WO2003096809A1 - Charbon actif antimicrobien - Google Patents

Charbon actif antimicrobien Download PDF

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Publication number
WO2003096809A1
WO2003096809A1 PCT/EP2003/003646 EP0303646W WO03096809A1 WO 2003096809 A1 WO2003096809 A1 WO 2003096809A1 EP 0303646 W EP0303646 W EP 0303646W WO 03096809 A1 WO03096809 A1 WO 03096809A1
Authority
WO
WIPO (PCT)
Prior art keywords
antimicrobial
methacrylate
activated carbon
acrylate
water
Prior art date
Application number
PCT/EP2003/003646
Other languages
German (de)
English (en)
Inventor
Peter Ottersbach
Martina Inhester
Original Assignee
Creavis Gesellschaft Für Technologie Und Innovation Mbh
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
Application filed by Creavis Gesellschaft Für Technologie Und Innovation Mbh filed Critical Creavis Gesellschaft Für Technologie Und Innovation Mbh
Priority to AU2003216919A priority Critical patent/AU2003216919A1/en
Publication of WO2003096809A1 publication Critical patent/WO2003096809A1/fr

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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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof

Definitions

  • the invention relates to antimicrobial activated carbon, a process for the antimicrobial finishing of activated carbon and the use of the activated carbon.
  • Mucus layers often form, which cause microbial populations to rise extremely, which have a lasting impact on the quality of water, beverages and food, and can even lead to product spoilage and consumer health damage.
  • Bacteria must be kept away from all areas of life where hygiene is important. This affects textiles for direct body contact, especially for the genital area and for nursing and elderly care. In addition, bacteria must be kept away from furniture and device surfaces in care stations, in particular in the area of intensive care and the care of small children, in hospitals, in particular in rooms for medical interventions and in isolation stations for critical infections and in toilets.
  • Plastic cladding are equipped that are particularly easy to handle. In addition to the undesirable visual impression, the function may also be more appropriate Components are reduced. In this context, e.g. B. to think of algae growth of photovoltaic functional areas.
  • the copolymer produced with aminomethacrylates is only a matrix or carrier substance for added microbicidal active substances which can diffuse or migrate from the carrier substance.
  • Polymers of this type lose their effect more or less quickly when the necessary “minimal inhibitory concentration” (MIC) is no longer achieved.
  • Plants for this purpose should be low-maintenance, easy to produce, low in energy consumption and very efficient.
  • Activated carbon has a very large specific surface and is therefore particularly suitable for filtration.
  • the filtration of a liquid over activated carbon has no significant influence on its microbial contamination.
  • activated carbon can be made microbicidal without loss of the filtration properties using antimicrobial polymers.
  • the large specific surface area of the activated carbon fully unfolds the antimicrobial effect of the antimicrobial polymers used, since the antimicrobial effect of these polymer systems is based on a contact microbicidal effect.
  • the present invention therefore relates to antimicrobial activated carbon containing 0.05 to 95% by weight of at least one antimicrobial polymer.
  • Activated carbon for the purposes of the present invention is any coal sold under this generic name, e.g. B. according to the definition from Römpps Chemie Lexikon, Version 2.0.
  • Activated carbon is understood to mean carbon structures from the smallest graphite crystals and amorphous carbon with a porous structure and inner surfaces between 500 and 1500 m 2 / g.
  • powdered activated carbon e.g. for decolorising liquids
  • granular activated carbon e.g. for water treatment
  • cylindrical shaped activated carbon e.g. for gas cleaning
  • the activated carbon vegetable (wood, peat, nutshells, coffee beans), animal (blood, bone) and / or mineral (brown or hard coal, petrochemical hydrocarbons) raw materials are used either with dehydrating agents (zinc chloride, phosphoric acid) at 500 to 900 ° C heated and then cleaned by washing or charred by dry distillation and then activated by oxidation, d. H. the charred material is treated at 700 to 1000 ° C with water vapor, carbon dioxide and / or mixtures thereof, possibly also with air.
