Sorption and Interfacial Rheology Study of Model Asphaltene Compounds

Langmuir

Volumn 32, Issue 12, 2016, Pages 2900-2911

  Pradilla, Diego ^a   Simon, Sébastien ^a   Sjöblom, Johan ^a   Samaniuk, Joseph ^b   Skrzypiec, Marta ^c   Vermant, Jan ^b  

^a NORWEGIAN UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Norway)

^b ETH ZURICH   (Switzerland)

^c POZNAN UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

DESORPTION; ELASTICITY; INTERFACES (MATERIALS); LIQUIDS;

DILATATIONAL RHEOLOGY; INTERFACIAL ACTIVITY; INTERFACIAL RHEOLOGY; INTERFACIAL SHEAR RHEOLOGY; LIQUID/LIQUID INTERFACE; OIL/WATER INTERFACES; SOFT GLASSY RHEOLOGY; SURFACE PRESSURE-AREA;

ASPHALTENES;

EID: 84962377315     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/acs.langmuir.6b00195     Document Type: Article

References (64)

1. Speight, J. G. Asphaltene Constituents. The Chemistry and Technology of Petroleum, 4 th ed.; CRC Press: Boca Raton, FL, 2007; pp 315-344.
2. Mullins, O. C. The Asphaltenes Annu. Rev. Anal. Chem. 2011, 4 (1) 393-418 10.1146/annurev-anchem-061010-113849
3. Hammami, A.; Ratulowski, J. Precipitation and Deposition of Asphaltenes in Production Systems: A Flow Assurance Overview. In Asphaltenes, Heavy Oils, and Petroleomics; Mullins, O. C.; Sheu, E.; Hammani, A.; Marshall, A., Eds.; Springer, 2007.
4. Buckley, J. S. Asphaltene Deposition Energy Fuels 2012, 26 (7) 4086-4090 10.1021/ef300268s
5. Gonzalez, D. L.; Vargas, F. M.; Hirasaki, G. J.; Chapman, W. G. Modeling Study of CO2-Induced Asphaltene Precipitation Energy Fuels 2008, 22 (2) 757-762 10.1021/ef700369u
6. Kilpatrick, P. K. Water-in-Crude Oil Emulsion Stabilization: Review and Unanswered Questions Energy Fuels 2012, 26 (7) 4017-4026 10.1021/ef3003262
7. Jeribi, M.; Almir-Assad, B.; Langevin, D.; Hénaut, I.; Argillier, J. F. Adsorption kinetics of asphaltenes at liquid interfaces J. Colloid Interface Sci. 2002, 256 (2) 268-272 10.1006/jcis.2002.8660
8. Hannisdal, A.; Orr, R.; Sjöblom, J. Viscoelastic properties of crude oil components at oil-water interfaces. 1. The effect of dilution J. Dispersion Sci. Technol. 2007, 28 (1) 81-93 10.1080/01932690600992647
9. Pensini, E.; Harbottle, D.; Yang, F.; Tchoukov, P.; Li, Z.; Kailey, I.; Behles, J.; Masliyah, J.; Xu, Z. Demulsification Mechanism of Asphaltene-Stabilized Water-in-Oil Emulsions by a Polymeric Ethylene Oxide-Propylene Oxide Demulsifier Energy Fuels 2014, 28, 6760 10.1021/ef501387k
10. Zhang, L. Y.; Xu, Z.; Masliyah, J. H. Langmuir and Langmuir-Blodgett films of mixed asphaltene and a demulsifier Langmuir 2003, 19 (23) 9730-9741 10.1021/la034894n
11. McLean, J. D.; Kilpatrick, P. K. Effects of Asphaltene Solvency on Stability of Water-in-Crude-Oil Emulsions J. Colloid Interface Sci. 1997, 189 (2) 242-253 10.1006/jcis.1997.4807
12. Samaniuk, J. R.; Hermans, E.; Verwijlen, T.; Pauchard, V.; Vermant, J. Soft-Glassy Rheology of Asphaltenes at Liquid Interfaces J. Dispersion Sci. Technol. 2015, 36 (10) 1444-1451 10.1080/01932691.2015.1022654
13. Verruto, V. J.; Le, R. K.; Kilpatrick, P. K. Adsorption and Molecular Rearrangement of Amphoteric Species at Oil-Water Interfaces J. Phys. Chem. B 2009, 113 (42) 13788-13799 10.1021/jp902923j
14. Fan, Y.; Simon, S.; Sjöblom, J. Interfacial shear rheology of asphaltenes at oil-water interface and its relation to emulsion stability: Influence of concentration, solvent aromaticity and nonionic surfactant Colloids Surf., A 2010, 366 (1-3) 120-128 10.1016/j.colsurfa.2010.05.034
