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Amine, melamine, and amide N - halamines as antimicrobial additives for polymers / Xinbo Sun in Industrial & engineering chemistry research, Vol. 49 N° 22 (Novembre 2010) 

Public ISBD [article]  in Industrial & engineering chemistry research > Vol. 49 N° 22 (Novembre 2010) . - pp. 11206–11213 Titre : Amine, melamine, and amide N - halamines as antimicrobial additives for polymers Type de document : texte imprimé Auteurs : Xinbo Sun, Auteur ; Zhengbing Cao, Auteur ; Nuala Porteous, Auteur Année de publication : 2011 Article en page(s) : pp. 11206–11213 Note générale : Chimie industrielle Langues : Anglais (eng) Mots-clés : Amine  Melamine  Antimicrobial  Polymers Résumé : N-Chloro-2,2,6,6-tetramethyl-4-piperidinol laurate (Cl-TMPL) was prepared by reacting 2,2,6,6-tetramethyl-4-piperidinol hydrochloride (TMP·HCl) with lauroyl chloride, followed by chlorination with sodium dichloroisocyanurate. The chemical structure of Cl-TMPL was characterized with FT-IR, NMR, DSC, and TGA analyses. The antimicrobial performance of Cl-TMPL against Gram-positive and Gram-negative bacteria was compared with 1-chloro-3-dodecyl-5,5-dimethylhydantoin (Cl-DDMH), an amide N-halamine, and chloro-2,4-diamino-6-dodecyl-1,3,5-triazine (Cl-DADT), a melamine (imino) N-halamine. The three classes of N-halamines were used as additives for polyurethane (PU). Visible light transparency data indicated that up to 6% of Cl-DDMH or Cl-DADT could be compatibly mixed with PU, but Cl-TMPL had low compatibility with PU at higher than 2% of Cl-TMPL. With the same additive content, Cl-DDMH and Cl-DADT provided more powerful antimicrobial and biofilm-controlling effects than Cl-TMPL. In stability studies, however, PU samples with Cl-TMPL released the lowest amount of active chlorine into the immersing solution, suggesting the highest stability of the antimicrobial and biofilm-controlling efficacy. DEWEY : 660 ISSN : 0888-5885 En ligne : http://pubs.acs.org/doi/abs/10.1021/ie101519u [article] Amine, melamine, and amide N - halamines as antimicrobial additives for polymers [texte imprimé] / Xinbo Sun, Auteur ; Zhengbing Cao, Auteur ; Nuala Porteous, Auteur . - 2011 . - pp. 11206–11213. Chimie industrielle Langues : Anglais (eng) in Industrial & engineering chemistry research > Vol. 49 N° 22 (Novembre 2010) . - pp. 11206–11213 Mots-clés : Amine  Melamine  Antimicrobial  Polymers Résumé : N-Chloro-2,2,6,6-tetramethyl-4-piperidinol laurate (Cl-TMPL) was prepared by reacting 2,2,6,6-tetramethyl-4-piperidinol hydrochloride (TMP·HCl) with lauroyl chloride, followed by chlorination with sodium dichloroisocyanurate. The chemical structure of Cl-TMPL was characterized with FT-IR, NMR, DSC, and TGA analyses. The antimicrobial performance of Cl-TMPL against Gram-positive and Gram-negative bacteria was compared with 1-chloro-3-dodecyl-5,5-dimethylhydantoin (Cl-DDMH), an amide N-halamine, and chloro-2,4-diamino-6-dodecyl-1,3,5-triazine (Cl-DADT), a melamine (imino) N-halamine. The three classes of N-halamines were used as additives for polyurethane (PU). Visible light transparency data indicated that up to 6% of Cl-DDMH or Cl-DADT could be compatibly mixed with PU, but Cl-TMPL had low compatibility with PU at higher than 2% of Cl-TMPL. With the same additive content, Cl-DDMH and Cl-DADT provided more powerful antimicrobial and biofilm-controlling effects than Cl-TMPL. In stability studies, however, PU samples with Cl-TMPL released the lowest amount of active chlorine into the immersing solution, suggesting the highest stability of the antimicrobial and biofilm-controlling efficacy. DEWEY : 660 ISSN : 0888-5885 En ligne : http://pubs.acs.org/doi/abs/10.1021/ie101519u

N-chloro-alkoxy-s-triazine-based antimicrobial additives: preparation, characterization, and antimicrobial and Biofilm-controlling functions / Xinbo Sun in Industrial & engineering chemistry research, Vol. 48 N°2 (Janvier 2009) 

