JPS62290071A - Organic electrolyne secondary battery - Google Patents
Organic electrolyne secondary batteryInfo
- Publication number
- JPS62290071A JPS62290071A JP61133304A JP13330486A JPS62290071A JP S62290071 A JPS62290071 A JP S62290071A JP 61133304 A JP61133304 A JP 61133304A JP 13330486 A JP13330486 A JP 13330486A JP S62290071 A JPS62290071 A JP S62290071A
- Authority
- JP
- Japan
- Prior art keywords
- chlorine
- carbonate
- organic electrolyte
- lithium
- solvent
- 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.)
- Pending
Links
- 239000005486 organic electrolyte Substances 0.000 claims abstract description 16
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 11
- 239000000460 chlorine Substances 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052731 fluorine Chemical group 0.000 claims abstract description 8
- 239000011737 fluorine Chemical group 0.000 claims abstract description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052744 lithium Inorganic materials 0.000 abstract description 17
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract description 16
- LFEAJBLOEPTINE-UHFFFAOYSA-N 4-(chloromethyl)-1,3-dioxolan-2-one Chemical compound ClCC1COC(=O)O1 LFEAJBLOEPTINE-UHFFFAOYSA-N 0.000 abstract description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 2
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 abstract description 2
- 229910001486 lithium perchlorate Inorganic materials 0.000 abstract description 2
- 238000007599 discharging Methods 0.000 description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical group [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- CFJRPNFOLVDFMJ-UHFFFAOYSA-N titanium disulfide Chemical compound S=[Ti]=S CFJRPNFOLVDFMJ-UHFFFAOYSA-N 0.000 description 3
- 229910052808 lithium carbonate Inorganic materials 0.000 description 2
- 229910001540 lithium hexafluoroarsenate(V) Inorganic materials 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- WCVOGSZTONGSQY-UHFFFAOYSA-N 2,4,6-trichloroanisole Chemical class COC1=C(Cl)C=C(Cl)C=C1Cl WCVOGSZTONGSQY-UHFFFAOYSA-N 0.000 description 1
- JWUJQDFVADABEY-UHFFFAOYSA-N 2-methyltetrahydrofuran Chemical compound CC1CCCO1 JWUJQDFVADABEY-UHFFFAOYSA-N 0.000 description 1
- 229910000838 Al alloy Inorganic materials 0.000 description 1
- OWNRRUFOJXFKCU-UHFFFAOYSA-N Bromadiolone Chemical compound C=1C=C(C=2C=CC(Br)=CC=2)C=CC=1C(O)CC(C=1C(OC2=CC=CC=C2C=1O)=O)C1=CC=CC=C1 OWNRRUFOJXFKCU-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- 229910000978 Pb alloy Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HXELGNKCCDGMMN-UHFFFAOYSA-N [F].[Cl] Chemical compound [F].[Cl] HXELGNKCCDGMMN-UHFFFAOYSA-N 0.000 description 1
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- OJIJEKBXJYRIBZ-UHFFFAOYSA-N cadmium nickel Chemical compound [Ni].[Cd] OJIJEKBXJYRIBZ-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000006258 conductive agent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
-
- 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
Abstract
Description
【発明の詳細な説明】
3、発明の詳細な説明
産業上の利用分野
本発明は、負極にリチウムなどを用いた有機電解質二次
電池の改良に関するものであり、特に有機電解質の溶媒
を改良し、負極の充放電の電流効率を向上させるもので
ある。[Detailed Description of the Invention] 3. Detailed Description of the Invention Industrial Field of Application The present invention relates to the improvement of organic electrolyte secondary batteries using lithium or the like in the negative electrode, and in particular to the improvement of organic electrolyte solvents. , which improves the current efficiency of charging and discharging the negative electrode.
従来の技術
リチウムなどのアルカリ金属を負極に用いた有機電解質
電池は、従来の鉛やニカド蓄電池に比べ、高エネルギー
密度になることが期待され、研究が活発に行われている
。その代表的な例として、負21\−。Conventional Technology Organic electrolyte batteries that use alkali metals such as lithium as negative electrodes are expected to have higher energy density than conventional lead or nickel-cadmium storage batteries, and are being actively researched. A typical example is negative 21\-.
