WO2004062363A2 - Biocides ameliores - Google Patents

Biocides ameliores Download PDF

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Publication number
WO2004062363A2
WO2004062363A2 PCT/GB2004/000050 GB2004000050W WO2004062363A2 WO 2004062363 A2 WO2004062363 A2 WO 2004062363A2 GB 2004000050 W GB2004000050 W GB 2004000050W WO 2004062363 A2 WO2004062363 A2 WO 2004062363A2
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WO
WIPO (PCT)
Prior art keywords
composition
biocidal
agent
film
glycol
Prior art date
Application number
PCT/GB2004/000050
Other languages
English (en)
Other versions
WO2004062363A3 (fr
Inventor
Keith Seymour
Original Assignee
Envirotech (Uk) 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
Application filed by Envirotech (Uk) Limited filed Critical Envirotech (Uk) Limited
Publication of WO2004062363A2 publication Critical patent/WO2004062363A2/fr
Publication of WO2004062363A3 publication Critical patent/WO2004062363A3/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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 liquids as carriers, diluents or solvents
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/08Biocides, 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
    • A01N25/10Macromolecular compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/24Biocides, 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 ingredients to enhance the sticking of the active ingredients

Definitions

  • This invention relates to biocidal compositions, methods of manufacturing biocidal surfaces and biocidal articles.
  • imparting anti-microbial effects to these surfaces is necessary to prevent cross contamination of different surfaces, and to prevent patients and/or clinical staff from becoming contaminated with microbes through use of the surfaces and structures .
  • liquid compositions simply spray on particulate anti-microbial composition, which is not bound to the surface, the antimicrobial composition is easily removed, and the anti- microbial effect is temporary, to the point that any contact with the surface may remove the anti-microbial composition and thereby remove the anti-microbial effect from the surface .
  • an antimicrobial composition which can be applied to surfaces and load bearing structures, and which is permanently applied to those surfaces and structures, such that contact by a user or another surface does not remove the anti-microbial composition. It would be further advantageous to provide an anti-microbial composition which is permanent when applied to a surface or load bearing structure, and in which the surface or load bearing structure may be washed or wiped without removal of the anti-microbial composition.
  • a biocidal film-forming composition comprising at least one biocidal agent, a film-forming agent, and at least one compound selected from the group consisting of a glycol or ester thereof, glycerol, and a glyceride.
  • the glycol comprises a linear or branched C 2 -C ⁇ 2 dihydroxy alkane, preferably a C 2 -C 6 dihydroxy alkane .
  • the glycol comprises a linear alkyl chain.
  • Preferred glycols include ethylene glycol, propylene glycol, butylene glycol and hexalene glycol, with hexalene glycol being particularly preferred.
  • glycol comprises more than 3 carbon atoms in the alkyl chain
  • hydroxyl groups are preferably present on the 1 and 2 carbon atom positions.
  • preferred as glycols are 1, 2-dihydroxyalkanes .
  • the ester glycol comprises an ester of a glycol described above .
  • Suitable glycol esters include the condensation products of a linear or branched C 2 -C 12 dihydroxyalkane with a C__-C 2 2 alkylcarboxylic acid which may be, for example a C ⁇ -C 6 alkylcarboxylic acid or a larger C 7 -C 18 alkylcarboxylic acid.
  • Suitable C ⁇ -C 22 alkylcarboxylic acids include acetic acid, propionic acid, • butyric acid, hexanoic acid, stearic acid, or plamitic acid.
  • the glycol ester is preferably a mono-ester or di-ester.
  • Particularly preferred glycol esters include C 1 -C 12 alkylpropionates, especially 2, 2 , -trimethyl-l, 3 pentanediolmono (2-methylpropionate) .
  • the glyceride may be a tri -glyceride .
  • the film-forming agent is preferably a polymeric film- forming agent .
  • Polymers suitably as polymeric film- forming agents include, polymers of and co-polymers of:
  • acrylic esters and methacrylic esters having an aliphatic hydroxyl group such as 2- hydroxyethylmethacrylate or 2-hydroxyethylacrylate .
