Water confined (H2O) n=1–10 amino acid-based ionic liquids – A DFT study on the bonding, energetics and IR spectra

Shyama, Muraledharan; Lakshmipathi, Senthilkumar

doi:10.1016/j.molliq.2020.112720

Cited by 6 publications

(7 citation statements)

References 58 publications

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“…Analogous approaches based on a combined experimental and MD study by Gontrani et al (2017) have elucidated, using different degrees of water dilution in the IL, the behavior of hydrogen bonding between opposite-and like-charge dimers and the intercalation structure of the final solutions. These findings agree with what was found by Shyama and Lakshmipathi (2020) where 8 [EMIM][AA] ILs were investigated by DFT calculations. Water tends to stick to anions, and only a high number of water molecules leads to the separation of the ionic dimers.…”

Section: Structure and Computational Studiessupporting

confidence: 92%

Cholinium amino acid-based ionic liquids

Donne

Bodo

2021

Biophys Rev

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Boosted by the simplicity of their synthesis and low toxicity, cholinium and amino acid-based ionic liquids have attracted the attention of researchers in many different fields ranging from computational chemistry to electrochemistry and medicine. Among the uncountable IL variations, these substances occupy a space on their own due to their exceptional biocompatibility that stems from being entirely made by metabolic molecular components. These substances have undergone a rather intensive research activity because of the possibility of using them as greener replacements for traditional ionic liquids. We present here a short review in the attempt to provide a compendium of the state-of-the-art scientific research about this special class of ionic liquids based on the combination of amino acid anions and cholinium cations.

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Section: Structure and Computational Studiessupporting

confidence: 92%

Cholinium amino acid-based ionic liquids

Donne

Bodo

2021

Biophys Rev

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“…Vibrational frequencies in IL/water solutions can be assessed from quantum-chemical calculations in a routine manner, from the analysis of the eigenvalues of the Hessian matrix at the optimized geometry of the system containing only few molecules/ions. Computations of such a type have been performed for clusters of IL ions and water molecules. ,,,− On the other hand, vibrational spectra can be obtained from the ab initio molecular dynamics (AIMD) simulations, as Fourier transforms (FTs) of the autocorrelation function of the dipole moment (IR spectrum) or the polarizability (Raman spectrum) of the system. This methodology can be used not only in calculations for molecules or small aggregates but also for simulations of the spectrum of a bulk liquid.…”

Section: Introductionmentioning

confidence: 99%

“…Computations of such a type have been performed for clusters of IL ions and water molecules. 16 , 19 , 21 , 26 − 28 On the other hand, vibrational spectra can be obtained from the ab initio molecular dynamics (AIMD) simulations, as Fourier transforms (FTs) of the autocorrelation function of the dipole moment (IR spectrum) or the polarizability (Raman spectrum) of the system. This methodology can be used not only in calculations for molecules or small aggregates but also for simulations of the spectrum of a bulk liquid.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen Bonding and Infrared Spectra of Ethyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide/Water Mixtures: A View from Molecular Dynamics Simulations

2022

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Simulations of ab initio molecular dynamics have been performed for mixtures of ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (EMIM-TFSI) ionic liquid and water. Statistics of donors and acceptors of hydrogen bonds has revealed that with increasing water content, hydrogen bonds between EMIM cations and TFSI anions are replaced by bonds to water molecules. In the mixture of liquids, the total number of bonds (from EMIM cations or water molecules) formed by TFSI acceptors increases. IR spectra obtained from ab initio molecular dynamics trajectories are in good agreement with literature data for ionic liquid/water systems. Analysis of oscillations of individual C–H and O–H bonds has shown correlations between vibrational frequencies and hydrogen bonds formed by an EMIM cation or water molecule and has indicated that the changes in the IR spectrum result from the decreased number of water–water hydrogen bonds in the mixture. The tests of DFTB methodology with tailored parameterizations have yielded reasonably good description of the IR spectrum of bulk water, whereas available parameterizations have failed in satisfactory reproduction of the IR spectrum of EMIM-TFSI/water mixtures in the region above 3000 cm–1.

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“…Because of their unique properties, they have attracted research interests in both academia and industries as they applied in organic/inorganic synthesis, catalysis, electrochemical devices and so on [20][21][22][23][24][25][26]. Different kinds of ILs are developed and studied for various applications such as room-temperature ionic liquids (RTILs) [2,16,27], poly-ionic liquids (PILs) [28,29], amino-acid ionic iquids (AAILs) [30][31][32] and task-speci c ionic liquids (TSILs) [33,34]. Similarly, new class of ionic liquid called surface active ionic liquid (SAILs) have possess diverse applications in organic synthesis, biotechnology, nanotechnology, surfactant ooding and so on [35][36][37][38][39].…”

Section: Introductionmentioning

confidence: 99%

“…The [MIM] + cations forms H-bond via C-H•••O and the fatty-acid [C m H n COO] − (m=1-6;n-3-13)anions forms H-bond via O-H•••O interactions with the water molecules. It was found that the water molecules prefers to bind with the fatty-acid anions rather than the [MIM] + cations[32, 64].…”

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confidence: 99%

A density functional theory study on the water aggregation behaviour of fatty acid-based anionic surface active ionic liquids

Sampathkumar

Vijayakumar

2022

Struct Chem

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The hydrogen bond interactions between methyl-imidazolium cation (MIM + ) and fatty-acid anions (C m H n COO -, where m=1-6; n-3-13) of ionic liquids are studied in both gas phase and water phase using density functional theory. The structural properties show that the presence of N-H m=1-6;n-3-13) ionic liquids. From the vibrational frequency analysis it was found that the hydrogen bond interaction between [MIM] + and [C m H n COO] -(m=1-6;n-3-13) ionic liquids are red-shifted in frequency. The natural bond orbital analysis show that the N-H•••O hydrogen bond associated with the large charge transfer which has the higher stabilization energy (i.e. E (2) ~ 38 kcal/mol). Further, the cation/anion-water cluster (H 2 O) 1-3 interactions show that the water molecules are preferred to interact with anions. In the case of ionic liquids-water cluster interaction, the water molecules occupies the interstitial space between cation and anion of ionic liquids which results in weakening the cation-anion interaction.

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Water confined (H2O) n=1–10 amino acid-based ionic liquids – A DFT study on the bonding, energetics and IR spectra

Cited by 6 publications

References 58 publications

Cholinium amino acid-based ionic liquids

Cholinium amino acid-based ionic liquids

Hydrogen Bonding and Infrared Spectra of Ethyl-3-methylimidazolium Bis(trifluoromethylsulfonyl)imide/Water Mixtures: A View from Molecular Dynamics Simulations

A density functional theory study on the water aggregation behaviour of fatty acid-based anionic surface active ionic liquids

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