極にリチウム金属、正極に二硫化チタン(TiS2)を
用い、有機電解質の溶質として、過塩素酸リチウム(L
iCjl104 ) ヤ、ヘキサフロロアルシネート(
LiAsF6)、溶媒にプロピレンカーボネート(pc
)、や2−メチルテトラヒドロフラン(2−Me−TH
F )を用いたものがある。Lithium metal is used as the electrode, titanium disulfide (TiS2) is used as the positive electrode, and lithium perchlorate (L) is used as the solute of the organic electrolyte.
iCjl104 ) Ya, hexafluoroarsinate (
LiAsF6), propylene carbonate (pc
), and 2-methyltetrahydrofuran (2-Me-TH
There is one using F).
発明が解決しようとする問題点
これらの電池では、負極の充放電の電流効率が60〜8
0チと低いために未だに実用化されていない。Problems to be Solved by the Invention In these batteries, the current efficiency of charging and discharging the negative electrode is 60 to 8.
It has not been put into practical use yet because it is as low as 0.
問題点を解決するための手段
本発明では、従来の有機電解質の溶媒に代えて、少なく
とも3または4の位置の水素を塩素またはフッ素で置換
したプロピレンカーボネートを使用することを特徴とし
ている。Means for Solving the Problems The present invention is characterized by the use of propylene carbonate in which hydrogen at at least 3 or 4 positions is replaced with chlorine or fluorine, in place of the conventional organic electrolyte solvent.
作用
従来のpcや2−Me−THFを溶媒として用いた有機
電解質中で負極リチウムを充電すると、活性なリチウム
のため、析出したリチウムの一部が溶媒と反応して、リ
チウムの塩が生成する。例えば3ベーi
PC中では、次式のように
2Li+CH3−0H−CH2→Li2Co3+CH,
−CH=CH2析出したリチウムが炭酸リチウムになる
ことが報告されている。2−Me−THFの場合にも、
この溶媒がリチウムと反応すると考えられる。このため
負極の電流効率(充電に用した電荷量に対する、放電可
能な電荷量)は、60〜80%と低かった。Effect: When negative electrode lithium is charged in an organic electrolyte using conventional PC or 2-Me-THF as a solvent, some of the precipitated lithium reacts with the solvent to form lithium salt because it is active lithium. . For example, in a 3Bai PC, 2Li+CH3-0H-CH2→Li2Co3+CH,
-CH=CH2 It has been reported that the precipitated lithium becomes lithium carbonate. Also in the case of 2-Me-THF,
It is believed that this solvent reacts with lithium. Therefore, the current efficiency of the negative electrode (the amount of charge that can be discharged relative to the amount of charge used for charging) was as low as 60 to 80%.
本発明者は、PCの場合C−00結合がLiとの反応に
より切れると考えて、とのCの位置の水素を、塩素また
はフッ素で置換することにより、これらの強い電子吸引
性のため、C−0の結合は切れにくくなり、これによシ
ミ流動率は向上すると考えた。例えば、3の位置を塩素
で置換した3−クロロプロピレンカーボネートは(1)
式のような同様に4−クロロプロピレンカーボネートの
構造ヲ(2)式に、また3−クロロ−470ロプロピレ
ンカーボネートの構造を(3)式に示す。The present inventor believed that in the case of PC, the C-00 bond would be broken by the reaction with Li, and by replacing the hydrogen at the C position with chlorine or fluorine, due to their strong electron-withdrawing properties, It was thought that the bond of C-0 would be difficult to break and that this would improve the stain fluidity. For example, 3-chloropropylene carbonate with chlorine substituted at position 3 is (1)
Similarly, the structure of 4-chloropropylene carbonate is shown in formula (2), and the structure of 3-chloro-470ropropylene carbonate is shown in formula (3).
l ■ 実施例 以下本発明の詳細な説明する。l ■ Example The present invention will be explained in detail below.
実施例1
ビーカー形セル中で負極リチウムの電流効率を検討した
。大きさ2αX2ffiのニッケル板を負極の集電体と
し、これにリードとしてニッケルリボ5べ−7・
ンを付けた。対極には白金を用い、照合電極にはリチウ
ムを用いた。このセル中に各種有機電解質を入れ、4m
Aで2時間充電したのち、4mAで負極の電位が照合電
極に対して1、Ovになるまで放電した。この充電放電
をくり返した。電流効率は、充電した電荷量に対する放
電てきた電荷量で計算した。例えば放電が1.5時間で
あるならば、(1,ts hr X 4 mA)/(2
hr X 4 mA) x 100= 7 tsチとな
る。この充放電を50サイクルくり返して、平均の電流
効率を求めた。この値が大きい程、析出したリチウムは
溶媒と反応していないことになる。溶質は全て濃度0.
