JPWO2017043576A1 - 非水電解液用添加剤、非水電解液、及び、蓄電デバイス - Google Patents
非水電解液用添加剤、非水電解液、及び、蓄電デバイス Download PDFInfo
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- JPWO2017043576A1 JPWO2017043576A1 JP2017539216A JP2017539216A JPWO2017043576A1 JP WO2017043576 A1 JPWO2017043576 A1 JP WO2017043576A1 JP 2017539216 A JP2017539216 A JP 2017539216A JP 2017539216 A JP2017539216 A JP 2017539216A JP WO2017043576 A1 JPWO2017043576 A1 JP WO2017043576A1
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- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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Abstract
Description
なお、本明細書において「ハロゲン原子で置換されていてもよい」とは、各基に含まれる水素原子が、ハロゲン原子に置換されていてもよいことを示す。
(実施例1)
炭酸エチレン(EC)と炭酸ジエチル(DEC)とを、EC:DEC=30:70の体積組成比で混合して混合非水溶媒を得た。得られた混合非水溶媒に、電解質としてLiPF6を1.0mol/Lの濃度となるように溶解した。得られた溶液に、表1に示した化合物1を非水電解液用添加剤として添加し、非水電解液を調製した。非水電解液用添加剤(化合物1)の含有割合は、非水電解液の全質量を基準として0.5質量%とした。
化合物1の含有割合を1.0質量%としたこと以外は、実施例1と同様にして非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物2に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物3に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物4に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物5に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物6に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物7に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物8に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物9に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物10に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から表1に示した化合物11に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
化合物1を添加しなかったこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1から1,3−プロパンスルトンに変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1からビニレンカーボネート(VC)に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
ビニレンカーボネート(VC)の含有割合を2.0質量%としたこと以外は比較例3と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1からフルオロエチレンカーボネート(FEC)に変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
フルオロエチレンカーボネート(FEC)の含有割合を2.0質量%としたこと以外は比較例5と同様にして、非水電解液を調製した。
非水電解液用添加剤を化合物1からスルホランに変更し、その含有割合を1.0質量%としたこと以外は実施例1と同様にして、非水電解液を調製した。
(LUMOエネルギーの測定)
実施例で用いた化合物1〜11のLUMO(最低空分子軌道)エネルギーを、Gaussian03ソフトウェアにより、半経験的分子軌道計算により求めた。算出されたLUMOエネルギーを表1に示した。
実施例で用いた化合物1〜11、及び、比較例5、6で用いたフルオロエチレンカーボネート(FEC)を、温度40±2℃、湿度75±5%の恒温恒湿環境下で90日間放置する保存試験に供した。保存試験前後の各非水電解液用添加剤の1H−核磁気共鳴スペクトル(1H−NMR)を測定し、以下の基準で各化合物の安定性を評価した。表2は安定性の評価結果を示す。