  • alkylacrylates such as methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, amyl acrylate, hexyl acrylate, octyl acrylate, benzyl acrylate, 2- chloroethyl acrylate, glycidyl acrylate, and N- dimethylaminoethyl acrylate,
  • alkylmethacrylates such as methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, amyl methacrylate, hexyl methacrylate, cyclohexyl methacrylate, glycidyl methacrylate, and N- dimethylaminoethyl methacrylate,
  • acrylamides or methacrylamides such as acrylamide, methacrylamide, N-methylolacrylamide, N-ethylacrylamide,
  • vinyl ethers such as ethylvinyl ether, 2- chloroethylvinyl ether, hydroxyethylvinyl ether, propylvinyl ether, butylvinyl ether, octylvinyl ether, and phenylvinyl ether,
  • vinyl esters such as vinyl acetate, vinyl chloroacetate, vinyl butyrate, and vinyl benzoate
  • styrenes such as styrene, ⁇ -methylstyrene, methylstyrene, and chloromethylstyrene
  • vinyl ketones such as methylvinyl ketone, ethylvinyl ketone, propylvinyl ketone, and phenylvinyl ketone
  • olefins such as ethylene, propylene, isobutylene, butadiene, and isoprene
  • unsaturated imides such as maleimide, N- acryloylacrylamide, N-acetylmethacrylamide, n- propionylmethacrylamide and n- (p-chlorobenzoyl) methacrylamide, and
  • unsaturated carboxylic acids such as acrylic acid, methacrylic acid, maleic anhydride, and itaconic acid.
  • Particularly suitable polymeric film-forming agents include co-polymers of a vinyl ester, especially co- polymers of vinyl acetate with a vinyl ester of a C 6 -C2 monocarboxylic acid. It has surprisingly been found that the inclusion of a glycol, glycerol, glyceride or glycol ester to compositions comprising biocidal agents and film-forming agents, enables efficient biocidal action throughout the resultant composition when coated on surfaces.
  • the biocidal agent preferably comprises a pryrethoid agent, and may be a pyrethroid or pyrethroid ether, for example.
  • the pyrethroid agent may be natural or synthetic .
  • composition comprising a pyrethroid, a film-forming agent and a glycerol, glycol, glyceride or glycol ester, provides effective insecticidal action (and other biocidal action) whilst being able to be coated on any suitable surface without diminishing the biocidal activity of the pyrethroid.
  • Suitable pyrethroid agents include acrinathrin, allethrin, bathrin, cyclethrin, cypermethrin, permethrin, deltamethrin, bifenthrin, and cyfluthrin.
  • the pyrethroid agent is present in an amount of at least 0.01wt% of the total weight of the composition, preferably at least 0.05%wt and more preferably at least 0.1%wt.
  • the pyrethroid agent is present in an amount of no more than 6%wt of the total weight of the composition, preferably no more that 4wt% and more preferably no more than 2.5wt%.
  • the biocidal agent may be a nitrogen containing biocidal agent .
  • the nitrogen-containing biocide may comprise an amide biocide, a triazine, a guanidine, a quaternary ammonium compound, a pyrethroid or mixtures or derivatives thereof, but is preferably a quaternary ammonium compound or pyrethroid.
  • the quaternary ammonium compound comprises an optionally substituted linear or branched C ⁇ -C 2 o alkyl ammonium halide or alkylbenzylammonium halide.
  • the alkylammonium halide is a dialkyldimethyl ammonium halide or an alkyldimethylbenzyl ammonium chloride.
  • the halide is preferably chloride, bromide or iodide, but is more preferably chloride.
  • Suitable quaternary ammonium compounds include dimethyl dibenzylammonium chloride, dodecyldimethyl ammonium chloride, ethylmethyl dibenzyl ammonium chloride and didecyl dimethyl ammonium chloride .
  • the nitrogen-containing biocide is present in the composition in an amount of at least 0.01wt% of the total weight of the composition, preferably at least 0.05wt%, and more preferably at least 0.1wt%.
  • the nitrogen-containing biocide is present in the composition in an amount of no more than 6wt%, preferably no more than 4wt% and more preferably no more than 2.5wt%, of the total weight of the composition.
  • the biocidal agent may be a sulphur-containing biocidal agent .