1モル/lのLiCIO4を用いた。結果を表に示す。Example 1 The current efficiency of negative electrode lithium was investigated in a beaker-type cell. A nickel plate with a size of 2α×2ffi was used as the negative electrode current collector, and a 5-7 nickel ribbon was attached as a lead to this. Platinum was used for the counter electrode, and lithium was used for the reference electrode. Various organic electrolytes were put into this cell, and 4 m
After charging at A for 2 hours, it was discharged at 4 mA until the potential of the negative electrode became 1 Ov with respect to the reference electrode. This charging and discharging process was repeated. The current efficiency was calculated based on the amount of charge discharged relative to the amount of charge charged. For example, if the discharge is 1.5 hours, (1,ts hr X 4 mA)/(2
hr x 4 mA) x 100 = 7 ts. This charge/discharge cycle was repeated 50 times to determine the average current efficiency. The larger this value is, the less the precipitated lithium has reacted with the solvent. All solutes have a concentration of 0.
1 mol/l LiCIO4 was used. The results are shown in the table.
なお表中、本発明の溶媒の種類を次のように略式で示し
た。3の位置の水素を塩素で置換したものは、3−クロ
ロプロピレンカーボネートであるが、後のプロピレンカ
ーボネートを略し、3−クロロとした。同様に全て後の
プロピレンカーボネートを略した。In the table, the types of solvents used in the present invention are shown in the following abbreviations. 3-chloropropylene carbonate is obtained by substituting hydrogen at position 3 with chlorine, but the latter propylene carbonate is abbreviated to 3-chloro. Similarly, the latter propylene carbonate was omitted in all cases.
これより、少なくとも3または4の位置の水素6ベー7
を塩素フッ素で置換することにより、充放電の電流効率
は増大することがわかる。また置換の度合は、3と4の
両方を塩素、フッ素で置換したものが良く、次に両方を
フッ化、塩化したものが良好であった。From this, it can be seen that the current efficiency of charging and discharging is increased by replacing hydrogen 6be7 at at least the 3rd or 4th position with chlorine fluorine. Regarding the degree of substitution, it was better to substitute both 3 and 4 with chlorine or fluorine, and then to fluoride or chloride both.
7ベー7
実施例2
負極に直径17.5mm、厚さ0.6mの円板状リチウ
ムを用いた。この時の理論充填容量は、247mAhで
ある。正極にはTi82100重量部に導電剤としての
アセチレンブラック10重量部、結着剤としてポリ4フ
フ化工チレン樹脂10重量部を加えた合剤0.49を直
径17.6閣の円板状に圧縮成形したものを用いた。こ
の時の理論充填容量は80 mAhであった。これらの
正極、負極より扁平形電池を試作した。この電池の構造
を第1図に示す。7Ba7 Example 2 A lithium disk having a diameter of 17.5 mm and a thickness of 0.6 m was used as a negative electrode. The theoretical filling capacity at this time is 247mAh. For the positive electrode, a 0.49% mixture of 100 parts by weight of Ti82, 10 parts by weight of acetylene black as a conductive agent, and 10 parts by weight of poly-4Fufu modified tyrene resin as a binder was compressed into a disk shape with a diameter of 17.6 mm. A molded one was used. The theoretical filling capacity at this time was 80 mAh. A flat battery was prototyped from these positive and negative electrodes. The structure of this battery is shown in FIG.
第1図において、1は電池ケース、2は封口板、3は負
極リチウム、4はセパレータ、6は正極、6はガスケッ
トである。In FIG. 1, 1 is a battery case, 2 is a sealing plate, 3 is a negative electrode lithium, 4 is a separator, 6 is a positive electrode, and 6 is a gasket.
この電池を21+1Aの定電流で充放電をくり返した。This battery was repeatedly charged and discharged at a constant current of 21+1A.
放電は、電池電圧が1.2vになる時点で、充電は2.
8vになる時点でそれぞれ止めた。有機電解質の溶質に
は1モル/lのLiAsF6を用いた。Discharge occurs when the battery voltage reaches 1.2V, and charge reaches 2.
I stopped each when it reached 8v. 1 mol/l LiAsF6 was used as the solute of the organic electrolyte.
