WO2012082009A1 - Oligomères ramifiés sur la base d'un dérivé de guanidine et agent désinfectant contenant ces oligomères (variantes) - Google Patents

Oligomères ramifiés sur la base d'un dérivé de guanidine et agent désinfectant contenant ces oligomères (variantes) Download PDF

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WO2012082009A1
WO2012082009A1 PCT/RU2011/000536 RU2011000536W WO2012082009A1 WO 2012082009 A1 WO2012082009 A1 WO 2012082009A1 RU 2011000536 W RU2011000536 W RU 2011000536W WO 2012082009 A1 WO2012082009 A1 WO 2012082009A1
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molecular weight
water
disinfectant
mass
component
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Russian (ru)
Inventor
Станислав Анатольевич КЕДИК
Игорь Павлович СЕДИШЕВ
Алексей Валерьевич ПАНОВ
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Priority claimed from RU2010150831/04A external-priority patent/RU2443684C1/ru
Priority claimed from RU2011125252/04A external-priority patent/RU2461611C1/ru
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/12—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2/00—Disinfection or sterilisation of materials or objects, in general; Accessories therefor
    • A61L2/16—Disinfection or sterilisation of materials or objects, in general; Accessories therefor using chemical substances
    • A61L2/18—Liquid substances
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/72—Treatment of water, waste water, or sewage by oxidation
    • C02F1/76—Treatment of water, waste water, or sewage by oxidation with halogens or compounds of halogens

Definitions

  • the invention relates to the field of organic chemistry, namely to the synthesis of branched oligomers based on derivatives of hexamethylene guanidines, which can be used as disinfectants in medicine, veterinary medicine, agriculture and housing and communal services, in transport, in the purification of water and air, etc. .
  • a method for producing a disinfectant comprising the steps of: (a) condensing guanidine carbonate (KG) with hexamethylenediamine (HMDA) and (b) producing
  • step (a) equimolar amounts of CG and HMDA are heated at 140 ° C for 10-15 hours, or at 130 ° C for more than 25 hours.
  • step (b) an equivalent amount of an organic or inorganic acid is added to a solid reaction product, a concentrated acid solution or triturated with an aqueous suspension of the corresponding sparingly soluble acid, and
  • the patent RU 2052453 (publ. 20.01.1996) describes a method for producing a disinfectant containing hydrochloride
  • polyhexamethylene guanidine The method includes the following stages: (a) preliminary preparation of guanidine hydrochloride (GHC), (b) condensation with hexamethylenediamine (HMDA), (c) purification of the condensation product from toxic HMDA, which involves its conversion to the base form of PHMG
  • inorganic acid in the form of a concentrated solution or grinding it with an aqueous suspension of the corresponding sparingly soluble acid to obtain the corresponding salt of PHMG.
  • stage (b) in the resulting reaction mass add HMDA in an amount of 1.0-1.5 mol / mol GHC and the resulting mixture was incubated for 10-15 hours at the same temperature.
  • the disadvantages of the method are the decrease in the yield of GHC in the first stage due to the formation of significant amounts of hydroxy (amino) - s-triazines (ammeline and ammelide), as well as losses of up to 20% of the base when washing with water in stage (c). In addition, slight deviations
  • a method for producing a disinfectant is provided, which is carried out by the condensation of HMDA with guanidine derivatives in a melt.
  • the condensation process is carried out for 1 to 2 hours at 180-200 ° C and a molar ratio of HMDA to the guanidine derivative 1: (1, 2-2.0).
  • One of the reagents is used in the form of its salt.
  • the second variant of this method involves the use of hexamethylene dihydrogenidine dihydrochloride obtained in accordance with the first embodiment as an intermediate for re-interaction with HMDA. Condensation is carried out for 1-2 hours at 180-200 ° C and a molar ratio of HMDA to the guanidine derivative of 1: 1.2. The resulting product is treated with a base or inorganic salt at 20-120 ° C and the ratio
  • a ⁇ and B- represent OH " , H 2 P0 4 ⁇ , NaHP0 4 ⁇ Na 2 P0 4 ⁇ , (NH 4 ) HP0 4 ⁇ , SG;
  • the disadvantages of the obtained products are their insolubility in low-polar practically anhydrous environments, as well as a narrow circle of fungi and microorganisms, the growth of which they can have a slowing effect.
  • the preparations have extremely unsatisfactory organoleptic characteristics, and therefore cannot be used, for example, as an additive to polyterephthalates in the manufacture of glassware for drinks.
