Determination of Mg2+ Speciation in a TFSI--Based Ionic Liquid with and Without Chelating Ethers Using Raman Spectroscopy

Journal of Physical Chemistry B

Volumn 119, Issue 23, 2015, Pages 7003-7014

  Watkins, Tylan ^a   Buttry, Daniel A ^a  

^a ARIZONA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHELATION; CHLORINE COMPOUNDS; ETHERS; IONIC LIQUIDS; LIGANDS; RAMAN SPECTROSCOPY; SALTS;

ANODIC STABILITIES; CHELATING ABILITY; CHELATING LIGANDS; COMPLEX ENVIRONMENTS; LINEAR SWEEP VOLTAMMOGRAMS; LOW CONCENTRATIONS; OXYGEN COORDINATION NUMBER; ROOM TEMPERATURE IONIC LIQUIDS;

MAGNESIUM COMPOUNDS;

EID: 84933056815     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/acs.jpcb.5b00339     Document Type: Article

References (75)

1. Yoo, H. D.; Shterenberg, I.; Gofer, Y.; Gershinsky, G.; Pour, N.; Aurbach, D. Mg Rechargeable Batteries: An on-Going Challenge Energy Environ. Sci. 2013, 6, 2265 - 2279
2. Muldoon, J.; Bucur, C. B.; Oliver, A. G.; Sugimoto, T.; Matsui, M.; Kim, H. S.; Allred, G. D.; Zajicek, J.; Kotani, Y. Electrolyte Roadblocks to a Magnesium Rechargeable Battery Energy Environ. Sci. 2012, 5, 5941 - 5950
3. Muldoon, J.; Bucur, C. B.; Gregory, T. Quest for Nonaqueous Multivalent Secondary Batteries: Magnesium and Beyond Chem. Rev. 2014, 114, 11683 - 11720
4. Shterenberg, I.; Salama, M.; Gofer, Y.; Levi, E.; Aurbach, D. The Challenge of Developing Rechargeable Magnesium Batteries MRS Bull. 2014, 39, 453 - 460
5. Fedorov, M. V.; Kornyshev, A. A. Ionic Liquids at Electrified Interfaces Chem. Rev. 2014, 114, 2978 - 3036
6. MacFarlane, D. R.; Tachikawa, N.; Forsyth, M.; Pringle, J. M.; Howlett, P. C.; Elliott, G. D.; Davis, J. H.; Watanabe, M.; Simon, P.; Angell, C. A. Energy Applications of Ionic Liquids Energy Environ. Sci. 2014, 7, 232 - 250
7. Armand, M.; Endres, F.; MacFarlane, D. R.; Ohno, H.; Scrosati, B. Ionic-Liquid Materials for the Electrochemical Challenges of the Future Nat. Mater. 2009, 8, 621 - 629
8. Cheek, G. T.; O'Grady, W. E.; El Abedin, S. Z.; Moustafa, E. M.; Endres, F. Studies on the Electrodeposition of Magnesium in Ionic Liquids J. Electrochem. Soc. 2008, 155, D91 - D95
9. Zhao, Q.; NuLi, Y.; Nasiman, T.; Yang, J.; Wang, J. Reversible Deposition and Dissolution of Magnesium from Imidazolium-Based Ionic Liquids Int. J. Electrochem. 2012, 2012, 1 - 8
10. Kitada, A.; Kang, Y.; Uchimoto, Y.; Murase, K. Room-Temperature Electrodeposition of Mg Metal from Amide Salts Dissolved in Glyme-Ionic Liquid Mixture J. Electrochem. Soc. 2014, 161, D102 - D106
11. Lu, Z.; Schechter, A.; Moshkovich, M.; Aurbach, D. On the Electrochemical Behavior of Magnesium Electrodes in Polar Aprotic Electrolyte Solutions J. Electroanal. Chem. 1999, 466, 203 - 217
