Biocidal polymers active by contact. I. Synthesis of polybutadiene with pendant quaternary ammonium groups

Hazziza-Laskar, J.; Nurdin, Nathalie; Hélary, G.; Sauvet, G.

doi:10.1002/app.1993.070500410

Cited by 72 publications

(41 citation statements)

References 18 publications

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“…As shown in Figure 1(A), this was also possible in the case of copolymer 8, containing chlorine-substituted units and bromine-substituted units because the signals of CH 2 Cl and CH 2 Br are distinct. 13 C-NMR spectra confirmed the structures [ Fig. 1(B)].…”

Section: Synthesis Of Halogenoalkyl Polysiloxanessupporting

confidence: 74%

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Biocidal polymers active by contact. V. Synthesis of polysiloxanes with biocidal activity

Sauvet¹,

Dupond²,

Kaźmierski

et al. 2000

J. Appl. Polym. Sci.

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137

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Polysiloxanes with 3-(alkyldimethylammonio)propyl pendant groups were synthesized by quaternization of n-octyldimethylamine or n-dodecyldimethylamine with linear polysiloxanes containing 3-chloropropyl groups and/or 3-bromopropyl groups attached to silicon atoms. The precursor polysiloxanes, poly[(3-chloropropyl)-methylsiloxane] homopolymer and various copolymers containing (3-halogenopropyl)-methylsiloxane and dimethylsiloxane units, were obtained by equilibrium cationic polymerization of linear and cyclic siloxanes with (3-halogenopropyl)methylsiloxane units. The polysiloxanes bearing quaternary ammonium salts (QAS) showed bactericidal activity against bacteria such as Escherichia coli and Aeromonas hydrophila when incorporated in a polysiloxane network. The activity was retained after 66 days of immersion in water. The QAS-containing polysiloxanes are also active in aqueous solution.

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Section: Synthesis Of Halogenoalkyl Polysiloxanessupporting

confidence: 74%

“…Thirty-two grams, yield 50%, of polymer 3 was obtained. The polymer was characterized by SEC (Table I) and by 1 H-, 13 C-, and 29 Si-NMR.…”

Section: Synthesis Of Poly(3-chloropropyl)methylsiloxanementioning

confidence: 99%

Biocidal polymers active by contact. V. Synthesis of polysiloxanes with biocidal activity

Sauvet¹,

Dupond²,

Kaźmierski

et al. 2000

J. Appl. Polym. Sci.

Self Cite

137

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“…The 1 H-NMR and 13 C-NMR spectra of PVAM2 quaternized by dimethyldodecylamine show the characteristic signals of the pendant quaternary ammonium salts, 33 as can be seen in Table IV. With a high degree of quaternization of PVAM1, signals representing the chloroacetate, acetate, and hydroxyl groups disappear.…”

Section: CMmentioning

confidence: 96%

Chemical modification of hydroxyl functions: Introduction of hydrolyzable ester function and bactericidal quaternary ammonium groups

Baudrion

Périchaud

Coen

1998

J. Appl. Polym. Sci.

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Polymers carrying a hydrolyzable ester function and bactericidal quaternary ammonium salts were successfully synthesized in 2 steps. The first one was the modification of hydroxyl functions of poly(vinyl alcohol) by chloroacetic anhydride. The structure of synthesized polymers was confirmed by infrared (IR), 1 H-, and 13 C-nuclear magnetic resonance (NMR). The kinetic results were consistent with a 1-order reaction, and the activation energy in the case of total modification was found to be 16.8 kJ mol Ϫ1 . The second step was the quaternization of the pendant chlorine atom with a long alkyl chain or aromatic tertiary amines. The percentage of grafting was almost total, except with 3-diethylaminophenol, probably due to steric hindrance. The thermal degradation of polymers was studied. Side chains carrying quaternary ammonium salts begin to degrade at 168°C with the emission of chloride and amine compounds. At about 250°C, acetic and chloroacetic acid are evolved due to acetate and chloroacetate side chains.

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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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Biocidal polymers active by contact. I. Synthesis of polybutadiene with pendant quaternary ammonium groups

Cited by 72 publications

References 18 publications

Biocidal polymers active by contact. V. Synthesis of polysiloxanes with biocidal activity

Biocidal polymers active by contact. V. Synthesis of polysiloxanes with biocidal activity

Chemical modification of hydroxyl functions: Introduction of hydrolyzable ester function and bactericidal quaternary ammonium groups

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

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