  • the closest analogue of the present invention a method for producing disinfectants by melt condensation of hexamethylenediamine and a guanidine derivative, proposed in patent RU 2223791 (publ. 02.20.2004) is considered.
  • the difference between the closest analogue and the first a variant of the method disclosed in patent RU 2170743, is the purification of the finished product in a liquid organic acid medium with the introduction of an equivalent amount of an alkali metal salt of an organic acid, further removal of the inorganic salt and isolation of the finished product, for example, by evaporation of the solution in vacuo.
  • a liquid organic acid medium with the introduction of an equivalent amount of an alkali metal salt of an organic acid, further removal of the inorganic salt and isolation of the finished product, for example, by evaporation of the solution in vacuo.
  • the second variant of the closest analogue of the method in accordance with the present invention is characterized by further purification of the finished product and its isolation in salt form.
  • the finished product is converted into the base form by treatment with an inorganic base and it is purified by extraction with an organic solvent, after which the finished product is treated with an equivalent amount of organic or inorganic acid.
  • this variant of the method allows the use of hexamethylenediguanidine dihydrochloride obtained in accordance with the first embodiment as an intermediate for re-interaction with HMDA.
  • a disinfectant containing a disinfecting agent, a surfactant, a perfume, a dye and water, characterized in that the agent contains a disinfectant
  • polyvinylpyrrolidone in combination with polyhexamethylene guanidine hydrochloride or polyhexamethylene guaniline phosphate in a mass ratio of 1: (1-4), and as a surfactant, the product contains a biodegradable nonionic surfactant with a surface tension of 30-40 mN / m with a disinfectant content of 0.02 up to 3.0 wt.%, nonionic surfactant from 0.3 to 25.0 wt.%, dye from 0.001 to 0.25 wt.%, perfumes from 0.1 to 15.0 wt.%, the balance is water.
  • the specified tool is intended for the treatment of bathrooms and is unsuitable for disinfection of drinking water due to the presence of surfactants, perfumes and dye in it.
  • the ratio of the components of the disinfecting agent is not effective when used in the disinfection of water.
  • a disinfecting agent including the first component - polyhexamethylene guanidine hydrochloride or
  • polyhexamethylene guanidine hydrophosphate and the second component is alkyldimethylbenzylammonium chloride or its mixture with quaternary
  • ammonium salts of dimethylamine and / or tertiary amine characterized in that the mass ratio m of the first and second components is in the range of 5: 1 ⁇ m ⁇ 10: 1.
  • the tool provides disinfection of drinking water while enhancing its bactericidal action.
  • low-polar media for example, in mixtures containing non-aqueous solvents, as well as a fairly narrow spectrum of antibacterial activity, which reduces the effectiveness of disinfectants obtained from them.
  • hexamethylene guanidines with improved and stably reproducible disinfecting properties, reduced toxicity and corrosiveness, with an expanded scope, not limited to aqueous solutions, for example, potentially applicable in the industry of coatings and polymeric materials, in the food industry, veterinary medicine and pharmacy.
  • Another goal is to develop a method for producing the corresponding derivatives of hexamethylene guanidines.
  • Another objective of this invention is the creation of
  • the disinfectants in accordance with the invention can be used to remove bacterial, viral and fungal contaminants from hard surfaces, such as floors, walls, doors, medical equipment and instruments, dishes, patient care items, etc.
  • the disinfectants in accordance with the invention can be used in the field of water treatment, in particular for the disinfection of wastewater before it is discharged into water bodies and in the preparation of drinking water or recycled water.
  • the figure 1 presents the spectra of 13 C-NMR of oligomers
  • HMDH hexamethylene diguanidine dihydrochloride
  • TEGMDG aniline tetraethalhexamethylene dihydrochloride
  • the invention relates to branched oligomers of hexamethylenediamine and guanidine of the formula (I)
  • R represents CH, CH, s
  • MJM n a distribution of MJM n from 5.4 to 9.3 with a weight average molecular weight M w ranging from about 3800 to 6300 and a number average molecular weight M ⁇ in the range from about 600 to 1100.
  • branched oligomers are characterized by a z value from 0.54 to 0.68 and a molecular weight distribution of MJM n from 5.87 to 6.37 with a weight average molecular weight M w ranging from about 4600 to 6300 and a number average molecular weight M ⁇ in the range of from about 780 to 980.
