Thermodynamics of organic mixtures containing amines. X. Phase equilibria for binary systems formed by imidazoles and hydrocarbons: Experimental data and modelling using DISQUAC

Domańska, Urszula; Zawadzki, Maciej; González, Juan Antonio

doi:10.1016/j.jct.2009.11.016

Cited by 15 publications

(13 citation statements)

References 57 publications

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“…Experimental results determined in this work, the directly measured liquid–liquid equilibrium temperatures, T , versus x 1 , the mole fraction of 2-PhEtOH, for the systems with n -C 8 , n -C 10 , n -C 12 , n -C 14 , or 2,2,4,-trimethylpentane, are collected in Table (Figure ). As in many systems previously investigated, ,− ,,− the LLE curves of the present mixtures are characterized by some typical features: (i) they show a rather flat maximum (Figure ); (ii) the curves become progressively skewed toward higher x 1 values when the chain length of the alkane is increased (Figure ); (iii) the upper critical solution temperature, UCST increases with the number of C atoms of the n -alkane (Table ).…”

Section: Experimental Resultssupporting

confidence: 58%

“…These effects are intramolecular effects and lead to interactions between the phenyl ring and the X group which are substantially different from those between the mentioned groups when they belong to different molecules . In this framework, we have investigated mixtures including aromatic amines − (anilines, 2-amino-1-methylbenzene, 1-phenylmethanamine (benzylamine), 1 H -pyrrole, quinoline or imizadoles), aromatic alkanals, ketones, or alkanoates, ,− and aromatic nitriles, 2-phenoxyethanol, or aromatic alkanols (phenol or phenylmethanol). , As continuation, we provide now liquid–liquid (LLE) measurements for binary systems formed by 2-phenylethan-1-ol (2-phenylethanol, 2PhEtOH) and octane, decane, dodecane, tetradecane, or 2,2,4-trimethylpentane.…”

Section: Introductionmentioning

confidence: 99%

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Liquid–Liquid Equilibria for 2-Phenylethan-1-ol + Alkane Systems

Alonso-Tristán¹,

González

Fuenté

et al. 2018

J. Chem. Eng. Data

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The liquid−liquid equilibrium (LLE) curves for 2-phenylethan-1-ol (2-phenylethanol, 2PhEtOH) + octane, + decane, + dodecane, + tetradecane or + 2,2,4-trimethylpentane have been determined by a method of turbidimetry using a laser scattering technique. Experimental results reveal that the systems are characterized by an upper critical solution temperature (UCST), which increases linearly with the number of C atoms of the n-alkane. In addition, the LLE curves have a rather horizontal top and become skewed to higher mole fractions of the n-alkane, when its size increases. For a given n-alkane, UCST decreases as follows: phenol > phenylmethanol > 2-PhEtOH, indicating that dipolar interactions decrease in the same sequence. This has been ascribed to a weakening in the same order of the proximity effects between the phenyl and OH groups of the aromatic alkanols. DISQUAC interaction parameters for OH/aliphatic and OH/aromatic contacts in the investigated systems are reported. Phenol, or phenylmethanol or 2-PhEtOH, + n-alkane mixtures only differ by the first dispersive Gibbs energy interaction parameter for the (OH/aliphatic) contact. 52 2.1. Materials. Information on source, purity, water 53 contents, determined by the Karl Fischer method, and density 54 (ρ) of the pure chemicals employed along this investigation is 55 t1 collected in Table 1. All the chemicals were used as received. 56 Density values were obtained from a vibrating-tube densimeter 57 and a sound analyzer, Anton Paar model DSA-5000. The 58 repeatability of the ρ measurements is 5 × 10 −3 kg•m −3 , while 59 their relative standard uncertainty is 0.001. Inspection of Table 60 1 shows that there is a good agreement between our density 61 results and those taken from the literature. 62 2.2. Apparatus and Procedure. Mixtures were prepared 63 by mass in small Pyrex tubes of the following dimensions: 0.009 64 m i.d. and about 0.04 m length (free volume of the ampule 65 ≈1.17 × 10 −6 m 3). The tubes were immediately sealed by 66 capping at 0.1 MPa and 298.15 K. Weights were measured 67 using an analytical balance Sartorius NSU125p (weighing 68 accuracy 10 −8 kg). Mole fractions were calculated on the basis 69 of the relative atomic mass Table of 2015 issued by the

