91
Views
2
CrossRef citations to date
0
Altmetric
Research Articles

Investigations on asphaltene aggregate formation by high-field diffusion NMR and low-field ghost solvent NMR relaxometry

ORCID Icon, &
Pages 261-271 | Received 16 Jun 2022, Accepted 31 Oct 2022, Published online: 11 Nov 2022

References

  • Morgan, V. G.; Bastos, T. M.; Sad, C. M. S.; Leite, J. S. D.; Castro, E. R. V.; Barbosa, L. L. Application of Low-Field Nuclear Magnetic Resonance to Assess the Onset of Asphaltene Precipitation in Petroleum. Fuel 2020, 265, 116955–1-9. DOI: 10.1016/j.fuel.2019.116955.
  • Zielinski, L.; Saha, I.; Freed, D. E.; Hurlimann, M. D.; Liu, Y. Probing Asphaltene Aggregation in Native Crude Oils with Low-Field NMR. Langmuir 2010, 26, 5014–5021. DOI: 10.1021/la904309k.
  • Barrera, D. M.; Ortiz, D. P.; Yarranton, H. W. Molecular Weight and Density Distributions of Asphaltenes from Crude Oils. Energy Fuels 2013, 27, 2474–2487. DOI: 10.1021/ef400142v.
  • Lin, Y.-J.; He, P.; Tavakkoli, M.; Mathew, N. T.; Fatt, Y. Y.; Chai, J. C.; Goharzadeh, A.; Vargas, F. M.; Biswal, S. L. Examining Asphaltene Solubility on Deposition in Model Porous Media. Langmuir 2016, 32, 8729–8734. DOI: 10.1021/acs.langmuir.6b02376.
  • Adams, J. J. Asphaltene Adsorption, a Literature Review. Energy Fuels 2014, 28, 2831–2856. DOI: 10.1021/ef500282p.
  • Behbahani, T. J.; Beigi, A. A. M.; Taheri, Z.; Ghanbari, B. A New Investigation on Wax Precipitation in Petroleum Fluids: Influence of Activity Coefficient Models. Pet. Coal 2014, 56, 157–164.
  • Akbarzadeh, K.; Hammami, A.; Kharrat, A.; Zhang, D.; Allenson, S.; Creek, J.; Kabir, S.; Jamaluddin, A. J.; Marshall, A. G.; Rodgers, R. P.; et al. Asphaltenes-Problematic but Rich in Potential. Oilfield Rev. 2007, 19, 22–43.
  • Majumdar, R. D.; Gerken, M.; Mikula, R.; Hazendonk, P. Validation of the Yen-Mullins Model of Athabasca Oil-Sands Asphaltenes Using Solution-State 1H NMR Relaxation and 2D HSQC. Energy Fuels 2013, 27, 6528–6537. DOI: 10.1021/ef401412w.
  • Kirimli, H. E Ovalioglu,.; H.; F. Dynamic Nuclear Polarization and SEM in Suspensions Consisting of Fluorobenzene Derivatives and Asphaltene Extracted from MC-800 Liquid Asphalt. J. Disp. Sci. Tech. 2014, 35, 255–264. DOI: 10.1080/01932691.2013.767208.
  • Freedman, R.; Heaton, N. Fluid Characterization Using Nuclear Magnetic Resonance Logging. Petrophysics 2004, 45, 241–250.
  • Ok, S.; Mal, T. NMR Spectroscopy Analysis of Asphaltenes. Energy Fuels 2019, 33, 10391–10414. DOI: 10.1021/acs.energyfuels.9b02240.
  • Jestin, J.; Barre, L. Application of NMR Solvent Relaxation and SAXS to Asphaltenes Solutions Characterization. J. Disp. Sci. Tech. 2004, 25, 341–347. DOI: 10.1081/DIS-120037682.
  • Espinat, D.; Gaulier, F.; Norrant, F.; Barbier, J.; Guichard, B.; Rivallan, M.; Levitz, P. Characterization of Asphaltenes in Solution and inside the Pores of Catalysts by 1H NMR Relaxometry. Energy Fuels 2017, 31, 7382–7395. DOI: 10.1021/acs.energyfuels.7b00139.