12. Vardar, G.; Sleightholme, A. E. S.; Naruse, J.; Hiramatsu, H.; Siegel, D. J.; Monroe, C. W. Electrochemistry of Magnesium Electrolytes in Ionic Liquids for Secondary Batteries ACS Appl. Mater. Interfaces 2014, 10.1021/am5049064
13. Amir, N.; Vestfrid, Y.; Chusid, O.; Gofer, Y.; Aurbach, D. Progress in Nonaqueous Magnesium Electrochemistry J. Power Sources 2007, 174, 1234 - 1240
14. Lodovico, L.; Martins, V. L.; Benedetti, T. M.; Torresi, R. M. Electrochemical Behavior of Iron and Magnesium in Ionic Liquids J. Braz. Chem. Soc. 2014, 25, 460 - 468
15. Yoshimoto, N.; Matsumoto, M.; Egashia, M.; Morita, M. Mixed Electrolyte Consisting of Ethylmagnesiumbromide with Ionic Liquid for Rechargeable Magnesium Electrode J. Power Sources 2010, 195, 2096 - 2098
16. Shimamura, O.; Yoshimoto, N.; Matsumoto, M.; Egashia, M.; Morita, M. Electrochemical Co-Deposition of Magnesium with Lithium from Quaternary Ammonium-Based Ionic Liquid J. Power Sources 2011, 196, 1586 - 1588
17. Kakibe, T.; Hishii, J.; Yoshimoto, N.; Egashira, M.; Morita, M. Binary Ionic Liquid Electrolytes Containing Organo-Magnesium Complex for Rechargeable Magnesium Batteries J. Power Sources 2012, 203, 195 - 200
18. Monteiro, M. J.; Bazito, F. F. C.; Siqueira, L. J. a; Ribeiro, M. C. C.; Torresi, R. M. Transport Coefficients, Raman Spectroscopy, and Computer Simulation of Lithium Salt Solutions in an Ionic Liquid J. Phys. Chem. B 2008, 112, 2102 - 2109
19. Lassègues, J.-C.; Grondin, J.; Talaga, D. Lithium Solvation in Bis(trifluoromethanesulfonyl)imide-Based Ionic Liquids Phys. Chem. Chem. Phys. 2006, 8, 5629 - 5632
20. Lassègues, J.; Grondin, J.; Aupetit, C.; Johansson, P. Spectroscopic Identification of the Lithium Ion Transporting Species in LiTFSI-Doped Ionic Liquids J. Phys. Chem. A 2009, 113, 305 - 314
21. Duluard, S.; Grondin, J.; Bruneel, J.; Pianet, I.; Gréland, A.; Campet, G.; Lasségues, J. Lithium Solvation and Diffusion in the Bis(trifluoromethanesulfonyl)imide Ionic Liquid J. Raman Spectrosc. 2008, 39, 627 - 632
22. Umebayashi, Y.; Mitsugi, T.; Fukuda, S.; Fujimori, T.; Fujii, K.; Kanzaki, R.; Takeuchi, M.; Ishiguro, S.-I. Lithium Ion Solvation in Room-Temperature Ionic Liquids Involving Bis(trifluoromethanesulfonyl) Imide Anion Studied by Raman Spectroscopy and DFT Calculations J. Phys. Chem. B 2007, 111, 13028 - 13032
23. 2 J. Phys. Chem. A 2005, 92 - 96
24. Hardwick, L. J.; Holzapfel, M.; Wokaun, A.; Petr, N. Raman Study of Lithium Coordination in EMI-TFSI Additive Systems as Lithium-Ion Battery Ionic Liquid Electrolytes J. Raman Spectrosc. 2007, 38, 110 - 112
25. - Ionic Liquids J. Phys. Chem. B 2006, 110, 16879 - 16886
26. - Anions J. Phys. Chem. B 2005, 109, 22814 - 22819
27. Saito, Y.; Umecky, T.; Niwa, J.; Sakai, T.; Maeda, S. Existing Condition and Migration Property of Ions in Lithium Electrolytes with Ionic Liquid Solvent J. Phys. Chem. B 2007, 111, 11794 - 11802
