Antioxidant activity of polymeric biocide polyhexamethylene guanidine hydrochloride

2020 ◽  
pp. 73-82
Author(s):  
T.M. Kamenieva ◽  
◽  
O.P. Tarasyuk ◽  
K.Yu. Derevianko ◽  
O.A. Aksenovska ◽  
...  

Cationic polymer polyhexamethylene guanidine hydrochloride (PHMG-Cl) is promising biocide that combines a broad spectrum of antimicrobial activity, mod-erate toxicity, as well as reasonable cost. It is widely used as an effective disinfect-ant in cooling systems, swimming pools, and hospitals, personal hygiene products, etc. Recently PHMG-Cl was found to have pronounced anti-inflammatory and wound healing properties and therefore may be used for the treatment of chronic wounds and thermal burns. This may indicate the antioxidant activity of polymeric biocide. In this study, PHMG-Cl has been synthesized by melt polycondensation of guanidine hydrochloride and 1,6-hexamethylenediamine. The structure of the cati-onic polymer was confirmed by 1H NMR and IR spectroscopy. The viscosity-average molecular weight of PHMG-Cl was found to be 10700. The antioxidant activity of PHMG-Cl has been studied by using different methods. In the methylene blue (MB) dye test, the oxidation of MB by hydroxyl radicals generating in Fenton’s system was found to decrease in the presence of PHMG-Cl in a molar ratio to MB of 5:1 and 10:1 (by 26 % and 38 %, respectively). At the same time, complete dye oxidation was observed when guanidine hydrochloride was used instead of PHMG-Cl. The antioxidant activity of PHMG-Cl has also been studied in the model system of radical chain oxidation of benzyl alcohol (BA). In this system, alkyl and peroxyl radicals are formed. The antioxidant activity was determined by a decrease of the initial rate of oxygen absorption during the initiated oxidation of BA. The introduc-tion of PHMG-Cl into the oxidized system in the concentrations ranged from 1.3·10-3 - 1.6·10-2 mol/l decreased the oxidation rate of BA by 4.5–88 %. This result demonstrates that PHMG-Cl effectively inhibits radical chain oxidation of BA. However, further research is needed to elucidate the mechanism of free radical de-activation by a polymer biocide.

2020 ◽  
Vol 61 (2) ◽  
pp. 232-237
Author(s):  
L. R. Yakupova ◽  
R. A. Nasibullina ◽  
V. A. Shamukaev ◽  
R. M. Sultanova ◽  
R. L. Safiullin

2017 ◽  
Vol 41 (15) ◽  
pp. 6981-6985 ◽  
Author(s):  
A. Malekafzali ◽  
K. Malinovska ◽  
F. W. Patureau

Just boil it in cumene! A general metal-free oxidation method is described.


1987 ◽  
Vol 258 (2) ◽  
pp. 373-380 ◽  
Author(s):  
Masayuki Miki ◽  
Hiroshi Tamai ◽  
Makoto Mino ◽  
Yorihiro Yamamoto ◽  
Etsuo Niki

1988 ◽  
Vol 66 (9) ◽  
pp. 2234-2243 ◽  
Author(s):  
Karl R. Kopecky ◽  
José Molina ◽  
Rodrigo Rico

Ozonolysis of tetramethoxyethene 1 produces 20–40% of dimethyl carbonate 3, 35–60% of methyl trimethoxyacetate 7, and 20–35% of the dioxetane 8 of 1. Yields vary with initial concentration of 1, temperature, and solvent. Singlet oxygen is produced, which reacts with 1 to form 8 and can be trapped with 2,5-dimethylfuran. No evidence for the formation of the molozonide of 1 was obtained. Up to 2.5 moles of 1 are consumed per mole of ozone. Ozonolysis of a mixture of 1 and 2,3-dimethyl-2-butene 12 gave the epoxide of 12 and three times the expected amount of the allylic hydroperoxide of 12. A competing radical chain oxidation reaction is proposed to account for these products and the stoichiometry of the ozonolysis. The initial reaction in the ozonolysis of 1 is proposed to be an electron transfer reaction that is calculated to be exothermic by > 35 kcal/mol. The resulting radical ions initiate the radical chain oxidation and combine to form the oxygenated epoxide 9 of 1. Loss of singlet oxygen from 9 forms the epoxide 10, which rearranges to 7. At −95 °C the zwitterion from 10 is trapped by CD3OD to produce a mixture of 7 with one α OCD3 group and pentamethoxyethanol with one β OCD3 group from which a CH3OD group is lost at ~ −10 °C to form more deuterated ester.


2013 ◽  
Vol 54 (3) ◽  
pp. 279-283 ◽  
Author(s):  
L. R. Yakupova ◽  
R. A. Sakhautdinova ◽  
A. Kh. Fattakhov ◽  
A. R. Gimadieva ◽  
R. L. Safiullin

Author(s):  
Mathias Nowotny ◽  
Lone N. Pedersen ◽  
Ulf Hanefeld ◽  
Thomas Maschmeyer

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