Structural interactions within lithium salt solvates: Acyclic carbonates and esters

Journal of Physical Chemistry C

Volumn 119, Issue 13, 2015, Pages 7022-7027

  Afroz, Taliman ^a   Seo, Daniel M ^a   Han, Sang Don ^a   Boyle, Paul D ^b   Henderson, Wesley A ^a,c  

^a North Carolina State University   (United States)

^b NORTH CAROLINA STATE UNIVERSITY   (United States)

^c PACIFIC NORTHWEST NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CRYSTALS; ELECTROLYTES;

CARBONATE SOLVENTS; DIETHYL CARBONATES; ETHYL ACETATES; LI-ION BATTERY ELECTROLYTES; LIQUID ELECTROLYTES; LITHIUM SALTS; MOLECULAR LEVEL INTERACTIONS; STRUCTURAL INTERACTIONS;

LITHIUM-ION BATTERIES;

EID: 84926433755     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/acs.jpcc.5b00309     Document Type: Article

References (46)

1. Seo, D. M.; Afroz, T.; Allen, J. L.; Boyle, P. D.; Trulove, P. C.; De Long, H. C.; Henderson, W. A. Structural Interactions within Lithium Salt Solvates: Cyclic Carbonates and Esters J. Phys. Chem. C 2014, 118, 25884 25889
2. McOwen, D. M.; Delp, S. A.; Paillard, E.; Herriot, C.; Han, S. D.; Boyle, P. D.; Sommer, R. D.; Henderson, W. A. Anion Coordination Interactions in Solvates with the Lithium Salts LiDCTA and LiTDI J. Phys. Chem. C 2014, 118, 7781 7787
3. Han, S. D.; Allen, J. L.; Jónsson, E.; Johansson, P.; McOwen, D. W.; Boyle, P. D.; Henderson, W. A. Solvate Structures and Computational/Spectroscopic Characterization of Lithium Difluoro(oxalato)borate (LiDFOB) electrolytes J. Phys. Chem. C 2013, 117, 5521 5531
4. Xu, K. Nonaqueous Liquid Electrolytes for Lithium Based Rechargeable Batteries Chem. Rev. 2004, 104, 4303 4417
5. Xu, K. Electrolytes and Interphases in Li Ion Batteries and Beyond Chem. Rev. 2014, 114, 11503 11618
6. Wietelmann, U.; Bonrath, W.; Netscher, T.; Nöth, H.; Panitz, J. C.; Wohlfahrt Mehrens, M. Tris(oxalato)phosphorus Acid and Its Lithium Salt Chem. Eur. J. 2004, 10, 2451 2458
7. Petibon, R.; Aiken, C. P.; Ma, L.; Xiong, D.; Dahn, J. R. The Use of Ethyl Acetate as a Sole Solvent in Highly Concentrated Electrolyte for Li Ion Batteries Electrochim. Acta 2015, 154, 287 293
8. Petibon, R.; Harlow, J.; Le, D. B.; Dahn, J. R. The Use of Ethyl Acetate and Methyl Propanoate in Combination with Vinylene Carbonate as Ethylene Carbonate Free Solvent Blends for Electrolytes in Li Ion Batteries Electrochim. Acta 2015, 154, 227 234
9. Yakovenko, A. A.; Gallegos, J. H.; Antipin, M. Y.; Masunov, A.; Timofeeva, T. V. Crystal Morphology as an Evidence of Supramolecular Organization in Adducts of 1,2 Bis(chloromercurio) tetrafluorobenzene with Organic Esters Cryst. Growth Des. 2011, 11, 3964 3978
10. Barrow, M. J.; Cradock, S.; Ebsworth, E. A. V.; Rankin, D. W. H. Crystal Structures of Silyl Acetate at 150 K and Methyl Acetate at 145 K, and the Molecular Structure of Silyl Acetate in the Gas Phase J. Chem. Soc., Dalton Trans. 1981, 1988 1993
