화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.33, 122-130, January, 2016
Application of new amphiphilic ionic liquid based on ethoxylated octadecylammonium tosylate as demulsifier and petroleum crude oil spill dispersant
E-mail:
This work reports the synthesis and application of amphiphilic ionic liquid (IL) in the petroleum field. The ionic liquid was synthesized by etherification of octadecylamine with tetraethylene glycol followed by quaternization with p-toluene sulfonic acid. The chemical structure was confirmed by NMR spectroscopy. The surface activity, aggregation, adsorption, and the solubility of the ethoxylated octadecylammonium tosylate were investigated. The interfacial parameters between IL aqueous solution and crude oil emulsions were determined from interfacial tension measurement. The results showed the dependence of interfacial tension on the concentration, crude oil emulsion composition and chemical structure of the prepared amphiphiles. The mechanism of aggregation and adsorption ethoxylated octadecylammonium tosylate was proposed and confirmed at different interfaces. The demulsification and oil spill dispersion efficiencies were investigated at different amphiphile concentrations. The performance of amphiphilic ILs revealed that their demulsification efficiency reached 100% and the settling time required for efficient separation decreased with increment of water contents of crude oil emulsions. Moreover, the prepared amphiphilic ILs achieved oil spill dispersion efficiency more than 80% at surfactant oil ratio (1:25).
  1. Mestres R, Green Chem., 6, 10 (2004)
  2. Benzagouta MS, AlNashef IM, Karnanda W, Al-Khidir K, Korean J. Chem. Eng., 30(11), 2108 (2013)
  3. Guo S, Wang H, Shi J, Pan B, Cheng Y, J. Petrol. Explor. Prod. Technol., http://dx.doi.org/10.1007/s13202-014-0141-y. (2014)
  4. Kim GJ, Kim JH, Process Biochem., 50, 989 (2015)
  5. Naeimi H, Foroughi H, J. Chem. Catal., 36, 734 (2015)
  6. Dahbag MB, AlQuraishi A, Benzagouta M, J. Petrol. Explor. Prod. Technol., http://dx.doi.org/10.1007/s13202-014-0147-5. (2014)
  7. Fan H, Li Z, Liang T, Fuel Chem. Technol., 35, 32 (2007)
  8. Murillo-Hernandez JA, Garcia-Cruz I, Lopez-Ramirez S, Duran-Valencia C, Dominguez JM, Aburto J, Energy Fuels, 23, 4584 (2009)
  9. Hernandez M, Alberto J, Jorge A, Ionic Liq. Appl. Perspect., 18, 439 (2011)
  10. Olajire AA, Energy, 77, 963 (2014)
  11. Dharaskar SA, Res. J. Chem. Sci., 2, 80 (2012)
  12. Domanska U, Pure Appl. Chem., 77, 543 (2005)
  13. Aveyard R, Binks BP, Fletcher PDI, Lu JR, J. Colloid Interface Sci., 139, 128 (1990)
  14. Feng XH, Mussone P, Gao S, Wang SQ, Wu SY, Masliyah JH, Xu ZH, Langmuir, 26(5), 3050 (2010)
  15. Wu J, Xu Y, Dabros T, Hamza H, Energy Fuels, 17(6), 1554 (2003)
  16. Clayton JR, Payne JR, Farlow JS, Oil Spill Dispersants: Mechanisms of Action and Laboratory Tests, CRC Press Inc., Florida, USA, 1993p. 5.