  • Cole, D. R.; Ok, S.; Striolo, A.; Phan, A. Hydrocarbon Behavior at Nanoscale Interfaces. Rev. Geo. Min. 2013, 75, 495–545. DOI: 10.2138/rmg.2013.75.16.
  • Parlov Vuković, J.; Novak, P.; Jednačak, T.; Kveštak, M.; Kovačević, D.; Smrečki, V.; Mikulandra, I.; Djetelić Ibrahimpašić, M.; Glanzer, S.; Zangger, K. Magnetic Field Influence on Asphaltene Aggregation Monitored by Diffusion NMR Spectroscopy: Is Aggregation Reversible at High Magnetic Fields? J. Disp. Sci. Tech. 2020, 41, 179–187. DOI: 10.1080/01932691.2018.1561302.
  • Galvosas, P.; Stallmach, F.; Seiffert, G.; Kärger, J.; Kaess, U.; Majer, G. Generation and Application of Ultra-High-Intensity Magnetic Field Gradient Pulses for NMR Spectroscopy. J. Magn. Reson. 2001, 151, 260–268. DOI: 10.1006/jmre.2001.2381.
  • Kuchel, P. W.; Pagès, G.; Nagashima, K.; Velan, S.; Vijayaragavan, V.; Nagarajan, V.; Chuang, K. H. Stejskal–Tanner Equation Derived in Full. Concepts Magn. Reson. 2012, 40A, 205–214. DOI: 10.1002/cmr.a.21241.
  • Junior, L. S. C.; de Menezes, S. M. C.; Honorato, H. A.; de Oliveira, M. C. K.; Marques, L. C.; do, C. Diffusion-Ordered Spectroscopy Nuclear Magnetic Resonance. Energy Fuels 2018, 32, 2793–2800. DOI: 10.1021/acs.energyfuels.7b02973.
  • Parlov Vuković, J.; Hrenar, T.; Novak, P.; Friedrich, M.; Plavec, J. New Multiway Model for Identification of Crude Oil and Asphaltene Origin Based on Diffusion-Ordered Nuclear Magnetic Resonance Spectroscopy. Energy Fuels 2017, 31, 8095–8101. DOI: 10.1021/acs.energyfuels.7b01358.
  • Freed, D. E.; Lisitza, N. V.; Sen, P. N.; Song, Y.-Q.; E. Y.; Hammami, A.; Marshall, A. G. Molecular Composition and Dynamics of Oils from Diffusion Measurements. In Asphaltenes, Heavy Oil, and Petroleomics. Mullins, O.C.; Sheu, Eds.; Springer: New York, 2007; pp. 279–299.
  • Mullins, O.C.; Sheu, E.Y. Eds. Structures and Dynamics of Asphaltenes. Plenum Press: New York, 1998.
  • Norinaga, K.; Wargardalam, V. J.; Takasugi, S.; Iino, M.; Matsukawa, S. Measurement of Self-Diffusion Coefficient of Asphaltene in Pyridine by Pulsed Field Gradient Spin-Echo 1H NMR. Energy Fuels 2001, 15, 1317–1318. DOI: 10.1021/ef0100597.
  • Durand, E.; Clemancey, M.; Quoineaud, A.-A.; Verstraete, J.; Espinat, D.; Lancelin, J.-M. 1H Diffusion-Ordered Spectroscopy (DOSY) Nuclear Magnetic Resonance (NMR) as a Powerful Tool for the Analysis of Hydrocarbon Mixtures and Asphaltenes. Energy Fuels 2008, 22, 2604–2610. DOI: 10.1021/ef700775z.
  • Jerschow, A.; Muller, N. Diffusion-Separated Nuclear Magnetic Resonance Spectroscopy of Polymer Mixtures. Macromolecules 1998, 31, 6573–6578. DOI: 10.1021/ma9801772.
  • Hakansson, B.; Nyden, M.; Soderman, O. The Influence of Polymer Molecular-Weight Distributions on Pulsed Field Gradient Nuclear Magnetic Resonance Self-Diffusion Experiments. Colloid Polym. Sci 2000, 278, 399–405.
