Synthesis and antibacterial activity of copolymers having a quaternary ammonium salt side group

Senuma, Masao; Tashiro, Tatsuo; Iwakura, Masahiro; Kaeriyama, Kyoji; Shimura, Yukio

doi:10.1002/app.1989.070371005

Cited by 43 publications

(32 citation statements)

References 4 publications

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“…In other words, the bactericidal effect of PCL/OMMT1 or PCL/OMMT2 is directly related to the interaction between the biocidal cationic surfactants of the organoclay surfaces and cells [16,[54][55][56][57][58]. In this regard, several workers have stated that quaternary ammonium salts are active against microorganisms by interacting with the cell membrane [59][60][61].…”

Section: Tga Analysismentioning

confidence: 99%

Development of antimicrobial PCL/nanoclay nanocomposite films with enhanced mechanical and water vapor barrier properties for packaging applications

et al. 2014

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Biodegradable PCL-based nanocomposites were successfully prepared by melt mixing of the poly(e-caprolactone) with two organo-modified Algerian montmorillonites by the cation exchange reactions with two quaternary ammonium surfactants, namely hexadecyl trimethyl ammonium chloride (OMMT1) and hexadecyl pyridinium chloride (OMMT2), with the aim to elaborate antimicrobial PCL/nanoclay composite films with enhanced properties for food packaging applications. PCL-based nanocomposite films containing either OMMT1 or OMMT2 organoclays have displayed mainly intercalated structures as attested by X-ray diffraction patterns and transmission electron microscope images. Glass transition (T g ) and melting (T m ) temperatures of these materials, evaluated by differential scanning calorimetry analysis, were remained almost unchanged. In addition, their thermal stabilities, observed by thermogravimetric analysis, were slightly decreased as compared to the neat PCL matrix. The antibacterial performance of PCL/OMMT1 and PCL/OMMT2 composite films against Staphylococcus aureus (Gram-positive) and Escherichia coli (Gramnegative) was assessed by counting the number of bacteria in the sample. A significant decrease in the number of bacteria is noticed after the addition of 3 wt% of OMMT to the matrix, where a maximum of 94 % of growth inhibition can be reached. Furthermore, these PCL/OMMT nanocomposites have showed an interesting improvement in their several properties that are strategically studied in packaging applications. The Young modulus has increased by 36 and 22 % for (PCL/OMMT1) and (PCL/OMMT2), respectively. Also, the water vapor permeability has decreased by 56 % for (PCL/OMMT1) and 48 % for (PCL/OMMT2).

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Section: Tga Analysismentioning

confidence: 99%

Development of antimicrobial PCL/nanoclay nanocomposite films with enhanced mechanical and water vapor barrier properties for packaging applications

et al. 2014

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“…For instance, recent research has focused on antimicrobial PAN nanofibers by adding silver nanoparticles [22,25,26], blends with other bioactive polymers [20,21,27], composites [19,23,28,29], chemical modification [30] or even adding antibiotics [18,22,25,31]. However, there exist only a few reported examples of antimicrobial PAN copolymers [32][33][34].…”

Section: Introductionmentioning

confidence: 97%

Copolymers of acrylonitrile with quaternizable thiazole and triazole side-chain methacrylates as potent antimicrobial and hemocompatible systems

et al. 2015

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“…Poly(styrene-co-VBTMAC) copolymers have been synthesized previously via copolymerization of styrene and cationic monomers [9,12], and via quaternization of the copolymer of styrene and vinylbenzyl chloride (VBC) with trimethylamine [9, 13±16]. This class of polymers has been studied as curing agents for epoxy resins [9], as catalyst-supporting agents [15,16], and as antibacterial agents [12,17].…”

Section: Synthesis Of Polystyrene-based Cationic Copolymers and Theirmentioning

confidence: 99%

“…This class of polymers has been studied as curing agents for epoxy resins [9], as catalyst-supporting agents [15,16], and as antibacterial agents [12,17]. However, the colloidal properties of these copolymers in water have not been reported in the literature.…”

Section: Synthesis Of Polystyrene-based Cationic Copolymers and Theirmentioning

confidence: 99%

Synthesis of polystyrene-based cationic copolymers and their colloidal properties in water

Deng¹,

Yan²,

Yang³

1999

Colloid Polym Sci

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IntroductionCationic polymeric latexes have shown potential applications in many ®elds, including papermaking [1±6], paper coating [7,8], and adhesion [9]. Recent studies [4±6] indicated that cationically charged polystyrene latexes could be used as eective papermaking retention aids or sizing agents. However, it was found that the particle size and charge density of the polymeric latex are two critical factors aecting the performance of the latex. As a papermaking retention aid or sizing agent, it was found [4±6] that the most eective particle size of these latexes is in the range 30±50 nm. Although emulsion polymerization is the most convenient technology for making uniform latexes, this method can generally produce only a cationic polystyrene latex with a particle size larger than 150 nm, which is not eective as a papermaking additive agent. In order to reduce the particle size, a microemulsion polymerization technique has to be employed [4±6]. Although the particle size of cationic polystyrene-based latex can be well controlled by microemulsion polymerization, the high surfactant consumption and the diculty in latex clari®cation after polymerization are two major problems. Instead of directly synthesizing a latex using emulsion or microemulsion polymerization, it was shown in our previous study [6] that linear cationic polystyrene polymers obtained by solution polymerization of styrene and cationic vinylbenzyl trimethylammonium chloride (VBTMAC) monomers in ethanol could form stable colloidal aggregates in water with a particle size of 30± 50 nm and a similar structure as cationic polystyrene Abstract A series of polystyrenebased cationic copolymers was synthesized by two dierent methods:(1) solution copolymerization of styrene and vinylbenzyl trimethylammonium chloride (VBTMAC) in ethanol, and (2) surfactant-free emulsion copolymerization of styrene and vinylbenzyl chloride in water followed by reaction with trimethylamine. The results indicated that the dierent synthesis methods would result in dierent polymer structures and, therefore, aect the solubility and colloidal properties of the copolymers in water. For the copolymers prepared by method 2, partial crosslinking was observed. The copolymers made by this method are almost water-insoluble. In contrast, the copolymers made from direct copolymerization of styrene and VBT-MAC in ethanol are water-soluble or dispersible, but the solubility and the particle size of microaggregates formed by these copolymers in water strongly depend on charge density and temperature. One of the important results from this study is that uniform colloidal particles with a very small particle size (30±50 nm) can be obtained by dispersing polystyrene-based cationic copolymers in water without adding any surfactants.

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Synthesis and antibacterial activity of copolymers having a quaternary ammonium salt side group

Cited by 43 publications

References 4 publications

Development of antimicrobial PCL/nanoclay nanocomposite films with enhanced mechanical and water vapor barrier properties for packaging applications

Development of antimicrobial PCL/nanoclay nanocomposite films with enhanced mechanical and water vapor barrier properties for packaging applications

Copolymers of acrylonitrile with quaternizable thiazole and triazole side-chain methacrylates as potent antimicrobial and hemocompatible systems

Synthesis of polystyrene-based cationic copolymers and their colloidal properties in water

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