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Preparation and antibacterial activity of novel fluoroalkyl end-capped oligomers/silica nanocomposites-encapsulated low molecular biocides

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Abstract

Fluoroalkyl end-capped N-(1,1-dimethyl-3-oxobutyl)acrylamide oligomer [RF-(DOBAA) n -RF] reacted with tetraethoxysilane (TEOS) and silica nanoparticles in the presence of low-molecular weight biocides such as hibitane, hinokitiol, and hinokioil under alkaline conditions to afford RF-(DOBAA) n -RF/silica nanocomposites-encapsulated these biocides in excellent to moderate isolated yields. Fluoroalkyl end-capped N,N-dimethylacrylamide oligomer [RF-(DMAA) n -RF] and acrylic acid oligomer [RF-(ACA) n -RF]/silica nanocomposites-encapsulated hibitane were obtained under similar conditions. Dynamic light scattering measurements showed that the size of these fluorinated nanocomposites-encapsulated biocides thus obtained is nanometer size-controlled. Additionally, these fluorinated nanocomposites were shown to have a good dispersibility and stability in methanol and water. Of particular interest, these fluorinated nanocomposites-encapsulated biocides were found to have a good antibacterial activity against Staphylococcus aureus, and these nanocomposites were applied to the surface modification of traditional organic polymers such as poly(methyl methacrylate).

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Acknowledgements

Thanks are due to Kohjin Co. Ltd., Kyowa Hakko Kogyou Co., Ltd., and Yushiseihin Co., Ltd. for supply of DMAA, DOBAA, and hinokioil, respectively.

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Authors and Affiliations

  1. Department of Frontier Materials Chemistry, Faculty of Science and Technology, Hirosaki University, Bunkyo-cho, Hirosaki, 036-8561, Japan

    Hideo Sawada, Hiroshi Kakehi & Masashi Koizumi

  2. R & D Center, INAX Corporation, Tokoname, Aichi, 479-8588, Japan

    Hiroshi Kakehi, Yoshihiro Katoh & Masashi Miura

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  1. Hideo Sawada
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  2. Hiroshi Kakehi
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  3. Masashi Koizumi
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  4. Yoshihiro Katoh
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  5. Masashi Miura
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Correspondence to Hideo Sawada.

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Sawada, H., Kakehi, H., Koizumi, M. et al. Preparation and antibacterial activity of novel fluoroalkyl end-capped oligomers/silica nanocomposites-encapsulated low molecular biocides. J Mater Sci 42, 7147–7153 (2007). https://doi.org/10.1007/s10853-007-1549-2

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  • DOI: https://doi.org/10.1007/s10853-007-1549-2

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