  • the invention provides a disinfectant, characterized in that it contains 0.1-25% (w / v) of the branched oligomer of hexamethylenediamine and guanidine of the formula (I), where ni, p 2 and p 3 are equal 1-3, ⁇ is 0.15-1.10 with a molecular weight distribution MM flop from 5.4 to 9.3 with a mass average molecular weight M w ranging from about 3800 to 6300 and a number average molecular weight M argue in the range from approximately 600 to 1,100 in the form of hydrochloride, and also water as a solvent.
  • a disinfectant characterized in that it contains 0.1-25% (w / v) of the branched oligomer of hexamethylenediamine and guanidine of the formula (I), where ni, p 2 and p 3 are equal 1-3, ⁇ is 0.15-1.10 with a molecular weight distribution MM flop from 5.4 to 9.3 with a mass average mo
  • the invention relates to the use of the aforementioned disinfectant for removing bacterial, viral and fungal contaminants, as well as spore contaminants, from various objects when exposed to the specified agent for 2-90 minutes.
  • Another implementation of the present invention is
  • the disinfecting agent consists of the first component - branched oligomers of hexamethylenediamine and guanidine of the formula (I), where n, n 2 and n 3 are 1-3, z is 0.15-1.10 with a molecular weight distribution MJMschreibfrom 5.4 to 9.3 with a weight average molecular weight M w ranging from about 3800 to 6300 and a number average molecular weight M p ranging from about 600 to 1100 in the form of their hydrochloride, phosphate or succinate salts, and the second component - alkyldimethylbenzylammonium chloride or alkyldimethyl (e yl) benzylammonium chloride, or mixtures of one of these compounds with quaternary ammonium salts of dimethylamine and / or (C2-C 10 ) -tertiary amine, wherein
  • the disinfectant contains from about 1, 5 to about 50% (mass.) of the first component, the mass ratio of the first and second components is in the range from 3.5: 1 to 10: 1, and the solvent is water.
  • the disinfectant contains tap water or steam condensate as a solvent
  • alkyldimethylbenzylammonium chloride as a second component.
  • the content of the first component in the disinfectant is from 3.0% (mass.) To 6.0% (mass).
  • component in the disinfectant is from 9% (mass.) to 12% (mass).
  • the mass ratio of the first and second components of the disinfectant is in the range from 4: 1 to 6: 1.
  • the invention provides
  • a disinfectant containing a disinfecting agent and a solvent characterized in that the disinfecting agent consists of the first component - branched oligomers of hexamethylenediamine and guanidine of the formula (I), where ni, p 2 and p 3 are 1-3, ⁇ is 0.15- 1.10 with a molecular weight distribution of MM involvefrom 5.4 to 9.3 with a weight average molecular weight M w ranging from about 3800 to 6300 and a number average molecular weight M p ranging from about 600 to 1100 in the form of their hydrochloride, phosphate or succinate salts, the second component - alkyldimethyl benzalkonium chloride or (ethyl) benzylammonium chloride, or mixtures of one of these compounds with quaternary ammonium salts of dimethylamine and / or (C 2 -C 10) -tretichnogo amine, wherein
  • the disinfectant contains from about 1.5% (mass.) to about 50% (mass.) of the first component, mass
  • the ratio of the first and second components is in the range from 3.5: 1 to 10: 1, and the solvent is water, for disinfecting wastewater before it is discharged into water bodies and / or in the preparation of drinking water or recycled water.
  • the disinfectant is used in the preparation of drinking water.
  • the circulating water is swimming pool water.
  • the present invention provides branched oligomers of hexamethylenediamine and guanidine, useful as active ingredients in disinfectants.
  • HMDH hexamethylene diguanidine dihydrochloride
  • tetraethylhexamethylene hexane dihydrochloride of the following:
  • Z is the height of the gradient curve, cm
  • C x is the concentration of the solution in the range of 0.8- ⁇ 2.0 g / dl;
  • ⁇ 2 ⁇ / 60 is the angular velocity of rotation of the rotor.
  • the compounds in accordance with the present invention are formed in the form of their hydrochloride salts.
  • Specialist in this field should be obvious methods of converting OGMG hydrochlorides into other salts, as well as the necessary conditions for this (ratio of reagents,
  • OHMG hydrochlorides on the sodium salts of weaker organic acids, such as acetic, butyric, lactic, succinic, glutamic and the like, in the medium of acetic or propionic acid, the corresponding OHMG salts can be obtained in accordance with the present invention.
