WO2011070175A2 - Procédé de préparation de biocides - Google Patents

Procédé de préparation de biocides Download PDF

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Publication number
WO2011070175A2
WO2011070175A2 PCT/EP2010/069498 EP2010069498W WO2011070175A2 WO 2011070175 A2 WO2011070175 A2 WO 2011070175A2 EP 2010069498 W EP2010069498 W EP 2010069498W WO 2011070175 A2 WO2011070175 A2 WO 2011070175A2
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WO
WIPO (PCT)
Prior art keywords
bentonite
metals
ions
sodium
process according
Prior art date
Application number
PCT/EP2010/069498
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English (en)
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WO2011070175A3 (fr
Inventor
Ara Arshavirovich Abramyan
Mikhail Mefodievich Afanasyev
Viacheslav Ivanovich Beklemyshev
Konstantin Vitalievich Filippov
Igor Ivanovich Makhonin
Umberto Orazio Giuseppe Maugeri
Vladimir Aleksandrovich Solodovnikov
Original Assignee
Closed Stock Company "Institute Of Applied Nanotechnology"
Fondazione Salvatore Maugeri Clinica Del Lavoro E Della Riabilitazione I.R.C.C.S.
Sib Laboratories Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to CA2783661A priority Critical patent/CA2783661A1/fr
Priority to JP2012542578A priority patent/JP2013513587A/ja
Priority to CN201080062151XA priority patent/CN102883597A/zh
Priority to EP10800907A priority patent/EP2509415A2/fr
Priority to US13/261,316 priority patent/US20120282161A1/en
Priority to MX2012006702A priority patent/MX2012006702A/es
Application filed by Closed Stock Company "Institute Of Applied Nanotechnology", Fondazione Salvatore Maugeri Clinica Del Lavoro E Della Riabilitazione I.R.C.C.S., Sib Laboratories Limited filed Critical Closed Stock Company "Institute Of Applied Nanotechnology"
Priority to BR112012013992A priority patent/BR112012013992A2/pt
Priority to KR1020127017877A priority patent/KR20130006425A/ko
Priority to SG2012042065A priority patent/SG181573A1/en
Publication of WO2011070175A2 publication Critical patent/WO2011070175A2/fr
Publication of WO2011070175A3 publication Critical patent/WO2011070175A3/fr
Priority to ZA2012/04825A priority patent/ZA201204825B/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16—Heavy metals; Compounds thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12—Powders or granules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16—Heavy metals; Compounds thereof
    • A01N59/20—Copper
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/02—Local antiseptics

