Novel N-halamine silanes

被引:67
作者
Kou, Lei [1 ]
Liang, Jie [1 ]
Ren, Xuehong [1 ]
Kocer, Hasan B. [2 ]
Worley, S. D. [1 ]
Broughton, R. M. [2 ]
Huang, T. S. [3 ]
机构
[1] Auburn Univ, Dept Chem & Biochem, Auburn, AL 36849 USA
[2] Auburn Univ, Dept Polymer & Fiber Engn, Auburn, AL 36849 USA
[3] Auburn Univ, Dept Nutr & Food Sci, Auburn, AL 36849 USA
关键词
N-Halamine; Siloxane; Disinfectant; Antimicrobial coating; Silica gel; Cotton; BIOLOGICALLY-ACTIVE POLYMERS; TELECHELIC ANTIMICROBIAL FUNCTIONS; QUATERNARY AMMONIUM; SURFACE MODIFIERS; BIOCIDAL COATINGS; FUNCTIONAL MODIFICATION; ANTIBACTERIAL ACTIVITY; SILOXANE COPOLYMERS; SUPPORTED REAGENTS; PHOSPHONIUM GROUPS;
D O I
10.1016/j.colsurfa.2009.04.047
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The monomers of the compounds 6-phenyl-3-(3'-triethoxysilylpropyl)-1,3,5-triazinane-2,4-dione and 6.6-dimethyl-3-(3'-triethoxysilyl propyl)-1,3,5-triazinane-2,4-dione have been synthesized and coated on the surfaces of silica gel particles and cellulose. Exposure to diluted sodium hypochlorite solutions renders these polymers antimicrobial. The treated polymers inactivated (7 logs) both Staphylococcus aureus and Escherichia coli O157:H7 with brief contact times. The coated cotton fabrics showed great stability and rechargeability following exposure to UV and ambient light. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:88 / 94
页数:7
相关论文
共 62 条
[1]   The stabilities of N-Cl bonds in biocidal materials [J].
Akdag, Akin ;
Okur, Serife ;
McKee, Michael L. ;
Worley, S. D. .
JOURNAL OF CHEMICAL THEORY AND COMPUTATION, 2006, 2 (03) :879-884
[2]   Modification of silica gel, cellulose, and polyurethane with a sterically hindered N-halamine moiety to produce antimicrobial activity [J].
Barnes, K. ;
Liang, J. ;
Worley, S. D. ;
Lee, J. ;
Broughton, R. M. ;
Huang, T. S. .
JOURNAL OF APPLIED POLYMER SCIENCE, 2007, 105 (04) :2306-2313
[3]   Synthesis and antimicrobial applications of 5,5′-ethylenebis[5-methyl-3-(3-triethoxysilylpropyl)hydantoin] [J].
Barnes, Kevin ;
Liang, J. ;
Wu, R. ;
Worley, S. D. ;
Lee, J. ;
Broughton, R. M. ;
Huang, T. S. .
BIOMATERIALS, 2006, 27 (27) :4825-4830
[4]  
BOGOCZEK R, 1986, POLYM COMMUN, V27, P286
[5]   STUDIES ON A MACROMOLECULAR DICHLOROAMINE - THE N,N-DICHLORO POLY(STYRENE-CO-DIVINYLBENZENE) SULFONAMIDE [J].
BOGOCZEK, R ;
KOCIOLEK-BALAWEJDER, E .
ANGEWANDTE MAKROMOLEKULARE CHEMIE, 1989, 169 :119-135
[6]   Biocidal polystyrenehydantoin beads. 2. Control of chlorine loading [J].
Chen, YJ ;
Worley, SD ;
Kim, J ;
Wei, CI ;
Chen, TY ;
Suess, J ;
Kawai, H ;
Williams, JF .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2003, 42 (23) :5715-5720
[7]   N-halamine-based antimicrobial additives for polymers:: Preparation, characterization, and antimicrobial activity [J].
Chen, ZB ;
Sun, YY .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2006, 45 (08) :2634-2640
[8]   Synthesis and Solution Properties of Norbornene Based Polybetaines [J].
Colak, Semra ;
Tew, Gregory N. .
MACROMOLECULES, 2008, 41 (22) :8436-8440
[10]   FUNCTIONALLY MODIFIED POLY(STYRENE-DIVINYLBENZENE) - PREPARATION, CHARACTERIZATION, AND BACTERICIDAL ACTION [J].
EMERSON, DW ;
SHEA, DT ;
SORENSEN, EM .
INDUSTRIAL & ENGINEERING CHEMISTRY PRODUCT RESEARCH AND DEVELOPMENT, 1978, 17 (03) :269-274