  • dehydrating agents zinc chloride, phosphoric acid
  • the proportion of the antimicrobial polymers in the activated carbon according to the invention can be 0.05 to 70, preferably 0.1 to 50, particularly preferably 0.5 to 25, in particular 1 to 15% by weight.
  • activated carbon is treated with a solution of antimicrobial polymers.
  • the activated carbon can be treated by a solution of the at least one antimicrobial polymer in an organic solvent or an aqueous dispersion of the antimicrobial polymer.
  • Hydrocarbons, halogenated hydrocarbons and organic acids in particular Methanol, ethanol, propanol, butanol, acetone, methyl ethyl ketone, butyl acetate, ethyl acetate, acetaldehyde, ethylene glycol, propylene glycol, THF, diethyl ether, dioxane, toluene, n-hexane, cyclohexane, cyclohexanol, xylene, DMF, acetic acid and chloroform.
  • At least one antimicrobial polymer can be incorporated into a lacquer which is used to coat the activated carbon.
  • the antimicrobial polymers can also be applied to the activated carbon by melting or other thermal forming processes or by treatment with supercritical CO 2 .
  • a polymer blend of antimicrobial and non-antimicrobial polymers can also be used for the antimicrobial coating of the activated carbon.
  • Non-antimicrobial polymers are e.g. B. polymethyl methacrylate, PVC, polyacrylic acid, polystyrene, polyolefins, polyterephthalates, polyamides, polysulfones, polyacrylonitrile, polycarbonates, polyurethane, cellulose derivatives.
  • the antimicrobial polymers are preferably produced from nitrogen or phosphorus-functionalized monomers. Particularly suitable for this purpose are antimicrobial polymers consisting of at least one monomer from the group consisting of 2-tert-butylaminoethyl methacrylate, 2-diethylaminoethyl methacrylate, 2-diethylaminomethyl methacrylate, 2-tert-butylaminoethyl acrylate, 3-acrylate - dimethylaminopropyl ester, acrylic acid-2-diethylaminoethyl ester, acrylic acid-2-dimethylaminoethyl ester, dimethylaminopropyl methacrylamide, diethyl aminopropyl methacrylamide, acrylic acid 3-dimethylaminopropylamide, 2-meth-acryloyloxyethyltrimethylammonium methoxy sulfate, methacrylic acid-2-diethyl methyl amyl methyl amyl methyl aminomethyl
  • Suitable monomers are acrylic or methacrylic compounds, such as. B. acrylic acid, tert.
  • Acrylic acid ethyl ester acrylic acid butyl ester and / or acrylic acid tert-butyl ester.
  • the antimicrobial polymers used can have molecular weights of 5,000 to 5,000,000, in particular 20,000 to 1,000,000, preferably 50,000 to 200,000 g / mol (weight average).
  • the antimicrobial activated carbon according to the invention can be used for the production of filters or packing elements, quite generally for the production of all applications which are also based on non-antimicrobial activated carbon.
  • Corresponding applications can be in the filtration and sterilization of all liquids in which bacteria are undesired. This can e.g. B. drinking water, process water in the chemical or pharmaceutical industry, or in the food processing industry.
  • applications for combined filtration and sterilization of gases are also conceivable, e.g. B. in the field of air purification.
  • the present invention therefore furthermore relates to processes for the sterilization of liquids containing water, the liquid for sterilization using antimicrobial activated carbon containing between 0.05 and 95% by weight of at least one contains antimicrobial polymer.
  • the present invention furthermore relates to a process for gas purification, the gas to be purified being passed over antimicrobial activated carbon which contains between 0.05 and 95% by weight of at least one antimicrobial polymer.
  • Activated carbon with the lower proportions of antimicrobial polymers already mentioned can also be used in this process.
  • Liquids which can be sterilized with the activated carbon equipped according to the invention are e.g. B. the above Liquids or drinking water, wastewater, process water, process water or liquid or pasty food that can be pumped through appropriate devices.
  • the antimicrobial activated carbons according to the invention can be used in all applications in which activated carbon is usually used.
  • this can filter modules in air conditioning z. B. for buildings or motor vehicles, especially hospitals, gas masks, swimming pool filters, drinking water filters, industrial water filters, sterile water filters.
