Skip to main content
Log in

Synthesis and properties of quaternary ammonium Gemini surfactants with hydroxyl groups

  • Various Technological Processes
  • Published:
Russian Journal of Applied Chemistry Aims and scope Submit manuscript

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.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Rosen, M.J., Mathias, J.H., and Davenport, L., Langmuir, 1999, vol. 15, pp. 7340–7346.

    Article  CAS  Google Scholar 

  2. Bhadani, A. and Singh, S., Langmuir, 2009, vol. 25, pp. 11703–11712.

    Article  CAS  Google Scholar 

  3. Zhou, T., Xu, G., Ao, M., Yang, Y., and Wang, C., Colloids Surf A, 2012, vol. 414, pp. 33–40.

    Article  CAS  Google Scholar 

  4. Abe, M., Tsubone, K., Koike, T., Tsuchiya, K., Ohkubo, T., and Sakai, H., Langmuir, 2006, vol. 22, pp. 8293–8297.

    Article  CAS  Google Scholar 

  5. 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.

    Article  CAS  Google Scholar 

  6. Dong, Z., Zheng, Y., and Zhao, J., J. Surfactants Deterg., 2014, vol. 17, pp. 1213–1222.

    Article  CAS  Google Scholar 

  7. Chen, H., Han, L., Luo, P., and Ye, Z., J. Colloid. Interface Sci., 2005, vol. 285, pp. 872–874.

    Article  CAS  Google Scholar 

  8. Nusselder, J.J.H. and Engberts, J.B.F.N., J. Colloid. Interface Sci., 1992, vol. 148, pp. 353–361.

    Article  CAS  Google Scholar 

  9. Dehghan, A.A., Masihi, M., and Ayatollahi, S., Energy Fuels, 2015, vol. 29, pp. 649–658.

    CAS  Google Scholar 

  10. Bhadani, A. and Singh, S., Langmuir, 2011, vol. 27, pp. 14033–14044.

    Article  CAS  Google Scholar 

  11. Chen, L., Xie, H., Li, Y., and Yu, W., Colloid, Surface A: Physicochem., Eng., Aspe, 2008, vol. 330, pp. 176–179.

    Article  CAS  Google Scholar 

  12. Maithufi, M.N., Joubert, D.J., and Klumperman, B., Energy Fuels, 2011, vol. 25, pp. 162–171.

    Article  CAS  Google Scholar 

  13. Sirieix-Plénet, J., Turmine, M., and Letellier, P., Talanta, 2003, vol. 60, pp. 1071–1078.

    Article  Google Scholar 

  14. Zhou, M., Zhao, J.Z., Wang, X., and Yang, Y., Tensile Surf., 2013, Det 50, pp. 175–181.

    Google Scholar 

  15. Sheikh, M.S., Kabir-ud-Din, and Dar, A.A., Colloid Surface A: Physicochem. Eng. Aspe., 2011, vol. 378, pp. 60–66.

    Article  CAS  Google Scholar 

  16. Kwaśniewska, D., Staszak, K., Wieczorek, D., and Zieliсski, R., J. Syrf. Deterg., 2014, 18, pp. 477–486.

    Article  Google Scholar 

  17. Yoshimura, T., Bong, M., Matsuoka, K., Honda, C., and Endo, K., J. Colloid Interface Sci., 2009, vol. 339, pp. 230–235.

    Article  CAS  Google Scholar 

  18. Söderman, S.O. and Johansson, I.R., Curr Opin Colloid, 1999, vol. 4, pp. 391–401.

    Article  Google Scholar 

  19. 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.

    Article  CAS  Google Scholar 

  20. 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.

    Article  CAS  Google Scholar 

  21. Jiang, Z., Li, X., Yang, G., Cheng, L., Cai, B., Yang, Y., and Dong, J., Langmuir, 2012, vol. 28, pp. 7174–7181.

    Article  CAS  Google Scholar 

  22. Mukherjee, I., Moulik, S.P., and Rakshit, A.K., J. Colloid. Interface Sci., 2013, vol. 394, pp. 329–336.

    Article  CAS  Google Scholar 

  23. Zhou, Q. and Rosen, M.J., Langmuir, 2003, vol. 19, pp. 4555–4562.

    Article  CAS  Google Scholar 

  24. Zhang, Y. and Han, F., J. Colloid. Interface Sci., 2009, vol. 337, pp. 211–217.

    Article  CAS  Google Scholar 

  25. Tehrani-Bagha, A.R. and Holmberg, K., Langmuir, 2010, vol. 26, pp. 9276–9282.

    Article  CAS  Google Scholar 

  26. Kumar, N. and Tyagi, R., Int. J. Ind. Chem., 2015, vol. 6, pp. 59–66.

    Article  Google Scholar 

  27. Song, B., Hu, Y., Song, Y., and Zhao, J., J. Colloid. Interface Sci., 2010, vol. 341, pp. 94–100.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Tianhong Zhao.

Additional information

The text was submitted by the authors in English.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

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

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070427216040200

Navigation