New refreshable N-halamine polymeric biocides: N-chlorination of acyclic amide grafted cellulose

Industrial and Engineering Chemistry Research

Volumn 48, Issue 2, 2009, Pages 613-618

  Liu, Song ^a   Sun, Gang ^b  

^a UNIVERSITY OF MANITOBA   (Canada)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDIC CONDITIONS; ACRYLAMIDE; ALKALINE CONDITIONS; ANTIBACTERIAL FUNCTIONS; ANTIMICROBIAL MATERIALS; CHLORINE CONTENTS; CONTACT TIME; E. COLI; GRAFTED CELLULOSE; LOG REDUCTIONS; METHACRYLAMIDE; N CHLORINATIONS; N-HALAMINE; POLYACRYLAMIDE; PRIMARY AMIDES; RADICAL POLYMERIZATIONS; SECONDARY AMIDES; STERIC HINDRANCES;

ACRYLIC MONOMERS; AMIDES; CELLULOSE; CHLORINATION; ESCHERICHIA COLI; FREE RADICAL POLYMERIZATION; GRAFTING (CHEMICAL); HYDROLYSIS; POLYMERS; SODIUM CHLORIDE;

CHLORINE;

ACRYLIC COMPOUNDS; AMIDES; BIOCIDES; CELLULOSE; CHLORINATION; CHLORINE; COPOLYMERIZATION; FREE RADICALS; HYDROLYSIS; MONOMERS; POLYMERS; SODIUM CHLORIDE;

EID: 61649103349     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie8007902     Document Type: Article

References (17)

1. Liu, S.; Sun, G. Durable and Regenerable Biocidal Polymers: Acyclic N-Halamine Cotton Cellulose. Ind. Eng. Chem. Res. 2006, 45, 6477.
2. Randhawa, M.; Gartner, I.; Becker, C.; Student, J.; Chai, M.; Mueller, A. Imprinted polymers for water purification. J. Appl. Polym. Sci. 2007, 106, 3321.
3. Sanli, O.; Zemzem, R.; Unal, H. I. Graft copolymerization of 2-acrylamido-2-methylpropanesulfonic acid on dimethyl sulfoxide-pretreated polyethylene terephthalate films using cerium ammonium nitrate as initiator. J. Macromol. Sci. 2003, A40, 947.
4. Pinto, N. J.; Carrión, P.; Quiñones, J. X. Electroless deposition of nickel on electrospun fibers of 2-acrylamido-2-methyl-1- propanesulfonic acid doped polyaniline. Mater. Sci. Eng. 2004, A366, 1.
5. Kochkodan, V. M.; Hilal, N.; Goncharuk, V. V.; Al-Khatib, L.; Levadna, T. I. Effect of the surface modification of polymer membranes on their microbiological fouling. Colloid J. 2006, 68, 267.
6. Prata, C.; Giusti, F.; Gohon, Y.; Pucci, B.; Popot, J. L.; Tribet, C. Nonionic amphiphilic polymers derived from tris(hydroxymethyl)-acrylamidomethane keep membrane proteins soluble and native in the absence of detergent. Biopolymers 2001, 56, 77.
7. Liu, S.; Sun, G. Biocidal Acyclic Halamine Polymers: Conversion of Acrylamide-Grafted-Cotton to Acyclic Halamine. J. Appl. Polym. Sci. 2008, 108, 3480.
8. Sun, Y.; Sun, G. Durable and regenerable antimicrobial textile materials prepared by a continuous grafting process. J. Appl. Polym. Sci. 2002, 84 (8), 1592.
9. Sun, Y.; Sun, G. Durable and refreshable polymeric N-halamine biocides containing 3-(4′-vinylbenzyl)-5,5-dimethylhydantoin. J. Polym. Sci., Part A: Polym. Chem. 2001, 39 (19), 3348.
10. Ingham, J. W.; Morrison, J. The dissociation constant of hypochlorous acid: glass electrode potential determinations. J. Chem. Soc. 1933, 1200.
11. Mauger, R. P.; Soper, F. G. Acid catalysis in the formation of chloroamides from hypochlorous acid-nitrogen chlorination by hypochlorite ions and by acyl hypochlorites. J. Chem. Soc. 1946, 71.
12. Churchill, J. W.; Lapkin, M.; Martinez, F.; Zaslowsky, J. A. Concerted displacement reactions: the reaction of catechol with acyl halides. J. Am. Chem. Soc. 1958, 80, 1944.
13. Nagase, K.; Sakaguchi, K. Alkaline Hydrolysis of Polyacrylamide. J. Poly. Sci., Part A: Polym. Chem. 1965, 3, 2475.
14. Pauling, L. The nature of the chemical bond, 3rd. ed.; Cornell University Press: Ithaca, 1960.
15. Antelo, J. M.; Arce, F.; Parajo, M.; Pousa, A. I.; Perez-Moure, J. C. Chlorination of N-Methylacetamide: A Kinetic Study. Int. J. Chem. Kinet. 1995, 27, 1021.
16. Volk, H.; Friedrich, R. E. Handbook of Water-Soluble Gums and Resins; McGraw-Hill: New York, 1980; Chapter 16.
17. Williams, D. E.; Elder, E. D.; Worley, S. D. Is free halogen necessary for disinfection. Appl. Environ. Microbiol. 1988, 54, 2583.