Molecular Design of Stable Sulfamide- and Sulfonamide-Based Electrolytes for Aprotic Li-O2 Batteries

Chem - Tập 5 - Trang 2630-2641 - 2019
Shuting Feng1, Mingjun Huang2, Jessica R. Lamb2, Wenxu Zhang2, Ryoichi Tatara3, Yirui Zhang4, Yun Guang Zhu3, Collin F. Perkinson2, Jeremiah A. Johnson2, Yang Shao-Horn3
1Department of Chemical Engineering, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
2Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA
3Research Laboratory of Electronics, Massachusetts Institute of Technology, Cambridge, MA 02139 USA
4Department of Mechanical Engineering, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA

Tài liệu tham khảo

Lu, 2014, Aprotic and aqueous Li–O2 batteries, Chem. Rev., 114, 5611, 10.1021/cr400573b Lu, 2013, Lithium-oxygen batteries: bridging mechanistic understanding and battery performance, Energy Environ. Sci., 6, 750, 10.1039/c3ee23966g Christensen, 2011, A critical review of Li/Air batteries, J. Electrochem. Soc., 159, R1, 10.1149/2.086202jes Abraham, 1996, A polymer electrolyte-based rechargeable lithium/oxygen battery, J. Electrochem. Soc., 143, 1, 10.1149/1.1836378 Freunberger, 2011, Reactions in the rechargeable lithium-O2 battery with alkyl carbonate electrolytes, J. Am. Chem. Soc., 133, 8040, 10.1021/ja2021747 Mizuno, 2010, Rechargeable Li-air batteries with carbonate-based liquid electrolytes, Electrochemistry, 78, 403, 10.5796/electrochemistry.78.403 Xu, 2011, Reaction mechanisms for the limited reversibility of Li–O2 chemistry in organic carbonate electrolytes, J. Power Sources, 196, 9631, 10.1016/j.jpowsour.2011.06.099 Bryantsev, 2011, Computational study of the mechanisms of superoxide-induced decomposition of organic carbonate-based electrolytes, J. Phys. Chem. Lett., 2, 379, 10.1021/jz1016526 Freunberger, 2011, The lithium-oxygen battery with ether-based electrolytes, Angew. Chem. Int. Ed., 50, 8609, 10.1002/anie.201102357 McCloskey, 2012, Limitations in rechargeability of Li-O2 batteries and possible origins, J. Phys. Chem. Lett., 3, 3043, 10.1021/jz301359t Wang, 2012, Investigation of oxygen reduction chemistry in ether and carbonate based electrolytes for Li–O2 batteries, Electrochim. Acta, 64, 29, 10.1016/j.electacta.2011.12.080 Kwabi, 2014, Chemical instability of dimethyl sulfoxide in lithium–air batteries, J. Phys. Chem. Lett., 5, 2850, 10.1021/jz5013824 Mozhzhukhina, 2013, Infrared spectroscopy studies on stability of dimethyl sulfoxide for application in a Li–air battery, J. Phys. Chem. C, 117, 18375, 10.1021/jp407221c Gampp, 1983, Reinvestigation of 18-crown-6 ether/potassium superoxide solutions in Me2SO, Inorg. Chem., 22, 357, 10.1021/ic00144a033 Chen, 2012, Li–O2 battery with a dimethylformamide electrolyte, J. Am. Chem. Soc., 134, 7952, 10.1021/ja302178w Feng, 2017, Mapping a stable solvent structure landscape for aprotic Li–air battery organic electrolytes, J. Mater. Chem. A, 5, 23987, 10.1039/C7TA08321A Adams, 2015, Towards a stable organic electrolyte for the lithium oxygen battery, Adv. Energy Mater., 5, 10.1002/aenm.201400867 Sharon, 2017, 2,4-dimethoxy-2,4-dimethylpentan-3-one: an aprotic solvent designed for stability in Li–O2 cells, J. Am. Chem. Soc., 139, 11690, 10.1021/jacs.7b06414 Li, 2017, A methyl pivalate based electrolyte for non-aqueous lithium–oxygen batteries, Chem. Commun., 53, 10426, 10.1039/C7CC04702A Choquette, 1998, Sulfamides and glymes as aprotic solvents for lithium batteries, J. Electrochem. Soc., 145, 3500, 10.1149/1.1838834 Shyamsunder, 2017, Inhibiting polysulfide shuttle in lithium-sulfur batteries through low-ion-pairing salts and a Triflamide solvent, Angew. Chem. Int. Ed., 56, 6192, 10.1002/anie.201701026 Huang, 2018, Fluorinated aryl sulfonimide tagged (FAST) salts: modular synthesis and structure-property relationships for battery applications, Energy Environ. Sci., 11, 1326, 10.1039/C7EE03509H Gutmann, 1976, Solvent effects on the reactivities of organometallic compounds, Coord. Chem. Rev., 18, 225, 10.1016/S0010-8545(00)82045-7 Abraham, 2015, Electrolyte-directed