11. Boese, A. D.; Kirchner, M.; Echeverria, G. A.; Boese, R. Ethyl Acetate: X ray, Solvent and Computed Structures ChemPhysChem 2013, 14, 799 804
12. Zavalij, P. Y.; Yang, S.; Whittingham, M. S. Structural Chemistry of New Lithium Bis(oxalato)borate Solvates Acta Crystallogr. 2004, B60, 716 724
13. 4 J. Phys. Chem. B 2006, 110, 2138 2141
14. Wang, J.; Wu, Y.; Xuan, X.; Wang, H. Ion Molecule Interactions in Solutions of Lithium Perchlorate in Propylene Carbonate + Diethyl Carbonate Mixtures: An IR and Molecular Orbital Study Spectrochim. Acta 2002, 58A, 2097 2104
15. Wang, Y.; Balbuena, P. B. Theoretical Studies on Cosolvation of Li Ion and Solvent Reductive Decomposition in Binary Mixtures of Aliphatic Carbonates Int. J. Quantum Chem. 2005, 102, 724 733
16. Gontrani, L.; Russina, O.; Marincola, F. C.; Caminiti, R. An Energy Dispersive X ray Scattering and Molecular Dynamics Study of Liquid Dimethyl Carbonate J. Chem. Phys. 2009, 131, 244503 1 244503 9
17. Bohets, H.; van der Veken, B. J. On the Conformational Behavior of Dimethyl Carbonate Phys. Chem. Chem. Phys. 1999, 1, 1817 1826
18. Okada, O. Conformational Analysis of Liquid Dimethyl Carbonate by Molecular Dynamics Calculations Mol. Phys. 1998, 93, 153 158
19. Labrenz, D.; Schröer, W. Conformational Analysis of Symmetric Carbonic Acid Esters by Quantum Chemical Calculations and Dielectric Measurements J. Mol. Struct. 1991, 249, 327 341
20. Chia, H. L.; Kwan, K. J.; Huang, H. H. The Conformations of Some Organic Carbonates Aust. J. Chem. 1981, 34, 349 355
21. Oki, M.; Nakanishi, H. Conformations of the Esters. V. The Conformations of Carbonates Bull. Chem. Soc. Jpn. 1971, 44, 3419 3423
22. Nagy, P. I.; Tejada, F. R.; Sarver, J. G.; Messer, W. S., Jr. Conformational Analysis and Derivation of Molecular Mechanics Parameters for Esters and Thioesters J. Phys. Chem. A 2004, 108, 10173 10185
23. Sugino, S.; Takeuchi, H.; Egawa, T.; Konaka, S. Molecular Structure and Conformation of Ethyl Acetate as Studied by Gas Electron Diffraction J. Mol. Struct. 1991, 245, 357 368
24. 3 J. Mol. Struct. 1986, 144, 215 223
25. Mido, Y.; Shono, T.; Matsuura, H. Raman Spectroscopy Study of Rotational Isomerism and Molecular Conformation of Ethyl Through Hexadecyl Acetates J. Mol. Struct. 1991, 246, 13 24
26. Oakes, R. E.; Beattie, J. R.; Moss, B. W.; Bell, S. E. J. Conformations, Vibrational Frequencies and Raman Intensities of Short Fatty Acid Methyl Esters Using DFT with 6 31G(d) and Sadlej pVTZ Basis Sets J. Mol. Struct. 2002, 586, 91 110
27. http://www.ccdc.cam.ac.uk/pages/Home.aspx.
28. Yang, L.; Xiao, A.; Lucht, B. L. Investigation of Solvation in Lithium Ion Battery Electrolytes by NMR Spectroscopy J. Mol. Liq. 2010, 154, 131 133
29. Morita, M.; Asai, Y.; Yoshimoto, N.; Ishikawa, M. A Raman Spectroscopic Study of Organic Electrolyte Solutions Based on Binary Solvent Systems of Ethylene Carbonate with Low Viscosity Solvents which Dissolve Different Lithium Salts J. Chem. Soc., Faraday Trans. 1998, 94, 3451 3456
