Are There Stable Ion-Pairs in Room-Temperature Ionic Liquids? Molecular Dynamics Simulations of 1-<i>n</i>-Butyl-3-methylimidazolium Hexafluorophosphate

Zhao, Wei; Leroy, Frédéric; Heggen, Berit; Zahn, Stefan; Kirchner, Barbara; Balasubramanian, Sundaram; Müller‐Plathe, Florian

doi:10.1021/ja906337p

Cited by 288 publications

(343 citation statements)

References 83 publications

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“…Apart from the intrinsic interest for such systems, they have been studied by computer simulations in many contexts. For example, molten oxides are the main components of magmatic melts [3][4][5][6] , molten fluorides and chlorides are investigated for their importance in many metallurgical processes [7][8][9] and for their potential use in the nuclear industry 10,11 , and room temperature ionic liquids for their use in electrochemical storage applications [12][13][14] or their solvation properties [15][16][17] .…”

Section: Introductionmentioning

confidence: 99%

Including many-body effects in models for ionic liquids

Salanne¹,

Rotenberg²,

Jahn³

et al. 2012

Theor Chem Acc

127

118

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Realistic modeling of ionic systems necessitates taking explicitly account of many-body effects. In molecular dynamics simulations, it is possible to introduce explicitly these effects through the use of additional degrees of freedom. Here we present two models: The first one only includes dipole polarization effect, while the second also accounts for quadrupole polarization as well as the effects of compression and deformation of an ion by its immediate coordination environment. All the parameters involved in these models are extracted from first-principles density functional theory calculations. This step is routinely done through an extended force-matching procedure, which has proven to be very succesfull for molten oxides and molten fluorides. Recent developments based on the use of localized orbitals can be used to complement the force-matching procedure by allowing for the direct calculations of several parameters such as the individual polarizabilities.

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Section: Introductionmentioning

confidence: 99%

Including many-body effects in models for ionic liquids

Salanne¹,

Rotenberg²,

Jahn³

et al. 2012

Theor Chem Acc

127

118

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“…Ionic liquids are constituted exclusively by ions and hence they experience a strong interionic interaction that yield a long-lived association of ions [40]. The nature and types of cation-anion interactions and intermolecular forces in bulk ionic liquids affect their physical and chemical properties and how they interact with other solutes [41].…”

Section: Physicochemical Properties Of Imidazolium-based Ionic Liquidsmentioning

confidence: 99%

Imidazolium-Based Ionic Liquid Binary Solvent System as an Extraction Medium in Enhancing the Rotenone Yield Extracted from Derris elliptica Roots

Othman¹,

Hassan²,

Zubairi³

2017

Progress and Developments in Ionic Liquids

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Rotenone, is a biopesticide which can be isolated from Derris species roots. However, procuring significant amount of rotenone using green alternative solvent rather than harmful organic solvents for commercialization is a challenge to be faced. Therefore, an approach using imidazolium-based ionic liquids (ILs) as an extraction medium was employed in this study. Five different types of binary solvent systems comprising a combination of acetone and five respective ionic liquids (ILs) of (1) (5) [BMPy] Cl were used in the normal soaking extraction (NSE) of rotenone for a 24-hour extraction. The yield of the rotenone, % (w/w), and its concentration (mg/mL) in the dried roots was quantitatively determined by means of the reversed-phase high-performance liquid chromatography (RP-HPLC) and thin-layer chromatography (TLC). The results showed that a binary solvent system of [BMIM] OTf:acetone was the best solvent system combination compared to other solvent systems (p < 0.05). It contributed to the highest rotenone content of 2.69 ± 0.21% (w/w) (4.04 ± 0.34 mg/ml) at the 14th hour of the exhaustive extraction time. In conclusion, a combination of certain ILs with a selective organic solvent has been proven to be able to increase a significant amount of bioactive constituents in the phytochemical extraction process.

