Rechargeable biocidal cellulose: Synthesis and application of 3-(2,3-dihydroxypropyl)-5,5-dimethylimidazolidine-2,4-dione

Ren, Xiaofeng; Kocer, Hasan B.; Worley, S. D.; Broughton, R. M.; Huang, Tung‐Shi

doi:10.1016/j.carbpol.2008.09.012

Cited by 107 publications

(52 citation statements)

References 22 publications

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“…The shifts to higher wavenumber of the hydantoin carbonyl bands upon chlorination have been also reported for other Nhalamines. 40,41 The band at 1698 cm −1 is observed in cotton coated with PSPH/TiO 2 (as shown in Figure 4D), correspond- Figure 5 shows the XRD patterns of rutile titanium dioxide, cotton coated with PSPH/TiO 2 , and chlorinated cotton coated with PSPH/TiO 2 . The peaks at 27.56°, 36.18°, 41.36°, and 54.42°for rutile titanium dioxide are observed as shown in Figure 5(A) and attributed to the (110), (101), (111), and (211) lattice planes of the rutile phase which is consistent with rutile TiO 2 reported by others.…”

Section: ■ Results and Discussionmentioning

confidence: 82%

Antimicrobial Cellulose Modified with Nanotitania and CyclicN-Halamine

Liu

Jiang

et al. 2014

Ind. Eng. Chem. Res.

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Organic−inorganic composites have the drawn attention of researchers due to their combined properties. In this work, poly [5,5-dimethyl-3-(3′-triethoxysilylpropyl)hydantoin] (PSPH) was synthesized and coated onto cotton fibers together with titania nanoparticles (TiO 2 ) by chemical binding in a one-bath process. The treated cotton with improved UV stability can produce biocidal properties against S. aureus (ATCC 6538) and E. coli O157:H7 (ATCC 43895) upon chlorination with diluted sodium hypochlorite solutions. The characteristics of the coated cotton were determined by SEM, FTIR, XRD, and XPS, and the washing stability and antibacterial efficacies were tested. Moreover, the N−Cl bond and compound stability under UV irradiation were measured. It was found that the treated cotton showed excellent antimicrobial properties within a brief contact time and great washing stability. The N−Cl bond and compound itself showed excellent stability under UV light irradiation. ■ INTRODUCTIONAs surface antibacterial agents, phosphonium salts, 1−3 quaternary ammonium salts, 4−6 chitosan, 7−9 and N-halamine compounds 10−17 are currently studied and applied in infection control. Among these materials, N-halamine compounds show superior antibacterial properties against a broad spectrum of bacteria within brief contact times with advantages of being environmentally friendly and exhibiting regeneration upon exposure to household bleach solution. The oxidative halogen of N-halamine compounds can be directly transferred to the microbial cell membrane and then inactivate the microorganisms. The poor UV stabilities of some of the N-halamine compounds might limit their practical application. For example, N−Cl bonds of N-halamine siloxanes and covalent bonds between hydantoin siloxanes and cellulose are easily broken under UV light irradiation. 18−20 In our previous work, 21 we have reported that nanotitania was incorporated into the coating of N-halamine diols onto cotton via 1,2,3,4-butanetetracarboxylic acid (BTCA), and the addition of nanotitania in the coatings could dramatically improve the UV stabilities of the N-halamine diols. Therefore, it may be advantageous to bind nanotitania to N-halamine siloxanes and coat onto the fiber surface by covalent bonds to produce antibacterial cotton with improved UV stability and excellent washing stability.Organic−inorganic hybrid materials have received significant interest for a wide range of electronic, 22 magnetic, 23 and optical performances 24−26 because of their better performance properties over the corresponding pure organic or inorganic materials. The usual methods to synthesize the organic−inorganic hybrid compounds are sol−gel, 27−29 in-suit polymerization, 30 and other methods. 31,32 Organosilanes containing one or more alkoxy groups, such as ethyoxy and methoxy groups (−OC 2 H 5 and −OCH 3 ), are widely used as surface modification agents for materials. 33−35 Upon application, alkoxy groups of organosilanes are hydrolyzed to form silanol which can react with OH groups of the subst...

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Section: ■ Results and Discussionmentioning

confidence: 82%

Antimicrobial Cellulose Modified with Nanotitania and CyclicN-Halamine

Liu

Jiang

et al. 2014

Ind. Eng. Chem. Res.

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“…As an N-H bond, which does not have antimicrobial properties, is formed in the substitution reaction, further exposure of the agent to dilute sodium hypochlorite is needed for regeneration of its antimicrobial activity [23,24] . N-halamines can be applied to various textile surfaces including cellulose [25][26][27], polyamide [28] and polyester [29] fibers. To increase their effectiveness and the durability of the antimicrobial finish [25], research has been oriented toward synthesis of N-halamide monomers with an incorporated vinyl reactive group ( Figure 3) [30,31] that can polymerize on cellulose fibers under appropriate conditions to form a coating with excellent durability after washing [30].…”

Section: N-halaminesmentioning

confidence: 99%

Antibacterial Modification of Textiles Using Nanotechnology

Fouda¹

2012

A Search for Antibacterial Agents

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“…Chemicals with N-halamine structures are applied in finishing, making antimicrobial fabrics rechargeable. Several kinds of chemicals with N-halamine can be used for antimicrobial finishing, such as hydantoin and its derivatives (Qian and Sun 2004;, imidazolidinone and its derivatives (Qian and Sun 2003;Ren et al 2009;, triazine compounds (Sun et al 2005) and acrylamide and its derivatives (Yildiz et al 2013). Amines or imines groups can be chlorinated to generate oxidative nitrogen-chlorine groups.…”

Section: Introductionmentioning

confidence: 99%

Orthogonal analysis for rechargeable antimicrobial finishing of plasma pretreated cotton

2015

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This paper reports results of an investigation of the effects of different parameters used in the antimicrobial finishing process on rechargeable antimicrobial finishing of cotton fabric after plasma pretreatment. Cotton fabric was pretreated with a mixture of nitrogen and helium plasma before coating with 5, 5-dimethylhydantoin (DMH) (i.e. plasma-pad-drycure) and then chlorinated with sodium hypochlorite to impart antimicrobial property. An orthogonal array testing strategy was employed for identifying optimal conditions for the coating process. After coating and chlorination, properties of finished cotton fabrics were measured in terms of concentration of chlorine, morphological properties of the surface and functional groups on the cotton fabric by Ultraviolet spectroscopy, Scanning electron microscope and Fourier Transform Infrared Spectroscopy, respectively. The results show that coating of plasma pretreated fabric with DMH, followed by chlorination, inhibits microorganisms effectively and the antimicrobial property against S. aureus is rechargeable.

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Rechargeable biocidal cellulose: Synthesis and application of 3-(2,3-dihydroxypropyl)-5,5-dimethylimidazolidine-2,4-dione

Cited by 107 publications

References 22 publications

Antimicrobial Cellulose Modified with Nanotitania and CyclicN-Halamine

Antimicrobial Cellulose Modified with Nanotitania and CyclicN-Halamine

Antibacterial Modification of Textiles Using Nanotechnology

Orthogonal analysis for rechargeable antimicrobial finishing of plasma pretreated cotton

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