Synthesis and interfacial properties of ethoxylated cationic surfactants derived from n-dodecyl glycidyl ether

J.C. Lim; E.K. Kang; Hayun Lee; B.M. Lee

Journal of Industrial and Engineering Chemistry, Vol.22, 75-82, February, 2015

DOI10.1016/j.jiec.2014.06.027 Export Citation

Synthesis and interfacial properties of ethoxylated cationic surfactants derived from n-dodecyl glycidyl ether

J.C. Lim^{1, †}, E.K. Kang², Hayun Lee², and B.M. Lee^{2, 3, †}

¹Department of Chemical and Biochemical Engineering, Dongguk University, 3-26, Phil-Dong, Seoul 100-715, Republic of Korea
²Department of Green Chemistry and Environmental Biotechnology, University of Science and Technology, DaeJeon 305-350, Republic of Korea
³Environment & Resources Research Center, Green Chemistry Division, Korea Research Institute of Chemical Technology, DaeJeon 305-600, Republic of Korea

E-mail:,

In this study, cationic surfactants were synthesized to improve solubility in water by adding ethylene oxide as a hydrophilic group to the intermediates of di-hydroxyl cationic surfactant molecules. The structure of resulting product was elucidated by 1H NMR, FT-IR and HR/MS. The CMCs of BA-2-MA and BA-5-MA surfactants were found to be 9.01 × 10−4 and 4.92 × 10−3 mol/L respectively and the surface tensions at their CMC conditions were 28.64 and 32.22 mN/m respectively. The interfacial tensions measured between 1 wt% surfactant solution and n-decane were found to be in the same order of magnitude as those exhibited between micellar solutions and nonpolar oils.

Keywords:Cationic surfactant;Solubility;Surface tension;Interfacial tension

[References]

Han L, Ye Z, Chen H, Luo P, J. Surf. Deterg., 12, 185 (2009)
Sharma KS, Patil SR, Rakshit AK, Glenn K, Doiron M, Palepu RM, Hassan PA, J. Phys. Chem. B, 108(34), 12804 (2004)
Lu T, Li ZH, Huang JB, Fu HL, Langmuir, 24(19), 10723 (2008)
Perez L, Pinazo A, Infante MR, Pons R, J. Phys. Chem. B, 111(39), 11379 (2007)
Souguir Z, Ro udesli S, About-Jaudet E, Picton L, Cerf DL, Carbohydr. Polym., 80, 123 (2010)
Das D, Roy S, Mitra RN, Dasgupta A, Das PK, Chem. Eur. J., 11, 4881 (2005)
Zana R, J. Colloid Interface Sci., 248(2), 203 (2002)
Badawi AM, Mekawi MA, Mohamed AS, Mohamed MZ, Khowdairy MM, J. Surf. Deterg., 10, 243 (2007)
Vinson PK, Bellare JR, Davis HT, Miller WT, Scriven LE, J. Colloid Interface Sci., 142, 74 (1991)
Hirata H, Sato M, Sakaiguchi Y, Katsube Y, Colloid Polym. Sci., 266, 862 (1988)
Jaeger DA, Li B, Clark T, Langmuir, 12(18), 4314 (1996)
Mohamed AS, Mohamed MA, J. Surf. Deterg., 13, 159 (2010)
Pernak J, Zygadlo M, Roslonkiewicz AC, J. Surf. Deterg., 8, 233 (2005)
Garcia MT, Campos E, Sanchez-Leal J, Ribosa L, Chemosphere, 38, 3473 (1999)
Corless C, Reynolds G, Graham N, Perry R, Gibson TM, Haley J, Water Res., 23, 1367 (1989)
Giolando ST, Rapaport RA, Larson RJ, Federle TW, Stalmans M, Masscheleyn P, Chemosphere, 30, 1067 (1995)
Kirk O, Pedersen FD, Fuglsang CC, J. Surf. Deterg., 1, 37 (1998)
Tatsumi T, Zhang W, Kida T, Nakatsuji Y, Ono D, Takeda T, Ikeda I, J. Surf. Deterg., 3, 167 (2000)
Hellberg PE, J. Surf. Deterg., 5, 217 (2002)
Miao Z, Yang J, Wang L, Liu Y, Zhang L, Li X, Peng L, Mater. Lett., 62, 3450 (2008)
Kang EK, Lee BM, Hwang HA, Lim JC, J. Ind. Eng. Chem., 17(5-6), 845 (2011)
Lim JC, Kang EK, Park JM, Kang HC, Lee BM, J. Ind. Eng. Chem., 18(4), 1406 (2012)
Nagarajan R, Ruckenstein E, J. Colloid Interface Sci., 71, 580 (1979)
Miller CA, Neogi P, Interfacial Phenomena: Equilibrium and Dynamic Effects, Marcel Dekker, New York, 1985, pp. 149-152.
Mori F, Lim JC, Miller CA, Prog. Colloid Polym. Sci., 82, 114 (1990)
Mori F, Lim JC, Raney OG, Elsik CM, Miller CA, Colloids Surf., 40, 323 (1989)
Lim JC, J. Ind. Eng. Chem., 6, 610 (1995)
Miller CA, Curr. Opin. Colloid Interface Sci., 13, 177 (2008)
Zhang H, Miller CA, Garrett PR, Raney KH, J. Surf. Deterg., 8, 99 (2005)