15. Spiecker, P. M.; Kilpatrick, P. K. Interfacial rheology of petroleum asphaltenes at the oil-water interface Langmuir 2004, 20 (10) 4022-4032 10.1021/la0356351
16. Harbottle, D.; Chen, Q.; Moorthy, K.; Wang, L.; Xu, S.; Liu, Q.; Sjoblom, J.; Xu, Z. Problematic Stabilizing Films in Petroleum Emulsions: Shear Rheological Response of Viscoelastic Asphaltene Films and the Effect on Drop Coalescence Langmuir 2014, 30 (23) 6730-6738 10.1021/la5012764
17. Bouriat, P.; El Kerri, N.; Graciaa, A.; Lachaise, J. Properties of a Two-Dimensional Asphaltene Network at the Water-Cyclohexane Interface Deduced from Dynamic Tensiometry Langmuir 2004, 20 (18) 7459-7464 10.1021/la049017b
18. Yarranton, H. W.; Sztukowski, D. M.; Urrutia, P. Effect of interfacial rheology on model emulsion coalescence: I. Interfacial rheology J. Colloid Interface Sci. 2007, 310 (1) 246-252 10.1016/j.jcis.2007.01.071
19. Yarranton, H. W.; Urrutia, P.; Sztukowski, D. M. Effect of interfacial rheology on model emulsion coalescence: II. Emulsion coalescence J. Colloid Interface Sci. 2007, 310 (1) 253-259 10.1016/j.jcis.2007.01.098
20. Alvarez, G.; Poteau, S.; Argillier, J. F.; Langevin, D.; Salager, J. L. Heavy oil-water interfacial properties and emulsion stability: Influence of dilution Energy Fuels 2009, 23 (1) 294-299 10.1021/ef800545k
21. Sztukowski, D. M.; Yarranton, H. W. Rheology of asphaltene-toluene/water interfaces Langmuir 2005, 21 (25) 11651-11658 10.1021/la051921w
22. Nenningsland, A. L.; Simon, S.; Sjöblom, J. Influence of Interfacial Rheological Properties on Stability of Asphaltene-Stabilized Emulsions J. Dispersion Sci. Technol. 2014, 35 (2) 231-243 10.1080/01932691.2013.784196
23. Lucassen, J.; Van Den Tempel, M. Dynamic measurements of dilational properties of a liquid interface Chem. Eng. Sci. 1972, 27 (6) 1283-1291 10.1016/0009-2509(72)80104-0
24. Sjöblom, J.; Simon, S.; Xu, Z. Model molecules mimicking asphaltenes Adv. Colloid Interface Sci. 2015, 218, 1-16 10.1016/j.cis.2015.01.002
25. Nalwaya, V.; Tantayakom, V.; Piumsomboon, P.; Fogler, S. Studies on Asphaltenes through Analysis of Polar Fractions Ind. Eng. Chem. Res. 2004, 43 (23) 7682-7682 10.1021/ie040245a
26. Marques, J. M. I.; Baudot, A.; Barré, L.; Guillaume, D.; Espinat, D.; Brunet, S. Asphaltenes Size Polydispersity Reduction by Nano- and Ultrafiltration Separation Methods-Comparison with the Flocculation Method Oil Gas Sci. Technol. 2008, 63 (1) 139-149 10.2516/ogst:2008003
27. Akbarzadeh, K.; Hammami, A.; Kharrat, A.; Zhang, D.; Allenson, S.; Creek, J.; Kabir, S.; Jamaluddin, A.; Marshall, A.; Rodgers, R.; Mullins, O.; Solbakken, T. Asphaltenes: Problematic but rich in potential Oilfield Rev. 2007, 22-43
28. Yen, T. F.; Erdman, J. G.; Pollack, S. S. Investigation of the Structure of Petroleum Asphaltenes by X-Ray Diffraction Anal. Chem. 1961, 33 (11) 1587-1594 10.1021/ac60179a039
29. Espinat, D. Application of Light, X-ray and Neutron diffusion Techniques to the study of colloidal systems Rev. Inst. Fr. Pet. 1990, 45, 775-820 10.2516/ogst:1990049
30. Groenzin, H.; Mullins, O. C. Asphaltene Molecular Size and Structure J. Phys. Chem. A 1999, 103 (50) 11237-11245 10.1021/jp992609w
31. Groenzin, H.; Mullins, O. C.; Eser, S.; Mathews, J.; Yang, M.-G.; Jones, D. Molecular Size of Asphaltene Solubility Fractions Energy Fuels 2003, 17 (2) 498-503 10.1021/ef010239g
