Preparation and Characterization of N-Halamine-Based Antimicrobial Fillers

作者：Padmanabhuni Revathi V; Luo Jie; Cao Zhengbing; Sun Yuyu^*

来源：Industrial & Engineering Chemistry Research, 2012, 51(14): 5148-5156.

DOI：10.1021/ie300212x

The purpose of this study was to demonstrate that the surface of CaCO3 fillers can be coated with an N-halamine-based fatty acid to make the filler surface organophilic and simultaneously achieve antibacterial activity, rendering the resulting polymer filler composites antimicrobial. Thus, a new bifunctional compound, 4,4-dimethylhydantoin undecanoic acid (DMH-UA), was synthesized by treating the potassium salt of dimethylhydantoin (DMH) with 11-bromoundecanoic acid (BUA). Upon chlorination treatment with dilute bleach, DMH-UA was transformed into 3-chloro-4,4-dimethylhydantoin undecanoic acid (Cl-DMH-UA). Alternatively, DMH-UA could be coated onto the surface of CaCO3 to obtain the corresponding calcium salt, 4,4-dimethylhydantoin undecanoic acid calcium carbonate (DMH-UA-CaCO3). In the presence of dilute chlorine bleach, the DMH-UA coated on the surface of CaCO3 was transformed into Cl-DMH-UA, leading to the formation of Cl-DMH-UA-CaCO3. The reactions were characterized by FT-IR, NMR, UV, DSC, and SEM analyses. Both Cl-DMH-UA and Cl-DMH-UA-CaCO3 were used as antimicrobial additives for cellulose acetate (CA). The antimicrobial efficacy of the resulting samples was evaluated against both Escherichia coli (Gram-negative bacteria) and Staphylococcus aureus (Gram-positive bacteria). It was found that, for the same additive content, CA samples with Cl-DMH-UA-CaCO3 and Cl-DMH-UA had very similar antimicrobial and biofilm-controlling activities, but the former released less active chlorine into the surrounding environment than the latter.

• 出版日期2012-4-11