28. Umecky, T.; Saito, Y.; Okumura, Y.; Maeda, S.; Sakai, T. Ionization Condition of Lithium Ionic Liquid Electrolytes under the Solvation Effect of Liquid and Solid Solvents J. Phys. Chem. B 2008, 112, 3357 - 3364
29. 3 (EMIm=1-Ethyl-3-Methylimidazolium): Structural Clue of Ionic Liquid Electrolytes for Lithium Batteries Solid State Sci. 2006, 8, 1103 - 1107
30. Zhou, Q.; Fitzgerald, K.; Boyle, P. D.; Henderson, W. A. Phase Behavior and Crystalline Phases of Ionic Liquid-Lithium Salt Mixtures with 1-Alkyl-3-Methylimidazolium Salts Chem. Mater. 2010, 22, 1203 - 1208
31. - Anions-Linking Structure to Transport Properties Chem. Mater. 2011, 23, 4331 - 4337
32. - Anions Chem. Mater. 2004, 2881 - 2885
33. 2, a Novel Salt for Electrochemistry J. Mater. Chem. 1994, 4, 1579 - 1580
34. 2+ Cations J. Phys. Chem. C 2014, 118, 9966 - 9973
35. Shirai, A.; Fujii, K.; Seki, S.; Umebayashi, Y.; Ishiguro, S.; Ikeda, Y. Solvation of Lithium Ion in N,N-Diethyl-N-Methyl-N-(2-Methoxyethyl)ammonium Bis(trifluoromethanesulfonyl)-Amide Using Raman and Multinuclear NMR Spectroscopy Anal. Sci. 2008, 24, 1291 - 1296
36. Dillon, R. E. A.; Shriver, D. F. Ion Transport in Cryptand and Crown Ether Lithium Salt Complexes Chem. Mater. 1999, 11, 3296 - 3301
37. Brouillette, D.; Irish, D. E.; Taylor, N. J.; Perron, G.; Odziemkowski, M.; Desnoyers, J. E. Stable Solvates in Solution of Lithium Bis(trifluoromethylsulfone)imide in Glymes and Other Aprotic Solvents: Phase Diagrams, Crystallography and Raman Spectroscopy Phys. Chem. Chem. Phys. 2002, 4, 6063 - 6071
38. + Cation Solvate Structures: Models for Amorphous Concentrated Liquid and Polymer Electrolytes (I) Chem. Mater. 2003, 15, 4679 - 4684
39. Choquette, Y.; Brisard, G.; Parent, M.; Brouillette, D.; Perron, G.; Desnoyers, J. E.; Armand, M.; Gravel, D.; Slougui, N. Sulfamides and Glymes as Aprotic Solvents for Lithium Batteries J. Electrochem. Soc. 1998, 145, 3500 - 3507
40. Dillon, R. E. A.; Shriver, D. F. Influence of Cation Size on Ionic Glass Formation and Ionic Conductivity Solid State Ionics 2000, 132, 93 - 99
41. Dillon, R. E. A.; Stern, C. L.; Shriver, D. F. Influence of the Anion on the Formation of Amorphous Ionically Conducting Lithium Salt Complexes with 18-C-6 and 2.2.2-Cryptand Macrocycles Chem. Mater. 2001, 13, 2516 - 2522
42. 2 J. Chem. Phys. 2002, 117, 5929 - 5939
43. Henderson, W. A. Glyme-Lithium Salt Phase Behavior J. Phys. Chem. B 2006, 110, 13177 - 13183
44. Pappenfus, T. M.; Henderson, W. A.; Owens, B. B.; Mann, K. R.; Smyrl, W. H. Complexes of Lithium Imide Salts with Tetraglyme and Their Polyelectrolyte Composite Materials J. Electrochem. Soc. 2004, 151, A209 - A215
45. Mandai, T.; Yoshida, K.; Ueno, K.; Dokko, K.; Watanabe, M. Criteria for Solvate Ionic Liquids Phys. Chem. Chem. Phys. 2014, 16, 8761 - 8772
