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Antimicrobial surfaces of quaternized poly[(2-dimethyl amino)ethyl methacrylate] grafted on wood via ARGET ATRP

  • Haipeng Yu EMAIL logo , Yanchun Fu , Gang Li and Yixing Liu
Published/Copyright: November 17, 2012

Abstract

In special applications, such as hospitals and rehabilitation centers, hygienic wood surface with antimicrobial performance is recommendable. In the present study, the antimicrobial property of wood was increased by grafting with 2-(dimethylamino)ethyl methacrylate (DMAEMA). The reaction proceeds via radical polymerization, and analysis via Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, scanning electron microscopy, and thermogravimetric analysis confirmed the successful grafting of DMAEMA to wood. The tertiary amino groups of the immobilized P(DMAEMA) were then quaternized by an alkyl halide, and the quaternary ammonium groups at the surface in high concentration proved to be antibacterial. The test against Escherichia coli by means of the optical density method revealed that the bactericidal effect of the modified surface is higher than that of wood and the monomeric precursors of grafting.


Corresponding author: Haipeng Yu, College of Material Science and Engineering, Northeast Forestry University, No. 26 Hexing Road, Xiangfang District, Harbin 150040, China, Tel.: +86 451 8219 1756, Fax: +86 451 8219 0134

This work was financially supported by the Program for New Century Excellent Talents in University (NCET-10-0313). The authors give their sincere thanks to Professor Oskar Faix for his hard work to improve the technical quality of this paper.

References

ASTM E 2149. (2010) Standard test method for determining the antimicrobial activity of immobilized antimicrobial agents under dynamic contact conditions.Search in Google Scholar

Carlmark, A., Malmström, E.E. (2002) Atom transfer radical polymerization from cellulose fibers at ambient temperature. J. Am. Chem. Soc. 124:900–901.Search in Google Scholar

Castelvetro, V., Geppi, M., Giaiacopi, S., Mollica, G. (2006) Dynamics by solid state NMR: detailed study of Na-salt ibuprofen and comparison with acidic ibuprofen. Biomacromolecules 8:498–508.10.1021/bm060602wSearch in Google Scholar

Cen, L., Neoh, K.G., Kang, E.T. (2003) Surface functionalization technique for conferring antibacterial properties to polymeric and cellulosic surfaces. Langmuir 19:10295–10300.10.1021/la035104cSearch in Google Scholar

Dizman, B., Elasri, M.O., Mathias, J.L. (2006a) Synthesis and antibacterial activities of water-soluble methacrylate polymers containing quaternary ammonium compounds. J. Polym. Sci., Part A: Polym. Chem. 44:5965–5973.10.1002/pola.21678Search in Google Scholar

Dizman, B., Elasri, M.O., Mathias, J.L. (2006b) Synthesis and characterization of antibacterial and temperature responsive methacrylamide polymers. Macromolecules 39:5738–5746.10.1021/ma0607620Search in Google Scholar

Fu, Y.C., Li, G., Yu, H.P., Liu, Y.X. (2012) Hydrophobic modification of wood via surface-initiated ARGET ATRP of MMA. Appl. Surf. Sci. 258:2529–2533.Search in Google Scholar

Gottenbos, B., Mei, H.C., Klatter, F., Nieuwenhuis, P., Busscher, H.J. (2002) In vitro and in vivo antimicrobial activity of covalently coupled quaternary ammonium silane coatings on silicone rubber. Biomaterials 23:1417–1423.10.1016/S0142-9612(01)00263-0Search in Google Scholar

Gough, N.L., Dodd, C.E.R. (1998) The survival and disinfection of Salmonella typhimurium on chopping board surfaces of wood and plastic. Food Control 9:363–368.10.1016/S0956-7135(98)00127-3Search in Google Scholar

Grapski, J.A., Cooper, S.L. (2001) Synthesis and characterization of non-leaching biocidal polyurethanes. Biomaterials 22:2239–2246.10.1016/S0142-9612(00)00412-9Search in Google Scholar

Hansson, S., östmark, E., Carlmark, A., Malmström, E.E. (2009) ARGET ATRP for versatile grafting of cellulose using various monomers. ACS Appl. Mater. Interfaces 1:2651–2659.Search in Google Scholar

Ibach, R.E., Rowell, R.M. (2001) Wood preservation based on in situ polymerization of bioactive monomers. Part 1. Synthesis of bioactive monomers, wood treatments and microscopic analysis. Holzforschung 55:358–364.10.1515/HF.2001.060Search in Google Scholar

Jakubowski, W., Min, K., Matyjaszewski, K. (2006) Activators regenerated by electron transfer for atom transfer radical polymerization of styrene. Macromolecules 39:39–45.10.1021/ma0522716Search in Google Scholar

Kandelbauer, A., Widsten, P. (2009) Antibacterial melamine resin surfaces for wood-based furniture and flooring. Prog. Org. Coat. 65:305–313.10.1016/j.porgcoat.2008.12.003Search in Google Scholar

Kirker, G.T., Prewitt, M.L., Diehl, W.J., Diehl, S.V. (2012) Community analysis of preservative-treated southern pine (Pinus spp.) using terminal restriction fragment length polymorphism (T-RFLP) analysis. Part 2: Bacteria field study. Holzforschung 66:529–535.Search in Google Scholar

