Oxidative stability and initial decomposition reactions of carbonate, sulfone, and alkyl phosphate-based electrolytes

Journal of Physical Chemistry C

Volumn 117, Issue 17, 2013, Pages 8661-8682

  Borodin, Oleg ^a   Behl, Wishvender ^a   Jow, T Richard ^a  

^a U S ARMY RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIS(FLUOROSULFONYL)IMIDE; DECOMPOSITION PRODUCTS; DECOMPOSITION REACTION; ELECTRICAL DOUBLE LAYER CAPACITOR; ELECTROLYTE SOLVENT; OXIDATION POTENTIALS; OXIDATIVE STABILITY; POLARIZED CONTINUUM MODELS;

ABSTRACTING; CONTINUUM MECHANICS; ELECTRIC PROPERTIES; ELECTROLYTES; ELECTROLYTIC CAPACITORS; IONS; OXIDATION RESISTANCE; QUANTUM CHEMISTRY; SOLVENTS;

OXIDATION;

EID: 84877030104     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp400527c     Document Type: Article

References (62)

1. Xu, K.; Ding, S. P.; Jow, T. R. Toward Reliable Values of Electrochemical Stability Limits for Electrolytes J. Electrochem. Soc. 1999, 146, 4172-4178
2. Cresce, A. v.; Xu, K. Electrolyte Additive in Support of 5 V Li Ion Chemistry J. Electrochem. Soc. 2011, 158) A337-A342
3. Assary, R. S.; Curtiss, L. A.; Redfern, P. C.; Zhang, Z. C.; Amine, K. Computational Studies of Polysiloxanes: Oxidation Potentials and Decomposition Reactions J. Phys. Chem. C 2011, 115, 12216-12223
4. Gogotsi, Y.; Simon, P. True Performance Metrics in Electrochemical Energy Storage Science 2011, 334, 917-918
5. Bryantsev, V. S.; Blanco, M. Computational Study of the Mechanisms of Superoxide-Induced Decomposition of Organic Carbonate-Based Electrolytes J. Phys. Chem. Lett. 2011, 2, 379-383
6. •-) J. Phys. Chem. A 2011, 115, 12399-12409
7. Bryantsev, V. S.; Faglioni, F. Predicting Autoxidation Stability of Ether- and Amide-Based Electrolyte Solvents for Li-Air Batteries J. Phys. Chem. A 2012, 116, 7128-7138
8. Zhang, Z. C.; Lu, J.; Assary, R. S.; Du, P.; Wang, H. H.; Sun, Y. K.; Qin, Y.; Lau, K. C.; Greeley, J.; Redfern, P. C.; Iddir, H.; Curtiss, L. A.; Amine, K. Increased Stability toward Oxygen Reduction Products for Lithium-Air Batteries with Oligoether-Functionalized Silane Electrolytes J. Phys. Chem. C 2011, 115, 25535-25542
9. Yoshitake, H. Functional Electrolytes Specially Designed for Lithium Batteries. In Lithium-Ion Batteries; M. Y.; Brodd, R. J.; Kozawa, A., Eds.; Springer Science + Business Media LLC: 2009.
10. Xu, K. Nonaqueous Liquid Electrolytes for Lithium-Based Rechargeable Batteries Chem. Rev. 2004, 104, 4303-4417
11. Zhang, X. R.; Pugh, J. K.; Ross, P. N. Computation of Thermodynamic Oxidation Potentials of Organic Solvents Using Density Functional Theory J. Electrochem. Soc. 2001, 148, E183-E188
12. Ue, M.; Murakami, A.; Nakamura, S. Anodic Stability of Several Anions Examined by Ab Initio Molecular Orbital and Density Functional Theories J. Electrochem. Soc. 2002, 149, A1572-A1577
13. Fu, Y.; Liu, L.; Yu, H. Z.; Wang, Y. M.; Guo, Q. X. Quantum-Chemical Predictions of Absolute Standard Redox Potentials of Diverse Organic Molecules and Free Radicals in Acetonitrile J. Am. Chem. Soc. 2005, 127, 7227-7234
14. Johansson, P. Intrinsic Anion Oxidation Potentials J. Phys. Chem. A 2007, 111, 1378-1379
15. Xing, L. D.; Li, W. S.; Wang, C. Y.; Gu, F. L.; Xu, M. Q.; Tan, C. L.; Yi, J. Theoretical Investigations on Oxidative Stability of Solvents and Oxidative Decomposition Mechanism of Ethylene Carbonate for Lithium Ion Battery Use J. Phys. Chem. B 2009, 113, 16596-16602
16. Ong, S. P.; Ceder, G. Investigation of the Effect of Functional Group Substitutions on the Gas-Phase Electron Affinities and Ionization Energies of Room-Temperature Ionic Liquids Ions Using Density Functional Theory Electrochim. Acta 2010, 55, 3804-3811
17. Shao, N.; Sun, X.-G.; Dai, S.; Jiang, D.-E. Oxidation Potentials of Functionalized Sulfone Solvents for High-Voltage Li-Ion Batteries: A Computational Study J. Phys. Chem. B 2012, 116, 3235-3238
