Skip to main content
SpringerLink
Log in

Synthesis and Characterization of Anionic Polymeric Surfactants Based on Sulfonated Styrene

  • Original Article
  • Published:
Journal of Surfactants and Detergents

Abstract

A novel series of three anionic polymeric surfactants was prepared by polymerization of sulfonated styrene and allyl esters of long chain fatty acid chlorides (decanoyl, lauroyl and palmitoyl chloride). The unique structural features of these surfactants were confirmed by different spectroscopic tools (IR and H-NMR). The surface properties of these compounds such as surface tension, interfacial tension, emulsion stability, wetting power, foam height, solubilization and dispersant properties in disperse dye systems were determined and evaluated. A comparative study was done between the chemical structures and surface properties of these compounds. Biodegradability and stability to hydrolysis in acidic and alkaline medium were also determined and evaluated.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1
Fig. 2

Similar content being viewed by others

References

  1. Josson B, Lindman B (1988) Surfactants and polymer in aqueous solution. John Wiley, New York

    Google Scholar 

  2. Dierker M, Schafer HJ (2010) Surfactants from oleic, erucic and petroselinic: synthesis and properties. Eur J Lipid Sci Technol 112:122–127

    Article  CAS  Google Scholar 

  3. Shehata HA, Abd El-wahab AA, Hafiz AA, Aiad I, Hegazy MA (2008) Syntheses and characterization of some cationic surfactants. J Surf Deterg 11:139–144

    Article  CAS  Google Scholar 

  4. Abed–Raouf ME, Maysour NE, Abdul-Raheim AM, El-Saeed ShM, Farag RK (2011) Synthesis and study of the surface properties of alkylnaphthalene and alkyl phenanthrene sulfonates. J Surf Deterg 14:23–30

    Article  Google Scholar 

  5. Xinzhang L, Wumanjiang E (2002) A green approach for the synthesis of long chain aliphatic acid esters at room temperature. J Md Catal A Chem 160:279–285

    Google Scholar 

  6. Azab MM (2005) Synthesis and copolymerization reaction of p-acryloyloxybenzoic acid with organotin monomers. Polym Int 54:161–167

    Article  Google Scholar 

  7. Findy A (1963) Practical physical chemistry, 6th edn. Longman, London, p 1040

    Google Scholar 

  8. Draves CZ, Clarkes RG (1931) A new method for the evaluation of wetting agents. J Am Dyestuff Report 20: 201–206

    Google Scholar 

  9. Weil JK, Smith FD, Stirton AJ, Bistlin RG (1963) Long chain alkane sulfonates and 1 hydroxy-2-alkane sulfonates: structure and property relations. J Am Oil Chem Soc 40:538–540

    Article  CAS  Google Scholar 

  10. El-Sukkary MMA, El Sawy AA, EL-Dib F (1987) Hungarian J Ind Chem 15:417–422

    Google Scholar 

  11. Ross J, Milles GD (1941) An apparatus for comparison of foaming properties of soap and detergent. Oil Soap 18:90–99

    Article  Google Scholar 

  12. Takeshi H (1970) Studies of ester containing surfactants: preparation and properties sulphoalkanoates. Bull-Chem Soc 43: 2236–2240 (Japan)

    Google Scholar 

  13. Chen KM, Tsai CC (1988) Synthesis and surface activity of malic anhydride polyethylene glycol phthalic anhydride polymeric surfactants. J Am Oil Chem Soc 65:1346–1349

    Article  CAS  Google Scholar 

  14. Azab MM, Bader Sk, Shaaban AF (2002) Synthesis and surface activity of self sequestering surfactants. Pigment Resin Technol 31:139–144

    Article  Google Scholar 

  15. Eter ET, Richard RE, Darid A (1974) Biodegradable surfactants derived from corn starch. J Am Oil Chem Soc 51:486–494

    Article  Google Scholar 

  16. Bird CL (1954) The dyeing of acetate rayon with disperse dyes, aqueous solubility and the influence of dispersing agents: The relation between aqueous solubility and dying properties. J Soc Dyers Colour 70:68–77

