DOI QR코드

DOI QR Code

Effect of Dodecylbenzene Sulfonic Acid on the Behavior of Asphaltene Aggregation in a Solvent Deasphalting System

  • Liu, Lingyu (Graduate School of Energy Science and Technology, Chungnam National University (CNU)) ;
  • Go, Kang Seok (Climate Change Research Division, Korea Institute of Energy Research (KIER)) ;
  • Nho, Nam Sun (Climate Change Research Division, Korea Institute of Energy Research (KIER)) ;
  • Kim, Kwang Ho (Climate Change Research Division, Korea Institute of Energy Research (KIER)) ;
  • Rhee, Young-Woo (Graduate School of Energy Science and Technology, Chungnam National University (CNU))
  • Received : 2017.08.28
  • Accepted : 2017.09.22
  • Published : 2018.02.01

Abstract

The effect of dodecylbenzene sulfonic acid (DBSA) with different addition amount of DBSA ($M_{DBSA}$), temperatures and solvent-to-oil ratio (SOR, v/v) on asphaltene aggregation in a solvent deasphalting system was investigated. Increasing the $M_{DBSA}$ at SOR 10 and $55^{\circ}C$ caused the asphaltene removal ratio (ARR) to increase first, then maximize at 1 wt% of $M_{DBSA}$ and then decrease continuously. Based on the SARA (saturate, aromatic, resin, asphaltene) composition, the adsorption amount of DBSA on the asphaltene surface and the self-aggregation of the DBSA, the reason for the change in ARR with $M_{DBSA}$ was found due to the adsorption mechanism. In addition, the asphaltene-resin-DBSA colloidal size confirmed the change of adsorption behavior between the asphaltene and DBSA. Based on the results of this study, a hypothetical adsorption mechanism of DBSA on asphaltene aggregation in the solvent deasphalting system was conceived of and proposed.