32. Mullins, O. C. The Modified Yen Model Energy Fuels 2010, 24 (4) 2179-2207 10.1021/ef900975e
33. Akbarzadeh, K.; Bressler, D. C.; Wang, J.; Gawrys, K. L.; Gray, M. R.; Kilpatrick, P. K.; Yarranton, H. W. Association Behavior of Pyrene Compounds as Models for Asphaltenes Energy Fuels 2005, 19 (4) 1268-1271 10.1021/ef0496698
34. Rakotondradany, F.; Fenniri, H.; Rahimi, P.; Gawrys, K. L.; Kilpatrick, P. K.; Gray, M. R. Hexabenzocoronene Model Compounds for Asphaltene Fractions: Synthesis & Characterization Energy Fuels 2006, 20 (6) 2439-2447 10.1021/ef060130e
35. Tan, X.; Fenniri, H.; Gray, M. R. Pyrene Derivatives of 2,2′-Bipyridine as Models for Asphaltenes: Synthesis, Characterization, and Supramolecular Organization Energy Fuels 2008, 22 (2) 715-720 10.1021/ef700395g
36. Alshareef, A. H.; Scherer, A.; Tan, X.; Azyat, K.; Stryker, J. M.; Tykwinski, R. R.; Gray, M. R. Effect of Chemical Structure on the Cracking and Coking of Archipelago Model Compounds Representative of Asphaltenes Energy Fuels 2012, 26 (3) 1828-1843 10.1021/ef300035p
37. Kuznicki, T.; Masliyah, J. H.; Bhattacharjee, S. Aggregation and Partitioning of Model Asphaltenes at Toluene-Water Interfaces: Molecular Dynamics Simulations Energy Fuels 2009, 23 (10) 5027-5035 10.1021/ef9004576
38. Kuznicki, T.; Masliyah, J. H.; Bhattacharjee, S. Molecular Dynamics Study of Model Molecules Resembling Asphaltene-Like Structures in Aqueous Organic Solvent Systems Energy Fuels 2008, 22 (4) 2379-2389 10.1021/ef800057n
39. Nordgård, E. L.; Landsem, E.; Sjöblom, J. Langmuir Films of Asphaltene Model Compounds and Their Fluorescent Properties Langmuir 2008, 24 (16) 8742-8751 10.1021/la800945m
40. Nordgård, E. L.; Sjoblom, J. Model compounds for asphaltenes and C80 isoprenoid tetraacids. Part I: Synthesis and interfacial activities J. Dispersion Sci. Technol. 2008, 29 (8) 1114-1122 10.1080/01932690701817818
41. Holman, M. W.; Liu, R.; Adams, D. M. Single-Molecule Spectroscopy of Interfacial Electron Transfer J. Am. Chem. Soc. 2003, 125 (41) 12649-12654 10.1021/ja0343104
42. Pradilla, D.; Simon, S.; Sjöblom, J. Mixed interfaces of asphaltenes and model demulsifiers part I: adsorption and desorption of single components Colloids Surf., A 2015, 466, 45-56 10.1016/j.colsurfa.2014.10.051
43. Pradilla, D.; Simon, S.; Sjöblom, J. Mixed Interfaces of Asphaltenes and Model Demulsifiers, Part II: Study of Desorption Mechanisms at Liquid/Liquid Interfaces Energy Fuels 2015, 29 (9) 5507-5518 10.1021/acs.energyfuels.5b01302
44. Ferri, J. K.; Gorevski, N.; Kotsmar, C.; Leser, M. E.; Miller, R. Desorption kinetics of surfactants at fluid interfaces by novel coaxial capillary pendant drop experiments Colloids Surf., A 2008, 319 (1-3) 13-20 10.1016/j.colsurfa.2007.07.037
45. Ferri, J. K.; Miller, R.; Makievski, A. V. Equilibrium and dynamics of PEO/PPO/PEO penetration into DPPC monolayers Colloids Surf., A 2005, 261 (1-3) 39-48 10.1016/j.colsurfa.2004.11.039
46. Vandebril, S.; Franck, A.; Fuller, G. G.; Moldenaers, P.; Vermant, J. A double wall-ring geometry for interfacial shear rheometry Rheol. Acta 2010, 49 (2) 131-144 10.1007/s00397-009-0407-3
47. Hermans, E.; Vermant, J. Interfacial shear rheology of DPPC under physiologically relevant conditions Soft Matter 2014, 10 (1) 175-186 10.1039/C3SM52091A