Definitions

  • This invention relates to the manufacture of biocides possessing fungicidal and bactericidal properties and intended for application in hygiene and medicine, in compounds for topical use in the treatment of skin diseases (trophic ulcers, burns, dermatitis and dermopathy) and for preparations useful in other fields of technique, in particular, for the processing of fabric, polymers, building products and products for medical purpose.
  • Ultradispersed biocides containing silver are known [see E.M. Blagitko, etc. «Silver in medicine», Novosibirsk: Nauka-center, 2004, 256 p.].
  • a biocide in the form of a colloidal solution of a nano structured biocide based on metals nanoparticles is described.
  • Said nanostructured biocide is obtained by dissolution of a metal salt and a water-soluble polymer in water and/or in a non aqueous solvent.
  • the obtained solution is blown through a gaseous flow of nitrogen or argon and irradiated.
  • the metal salt a salt of at least one metal chosen from the group comprising silver, copper, nickel, palladium and platinum is used. It is preferable to use a salt of silver, for example nitrate, perchlorate, sulfate or acetate.
  • Polyvinylpirrolidone copolymers of 1-vinylpirrolidone with acrylic or vinylacetic acids, with styrene or with vinylic alcohol are used as the polymer. Methanol, ethanol, isopropyl alcohol or ethylene glycol are used as the solvent. Surface-active substances are also added in the reactor in order to obtain a stable emulsion.
  • the obtained nanocomposite biocides are used as antibacterial means, sterilising or deodorizing means.
  • the above described method for obtaining a biocide is complicated and expensive because the synthesis is carried out in an atmosphere of inert gas and with application of a source of ionizing radiations.
  • Ammonium or sodium hydroxyde is added in the solution.
  • Silver is in a zero-valent condition according to the data of the X-ray diffraction analysis.
  • the obtained arabinogalactans containing silver can be used in medicine as antiseptic means for topical application, as a medical preparation alternative to antibiotics and also as a component for bactericidal coatings.
  • the use of the stabilizer i.e. natural polysaccharide of arabinogalactan, as a reducer of silver ions up to a zero-valent condition and also, simultaneously, as the reaction dispersion media, increases the preparation costs.
  • Patent RU 2330673 (2008) is considered the closest prior art in respect of the present invention and refers to the preparation of biocides based on bentonite intercalated by ions of metals.
  • the process for obtaining the desired biocide consists of the following steps: in a first stage bentonite in Na-form is activated with ions of sodium by reaction with a water solution of chloride sodium followed by the removal of chlorine anions by washing and filtering of the obtained intermediate product; at the second stage, the obtained intermediate is intercalated by ions of metals having bactericidal action by reaction of water solutions of inorganic salts of these metals followed by removal of sodium salts by washing the product with deionized water. Then the product is filtered, dried and ground up to particles dimensions of 20-150 nanometers.
  • Silver nitrate and copper sulfate are used as inorganic salts of bactericidal metals for the intercalation.
  • Reaction of the bentonite with the named water solutions is carried out at each stage at a ratio: bentonite : solution as 1 : (10-40) parts by weight.
  • a semi-finished product of bentonite is kept in the specified salt solutions for 12-24 hour.
  • Repeated washing of bentonite with deionized water is carried out for removal of chlorine anions and sodium salts.
  • Obtained biocides are applied as additives for the manufacture of building dry mixes; in medicine and veterinary science for antimicrobial treatment of the injured zones of tissues of living organisms; in the preparation of ointments or gels; in preparations for the treatment of surfaces of building products; for the treatment of textile products.
  • This property determines an amount of exchange cations (expressed in mg-equivalents) capable to be replaced by cations of other type.
  • the chosen mineral clay (montmorillonite) possesses the highest capacity of cations exchange.
  • the processes of activation and intercalation substantially depend on the sizes and the specific surface of modular particles of bentonite and their hydrophilic properties.
  • the size, the specific surface of particles of bentonite and their hydrophilic properties basically depend on the softening and stratification of modular particles of bentonite under action of reacting water solutions that increases consumption of water, reactants and time for obtaining the biocide.
  • the biocidal properties of the obtained product are also determined by the degree of its cleaning from exchange alkaline metals.
  • the cleaning consists in repeated washing of the product with deionized water and that results in increasing the costs for obtaining the biocide, at the same time decreasing the concentration of metal ions having bactericidal action in the obtained biocide and does not exclude the presence of undesired ions of alkaline metals in the obtained product.
