Synthesis, characterization and thermophysical properties of ionic liquid N-methyl-N-(2′,3′-epoxypropyl)-2-oxopyrrolidinium chloride and its binary mixtures with water or ethanol at different temperatures

Arumugam, Vasanthakumar; Bahadur, Indra; Redhi, Gan G.; Gengan, Robert Moonsamy; Anand, Krishnan

doi:10.1016/j.molliq.2016.03.080

Cited by 22 publications

(13 citation statements)

References 47 publications

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“…The relative permittivity ε r is the crucial parameter in the molecular solvent system and it usually can be used to measure the polarity of molecular solvents. In this work, the values of refractive index, n D , molar volume, V m , and Δ l g H m o (298) were collected from the literature, − and according to eqs – δ μ of some molecular solvents were obtained. These are listed in Table , and the corresponding relative permittivity ε r for these molecular solvents were collected − and also listed in Table .…”

Section: Resultsmentioning

confidence: 99%

Determination and Prediction for the Polarity of Ionic Liquids

Guan¹,

Chang²,

Yang³

et al. 2017

J. Chem. Eng. Data

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Ionic liquids (ILs) have attracted remarkable attention as a new class of novel reaction medium and soft functional materials in the framework of Green Chemistry, and the polarity of ionic liquids is one of the primary concerns in the scientific community. Here, we introduce a new and simple scale of polarity, δ μ , for ILs. Initially, two kinds of representative ionic liquids, {1-alkyl-3-methyllimidazolium acetate}) are prepared and confirmed by 1 H NMR spectroscopy and 13 C NMR spectroscopy, respectively. Furthermore, a spectroscopic method based on solvatochromic probes is used to obtain the polarity of room temperature ILs (RTILs). In this work we mainly introduce that the scale of solvent polarity, E T (30) values, is determined by means of Reichardt's dye (30), and π* values are determined by N,N-diethyl-4-nitroaniline. Simultaneously, in terms of the values of enthalpy of vaporization, δ μ values of these ILs are predicted. Moreover, the trend of δ μ values of the ionic liquids with the different alkyl chains are the same as the E T (30) and π* values. In addition, the new scale of polarities δ μ of some molecular liquids are also predicted, and the results are in good agreement with relative permittivity, ε r .

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Section: Resultsmentioning

confidence: 99%

Determination and Prediction for the Polarity of Ionic Liquids

Guan¹,

Chang²,

Yang³

et al. 2017

J. Chem. Eng. Data

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“…First, the density and viscosity values of methanol and ethanol were measured by a DMA 5000M density meter and a Lovis 2000ME viscometer in the temperature range from 288.15 to 318.15 K and at pressure p = 0.1 MPa, respectively. The measured results and the corresponding reported values − are all listed in Table S1. The absolute relative deviations (ARD) % were calculated according to eq , and the results are also listed in Table S1. where P exp and P lit represent the experimental and literature density (viscosity) values, respectively, and the corresponding absolute deviation diagrams are shown in Figures and .…”

Section: Resultsmentioning

confidence: 99%

“…ARDs of density of methanol (a) and ethanol (b) at various temperatures: (a) methanol: black ■ ref ; red ● ref ; blue ▲ ref ; pink ▼ ref ; green ◆ ref ; (b) ethanol: black ■ ref ; red ● ref ; blue ▲ ref ; pink ▼ ref ; green ◆ ref ; navy blue ◀ ref ; violet ▶ ref .…”

Section: Resultsmentioning

confidence: 99%

“…In addition, in the process of the experiment, the density and viscosity of the samples were always manipulated inside a glovebox under an inert atmosphere to avoid water absorption. The density and viscosity of methanol and ethanol were measured in this work at T = (288.15–318.15) K and p = 0.1 MPa and compared with the reported works, − as shown in Table S1.…”

Section: Experimental Sectionmentioning

confidence: 97%

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Physical Properties and Its Estimation of Binary Mixtures of Ether-Functionalized Ionic Liquids [C₂2O1IM][NTF₂] with Alcohols

