화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.54, 226-233, October, 2017
Synthesis, surface adsorption and micelle formation of a class of morpholinium gemini surfactants
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A series of novel gemini surfactants with morpholinium headgroup, 4, 4'-(alkane-4, n-4')bis(4-decyl, dodecyl or tetradecyl morpholinium)bromide (Mm-n-Mm, m = 10, 12, 14, n = 3, 4), were synthesized and characterized using 1H NMR. The surfactants were investigated for their adsorption and micellization in aqueous solutions through surface tension and conductivity methods It was found that the physicochemical properties, such as surface activity and thermodynamic property of the aqueous surfactant system, were dependent on the lengths of both hydrophobic tail chain and spacer. With the increase of the hydrophobic chain length or the decrease of spacer length, the cmc value of the surfactant decreases and the ability to reduce the surface tension is stronger. The calculation result of thermodynamic parameters indicated that the surfactants we synthesized are more inclined to aggregate in solution as compared with traditional m-s-m type gemini surfactants, and the micellization of Mm-n-Mm was an entropy-driven process.
  1. Akbar J, Tavakoli N, Marangoni DG, Wettig SD, J. Colloid Interface Sci., 377, 237 (2012)
  2. Menger FM, Littau CA, J. Am. Chem. Soc., 115, 10083 (1993)
  3. Wei XL, Fu SZ, Yin BL, Sang Q, Sun DZ, Dou JL, Wang ZN, Chen LS, Fluid Phase Equilib., 287(2), 146 (2010)
  4. Chu ZL, Feng YJ, Langmuir, 28(2), 1175 (2012)
  5. Patial P, Shaheen A, Ahmad I, J. Ind. Eng. Chem., 20(6), 4267 (2014)
  6. Wettig SD, Verrall RE, J. Colloid Interface Sci., 235, 310 (2010)
  7. Caillier L, de Givenchy ET, Levy R, Vandenberghe Y, Geribaldi S, Guittard F, J. Colloid Interface Sci., 332(1), 201 (2009)
  8. Ren C, Wang F, Zhang Z, Nie, Li N, Cui M, Colloids Surf. A: Physicochem. Eng. Asp., 467, 1 (2015)
  9. Dr FMM, Keiper JS, Angew. Chem.-Int. Edit., 39, 1906 (2000)
  10. Lin Y, Qiao Y, Yan Y, J. Huang, Soft Matter, 5, 3047 (2009)
  11. Zhang Q, Gao ZN, Xu F, Tai SX, Liu XG, Mo SB, Niu F, Langmuir, 28(33), 11979 (2012)
  12. Jiang Z, Li XF, Yang GF, Cheng L, Cai B, Yang Y, Dong JF, Langmuir, 28(18), 7174 (2012)
  13. Patial P, Shaheen A, Ahmad I, J. Surfactants Deterg, 17, 235 (2013)
  14. Edrissi M, Soleymani M, Tenside Surfactants Deterg, 49, 335 (2012)
  15. Brigouleix C, Anouti M, Jacquemin J, Caillon-Caravanier M, Galiano H, Lemordant D, J. Phys. Chem. B, 114(5), 1757 (2010)
  16. Rosen MJ, Gu B, Murphy DS, Zhu ZH, J. Colloid Interface Sci., 129, 468 (1989)
  17. Menger FM, Azov JSKV, Langmuir, 16, 2062 (1999)
  18. Grosmaire L, Chorro M, Chorro C, Partyka S, Zana R, J. Colloid Interface Sci., 246(1), 175 (2002)
  19. Zana R, J. Colloid Interface Sci., 246(1), 182 (2002)
  20. Tawfik SM, J. Ind. Eng. Chem., 28, 171 (2015)
  21. Lommerse JPM, Price SL, Taylor R, J. Comput. Chem., 18, 757 (1997)
  22. Kang EK, Lee BM, Hwang HA, Lim JC, J. Ind. Eng. Chem., 17(5-6), 845 (2011)
  23. Koya PA, Wagay TA, Ismail K, J. Mol. Liq., 219, 505 (2016)