各電池の有機電解質量は、全て200μlとした。The amount of organic electrolyte in each battery was 200 μl.
有機電解質の溶媒に、3−クロロ−4−クロロプロピレ
ンカーボネート、3−クロロプロピレンカーボネ−)1
4−クロロプロピレンカーボネート。As the solvent for the organic electrolyte, 3-chloro-4-chloropropylene carbonate, 3-chloropropylene carbonate) 1
4-chloropropylene carbonate.
3−クロロプロピレンカーボネート、4−フロロプロピ
レンカーボネートを用いた電池を各々A。Batteries using 3-chloropropylene carbonate and 4-fluoropropylene carbonate are labeled A.
B、C,D、にとし、従来のP C、2−Me−THF
令用いた電池を各々F、Gとする。第2図にはこれら電
池の各サイクルにおける放電電気量をプロットした。こ
れより少なくとも3または4の位置の水素を、塩素また
はフッ素で置換したプロピレンカーボネートを用いるこ
とにより、電池のサイクル特性が向上することがわかる
。これは、実施例1に示したように負極の充放電の電流
効率が向上したためである。B, C, D, conventional PC, 2-Me-THF
The batteries used in the test are F and G, respectively. In FIG. 2, the amount of electricity discharged in each cycle of these batteries is plotted. This shows that the use of propylene carbonate in which hydrogen at at least the 3rd or 4th position is replaced with chlorine or fluorine improves the cycle characteristics of the battery. This is because the current efficiency of charging and discharging the negative electrode was improved as shown in Example 1.
以上は、リチウムを負極として用いた実施例について述
べたが、負極にリチウム−アルミニウム合金や、負極に
鉛、スズ、ビスマス、カドミウムなどの合金を用いて、
充電により負極中にリチウムを吸蔵させ、放電で吸蔵し
たリチウムを放出させる電極に対しても、本発明の溶媒
は、大きな効果を有した。The above has described an example in which lithium was used as the negative electrode, but a lithium-aluminum alloy or an alloy of lead, tin, bismuth, cadmium, etc.
The solvent of the present invention also had a great effect on electrodes that occlude lithium in the negative electrode upon charging and release the occluded lithium upon discharging.
9べ一7゛
また正極については、TiS 2の場合のみを示したが
、本発明の溶媒が負極に対して大きな効果を有するので
あり、他の活物質を正極に用いても、電池の負極の充放
電効率は向上し、それに伴い電池のサイクル特性は向上
する。Regarding the positive electrode, although only the case of TiS2 is shown, the solvent of the present invention has a great effect on the negative electrode, and even if other active materials are used for the positive electrode, the negative electrode of the battery will not be affected. The charging and discharging efficiency of the battery improves, and the cycle characteristics of the battery improve accordingly.
発明の効果
以上のように、本発明により、負極の充放電の電流効率
が向上し、電池のサイクル特性が向上する。Effects of the Invention As described above, according to the present invention, the current efficiency of charging and discharging the negative electrode is improved, and the cycle characteristics of the battery are improved.
第1図は実施例に用いた電池の縦断面図、第2図は各種
溶媒を用いた電池のサイクル特性を示す図である。
3・・・・・・負極、4・・・・・・セパレータ、6・
・・・・・正極。
代理人の氏名 弁理士 中 尾 敏 男 ほか1名第2
図
フイフル牧FIG. 1 is a longitudinal cross-sectional view of a battery used in an example, and FIG. 2 is a diagram showing cycle characteristics of batteries using various solvents. 3... Negative electrode, 4... Separator, 6...