46. Ueno, K.; Yoshida, K.; Tsuchiya, M.; Tachikawa, N.; Dokko, K.; Watanabe, M. Glyme-Lithium Salt Equimolar Molten Mixtures: Concentrated Solutions or Solvate Ionic Liquids? J. Phys. Chem. B 2012, 116, 11323 - 11331
47. Yoshida, K.; Nakamura, M.; Kazue, Y.; Tachikawa, N.; Tsuzuki, S.; Seki, S.; Dokko, K.; Watanabe, M. Oxidative-Stability Enhancement and Charge Transport Mechanism in Glyme-Lithium Salt Equimolar Complexes J. Am. Chem. Soc. 2011, 133, 13121 - 13129
48. Yoshida, M.; Tsuchiya, M.; Tachikawa, N.; Dokko, K.; Watanabe, M. Solvate Ionic Liquids and Their Application to Li Batteries: Glyme-Li Bis(fluorosulfonyl)amide Equimolar Complexes. Mater. Res. Soc. Symp. Proc. 2012, 1473.
49. Zhang, C.; Ueno, K.; Yamazaki, A.; Yoshida, K.; Moon, H.; Mandai, T.; Umebayashi, Y.; Dokko, K.; Watanabe, M. Chelate Effects in Glyme/Lithium Bis(trifluoromethanesulfonyl)amide Solvate Ionic Liquids. I. Stability of Solvate Cations and Correlation with Electrolyte Properties J. Phys. Chem. B 2014, 118, 5144 - 5153
50. Zhang, C.; Yamazaki, A.; Murai, J.; Park, J.; Mandai, T.; Ueno, K.; Dokko, K.; Watanabe, M. Chelate Effects in Glyme/Lithium Bis(trifluoromethanesulfonyl)amide Solvate Ionic Liquids, Part 2: Importance of Solvate-Structure Stability for Electrolytes of Lithium Batteries J. Phys. Chem. C 2014, 118, 17362 - 17373
51. Angell, C. A. A New Class of Molten Salt Mixtures The Hydrated Dipositive Ion as an Independent Cation Species J. Electrochem. Soc. 1965, 112, 1224
52. Bayley, P. M.; Lane, G. H.; Lyons, L. J.; MacFarlane, D. R.; Forsyth, M. Undoing Lithium Ion Association in Ionic Liquids through the Complexation by Oligoethers † J. Phys. Chem. C 2010, 114, 20569 - 20576
53. Angell, A. C.; Ansari, Y.; Zhao, Z. Ionic Liquids: Past, Present and Future Faraday Discuss. 2012, 154, 9 - 27
54. Appetecchi, G. B.; Scaccia, S.; Tizzani, C.; Alessandrini, F.; Passerini, S. Synthesis of Hydrophobic Ionic Liquids for Electrochemical Applications J. Electrochem. Soc. 2006, 153, A1685 - A1691
55. Johansson, P.; Gejji, S. P.; Tegenfeldt, J.; Lindgren, J. The Imide Ion: Potential Energy Surface and Geometries Electrochim. Acta 1998, 43, 1375 - 1379
56. -) J. Raman Spectrosc. 2005, 36, 762 - 770
57. Shin, J.-H.; Henderson, W. A.; Passerini, S. An Elegant Fix for Polymer Electrolytes Electrochem. Solid-State Lett. 2005, 8, A125 - A127
58. Fujii, K.; Fujimori, T.; Takamuku, T.; Kanzaki, R.; Umebayashi, Y.; Ishiguro, S.-I. Conformational Equilibrium of Bis(trifluoromethanesulfonyl) Imide Anion of a Room-Temperature Ionic Liquid: Raman Spectroscopic Study and DFT Calculations J. Phys. Chem. B 2006, 110, 8179 - 8183
59. 2NH (HTFSI) J. Phys. Chem. A 1998, 102, 3249 - 3258
60. Xue, L.; Padgett, C. W.; DesMarteau, D. D.; Pennington, W. T. Synthesis and Structures of Alkali Metal Salts of Bis[(trifluoromethyl)sulfonyl]imide Solid State Sci. 2002, 4, 1535 - 1545