  17. Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B, J. Mol. Liq., 187, 83 (2013)
  18. Hezave AZ, Dorostkar S, Ayatollahi S, Nabipour M, Hemmateenejad B, Colloids Surf. A: Physicochem. Eng. Asp., 421, 63 (2013)
  19. Lemos RC, Silva EB, Santos AD, Guimaraes RC, Ferreira BM, Guarnieri RA, Dariva C, Franceschi E, Santos AF, Fortuny M, Energy Fuels, 24, 4439 (2010)
  20. Yuan J, Mecerreyes D, Antonietti M, Prog. Polym. Sci, 38, 1009 (2013)
  21. Shevchenko VV, Stryutsky AV, Klymenko NS, Gumenna MA, Fomenko AA, Bliznyuk VN, Trachevsky VV, Davydenko VV, Tsukruk VV, Polymer, 55(16), 3349 (2014)
  22. Yue C, Fang D, Liu L, Yi TF, J. Mol. Liq., 163, 99 (2011)
  23. Mikkola JP, Virtanen P, Sjoholm R, Green Chem., 8, 250 (2006)
  24. Luo J, Hu J, Saak W, Beckhaus R, Wittstock G, Vankelecom IFJ, Agert C, Conrad O, J. Mater. Chem., 21, 10426 (2011)
  25. Mallakpour S, Rafiee Z, Prog. Polym. Sci, 36, 1754 (2011)
  26. Atta AM, Allohedan HA, El-Mahdy GA, J. Petrol. Sci. Eng., 122, 719 (2014)
  27. Al-Sabagh AM, Atta AM, J. Chem. Technol. Biotechnol., 74(11), 1075 (1999)
  28. Bourlinos AB, Zboril R, Petr J, Bakandritsos A, Krysmann M, Giannelis EP, Chem. Mater., 24, 6 (2012)
  29. Atta AM, Abdel-Rahman AAH, Elsaeed SM, AbouElfotouh S, Hamad NA, J. Dispersion Sci. Technol., 29, 1484 (2008)
  30. Atta AM, Ramadan AM, El-Shafay KA, Mohamed AM, Ragab NS, Fekry M, J. Dispersion Sci. Technol., 30, 1100 (2009)
  31. Bowers J, Vergara-Gutierrez MC, Webster JRP, Langmuir, 20(2), 309 (2004)
  32. Hardacre C, Holbrey JD, Nieuwenhuyzen M, Youngs TG, Acc. Chem. Res., 40, 1146 (2007)
  33. Griffin WC, J. Soc. Cosmet. Chem., 1, 311 (1949)
  34. Thomaier S, Kunz W, J. Mol. Liq., 130, 104 (2007)
  35. Yuan J, Bai XT, Zhao MW, Zheng LQ, Langmuir, 26(14), 11726 (2010)
  36. Binnemans K, Chem. Rev., 105(11), 4148 (2005)
  37. Rojas O, Tiersch B, Rabe C, Stehle R, Hoell A, Arlt B, Koetz J, Langmuir, 29(23), 6833 (2013)
  38. Kunz W, Zemb T, Harrar A, Curr. Opin. Colloid Interface Sci., 17, 205 (2012)
  39. Fan X, Zhao XK, Soft Matter, 14, 3259 (2014)
  40. Fan YR, Li YJ, Yuan GC, Wang YL, Wang JB, Han CC, Yan HK, Li ZX, Thomas RK, Langmuir, 21(9), 3814 (2005)
  41. Huddleston JG, Visser AE, Reichert WM, Willauer HD, Broker GA, Rogers RD, Green Chem., 3, 156 (2001)
  42. Restolho J, Mata JL, Saramago B, J. Colloid Interface Sci., 340(1), 82 (2009)
  43. Rosen MJ, Surfactants and Interfacial Phenomena, third ed., John Wiley & Sons, Inc, New Jersey, NJ, 2004p. 25.
  44. Ma HA, Dai LL, Langmuir, 27(2), 508 (2011)
  45. Fingas M, Oil Spill Science and Technology Prevention, Response, and Cleanup, Gulf Professional Publishing; Elsevier 30 Corporate Drive, Burlington, MA, 2011p. 26.
  46. Atta AM, Abdel-Rauf ME, Maysour NE, Abdul-Rahiem AM, Abdel-Azim AA, J. Polym. Res., 13, 39 (2006)
  47. Atta AM, El-Ghazawy RAM, Farag RK, El-Kafrawy AF, Abdel-Azim AA, Polym. Int., 54, 1088 (2005)
  48. Atta AM, Al-Lohedan HA, Int. J. Mol. Sci., 16, 6911 (2015)
  49. Oliveira MCK, Lucas EF, Gonzalez G, Oliveira JF, Colloid Polym. Sci., 128, 288 (2004)
  50. Spinelli LS, Mansur CRE, Lucas EF, Gonzalez G, Colloid J., 72, 56 (2010)
  51. Poindexter MK, Chuai S, Marble RA, Marsh SC, Energy Fuels, 19(4), 1346 (2005)
  52. Badre S, Goncalves CC, Norinaga K, Gustavson G, Mullins OC, Fuel, 85(1), 1 (2006)
  53. Hu GJ, Li JB, Zeng GM, J. Hazard. Mater., 261, 470 (2013)
  54. Atta AM, Elsaeed AM, J. Appl. Polym. Sci., 122(1), 183 (2011)
  55. Pacheco VF, Spinelli L, Lucas EF, Mansur CRE, Energy Fuels, 25(4), 1659 (2011)
  56. Zhao Z, Bi C, Qiao W, Li Z, Cheng L, Colloids Surf. A: Physicochem. Eng. Asp., 294, 191 (2007)
  57. Geng F, Liu J, Zheng LQ, Yu L, Li Z, Li GZ, Tung CH, J. Chem. Eng. Data, 55(1), 147 (2010)
  58. Atta AM, Int. J. Electrochem. Sci., 8, 9474 (2013)
  59. Kang W, Jing G, Zhang H, Li M, Wu Z, Colloids Surf. A: Physicochem. Eng. Asp., 272, 27 (2006)