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N-halamine biocidal coatings

  • Original Paper
  • Published:
Journal of Industrial Microbiology & Biotechnology

Abstract

Novel N-halamine siloxane and epoxide coatings are described. The coatings can be rendered biocidal by exposure to dilute bleach. Once the bound chlorine is lost from the coatings, it can be regenerated by further exposure to dilute bleach. Synthetic schemes and biocidal efficacy data are presented. The stabilities of the bound chlorine on the surfaces are also addressed. Substrates employed include sand, textiles, and paint. Potential uses for the technology are discussed.

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References

  1. Berger A (1983) Hydantoinylsilanes, US Patent 4,412,078

  2. Chen Y, Worley SD, Kim J, Wei C-I, Chen TY, Santiago JI, Williams JF, Sun G (2003a) Biocidal poly(styrenehydantoin) beads for disinfection of water. Ind Eng Chem Res 42:280–284

    Article  CAS  Google Scholar 

  3. Chen Y, Worley SD, Kim J, Wei C-I, Chen TY, Suess J, Kawai H, Williams JF (2003b) Biocidal polystyrene beads. II. Control of chlorine loading. Ind Eng Chem Res 42:5715–5720

    Article  CAS  Google Scholar 

  4. Eknoian MW, Worley SD, Bickert J, Williams JF (1999) Novel antimicrobial N-halamine polymer coatings generated by emulsion polymerization. Polym 40:1367–1371

    Article  CAS  Google Scholar 

  5. Elfersy JE, Berkner J, Moses TC (1999) Water-stabilized organosilane compounds and methods for using the same, US Patent 5,954,869

  6. Elrod DB, Figlar JG, Worley SD, Broughton RM, Bickert JR, Santiago JI, Williams JF (2001) A novel biocidal elastomer. Rub Chem Tech 74:331–337

    CAS  Google Scholar 

  7. Emerson DW, Shea DT, Sorensen EM (1978) Functionally modified poly-styrene-divinylbenzene. Preparation, characterization, and biocidal action. Ind Eng Chem Prod Res Dev 17:269–274

    Article  CAS  Google Scholar 

  8. Emerson DW (1990) Polymer-bound active chlorine: disinfection of water in a flow system. Polymer supported reagents 5. Ind Eng Chem Res 29:448–450

    Article  CAS  Google Scholar 

  9. Hazziza-Laskar J, Nurdin N, Helary G, Sauvet G (1993) Biocidal polymers active by contact I Synthesis of polybutadiene with pendant quaternary ammonium groups. J Appl Polym Sci 50:651–662

    Article  CAS  Google Scholar 

  10. Kanazawa A, Ikeda T, Endo T (1993) Polymeric phosphonium salts as a novel class of cationic biocides III Immobilization of phosphonium salts by surface photografting and antibacterial activity of the surface-treated polymer films. J Polym Sci A 31:1467–1472

    Article  CAS  Google Scholar 

  11. Lambert JL, Fina GT, Fina LR (1980) Preparation and properties of triiodide-, pentaiodide-, and heptaiodide-quaternary ammonium strong base anion-exchange resin disinfectants. Ind Eng Chem Prod Res Dev 19:256–258

    Article  CAS  Google Scholar 

  12. Lin J, Winkelmann C, Worley SD, Broughton RM, Williams JF (2001) Antimicrobial treatment of nylon. J Appl Polym Sci 81:943–947

    Article  CAS  Google Scholar 

  13. Lin J, Winkelmann C, Worley SD, Kim J, Wei CI, Cho U, Broughton RM, Santiago JI, Williams JF (2002) Biocidal polyester. J Appl Polym Sci 85:177–182

    Article  CAS  Google Scholar 

  14. Panangala VS, Liu L, Sun G, Worley SD, Mitra A (1997) Inactivation of rotavirus by new polymeric water disinfectants. J Virol Meth 66:263–268

    Article  CAS  Google Scholar 

  15. Sun G, Allen LC, Luckie EP, Wheatley WB, Worley SD (1995a) Disinfection of water by N-halamine biocidal polymers. Ind Eng Chem Res 34:4106–4109

    Article  CAS  Google Scholar 

  16. Sun G, Chen TY, Habercom MS, Wheatley WB, Worley SD (1996) Performance of a new polymeric water disinfectant. J Amer Wat Res Assoc 32:793–797

    Article  CAS  Google Scholar 

  17. Sun G, Chen TY, Wheatley WB, Worley SD (1995b) Preparation of novel biocidal N-halamine polymers. J Bioact Compat Polym 10:135–144

    CAS  Google Scholar 

  18. Sun G, Wheatley WB, Worley SD (1994) A new cyclic N-halamine biocidal polymer. Ind Eng Chem Res 33:168–170

    Article  CAS  Google Scholar 

  19. Sun G, Xu X (1999) Durable and regenerable antibacterial finishing of fabrics: Fabric properties. Tex Chem Col 31:21–24

    CAS  Google Scholar 

  20. Sun Y, Chen TY, Worley SD, Sun G (2001) Novel refreshable N-halamine polymeric biocides containing imidazolidin-4-one derivatives. J Polym Sci A 39:3073–3094

    Article  CAS  Google Scholar 

  21. Worley SD, Chen Y, Wang J-W, Wu R, Cho U, Broughton RM, Kim J, Wei C-I, Williams J, Chen J, Li Y (2005) Novel N-halamine sioxane monomers and polymers. Surf Coat Intern Part B Coat Trans (in press)

  22. Worley SD, Li Y, Wu R, Kim J, Wei C-I, Williams JF, Owens J, Wander J, Bargmeyer AM, Shirtliff ME (2003) A novel N-halamine monomer for preparing biocidal polyurethane coatings. Surf Coat Intern Part B Coat Trans 86(B4):273–277

    Article  CAS  Google Scholar 

  23. Worley SD, Williams DE (1988) Halamine water disinfectants. Crit Rev Environ Contrl 18:133–175

    Article  CAS  Google Scholar 

  24. Worley SD, Sun G (1996) Biocidal polymers. Trends Polym Sci 4:364–370

    CAS  Google Scholar 

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Acknowledgments

This work was supported by US Air Force Contract FO8637-02-C-7020 and by the Vanson-HaloSource Corporation.

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Authors and Affiliations

  1. Department of Chemistry, Auburn University, Auburn, AL, 36849, USA

    J. Liang, R. Wu, J.-W. Wang, K. Barnes & S. D. Worley

  2. Department of Textile Engineering, Auburn University, Auburn, AL, 36849, USA

    U. Cho, J. Lee & R. M. Broughton

  3. Department of Nutrition and Food Science, Auburn University, Auburn, AL, USA

    T.-S. Huang

Authors
  1. J. Liang
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  2. R. Wu
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  3. J.-W. Wang
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  4. K. Barnes
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  5. S. D. Worley
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  6. U. Cho
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  7. J. Lee
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  8. R. M. Broughton
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  9. T.-S. Huang
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Corresponding author

Correspondence to S. D. Worley.

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Liang, J., Wu, R., Wang, JW. et al. N-halamine biocidal coatings. J Ind Microbiol Biotechnol 34, 157–163 (2007). https://doi.org/10.1007/s10295-006-0181-5

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  • DOI: https://doi.org/10.1007/s10295-006-0181-5

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