[1] Han L, Ye Z, Chen H, Luo P, J. Surf. Deterg., 12, 185 (2009)

[2] Sharma KS, Patil SR, Rakshit AK, Glenn K, Doiron M, Palepu RM, Hassan PA, J. Phys. Chem. B, 108(34), 12804 (2004)

[3] Lu T, Li ZH, Huang JB, Fu HL, Langmuir, 24(19), 10723 (2008)

[4] Perez L, Pinazo A, Infante MR, Pons R, J. Phys. Chem. B, 111(39), 11379 (2007)

[5] Souguir Z, Ro udesli S, About-Jaudet E, Picton L, Cerf DL, Carbohydr. Polym., 80, 123 (2010)

[6] Das D, Roy S, Mitra RN, Dasgupta A, Das PK, Chem. Eur. J., 11, 4881 (2005)

[7] Zana R, J. Colloid Interface Sci., 248(2), 203 (2002)

[8] Badawi AM, Mekawi MA, Mohamed AS, Mohamed MZ, Khowdairy MM, J. Surf. Deterg., 10, 243 (2007)

[9] Vinson PK, Bellare JR, Davis HT, Miller WT, Scriven LE, J. Colloid Interface Sci., 142, 74 (1991)

[10] Hirata H, Sato M, Sakaiguchi Y, Katsube Y, Colloid Polym. Sci., 266, 862 (1988)

[11] Jaeger DA, Li B, Clark T, Langmuir, 12(18), 4314 (1996)

[12] Mohamed AS, Mohamed MA, J. Surf. Deterg., 13, 159 (2010)

[13] Pernak J, Zygadlo M, Roslonkiewicz AC, J. Surf. Deterg., 8, 233 (2005)

[14] Garcia MT, Campos E, Sanchez-Leal J, Ribosa L, Chemosphere, 38, 3473 (1999)

[15] Corless C, Reynolds G, Graham N, Perry R, Gibson TM, Haley J, Water Res., 23, 1367 (1989)

[16] Giolando ST, Rapaport RA, Larson RJ, Federle TW, Stalmans M, Masscheleyn P, Chemosphere, 30, 1067 (1995)

[17] Kirk O, Pedersen FD, Fuglsang CC, J. Surf. Deterg., 1, 37 (1998)

[18] Tatsumi T, Zhang W, Kida T, Nakatsuji Y, Ono D, Takeda T, Ikeda I, J. Surf. Deterg., 3, 167 (2000)

[19] Hellberg PE, J. Surf. Deterg., 5, 217 (2002)

[20] Miao Z, Yang J, Wang L, Liu Y, Zhang L, Li X, Peng L, Mater. Lett., 62, 3450 (2008)

[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, J. Ind. Eng. Chem., 18(4), 1406 (2012)

[23] Nagarajan R, Ruckenstein E, J. Colloid Interface Sci., 71, 580 (1979)

[24] Miller CA, Neogi P, Interfacial Phenomena: Equilibrium and Dynamic Effects, Marcel Dekker, New York, 1985, pp. 149-152.

[25] Mori F, Lim JC, Miller CA, Prog. Colloid Polym. Sci., 82, 114 (1990)

[26] Mori F, Lim JC, Raney OG, Elsik CM, Miller CA, Colloids Surf., 40, 323 (1989)

[27] Lim JC, J. Ind. Eng. Chem., 6, 610 (1995)

[28] Miller CA, Curr. Opin. Colloid Interface Sci., 13, 177 (2008)

[29] Zhang H, Miller CA, Garrett PR, Raney KH, J. Surf. Deterg., 8, 99 (2005)