61. 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
62. Seo, D. M.; Boyle, P. D.; Sommer, R. D.; Daubert, J. S.; Borodin, O.; Henderson, W. A. Solvate Structures and Spectroscopic Characterization of LiTFSI Electrolytes J. Phys. Chem. B 2014, 118, 13601 - 13608
63. Qian, J.; Henderson, W. A.; Xu, W.; Bhattacharya, P.; Engelhard, M.; Borodin, O.; Zhang, J.-G. High Rate and Stable Cycling of Lithium Metal Anode Nat. Commun. 2015, 6, 6362
64. Rajput, N. N.; Qu, X.; Sa, N.; Burrell, A. K.; Persson, K. a. The Coupling between Stability and Ion Pair Formation in Magnesium Electrolytes from First-Principles Quantum Mechanics and Classical Molecular Dynamics J. Am. Chem. Soc. 2015, 137, 3411 - 3420
65. Henderson, W. A.; Mckenna, F.; Khan, M. A.; Brooks, N. R.; Young, V. G.; Frech, R. Glyme-Lithium Bis(trifluoromethanesulfonyl)imide and Glyme-Lithium Bis(perfluoroethanesulfonyl)imide Phase Behavior and Solvate Structures Chem. Mater. 2005, 17, 2284 - 2289
66. Gutman, V. The Donor-Acceptor Approach to Molecular Interactions; Plenum Press: New York, 1987.
67. Umebayashi, Y.; Mori, S.; Fujii, K.; Tsuzuki, S.; Seki, S.; Hayamizu, K.; Ishiguro, S. Raman Spectroscopic Studies and Ab Initio Calculations on Conformational Isomerism of 1-Butyl-3-Methylimidazolium Bis-(trifluoromethanesulfonyl)amide Solvated to a Lithium Ion in Ionic Liquids: Effects of the Second Solvation Sphere of the Lithium Ion J. Phys. Chem. B 2010, 114, 6513 - 6521
68. Fujii, K.; Nonaka, T.; Akimoto, Y.; Umebayashi, Y.; Ishiguro, S. Solvation Structures of Some Transition Metal(II) Ions in a Room-Temperature Ionic Liquid, 1-Ethyl-3-Methylimidazolium Bis(trifluoromethanesulfonyl) Amide Anal. Sci. 2008, 24, 1377 - 1380
69. 4(aq) Phys. Chem. Chem. Phys. 2003, 5, 5253 - 5261
70. Bradley, M. S.; Krech, J. H. High-Pressure Raman Spectra of the Acetone C-C Stretch in Binary Liquid Mixtures with Methanol J. Phys. Chem. 1992, 96, 75 - 79
71. Bock, C. W.; Kaufman, A.; Glusker, J. P. Coordination of Water to Magnesium Cations Inorg. Chem. 1994, 33, 419 - 427
72. Ha, S.; Lee, Y.; Woo, S. W.; Koo, B.; Kim, J.; Cho, J.; Lee, K. T.; Choi, N. Magnesium(II) Bis(trifluoromethane Sulfonyl) Imide-Based Electrolytes with Wide Electrochemical Windows for Rechargeable Magnesium Batteries ACS Appl. Mater. Interfaces 2014, 6, 4063 - 4073
73. Kim, I.-T.; Yamabuki, K.; Morita, M.; Tsutsumi, H.; Yoshimoto, N. Effects of Alkoxide Addition on the Electrochemical Deposition and Dissolution in Triglyme-Based Solution Dissolving Magnesium Bis(trifluoromethanesulfonyl)amide J. Power Sources 2015, 278, 340 - 343
74. n for M = Mg, Ca, Sr and Ba Polymer 1995, 36, 4371 - 4378
75. Izatt, R. M.; Bradshaw, J. S.; Nielsen, S. A.; Lamb, J. D.; Christensen, J. J. Thermodynamic and Kinetic Data for Cation-Macrocycle Interaction J. Chem. Rev. 1985, 85, 271 - 339