Predictions of Physicochemical Properties of Ionic Liquids with DFT

Nowadays, density functional theory (DFT)-based high-throughput computational approach is becoming more efficient and, thus, attractive for finding advanced materials for electrochemical applications. In this work, we illustrate how theoretical models, computational methods, and informatics techniques can be put together to form a simple DFT-based throughput computational workflow for predicting physicochemical properties of room-temperature ionic liquids. The developed workflow has been used for screening a set of 48 ionic pairs and for analyzing the gathered data. The predicted relative electrochemical stabilities, ionic charges and dynamic properties of the investigated ionic liquids are discussed in the light of their potential practical applications.

[1]  A. Pensado,et al.  Absorption of carbon dioxide, nitrous oxide, ethane and nitrogen by 1-alkyl-3-methylimidazolium (C(n)mim, n = 2,4,6) tris(pentafluoroethyl)trifluorophosphate ionic liquids (eFAP). , 2012, The journal of physical chemistry. B.

[2]  Seiji Tsuzuki,et al.  Factors controlling the diffusion of ions in ionic liquids. , 2012, Chemphyschem : a European journal of chemical physics and physical chemistry.

[3]  Javier Vijande,et al.  Density and viscosity of three (2,2,2-trifluoroethanol + 1-butyl-3-methylimidazolium) ionic liquid binary systems , 2014 .

[4]  F. Weigend,et al.  Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy. , 2005, Physical chemistry chemical physics : PCCP.

[5]  Martin Korth,et al.  Large-scale virtual high-throughput screening for the identification of new battery electrolyte solvents: evaluation of electronic structure theory methods. , 2014, Physical chemistry chemical physics : PCCP.

[6]  Christoph Schütter,et al.  Toward New Solvents for EDLCs: From Computational Screening to Electrochemical Validation , 2015 .

[7]  Oldamur Hollóczki,et al.  Ion pairing in ionic liquids , 2015, Journal of physics. Condensed matter : an Institute of Physics journal.

[8]  Pablo Navarro,et al.  Selective extraction of toluene from n-heptane using [emim][SCN] and [bmim][SCN] ionic liquids as solvents , 2014 .

[9]  Parr,et al.  Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. , 1988, Physical review. B, Condensed matter.

[10]  Mireille Turmine,et al.  Pseudolattice Theory of Ionic Liquids , 2011 .

[11]  Nusret Duygu Yilmazer,et al.  Large-scale virtual high-throughput screening for the identification of new battery electrolyte solvents: computing infrastructure and collective properties. , 2015, Physical chemistry chemical physics : PCCP.

[12]  Maxim V Fedorov,et al.  Self-interaction error in DFT-based modelling of ionic liquids. , 2016, Physical chemistry chemical physics : PCCP.

[13]  Sean Garrett-Roe,et al.  Ultrafast Structure and Dynamics in Ionic Liquids: 2D-IR Spectroscopy Probes the Molecular Origin of Viscosity. , 2014, The journal of physical chemistry letters.

[14]  Henry Eyring,et al.  The Theory of Absolute Reaction Rates and its Application to Viscosity and Diffusion in the Liquid State. , 1941 .

[15]  P. Hunt,et al.  Why does a reduction in hydrogen bonding lead to an increase in viscosity for the 1-butyl-2,3-dimethyl-imidazolium-based ionic liquids? , 2007, The journal of physical chemistry. B.

[16]  Lei Cheng,et al.  The Electrolyte Genome project: A big data approach in battery materials discovery , 2015 .

[17]  Martin Korth,et al.  Charting the known chemical space for non-aqueous lithium-air battery electrolyte solvents. , 2015, Physical chemistry chemical physics : PCCP.

[18]  Christian Schröder,et al.  Comparing reduced partial charge models with polarizable simulations of ionic liquids. , 2012, Physical chemistry chemical physics : PCCP.

[19]  S. Grimme,et al.  A geometrical correction for the inter- and intra-molecular basis set superposition error in Hartree-Fock and density functional theory calculations for large systems. , 2012, The Journal of chemical physics.

[20]  João A. P. Coutinho,et al.  Prediction of Ionic Liquids Properties through Molecular Dynamics Simulations , 2014 .

[21]  Oleg Borodin,et al.  Relation between heat of vaporization, ion transport, molar volume, and cation-anion binding energy for ionic liquids. , 2009, The journal of physical chemistry. B.

[22]  Douglas R. MacFarlane,et al.  New Insights into the Relationship between Ion-Pair Binding Energy and Thermodynamic and Transport Properties of Ionic Liquids† , 2010 .

[23]  Krishnan S. Hariharan,et al.  Functionalized ionic liquids as electrolytes for lithium-ion batteries , 2015 .

[24]  Douglas R. MacFarlane,et al.  The madelung constant of organic salts , 2009 .

[25]  P. Simon,et al.  Energy applications of ionic liquids , 2014 .