reactions of the oxygen electrode in lithium-air batteries, J. Electrochem. Soc., 162, A3021, 10.1149/2.0041502jes Aetukuri, 2015, Solvating additives drive solution-mediated electrochemistry and enhance toroid growth in non-aqueous Li–O2 batteries, Nat. Chem., 7, 50, 10.1038/nchem.2132 Johnson, 2014, The role of LiO2 solubility in O2 reduction in aprotic solvents and its consequences for Li–O2 batteries, Nat. Chem., 6, 1091, 10.1038/nchem.2101 Kwabi, 2016, The effect of water on discharge product growth and chemistry in Li-O2 batteries, Phys. Chem. Chem. Phys., 18, 24944, 10.1039/C6CP03695C Aurbach, 1991, The electrochemistry of noble metal electrodes in aprotic organic solvents containing lithium salts, J. Electroanal. Chem., 297, 225, 10.1016/0022-0728(91)85370-5 Erlich, 1971, Spectroscopic studies of ionic solvation. X. Study of the solvation of sodium ions in nonaqueous solvents by sodium-23 nuclear magnetic resonance, J. Am. Chem. Soc., 93, 5620, 10.1021/ja00751a005 Burke, 2015, Enhancing electrochemical intermediate solvation through electrolyte anion selection to increase nonaqueous Li–O2 battery capacity, Proc. Natl. Acad. Sci. USA, 112, 9293, 10.1073/pnas.1505728112 Linert, 1993, Donor numbers of anions in solution: the use of solvatochromic Lewis acid-base indicators, J. Chem. Soc. Dalton Trans., 3181, 3181, 10.1039/DT9930003181 Cahen, 1975, Spectroscopic studies of ionic solvation. XVI. Lithium-7 and chlorine-35 nuclear magnetic resonance studies in various solvents, J. Phys. Chem., 79, 80, 10.1021/j100568a018 Handy, 1972, Spectroscopic studies of ionic solvation—XII, Spectrochim. Acta A, 28, 1545, 10.1016/0584-8539(72)80125-9 Rivas, 2006, On the permittivity and density of the systems {tetraglyme + (n-nonane or n-dodecane)} at various temperatures, J. Chem. Thermodyn., 38, 245, 10.1016/j.jct.2005.05.010 Tatara, 2017, Oxygen reduction reaction in highly concentrated electrolyte solutions of lithium bis(trifluoromethanesulfonyl)amide/dimethyl sulfoxide, J. Phys. Chem. C, 121, 9162, 10.1021/acs.jpcc.7b01738 Umebayashi, 2007, Lithium ion solvation in room-temperature ionic liquids involving bis(trifluoromethanesulfonyl) imide anion studied by Raman spectroscopy and DFT calculations, J. Phys. Chem. B, 111, 13028, 10.1021/jp076869m Weber, 2014, Using high-performance 1H NMR (HP-qNMR®) for the certification of organic reference materials under accreditation guidelines—describing the overall process with focus on homogeneity and stability assessment, J. Pharm. Biomed. Anal., 93, 102, 10.1016/j.jpba.2013.09.007 Mahne, 2017, Singlet oxygen generation as a major cause for parasitic reactions during cycling of aprotic lithium-oxygen batteries, Nat. Energy, 2, 1, 10.1038/nenergy.2017.36 Wandt, 2016, Singlet oxygen formation during the charging process of an aprotic lithium-oxygen battery, Angew. Chem. Int. Ed., 55, 6892, 10.1002/anie.201602142 Gao, 2016, Promoting solution phase discharge in Li–O2 batteries containing weakly solvating electrolyte solutions, Nat. Mater., 15, 882, 10.1038/nmat4629 Gallant, 2012, Chemical and morphological changes of Li–O2 battery electrodes upon cycling, J. Phys. Chem. C, 116, 20800, 10.1021/jp308093b Itkis, 2013, Reactivity of carbon in lithium–oxygen battery positive electrodes, Nano Lett., 13, 4697, 10.1021/nl4021649 McCloskey, 2012, Twin problems of interfacial carbonate formation in nonaqueous Li–O2 batteries, J. Phys. Chem. Lett., 3, 997, 10.1021/jz300243r Ottakam Thotiyl, 2013, The carbon electrode in nonaqueous Li–O2 cells, J. Am. Chem. Soc., 135, 494, 10.1021/ja310258x McCloskey, 2011, Solvents’ critical role in nonaqueous lithium–oxygen battery electrochemistry, J. Phys. Chem. Lett., 2, 1161, 10.1021/jz200352v Nasybulin, 2013, Effects of electrolyte salts on the performance of Li–O2 batteries, J. Phys. Chem. C, 117, 2635, 10.1021/jp311114u McCloskey, 2013, Combining accurate O2 and Li2O2 assays to separate discharge and charge stability limitations in nonaqueous Li–O2 batteries, J. Phys. Chem. Lett., 4, 2989, 10.1021/jz401659f