Synthesis and Characterization of Biocidal Poly(oxyethylene)s Having N-Halamine Side Groups

Kwonyong Choi; Moon-Ja Nam; Jee Yeon Kim; Jeyong Yoon; Jong-Chan Lee

Macromolecular Research, Vol.19, No.12, 1227-1232, December, 2011

DOI10.1007/s13233-011-1213-1 Export Citation

Synthesis and Characterization of Biocidal Poly(oxyethylene)s Having N-Halamine Side Groups

Kwonyong Choi, Moon-Ja Nam, Jee Yeon Kim, Jeyong Yoon , and Jong-Chan Lee^†

Department of Chemical and Biological Engineering, Seoul National University, Seoul, 151-744, Korea

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Biocidal poly(oxyethylene)s with N-halamine side groups were prepared using polymer analogous reactions of poly[oxy(chloromethyl)ethylene] with 5,5-dimethylhydantoin followed by chlorination. The biocidal poly(oxyethylene) films effectively inactivated the gram-negative bacteria Escherichia coli and maintained their biocidal property after long-term (3-month) storage. Since biocidal poly(oxyethylene) films have antibacterial efficacy and stability on hard surfaces, they could be useful in a variety of household and medical antibacterial applications.

Keywords:biocidal polymer;N-halamine;poly(oxyethylene);E. coli.

[References]

Emerson DW, Shea DT, Sorensen EM, Ind. Eng. Chem. Prod. Res. Dev., 18, 269 (1978)
Sun G, Wheatley WB, Worley SD, Ind. Eng. Chem. Res., 33(1), 168 (1994)
Sun G, Allen LC, Luckie EP, Wheatley WB, Worley SD, Ind. Eng. Chem. Res., 34(11), 4106 (1995)
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Eknoian MW, Putman JH, Worley SD, Ind. Eng. Chem. Res., 37(7), 2873 (1998)
Panangala VS, Liu L, Sun G, Worley SD, Mitra A, J.Virol. Methods., 66, 263 (1997)
Sun Y, Sun G, Macromolecules, 35(23), 8909 (2002)
Eknoian MW, Worley SD, Bickert J, Williams JF, Polymer, 40(6), 1367 (1999)
Liang J, Chen Y, Barnes K, Wu R, Worley SD, Huang TS, Biomaterials., 27, 2495 (2006)
Chen YJ, Worley SD, Kim J, Wei CI, Chen TY, Santiago JI, Williams JF, Sun G, Ind. Eng. Chem. Res., 42(2), 280 (2003)
Sun G, Xu XJ, Bickett JR, Williams JF, Ind. Eng. Chem. Res., 40(4), 1016 (2001)
Qian L, Sun G, J. Appl. Polym. Sci., 89(9), 2418 (2003)
Qian L, Sun G, J. Appl. Polym. Sci., 91(4), 2588 (2004)
Sun YY, Sun G, J. Appl. Polym. Sci., 80(13), 2460 (2001)
Sun YY, Sun G, J. Appl. Polym. Sci., 81(6), 1517 (2001)
Sun YY, Sun G, J. Polym. Sci. A: Polym. Chem., 39(19), 3348 (2001)
Sun YY, Sun G, J. Appl. Polym. Sci., 88(4), 1032 (2003)
Ware E, Chem. Rev., 46, 403 (1950)
Cho M, Kim J, Yoon J, Water Res., 40, 2911 (2006)
Sobsey MD, Water Sci. Technol., 21, 179 (1989)

[Related Articles]

[1] Emerson DW, Shea DT, Sorensen EM, Ind. Eng. Chem. Prod. Res. Dev., 18, 269 (1978)

[2] Sun G, Wheatley WB, Worley SD, Ind. Eng. Chem. Res., 33(1), 168 (1994)

[3] Sun G, Allen LC, Luckie EP, Wheatley WB, Worley SD, Ind. Eng. Chem. Res., 34(11), 4106 (1995)

[4] Nelson GD, in Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed., Wiley Interscience, New York, 565 (1979)

[5] Eknoian MW, Putman JH, Worley SD, Ind. Eng. Chem. Res., 37(7), 2873 (1998)

[6] Panangala VS, Liu L, Sun G, Worley SD, Mitra A, J.Virol. Methods., 66, 263 (1997)

[7] Sun Y, Sun G, Macromolecules, 35(23), 8909 (2002)

[8] Eknoian MW, Worley SD, Bickert J, Williams JF, Polymer, 40(6), 1367 (1999)

[9] Liang J, Chen Y, Barnes K, Wu R, Worley SD, Huang TS, Biomaterials., 27, 2495 (2006)

[10] Chen YJ, Worley SD, Kim J, Wei CI, Chen TY, Santiago JI, Williams JF, Sun G, Ind. Eng. Chem. Res., 42(2), 280 (2003)

[11] Sun G, Xu XJ, Bickett JR, Williams JF, Ind. Eng. Chem. Res., 40(4), 1016 (2001)

[12] Qian L, Sun G, J. Appl. Polym. Sci., 89(9), 2418 (2003)

[13] Qian L, Sun G, J. Appl. Polym. Sci., 91(4), 2588 (2004)

[14] Sun YY, Sun G, J. Appl. Polym. Sci., 80(13), 2460 (2001)

[15] Sun YY, Sun G, J. Appl. Polym. Sci., 81(6), 1517 (2001)

[16] Sun YY, Sun G, J. Polym. Sci. A: Polym. Chem., 39(19), 3348 (2001)

[17] Sun YY, Sun G, J. Appl. Polym. Sci., 88(4), 1032 (2003)

[18] Ware E, Chem. Rev., 46, 403 (1950)

[19] Cho M, Kim J, Yoon J, Water Res., 40, 2911 (2006)

[20] Sobsey MD, Water Sci. Technol., 21, 179 (1989)