Antimicrobial cotton containing N-halamine and quaternary ammonium groups by grafting copolymerization

Applied Surface Science

Volumn 296, Issue , 2014, Pages 231-236

  Liu, Ying ^a   Ren, Xuehong ^a   Huang, T S ^b  

^a JIANGNAN UNIVERSITY   (China)

^b AUBURN UNIVERSITY   (United States)

Author keywords

Antimicrobial; Cationic monomer; Cotton; Grafting copolymerization; N halamine

Indexed keywords

CHLORINE COMPOUNDS; COPOLYMERIZATION; COTTON; COTTON FABRICS; ESCHERICHIA COLI; FOURIER TRANSFORM INFRARED SPECTROSCOPY; MONOMERS; TENSILE STRENGTH;

ANTIBACTERIAL MATERIALS; ANTIMICROBIAL; CATIONIC MONOMERS; ESCHERICHIA COLI O157:H7; GRAFTING COPOLYMERIZATION; N-HALAMINE; QUATERNARY AMMONIUM GROUP; STAPHYLOCOCCUS AUREUS;

GRAFTING (CHEMICAL);

BACTERIA; CHLORINE COMPOUNDS; COPOLYMERIZATION; COTTON; FOURIER ANALYSIS; INFRARED SPECTROSCOPY; MONOMERS; TENSILE STRENGTH;

EID: 84894349543     PISSN: 01694332     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.apsusc.2014.01.106     Document Type: Article

References (48)