18. Shao, N.; Sun, X. G.; Dai, S.; Jianel, D. E. Electrochemical Windows of Sulfone-Based Electrolytes for High-Voltage Li-Ion Batteries J. Phys. Chem. B 2011, 115, 12120-12125
19. Yoshimura, M.; Honda, K.; Kondo, T.; Uchikado, R.; Einaga, Y.; Rao, T. N.; Tryk, D. A.; Fujishima, A. Factors Controlling the Electrochemical Potential Window for Diamond Electrodes in Non-Aqueous Electrolytes Diamond Relat. Mater. 2002, 11, 67-74
20. Wang, R. L.; Moshurchak, L. M.; Lamanna, W. M.; Bulinski, M.; Dahn, J. R. A Combined Computational/Experimental Study on Tertbutyl- and Methoxy-Substituted Benzene Derivatives as Redox Shuttles for Lithium-Ion Cells J. Electrochem. Soc. 2008, 155, A66-A73
21. Han, Y. K.; Jung, J.; Yu, S.; Lee, H. Understanding the Characteristics of High-Voltage Additives in Li-Ion Batteries: Solvent Effects J. Power Sources 2009, 187, 581-585
22. Li, T.; Xing, L.; Li, W.; Peng, B.; Xu, M.; Gu, F.; Hu, S. Theoretic Calculation for Understanding the Oxidation Process of 1,4-Dimethoxybenzene- Based Compounds as Redox Shuttles for Overcharge Protection of Lithium Ion Batteries J. Phys. Chem. A 2011, 115, 4988-4994
23. Johansson, P. Intrinsic Anion Oxidation Potentials J. Phys. Chem. A 2006, 110, 12077-12080
24. Johansson, P.; Jacobsson, P. Rational Design of Electrolyte Components by Ab Initio Calculations J. Power Sources 2006, 153, 336-344
25. Armand, M.; Johansson, P. Novel Weakly Coordinating Heterocyclic Anions for Use in Lithium Batteries J. Power Sources 2008, 178, 821-825
26. 4] J. Electrochem. Soc. 2008, 155, A628-A634
27. Ong, S. P.; Andreussi, O.; Wu, Y. B.; Marzari, N.; Ceder, G. Electrochemical Windows of Room-Temperature Ionic Liquids from Molecular Dynamics and Density Functional Theory Calculations Chem. Mater. 2011, 23, 2979-2986
28. Tian, Y.-H.; Goff, G. S.; Runde, W. H.; Batista, E. R. Exploring Electrochemical Windows of Room-Temperature Ionic Liquids: A Computational Study. J. Phys. Chem. B 2012, 116, 11943.
29. Kang, S.; Park, M. H.; Lee, H.; Han, Y. K. A Joint Experimental and Theoretical Determination of the Structures of Oxidized and Reduced Molecules Electrochem. Commun. 2012, 23, 83-86
30. Wang, R. L.; Buhrmester, C.; Dahn, J. R. Calculations of Oxidation Potentials of Redox Shuttle Additives for Li-Ion Cells J. Electrochem. Soc. 2006, 153, A445-A449
31. Abe, K.; Hattori, T.; Kawabe, K.; Ushigoe, Y.; Yoshitake, H. Functional Electrolytes J. Electrochem. Soc. 2007, 154, A810-A815
32. Yoshitake, H. Functional Electrolytes Specially Designed for Lithium Batteries. In Lithium-Ion Batteries; Yoshio, M., Ed.; Springer Science + Business Media LLC: 2009; pp 343-366.
33. 4(100) Surfaces J. Phys. Chem. C 2012, 116, 9852-9861
34. Xing, L.; Borodin, O.; Smith, G. D.; Li, W. Density Functional Theory Study of the Role of Anions on the Oxidative Decomposition Reaction of Propylene Carbonate J. Phys. Chem. A 2011, 115, 13896-13905
35. - Anions ECS Trans. 2011, 33, 77-84
36. 6 Electrolyte near Graphite Surface as a Function of Electrode Potential J. Phys. Chem. C 2012, 116, 1114-1121
37. Xing, L. D.; Vatamanu, J.; Borodin, O.; Smith, G. D.; Bedrov, D. Electrode/Electrolyte Interface in Sulfolane-Based Electrolytes for Li Ion Batteries: A Molecular Dynamics Simulation Study J. Phys. Chem. C 2012, 116, 23871-23881
38. Trasatti, S. The Absolute Electrode Potential-an Explanatory Note (Recommendations 1986) Pure Appl. Chem. 1986, 58, 955-966
39. Isse, A. A.; Gennaro, A. Absolute Potential of the Standard Hydrogen Electrode and the Problem of Interconversion of Potentials in Different Solvents J. Phys. Chem. B 2010, 114, 7894-7899
40. Gomer, R.; Tryson, G. An Experimental Determination of Absolute Half-Cell Emf's and Single Ion Free Energies of Solvation J. Chem. Phys. 1977, 66, 4413-4424
