Molecular insights into azeotrope separation in the methyl tert-butyl ether production process using ChCl-based deep eutectic solvents

Dai, Yasen; Chu, Xiaojun; Jiao, Yuyang; Li, Yanan; Shan, Falong; Zhao, Shuai; Li, Guoxuan; Lei, Zhigang; Cui, Peizhe; Zhu, Zhaoyou; Wang, Yinglong

doi:10.1016/j.ces.2022.118179

Cited by 25 publications

(8 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The molecular fragments with negatively polarized charge densities show positive σ values, and those with positively polarized charge densities show negative σ values. Analyzing ILs and VOC molecules’ σ-profile could determine the likelihood of hydrogen bond formation among the molecules . As shown in Figure , [HEMIM] + possesses a distinct peak in the HBD region, implying the possibility of being a HBD, while [PF 6 ] − has a distinctly raised peak in the HBA region, confirming its potent ability to act as a HBA.…”

Section: Resultsmentioning

confidence: 99%

Ionic-Liquid-Assisted Capture of Volatile Low-Carbon Alcohols in Printing Plant Exhaust Gas

Shang,

Xu,

et al. 2024

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

In green and sustainable chemical development, the efficient capture of volatile organic compounds (VOCs) with novel green solvents is recognized as an excellent potential research direction. This study proposes a novel method to efficiently absorb alcohols (ethanol, n-propanol, and isopropyl alcohol) in VOCs emitted from printing factories by ionic liquids (ILs). The COSMO-RS model screened 256 ILs with Henry's law constant and selectivity coefficient as separation performance indexes. 1-(2-Hydroxyethyl)-3-methylimidazolium hexafluorophosphate ([HEMIM][PF 6 ]) is the most potential absorbent. The absorption performance and interaction mechanism of [HEMIM][PF 6 ] on ethanol, n-propanol, and isopropyl alcohol were investigated with a combination of calculation thermodynamics, molecular dynamics, and gas absorption experiments. The alcohol absorption experiments and regeneration experiments of ILs were performed at different IL flow rates, and the results demonstrated that ILs possessed excellent stability and regenerative properties. The excess enthalpy analysis demonstrated the thermodynamic feasibility of capturing alcohol molecules with ILs. Molecular surface electrostatic potential analysis was performed to obtain binding sites for intermolecular interactions. The spatial distribution function revealed the spatial distribution of ILs around alcohol molecules from the perspective of clustered macromolecules. This work provides theoretical insights into molecular thermodynamics and kinetics for developing novel ILs for VOC purification.

show abstract

Section: Resultsmentioning

confidence: 99%

Ionic-Liquid-Assisted Capture of Volatile Low-Carbon Alcohols in Printing Plant Exhaust Gas

Shang,

Xu,

et al. 2024

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Chen et al used MD simulation to elucidate the basic mechanism of acetone-methanol azeotrope separation using ILs and found that the strong interaction between methanol and dimethylphosphate was responsible for the azeotrope elimination. Dai et al used the radial distribution function (RDF) and spatial distribution function (SDF) in MD simulations to verify quantum chemical results in terms of molecular aggregation properties, confirming that the extraction of methanol (MeOH) by choline chloride-based DES mainly relies on the interaction of Cl atoms and H atoms formed on the hydroxyl groups of MeOH.…”

Section: Introductionmentioning

confidence: 99%

“…24 Chen et al 25 used MD simulation to elucidate the basic mechanism of acetone-methanol azeotrope separation using ILs and found that the strong interaction between methanol and dimethylphosphate was responsible for the azeotrope elimination. Dai et al 26 Screening of ILs. Considering the wide variety of ILs available, direct experiments were not only time-consuming and labor-intensive but also uneconomical.…”

Section: ■ Introductionmentioning

confidence: 99%

Phase Equilibrium of p-Xylene and Isobutanol in Ionic Liquid Separations: Thermodynamic and Mechanistic Analysis

Wang,

Ruan,

Xue

et al. 2024

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

With the continuous expansion of the global polyester industry chain, the market demand for p-xylene (PX) as an upstream raw material is becoming increasingly large. In response to the call for cleanliness, consumption reduction, emission reduction, and sustainable development, three kinds of imidazole ionic liquids (ILs) were used as extractants to efficiently clean and separate the isobutanol-PX azeotropic system for the first time in this work. The conductor-like screening model for realistic solvents (COSMO-RS) and σ-profile were used to select the best extraction agent, and then, target ILs were synthesized. Their extraction effects were analyzed through liquid−liquid phase equilibrium experiments, and the separation effect of bisulfate was the best. Furthermore, given the high cost of ILs, recycling extraction experiments were performed for the first time. Finally, this work combined molecular dynamics simulation with quantum chemistry calculation to reveal the extraction mechanism from the microscopic mechanism level, which provided theoretical support for the separation of the azeotropic system of alcohols and aromatics.

show abstract

“…During the distillation of these glycols, it is rather difficult to separate the mixture of 1,2-butanediol and EG for the azeotrope they form. − In addition, BUT and EG are both molecules with two hydroxyl groups, and their mixtures are typical hydrogen-bonded azeotropes. In previous studies of azeotrope, the hydrogen bond plays an important role in illustrating the interactions between the azeotrope molecules. ,− …”

Section: Introductionmentioning

confidence: 99%

Molecular Behavior of Ethylene Glycol/1,2-Butanediol Mixtures at the Vapor–Liquid Interface

Sun,

Li,

Hou

et al. 2024

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

In this work, a binary azeotropic mixture of ethylene glycol (EG) and 1,2-butanediol (BUT) is used as a benchmark system to study how the molecular structure at the vapor–liquid interface depends on the concentration and temperature by using sum-frequency generation vibrational spectroscopy (SFG-VS), surface tension measurements, and molecular dynamics (MD) simulations. At 22 °C, the BUT molecules yield strong SFG-VS signals in the C–H stretching frequency range and override the signal of EG from the mole fraction of BUT at 0.3 to pure BUT solution. After the temperature is increased from 22 to 64 °C, the observed decrease in the SFG-VS intensity of the mixtures suggests that the dynamics of the adsorbed layer at the interface change with temperature. A detailed analysis of MD data shows that the methyl groups of BUT prefer an upright direction along the surface normal at 22 °C and that the bulk concentration change does not significantly affect the molecular orientation. The increase in the temperature reduces the “up-pointing” trend. The interfacial concentration analysis suggests that the interfacial concentration approaches the bulk mole fraction with increasing temperature. The interfacial behavior depends on the bulk properties of the liquid and contributes to vapor-phase behavior.

show abstract

Molecular insights into azeotrope separation in the methyl tert-butyl ether production process using ChCl-based deep eutectic solvents

Cited by 25 publications

References 43 publications

Ionic-Liquid-Assisted Capture of Volatile Low-Carbon Alcohols in Printing Plant Exhaust Gas

Ionic-Liquid-Assisted Capture of Volatile Low-Carbon Alcohols in Printing Plant Exhaust Gas

Phase Equilibrium of p-Xylene and Isobutanol in Ionic Liquid Separations: Thermodynamic and Mechanistic Analysis

Molecular Behavior of Ethylene Glycol/1,2-Butanediol Mixtures at the Vapor–Liquid Interface

Contact Info

Product

Resources

About