Preparation and Properties of Polyhexamethyleneguanidine

Kitawaki, Rokuro; Shirai, Kozo; Sugino, Kiichiro

doi:10.1246/bcsj.41.1461

Cited by 10 publications

(4 citation statements)

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“…The high‐molecular‐weight counterparts, oligo/polymeric guanidines, have been known since the 1940 s. Because the free guanidine base is unstable in a condensed phase, polyguanidines are usually present in the protonated form as a salt, which possesses useful biocidal properties because of the quaternary nitrogen 8. Therefore, they are used as disinfectants,9 they are able to serve as ion exchangers,10 and they can be applied as an anti‐corrosion agent 11. Most of the literature regarding synthetic aspects of main‐chain polyguanidines is in patents.…”

Section: Introductionmentioning

confidence: 99%

Phantom Ring‐Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines

Mattheis

Schwarzer

Frenking

et al. 2011

Macromol. Rapid Commun.

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The first example of phantom ring-closing condensation polymerization for the synthesis of oligoguanidines is presented. A new oligoguanidine with a ring structure was achieved in one step by the condensation reaction of a triamine, like diethylenetriamine, with guanidine hydrochloride. The condensation reaction proceeded by selective ring-closure towards the formation of five-membered rings in the oligomer backbone. The resulting polymer repeat unit structure was different from the starting monomers (phantom polymer) and was formed by elimination of three molecules of ammonia per repeat unit. The inter-, intra-, and inter-molecular reaction sequences led to the new structure as proved by different spectroscopic techniques (atmospheric pressure chemical-ionization mass spectrometry, and one-dimensional and two-dimensional homo- and heteronuclear correlation NMR experiments) as well as supported by quantum chemical investigations. Preliminary results regarding antibacterial use of the resulting oligoguanidine were also promising and showed its effect within 15-30 min as an antibacterial material.

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Section: Introductionmentioning

confidence: 99%

Phantom Ring‐Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines

Mattheis

Schwarzer

Frenking

et al. 2011

Macromol. Rapid Commun.

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“…The IR spectra of the polymer, amino-containing silica and synthesized adsorbent were investigated in order to confirm that chemical immobilization of PGH had occurred on the silica surface. As shown by Kitawaki and Shorai (1968), the IR spectrum of PGH is characterized by the presence of absorption bands at 2920, 2860 and 1470 cm -1 corresponding to methyl and methylene groups, bands within the range 3220-3240 cm -1 relating to amino groups and at 1650 cm -1 relating to the imino groups of guanidine. The absorption at 1650 cm -1 , together with a band at 1570 cm -1 associated with the vibration of C=N bonds, was observed in the spectrum of the adsorbent obtained after continuous washing of the modified sample with water.…”

Section: Structures Of Synthesized Adsorbentsmentioning

confidence: 95%

Concentration of Anions by Silica Adsorbents with Immobilized Nitrogen-Containing Polymers

Тертых

Polishchuk

Yanovska

et al. 2008

Adsorption Science & Technology

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Immobilization of a polyionene complex on a silica gel surface immediately after polymer formation (in situ immobilization) and the covalent anchorage of polyhexamethylene guanidine hydrochloride onto an amino-containing silica surface have been performed. The adsorption properties of the modified silica adsorbents with respect to Cr(IV), Mo(VI), W(VI), As(V), P(V) and V(V) anions were studied. Silica gels with chemically-bound polyhexamethylene guanidine hydrochloride effected the quantitative removal of V(V), W(VI), Mo(VI) and As(V) anions from their acidic (pH = 2–4) and neutral solutions, although their kinetic characteristics were closer to those of polymeric sorbents. Silicas with in situ immobilized polyionene complexes quantitatively extracted As(V), W(VI) and Mo(VI) anions, and exhibited a high adsorption activity towards Cr(IV), P(V) and V(V) anions from acidic (pH = 1–4) media with adsorption equilibrium being attained at a high rate. The adsorbents synthesized exhibited high adsorption capacities towards the anions investigated.

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“…The advantages of PGMG salts include their moderate toxicity and the absence of cumulative action against living organisms (hazard class 4 according to GOST 12.1.007-76) [6,10,12]. The convenience of using such polymeric biocides lies in their high solubility in water and in the absence of volatility, which allows for disinfection in the presence of humans [12,14,16,17].…”

Section: Introductionmentioning

confidence: 99%

Fungicidal and bactericidal activity of alkyl-substituting polyetherguanidines

et al. 2020

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containing polyetherguanidinium iodides showed the highest activity against such microscopic fungi as Cladosporium cladosporioides, Acremonium strictum, Alternaria alternate, Cladosporium sphaerospermum, Paecilomyces variotii, Stachybotrys chartarum. Also noteworthy is the selective effect of the obtained polymers on individual isolates. Conclusions. The obtained polyetherguanidinium iodides of different molecular weight at a concentration of 1-3% showed bactericidal activity against Staphylococcus aureus 451, Escherichia coli 475, Klebsiella pneumoniae 479 and fungicidal effect against all fungi studied by us and can be used as disinfectants for indoor treatment.

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Preparation and Properties of Polyhexamethyleneguanidine

Cited by 10 publications

References 0 publications

Phantom Ring‐Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines

Phantom Ring‐Closing Condensation Polymerization: Towards Antibacterial Oligoguanidines

Concentration of Anions by Silica Adsorbents with Immobilized Nitrogen-Containing Polymers

Fungicidal and bactericidal activity of alkyl-substituting polyetherguanidines

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