Public ISBD [article]  in Industrial & engineering chemistry research > Vol. 48 N°2 (Janvier 2009) . - p. 607–612 Titre : N-chloro-alkoxy-s-triazine-based antimicrobial additives: preparation, characterization, and antimicrobial and Biofilm-controlling functions Type de document : texte imprimé Auteurs : Xinbo Sun, Auteur ; Zhengbing Cao, Auteur ; Yuyu Sun, Auteur Année de publication : 2009 Article en page(s) : p. 607–612 Note générale : chemical ingineering Langues : Anglais (eng) Mots-clés : Antimicrobial--  Biofilm-Controlling Résumé : A series of N-chloro-alkoxy-s-triazine antimicrobial additives were synthesized in this study. The structures of the samples were confirmed with FTIR, 1H NMR, and thermal analyses. The N-chlorinated alkoxy-s-triazines provided potent antimicrobial activities against Staphylococcus aureus (S. aureus, Gram-positive bacteria) and Escherichia coli (E. coli, Gram-negative bacteria) under waterborne test conditions. The N-chlorinated alkoxy-s-triazines were incorporated into polyurethane, one of the most widely used polymer materials, as antimicrobial additives through solvent casting. Upon contact, the resultant films provided a total kill of S. aureus and E. coli, and they successfully prevented the formation of bacterial biofilms on film surfaces, pointing to great potential of the new N-chloro-alkoxy-s-triazine antimicrobial additive approach for a broad range of antimicrobial and Biofilm-controlling applications. En ligne : http://pubs.acs.org/doi/abs/10.1021/ie801110s [article] N-chloro-alkoxy-s-triazine-based antimicrobial additives: preparation, characterization, and antimicrobial and Biofilm-controlling functions [texte imprimé] / Xinbo Sun, Auteur ; Zhengbing Cao, Auteur ; Yuyu Sun, Auteur . - 2009 . - p. 607–612. chemical ingineering Langues : Anglais (eng) in Industrial & engineering chemistry research > Vol. 48 N°2 (Janvier 2009) . - p. 607–612 Mots-clés : Antimicrobial--  Biofilm-Controlling Résumé : A series of N-chloro-alkoxy-s-triazine antimicrobial additives were synthesized in this study. The structures of the samples were confirmed with FTIR, 1H NMR, and thermal analyses. The N-chlorinated alkoxy-s-triazines provided potent antimicrobial activities against Staphylococcus aureus (S. aureus, Gram-positive bacteria) and Escherichia coli (E. coli, Gram-negative bacteria) under waterborne test conditions. The N-chlorinated alkoxy-s-triazines were incorporated into polyurethane, one of the most widely used polymer materials, as antimicrobial additives through solvent casting. Upon contact, the resultant films provided a total kill of S. aureus and E. coli, and they successfully prevented the formation of bacterial biofilms on film surfaces, pointing to great potential of the new N-chloro-alkoxy-s-triazine antimicrobial additive approach for a broad range of antimicrobial and Biofilm-controlling applications. En ligne : http://pubs.acs.org/doi/abs/10.1021/ie801110s

Preparation and characterization of N - halamine - based antimicrobial fillers / Revathi V. Padmanabhuni in Industrial & engineering chemistry research, Vol. 51 N° 14 (Avril 2012) 

Public ISBD [article]  in Industrial & engineering chemistry research > Vol. 51 N° 14 (Avril 2012) . - pp. 5148–5156 Titre : Preparation and characterization of N - halamine - based antimicrobial fillers Type de document : texte imprimé Auteurs : Revathi V. Padmanabhuni, Auteur ; Jie Luo, Auteur ; Zhengbing Cao, Auteur Année de publication : 2012 Article en page(s) : pp. 5148–5156 Note générale : Chimie industrielle Langues : Anglais (eng) Mots-clés : Polymer  Composites  antimicrobial Résumé : 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. ISSN : 0888-5885 En ligne : http://pubs.acs.org/doi/abs/10.1021/ie300212x [article] Preparation and characterization of N - halamine - based antimicrobial fillers [texte imprimé] / Revathi V. Padmanabhuni, Auteur ; Jie Luo, Auteur ; Zhengbing Cao, Auteur . - 2012 . - pp. 5148–5156. Chimie industrielle Langues : Anglais (eng) in Industrial & engineering chemistry research > Vol. 51 N° 14 (Avril 2012) . - pp. 5148–5156 Mots-clés : Polymer  Composites  antimicrobial Résumé : 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. ISSN : 0888-5885 En ligne : http://pubs.acs.org/doi/abs/10.1021/ie300212x