Keywords

References

  1. Banerjee, D. K., Oil Sands, Heavy oil & Bitumen from Recovery to Refinery, Penn Well Corp., USA, 3-10, 101-112(2012).
  2. Al-Sahhaf, T. A., Fahim, M. A. and Elkilani, A. S., Retardation of asphaltene precipitation by adding of toluene, resins, deasphalted oil and surfactants, Fluid Phase Equilib., 194-197, 1045-1057(2002). https://doi.org/10.1016/S0378-3812(01)00702-6
  3. Rogel, E. and LeOn, O., "Study of the Adsorption of Alkyl Benzene-derived Amphiphiles on an Asphaltene Surface Using Molecular Dynamic Simulation," Energy Fuels, 15(5), 1077-1086(2001). https://doi.org/10.1021/ef000152f
  4. Andersen, S. I. and Speight, J. G., "Petroleum Resins: Separation, Character, and Role in Petroleum," Pet. Sci. Technol., 19(1-2), 1-34(2001). https://doi.org/10.1081/LFT-100001223
  5. Lee, J. M., Shin, S., Ahn, S., Chun, J. H., Lee, K. B., Mun, S., Jeon, S. G., Na, J. G. and Nho, N. S., "Separation of Solvent and Deasphalted Oil for Solvent Deasphalting Process," Fuel Process. Technol., 119, 204-210(2014). https://doi.org/10.1016/j.fuproc.2013.11.014
  6. Huc, A. Y., Heavy Crude Oils: from Geology to Upgrading an Overview, Editions Technip, France, 231-256(2011).
  7. Alboudwarej, H., Beck, J., Svrcek, W. Y. and Yarranton, H. W., "Sensitivity of Asphaltene Properties to Separation Techniques," Energy Fuels, 16(2), 462-469(2002). https://doi.org/10.1021/ef010213p
  8. Ahn, S., Shin, S. S., Im, S. I., Lee, K. B. and Nho, N. S., "Solvent Recovery in Solvent Deasphalting Process for Economical Vacuum Residue Upgrading," Korean J. Chem. Eng., 33(1), 265-270(2016). https://doi.org/10.1007/s11814-015-0146-3
  9. Pan, H. and Firoozabadi, A., "Thermodynamic Micellization Model for Asphaltene Precipitation Inhibition," AIChE. J., 46, 416-426(2000). https://doi.org/10.1002/aic.690460219
  10. Soorghali, F., Zolghadr, A. and Ayatollahi, S., "Effect of Native and Non-native Resins on Asphaltene Deposition and the Change of Surface Topography at Different Pressure: An Experimental Investigation," Energy Fuels, 29(9), 5487-5494(2015). https://doi.org/10.1021/acs.energyfuels.5b00366
  11. Leon, O., Contreras, E., Rogel, E., Dambakli, G., Espidel, J. and Acevedo, S., "The Influence of the Adsorption of Amphiphiles and Resins in Controlling Asphaltene Flocculation," Energy Fuels, 15(5), 1028-1032(2001). https://doi.org/10.1021/ef010032n
  12. LeOn, O., Rogel, E., Urbina, A., Andujar, A. and Lucas, A., "Study of the Adsorption of Alkyl Benzene-derived Amphiphiles on Asphaltene Particles," Langmuir, 15(22), 7653-7657(1999). https://doi.org/10.1021/la9812370
  13. Junior, L. C. R., Ferreira, M. S. and da Silva Ramos, A.C., Inhibition of Asphaltene Precipitation in Brazilian Crude Oils Using New Oil Soluble Amphiphiles," J. Pet. Sci. Eng., 51(1-2), 26-36(2006). https://doi.org/10.1016/j.petrol.2005.11.006
  14. Chang, C.-L. and Fogler, H. S., "Stability of Asphaltene in Aliphatic Solvents Using Alkylbenzene-derived Amphiphiles. 1. Effect of the Chemical Structure of Amphiphiles on Asphaltene Stabilization," Langmuir, 10(6), 1749-1757(1994). https://doi.org/10.1021/la00018a022
  15. Chang, C.-L. and Fogler, H. S., "Stability of Asphaltene in Aliphatic Solvents Using Alkylbenzene-derived Amphiphiles. 2. Study of the Asphaltene-amphiphile Interactions and the Structures Using Fourier Transform Infrared Spectroscopy and Small-angle X-ray Scattering Techniques," Langmuir, 10(6), 1758-1766(1994). https://doi.org/10.1021/la00018a023
  16. Hashmi, S. M., Zhong, K. X. and Firoozabadi, A., "Acid-based Chemistry Enables Reversible Colloid-to-solution Transition of Asphaltenes in Non-polar Systems," RSC Advances, 8, 8778-8785(2012).
  17. Goual, L. and Firoozabadi, A., "Effect of Resins and DBSA on Asphaltene Precipitation from Petroleum Fluids," AIChE J., 50, 470-479(2004). https://doi.org/10.1002/aic.10041
  18. Wei, D., Orlandi, E., Simon, S. and Sjoblom, J., "Interactions Between Asphaltenes and Alkylbenzene-derived Inhibitors Investigated by Isothermal Titration Calorimetry," J. Therm. Anal. Calorim., 120(3), 1835-1846(2015). https://doi.org/10.1007/s10973-015-4542-z
