 2017-12-01 | 微宏动力系统（湖州）有限公司 | 一种非水电解液用双羧酸酯化合物、包含其的非水电解液及二次电池 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2667444A1 (en) * | 2012-05-21 | 2013-11-27 | Solvay Sa | Use of fluorinated 2-methoxymalonic acid esters in electrolyte or solvent compositions |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4012526A (en) * | 1974-05-09 | 1977-03-15 | Chevron Research Company | Oxymethylene di-carboxylic acid esters as anti-fungal agents and animal growth promoters |
| US4948912A (en) * | 1986-09-08 | 1990-08-14 | Southwest Research Institute | Alkylating agents and method of use thereof |
| JP3394172B2 (ja) * | 1997-12-09 | 2003-04-07 | シャープ株式会社 | 電 池 |
-
1999
- 1999-11-24 DE DE19956362A patent/DE19956362A1/de not_active Withdrawn
-
2000
- 2000-10-20 TW TW089122080A patent/TW494597B/zh active
- 2000-11-17 WO PCT/EP2000/011443 patent/WO2001039313A1/de not_active Ceased
- 2000-11-17 AU AU25066/01A patent/AU2506601A/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107417530A (zh) * | 2016-05-23 | 2017-12-01 | 微宏动力系统（湖州）有限公司 | 一种非水电解液用双羧酸酯化合物、包含其的非水电解液及二次电池 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001039313A1 (de) | 2001-05-31 |
| DE19956362A1 (de) | 2001-05-31 |
| AU2506601A (en) | 2001-06-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102093367B (zh) | 一种超级电容器有机电解质螺环季铵盐的制备方法 | |
| ES458109A1 (es) | Procedimiento de transformacion de un ester de acido quiral. | |
| US3282947A (en) | Unsymmetrically substituted 3, 9-diazaspiro(5, 5)undecane compounds | |
| JPWO2009025246A1 (ja) | 精製された含フッ素ビススルホニルイミドのアンモニウム塩の製造方法 | |
| WO2006104305A1 (en) | The lithium salts of pyrrolidinium type zwitterion and the preparation method of the same | |
| TW494597B (en) | Electrolyte and compound used in battery and its preparation method | |
| BENKESER et al. | Reduction of Aryl Halides by Lithium Dialkylamides | |
| JPH0374337B2 (zh) | ||
| CN106977469A (zh) | 一种氘代奥克托今的合成方法 | |
| CN111689926B (zh) | 3-甲基-1,4,2-二恶唑-5-酮的制备方法、产物及应用 | |
| JP4228456B2 (ja) | 潜伏性触媒の製造方法 | |
| CA2073042A1 (en) | Phenylethanolamines, drugs containing these compounds, and a method of preparing them | |
| JP2000016983A (ja) | 塩、電解液及びそれを用いた電気化学デバイス | |
| Kitamura et al. | Alcohol‐and Amine‐Tolerant Synthesis of Six‐Membered Cyclic Quaternary Ammonium Salts by Using a Triazine‐Based Reagent | |
| CN103570584B (zh) | 一种取代苯甲脒类化合物的合成方法 | |
| CN115557952B (zh) | 五并七元氮杂稠环化合物及其制备方法 | |
| JPH05505187A (ja) | １―ヒドロキシアルキル―５―ニトロイミダゾール類の製造方法 | |
| CN102952116B (zh) | 双中心烟碱离子液体及其制备方法和应用 | |
| CA1064488A (en) | 5-amino derivatives of 7-phenyl 1,4-diazepines | |
| CN121085935A (zh) | 一种螺[1-苯并呋喃-3-酮-2,3’-吡咯烷]类化合物及其制备方法 | |
| TW202534050A (zh) | 分解鋰化合物的方法 | |
| DUDGEON | Bis ortho esters as polymer intermediates. | |
| Haggerty Jr et al. | Aryloxyacetamidines of medicinal interest | |
| CN120136723A (zh) | 酰胺萘醌类有机电极材料及其制备方法和在锂离子电池中的应用 | |
| Lorz et al. | N, N-Disubstituted Amidines. IV. Heterocyclic Amidines and Cinnamamidines1 |