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“…2 Besides ionic interactions, whether supramolecular interactions also govern the organization of imidazoliumbased ILs is still hotly debated with a vast number of important contributions. [24][25][26][27][28][29] Despite their importance, the number of significant contributions specifically discussing the supramolecular organization and interactions of TSILs is much scarcer [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45] when compared to nonfunctionalized ILs. TSILs have become one of the most important strategies for furthering IL chemistry, 1 as noted for the large and increasing number of innovative applications described for these ionic compounds.…”

Section: Introductionmentioning

confidence: 99%

“…[24][25][26][27][28][29] Despite their importance, the number of significant contributions specifically discussing the supramolecular organization and interactions of TSILs is much scarcer 30-45 when compared to nonfunctionalized ILs. TSILs have become one of the most important strategies for furthering IL chemistry, 1 as noted for the large and increasing number of innovative applications described for these ionic compounds.…”

mentioning

confidence: 99%

Solid, Solution and Gas Phase Interactions of an Imidazolium-Based Task-Specific Ionic Liquid Derived from Natural Kojic Acid

Neto¹,

Mota²,

Gatto³

et al. 2014

Journal of the Brazilian Chemical Society

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Um líquido iônico imidazólio de função específica derivado do ácido kójico natural teve suas interações supramoleculares investigadas no estado sólido, em solução e em fase gasosa. Diferentes técnicas como difração de raios X de monocristal, espectroscopia de ressonância magnética nuclear (NMR), espectrofotometria UV-Vis, medidas de condutividade, espalhamento de raios X em baixo ângulo (SAXS), espectrometria de massas (tandem) com ionização por electrospray (ESI-MS(/MS)) e cálculos teóricos permitiram uma investigação estrutural aprofundada desse líquido iônico de função específica e suas interações supramoleculares. An imidazolium-based task-specific ionic liquid derived from the natural kojic acid had its supramolecular interactions investigated in solid, solution and gas phase. The use of a set of techniques formed by single-crystal X-ray diffraction, nuclear magnetic resonance (NMR) spectroscopy, UV-Vis spectrophotometry, conductivity measurements, small angle X-ray scattering (SAXS), electrospray (tandem) mass spectrometry (ESI-MS(/MS)), and theoretical calculations allowed a deep investigation of the structural organization of the task-specific ionic liquid and its supramolecular interactions.Keywords: ionic liquids, imidazolium, task-specific ionic liquids, supramolecular interactions, organization, X-ray, SAXS, UV-Vis, NMR, ESI-MS IntroductionIonic liquids (ILs) and task-specific ionic liquids (TSILs), especially those based on the imidazolium cation, are part of a class of attractive compounds of widespread use in many scientific and technological areas.1-3 These organic salts have already been successfully used in the chemical industry for many years. 4 Their prominence is exemplified by many review articles recently published regarding several features of these unique chemical species. 5-21The possibility of tuning the physical and chemical properties of ILs and TSILs associated with their attractive physicochemical properties, such as very low vapor pressure, large electrochemical window, good thermal and chemical stabilities, have also opened a wealth of other applications for these ionic materials. Despite all progress already reached by ILs, fine details about their supramolecular organization, the importance of H-bonds and a deep understanding on the directionality of imidazolium-based derivatives are only now emerging. Each IL/TSIL has unique physicochemical properties and it has been estimated that ca. 10 6 combinations of known Neto et al. 2281 Vol. 25, No. 12, 2014 cations and anions may afford a new type of such ionic compounds. 22 The effort towards a better comprehension on the physicochemical properties of such materials is therefore very challenging; and each new structure demands specific efforts and a set of characterizations to depict its unique structural features and properties. Despite the diversity, some general trends have been established, and it is, for instance, known that the physicochemical properties of ILs/TSILs are intimately associated with their ionic structures, 23...

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Are There Stable Ion-Pairs in Room-Temperature Ionic Liquids? Molecular Dynamics Simulations of 1-n-Butyl-3-methylimidazolium Hexafluorophosphate

Cited by 288 publications

References 83 publications

Including many-body effects in models for ionic liquids

Including many-body effects in models for ionic liquids

Imidazolium-Based Ionic Liquid Binary Solvent System as an Extraction Medium in Enhancing the Rotenone Yield Extracted from Derris elliptica Roots

Solid, Solution and Gas Phase Interactions of an Imidazolium-Based Task-Specific Ionic Liquid Derived from Natural Kojic Acid

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