Separation of dimethylnaphthalene isomers by extractive crystallization

Putrawan, I Dewa Gede Arsa; Soerawidjaja, Tatang Hernas

doi:10.1016/j.seppur.2003.12.012

Cited by 13 publications

(7 citation statements)

References 7 publications

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“…a subsequent polymerization, only the linear isomers are of interest resulting in a demand to separate these isomers. This separation task is challenging because of similar physical properties of the molecules . Distillation as commonly used unit operation is not appropriate for close-boiling mixtures since it leads to uneconomical processes.…”

Section: Introductionmentioning

confidence: 99%

Superposition of Liquid–Liquid and Solid–Liquid Equilibria of Linear and Branched Molecules: Binary Systems

Goetsch

Zimmermann

Bongard

et al. 2016

Ind. Eng. Chem. Res.

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Crystallization from solution is a promising unit operation to separate linear and branched isomers. To reduce the number of experiments, a thermodynamic modeling approach is proposed to calculate the required phase equilibria. Hereby, the thermodynamic data of pure substances are required to fit model parameters, but the branched isomers are often not available. Therefore, a methodology which allows for the prediction of phase equilibria of systems containing branched molecules was developed in this contribution. The basic idea is to fit the model parameters to experimental data of linear molecules and combine these parameters with information about the molecular architecture of the branched isomers to predict the phase equilibria of these isomers. For this purpose the lattice cluster theory which considers directly the molecular architecture was applied in combination with the chemical association lattice model. As model systems linear and branched alkanes dissolved in an alcohol were investigated. The developed methodology is able to predict the binary liquid–liquid equilibria of the branched alkanes dissolved in an alcohol in good agreement to experimental data. Furthermore, the thermodynamic model is able to simultaneously calculate the liquid–liquid equilibrium and the solid–liquid equilibrium with the same model parameters in good agreement with experimental data.

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Section: Introductionmentioning

confidence: 99%

Superposition of Liquid–Liquid and Solid–Liquid Equilibria of Linear and Branched Molecules: Binary Systems

Goetsch

Zimmermann

Bongard

et al. 2016

Ind. Eng. Chem. Res.

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show abstract

“…The solid product obtained from the melt crystallization was then processed by solvent crystallization with ethanol as the solvent , , . Of the solid product obtained from the melt crystallization, 100 g was heated to 70 °C for complete dissolution in ethanol in a 500‐mL jacketed glass reactor.…”

Section: Process and Methodsmentioning

confidence: 99%

Preparation of High‐Purity 2,6‐Naphthalenedicarboxylic Acid from Coal Tar Distillate

et al. 2019

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Using coal tar distillate as the starting material, a novel high-purity 2,6-naphthalenedicarboxylic acid (2,6-NDA) preparation method was developed. Firstly, the 2,6-dimethylnaphthalene (2,6-DMN) precursor was separated by successive vacuum distillation, melt crystallization, and solvent crystallization from the 250-270°C fraction of the coal tar distillate. Then, over Co-Mn-Br as catalysts, oxidation of 2,6-DMN was carried out in acetic acid to produce crude 2,6-NDA with molecular oxygen. By high-temperature hydrogenation, the crude 2,6-NDA was further purified to obtain high-purity 2,6-NDA. From the coal tar distillate to pure 2,6-NDA, the operation parameters and reaction conditions of each process were optimized and evaluated, indicating that the proposed 2,6-NDA synthesis method has great potential for industrial application to create cheap feedstock in viable yields.

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“…It is difficult to separate musk crude products by the conventional distillation method. At present, solution crystallization is the main method of separation and purification in industrial production. − The solvents selected for crystallization will directly affect the quality, output, and production cost of the product. However, the published theoretical study on the separation and purification method of musk ketone system has not been found.…”

Section: Introductionmentioning

confidence: 99%

Determination and Correlation of the Solubility of Musk Ketone in Pure and Binary Solvents at 273.15–313.15 K

Fang

Zou

et al. 2019

J. Chem. Eng. Data

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The solubility of musk ketone in four pure solvents (methanol, ethanol, n-butanol, and ethyl acetate) and three binary mixed solvents (methanol + ethanol, ethanol + ethyl acetate, and n-butanol + ethyl acetate) at different temperatures (273.15–313.15 K) was determined by the static equilibrium method. The results showed that the solubility of musk ketone in the above solvents increases with the increasing temperature. The musk ketone has different solubilities in four pure solvents under the same environmental conditions (ethyl acetate > n-butanol > ethanol > methanol). In the binary solvent of methanol + ethanol, the solubility of musk ketone was positively correlated with the mass fraction of ethanol. In the binary mixed solvents of ethanol + ethyl acetate and n-butanol + ethyl acetate, the solubility was positively correlated with the mass fraction of ethyl acetate. Seven thermodynamic equations (van’t Hoff equation, modified Apelblat equation, λh equation, nonrandom two-liquid model, Wilson model, Jouyban–Acree model, and Sun model) were used to correlate the experimental solubility data. The deviation between the experimental values and the correlated values was calculated and analyzed. The results showed that these models can predict the experimental results very well. In addition, the Hansen solubility parameters of musk ketone and the solvents were calculated and discussed. The results showed that the non-hydrogen bond interaction has a great influence on the solubility of musk ketone.

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Separation of dimethylnaphthalene isomers by extractive crystallization

Cited by 13 publications

References 7 publications

Superposition of Liquid–Liquid and Solid–Liquid Equilibria of Linear and Branched Molecules: Binary Systems

Superposition of Liquid–Liquid and Solid–Liquid Equilibria of Linear and Branched Molecules: Binary Systems

Preparation of High‐Purity 2,6‐Naphthalenedicarboxylic Acid from Coal Tar Distillate

Determination and Correlation of the Solubility of Musk Ketone in Pure and Binary Solvents at 273.15–313.15 K

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