41. Dean, J. A. Lange's Handbook of Chemistry, 15 th ed.; McGraw-Hill: 1999.
42. http://webbook.nist.gov/chemistry/; Nist Webbook.
43. Tissandier, M. D.; Cowen, K. A.; Feng, W. Y.; Gundlach, E.; Cohen, M. H.; Earhart, A. D.; Coe, J. V.; Tuttle, T. R. The Proton's Absolute Aqueous Enthalpy and Gibbs Free Energy of Solvation from Cluster-Ion Solvation Data J. Phys. Chem. A 1998, 102, 7787-7794
44. + Ions in Dimethyl Sulfoxide Solution: A Theoretical Ab Initio and Cluster-Continuum Model Stud y. J. Chem. Phys. 2005, 123 074508.
45. + Ion in Solution: Molecular Level Solvation Versus Polarizable Continuum Model Study J. Phys. Chem. A 2009, 114, 973-979
46. - Ions and Neutral Lithium-Oxygen Compounds in Acetonitrile Using Mixed Cluster/Continuum Models Theor. Chem. Acc. 2012, 131, 1-11
47. Marenich, A. V.; Cramer, C. J.; Truhlar, D. G. Universal Solvation Model Based on Solute Electron Density and on a Continuum Model of the Solvent Defined by the Bulk Dielectric Constant and Atomic Surface Tensions J. Phys. Chem. B 2009, 113, 6378-6396
48. Frisch, M. J. Gaussian 09, Revision B; 2009.
49. Zhao, Y.; Schultz, N. E.; Truhlar, D. G. Design of Density Functionals by Combining the Method of Constraint Satisfaction with Parametrization for Thermochemistry, Thermochemical Kinetics, and Noncovalent Interactions J. Chem. Theor. Comput. 2006, 2, 364-382
50. Vydrov, O. A.; Scuseria, G. E., Assessment of a Long-Range Corrected Hybrid Functional. J. Chem. Phys. 2006, 125.
51. Vydrov, O. A.; Heyd, J.; Krukau, A. V.; Scuseria, G. E., Importance of Short-Range Versus Long-Range Hartree-Fock Exchange for the Performance of Hybrid Density Functionals. J. Chem. Phys. 2006, 125.
52. Ue, M.; Ida, K.; Mori, S. Electrochemical Properties of Organic Liquid Electrolytes Based on Quaternary Onium Salts for Electrical Double-Layer Capacitors J. Electrochem. Soc. 1994, 141, 2989-2996
53. Ue, M.; Takeda, M.; Takehara, M.; Mori, S. Electrochemical Properties of Quaternary Ammonium Salts for Electrochemical Capacitors J. Electrochem. Soc. 1997, 144, 2684-2688
54. Moshkovich, M.; Cojocaru, M.; Gottlieb, H. E.; Aurbach, D. The Study of the Anodic Stability of Alkyl Carbonate Solutions by in Situ Ftir Spectroscopy, Eqcm, Nmr and Ms J. Electroanal. Chem. 2001, 497, 84-96
55. Abe, K.; Ushigoe, Y.; Yoshitake, H.; Yoshio, M. Functional Electrolytes: Novel Type Additives for Cathode Materials, Providing High Cycleability Performance J. Power Sources 2006, 153, 328-335
56. Abe, K.; Miyoshi, K.; Hattori, T.; Ushigoe, Y.; Yoshitake, H. Functional Electrolytes: Synergetic Effect of Electrolyte Additives for Lithium-Ion Battery J. Power Sources 2008, 184, 449-455
57. Kolosnitsyn, V. S.; Sheina, L. V.; Mochalov, S. E. Physicochemical and Electrochemical Properties of Sulfolane Solutions of Lithium Salts Russ. J. Electrochem. 2008, 44, 575-578
58. Xing, L.; Borodin, O. Oxidation Induced Decomposition of Ethylene Carbonate from Dft Calculations-Importance of Explicitly Treating Surrounding Solvent Phys. Chem. Chem. Phys. 2012, 14, 12838-12843
59. Xing, L. D.; Wang, C. Y.; Li, W. S.; Xu, M. Q.; Meng, X. L.; Zhao, S. F. Theoretical Insight into Oxidative Decomposition of Propylene Carbonate in the Lithium Ion Battery J. Phys. Chem. B 2009, 113, 5181-5187
60. Tamura, T.; Hachida, T.; Yoshida, K.; Tachikawa, N.; Dokko, K.; Watanabe, M. New Glyme-Cyclic Imide Lithium Salt Complexes as Thermally Stable Electrolytes for Lithium Batteries J. Power Sources 2010, 195, 6095-6100
61. Abouimrane, A.; Ding, J.; Davidson, I. J. Liquid Electrolyte Based on Lithium Bis-Fluorosulfonyl Imide Salt: Aluminum Corrosion Studies and Lithium Ion Battery Investigations J. Power Sources 2009, 189, 693-696
62. Xu, K.; Angell, C. A. High Anodic Stability of a New Electrolyte Solvent: Unsymmetric Noncyclic Aliphatic Sulfone J. Electrochem. Soc. 1998, 145, L70-L72