Kurt, P., Wood, L., Ohman, D.E., Wynne, K.J. (2007) Highly effective contact antimicrobial surfaces via polymer surface modifiers. Langmuir 23:4719–4723.10.1021/la063718mSearch in Google Scholar

Kwak, Y., Matyjaszewski, K. (2009) ARGET ATRP of methyl methacrylate in the presence of nitrogen-based ligands as reducing agents. Polym. Int. 58:242–247.Search in Google Scholar

Lee, S.B., Koepsel, R.R., Morley, S.W. (2004) Permanent, nonleaching antibacterial surfaces. 1. Synthesis by atom transfer radical polymerization. Biomacromolecules 5:877–882.10.1021/bm034352kSearch in Google Scholar

Lin, J., Shuyi, Q., Lewis, K., Klibanov, A.M. (2002) Bactericidal properties of flat surfaces and nanoparticles derivatized with alkylated polyethylenimines. Biotechnol. Progr. 18:1082–1086.Search in Google Scholar

Lindqvist, J., Nyström, D., Östmark, E., Antoni, P., Carlmark, A., Hult, A., Malmström, E.E. (2008) Intelligent dual-responsive cellulose surfaces via surface-initiated ATRP. Biomacromolecules 9:2139–2145.10.1021/bm800193nSearch in Google Scholar

Majumdar, P., Lee, E., Gubbins, N., Stafslien, S.J., Daniels, J., Thorson, C.J., Chisholm, B.J. (2009) Synthesis and antimicrobial activity of quaternary ammonium-functionalized POSS (Q-POSS) and polysiloxane coatings containing Q-POSS. Polymer 50:1124–1133.10.1016/j.polymer.2009.01.009Search in Google Scholar

Mattick, K., Durham, K., Domingue, G., Jorgensen, F., Sen, M., Schaffner, D.W., Humphrey, T. (2003) The survival of foodborne pathogens during domestic washing-up and subsequent transfer onto washing-up sponges, kitchen surfaces and food. Int. J. Food Microbiol. 85:213–226.10.1016/S0168-1605(02)00510-XSearch in Google Scholar

Matyjaszewski, K., Xia, J.H. (2001) Atom transfer radical polymerization. Chem. Rev. 101:2921–2990.Search in Google Scholar

Matyjaszewski, K., Dong, H., Jakubowski, W., Pietrasik, J., Kusumo, A. (2007) Grafting from surfaces for “everyone”: ARGET ATRP in the presence of air. Langmuir 23:4528–4531.10.1021/la063402eSearch in Google Scholar PubMed

Meng, T., Gao, X., Zhang, J., Yuan, J.Y., Zhang, Y.Z., He, J.S. (2009) Graft copolymers prepared by atom transfer radical polymerization (ATRP) from cellulose. Polymer 50:447–454.10.1016/j.polymer.2008.11.011Search in Google Scholar

Milling, A., Kehr, R., Wulf, A., Smalla K. (2005a) Survival of bacteria on wood and plastic particles: dependence on wood species and environmental conditions. Holzforschung 59:72–8110.1515/HF.2005.012Search in Google Scholar

Milling, A., Smalla, K., Kehr, R., Wulf, A. (2005b) The use of wood in practice – a hygienic risk? Holz Roh-Werkst 63:463–472.10.1007/s00107-005-0064-xSearch in Google Scholar

Morandi, G., Heath, L., Thielemans, W. (2009) Cellulose nanocrystals grafted with polystyrene chains through surface-initiated atom transfer radical polymerization. Langmuir 25:8280–8286.10.1021/la900452aSearch in Google Scholar PubMed

Tiller, J.C., Liao, C.J., Lewis, K., Klibanov, A.M. (2001) Designing surfaces that kill bacteria on contact. Proc. Natl. Acad. Sci. USA 98:5981–5985.10.1073/pnas.111143098Search in Google Scholar PubMed PubMed Central

Wang, D., Tan, J., Kang, H. (2011) Synthesis, self-assembly and drug release behaviors of pH-responsive copolymers ethyl cellulose-graft-PDEAEMA through ATRP. Carbohydr. Polym. 84:195–202.Search in Google Scholar

Westman, E.H., Ek, M., Wågberg, L. (2009) Antimicrobial activity of polyelectrolyte multilayer-treated cellulose films. 2nd ICC 2007, Tokyo, Japan, October 25–29, 2007. Holzforschung 63:33–39.10.1515/HF.2009.009Search in Google Scholar

Worley, S.D., Sun, G. (1996) Biocidal polymers. Trends Polym. Sci. 4:364–370.Search in Google Scholar

Xu, F.J., Neoh, K.G., Kang, E.T. (2009) Bioactive surfaces and bio-materials via atom transfer radical polymerization. Prog. Polym. Sci. 34:719–761.Search in Google Scholar

Zampano, G., Bertoldo, M., Bronco, S. (2009) Poly(ethyl acrylate) surface-initiated ATRP grafting from wood pulp cellulose fibers. Carbohydr. Polym. 75:22–31.Search in Google Scholar

Zhang, X., Xia, J., Matyjaszewski, K. (1998) Controlled/“living” radical polymerization of 2-(dimethylamino) ethyl methacrylate. Macromolecules 31:5167–5169.10.1021/ma980477jSearch in Google Scholar PubMed

Received: 2012-5-14
Accepted: 2012-10-16
Published Online: 2012-11-17
Published in Print: 2013-05-01

©2013 by Walter de Gruyter Berlin Boston

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