Asphaltene precipitation with partially oxidized asphaltene from water/heavy crude oil emulsion

Choi, Seonung; Byun, Do Hyun; Lee, Kwangse; Kim, Jong-Duk; Nho, Nam Sun

doi:10.1016/j.petrol.2016.04.012

Cited by 25 publications

(13 citation statements)

References 42 publications

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“…The extraction of the asphaltenes was performed by isolation with n -heptane (99%, Sigma-Aldrich, St. Louis, MO, USA) [48,49] from a Colombian extra heavy crude oil (EHO) of 6.4° API, viscosity of 3.1 × 10 6 cP at 25 °C, and approximate mass fractions of saturates, aromatics, resins and asphaltenes (SARA) of 13.0%, 16.9%, 49.9%, and 20.2%, respectively. The n -C 7 asphaltenes were characterized by elemental analysis using an elemental analyzer Flash EA 1112 (Thermo Finnigan, Milan, Italy), obtaining mass fractions of C, H, O, N, and S of 81.7%, 7.8%, 3.6%, 0.3% and 6.6%, and a H/C ratio of 1.15, which is in accordance with the values reported in literature [50]. Ceria (CeO 2 ) nanoparticles were purchased from Nanostructured & Amorphous Materials (Houston, TX, USA).…”

Section: Methodssupporting

confidence: 84%

Optimization of the Load of Transition Metal Oxides (Fe2O3, Co3O4, NiO and/or PdO) onto CeO2 Nanoparticles in Catalytic Steam Decomposition of n-C7 Asphaltenes at Low Temperatures

et al. 2019

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The main objective of this work is the catalyst optimization of Fe2O3-, Co3O4-, NiO- and/or PdO- (transition element oxides—TEO) functionalized CeO2 nanoparticles to maximize the conversion of asphaltenes under isothermal conditions at low temperatures (<250 °C) during steam injection processes. Adsorption isotherms and the subsequent steam decomposition process of asphaltenes for evaluating the catalysis were performed through batch adsorption experiments and thermogravimetric analyses coupled to Fourier-transform infrared spectroscopy (FTIR), respectively. The adsorption isotherms and the catalytic behavior were described by the solid-liquid equilibrium (SLE) model and isothermal model, respectively. Initially, three pairs of metal oxide combinations at a mass fraction of 1% of loading of CeNi1Pd1, CeCo1Pd1, and CeFe1Pd1 nanoparticles were evaluated based on the adsorption and catalytic activity, showing better results for the CeNi1Pd1 due to the Lewis acidity changes. Posteriorly, a simplex-centroid mixture design of experiments (SCMD) of three components was employed to optimize the metal oxides concentration (Ni and Pd) onto the CeO2 surface by varying the oxides concentration for mass fractions from 0.0% to 2.0% to maximize the asphaltene conversion at low temperatures. Results showed that by incorporating mono-elemental and bi-elemental oxides onto CeO2 nanoparticles, both adsorption and isothermal conversion of asphaltenes decrease in the order CeNi1Pd1 > CePd2 > CeNi0.66Pd0.66 > CeNi2 > CePd1 > CeNi1 > CeO2. It is worth mentioning that bi-elemental nanoparticles reduced the gasification temperature of asphaltenes in a larger degree than mono-elemental nanoparticles at a fixed amount of adsorbed asphaltenes of 0.02 mg·m−2, confirming the synergistic effects between Pd and Fe, Co, and Ni. Further, optimized nanoparticles (CeNi0.89Pd1.1) have the best performance by obtaining 100% asphaltenes conversion in less than 90 min at 220 °C while reducing 80% the activation energy.

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Section: Methodssupporting

confidence: 84%

Optimization of the Load of Transition Metal Oxides (Fe2O3, Co3O4, NiO and/or PdO) onto CeO2 Nanoparticles in Catalytic Steam Decomposition of n-C7 Asphaltenes at Low Temperatures

et al. 2019

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“…Due to potential benefits that include enhanced production efficiency, lower transportation costs, and higher fuel quality, efforts toward the study of asphaltene have focused primarily on methods that facilitate extraction and removal during oil refining processes 13 . Because it is a mixture of various aromatic structures, asphaltene is typically classified in terms of its solubility in toluene and not by its chemical structure 14 . However, recent results using atomic force microscopy (AFM), have clarified the components of asphaltene 15 to be mixtures of polycyclic aromatic hydrocarbons (PAHs).…”

mentioning

confidence: 99%

“…Previous reports of oxidizing asphaltene to facilitate its separation from crude oil 14 or to reduce bitumen viscosity 16 have shown that treatment with potassium permanganate 14 or ozone 16 resulted in increased hydrophilicity, which ultimately facilitated precipitation from oil. We hypothesized that such oxidized derivatives of asphaltene, termed asphaltene oxide (AO), may function as economically viable catalysts due to the low cost of the precursor while providing insights into the intrinsic chemistry displayed by GO and other carbocatalysts 17 .…”