  • the OHMG hydrochlorides of the present invention can be converted to the free base form by the action of an excess of a concentrated aqueous alkali solution in the presence of
  • isopropyl alcohol Salts of acids such as benzoic, p-toluenesulfonic, phosphoric and similar, by the action of an equivalent amount of the corresponding acid in an alcohol medium, such as ethyl or benzyl alcohol.
  • HMDA oligomerization products from toxic and corrosive HMDA and HG contained in them.
  • a 50% molar excess of a concentrated alkali solution for example NaOH, is added to a solution of OHMG hydrochloride to a pH of about 12, and the upper layer of the reaction mixture is selected in the form of a viscous turbid white liquid.
  • the resulting product contains a suspension of the base ogmg and up to 1% of the mass. HMDA.
  • the preparation of the base can be carried out in the presence of an alcohol, such as ethanol or isopropanol, taken in an amount of 0.5-1.0 volumes from the total volume of the reaction mass, consisting of equal volumes
  • an alcohol such as ethanol or isopropanol
  • HMDA methyl methacrylate copolymer
  • the residual content of HMDA can be reduced to 0.02-0.1% by mass, depending on the time and temperature of the process, as well as the ratio of reagents and alcohol.
  • the invention exhibit higher bactericidal, antiviral and antifungal activity as active components
  • a disinfectant you can use the salt form of OGMG directly or in the form of a pre-prepared concentrated solution.
  • a solution may contain water or organic solvents as a solvent, for example, including alcohols, glycols and other suitable compounds miscible with water, as an organic component.
  • compatible additives can be introduced into the concentrated solution, providing additional benefits, for example, lowering the freezing point, viscosity and / or surface tension, solubilizing other contaminants (fats, oils, etc.), dyes and the like.
  • compatible additives refers to stable chemical compounds that do not enter into undesirable reactions with the OGMG salts of the present invention or otherwise do not impair the beneficial properties of the disinfectant.
  • glycols can be introduced into a concentrated solution to reduce the freezing temperature in order to protect the solution from the effects of low temperatures during transportation and storage.
  • Dyes in the molecules of which there are no negatively charged groups for example methylene blue or safranin, can be used to color concentrated solutions with the aim of marking them.
  • OHMG hydrochloride in accordance with the present invention, it is preferable to prepare concentrated aqueous solutions containing from 10 to 40% (w / v) of the active component. Most preferred are solutions containing about 25% (w / v) OHMG hydrochloride.
  • organic solvents such as ethyl acetate, chloroform, etc. can be used to prepare solutions.
  • the choice of solvent depends on the purpose of the further organic solvents.
  • Concentrated solutions have a sufficiently long shelf life when stored in sealed packaging, which is preferably 3 years.
  • the disinfectant is preferably used in the form of essentially aqueous solutions containing from 0.1 to 5% (w / v) OHMG hydrochloride. The choice of application is determined by the type and size
  • these surfaces are wiped with a 0.1-0.5% solution and left for 15-60 minutes.
  • viruses for example, for treating floors in the infectious diseases departments of hospitals
  • the concentration should be increased by 5-10 times, and the exposure time should be increased to 60-90 minutes.
  • Small objects are treated by immersing in a 1–2% solution (utensils) or soaking (linen, tools, patient care items) in a 2–4% solution for 30–60 minutes.
  • the disinfectant retains beneficial activity for 3 months.
  • the invention also relates to the use of disinfectants with improved bactericidal properties and safety indicators compared with known analogues, for disinfecting water.
  • the authors of the present invention found that the introduction to the composition
  • hydrochloride, phosphate or succinate salts with a lower content of the bactericidal component allows to achieve bactericidal activity at a level comparable to the activity of known agents. This allows to reduce the manufacturer’s costs and the cost of the finished product, as well as the technogenic load on the ecosystem during the disinfection of wastewater discharged into natural reservoirs. Alternatively, administering the same amounts of the compounds of formula (I) as are present in known and used agents,
  • the disinfectant is due to the sorption of the cation of the polyelectrolyte containing guanidine groups on the surface of the cell, which leads to a decrease in the intensity of electron transport and the efficiency of the system phosphorylation.
  • the permeability of the extracellular membranes increases sharply, which leads to cell swelling to the size that causes its death.
  • disinfectants containing polyguanidine compounds are effective against both gram-positive and gram-negative microorganisms.
  • positively charged guanidine groups of the polymer of formula (I) are able to further impart to the disinfectant the properties of a cationic flocculant.