1. Z. Chen, and Y. Sun N-halamine-based antimicrobial additives for polymers: preparation, characterization, and antimicrobial activity Ind. Eng. Chem. Res. 45 2006 2634 2640
2. A. Dong, Q. Zhang, T. Wang, W. Wang, F. Liu, and G. Gao Immobilization of cyclic N-halamine on polystyrene-functionalized silica nanoparticles: synthesis, characterization, and biocidal activity J. Phys. Chem. 114 2010 17298 17303
3. X. Ren, L. Kou, H.B. Kocer, C. Zhu, S.D. Worley, R.M. Broughton, and T.S. Huang Antimicrobial coating of an N-halamine biocidal monomer on cotton fibers via admicellar polymerization Colloids Surf. A 317 2008 711 716
4. X. Ren, L. Kou, J. Liang, S.D. Worley, Y.-M. Tzou, and T.S. Huang Antimicrobial efficacy and light stability of N-halamine siloxanes bound to cotton Cellulose 15 2008 593 598
5. L. Kou, J. Liang, X. Ren, H.B. Kocer, S.D. Worley, R.M. Broughton, and T.S. Huang Novel N-halamine silanes Colloids Surf. A 345 2009 88 94
6. I. Cerkez, H.B. Kocer, S.D. Worley, R.M. Broughton, and T.S. Huang N-halamine copolymers for biocidal coatings React. Funct. Polym. 72 2012 673 679
7. X. Ren, A. Akdag, H.B. Kocer, S.D. Worley, R.M. Broughton, and T.S. Huang N-halamine-coated cotton for antimicrobial and detoxification applications Carbohydr. Polym. 78 2009 220 226
8. S. Liu, and G. Sun Durable and regenerable biocidal polymers: acyclic N-halamine cotton cellulose Ind. Eng. Chem. Res. 45 2006 6477 6482
9. J. Lin, C. Winkelman, S.D. Worley, R.M. Broughton, and J.F. Williams Antimicrobial treatment of nylon J. Appl. Polym. Sci. 81 2001 943 947
10. J. Liang, J.R. Owens, T.S. Huang, and S.D. Worley Biocidal hydantoinylsiloxane polymers. IV. N-halamine siloxane-functionalized silica gel J. Appl. Polym. Sci. 101 2006 3448 3454
11. I. Cerkez, H.B. Kocer, S.D. Worley, R.M. Broughton, and T.S. Huang N-halamine biocidal coatings via a layer-by-layer assembly technique Langmuir 27 2011 4091 4097
12. K. Barnes, J. Liang, S.D. Worley, J. Lee, R.M. Broughton, and T.S. Huang Modification of silica gel, cellulose, and polyurethane with a sterically hindered N-halamine moiety to produce antimicrobial activity J. Appl. Polym. Sci. 105 2007 2306 2313
13. Z. Cao, and Y. Sun Polymeric N-halamine latex emulsions for use in antimicrobial paints ACS Appl. Mater. Interfaces 1 2009 494 504
14. H.B. Kocer, I. Cerkez, S.D. Worley, R.M. Broughton, and T.S. Huang N-halamine copolymers for use in antimicrobial paints ACS Appl. Mater. Interfaces 3 2011 3189 3194
15. Y. Sun, and G. Sun Novel refreshable N-halamine polymeric biocides: grafting hydantoin-containing monomers onto high performance fibers by a continuous process J. Appl. Polym. Sci. 88 2003 1032 1039
16. H.B. Kocer, S.D. Worley, R.M. Broughton, and T.S. Huang A novel N-halamine acrylamide monomer and its copolymers for antimicrobial coatings React. Funct. Polym. 71 2011 561 568
17. S. Liu, and G. Sun New refreshable N-halamine polymeric biocides: N-chlorination of acyclic amide grafted cellulose Ind. Eng. Chem. Res. 48 2008 613 618
18. A.E.-S.I. Ahmed, J.N. Hay, M.E. Bushell, J.N. Wardell, and G. Cavalli Biocidal polymers(II): determination of biological activity of novel N-halamine biocidal polymers and evaluation for use in water filters React. Funct. Polym. 68 2008 1448 1458
19. Y. Sun, and G. Sun Durable and refreshable polymeric N-halamine biocides containing 3-(4′-vinylbenzyl)-5,5-dimethylhydantoin J. Polym. Sci. A: Polym. Chem. 39 2001 3348 3355
20. I. Cerkez, S.D. Worley, R.M. Broughton, and T.S. Huang Rechargeable antimicrobial coatings for poly(lactic acid) nonwoven fabrics Polymer 54 2013 536 541
21. Y. Chen, S.D. Worley, T.S. Huang, J. Weese, J. Kim, C.I. Wei, and J.F. Williams Biocidal polystyrene beads. IV. Functionalized methylated polystyrene J. Appl. Polym. Sci. 92 2004 368 372
22. Y. Chen, S.D. Worley, J. Kim, C.I. Wei, T.-Y. Chen, J. Suess, H. Kawai, and J.F. Williams Biocidal polystyrenehydantoin beads. 2. Control of chlorine loading Ind. Eng. Chem. Res. 42 2003 5715 5720
23. Y. Sun, and G. Sun Durable and regenerable antimicrobial textile materials prepared by a continuous grafting process J. Appl. Polym. Sci. 84 2002 1592 1599
24. L. Huang, X. Sun, Y.-H. Xiao, Y. Dong, Z.-C. Tong, X.-D. Xing, F. Li, Z.-G. Chai, and J.-H. Chen Antibacterial effect of a resin incorporating a novel polymerizable quaternary ammonium salt MAE-DB against Streptococcus mutans J. Biomed. Mater. Res. B: Appl. Biomater. 100B 2012 1353 1358
