Abstract
The article describes synthesis of four hydroxyethyl alkylene–double alkyl bromide through substitution of nucleophilic d iethanolamine, 1-bromododecane, and 1,4-dibromobutane. The structure of the new hydroxyl cationic surfactant (HDCS) was characterized by 1H NMR and FTIR spectra. The aqueous solution of HDCS showed critical micelle concentration, i.e., 5.6 × 10−2 mM, and could reduce oil/water interfacial tension to 3.28 × 10−3 mN m−1. The surface tension measurements provided a series of parameters, including critical micelle concentration (CMC), surface tension at the CMC (γ CMC), adsorption efficiency (pC 20), and effectiveness of surface tension reduction (ΠCMC). In addition, maximum surface excess concentration (Гmax) and minimum surface area/molecule (Amin) at the air/water interface were obtained by the Gibbs adsorption isotherm. The influence of inorganic salts (sodium chloride, calcium chloride) and organic salts (sodium benzoate) on the surface tension of HDCS in aqueous solution was investigated. For wettability alteration measurement, contact angle measurement as a quantitative method was utilized. Meanwhile, foam ability, foam stability, and emulsifying property of the synthesized surfactant were also examined at different concentration. HDCS also had excellent viscosity property.
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Rosen, M.J., Mathias, J.H., and Davenport, L., Langmuir, 1999, vol. 15, pp. 7340–7346.
Bhadani, A. and Singh, S., Langmuir, 2009, vol. 25, pp. 11703–11712.
Zhou, T., Xu, G., Ao, M., Yang, Y., and Wang, C., Colloids Surf A, 2012, vol. 414, pp. 33–40.
Abe, M., Tsubone, K., Koike, T., Tsuchiya, K., Ohkubo, T., and Sakai, H., Langmuir, 2006, vol. 22, pp. 8293–8297.
Parikh, K., Mistry, B., Jana, S., Gajaria, T., Gupta, S., Devkar, R.V., and Kumar, S., Colloid. Polym. Sci., 2015, vol. 293, pp. 1437–1446.
Dong, Z., Zheng, Y., and Zhao, J., J. Surfactants Deterg., 2014, vol. 17, pp. 1213–1222.
Chen, H., Han, L., Luo, P., and Ye, Z., J. Colloid. Interface Sci., 2005, vol. 285, pp. 872–874.
Nusselder, J.J.H. and Engberts, J.B.F.N., J. Colloid. Interface Sci., 1992, vol. 148, pp. 353–361.
Dehghan, A.A., Masihi, M., and Ayatollahi, S., Energy Fuels, 2015, vol. 29, pp. 649–658.
Bhadani, A. and Singh, S., Langmuir, 2011, vol. 27, pp. 14033–14044.
Chen, L., Xie, H., Li, Y., and Yu, W., Colloid, Surface A: Physicochem., Eng., Aspe, 2008, vol. 330, pp. 176–179.
Maithufi, M.N., Joubert, D.J., and Klumperman, B., Energy Fuels, 2011, vol. 25, pp. 162–171.
Sirieix-Plénet, J., Turmine, M., and Letellier, P., Talanta, 2003, vol. 60, pp. 1071–1078.
Zhou, M., Zhao, J.Z., Wang, X., and Yang, Y., Tensile Surf., 2013, Det 50, pp. 175–181.
Sheikh, M.S., Kabir-ud-Din, and Dar, A.A., Colloid Surface A: Physicochem. Eng. Aspe., 2011, vol. 378, pp. 60–66.
Kwaśniewska, D., Staszak, K., Wieczorek, D., and Zieliсski, R., J. Syrf. Deterg., 2014, 18, pp. 477–486.
Yoshimura, T., Bong, M., Matsuoka, K., Honda, C., and Endo, K., J. Colloid Interface Sci., 2009, vol. 339, pp. 230–235.
Söderman, S.O. and Johansson, I.R., Curr Opin Colloid, 1999, vol. 4, pp. 391–401.
Dupont, A., Eastoe, J., Barthélémy, P., Pucci, B., Heenan, R., Penfold, J., Steytler, D.C., and Grillo, I., J. Colloid. Interface Sci., 2003, 261, pp. 184–190.
Sayed, G.H., Ghuiba, F.M., Abdou, M.I., Badr, E.A.A., Tawfik, S.M., and Negm, N.A.M., J. Surf. Deterg., 2012 vol. 15, pp. 735–743.
Jiang, Z., Li, X., Yang, G., Cheng, L., Cai, B., Yang, Y., and Dong, J., Langmuir, 2012, vol. 28, pp. 7174–7181.
Mukherjee, I., Moulik, S.P., and Rakshit, A.K., J. Colloid. Interface Sci., 2013, vol. 394, pp. 329–336.
Zhou, Q. and Rosen, M.J., Langmuir, 2003, vol. 19, pp. 4555–4562.
Zhang, Y. and Han, F., J. Colloid. Interface Sci., 2009, vol. 337, pp. 211–217.
Tehrani-Bagha, A.R. and Holmberg, K., Langmuir, 2010, vol. 26, pp. 9276–9282.
Kumar, N. and Tyagi, R., Int. J. Ind. Chem., 2015, vol. 6, pp. 59–66.
Song, B., Hu, Y., Song, Y., and Zhao, J., J. Colloid. Interface Sci., 2010, vol. 341, pp. 94–100.
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Zhao, T., Dong, Z., Peng, G. et al. Synthesis and properties of quaternary ammonium Gemini surfactants with hydroxyl groups. Russ J Appl Chem 89, 650–662 (2016). https://doi.org/10.1134/S1070427216040200
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DOI: https://doi.org/10.1134/S1070427216040200