  • the effect of polymer flocculants is explained by the adsorption of filamentous macromolecules simultaneously on different particles. The resulting aggregates form flakes that can be easily removed by settling or filtering (L. Kulsky. Theoretical foundations and water conditioning technology. Second ed., K., 1971, p. 138).
  • the addition of polyelectrolyte to water in concentrations effective for flocculation can cause coarsening and coalescence of particles of contaminants, especially of the anionic type, which reduces their concentration in water.
  • the disinfectant is included in order to destroy mycobacterium tuberculosis, viruses (hepatitis, AIDS) and pathogenic fungi and molds.
  • the disinfectant may be prepared as
  • the content of the first component is from about 10% (mass.) To about 50% (mass).
  • the concentrated solution is dosed directly into the water to be purified.
  • the solution is diluted with water to obtain a more dilute solution, which is then dosed into the water to be purified.
  • the choice between concentrated and dilute solution is obvious to a person skilled in the art and depends, in particular, on the type of water to be purified. For example, with a high bacterial load (wastewater before discharge into open water), dosing is preferred concentrated solution.
  • pre-treatment for the purpose of its further use as drinking water, preferably dosing a more dilute solution.
  • a disinfectant regardless of the content of the first component, is prepared by dissolving OGMG in water in the form of its hydrochloride, phosphate or succinate, followed by the addition of the second component directly or in the form of a solution to the resulting solution.
  • tap water or steam condensate is used as the solvent
  • OGMG hydrochloride or phosphate is the first component
  • alkyldimethylbenzylammonium chloride is the second component.
  • the content of the first component is preferably from 3.0% (mass.) To 6.0% (mass). In another preferred embodiment, the content of the first component is from 9% (mass.) To 12% (mass).
  • the mass ratio of the first and second components is preferably in the range from 4: 1 to 6: 1.
  • the invention relates to the use of a disinfectant for disinfection in the preparation of drinking or circulating water.
  • a disinfectant for disinfection in the preparation of drinking or circulating water.
  • recycled water are swimming pool water with a reverse water supply system, water in equipment cooling systems, hot water and condensate from open heat supply systems, etc.
  • the recycled water is swimming pool water.
  • the tool can be used for disinfection of municipal wastewater.
  • GG guanidine hydrochloride
  • HMDA hexamethylenediamine
  • Example 7 Determination of physico-chemical characteristics of branched oligomers of hexamethylenediamine and guanidine
  • the delay between pulses according to the 5 ⁇ ⁇ rule was 60 seconds to eliminate the effect of relaxation effects.
  • the number of scans is 200.
  • DSS was used as the internal standard.
  • Example 8 The study of the toxicity and corrosivity of OGMG Toxicity was determined in mice according to GOST 12.1.007-76 at
  • LD 50 intragastric
  • LD C 50 cutaneous
  • Corrosion activity was evaluated by the mass corrosion coefficient ( ⁇ TM) of 30KhGSA steel in 1% OGMG and NaCl solutions at 20 ° ⁇ for 2 hours (the mass corrosion coefficient in the presence of NaCl was assumed to be 1, 00).
  • Examples 2 * and 8 * relate to the corresponding compounds of the closest analogue (RF Patent 2,223,791).
  • Example 9 The study of the disinfectant properties of OGMG
  • the disinfecting properties of OHMG in relation to fungal and spore pollutants were studied on a model of the floor surface in a room (a piece of linoleum 20x20 cm), which was wiped with rags moistened with a solution of the agent at the rate of 100 ml / m 2 of the treated surface. Efficiency was evaluated after 2 minutes by the number of surviving organisms.
  • Table 5 presents the test data of 1% aqueous solutions of OGMG in accordance with the present invention as disinfectants in objects with bacterial (E. coli), viral (colophagus MS-2) and fungal (Penicillum chrysogenum) contamination, as well as spore contamination (Bacillus cereus) with an exposure time of 2 minutes.
  • Examples 2 * and 8 * relate to the corresponding compounds of the closest analogue (Patent RU 2223791).
  • Example 10 Obtaining a means for disinfecting water
  • Example 11 The study of the toxicological properties of the disinfectant lethal effect in acute experience
  • polyhexamethylene guanidine hydrochloride 630 mg / kg
  • the studies were performed on male outbred white rats with a body weight of 280-310 g, 6 animals in each of 4 experimental groups. 0.5-2.0 ml of each of agents 1a, 16 and 1c was injected through the gastric tube into the animals, which corresponded to doses of 5000, 10000, 15000 and 20,000 mg / kg. The observation period was 14 days. During the entire observation period, none of the animals showed signs of acute toxicity. No animal deaths have been reported. Thus, the disinfectant in accordance with the invention is classified as low-toxic drugs (class 3 for acute toxicity).