  • FIG. 1 shows the IR spectra of intercalated bentonite in Ag-form (variation of optical density on wave number) with and without application of Ultrasonic processing (according to examples 1.1 and 1.2 respectively).
  • Scope of the invention is to make available a process for the preparation of a biocide based on bentonite intercalated by ions of metals with effective bactericidal and fungicidal properties involving less costs in terms of reactants and process time.
  • the result of the new process is an increased efficiency of action of the obtained biocide when applied in preparations and compositions intended for bactericidal and fungicidal use.
  • the present process comprises the following steps:
  • bentonite in Na-form is activated by ions of sodium by treating it with chloride sodium in water solution followed by removal of chlorine anions by washing and filtering;
  • the above obtained intermediate product is intercalated with ions of metals having bactericidal action by treatment with water solutions of inorganic salts of these metals, followed by removal of sodium salt by washing of the product with deionized water.
  • the obtained product is filtered, dried and ground up to particles dimensions of 20-150 nanometers.
  • the steps of activation and intercalation of bentonite are carried out with application of ultrasound with frequency 20 - 50 kHz and intensity 10 - 100 Wt/cm .
  • the cleaning of the intercalated product from sodium salts is preferably carried out in two stages:
  • the stage of activation of bentonite in Na-form with ions of sodium is carried out using a 3-7 % water solution of chloride sodium and the stage of intercalation is carried out using 8-15 % water solutions of inorganic salts of metals having bactericidal action.
  • 3% water solution of chloride sodium is preferably used in the step of activation of bentonite in Na-form by ions of sodium; the reaction is carried out at a ratio bentonite : water solution 1 : (10-40) parts by weight.
  • 9% water solution of inorganic salts of metals of bactericidal action is preferably used in the intercalation step; the reaction is carried out at a ratio: bentonite : water solution, as 1 : (10-40), weight parts.
  • silver nitrate, copper sulfate, zinc sulfate or nitrate as inorganic salts of metals of bactericidal action are preferably used.
  • crown-ether 18-crown - 6 is preferably used as complexing agent of ions of alkaline metals.
  • the process according to the invention is less expensive in terms of used reactants and process time; biocides based on nanoparticles of bentonite intercalated by ions of metals having bactericidal action are obtained. These biocides provide effective bactericidal and fungicidal action on microorganisms and colonies of fungus by treating the surfaces of various fabrics, polymers, building (including medical) products, at external processing of integuments of warm-blooded beings.
  • ultrasounds have an influence on water systems of bentonite, with specified frequency and intensity that forms a specific surface of the particles directly participating in activation and intercalation. Particles of montmorillonite are divided and laminated, i.e. their active surface increases at dispersion of sodium bentonites in water with application of ultrasonic energy;
  • the present process can be industrially realized for manufacturing preparations intended for antimicrobic treatment of wounds, burns, ulcer zones of teguments, for preventive antimicrobic and fungicidal processing of surfaces of fabric, polymeric and building (including medical) products.
  • crown-ether 18-crown-6 with molecular weight 264 and belonging to macrocyclic polyethers.
  • Crown-ether is a white crystal powder with fusion temperature 38,6-39,4°C .
  • the activation and intercalation become worse at decrease in frequency and intensity of ultrasound while an increase of frequency and intensity of ultrasound leads to increase in temperature of the used medium, to negative cavitational effects and also to increase operational and power expenses.
  • Stage 1 manufacturing of semifinished products of bentonite.
  • Bentonite (montmorillonite) in Na-form in the amount of 10 g is saturated with 3% water solution of NaCl at a ratio bentonite : solution 1:40, weight parts.
  • Ultrasonic processing of the system «bentonite - reaction solution* is carried out under application of ultrasounds with frequency 20 kHz and intensity of 15 Wt/cm during 15 minutes.
  • Dispersion of the system with simultaneous activation of bentonite particles in a solution by ions of sodium occurs in result.
  • the temperature of the reaction system increases of 5°C.
  • washing of the intermediate product by deionized water is carried out not less than two times for removal of anions of chlorine. After it a filtration through the filter «a white tape» and drying is carried out.
  • Bentonite (montmorillonite) in Na-form at amount of 10 gr. is saturated with 5% water solution of NaCl at a ratio: bentonite : solution 1:40, weight parts. Then it is kept in the given solution during 12 hours for activation of modular particles of bentonite by sodium ions. Repeated (not less than two times) washing of the intermediate product with deionized water for removal of chlorine anions and a filtration through the filter «a white tape»and the subsequent drying is carried out.
  • Biocide on the basis of nanostructured bentonite intercalated by ions of metals having bactericidal action are obtained from the intermediates of the previous step according to the following examples:
