Poly(N-vinylguanidine): Characterization, and catalytic and bactericidal properties

Bromberg, Lev; Hatton, T. Alan

doi:10.1016/j.polymer.2007.10.040

Cited by 53 publications

(48 citation statements)

References 65 publications

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“…The resulting gel particles were precipitated in excess acetone, washed by acetone, dried, redissolved in deionized water, dialyzed against water (MWCO 1 kDa) and lyophilized. FTIR and NMR characterization of the resulting polymer has been described in detail elsewhere 18. The pK a of the gel in water was measured by titration to be 13.1, in good agreement with previously published data.…”

Section: Methodssupporting

confidence: 82%

“…Cross-linker, 1,4-butanediol diglycidyl ether (1.42 g, 7 mmol) was added and the resulting solution was kept at 50°C under vigorous stirring for 24 h resulting in a suspension of cross-linked gel particles. The suspension was then subjected to guanidinylation by an aqueous solution of cyanamide following the previously described procedure 18. The resulting gel particles were precipitated in excess acetone, washed by acetone, dried, redissolved in deionized water, dialyzed against water (MWCO 1 kDa) and lyophilized.…”

Section: Methodsmentioning

confidence: 99%

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Biguanide-, imine-, and guanidine-based networks as catalysts for transesterification of vegetable oil

Bromberg

Fasoli

Alvarez

et al. 2010

Reactive and Functional Polymers

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Polycationic systems based on poly(hexamethylene biguanide) (PHMBG), branched polyethyleneimine (PEI) and poly(N-vinylguanidine) (PVG) have been evaluated as heterogeneous catalysts for the transesterification of sunflower oil by methanol. Insoluble networks are synthesized via crosslinking of PHMBG by either 4,4′-methylenebis(N,N-diglycidylaniline) or polyisocyanate prepolymer, PEI with sebacoyl chloride, and PVG with 1,4-butanediol diglycidyl ether. PHMBG and its crosslinked networks appeared to be remarkably efficient catalysts, enabling 80–100% triglyceride conversion within 0.5 h at 70°C. PEI-based networks catalyzed triglyceride transesterification with rates 8- to 12-fold slower than their PHMBG-based counterparts. The PVG-based networks, which were devoid of hydrophobic moieties, appeared to be inefficient catalysts due to limited accessibility of the basic guanidine groups to reactants. The PHMBG networks were shown to be recyclable by a simple centrifugal filtration. After 15 cycles of recovery and reuse, only 10–15% decline in performance was observed.

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Section: Methodssupporting

confidence: 82%

Section: Methodsmentioning

confidence: 99%

Biguanide-, imine-, and guanidine-based networks as catalysts for transesterification of vegetable oil

Bromberg

Fasoli

Alvarez

et al. 2010

Reactive and Functional Polymers

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“…The FTIR spectrum of PVAm/ SBA-15 shows the existence of protonated amino groups along the polymer chains. The band at 1520 cm − 1 is attributed to the N-H deforming vibrations of -NH 3 + [23]. The corresponding stretching vibrations of N-H bonds (3500-3200 cm −1 ) as well as the asymmetric and symmetric stretching modes of C-H bonds (2960-2800 cm − 1 ) are overlapped by the signal from the hydrogen-bonded silanols groups and O-H in adsorbed water [24].…”

Section: Resultsmentioning

confidence: 95%

Control of amine functionality distribution in polyvinylamine/SBA-15 hybrid catalysts for Knoevenagel condensation

Wach

Drozdek

Dudek

et al. 2015

Catalysis Communications

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“…Synthetic polycations such as quaternary ammonium compounds [4], guanidine polymers [5], and phosphonium derivatives [6] all display positive charges that bind to and disrupt the negatively-charged cell membrane of microbes, resulting in lysis of the cell. Polymeric biocides have the potential for particularly high antibacterial activities due to the high local density of active groups in the vicinity of polymer chains.…”

Section: Polycationsmentioning

confidence: 99%

Genetically Engineered Phage Fibers and Coatings for Antibacterial Applications

Mao

Belcher

Vliet

2010

Adv Funct Materials

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Multifunctionality can be imparted to protein-based fibers and coatings via either synthetic or biological approaches. Here, we demonstrate potent antimicrobial functionality of genetically engineered, phage-based fibers and fiber coatings, processed at room temperature. Facile genetic engineering of the M13 virus (bacteriophage) genome leverages the well-known antibacterial properties of silver ions to kill bacteria. Predominant expression of negatively-charged glutamic acid (E3) peptides on the pVIII major coat proteins of M13 bacteriophage (or phage) enables solution-based, electrostatic binding of silver ions and subsequent reduction to metallic silver along the phage length. Antibacterial fibers of micrometer-scale diameters are constructed from such E3-modified phage, via wet-spinning and glutaraldehyde-crosslinking of the E3-modified phage. Silverization of the free-standing fibers is confirmed via energy-dispersive spectroscopy (EDS) and inductively-coupled plasma atomic emission spectroscopy (ICP-AES), showing -0.61,pg/cm of silver on E3-Ag fibers. This degree of silverization is threefold greater than that attainable for the unmodified M13-Ag fibers. Conferred bactericidal functionality is determined via live-dead staining and a modified disk-diffusion (Kirby-Bauer) measure of zone of inhibition (Zol) against Staphylococcus epidermidis and Escherichia coli bacterial strains. Live-dead staining and Zol distance measurements indicate increased bactericidal activity in the genetically engineered virus fibers attached to silver. Coating of Kevlar fibers with E3 viruses exhibits antibacterial effects, as well, with relatively smaller ZoIs attributable to the lower degree of silver loading attainable in these coatings. Such antimicrobial functionality is amenable to rapid incorporation within fiber-based textiles to reduce risks of infection, biofilm formation, or odor-based detection, with the potential to exploit the additional electronic and thermal conductivity of fully silverized fibers and coatings.

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Poly(N-vinylguanidine): Characterization, and catalytic and bactericidal properties

Cited by 53 publications

References 65 publications

Biguanide-, imine-, and guanidine-based networks as catalysts for transesterification of vegetable oil

Biguanide-, imine-, and guanidine-based networks as catalysts for transesterification of vegetable oil

Control of amine functionality distribution in polyvinylamine/SBA-15 hybrid catalysts for Knoevenagel condensation

Genetically Engineered Phage Fibers and Coatings for Antibacterial Applications

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