[26]  Edward J Maginn,et al.  Direct Correlation between Ionic Liquid Transport Properties and Ion Pair Lifetimes: A Molecular Dynamics Study. , 2015, The journal of physical chemistry letters.

[27]  A. Lewandowski,et al.  Ionic liquids as electrolytes , 2006 .

[28]  Paul A. Madden,et al.  `Covalent' effects in `ionic' liquids , 2000 .

[29]  A. Becke,et al.  Density-functional exchange-energy approximation with correct asymptotic behavior. , 1988, Physical review. A, General physics.

[30]  Frank Neese,et al.  The ORCA program system , 2012 .

[31]  F. Kremer,et al.  Universal scaling of charge transport in glass-forming ionic liquids. , 2009, Physical chemistry chemical physics : PCCP.

[32]  S. Grimme.  Density functional theory with London dispersion corrections , 2011 .

[33]  E. Cohen,et al.  Fifty years of kinetic theory , 1993 .

[34]  João A. P. Coutinho,et al.  Structural and Positional Isomerism Influence in the Physical Properties of Pyridinium NTf2-Based Ionic Liquids: Pure and Water-Saturated Mixtures† , 2010 .

[35]  Kikuko Hayamizu,et al.  How ionic are room-temperature ionic liquids? An indicator of the physicochemical properties. , 2006, The journal of physical chemistry. B.

[36]  Maxim V. Fedorov,et al.  Poly(a)morphic portrait of the electrical double layer in ionic liquids , 2014 .

[37]  Rafael López,et al.  Statistical Refinement and Fitting of Experimental Viscosity-to-Temperature Data in Ionic Liquids , 2014 .

[38]  Martin Korth,et al.  How to estimate solid-electrolyte-interphase features when screening electrolyte materials. , 2015, Physical chemistry chemical physics : PCCP.

[39]  Jaroslaw Knap,et al.  (Invited) Challenges with Quantum Chemistry-Based Screening of Electrochemical Stability of Lithium Battery Electrolytes , 2015 .

[40]  Shyue Ping Ong,et al.  Electrochemical Windows of Room-Temperature Ionic Liquids from Molecular Dynamics and Density Functional Theory Calculations , 2011 .

[41]  Maaike C. Kroon,et al.  Solubility and Diffusivity of CO2 in the Ionic Liquid 1-Butyl-3-methylimidazolium Tricyanomethanide within a Large Pressure Range (0.01 MPa to 10 MPa) , 2015 .

[42]  A. Kornyshev,et al.  Ionic liquids at electrified interfaces. , 2014, Chemical reviews.

[43]  D. Macfarlane,et al.  Assessment of Kohn-Sham density functional theory and Møller-Plesset perturbation theory for ionic liquids. , 2013, Physical chemistry chemical physics : PCCP.

[44]  A. Becke.  Density-functional thermochemistry. III. The role of exact exchange , 1993 .

[45]  Lei Cheng,et al.  Accelerating Electrolyte Discovery for Energy Storage with High-Throughput Screening. , 2015, The journal of physical chemistry letters.

[46]  Morteza Zare,et al.  Temperature-Dependent Density and Viscosity of the Ionic Liquids 1-Alkyl-3-methylimidazolium Iodides: Experiment and Molecular Dynamics Simulation , 2010 .

[47]  Anil Kumar,et al.  Dramatic Change in Viscosities of Pure Ionic Liquids upon Addition of Molecular Solvents , 2009 .

[48]  S. Grimme,et al.  A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu. , 2010, The Journal of chemical physics.

[49]  C. Breneman,et al.  Determining atom‐centered monopoles from molecular electrostatic potentials. The need for high sampling density in formamide conformational analysis , 1990 .

[50]  U. Domańska,et al.  Density and Viscosity of Binary Mixtures of Thiocyanate Ionic Liquids + Water as a Function of Temperature , 2012, Journal of Solution Chemistry.

[51]  Jaroslaw Knap,et al.  Towards high throughput screening of electrochemical stability of battery electrolytes , 2015, Nanotechnology.

[52]  Maxim V. Fedorov,et al.  NaRIBaS - A Scripting Framework for Computational Modeling of Nanomaterials and Room Temperature Ionic Liquids in Bulk and Slab , 2018, Comput..

[53]  Emilio J. González,et al.  Temperature Dependence and Structural Influence on the Thermophysical Properties of Eleven Commercial Ionic Liquids , 2012 .

[54]  Peter Hall,et al.  Physical Properties of Selected Ionic Liquids for Use as Electrolytes and Other Industrial Applications , 2010 .

[55]  Emilio J. González,et al.  Thermophysical Properties of the Pure Ionic Liquid 1-Butyl-1-methylpyrrolidinium Dicyanamide and Its Binary Mixtures with Alcohols , 2013 .

[56]  Oleg Borodin,et al.  (Invited) Bulk and Interfacial Behavior of Ionic Liquids from Molecular Dynamics Simulations , 2010 .