Asphaltene Precipitation from Heavy Oil Diluted with Petroleum Solvents

Rivero-Sanchez, J. A.; Ramos-Pallares, F.; Schoeggl, F. F.; Yarranton, Harvey W.

doi:10.1021/acs.energyfuels.1c01049

Cited by 8 publications

(8 citation statements)

References 49 publications

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“…The content of heteroatoms including S, O, and N is high, indicating that the polarity of asphaltenes is also relatively high. The chemical structures of the polymers were also characterized by 1 H NMR spectra (Figure 6). Polymers were divided into two series according to the type of cation, one is P[C 6 VIm] (Figure 6a) and another is P[C 6 VIm-C 16 ] (Figure 6b), and the anions are Br − , TFSI − , and DEHP − .…”

Section: Resultsmentioning

confidence: 99%

“…Asphaltene is the component with the largest molecular weight and polarity in heavy oil . In the process of pipeline transportation, asphaltenes are easy to self-aggregate under the influence of temperature and pressure, − which bring difficulties to the pipeline transportation and subsequent refining of crude oil .…”

Section: Introductionmentioning

confidence: 99%

“…Anions can form new hydrogen bonds with asphaltenes and destroy hydrogen bonds and π−π interactions between asphaltenes. The structure of extracted asphaltenes was characterized by 1 H nuclear magnetic resonance (NMR), Fourier-transform infrared (FTIR) spectra, time-of-flight (TOF), thermogravimetric analysis, and energy-dispersive X-ray spectroscopy (EDS). Afterward, the ultraviolet−visible (UV−vis) spectrum, turbidity, and particle size dynamic light scattering (DLS) were used to evaluate the inhibition ability of ionic liquid polymers on model oil containing asphaltenes.…”

Section: Introductionmentioning

confidence: 99%

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Inhibition of Asphaltene Precipitation by Ionic Liquid Polymers Containing Imidazole Pendants and Alkyl Branches

Wu²,

Li³

et al. 2022

Energy Fuels

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High polar asphaltenes are easy to precipitate and deposit in transportation pipelines and subsequent processing. Adding chemical polymer inhibitors is an effective method to inhibit asphaltene aggregation. In this work, ionic liquid polymers containing the imidazole cation and/or alkyl branches were synthesized by free radical polymerization, and anions such as the bis(trifluoromethane)sulfonimide ion (TFSI–) and [phosphoric acid bis(2-ethylhexyl)] anion (DEHP–) were introduced by substitution. The chemical structure of asphaltenes was analyzed by Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance, elemental analysis, and time-of-flight spectroscopy. It is found the asphaltene has short side chain, a low H/C, and a high polarity. The precipitation inhibition of asphaltenes and the rheological behaviors of crude oil in the presence of ionic liquid polymers were studied by measuring the initial precipitation point (IPP), turbidity, particle size distribution, and morphology of asphaltenes in model oil. In the presence of same anions (Br–, TFSI–, and DEHP–), with the increase of length of imidazole pendant branches, the IPPs increase. However, when the chain length is close to the poor solvent n-heptane, the IPP first rises, then descends. The copolymer bearing both imidazole pendants and alkyl branches can increase the IPPs. Alkyl branches can inhibit the aggregation of asphaltenes by forming layers surrounding the asphaltene aggregates. With the reduction of asphaltene agglomeration, the turbidity and particle size decrease. For polymers bearing both the imidazole pendants and alkyl branches, upon the increase of anionic electronegativity, the interactions between asphaltenes are destroyed because strong hydrogen bonding is generated between the asphaltene and the ionic liquid polymer. DEHP– has strong electronegativity and high hydrophobicity. The polymer with DEHP– and alkyl branches can increase the IPP by 30%, reduce the turbidity of model oil by 50%, reduce the size of asphaltene by 80%, and decrease the viscosity of crude oil by 36.8% at 50 °C.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Inhibition of Asphaltene Precipitation by Ionic Liquid Polymers Containing Imidazole Pendants and Alkyl Branches