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confidence: 99%

Asphaltene oxide promotes a broad range of synthetic transformations

Jung

Bielawski

2019

Commun Chem

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Carbocatalysts, which are catalytically-active materials derived from carbon-rich sources, are attractive alternatives to metal-based analogs. Graphene oxide is a prototypical example and has been successfully employed in a broad range of synthetic transformations. However, its use is accompanied by a number of practical and fundamental drawbacks. For example, graphene oxide undergoes explosive decomposition when subjected to elevated temperatures or microwaves. We found that asphaltene oxide, an oxidized collection of polycyclic aromatic hydrocarbons that are often discarded from petroleum refining processes, effectively overcomes the drawbacks of using graphene oxide in synthetic chemistry and constitutes a new class of carbocatalysts. Here we show that asphaltene oxide may be used to promote a broad range of transformations, including Claisen-Schmidt condensations, CC cross-couplings, and Fischer indole syntheses, as well as chemical reactions which benefit from the use of microwave reactors.

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“…The new technique proposed in the present work is based on the modification of asphaltene chemical structures for application as polymeric additives, increasing asphaltenes dispersion in the crude oil, and solving the asphaltene deposition and petroleum crude oil emulsion problems instead of using organic or organometallic polymers. The literature shows that there are some oxidizing agents such as permanganate, cerium, chromate, dichromate, peroxide, ozone, tetroxide, peroxy acids, halogen-containing (e.g., hypochlorite, chlorite, chlorate, perchlorate, and analogous halogen-containing compounds) and derivatives that can be used to oxidize asphaltene to produce new compatible oilfield chemicals [ 14 , 15 ]. Moreover, asphaltenes were reacted with phosphorous trichloride to produce a phosphochlorinated-asphaltene, as well as being modified with equimolar amounts of aliphatic or aromatic amines and polyamines for application as oilfield chemicals [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Application of New Amphiphilic Asphaltene Ionic Liquid Polymers to Demulsify Arabic Heavy Petroleum Crude Oil Emulsions

et al. 2020

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Asphaltenes are heavy petroleum crude oil components which limit the production of petroleum crude oil due to their aggregation and their stabilization for all petroleum crude oil water emulsions. The present study aimed to modify the chemical structures of isolated asphaltenes by converting them into amphiphilic polymers containing ionic liquid moieties (PILs) to demulsify the emulsion and replace the asphaltene layers surrounding the oil or water droplets in petroleum crude oil emulsions. The literature survey indicated that no modification occurred to produce the PILs from the asphaltenes. In this respect, the asphaltenes were modified via oxidation of the lower aliphatic chain through carboxylation followed by conversion to asphaltene acid chloride that reacted with ethoxylated N-alkyl pyridinium derivatives. Moreover, the carboxylation of asphaltenes was carried out through the Diels–Alder reaction with maleic anhydride that was linked with ethoxylated N-alkyl pyridinium derivatives to produce amphiphilic asphaltene PILs. The produced PILs from asphaltenes acid chloride and maleic anhydride were designated as AIL and AIL-2. The chemical structure and thermal stability of the polymeric asphaltene ionic liquids were evaluated. The modified structure of asphaltenes AIL and AIL-2 exhibited different thermal characteristics involving glass transition temperatures (Tg) at −68 °C and −45 °C, respectively. The new asphaltenes ionic liquids were adsorbed at the asphaltenes surfaces to demulsify the heavy petroleum crude emulsions. The demulsification data indicated that the mixing of AIL and AIL-2 100 at different ratios with ethoxylated N-alkyl pyridinium were demulsified with 100% of the water from different compositions of O:W emulsions 50:50, 90:10, and 10:90. The demulsification times for the 50:50, 90:10, and 10:90 O:W emulsions were 120, 120, and 60 min, respectively. The interaction of the PILs with asphaltene and mechanism of demulsification was also investigated.

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Asphaltene precipitation with partially oxidized asphaltene from water/heavy crude oil emulsion

Cited by 25 publications

References 42 publications

Optimization of the Load of Transition Metal Oxides (Fe2O3, Co3O4, NiO and/or PdO) onto CeO2 Nanoparticles in Catalytic Steam Decomposition of n-C7 Asphaltenes at Low Temperatures

Optimization of the Load of Transition Metal Oxides (Fe2O3, Co3O4, NiO and/or PdO) onto CeO2 Nanoparticles in Catalytic Steam Decomposition of n-C7 Asphaltenes at Low Temperatures

Asphaltene oxide promotes a broad range of synthetic transformations

Synthesis and Application of New Amphiphilic Asphaltene Ionic Liquid Polymers to Demulsify Arabic Heavy Petroleum Crude Oil Emulsions

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