화학공학소재연구정보센터
Applied Chemistry for Engineering, Vol.23, No.5, 433-439, October, 2012
세 개의 히드록실기를 가진 양이온 계면활성제 합성 및 계면 특성에 관한 연구
Synthesis and Characterization of Interfacial Properties of a Cationic Surfactant Having Three Hydroxyl Groups
E-mail:
초록
본 연구에서는 도데실 글리시딜 에테르와 아미노에탄올을 반응시킨 후 디메틸 설페이트로 4급화시켜 분자 내에 2개의 라우릴기, 3개의 히드록실기를 가진 양이온 계면활성제 BHMAS (N,N-bis-(3'-n-dodecyloxy-2'-hydroxypropyl)-N-methyl-2-hydroxyethylammonium methyl sulfate)를 합성하였고, 생성물의 분자구조는 1H-NMR, FT-IR 등의 기기분석을 통하여 확인하였다. 합성한 계면활성제의 CMC (critical micelle concentration)는 9.12 × 10^(-4)mol/L이며, CMC에서의 표면장력은 28.71 mN/m이었다. Maximum bubble pressure tensiometer를 사용하여 동적 표면장력을 측정한 결과, 공기와 수용액의 계면이 계면활성제 단분자에 의하여 포화되는 데 비교적 오랜 시간이 소요되었다. 1 wt% 계면활성제 수용액과 n-decane 사이의 계면장력은 0.045 mN/m이며, 평형에 도달하는 데 약 5 min의 시간이 소요되었다. 합성된 계면활성제의 흡착특성이 매우 우수하였으며, 합성한 양이온 계면활성제가 섬유표면에 효과적으로 흡착되어 유연효과를 나타낼 수 있음을 확인하였다.
In this study, a cationic surfactant BHMAS (N,N-bis-(3'-n-dodecyloxy-2'-hydroxypropyl)-N-methyl-2-hydroxyethylammonium methyl sulfate) having two lauryl and three hydroxyl groups was synthesized by the reaction of n-dodecyl glycidyl ether and 2-aminoethanol followed by the quarternization with dimethyl sulfate. The structure of the product was elucidated by 1H-NMR and FT-IR. The CMC (critical micelle concentration) and surface tension of BHMAS at CMC condition were found to be 9.12 × 10^(-4)mol/L and 28.71 mN/m respectively. Dynamic surface tension measurements using a maximum bubble pressure tensiometer indicated that a relatively long time was required to saturate the interface between air and aqueous surfactant solution. The interfacial tension measured between 1 wt% surfactant solution and n-decane reached an equilibrium value of 0.045 mN/m in 5 min. The adsorption capacity of the synthesized surfactant was observed to be excellent, which suggests that the surfactant can be used as a softening agent during a laundry process.
  1. Miller CA, Neogi P, Interfacial Phenomena: Equilibrium and Dynamic Effects, 17, 140, Surfactant Science Series, Marcel Dekker, New York (1985)
  2. Lim JC, J. Korean Ind. Eng. Chem., 6(4), 610 (1995)
  3. Lim JC, J. Korean Ind. Eng. Chem., 8(3), 473 (1997)
  4. Lee SK, Han JW, Kim BH, Shin PG, Park SK, Lim JC, J. Korean Ind. Eng. Chem., 10(4), 537 (1999)
  5. Ko HK, Park BD, Lim JC, J. Korean Ind. Eng. Chem., 11(6), 679 (2000)
  6. Kim JS, Park JS, Lim JC, J. Korean Ind. Eng. Chem., 20(1), 9 (2009)
  7. Kim JS, Park JS, Lim JC, Korean Chem. Eng. Res., 47(1), 31 (2009)
  8. Kim JS, Lim JC, J. Korean Ind. Eng. Chem., 20(5), 479 (2009)
  9. Kim JS, Lim JC, Korean Chem. Eng. Res., 47(1), 38 (2009)
  10. The Korean Society of Industrial and Engineering Chemistry, Recent Research Trends in Colloid and Interface Chemistry, 80 Korea (2007)
  11. Huber LH, J. Am. Oil. Chem. Soc., 61, 377 (1984)
  12. Cross J, Singer EJ, Cationic Surfactants., Marcel Dekker, New York, 53, 6 (1994)
  13. Milwidsky B, Happi., 9, 40 (1987)
  14. Kim CA, Choi HJ, Yoon HK, Park SY, Kim JY, J. Korean Ind. Eng. Chem., 9(1), 149 (1998)
  15. Rho SB, Lim MA, J. Korean Ind. Eng. Chem., 9(2), 177 (1998)
  16. Bak HS, Choi KY, Lee JD, Kim YK, Ahn HJ, J. Korean Ind. Eng. Chem., 9(3), 404 (1998)
  17. Lyu SG, Lee DH, Sur GS, Lee TJ, J. Korean Ind. Eng. Chem., 10(7), 1096 (1999)
  18. Kang KH, Lim KH, Appl. Chem., 3(2), 172 (1999)
  19. Oh JH, J. Korean Ind. Eng. Chem., 11(1), 80 (2000)
  20. Kim HU, Kang KH, Lim KH, Appl. Chem., 4(2), 280 (2000)
  21. Kang EK, Lee BM, Hwang HA, Lim JC, J. Ind. Eng. Chem., 17(5-6), 845 (2011)
  22. Lim JC, Kang EK, Park JM, Kang HC, Lee BM, Accepted at J. Ind. Eng. Chem. (2012)
  23. Lee BM, Kang HC, Park JM, Yoon J, US Patent 6392064 (2002)
  24. Lim JC, Lee S, Kim B, Lee JG, Choi KY, Appl. Chem. Eng., 22(4), 376 (2011)
  25. Lim JC, J. Korean Ind. Eng. Chem., 15(8), 929 (2004)
  26. Lai KY, Dixit N, Foams: Theory, Measurements, and Applications, eds. Prudhomme RK, Khan SA, 57, 315, Surfactant Science Series, Marcel Dekker, New York (1996)
  27. Exerowa D, Kruglyakov PM, Foam and Foam Films: Theory, Experiment, Application, 5, 1, Studies in Surface Science, Elsevier, Amsterdam (1988)
  28. Garrett PR, Defoaming: Theory and Industrial Application, ed. Garrett PR, 45, 1, Surfactant Science Series, Marcel Dekker, New York (1993)