...Positive electrode. Name of agent: Patent attorney Toshio Nakao and 1 other person 2nd
Figure Huifuru Maki
Claims (1)
に、少なくとも3または4の位置の水素を塩素またはフ
ッ素で置換したプロピレンカーボネートを用いたことを
特徴とする有機電解質二次電池。An organic electrolyte secondary battery comprising a negative electrode, a positive electrode, and an organic electrolyte, characterized in that propylene carbonate in which hydrogen at at least the 3rd or 4th position is replaced with chlorine or fluorine is used as the solvent of the organic electrolyte.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61133304A JPS62290071A (en) | 1986-06-09 | 1986-06-09 | Organic electrolyne secondary battery |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61133304A JPS62290071A (en) | 1986-06-09 | 1986-06-09 | Organic electrolyne secondary battery |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62290071A true JPS62290071A (en) | 1987-12-16 |
Family
ID=15101533
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61133304A Pending JPS62290071A (en) | 1986-06-09 | 1986-06-09 | Organic electrolyne secondary battery |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62290071A (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0714148A1 (en) * | 1994-11-09 | 1996-05-29 | Furukawa Denchi Kabushiki Kaisha | A lithium secondary battery |
US5571635A (en) * | 1994-04-15 | 1996-11-05 | National Research Council Of Canada | Electrolyte for a secondary cell |
EP0775701A1 (en) * | 1995-06-09 | 1997-05-28 | Mitsui Petrochemical Industries, Ltd. | Cyclic fluorinated carbonates and electrolyte solution and battery containing the carbonate |
US5750730A (en) * | 1996-01-10 | 1998-05-12 | Sanyo Chemical Industries, Ltd. | Fluorine-containing dioxolane compound, electrolytic solution composition, battery and capacitor |
KR100686203B1 (en) | 2004-08-27 | 2007-02-22 | 삼성정밀화학 주식회사 | Process for preparing phenylthio-1,3-dioxolan-2-one derivatives |
KR100686204B1 (en) | 2004-08-27 | 2007-02-23 | 삼성정밀화학 주식회사 | Process for preparing phenyloxo-1,3-dioxolan-2-one derivatives |
EP2119715A1 (en) | 2004-02-25 | 2009-11-18 | Takeda Pharmaceutical Company Limited | Benzimidazole derivative and its use as aii receptor antagonist |
US7776476B2 (en) | 2004-12-10 | 2010-08-17 | Sony Corporation | Battery |
US8216726B2 (en) | 2008-01-09 | 2012-07-10 | Sony Corporation | Battery |
JP2012528116A (en) * | 2009-05-28 | 2012-11-12 | ゾルファイ フルーオル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Process for preparing 4-fluoro-4-R-5-R'-1,3-dioxolan-2-one |
US9000204B2 (en) | 2009-07-16 | 2015-04-07 | Solvay Flour Gmbh | Process for the preparation of fluoroalkyl (fluoro)alkyl carbonates and carbamates |
-
1986
- 1986-06-09 JP JP61133304A patent/JPS62290071A/en active Pending
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5571635A (en) * | 1994-04-15 | 1996-11-05 | National Research Council Of Canada | Electrolyte for a secondary cell |
US5714280A (en) * | 1994-11-09 | 1998-02-03 | Furukawa Denchi Kabushiki Kaisha | Lithium secondary battery |
EP0714148A1 (en) * | 1994-11-09 | 1996-05-29 | Furukawa Denchi Kabushiki Kaisha | A lithium secondary battery |
EP0775701A1 (en) * | 1995-06-09 | 1997-05-28 | Mitsui Petrochemical Industries, Ltd. | Cyclic fluorinated carbonates and electrolyte solution and battery containing the carbonate |
EP0775701A4 (en) * | 1995-06-09 | 1997-09-17 | Mitsui Petrochemical Ind | Cyclic fluorinated carbonates and electrolyte solution and battery containing the carbonate |
US5750730A (en) * | 1996-01-10 | 1998-05-12 | Sanyo Chemical Industries, Ltd. | Fluorine-containing dioxolane compound, electrolytic solution composition, battery and capacitor |
EP2119715A1 (en) | 2004-02-25 | 2009-11-18 | Takeda Pharmaceutical Company Limited | Benzimidazole derivative and its use as aii receptor antagonist |
KR100686203B1 (en) | 2004-08-27 | 2007-02-22 | 삼성정밀화학 주식회사 | Process for preparing phenylthio-1,3-dioxolan-2-one derivatives |
KR100686204B1 (en) | 2004-08-27 | 2007-02-23 | 삼성정밀화학 주식회사 | Process for preparing phenyloxo-1,3-dioxolan-2-one derivatives |
US7776476B2 (en) | 2004-12-10 | 2010-08-17 | Sony Corporation | Battery |
US8216726B2 (en) | 2008-01-09 | 2012-07-10 | Sony Corporation | Battery |
JP2012528116A (en) * | 2009-05-28 | 2012-11-12 | ゾルファイ フルーオル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Process for preparing 4-fluoro-4-R-5-R'-1,3-dioxolan-2-one |
US9000204B2 (en) | 2009-07-16 | 2015-04-07 | Solvay Flour Gmbh | Process for the preparation of fluoroalkyl (fluoro)alkyl carbonates and carbamates |
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