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Section: Experimental Resultssupporting

confidence: 58%

Section: Introductionmentioning

confidence: 99%

Liquid–Liquid Equilibria for 2-Phenylethan-1-ol + Alkane Systems

Alonso-Tristán¹,

González

Fuenté

et al. 2018

J. Chem. Eng. Data

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“…This work is part of a series concerned with the research of mixtures involving aromatic polar compounds. Up to now, we have investigated systems with aromatic amines − (anilines, 2-amino-1-methylbenzene, 1-phenylmethanamine, 1 H -pyrrole, quinoline, or imizadoles); aromatic alcohols , (phenol or phenylmethanol), or aromatic alkanals, ketones, or alkanoates. − Now, we report LLE measurements for the mixtures 4-phenylbutan-2-one + n -C 12 , + n -C 14 , or + n -C 16 , and for benzyl ethanoate + n -C 14 or + n -C 16 . In a previous article, we have provided LLE data for 4-phenylbutan-2-one + decane or benzyl ethanoate + dodecane systems .…”

Section: Introductionmentioning

confidence: 99%

Liquid–Liquid Equilibria for Systems Containing 4-Phenylbutan-2-one or Benzyl Ethanoate and Selected Alkanes

Alonso-Tristán¹,

González

Hevia

et al. 2017

J. Chem. Eng. Data

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Liquid-liquid equilibrium (LLE) phase diagrams have been determined, by means of the critical opalescence method with a laser scattering technique, for the mixtures 4phenylbutan-2-one + CH (CH) n CH (n = 10,12,14) and for benzyl ethanoate + CH 3 (CH 2) n CH 3 (n = 12,14). The systems are characterized by having an upper critical solution temperature (UCST), which increases with n. The corresponding LLE curves show a rather horizontal top and become skewed towards higher mole fractions of the polar compound when n is increased. Calorimetric and LLE measurements show that, for mixtures with molecules with a given functional group, interactions between aromatic molecules are stronger than those between homomorphic linear molecules (aromaticity effect). This has been ascribed to proximity effects arising from the presence of the polar group and the aromatic ring within the same molecule. Proximity effects become weaker in the sequence: 1-phenylpropan-2-one > 4-phenylbutan-2one > 1-phenylethanone, and are more important in benzyl ethanoate than in ethyl benzoate molecules. Values of the critical compositions and temperatures calculated with the DISQUAC group contribution model are in good agreement with the experimental results. Accordingly, the shape of the LLE curves is also correctly described by DISQUAC.

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“…We have provided excess molar volumes of N,N,N-trialkylamine [6,7], or methyl butyl amine [8] +alkane mixtures, as well as liquid + liquid and/or solid + liquid equilibrium temperatures for 2-methylaniline [9], imidazoles [10] or quinoline [11] +hydrocarbon systems. Mixtures with aniline [12], 2-methylaniline [9], pyridines [13][14][15][16], quinoline [11] or imidazoles [10] or cyclic amines [17] with various solvents have been studied using different models: DISQUAC [18,19], ERAS [20], Kirkwood-Buff integrals [21], or the formalism of the concentration-concentration structure factor [16]. As continuation of these works, we report here liquid + liquid equilibrium temperatures for N-methylaniline + tetradecane, or +hexadecane systems and molar excess enthalpies at 298.15 K and at atmospheric pressure for the mixtures N-methylaniline + heptane, +octane, +decane, +cyclohexane, or +toluene.…”

Section: Introductionmentioning

confidence: 99%