30. Blint, R. J. Competitive Coordination of Lithium Ion J. Electrochem. Soc. 1997, 144, 787 791
31. 6 J. Phys. Chem. B 2009, 113, 1763 1776
32. 6/PC Solutions Electrochim. Acta 1999, 44, 2371 2377
33. + Cation Coordination by Acetonitrile Insights from Crystallography RSC Adv. 2012, 2, 8014 8019
34. Seo, D. M.; Boyle, P. D.; Henderson, W. A. Tetrakis(acetonitrile κN) Lithium Hexafluoridophosphate Acetonitrile Monosolvate Acta Crystallogr. 2011, E67, m1148
35. Seo, D. M.; Boyle, P. D.; Henderson, W. A. Poly[bis(acetonitrile κN)bis[μ3 bis(trifluoromethanesulfonyl)imido κ4O,O′:O':O′]dilithium] Acta Crystallogr. 2011, E67, m534
36. Seo, D. M.; Boyle, P. D.; Henderson, W. A. Poly[[(acetonitrile) lithium(I)] μ3 tetrafluoridoborato] Acta Crystallogr. 2011, E67, m547
37. Seo, D. M.; Borodin, O.; Han, S. D.; Ly, Q.; Boyle, P. D.; Henderson, W. A. Electrolyte Solvation and Ionic Association. I. Acetonitrile Lithium Salt Mixtures: Intermediate and Highly Associated Salts J. Electrochem. Soc. 2012, 5, A553 A565
38. Seo, D. M.; Borodin, O.; Han, S. D.; Boyle, P. D.; Henderson, W. A. Electrolyte Solvation and Ionic Association. II. Acetonitrile Lithium Salt Mixtures: Highly Dissociated Salts J. Electrochem. Soc. 2012, 159, A1489 A1500
39. Seo, D. M.; Borodin, O.; Balogh, D.; O'Connell, M.; Ly, Q.; Han, S. D.; Passerini, S.; Henderson, W. A. Electrolyte Solvation and Ionic Association. III. Acetonitrile Lithium Salt Mixtures Transport Properties J. Electrochem. Soc. 2013, 160, A1061 A1070
40. Han, S. D.; Borodin, O.; Allen, J. L.; Seo, D. M.; McOwen, D. W.; Henderson, W. A. Electrolyte Solvation and Ionic Association. IV. Acetonitrile Lithium Difluoro(oxalato)borate (LiDFOB) Mixtures J. Electrochem. Soc. 2013, 160, A2100 A2110
41. Han, S. D.; Borodin, O.; Seo, D. M.; Zhou, Z. B.; Henderson, W. A. Electrolyte Solvation and Ionic Association. V. Acetonitrile Lithium Bis(fluorosulfonyl)imide (LiFSI) Mixtures J. Electrochem. Soc. 2014, 161, A2042 A2053
42. Borodin, O.; Han, S. D.; Daubert, J. S.; Seo, D. M.; Yun, S. H.; Henderson, W. A. Electrolyte Solvation and Ionic Association. VI. Acetonitrile Lithium Salt Mixtures: Highly Associated Salts Revisited J. Electrochem. Soc. 2015, 162, A501 A510
43. 4 Electrolytes J. Phys. Chem. C 2014, 118, 18377 18386
44. Seo, D. M.; Boyle, P. D.; Borodin, O.; Henderson, W. A. Solvate Structures and Spectroscopic Characterization of LiTFSI Electrolytes J. Phys. Chem. B 2014, 118, 13601 13608
45. + Cation Solvation: Cyclic Carbonate Solvents Ethylene Carbonate and Propylene Carbonate J. Power Sources 2014, 267, 821 830
46. McOwen, D. W.; Seo, D. M.; Borodin, O.; Boyle, P. D.; Henderson, W. A. Concentrated Electrolytes: Decrypting Electrolyte Properties and Reassessing Al Corrosion Mechanisms Energy Environ. Sci. 2014, 7, 416