  • Example 1 The intermediate obtained in Example 1 is saturated with 9% water solution of silver nitrate (at red illumination).
  • Ultrasonic processing of the system «bentonite - reaction solution* is carried out for 20 minutes with frequency of ultrasound 30 kHz and intensity of 15 Wt/cm .
  • Dispersion of the system «bentonite - reaction solution* occurs and reactions of ionic replacement of sodium cations (Na + ) by silver cations (Ag + ) occurs.
  • the process is carried out at a temperature of no more than 35°C and the suspension obtained after ultrasonic treatment is decanted giving a moist residuum that is washed in deionized water with addition of crown- ether 18-crown-6. Concentration of crown-ether 18-crown-6 in deionized water was 40 ppm (40mg) per one liter of water. Filtration and drying preferably at temperature of no more than 80°C is carried out. The obtained product is ground after drying.
  • Example 1.1 The same process of Example 1.1 is performed but 9% water solution of copper sulfate (CuS0 4 ) is used. There is a replacement of sodium cations (Na + ) by copper cations (Cu 2+ ), during reactions of ionic exchange 9,8 g of product are collected.
  • CuS0 4 copper sulfate
  • Example 1.1 The same process of Example 1.1 is performed but 9% water solution of zinc chloride (ZnCl 2 ) is used. There is a replacement of sodium cations (Na + ) by zinc cations (Zn 2 + ) during reactions of an ionic exchange, 9,8 g of product are collected.
  • ZnCl 2 zinc chloride
  • Example 2 The intermediate product obtained in Example 2 is saturated with 10% water solution of silver nitrate (at red illumination). Then it is kept for 20 hours and in result there is a softening and stratification of modular particles of bentonite with synchronous reactions of ionic replacement of sodium cations (Na + ) by silver cations (Ag + ). The process is carried out at a temperature of no more than 30°C. The obtained suspension is decanted giving a moist residuum of bentonite which is washed in deionized water. The washing is carried out repeatedly not less than five times. Filtration and drying preferably at a temperature of no more than 80°C is carried out. The obtained product is ground after drying; 9,7 g of product are collected.
  • Example 2.1 The preparation of a biocide by Example 2.1 is carried out according to the known patent RU 2330673.
  • the content of silver and copper was determined in biocides obtained by Examples 1.1-1.2 and 2.1.
  • the titrimetric analysis for determination of the amount of silver and copper in the given examples was carried out using the indicators fixing a point of equivalence of titration.
  • a mix of sulfuric and nitric acids was used as reagent of decomposition in the titrimetric analysis for determination of weight % content of silver in the analyzed samples.
  • a solution of ammonium thiocyanate (or potassium) was used as a titrant and a solution of ferric alum was used as the indicator.
  • Example 1.1 contains 2, 95% b.w. of silver
  • the tested sample (Example 2.1) contains 2,35% b.w. of silver;
  • Biocides obtained by Eexamples 1.1 and 2.1 were tested by IR-spectroscopy (infra-red spectroscopy) for confirmation of efficiency of the process.
  • IR-spectroscopy infra-red spectroscopy
  • IR-spectrum of tested biocides in the Ag-form essentially differ for the content of ions of silver (Ag + ) in interlayer space of intercalated bentonite (Fig. l).
  • Tests of biocides by Examples 1.1-1.3 and 2.1 have been carried out for confirmation of efficiency of bactericidal and fungicidal properties of biocide obtained according to the invention.
  • Tests were carried out in sterile conditions using sterilized equipment and materials. The following materials have been used in the tests:
  • Examples Petri's cups treated with a sterilized beef-extract broth (BEB), with pH 7,2 -7,4.
  • the thickness of cooled layer BEB is 2-3 mm; - the sterilized gauze-cotton wool tampons (samples).
  • the quantity of tested samples prepared in Examples 1.1-1.3, 2.1 corresponds to the quantity of tests performed for determination of microorganisms Staphylococcus aureus, barmy cells Candida utilis, on the processed materials.
  • Tests were carried out for 4, 8, 10, 14 days at retention of the gauze-cotton wool samples in usual conditions.
  • the samples were placed in Petri's cups processed by BEB. Before retention the tested samples have been processed by the obtained preparations in the amount of 3 g of a preparation per 1 cm 2 .
  • Obtained biocide has no contra-indications and possesses high absorption, ion-exchanging and anti-inflammatory properties.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Toxicology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention porte sur un procédé de préparation de biocides qui possèdent des propriétés fongicides et bactéricides, de la bentonite étant activée par des ions du sodium, et des ions de métaux à effet bactéricide tels que Ag+, Cu2+, Zn2+ sont intercalés dans le produit intermédiaire obtenu par la réaction dans des solutions aqueuses de sels inorganiques de ces métaux, sous l'action d'ultrasons ayant une fréquence de 20 à 50 kHz et une intensité de 10 à 100 WT/cm2.
PCT/EP2010/069498 2009-12-11 2010-12-13 Procédé de préparation de biocides WO2011070175A2 (fr)