  24. Trawinska A, Hallmann E, Medrzycka K, Colloids Surf. A: Physicochem. Eng. Asp., 506, 114 (2016)
  25. Das S, Naskar B, Ghosh S, Soft Matter, 10, 2863 (2014)
  26. Lin Y, Qiao Y, Yan Y, Huang J, Soft Matter, 5, 3047 (2009)
  27. Shi L, Li N, Yan H, Gao YA, Zheng L, Langmuir Acs J Surf Colloids, 27, 1618 (2011)
  28. Zana R, Benrraou M, Rueff R, Langmuir, 7, 1072 (1991)
  29. Zana R, Adv. Colloid Interface Sci., 97, 205 (2002)
  30. Alami E, Beinert G, Marie P, Zana R, Langmuir, 9, 1465 (2002)
  31. Alami E, Levy H, Zana R, Skoulios A, Langmuir, 9, 940 (1993)
  32. Dong B, Zhao X, Zheng L, Zhang J, Li N, Inoue T, Colloids Surf. A: Physicochem. Eng. Asp., 317, 666 (2008)
  33. Shi L, Zhao M, Zheng L, Colloids Surf. A: Physicochem. Eng. Asp., 392, 305 (2011)
  34. Zana R, Langmuir, 12(5), 1208 (1996)
  35. Hao LS, Yang N, Xu GY, Jia YF, Liu Q, Nan YQ, Colloids Surf. A: Physicochem. Eng. Asp., 504, 161 (2016)
  36. Dong B, Gao YA, Su YJ, Zheng LQ, Xu JK, Inoue T, J. Phys. Chem. B, 114(1), 340 (2010)
  37. Zhao M, Zheng L, Phys. Chem. Chem. Phys., 13, 1332 (2011)
  38. Bhadani A, Tani M, Endo T, Sakai K, Abe M, Sakai H, Phys. Chem. Chem. Phys., 17, 19474 (2015)
  39. Dai C, Yang Z, Liu Y, Gao M, Zheng G, Fang S, Wu W, Zhao M, J. Mol. Liq., 220, 442 (2016)
  40. Das S, Mukherjee I, Paul BK, Ghosh S, Langmuir, 30(42), 12483 (2014)
  41. Laschewsky A, Wattebled L, Arotcarena M, Habib-Jiwan JL, Rakotoaly RH, Langmuir, 21(16), 7170 (2005)
  42. Song LD, Rosen MJ, Langmuir, 12(5), 1149 (1996)
  43. Rosen MJ, Cohen AW, Dahanayake M, Hua X, J. Phys. Chem., 86, 541 (1982)
  44. Devinsky F, Lacko I, Bittererova F, Tomeckova L, J. Colloid Interface Sci., 114, 314 (1986)
  45. Li ZX, Dong CC, Thomas RK, Langmuir, 15(13), 4392 (1999)
  46. Eastoe J, Nave S, Downer A, Paul A, Rankin A, Tribe K, Penfold J, Langmuir, 16(10), 4511 (2000)
  47. Zhou LM, Jiang XH, Li YT, Chen Z, Hu XQ, Langmuir, 23(23), 11404 (2007)
  48. Azum N, Rub MA, Asiri AM, J Solut Chem, 45, 791 (2016)
  49. Rub MA, Khan F, Sheikh MS, Azum N, Asiri AM, J. Chem. Thermodyn., 96, 196 (2016)
  50. Bhadani A, Singh S, Langmuir Acs J Surf Colloids, 27, 14033 (2011)
  51. Cai B, Dong J, Cheng L, Jiang Z, Yang Y, Li X, Soft Matter, 9, 7637 (2013)
  52. Zana R, Xia J, Gemini Surfactants: Synthesis, Interfacial and Solution-phase Behavior, and Applications, Marcel Dekker, 2004.
  53. Kumar D, Rub MA, J. Phys. Org. Chem., 29, 394 (2016)
  54. Khan F, Sheikh MS, Rub MA, Azum N, Asiri AM, J. Mol. Liq., 222, 1020 (2016)
  55. Kamboj R, Singh S, Bhadani A, Kataria H, Kaur G, Langmuir, 28(33), 11969 (2012)
  56. Azum N, Rub MA, Asiri AM, Bawazeer WA, Colloids Surf. A: Physicochem. Eng. Asp., 522, 183 (2017)
  57. Yoshimura T, Bong M, Matsuoka K, Honda C, Endo K, J. Colloid Interface Sci., 339(1), 230 (2009)
  58. Zana R, J. Colloid Interface Sci., 248(2), 203 (2002)
  59. Ao M, Huang P, Xu G, Yang X, Wang Y, Colloid Polym. Sci., 287, 395 (2009)
  60. Zhang SH, Yan H, Zhao MW, Zheng LQ, J. Colloid Interface Sci., 372, 52 (2012)
  61. Ren C, Wang F, Zhang Z, Nie H, Li N, Cui M, Colloids Surf. A: Physicochem. Eng. Asp., 467, 1 (2015)
  62. Das S, Naskar B, Ghosh S, Soft Matter, 10, 2863 (2014)