  • Ok, S.; Mahmoodinia, M.; Rajasekaran, N.; Sabti, M. A.; Lervik, A.; van Erp, T. S.; Cabriolu, R. Molecular Structure and Solubility Determination of Asphaltenes. Energy Fuels 2019, 33, 8259–8270. DOI: 10.1021/acs.energyfuels.9b01737.
  • Wang, J.; Ferguson, A. L. Mesoscale Simulation of Asphaltene Aggregation. J Phys Chem B 2016, 120, 8016–8035. DOI: 10.1021/acs.jpcb.6b05925.
  • Sedghi, M.; Goual, L.; Welch, W.; Kubelka, J. Effect of Asphaltene Structure on Association and Aggregation Using Molecular Dynamics. J Phys Chem B 2013, 117, 5765–5776. DOI: 10.1021/jp401584u.
  • Mullins, O. C. The Asphaltenes. Annual Rev. Anal. Chem 2011, 4, 393418.
  • Ok, S.; Rajasekaran, N.; Sabti, M. A.; Joseph, G. A. Spectroscopic Analysis of Crude Oil Asphaltenes at Molecular Level. Pet. Chem 2020, 60, 802–809. DOI: 10.1134/S0965544120070117.
  • Schuler, B.; Zhang, Y.; Liu, F.; Pomerantz, A. E.; Andrews, A. B.; Gross, L.; Pauchard, V.; Banerjee, S.; Mullins, O. C. Overview of Asphaltene Nanostructures and Thermodynamic Applications. Energy Fuels 2020, 34, 15082–15105. DOI: 10.1021/acs.energyfuels.0c00874.
  • Chen, Z.; Zhang, L.; Zhao, S.; Shi, Q.; Xu, C. Molecular Structure and Association Behavior of Petroleum Asphaltene. In Structure and Modeling of Complex Petroleum Mixtures, Xu, C.; Shi, Q., Eds.; Springer: Switzerland, 2015, pp 1–38
  • Nategh, M.; Mahdiyar, H.; Malayeri, M. R.; Binazadeh, M. Impact of Asphaltene Surface Energy on Stability of Asphaltene-Toluene System: A Parametric Study. Langmuir 2018, 34, 13845–13854. DOI: 10.1021/acs.langmuir.8b02566.
  • Mullins, O. C. The Modified Yen Model. Energy Fuels 2010, 24, 2179–2207. DOI: 10.1021/ef900975e.
  • Mullins, O. C.; Sabbah, H.; Eyssautier, J.; Pomerantz, A. E.; Barre, L.; Andrews, A. B.; Ruiz-Morales, Y.; Mostowfi, F.; McFarlane, R.; Goual, L.; et al. Advances in Asphaltene Science and the Yen − Mullins Model. Energy Fuels 2012, 26, 3986–4003. DOI: 10.1021/ef300185p.
  • Gray, M. R.; Tykwinski, R. R.; Stryker, J. M.; Tan, X. Supramolecular Assembly Model for Aggregation of Petroleum Asphaltenes. Energy Fuels 2011, 25, 3125–3134. DOI: 10.1021/ef200654p.
  • van Oss, C. J. Acid-Base Interfacial Interactions in Aqueous Media. Colloids Surf. A 1993, 78, 1–49. DOI: 10.1016/0927-7757(93)80308-2.
  • Massiot, D.; Fayon, F.; Capron, M.; King, I.; Le Calvé, S.; B.; Alonso, B.; J. O.; Durand, J. O.; Bujoli, B.; Gan, Z.; Hoatson, G. Modelling One and Two-Dimensional Solid-State NMR Spectra. Magn. Reson. Chem 2002, 40, 70–76. DOI: 10.1002/mrc.984.
  • Cosgrove, T.; Griffiths, P. C. Diffusion in Bimodal and Polydisperse Polymer Systems: 1. Bimodal Solutions of Protonated and Deuterated Polymers. Polymer 1995, 36, 3335–3342. DOI: 10.1016/0032-3861(95)99433-U.
  • Durand, E.; Clemancey, M.; Lancelin, J.-M.; Verstraete, J.; Espinat, D.; Quoineaud, A.-A. Effect of Chemical Composition on Asphaltenes Aggregation. Energy Fuels 2010, 24, 1051–1062. DOI: 10.1021/ef900599v.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.