화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Journal of Industrial and Engineering Chemistry, Vol.106, 356-361, February, 2022
DOI10.1016/j.jiec.2021.11.007  Export Citation
Interfacial properties of nonionic hybrid surfactant with double branches of fluorocarbon and hydrocarbon
Eun-kyung Kang1, Dong Je Han2, 3, Byung Min Lee2, Jin Woo Bae1, 4, †, and Eun-Ho Sohn2, 5, †
  • 1School of Energy, Materials and Chemical Engineering, Korea University of Technology and Education, 1600, Chungjeol-ro, Byeongcheon-myeon, Cheonan 31253, Republic of Korea
  • 2Interface Material and Chemical Engineering Research Center, Korea Research Institute of Chemical Technology, Daejeon 34114, Republic of Korea
  • 3School of Chemical and Biological Engineering, and Institute of Chemical Processes, Seoul National University, Seoul 08826, Republic of Korea
  • 4Future Convergence Engineering, Korea University of Technology and Education, 1600, Chungjeol-ro, Byeongcheon-myeon, Cheonan 31253, Republic of Korea
  • 5Advanced Materials and Chemical Engineering, University of Science and Technology, Daejeon 34113, Republic of Korea
E-mail:,
To obtain superior surface-active properties while minimizing environmental risks, new fluorinated surfactants (F2HX-nEO) were designed to include a hybrid multi-chain with a short fluorocarbon (-CF2CF3) and nonionic ethylene oxide. They were simply synthesized by a straightforward reaction involving the addition of ethylene oxide to a hybrid fluorine alcohol, and their surface-active properties were optimized by controlling the hydrocarbon length and number of ethylene oxide units. Therefore, the desirable values of critical micelle concentration (0.3 mmol/L) and surface tension (24.3 mN/m) were obtained in spite of containing the short fluorocarbon chain. Particularly, F2HX-nEO showed excellent wetting properties on hydrophobic surfaces and very low toxicity level, which can be used in various fields as a promising alternative to long fluoroalkyl chain surfactants.
Keywords:Nonionic fluorinated surfactant;Ethylene oxide;Double branch;Surface-active property;Wetting property;Cytotoxicity
  1. Zaggia A, Ameduri B, Curr. Opin. Colloid Interface Sci., 17, 188 (2012)
  2. Song AX, Dong SL, Hao JC, J. Fluor. Chem., 126, 1266 (2005)
  3. Gramstad T, Haszeldine RN, J. Chem. Soc, 4069, (1957).
  4. E. Kissa. Fluorinated Surfactants and Repellents. Surfactant Science Series, 97. New York: Marcel Dekker, Inc; 2001.
  5. Shinoda K, Hato M, Hayashi T, J. Phys. Chem., 76, 909 (1972)
  6. Han L, Zhang Y, Li H, Li L, Colloids Surf. A: Physicochem. Eng. Asp., 334, 176 (2009)
  7. Ritter SK, Chem. Eng. News, 88, 12 (2010)
  8. Kovarova J, Svobodova Z, Neuroendocrinol. Lett., 29, 599 (2008)
  9. Kobayashi M, Ishida H, Kaido M, Suzuki A, Takahara A, in: Fluorosurfactants in Tribology, CRC Press, Boca Raton, pp. 89?110, 2008.
  10. Baudequin C, Couallier E, Rakib M, Deguerry I, Severac R, Pabon M, Sep. Purif. Technol., 76, 275 (2011)
  11. Schuster T, Krumpfer JW, Schellenberger S, Friedrich R, Klapper M, Mullen K, J. Colloid Interface Sci., 428, 276 (2014)
  12. Schuster T, Schellenberger S, Friedrich R, Klapper M, M?llen K, J. Fluor. Chem., 154, 30 (2013)
  13. Sha M, Xing P, Jiang B, Chin. Chem. Lett., 26, 491 (2015)
  14. Midasch O, Drexler H, Hart N, Beckmann MW, Angerer J, Int. Arch. Occup. Environ. Health, 80(7), 643 (2007)
  15. Sha M, Pan R, Xing P, Jiang B, J. Fluor. Chem., 169, 61 (2015)
  16. Yoshino N, Morita M, Ito A, Abe M, J. Fluor. Chem., 70, 187 (1995)
  17. Zhang L, Geng B, Lu Q, Xu A, Zhang SJ, Surfactants Deterg., 19, 559 (2016)
  18. Kawase T, Okada K, Oida T, J. Oleo. Sci., 64(2), 169 (2015)
  19. Sagisaka M, Ito A, Kondo Y, Yoshino N, Kwond KO, Sakai H, et al., Colloids Surf. A Physicochem. Eng. Asp., 183-185, 749 (2001)