Liu

et al. 2020

J. Chem. Eng. Data

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The binary mixtures composed of 1-ethyl-3-(2methoxyethyl)-imidazolium bis(trifluoromethylsulfonyl)imide [C 2 2O1IM][NTF 2 ] and alcohols were prepared, and the density and viscosity were measured first across the entire range of mole fraction within a particular temperature range. Based on the experimental values of density, the average molar volume, the excess molar volume, and the partial molar volume were calculated, and the excess molar volume was well fitted by Redlich−Kister equation. In addition, in order to describe the excess activation Gibbs energy of viscous flow simply and directly, the relative volume of mixtures, V r , is introduced in this paper and then combined with the relative viscosity, η r , and a new find about the nondimensional Gibbs energy of activation for viscous flow of the mixture, ΔG ⧧E /RT, could be obtained.

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“…The molar surface entropy, s , for some ILs; Density, ρ , surface tension, and refractive index, nD measuring methods; citation of ref. [ 30 , 39 , 43 , 52 , 54 , 55 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 , 74 , 75 , 76 , 77 , 78 , 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 , 90 , 91 , 92 , 93 , 94 , 95 , 96 , 97 , 98 , 99 , 100 , 101 , 102 , 103 , 104 , 105 , 106 ].…”

mentioning

confidence: 99%

A New Compartmentalized Scale (PN) for Measuring Polarity Applied to Novel Ether-Functionalized Amino Acid Ionic Liquids

Guo

et al. 2022

Molecules

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Functionalized and environmentally friendly ionic liquids are required in many fields, but convenient methods for measuring their polarity are lacking. Two novel ether-functionalized amino acid ionic liquids, 1-(2-methoxyethyl)-3-methylimidazolium alanine ([C1OC2mim][Ala]) and 1-(2-ethoxyethyl)-3-methylimidazolium alanine ([C2OC2mim][Ala]), were synthesized by a neutralization method and their structures confirmed by NMR spectroscopy. Density, surface tension, and refractive index were determined using the standard addition method. The strength of intermolecular interactions within these ionic liquids was examined in terms of standard entropy, lattice energy, and association enthalpy. A new polarity scale, PN, is now proposed, which divides polarity into two compartments: the surface and the body of the liquid. Surface tension is predicted via an improved Lorentz-Lorenz equation, and molar surface entropy is used to determine the polarity of the surface. This new PN scale is based on easily measured physicochemical parameters, is validated against alternative polarity scales, and is applicable to both ionic and molecular liquids.

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Synthesis, characterization and thermophysical properties of ionic liquid N-methyl-N-(2′,3′-epoxypropyl)-2-oxopyrrolidinium chloride and its binary mixtures with water or ethanol at different temperatures

Cited by 22 publications

References 47 publications

Determination and Prediction for the Polarity of Ionic Liquids

Determination and Prediction for the Polarity of Ionic Liquids

Physical Properties and Its Estimation of Binary Mixtures of Ether-Functionalized Ionic Liquids [C₂2O1IM][NTF₂] with Alcohols

A New Compartmentalized Scale (PN) for Measuring Polarity Applied to Novel Ether-Functionalized Amino Acid Ionic Liquids

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Synthesis, characterization and thermophysical properties of ionic liquid N-methyl-N-(2′,3′-epoxypropyl)-2-oxopyrrolidinium chloride and its binary mixtures with water or ethanol at different temperatures

Cited by 22 publications

References 47 publications

Determination and Prediction for the Polarity of Ionic Liquids

Determination and Prediction for the Polarity of Ionic Liquids

Physical Properties and Its Estimation of Binary Mixtures of Ether-Functionalized Ionic Liquids [C22O1IM][NTF2] with Alcohols

A New Compartmentalized Scale (PN) for Measuring Polarity Applied to Novel Ether-Functionalized Amino Acid Ionic Liquids

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Product

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Physical Properties and Its Estimation of Binary Mixtures of Ether-Functionalized Ionic Liquids [C₂2O1IM][NTF₂] with Alcohols