25. M. Tischer, G. Pradel, K. Ohlsen, and U. Holzgrabe Quaternary ammonium salts and their antimicrobial potential: targets or nonspecific interactions ChemMedChem 7 2012 22 31
26. L. Kou, J. Liang, X. Ren, H.B. Kocer, S.D. Worley, Y.M. Tzou, and T.S. Huang Synthesis of a water-soluble siloxane copolymer and its application for antimicrobial coatings Ind. Eng. Chem. Res. 48 2009 6521 6526
27. M. Krumova, D. López, R. Benavente, C. Mijangos, and J.M. Pereña Effect of crosslinking on the mechanical and thermal properties of poly(vinyl alcohol) Polymer 41 2000 9265 9272
28. B. Simončič, B. Orel, A. Vilčnik, and H. Spreizer Biodegradability of cellulose fabric modified by imidazolidinone Carbohydr. Polym. 69 2007 478 488
29. K. Hofstetter, B. Hinterstoisser, and L. Salmén Moisture uptake in native cellulose-the roles of different hydrogen bonds: a dynamic FT-IR study using deuterium exchange Cellulose 13 2006 131 145
30. J. Łojewska, P. Miskowiec, T. Łojewski, and L.M. Proniewicz Cellulose oxidative and hydrolytic degradation: in situ FTIR approach Polym. Degrad. Stabil. 88 2005 512 520
31. I. Cerkez, S.D. Worley, R.M. Broughton, and T.S. Huang Antimicrobial surface coatings for polypropylene nonwoven fabrics React. Funct. Polym. 73 2013 1412 1419
32. J. Yao, and Y. Sun Preparation and characterization of polymerizable hindered amine-based antimicrobial fibrous materials Ind. Eng. Chem. Res. 47 2008 5819 5824
33. Y. Sun, T.Y. Chen, S.D. Worley, and G. Sun Novel refreshable N-halamine polymeric biocides containing imidazolidin-4-one derivatives J. Polym. Sci. 39 2001 3073 3084
34. J. Luo, and Y. Sun Acyclic N-Halamine coated kevlar fabric materials: preparation and biocidal functions Ind. Eng. Chem. Res. 47 2008 5291 5297
35. L. Qian, and G. Sun Durable and regenerable antimicrobial textiles: synthesis and applications of 3-methylol-2,2,5,5-tetramethyl-imidazolidin-4-one (MTMIO) J. Appl. Polym. Sci. 89 2003 2418 2425
36. G. Sun, X. Xu, J.R. Bickett, and J.F. Williams Durable and regenerable antibacterial finishing of fabrics with a new hydantoin derivative Ind. Eng. Chem. Res. 40 2001 1016 1021
37. K. Ma, Y. Liu, Z. Xie, R. Li, Z. Jiang, X. Ren, and T.-S. Huang Synthesis of novel N-halamine epoxide based on cyanuric acid and its application for antimicrobial finishing J. Appl. Polym. Sci. 52 2013 7413 7418
38. E. Murugan, P. Gopinath, V. Shanmugayya, and N. Mathivanan Antibacterial activity of novel insoluble bead-shaped polymer-supported multiquaternary ammonium salts J. Appl. Polym. Sci. 117 2010 3673 3678
39. M.J. Saif, J. Anwar, and M.A. Munawar A novel application of quaternary ammonium compounds as antibacterial hybrid coating on glass surfaces Langmuir 25 2008 377 379
40. Y. Liu, K. Ma, R. Li, X. Ren, and T.S. Huang Antibacterial cotton treated with N-halamine and quaternary ammonium salt Cellulose 20 2013 3123 3130
41. R.R. Carballo, V. Campodall' Orto, J.A. Hurst, A. Spiaggi, C. Bonazzola, and I.N. Rezzano Covalently attached metalloporphyrins in LBL self-assembled redox polyelectrolyte thin films Electrochim. Acta 53 2008 5215 5219
42. S.P. Denyer Mechanisms of action of antibacterial biocides Int. Biodeterior. Biodegrad. 36 1995 227 245
43. A.E.-S.I. Ahmed, J.N. Wardell, A.E. Thumser, C.A. Avignone-Rossa, G. Cavalli, J.N. Hay, and M.E. Bushell Metabolomic profiling can differentiate between bactericidal effects of free and polymer bound halogen J. Appl. Polym. Sci. 119 2011 709 718
44. R. Barbucci, A. Magnani, and M. Consumi Swelling behavior of carboxymethylcellulose hydrogels in relation to cross-linking, pH, and charge density Macromolecules 33 2000 7475 7480
45. S. Chen, S. Chen, S. Jiang, M. Xiong, J. Luo, J. Tang, and Z. Ge Environmentally friendly antibacterial cotton textiles finished with siloxane sulfopropylbetaine ACS Appl. Mater. Interfaces 3 2011 1154 1162
46. J. Liang, R. Wu, J.-W. Wang, K. Barnes, S.D. Worley, U. Cho, J. Lee, R.M. Broughton, and T.-S. Huang N-halamine biocidal coatings J. Ind. Microbiol. Biotechnol. 34 2007 157 163
47. Y. Sun, Z. Chen, and M. Braun Preparation and physical and antimicrobial properties of a cellulose-supported chloromelamine derivative Ind. Eng. Chem. Res. 44 2005 7916 7920
48. J. Liang, Y. Chen, X. Ren, R. Wu, K. Barnes, S.D. Worley, R.M. Broughton, U. Cho, H. Kocer, and T.S. Huang Fabric treated with antimicrobial N-halamine epoxides Ind. Eng. Chem. Res. 46 2007 6425 6429