  19. ASTM D 3279, Standard Test Method for n-Heptane Insolubles; ASTM International: USA, DOI: 10.1520/D3279-12E01.
  20. Fan, T. and Buckley, J. S., "Rapid and Accurate SARA Analysis of Medium Gravity Crude Oils," Energy Fuels, 16(6), 1571-1575(2002). https://doi.org/10.1021/ef0201228
  21. Fan, T., Wang, J. and Buckley, J. S., "Evaluating Crude Oils by SARA Analysis," SPE/DOE Improved Oil Recovery Symposium, April, Tulsa, DOI: 10.2118/75228-MS (2002).
  22. Nelson, G. W., Perry, M., He, S.-M., Zechel, D. L. and Horton, J. H., "Characterization of Covalently Bonded Proteins on Poly (methyl methacrylate) by X-ray Photoelectron Spectroscopy," Colloids Surf., B, 78(1), 61-68(2010). https://doi.org/10.1016/j.colsurfb.2010.02.012
  23. Xu, X. F. and Zhang, P. Z., "The XPS Study of Forms of Oxygen, Nitrogen and Sulphur Elements in Gas Coal," Coal Conversion (Meitan Zhuanhua), 19(1), 72-77(1996).
  24. Li, C., Wang, J. Q., Sui, L. T., Cui, M. and Deng, W. N., "Study on XPS of Venezuela Heavy Oil Asphaltene, Acta Petrol Sin: Pet Process Section, 29(3), 459-463(2013).
  25. Wang, J. Q., Li, C., Zhang, L. L., Que, G. H. and Li, Z. M., "The Properties of Asphaltenes and Their Interaction with Amphiphiles," Energy Fuels, 23(7), 3625-3631(2009). https://doi.org/10.1021/ef801148y
  26. Abdallah, W. A. and Taylor, S. D., "Study of Asphaltene adsorption on Metallic Surface Using XPS and TOF-SIMS," J. Phys. Chem. C., 112(48), 18963-18972(2008). https://doi.org/10.1021/jp804483t
  27. Ramalho, J. B. V. S., Lechuga, F. C. and Lucas, E. F., "Effect of the Structure of Commercial Poly(ethylene oxide-b-propylene oxide) Demulsifier Bases on the Demulsification of Water-in-Crude Oil Emulsions: Elucidation of the Demulsification Mechanism, Quim. Nova., 33(8), 1664-1670(2010). https://doi.org/10.1590/S0100-40422010000800009
  28. Mansur, C. R. E., de Melo, A. R. and Lucas, E. F., "Determination of Asphaltene Particle Size: Influence of Flocculant, Additive, and Temperature," Energy Fuels, 26(8), 4988-4994(2012). https://doi.org/10.1021/ef300365x
  29. Pereira, J. C., Lopez, I., Salas, R., Silva, F. and Fernandez, C., "Resins: the Molecules Responsible for the Stability/instability Phenomena of Asphaltenes," Energy Fuels, 21(3), 1317-1321(2007). https://doi.org/10.1021/ef0603333
  30. Pfeiffer, J. Ph. and Saal, R. N. J., "Asphaltene Bitumen as Colloid System," J. Phys. Chem., 44(2), 139-149(1940). https://doi.org/10.1021/j150398a001
  31. Alcazar-Vara, L. A., Zamudio, L. S. and Buenrostro-Gonzalez, E., "Effect of Asphaltenes and Resins on Asphaltene Aggregation Inhibition, Rheological Behavior and Waterflood Oil-recovery," J. Dispersion Sci. Technol., 37(11), 1544-1554(2016). https://doi.org/10.1080/01932691.2015.1116082
  32. Sun, Z.-H., Li, D., Ma, P.-P., Li, X.-K., Li, W.-H. and Zhu, Y.-H., "Characterization of Asphaltene Isolated from Low-temperature Coal Tar," Fuel Process. Technol., 138, 413-418(2015). https://doi.org/10.1016/j.fuproc.2015.05.008
  33. Seshadri, K. S., Young, D. C. and Cronauer, D. C., "Characterization of Coal Liquids by 13C N. M. R and FT-IR Spectroscopyfractions Of Oils of SRC-I and Asphaltenes and Preasphaltenes of SRC-I and SRC-II," Fuel, 64(1), 22-28(1985). https://doi.org/10.1016/0016-2361(85)90271-6
  34. Mullins, O. C., Sheu, E. Y., Hammami, A. and Marshall, A. G., Asphaltenes, Heavy Oils, and Petroleomics, Springer, New York, 189-202(2007).
  35. Andersen, S. I. and Christensen, S. D., "The Critical Micelle Concentration of Asphaltenes As Measured by Calorimetry," Energy Fuels, 14(1), 38-42(2000). https://doi.org/10.1021/ef990122g
  36. Zhang, J., Qiu, Y. and Yu, D.-Y., "Critical Micelle Concentration Determination of Sodium Dodecyl Benzene Sulfonate by Synchronous Fluorescence Spectrometry," Chin. J. Appl. Chem., 26(12), 1480-1483(2009).
  37. Somasundaran, P. and Zhang, L., "Adsorption of Surfactants on Minerals for Wettability Control in Improved Oil Recovery Processes," J. Pet. Sci. Eng., 52(1-4), 198-212(2006). https://doi.org/10.1016/j.petrol.2006.03.022