Skip to main content
Log in

Synthesis and Application of a Hyperbranched Polyester Quaternary Ammonium Surfactant

  • Original Article
  • Published:
Journal of Surfactants and Detergents

Abstract

In the presence of the alkaline catalyst sodium hydroxide, the intermediate of hyperbranched polyester (H20Cl) was prepared by the modification of the hyperbranched polyester Boltorn H20 with epichlorohydrin. Then a new kind of quaternary ammonium functionalized hyperbranched polyester (H20C16 N) was synthesized by the reaction of H20Cl and hexadecyldimethylamine. The characteristics of H20C16 N were determined by FT-IR, 1H NMR and TGA. The molecular and molecular weight distribution of H20C16 N were determined by Gel Permeation Chromatography (GPC) and the surface activities of H20C16 N including surface tension (γ) and the critical micelle concentration (CMC) were measured at 25 °C. The H20C16 N reduced the surface tension of water to 30.81 mN/m at concentration levels of 7.94 × 10−5 mol L−1 and micellization free energies of the quaternary ammonium salt in its solution showed a good tendency towards adsorption at interfaces. The H20C16 N was applied to the silk fabric. An antimicrobial test of the treated fabrics against Escherichia coli and Staphylococcus aureus was carried out. SEM and XPS analysis were performed to study the dispersion of H20C16 N onto the fabric. All results exhibited excellent antibacterial properties of the hyperbranched polyester quaternary ammonium salt.

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.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Yin WH, Zeng XR, Li HQ, Hou YJ, Gao QZ (2011) Synthesis, photopolymerization kinetics, and thermal properties of UV-curable waterborne hyperbranched polyurethane acrylate dispersions. J Coat Technol Res 8:577

    Article  CAS  Google Scholar 

  2. Amal A, Hassan MD, Ahmed MR, Samir MMM, Magdy MHA (2012) Modification of cement with succinic anhydride-based hyperbranched polyesteramide. J App Polym Sci 124:1483

    Article  Google Scholar 

  3. Du YY, Chen QL, Shen L, Xing YJ, Dai JJ (2011) Synthesis and application of long-chain alkyl quaternary ammonium-functionalized hyperbranched polyester. J App Polym Sci 121:2927–2935

    Article  CAS  Google Scholar 

  4. Thomasson D, Boisson F, Girard-Reudet E, Mechin F (2006) Hydroxylated hyperbranched polyesters as crosslinking agents for polyurethane networks: partial modification of the OH chain ends. React Funct Polym 66:1462–1481

    Article  CAS  Google Scholar 

  5. Zhang XL (2011) Modifications and applications of hyperbranched aliphatic polyesters based on dimethylolpropionic acid. Polym Int 60:153–166

    Article  CAS  Google Scholar 

  6. Srba T, Branislav B, Branko D (2004) Synthesis of new hyperbranched urethane-acrylates and their evaluation in UV-curable coatings. Prog Org Coat 51:321–328

    Google Scholar 

  7. Anila A, Shi WF (2003) Synthesis and properties of UV curable waterborne hyperbranched aliphatic polyester. Eur Polym J 39:933–938

    Article  Google Scholar 

  8. Srikanth P, Adam K, Jungjoo L, Craig C, Gong SQ, Lih ST (2010) Microcellular processing of polylactide–hyperbranched polyester–nanoclay composites. J Mater Sci 45:2732–2746

    Article  Google Scholar 

  9. Subhas G, Sangeeta Y, Nadarajah V, Gabriela S (2010) A study of antimicrobial property of textile fabric treated with modified dendrimers. J Appl Polym Sci 115:716–722

    Article  Google Scholar 

  10. Han J, Li SP, Tang AJ, Gao C (2012) Water-soluble and clickable segmented hyperbranched polymers for multifunctionalization and novel architecture construction. Macromolecules 45:4966–4977

    Article  CAS  Google Scholar 

  11. Zhang MJ, Liu HH, Shao W, Ye CN, Zhao YL (2012) Versatile synthesis of multiarm and miktoarm star polymers with a branched core by combination of menschutkin reaction and controlled polymerization. Macromolecules 45:9312–9325

    Article  CAS  Google Scholar 

  12. Tan SZ, Li GJ, Shen JR, Liu Y, Zong MH (2000) Study of modified polypropylene nonwoven cloth. II. Antibacterial activity of modified polypropylene nonwoven cloths. J Appl Polym Sci 77:1869–1876

    Article  CAS  Google Scholar 

  13. Wang C, Nakamura J (1996) Synthesis of copolyester having quaternary ammonium groups in the main chain. J Polym Chem 34(12):2517–2519

    Article  CAS  Google Scholar 

  14. Kim YH (1992) Highly branched polymers. Adv Mater 4(11):764–766

    Article  CAS  Google Scholar 

  15. Baudrion F, Perichaud A, Coen S (1998) Chemical modification of hydroxyl functions: introduction of hydrolyzable ester function and bactericidal quaternary ammonium groups. J Appl Polym Sci 70(13):2657–2666

    Article  CAS  Google Scholar 

  16. Xie W, Gao ZM, Pan WP, Hunter D, Singh A, Vaia R (2001) Thermal degradation chemistry of alkyl quaternary ammonium montmorillonite. Chem Mater 13:2979–2990

    Article  CAS  Google Scholar 

  17. Liu HQ, Li F, Xu BC, Zhang GJ, Han F, Zhou YW, Xin XL, Xu B (2012) Synthesis and characterization of lauryl trimethyl ammonium surfactants with new counteranion types. J Surfact Deterg 15:709–713

    Article  CAS  Google Scholar 

  18. Xu BC, Han F, Shui JH, Zhou YW (2009) Synthesis and characterization of lauryl trimethyl ammonium surfactants with new counteranion types. J Surf Deterg 12:351–354

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was funded by the Priority Academic Program Development of Jiangsu Higher Education Institution (China) and by the Technology Innovation Foundation of the National Engineering Laboratory for Modern Silk (China).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Xiangdong Zhou.

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, K., Zhou, X. & Wang, X. Synthesis and Application of a Hyperbranched Polyester Quaternary Ammonium Surfactant. J Surfact Deterg 17, 1081–1088 (2014). https://doi.org/10.1007/s11743-014-1624-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11743-014-1624-z

Keywords

Navigation