  • Example 12 The study of the toxicological properties of the disinfectant lethal effect in a subchronic experience
  • the studies were carried out on sexually mature males of outbred white rats with a body weight of 210-270 g, 5 animals in each of 8 experimental groups.
  • the observation period was 30 days.
  • Indicators of toxicity were the morphological and functional state of the gonads, the hemoglobin content and the number of red blood cells.
  • the selection of material for the study was carried out on 1, 5, 10, 15, 20 and 30 days.
  • the disinfectant in accordance with the invention is classified as low-toxic drugs (4th grade cumulative ability).
  • the concentration of foaming is equal to 15.6 mg / L.
  • an organoleptic indicator limiting the use of a disinfectant in accordance with the present invention is a threshold concentration of foaming equal to 1.6 mg / L.
  • Example 14 A comparative study of the effectiveness of various disinfectants in the preparation of drinking water
  • mesophilic, mesotrophic and facultative aerobes capable of growing on nutrient agar at 37 ° C for 24 hours, forming colonies visible with an increase of 2-5 times.
  • Example 15 A comparative study of the stability and long-term bactericidal action of various disinfectants in the preparation of drinking water
  • a known tool can be found in water for 20 days in concentrations of not less than 90% of the initial, which are from 0.5 to 5.0 mg / L.
  • concentrations of not less than 90% of the initial which are from 0.5 to 5.0 mg / L.
  • the center of re-contamination in disinfected water (with a microbial load within the original) without disappearing additives disappears within 1 hour.
  • the tool 16 in accordance with the present invention in concentrations of not less than 90% of the initial, constituting from 0.5 to 5.0 mg / l, is stored in water for 24 days.
  • Example 16 A comparative study of the effectiveness of disinfection of municipal wastewater with various disinfectants
  • hexamethylene guanidines in accordance with this invention have improved, stably reproducible disinfecting properties (in particular, persistent bactericidal and bacteriostatic effects), reduced toxicity and corrosion activity, and have a wider range of applications compared to known analogues.

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Abstract

L'invention concerne des oligomères ramifiés d'hexaméthylènediamine et de guanidine de formule (I). Les composés précités peuvent être utilisés comme composants actifs d'agents désinfectants. L'invention concerne également l'utilisation des agents précités pour stériliser divers articles, l'eau potable ou l'eau de circulation.
PCT/RU2011/000536 2010-12-13 2011-07-20 Oligomères ramifiés sur la base d'un dérivé de guanidine et agent désinfectant contenant ces oligomères (variantes) Ceased WO2012082009A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
RU2010150831 2010-12-13
RU2010150831/04A RU2443684C1 (ru) 2010-12-13 2010-12-13 Разветвленные олигомеры на основе производного гуанидина и содержащее их дезинфицирующее средство
RU2011125252/04A RU2461611C1 (ru) 2011-06-21 2011-06-21 Дезинфицирующее средство, содержащее разветвленные олигомеры на основе производного гуанидина, и его применение в водоочистке
RU2011125252 2011-06-21

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WO2012082009A1 true WO2012082009A1 (fr) 2012-06-21

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RU2223791C2 (ru) 2002-01-11 2004-02-20 Седишев Игорь Павлович Способ получения дезинфицирующего средства (варианты)
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SU1616898A1 (ru) * 1987-12-11 1990-12-30 Московский научно-исследовательский и проектно-изыскательский институт "МосводоканалНИИпроект" Способ получени дезинфицирующего средства
RU2039735C1 (ru) 1993-04-29 1995-07-20 Петр Александрович Гембицкий Способ получения дезинфицирующего средства
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RU2223791C2 (ru) 2002-01-11 2004-02-20 Седишев Игорь Павлович Способ получения дезинфицирующего средства (варианты)
UA61215A (en) * 2002-08-09 2003-11-17 Nina Feodosiivna Falendysh A process for preparing hydrochloride polyhexamethyleneguanidine, salt of polyhexamethyleneguanidine and biocyde agent
EP1551903B1 (fr) * 2002-10-18 2007-03-21 Progetto Idea S.P.A. Polymeres de sterilisation et procede de fabrication et d'utilisation correspondant

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