48. Sollich, P. Rheological constitutive equation for a model of soft glassy materials Phys. Rev. E: Stat. Phys., Plasmas, Fluids, Relat. Interdiscip. Top. 1998, 58 (1) 738-759 10.1103/PhysRevE.58.738
49. Chang, C. H.; Franses, E. I. Adsorption dynamics of surfactants at the air/water interface: a critical review of mathematical models, data, and mechanisms Colloids Surf., A 1995, 100, 1-45 10.1016/0927-7757(94)03061-4
50. Svitova, T. F.; Wetherbee, M. J.; Radke, C. J. Dynamics of surfactant sorption at the air/water interface: Continuous-flow tensiometry J. Colloid Interface Sci. 2003, 261 (1) 170-179 10.1016/S0021-9797(02)00241-2
51. Ravera, F.; Loglio, G.; Kovalchuk, V. I. Interfacial dilational rheology by oscillating bubble/drop methods Curr. Opin. Colloid Interface Sci. 2010, 15 (4) 217-228 10.1016/j.cocis.2010.04.001
52. Yeung, A.; Dabros, T.; Masliyah, J.; Czarnecki, J. Micropipette: a new technique in emulsion research Colloids Surf., A 2000, 174 (1-2) 169-181 10.1016/S0927-7757(00)00509-4
53. Derkach, S. R.; Krägel, J.; Miller, R. Methods of measuring rheological properties of interfacial layers (Experimental methods of 2D rheology) Colloid J. 2009, 71 (1) 1-17 10.1134/S1061933X09010013
54. Reichert, M. D.; Alvarez, N. J.; Brooks, C. F.; Grillet, A. M.; Mondy, L. A.; Anna, S. L.; Walker, L. M. The importance of experimental design on measurement of dynamic interfacial tension and interfacial rheology in diffusion-limited surfactant systems Colloids Surf., A 2015, 467, 135-142 10.1016/j.colsurfa.2014.11.035
55. Srivastava, S.; Leiske, D.; Basu, J. K.; Fuller, G. G. Interfacial shear rheology of highly confined glassy polymers Soft Matter 2011, 7 (5) 1994-2000 10.1039/c0sm00839g
56. Van Hooghten, R.; Imperiali, L.; Boeckx, V.; Sharma, R.; Vermant, J. Rough nanoparticles at the oil-water interfaces: their structure, rheology and applications Soft Matter 2013, 9 (45) 10791-10798 10.1039/c3sm52089g
57. Nordgård, E. L.; Sørland, G.; Sjöblom, J. Behavior of asphaltene model compounds at W/O interfaces Langmuir 2010, 26 (4) 2352-2360 10.1021/la902801c
58. Nenningsland, A. L.; Simon, S.; Sjöblom, J. Surface properties of basic components extracted from petroleum crude oil Energy Fuels 2010, 24 (12) 6501-6505 10.1021/ef101094p
59. Chang, H. C.; Tsen, C. H.; Chang, C. H. A model for simulating the dynamic surface tension behavior of aqueous surfactant dispersions Colloid Polym. Sci. 2006, 285 (1) 57-63 10.1007/s00396-006-1534-3
60. Spiecker, P. M.; Gawrys, K. L.; Kilpatrick, P. K. Aggregation and solubility behavior of asphaltenes and their subfractions J. Colloid Interface Sci. 2003, 267 (1) 178-193 10.1016/S0021-9797(03)00641-6
61. Hemmingsen, P. V.; Kim, S.; Pettersen, H. E.; Rodgers, R. P.; Sjöblom, J.; Marshall, A. G. Structural Characterization and Interfacial Behavior of Acidic Compounds Extracted from a North Sea Oil Energy Fuels 2006, 20 (5) 1980-1987 10.1021/ef0504321
62. Zhang, L. Y.; Lopetinsky, R.; Xu, Z.; Masliyah, J. H. Asphaltene Monolayers at a Toluene/Water Interface Energy Fuels 2005, 19 (4) 1330-1336 10.1021/ef0497659
63. Pauchard, V.; Rane, J. P.; Banerjee, S. Asphaltene-Laden Interfaces Form Soft Glassy Layers in Contraction Experiments: A Mechanism for Coalescence Blocking Langmuir 2014, 30, 12795-12803 10.1021/la5028042
64. Strassne, J. E. Effect of pH on interfacial films and stability of crude oil-water emulsions JPT, J. Pet. Technol. 1968, 20, 303-312 10.2118/1939-PA