Synthesis, surface active and thermal properties of novel imidazolium cationic monomeric surfactants

Pankaj Patial; Arifa Shaheen; Ishtiaque Ahmad

Journal of Industrial and Engineering Chemistry, Vol.20, No.6, 4267-4275, November, 2014

DOI10.1016/j.jiec.2014.01.032 Export Citation

Synthesis, surface active and thermal properties of novel imidazolium cationic monomeric surfactants

Pankaj Patial, Arifa Shaheen^{1, †}, and Ishtiaque Ahmad^†

Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, India
¹Department of Applied Science, Punjabi University, Patiala 147002, India

E-mail:,

A series of long chain water soluble cationics have been synthesized by using renewable raw materials like fatty alcohols and epichlorohydrin. The surface activity of the molecules has been determined by measurement of their conductance and surface tension in aqueous solution. The dynamics of surface activity of these surfactants have also been investigated in the presence of sodium halides, NaCl and NaBr by surface tension measurement. A series of useful parameters like critical micelle concentration (cmc), surface tension at the cmc (γcmc), adsorption efficiency (pC20), effectiveness of surface tension reduction (Πcmc), Gibbs free energy of the micellization (ΔG0 mic) and Gibbs free energy of adsorption (ΔG0 ads) have been determined from the measurements obtained by surface tension and conductivity method. Further with the application of the Gibbs adsorption isotherm, maximum surface excess concentration (θmax) and minimum surface area/molecule (Amin) at the air.water interface were also estimated. Thermal stability of these long chain cationics has been measured by thermal gravimetric analysis under nitrogen atmosphere. Analysis of thermal stability measurement indicated that the thermal stability of these long chain imidazoliums increase with an increase in chain length.

Keywords:Long chain imidazolium cationics;cmc;Salt effect;Thermal stability

[References]

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Singh S, Kamboj R, Ind. Eng. Chem. Res., 49(7), 3106 (2010)
Patial P, Shaheen A, Ahmad I, J. Surfactants Deterg., 16, 49 (2013)
Bhadani A, Singh S, Langmuir, 25(19), 11703 (2009)
Bhadani A, Kataria H, Singh S, J. Colloid Interface Sci., 361(1), 33 (2011)
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[Referenced By]

[1] Rico-Lattes I, Lattes A, Colloids Surf. A: Physicochem. Eng. Asp., 123, 37 (1997)

[2] Pinazo A, Pons R, Perez L, Infante MR, Ind. Eng. Chem. Res., 50(9), 4805 (2011)

[3] Tehrani-Bagha AR, Holmberg K, Langmuir, 26(12), 9276 (2010)

[4] Welton T, Chem. Rev., 99(8), 2071 (1999)

[5] Dong B, Li N, Zheng LQ, Yu L, Inoue T, Langmuir, 23(8), 4178 (2007)

[6] Welton T, Multiphase Homogeneous Catalysis, vol. 2, Wiley, Chichester, 2005.

[7] Irimescu R, Kato K, J. Mol. Catal. B-Enzym., 30, 189 (2004)

[8] Huddleston JG, Willauer HD, Swatloski RP, Visser AE, Rogers RD, Chem. Commun., 176, 5 (1998)

[9] Zhao H, Xia SQ, Ma PS, J. Chem. Technol. Biotechnol., 80(10), 1089 (2005)

[10] Dietz ML, Stepinski C, Green Chem., 7, 747 (2005)

[11] Byrne N, Howlett PC, MacFarlane DR, Forsyth M, Adv. Mater., 17(20), 2497 (2005)

[12] Wang P, Zakeeruddin M, Moser JE, Graetzel M, J. Phys. Chem., 107, 13280 (2003)

[13] Yamanaka N, Kawano R, Kubo W, Kitamura T, Wada Y, Watanabe M, Yanagida S, Chem. Commun., 740 (2005)

[14] Kawano R, Matsui H, Matsuyama C, Sato A, Susan H, Tanabe N, Watanabe M, J. Photochem. Photobiol. A-Chem., 164, 87 (2004)

[15] Malham IB, Letellier P, Turmine M, Talanta, 72, 155 (2007)

[16] Malham IB, Letellier P, Mayaffre A, Turmine M, J. Chem. Thermodyn., 39(8), 1132 (2007)

[17] Rebelo LPN, Najdanovic-Visak V, Visak ZP, Ponte MND, Szydlowski J, Cerdeirina CA, Troncoso J, Romani L, Esperanca JMSS, Guedes HJR, Sousa HCD, Green Chem., 6, 369 (2004)

[18] Bowers J, Butts CP, Martin PJ, Vergara-Gutierrez MC, Heenan RK, Langmuir, 20(6), 2191 (2004)

[19] Borissova M, Palk K, Koel M, J. Chromatogr. A, 1183, 192 (2008)

[20] Jungnickel C, Luczaka J, Ranke J, Fernandez JF, Muller A, Thoming J, Colloids Surf. A: Physicochem. Eng. Asp., 316, 278 (2008)

[21] Nakashima T, Kimizuka N, Chem. Lett., 31(10), 1018 (2002)

[22] Anderson JL, Pino V, Hagberg EC, Sheares VV, Armstrong DW, Chem. Commun., 19, 2444 (2003)

[23] Baker GA, Pandey S, Pandey S, Baker SN, Analyst, 129, 890 (2004)

[24] Luczaka J, Hupkaa J, Thoming J, Jungnickel C, Colloids Surf. A: Physicochem. Eng. Asp., 329, 125 (2008)

[25] Singh S, Kamboj R, Ind. Eng. Chem. Res., 49(7), 3106 (2010)

[26] Patial P, Shaheen A, Ahmad I, J. Surfactants Deterg., 16, 49 (2013)

[27] Bhadani A, Singh S, Langmuir, 25(19), 11703 (2009)

[28] Bhadani A, Kataria H, Singh S, J. Colloid Interface Sci., 361(1), 33 (2011)

[29] Song LD, Rosen MJ, Langmuir, 12(5), 1149 (1996)

[30] Ray GB, Chakraborty I, Ghosh S, Moulik SP, Palepu R, Langmuir, 21(24), 10958 (2005)

[31] Lah J, Pohar C, Vesnaver G, J. Phys. Chem. B, 104(11), 2522 (2000)

[32] Verma SK, Gosh KK, J. Surfactants Deterg., 14, 347 (2011)

[33] Shanks PC, Franses EI, J. Phys. Chem., 96, 1794 (1992)

[34] Lianos P, Lang J, J. Colloid Interface Sci., 96, 222 (1983)

[35] Larsen JW, Magid LJ, J. Am. Chem. Soc., 96, 5774 (1974)

[36] Varade D, Joshi T, Aswal VK, Goyal PS, Hassan PA, Bahadur P, Colloids Surf. A: Physicochem. Eng. Asp., 259, 95 (2005)

[37] Davis JT, Rideal EK, Interfacial Phenomena, Academic Press, New York, 1963.

[38] Borwankar RP, Wasan DT, Chem. Eng. Sci., 43, 1323 (1988)

[39] Feitosa E, Brazolin MRS, Naal RMZG, Del Lama MPFDD, Lopes JR, Loh W, Vasilescu M, J. Colloid Interface Sci., 299(2), 883 (2006)

[40] Fredlake CP, Crosthwaite JM, Hert DG, Aki SNVK, Brennecke JF, J. Chem. Eng. Data, 49 (2004)