  • Example la 50 mL tert-butylaminoethyl methacrylate (Aldrich) and 240 mL ethanol are placed in a three-necked flask and heated to 65 ° C under a stream of argon. Then 0.4 g of azobisisobutyronitrile dissolved in 15 ml of ethanol are slowly added dropwise with stirring. The mixture is heated to 70 ° C. and stirred at this temperature for 6 hours. After this time, the solvent is removed from the reaction mixture by distillation. The product is then dried in a vacuum at 50 ° C for 24 hours. The reaction product is then ground up finely.
  • Example la 50 mL tert-butylaminoethyl methacrylate (Aldrich) and 240 mL ethanol are placed in a three-necked flask and heated to 65 ° C under a stream of argon. Then 0.4 g of azobisisobutyronitrile dissolved in 15
  • Example 1 1 g of the product from Example 1 is dissolved in 100 mL ethanol. 10 g of activated carbon (Riedel de Häen) are stirred into this solution using a magnetic stirrer. The stirring time is about 30 minutes. The activated carbon thus impregnated is then filtered off by means of a medium-pore filter of the 389 type and using a water jet pump. The activated carbon thus separated is then dried at 35 ° C. for 6 hours. As an alternative, and more technically relevant, drying using an eddy current dryer is also possible.
  • 0.1 g of the coated activated carbon from example la is stirred into 20 ml of a test microbial suspension of Pseudomonas aeruginosa.
  • the system prepared in this way is now shaken for a period of 4 hours.
  • 1 mL of the test microbial suspension is removed. After this time, the number of germs dropped from 10 7 to 10 2 germs per mL.
  • 0.1 g of the coated activated carbon from example la is stirred into 20 ml of a test germ suspension of Staphylococcus aureus.
  • the system prepared in this way is now shaken for a period of 4 hours. Then 1 mL of the test microbial suspension is removed. After this time no germs are detectable.
  • Example 1d was carried out using the test bacteria Staphylococcus aureus instead of Pseudomonas aeruginosa. Here, too, the number of germs remains constant.
  • Example 2 40 mL dimethylaminopropyl methacrylamide (Aldrich) and 200 mL ethanol are placed in a three-necked flask and heated to 65 ° C under a stream of argon. Then 0.4 g of azobisisobutyronitrile dissolved in 20 ml of ethanol are slowly added dropwise with stirring. The mixture is heated to 70 ° C. and stirred at this temperature for 6 hours. After this time, the solvent is removed from the reaction mixture by distillation and dried for 24 hours at 50 ° C in a vacuum. The reaction product is then finely ground.
  • Example 2a 2 g of the product from Example 2 is dissolved in 100 mL ethanol. 10 g of activated carbon (Riedel de Häen) are stirred into this solution using a magnetic stirrer. The stirring time is about 30 minutes. The activated carbon thus impregnated is then filtered off by means of a medium-pore filter of the 389 type and using a water jet pump. The activated carbon thus separated is then dried at 35 ° C. for 6 hours. As an alternative, and more technically relevant, drying using an eddy current dryer is also possible.
  • Example 2a 0.1 g of the coated activated carbon from Example 2a is stirred into 20 mL of a test germ suspension of Pseudomonas aeruginosa. The system prepared in this way is now shaken for a period of 4 hours. Then 1 mL of the test microbial suspension is removed. After this time the number of germs decreased from 10 7 to 10 3 germs per mL.
  • Example 2c 0.1 g of the coated activated carbon from Example 2a is stirred into 20 mL of a test germ suspension of Staphylococcus aureus. The system prepared in this way is now shaken for a period of 4 hours. Then 1 mL of the test microbial suspension is removed. After this time no germs are detectable.
  • Example 3a 0.1 g of the coated activated carbon from Example 3a is stirred into 20 mL of a test germ suspension from Pseudomonas aeruginosa. The system prepared in this way is now shaken for a period of 4 hours. Then 1 mL of the test microbial suspension is removed. After this time the number of germs decreased from 10 7 to 10 3 germs per mL.
  • Example 3a 0.1 g of the coated activated carbon from Example 3a is stirred into 20 mL of a test germ suspension of Staphylococcus aureus. The system prepared in this way is now shaken for a period of 4 hours. Then 1 mL of the test microbial suspension is removed. After this time no germs are detectable.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Water Treatment By Sorption (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)