Wu²,

Li³

et al. 2022

Energy Fuels

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“…Huang et al divided Cold Lake bitumen into 12 pseudocomponents using GC-simulated distillation data and predicted the phase behavior of supercritical carbon dioxide and a Cold Lake bitumen system using perturbed hard chain (PHC), Soave–Redlich–Kwong (SRK), and Peng–Robinson (PR) equations of state. − Yarranton et al adopted the regular solution theory to construct a liquid–liquid equilibrium model to predict the asphaltene precipitation onset point. They divided the bitumens into four main pseudocomponents based on SARA fractions and successfully predicted the effects of the solvent type and the associated molar mass on asphaltene precipitation. − …”

Section: Introductionmentioning

confidence: 99%

Heavy Petroleum Supercritical Fluid Deasphalting Process Simulation Based On the Saturate, Aromatic, Resin, and Asphaltene Composition

Zhao

et al. 2022

Energy Fuels

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In the presented work, we developed a phase equilibrium model for the solvent deasphalting process of heavy petroleum. The pseudocomponents of the heavy oil feedstock were defined according to the saturate, aromatic, resin, and asphaltene composition. A set of empirical correlations was proposed using the molecular weight, the hydrogen carbon ratio, and the aromatic carbon ratio to predict the thermodynamic properties of the pseudocomponent. The vapor−liquid flash calculation and the cubic equation of state were used to calculate the compositions and properties of different phases at various conditions. The effects of the feedstock, the temperature, the pressure, and the solvent ratio on the key product properties were investigated. The model prediction agrees with the experimental data and is expected to guide the design and condition optimization of the solvent deasphalting process.

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“…[19] The HO diluted with heavy naphtha and synthetic aromatic crude, provide unstable emulsions, but the interfacial properties, which are closely related to the emulsion stability, were not measured. In addition, in some of these works the precipitation of asphaltenes has been observed, [7,14,[19][20][21] but only a few reports have studied how the dilution can affect the interfacial properties of the oil mixtures. Nguyen et al analyzed the interfacial properties and the stability of HO emulsions in the presence of three diluents commonly used in the field.…”

mentioning

confidence: 99%

Effect of kerosene aromaticity as a solvent on bulk and interfacial properties of Brazilian heavy crude oil with high asphaltene content

Daza‐Barranco,

Duncke,

de Souza Mendes

et al. 2023

Can J Chem Eng

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This study investigated the effect of solvent aromaticity on asphaltene stability and interfacial behaviour using typical diluted heavy oils, which better represent the chemical diversity of petroleum components than previous studies that used simple solvent mixtures with low asphaltene concentrations. A Brazilian crude with high viscosity and asphaltene content was diluted with two kerosenes, one containing only saturated compounds (KeS), and the other a saturates/aromatics mixture (KeSA) to maintain total aromaticity in the oil mixture upon dilution. Viscosity, asphaltene stability, interfacial tension, and elasticity of the oil mixtures were measured, and correlated with emulsion stability, regarding the differences in solvent aromaticity and aromatics/saturates ratio. The results showed that the different kerosene compositions affected bulk viscosity and asphaltene flocculation, but had a lesser effect on oil/brine interfacial tension due to the high asphaltene content in the diluted oil. The elastic modulus decreased at higher dilutions with KeS, while it remained consistent for KeSA mixtures, which supported the differences obtained in emulsion stability, at solvent concentrations within the optimal aromaticity ratio reported for simple solvent mixtures. Interfacial segregation of the aromatics in KeSA was also observed, which has not been reported in previous studies using complex solvents. These findings suggest that the trends reported with model oils, such as heptol with added asphaltenes, can also be applied to more realistic complex oil mixtures with higher asphaltene concentrations. Nevertheless, it was suggested that maintaining the aromatic content may not be enough to prevent asphaltene flocculation upon dilution, due to the concurrent increase in saturates.

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Asphaltene Precipitation from Heavy Oil Diluted with Petroleum Solvents

Cited by 8 publications

References 49 publications

Inhibition of Asphaltene Precipitation by Ionic Liquid Polymers Containing Imidazole Pendants and Alkyl Branches

Inhibition of Asphaltene Precipitation by Ionic Liquid Polymers Containing Imidazole Pendants and Alkyl Branches

Heavy Petroleum Supercritical Fluid Deasphalting Process Simulation Based On the Saturate, Aromatic, Resin, and Asphaltene Composition

Effect of kerosene aromaticity as a solvent on bulk and interfacial properties of Brazilian heavy crude oil with high asphaltene content

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