The solubility of asphaltene in organic solvents and its relation to the molecular structure

Li, Ji‐Guang; Guo, Xulin; Haiping, Shen; Cai, Xuhui; Dong, Ming; Hou, Huandi

doi:10.1016/j.molliq.2020.114826

Cited by 6 publications

(4 citation statements)

References 49 publications

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“…On the other hand, gasoline, diesel, gas condensates, and kerosene are aliphatic solvents. The aliphatic solvents are good candidates for dissolving paraffinic deposits such as wax; however, they are ineffective for asphaltene removal. − Among the tested aliphatic solvents in this study, gasoline showed better results than the others. Gasoline is mainly composed of aliphatics; however, some impurities (mainly aromatics) are added to its composition to increase the octane number.…”

Section: Resultsmentioning

confidence: 73%

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Comparative Static and Dynamic Analyses of Solvents for Removal of Asphaltene and Wax Deposits above- and below-Surface at an Iranian Carbonate Oil Field

et al. 2023

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During production from oil wells, the deposition of asphaltene and wax at surface facilities and porous media is one of the major operational challenges. The crude oil production rate is significantly reduced due to asphaltene deposition inside the reservoir. In addition, the deposition of these solids inside the surface facilities is costly to oil companies. In this study, the efficiency of different solvents in dissolving asphaltene and wax was investigated through static and dynamic tests. The analysis of solid deposits from the surface choke of one of the Iranian carbonate oil fields showed that they consisted of 41.3 wt % asphaltene, and the balance was predominantly wax. In addition, the asphaltenes obtained from the surface choke solid deposits had a more complex structure than that of asphaltenes extracted from the crude oil itself. The static tests showed that xylene, toluene, gasoline, kerosene, and gas condensate had the highest efficiencies in dissolving solid deposits; conversely, diesel had a negative impact on dissolving solid deposits. Static tests on pure asphaltene showed that, among the tested solvents, gas condensate and diesel had a negative effect on the solubility of asphaltene. The dynamic core flooding results showed that asphaltene deposition inside the cores reduced the permeability by 79−91%. Among the tested solvents, xylene, gasoline, and kerosene resulted in the highest efficacy in restoring the damaged permeability, and higher efficiency was obtained with an equivalent solvent injection rate of 1 bbl/min versus 3 bbl/min.

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Section: Resultsmentioning

confidence: 73%

“…Aliphatic solvents are not potentially perfect solvents for dissolving asphaltene. Instead, they perform well in dissolving wax. ,,, In addition, asphaltene is a polar compound of crude oil with a high affinity for adsorption. Figure presents the FT-IR analysis of asphaltene, diesel, and asphaltene+diesel samples.…”

Section: Resultsmentioning

confidence: 99%

Comparative Static and Dynamic Analyses of Solvents for Removal of Asphaltene and Wax Deposits above- and below-Surface at an Iranian Carbonate Oil Field

et al. 2023

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“…The highest surface pressure was 52 mN/m at 10 • C and pH 8, which denotes higher repulsive forces acting in the film. This is due to the existence of an electron-rich group of conjugated fused aromatic rings in the molecular structure of asphaltene, and heteroatoms (N, O and S) which also contain electron-rich groups with lone pair electrons [143,144]. Therefore, at low pH, H + can neutralize the negative electricity in an asphaltene molecule, resulting in the weakening or even disappearance of intermolecular electrostatic repulsion, and the enhancement of intramolecular and intermolecular association, which makes asphaltene easier to form aggregates, increase molecular volume and reduce rigidity.…”

Section: Interface Characteristics Of Asphaltene Interfacial Filmsmentioning

confidence: 99%

A Review of Oil–Solid Separation and Oil–Water Separation in Unconventional Heavy Oil Production Process

Xiao

Geng

et al. 2022

IJMS

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Unconventional heavy oil ores (UHO) have been considered an important part of petroleum resources and an alternative source of chemicals and energy supply. Due to the participation of water and extractants, oil–solid separation (OSS) and oil–water separation (OWS) processes are inevitable in the industrial separation processes of UHO. Therefore, this critical review systematically reviews the basic theories of OSS and OWS, including solid wettability, contact angle, oil–solid interactions, structural characteristics of natural surfactants and interface characteristics of interfacially active asphaltene film. With the basic theories in mind, the corresponding OSS and OWS mechanisms are discussed. Finally, the present challenges and future research considerations are touched on to provide insights and theoretical fundamentals for OSS and OWS. Additionally, this critical review might even be useful for the provision of a framework of research prospects to guide future research directions in laboratories and industries that focus on the OSS and OWS processes in this important heavy oil production field.

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“…Structurally, asphaltenes contain aromatic rings, alkyl chains with carbon atoms up to C 30 , including sulfur in the form of benzothiophene rings and nitrogen in the form of pyrrole and pyridine; ketones, phenols and carboxylic acids; nickel and vanadium in porphyrin and nonporphyrin rings [24][25][26][27]. Asphaltenes obtained from different hydrocarbon raw materials have different compositions and structures [28][29][30], they and show different solubility parameters in hydrocarbon fuels of constant composition [31][32][33].…”

Section: Introductionmentioning

confidence: 99%

Application of the UNIFAC Model for the Low-Sulfur Residue Marine Fuel Asphaltenes Solubility Calculation

Поваров

Efimov

Smyshlyaeva

et al. 2022

JMSE

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Since 2020, 0.5% limits on the sulfur content of marine fuels have been in effect worldwide. One way to achieve this value is to mix the residual sulfur and distillate low sulfur components. The main problem with this method is the possibility of sedimentation instability of the compounded residual marine fuel due to sedimentation of asphaltenes. In this paper, the application of the UNIFAC group solution model for calculating the solubility of asphaltenes in hydrocarbons is considered. This model makes it possible to represent organic compounds as a set of functional groups (ACH, AC, CH2, CH3), the qualitative and quantitative composition of which determines the thermodynamic properties of the solution. According to the asphaltene composition, average molecular weight (450–2500 mol/L) and group theories of solutions, a method for predicting the sedimentation stability of compounded residual marine fuels was proposed. The effect of the heat of fusion, temperature of fusion, molecular weight, and group composition on the solubility of asphaltenes in marine fuel has been evaluated. The comparison of the model approach with the data obtained experimentally is carried out. The results obtained make it possible to predict the sedimentation stability of the fuel system depending on the structure and composition of asphaltenes.

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The solubility of asphaltene in organic solvents and its relation to the molecular structure

Cited by 6 publications

References 49 publications

Comparative Static and Dynamic Analyses of Solvents for Removal of Asphaltene and Wax Deposits above- and below-Surface at an Iranian Carbonate Oil Field

Comparative Static and Dynamic Analyses of Solvents for Removal of Asphaltene and Wax Deposits above- and below-Surface at an Iranian Carbonate Oil Field

A Review of Oil–Solid Separation and Oil–Water Separation in Unconventional Heavy Oil Production Process

Application of the UNIFAC Model for the Low-Sulfur Residue Marine Fuel Asphaltenes Solubility Calculation

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