Abstract

L'invention concerne un procédé de traitement antimicrobien de charbon actif à l'aide de polymères antimicrobiens, du charbon actif antimicrobien contenant au moins un polymère antimicrobien ainsi que diverses utilisations de ce charbon actif.
PCT/EP2003/003646 2002-05-18 2003-04-09 Charbon actif antimicrobien WO2003096809A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003216919A AU2003216919A1 (en) 2002-05-18 2003-04-09 Antimicrobial active carbon

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2002122287 DE10222287A1 (de) 2002-05-18 2002-05-18 Antimikrobielle Aktivkohle
DE10222287.8 2002-05-18

Publications (1)

Publication Number Publication Date
WO2003096809A1 true WO2003096809A1 (fr) 2003-11-27

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PCT/EP2003/003646 WO2003096809A1 (fr) 2002-05-18 2003-04-09 Charbon actif antimicrobien

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AU (1) AU2003216919A1 (fr)
DE (1) DE10222287A1 (fr)
WO (1) WO2003096809A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004022264A1 (de) * 2004-05-06 2005-12-01 Witty-Chemie Gmbh & Co. Kg Aktivkohlezusammensetzung und deren Verwendung zur Aufbereitung von Schwimmbadwasser

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2431920A1 (de) * 1973-07-05 1975-04-17 Univ Strathclyde Ueberzogenes absorbensmaterial
US4299898A (en) * 1979-05-03 1981-11-10 Xerox Corporation Positively charged toners containing quaternary ammonium salts attached to acrylate polymers
JPS59116113A (ja) * 1982-12-21 1984-07-04 Sumitomo Bakelite Co Ltd 粒状活性炭のコ−テイング方法
US4621039A (en) * 1984-12-18 1986-11-04 Xerox Corporation Developer compositions with fast admixing characteristics
JPH07241462A (ja) * 1994-03-04 1995-09-19 Nisso Eng Kk 空気浄化フィルター用吸着材
JPH10265209A (ja) * 1997-03-26 1998-10-06 Mitsubishi Chem Corp 活性炭
DE10022453A1 (de) * 1999-09-09 2001-03-15 Creavis Tech & Innovation Gmbh Antimikrobielle Zusatzstoffe
JP2001235200A (ja) * 2000-02-23 2001-08-31 Sebon Kk 空気調和装置
DE10022406A1 (de) * 2000-05-09 2001-11-15 Creavis Tech & Innovation Gmbh Antimikrobielle, Aminofunktionalisierte Copolymere
DE10043287A1 (de) * 2000-09-02 2002-03-14 Creavis Tech & Innovation Gmbh Antimikrobiell wirksame Depotformulierungen

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2431920A1 (de) * 1973-07-05 1975-04-17 Univ Strathclyde Ueberzogenes absorbensmaterial
US4299898A (en) * 1979-05-03 1981-11-10 Xerox Corporation Positively charged toners containing quaternary ammonium salts attached to acrylate polymers
JPS59116113A (ja) * 1982-12-21 1984-07-04 Sumitomo Bakelite Co Ltd 粒状活性炭のコ−テイング方法
US4621039A (en) * 1984-12-18 1986-11-04 Xerox Corporation Developer compositions with fast admixing characteristics
JPH07241462A (ja) * 1994-03-04 1995-09-19 Nisso Eng Kk 空気浄化フィルター用吸着材
JPH10265209A (ja) * 1997-03-26 1998-10-06 Mitsubishi Chem Corp 活性炭
DE10022453A1 (de) * 1999-09-09 2001-03-15 Creavis Tech & Innovation Gmbh Antimikrobielle Zusatzstoffe
JP2001235200A (ja) * 2000-02-23 2001-08-31 Sebon Kk 空気調和装置
DE10022406A1 (de) * 2000-05-09 2001-11-15 Creavis Tech & Innovation Gmbh Antimikrobielle, Aminofunktionalisierte Copolymere
DE10043287A1 (de) * 2000-09-02 2002-03-14 Creavis Tech & Innovation Gmbh Antimikrobiell wirksame Depotformulierungen

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 008, no. 232 (C - 248) 25 October 1984 (1984-10-25) *
PATENT ABSTRACTS OF JAPAN vol. 1996, no. 01 31 January 1996 (1996-01-31) *
PATENT ABSTRACTS OF JAPAN vol. 1999, no. 01 29 January 1999 (1999-01-29) *
PATENT ABSTRACTS OF JAPAN vol. 2000, no. 25 12 April 2001 (2001-04-12) *

Also Published As

Publication number Publication date
AU2003216919A1 (en) 2003-12-02
DE10222287A1 (de) 2003-11-27

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