○:保存試験前後で1H−NMRスペクトルのピーク変化がなかった。
△:保存試験前後で1H−NMRスペクトルのわずかなピーク変化が確認された。
×:保存試験前後で1H−NMRスペクトルの明らかなピーク変化が確認された。
正極活物質としてのLiNi1/3Co1/3Mn1/3O2と、導電性付与剤としてカーボンブラックとを乾式混合した。得られた混合物を、バインダーとしてポリフッ化ビニリデン(PVDF)を溶解させたN−メチル−2−ピロリドン(NMP)中に均一に分散させ、スラリーを作製した。得られたスラリーをアルミ金属箔(角型、厚さ20μm)の両面に塗布した。塗膜を乾燥してNMPを除去した後、全体をプレスして、正極集電体としてのアルミ金属箔と、その両面上に形成された正極活物質層とを有する正極シートを得た。得られた正極シートの正極活物質層における固形分比率は、質量比で、正極活物質:導電性付与剤:PVDF=92:4:4とした。
負極シートとして、市販の黒鉛塗布電極シート(宝泉社製、商品名:電極シート負極単層)を用いた。
実施例及び比較例で得られた各非水電解液中にて、ポリエチレン製のセパレータを、負極シート、ポリエチレン製のセパレータ、正極シート、ポリエチレン製のセパレータ及び負極シートの順に積層して、電池要素を作製した。この電池要素を、アルミニウム(厚さ40μm)とその両面を被覆する樹脂層とを有するラミネートフィルムから形成された袋に、正極シート及び負極シートの端部が袋から突き出るように挿入した。次いで、実施例及び比較例で得られた各非水電解液を袋内に注入した。袋を真空封止し、シート状の非水電解液二次電池を得た。更に、電極間の密着性を高めるために、ガラス板でシート状非水電解液二次電池を挟んで加圧し、非水電解液二次電池(シート型二次電池)を作製した。
得られた非水電解液二次電池に対して、25℃において、充電レートを0.3C、放電レートを0.3C、充電終止電圧を4.2V、及び、放電終止電圧を2.5Vとして充放電サイクル試験を行った。200サイクル後の放電容量維持率(%)及び200サイクル後の内部抵抗比を表3に示した。
なお、200サイクル後の「放電容量維持率(%)」とは、10サイクル試験後の放電容量(mAh)に対する、200サイクル試験後の放電容量(mAh)の割合(百分率)である。また、200サイクル後の「内部抵抗比」とは、サイクル試験前の抵抗を1としたときの、200サイクル試験後の抵抗を相対値で示したものである。
サイクル試験に用いた電池とは別に、実施例及び比較例の各電解液を含む同様の構成の非水電解液二次電池を準備した。この電池を、25℃において、0.2Cに相当する電流で4.2Vまで充電した後、0.2Cに相当する電流で3Vまで放電する操作を3サイクル行なって電池を安定させた。次いで、充電レートを0.3Cとして再度4.2Vまで電池を充電した後、60℃、168時間の高温で電池を保存した。その後、室温まで冷却し、アルキメデス法により電池の体積を測定し、保存前後の体積変化からガス発生量を求めた。
Claims (11)
- 下記式(1)で表される化合物を含む、非水電解液用添加剤。
- 前記ハロゲン原子がフッ素原子である、請求項1〜3のいずれか一項に記載の非水電解液用添加剤。
- 式(1)中のXがスルホニル基である、請求項1〜4のいずれか一項に記載の非水電解液用添加剤。
- 請求項1〜5のいずれか一項に記載の非水電解液用添加剤、非水溶媒、及び電解質を含有する、非水電解液。
- 前記非水溶媒が環状カーボネート及び鎖状カーボネートを含む、請求項6に記載の非水電解液。
- 前記電解質がリチウム塩を含む、請求項6又は7に記載の非水電解液。
- 請求項6〜8のいずれか一項に記載の非水電解液と、正極及び負極と、を備える、蓄電デバイス。
- 請求項6〜8のいずれか一項に記載の非水電解液と、正極及び負極と、を備る、リチウムイオン電池。
- 請求項6〜8のいずれか一項に記載の非水電解液と、正極及び負極と、を備える、リチウムイオンキャパシタ。
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US20180248226A1 (en) | 2018-08-30 |
JP6472888B2 (ja) | 2019-02-20 |
PL3349290T3 (pl) | 2024-04-02 |
WO2017043576A1 (ja) | 2017-03-16 |
KR102571760B1 (ko) | 2023-08-28 |
TW201714338A (zh) | 2017-04-16 |
EP3349290A1 (en) | 2018-07-18 |
CN108028427A (zh) | 2018-05-11 |
TWI700848B (zh) | 2020-08-01 |
KR20180050373A (ko) | 2018-05-14 |
US11038201B2 (en) | 2021-06-15 |
CN113903992A (zh) | 2022-01-07 |
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CN108028427B (zh) | 2022-01-14 |
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