    Article  CAS  Google Scholar 

  17. Weihua M, Yigiang Z, Jun C, Shanknan F, Frank N (1999) Formation of irreversible nearly transparent physical polymeric hydro gels during a modified micro emulsion polymerization. J Macromol 32:528–533

    Article  Google Scholar 

  18. Bouvy A (1996) Polymeric surfactants in polymerization and coatings. Eur Coat J 11:822–826

    Google Scholar 

  19. Yiaoil T, Zhang L, Zhao S, Yu J, An J (2004) Synthesis and study of the surface properties of long chain alkylnaphthalene sulfonates. J Surf Deterg 7:135–139

    Article  Google Scholar 

  20. Kim TS, Kida T, Nakatsuji Y, Hirao T, Ikeda I (1996) Surface active properties of novel cationic surfactants with two alkyl chains and two ammonio groups. J Am Oil Chem Soc 73:907–913

    Article  CAS  Google Scholar 

  21. Hall DG, Tiddy GJT (1981) Surfactants solutions: dilute and concentration. In: Lucassen-Reynders EH (ed) Anionic surfactant: physical chemistry of surfactant. Marcel Dekker, NY

    Google Scholar 

  22. Infante MR, Perz L, Pinazo A (1998) Novel cationic surfactants. From arginine. In: Holmberg K (ed) Novel surfactants. Marcel Dekker, NY

    Google Scholar 

  23. Falbe J (1986) Surfactants for consumer, chapter 4. Springer, Heidelberg, pp 139–141. ISBN 0387 170-197

  24. Issa IM, Issa RM, Mahmoud MR, Temerk YM (1973) Reduction of azo-compounds 1. polarographic behavior of some 4-hydroxyl monoazo compounds at the dropping mercury electrode. Electrochim Acta 18:139–144

    Article  CAS  Google Scholar 

  25. El–Dougdoug WLA, El Mossalmy EH (2006) Synthesis evaluation and adsorption studies of anionic copolymeric surfactants based on fatty acrylated esters. Appl Surf Sci 253:2487–2492

    Article  Google Scholar 

  26. Rosen MJ (1989) Surfactant and interfacial phenomena, 2nd edn. John Wiley, New York, pp 286–294

    Google Scholar 

  27. Kovtun LG, Korchagin MV (1983) Solubilization of disperse dyes in mixture of anionic and nonionogenic surfactant. Colloid J USSR 45:489–495

    Google Scholar 

  28. Finch CA (1981) Chemistry and technology of water soluble polyesters. Plenum, New York, p 233

    Google Scholar 

  29. Lin LH, Chiang CY, Liu HJ, Chen KM (2002) Preparation and properties of water soluble polyester surfactants. J Appl Polym Sci 86:2727–2731

    Article  CAS  Google Scholar 

  30. Osburn QW, Benedict JH (1966) Polyethoxylated alkyl phenols: Relationship of structure to biodegradation mechanism. J Am Oil Chem Soc 43:141–146

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Benha University, Benha, Egypt

    Abd El Menam Eissa & Samy Bader

  2. Natural Science Department, Faculty of Engineering, Benha University, Shoubra, Egypt

    Manal El Hefnawy, Mohamed Radwan & Mohamed Deef Allah

Authors
  1. Abd El Menam Eissa
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Manal El Hefnawy
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Samy Bader
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Mohamed Radwan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Mohamed Deef Allah
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Manal El Hefnawy or Mohamed Deef Allah.

About this article

Cite this article

El Menam Eissa, A., El Hefnawy, M., Bader, S. et al. Synthesis and Characterization of Anionic Polymeric Surfactants Based on Sulfonated Styrene. J Surfact Deterg 15, 411–418 (2012). https://doi.org/10.1007/s11743-011-1324-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11743-011-1324-x

Keywords

Search

Navigation