Priority Applications (10)

Application Number Priority Date Filing Date Title
JP2012542578A JP2013513587A (ja) 2009-12-11 2010-12-13 殺生物剤の調製方法
CN201080062151XA CN102883597A (zh) 2009-12-11 2010-12-13 制备杀生物剂的方法
EP10800907A EP2509415A2 (fr) 2009-12-11 2010-12-13 Procédé de préparation de biocides
US13/261,316 US20120282161A1 (en) 2009-12-11 2010-12-13 Process for preparing biocides
MX2012006702A MX2012006702A (es) 2009-12-11 2010-12-13 Proceso para preparar biocidas.
CA2783661A CA2783661A1 (fr) 2009-12-11 2010-12-13 Procede de preparation de biocides
BR112012013992A BR112012013992A2 (pt) 2009-12-11 2010-12-13 processo para preparação de biocidas
KR1020127017877A KR20130006425A (ko) 2009-12-11 2010-12-13 살생물제 제조방법
SG2012042065A SG181573A1 (en) 2009-12-11 2010-12-13 Process for preparing biocides
ZA2012/04825A ZA201204825B (en) 2009-12-11 2012-06-28 Process for preparing biocides

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
RURU2009145819 2009-12-11
RU2009145819/15A RU2429857C2 (ru) 2009-12-11 2009-12-11 Способ получения биоцида

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WO2011070175A2 true WO2011070175A2 (fr) 2011-06-16
WO2011070175A3 WO2011070175A3 (fr) 2011-09-15

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US (1) US20120282161A1 (fr)
EP (1) EP2509415A2 (fr)
JP (1) JP2013513587A (fr)
KR (1) KR20130006425A (fr)
CN (1) CN102883597A (fr)
BR (1) BR112012013992A2 (fr)
CA (1) CA2783661A1 (fr)
CL (1) CL2012001513A1 (fr)
MX (1) MX2012006702A (fr)
RU (1) RU2429857C2 (fr)
SG (1) SG181573A1 (fr)
WO (1) WO2011070175A2 (fr)
ZA (1) ZA201204825B (fr)

Cited By (1)

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WO2021198348A1 (fr) 2020-04-01 2021-10-07 Kazimierz Przybysz Bentonite modifiée, composition à base de bentonite modifiée et son procédé de fabrication

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RU2611364C1 (ru) * 2015-12-23 2017-02-21 Андрей Владимирович Лапочкин Антисептическое средство и способ его получения
AU2018425446B2 (en) 2018-05-31 2024-06-13 Halliburton Energy Services, Inc. High-intensity acoustic treatment of colloidal mineral suspensions for wellbore operations
CN110034296B (zh) * 2019-04-19 2022-02-15 哈尔滨工业大学 一种凸面镜状硅纳米片材料及其制备方法和应用

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Publication number Priority date Publication date Assignee Title
WO2021198348A1 (fr) 2020-04-01 2021-10-07 Kazimierz Przybysz Bentonite modifiée, composition à base de bentonite modifiée et son procédé de fabrication

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SG181573A1 (en) 2012-07-30
CA2783661A1 (fr) 2011-06-16
ZA201204825B (en) 2013-05-29
WO2011070175A3 (fr) 2011-09-15
CN102883597A (zh) 2013-01-16
KR20130006425A (ko) 2013-01-16
CL2012001513A1 (es) 2013-01-18
BR112012013992A2 (pt) 2015-09-15
US20120282161A1 (en) 2012-11-08
EP2509415A2 (fr) 2012-10-17
RU2429857C2 (ru) 2011-09-27
MX2012006702A (es) 2012-07-30
RU2009145819A (ru) 2011-06-20

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