  20. Yoshimura T, Bong M, Matsuoka K, Honda C, Endo KJ, Colloid Interface Sci., 339, 230 (2009)
  21. Fabbri P, Messori M, Pilati F, Taurino R, Tonelli C, Toselli M, Adv. Polym. Technol., 26, 182 (2007)
  22. Yin Q, Xue W, Bai Y, Wang W, Ma X, Du Z, et al., J. Ind. Eng. Chem., 42, 63 (2016)
  23. Shen J, Bai Y, Yin Q, Wang W, Ma X, Wang G, J. Ind. Eng. Chem., 56, 82 (2017)
  24. Guo W, Li Z, Fung B, O��rear EA, Harwell JH, J. Phys. Chem., 96, 6738 (1992)
  25. Yoshino N, Hamano K, Omiya Y, Kondo Y, Ito A, Abe M, Langmuir, 11, 466 (1995)
  26. Kondo Y, Ito A, Abe M, Langmuir, 11, 466 (1995)
  27. Kang E, Sohn E, Jung GY, Jung SH, Ha JW, Lee SB, et al., J. Ind. Eng. Chem., 67, 72 (2018)
  28. Rosen MJ, Kunjappu JT, Surfactants and Interfacial Phenomena, John Wiley & Sons Inc, Hoboken, New Jersey, 2012.
  29. Kiani M, SaadatAbadi AR, Behbahani TJ, Int. J. Environ. Sci. Technol., 16, 6547 (2019)
  30. Cutler WG, Kissa E, Detergency: Theory and Technology, Surfactant Science Series, 20, 1, Marcel Dekker, New York, 1987.
  31. Miller CA, Neogi P, Interfacial Phenomena: Equilibrium and Dynamic Effects, Marcel Dekker, New York, 1985.
  32. Schwartz AM, The Physical Chemistry of Detergency ed. Matijevic E, Surface Colloid Sci., 195, Wiley, New York, 1972.
  33. Kondo Y, Yoshino N, Curr. Opin. Colloid Interface Sci., 10, 88 (2005)
  34. Eastoe J, Paul A, Rankin A, Wat R , Langmuir, 17, 7873 (2001)
  35. Robert A, Tondre C, J. Colloid Interface Sci., 98, 515 (1984)
  36. Song L, Wang R, Niu K, Liu Y, Kou J, Song H, et al., Colloids Surf. A, 609, 125666 (2021)
  37. Wang R, Song L, Guo Y, Kou J, Song H, Liu Y, et al., J. Mol. Liq., 321, 114486 (2021)
  38. Shen Y, Jin Y, Lai S, Shi L, Du W, Zhou R, J. Mol. Liq., 296, 111851 (2019)
  39. Zhou R, Jin Y, Shen Y, Lai S, Zhou Y, Zhao P, J. Disper. Sci. Technol., 42, 152 (2021)
  40. Matos L, Ravey JC, Serratrice G, J. Colloid Interface Sci., 128, 341 (1989)
  41. Porter MR, Handbook of Surfactants, second ed., Blackie, London, 1994.
  42. Kanner B, Reid WG, Peterson IH, Ind. Eng. Chem. Prod. Res. Dev., 6, 88 (1967)
  43. Vick KM, Soap Cosmet. Chem. Special., 36, (1984).
  44. Wang H, Wei X, Du Y, Wang D, Colloids Surf. A, 568, 92 (2019)
  45. Prabhu KN, Fernades P, Kumar G, Mater. Des., 30, 297 (2009)
  46. Rosen MJJ, Am. Oil Chem. Soc., 49, 293 (1972)
  47. Hua XY, Rosen MJ, J. Colloid Interface Sci., 124, 652 (1988)
  48. Kovalchuk NM, Trybala A, Starov V, Matar O, Ivanova N, Adv. Colloid Interfac. Sci., 210, 65 (2014)
  49. Jadhav M, Kalhapure RS, Rambharose S, Mocktar C, Govender T, J. Ind. Chem. Eng., 47, 405 (2017)
  50. Shaheen A, Mir AW, Arif R, Wani AL, Colloid Interface Sci. Commun., 36, 100257 (2020)
  51. Zhao S, Zhang S, Xu J, Hu L, Tetrahedron, 76, 131517 (2020)
  52. Malavia N, Ghadi R, Kuche K, Date T, Bhargavi N, Chaudhari D, et al., Colloid Surf. B: Biointerfaces, 204, 111821 (2021)
  53. Sreenu M, Prasad RBN, Sujitha P, Kumar CG, Ind. Eng. Chem. Res., 54, 2090 (2015)
  54. Pacheco-Fern?ndez I, Pino V, Ayala JH, Afonso AM, J. Chromatogr. A, 1559, 102 (2018)
  55. International Standard Organization; ISO 10993-5(2009) Biological evaluation of medical devices?Part 5: tests for in vitro cytotoxicity.