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Luo, Fei, et al. Journal of Molecular Liquids 384 (2023): 122256.
Methyltriphenylphosphonium bromide (MTPPB) has been employed as a hydrogen bond acceptor in the design of novel deep eutectic solvents (DESs) for the selective extraction of 1-hexene from n-hexane in model coker naphtha. DESs containing MTPPB form hybrid liquid systems through strong dispersion interactions and weak hydrogen bonding, which preferentially solubilize 1-hexene over n-hexane. Quantum chemical calculations revealed that single-center and multi-center hydrogen bonds between MTPPB and 1-hexene dominate the interaction mechanism, enhancing the selectivity of the extraction process.
Liquid-liquid equilibrium experiments demonstrated that the molar ratio of MTPPB to triethylene glycol significantly influences the DES's extraction performance. Increasing the content of MTPPB enhances the affinity for 1-hexene, while excessive hydrogen bond donor content reduces this affinity due to dilution of interaction sites. The DES containing MTPPB at a 1:4 molar ratio with triethylene glycol achieved optimal distribution coefficient and selectivity for 1-hexene/n-hexane. Additionally, the solid-state nature of MTPPB at room temperature necessitates careful consideration of melting point effects for stable DES preparation.
This study highlights MTPPB's dual role as a structural and functional component in DESs, providing both polarity tuning and selective solute interactions. Its integration into DES systems demonstrates promising application as an alternative to conventional organic solvents and ionic liquids for efficient olefin/paraffin separation, offering high selectivity, recyclability, and tunable extraction performance.
Zarin, Leila, et al. Journal of Molecular Liquids 425 (2025): 127197.
Methyltriphenylphosphonium bromide (MTPPB) has been applied as a hydrogen bond acceptor in acidic deep eutectic solvents (DESs) for the selective removal of sulfur and nitrogen compounds from synthetic gasoline. In this study, MTPPB was combined with para-toluenesulfonic acid (3:7 molar ratio) to form a DES capable of efficiently extracting thiophene and pyridine from a hydrocarbon matrix of hexane, heptane, and isooctane. Characterization of the DES included IR spectroscopy, melting point, density, and viscosity measurements, confirming the formation of a stable and functional eutectic system.
Liquid-liquid equilibrium experiments demonstrated high solute distribution coefficients and separation factors, with thiophene exhibiting values of 0.2188-1.2082 and 11.74-662.15, and pyridine showing 6.7176-15.9950 and 8061.37-11066.20, respectively. These results indicate that the MTPPB-based DES exhibits superior extraction capacity compared to conventional solvents. The efficiency of extraction improved at lower temperatures, attributed to enhanced hydrogen bonding between the DES and heteroatom solutes.
Theoretical analysis using NRTL and UNIQUAC models, supported by group contribution calculations, accurately reproduced the experimental tie-lines and interaction parameters, with low root mean square deviation values, validating the thermodynamic consistency of the system.
This study highlights the critical role of MTPPB as a functional and structural component in next-generation DESs for fuel purification. Its integration enables highly selective and efficient desulfurization and denitrogenation, offering a promising alternative to traditional solvents for sustainable and industrial-scale hydrocarbon processing.
Shah, Pratham M., et al. Journal of the Indian Chemical Society 101.11 (2024): 101435.
Methyltriphenylphosphonium bromide (MTPPB) has been investigated as a hydrogen bond acceptor in deep eutectic solvents (DESs) for studying the formation, dissociation, and rheology of methane (CH4) hydrates. In this study, MTPPB was combined with ethylene glycol (1 wt%) to form a DES (DES2) and compared to tetrabutylammonium bromide + ethylene glycol (DES1) under high-pressure conditions (274 K, 8 MPa) using a controlled rheometer.
Rheological experiments revealed that CH4 hydrate formation in the MTPPB-based DES initiated after ~4 hours, compared to ~1.7 hours in DES1. Pressure analysis showed a drop of 1.7 MPa during hydrate formation, slightly higher than DES1, reflecting the influence of MTPPB on hydrate nucleation kinetics. Viscosity measurements demonstrated shear-thinning behavior, with viscosity decreasing under increasing shear rate, validated using the Cross model. Notably, hydrate dissociation induced a spike in viscosity at equilibrium, highlighting the dynamic behavior of CH4 hydrates in DES matrices.
The study employed a modified double-threaded bob concentric cylinder geometry to ensure uniform mixing and minimize wall slip, while real-time rheological data were collected and analyzed using Anton Paar Rheoplus™ software. The integration of MTPPB in DES provided a tunable environment for hydrate formation, allowing precise evaluation of kinetic and flow properties, critical for safe and efficient methane storage and transport.
This research underscores MTPPB's role in energy applications, demonstrating its potential as a functional DES component for controlling hydrate formation and rheology, offering insights into sustainable gas storage and transport systems.