  • the sulphur-containing biocide may be a non-oxidising or oxidising biocide.
  • the sulphur-containing biocide comprises a thiocarbonate, a thiocyanate, an isothiocyanate, a dithiocarbonate, a thiazole, a thiazolinone, an isothiazolinone, or any mixture or derivative thereof, but is preferably a thiazolinone or an isothiazolinone.
  • Suitable isothiazolinones include linear or branched C ⁇ -C 6 alkylhalothiazolinones, or alkylhaloisothiazolinones .
  • Preferred isothiazolinones include methylisothiozolinones, especially 2-methyl-4-isothiazolin-3-one, and methylhaloiso thiazolinones, especially 5-chloro-2-methyl- 4-isothiazolin-3-one .
  • the sulphur-containing biocide is present in an amount of at least 0.0001wt% of the total weight of the composition, preferably at least 0.00025wt%, and more preferably at least 0.0005wt%.
  • the sulphur-containing biocide is present in an amount of no more than 0. lwt% of the total weight of the composition, preferably no more than 0.05wt% and more preferably no more than 0.01wt%.
  • the sulphur-containing biocide may also contain one or more nitrogen atoms, such as in the case of thiazoles and thiazolinones, but the biocidal composition of the invention preferably comprises both a nitrogen-containing biocide and a separate sulphur containing biocide, whether or not the sulphur-containing biocide comprises nitrogen atoms or not .
  • the composition contains at least one nitrogen containing biocide and at least one sulphur-containing biocide.
  • the nitrogen-containing biocide and sulphur-containing biocide are separate biocides.
  • biocide we mean an agent capable of killing or preventing growth of a micro-organism such as a bacteria, viruses, fungi, algae and the like; animals, especially insects such as mosquitoes, for example; and/or plants.
  • a micro-organism such as a bacteria, viruses, fungi, algae and the like
  • animals especially insects such as mosquitoes, for example
  • insects such as mosquitoes, for example
  • plants particularly suitable biocides in composition of the invention are effective at killing or preventing growth of bacteria, viruses, algae, fungi and/or, especially, insects .
  • the polymeric film-forming agent is suitably present in the composition in an amount of at least 20wt% of the total weight of the composition, preferably at least 25wt%, more preferably at least 30wt% and most preferably at least 40wt%.
  • the polymeric film-forming agent is present in an amount of no more than 80wt% of the total weight of the composition, preferably no more than 70wt%, and more preferably no more than 60wt%.
  • the biocidal composition further comprises a solvent, and is thus preferably a liquid composition.
  • the biocidal composition is an aqueous biocidal composition.
  • the aqueous biocidal composition comprises water in an amount of at least 20wt% of the total weight of the composition, more preferably at least 30wt% and most preferably at least 40wt%.
  • the liquid biocidal composition comprises water in an amount of no more than 80wt%, preferably no more than 70wt% and more preferably no more than 60wt%, of the total weight of the composition.
  • the biocidal film-forming composition may contain one or more further ingredients including a thickener, such as hydroxyethyl cellulose, a defoaming agent, ammonia, and/or one or more inorganic salts, such as magnesium salts, for example .
  • a thickener such as hydroxyethyl cellulose
  • a defoaming agent such as ammonia
  • ammonia such as sodium bicarbonate
  • inorganic salts such as magnesium salts
  • the biocidal film-forming composition may comprise an organic solvent .
  • the organic solvent may be present as a co-solvent when the liquid biocidal composition is an aqueous composition, or may be the primary solvent where the liquid biocidal composition is a non-aqueous composition.
  • Suitable organic solvents include alkanols.
  • Preferred alkanols comprise a linear or branched C ⁇ -C 1 alkyl group, preferably C 2 -C 6 and more preferably C 2 -C 4 .
  • the alkanol preferably comprises one hydroxyl group.
  • the film-forming biocidal composition may include a fragrance or perfume .
  • the fragrance or perfume may comprise a synthetic fragrance or perfume, or a natural product .
  • a method of manufacturing a biocidal surface comprising the step of:
  • the biocidal composition is a liquid composition comprising one or more solvents and the method comprises after step (a) a step (b) of drying the coating. Drying may comprise removing a portion of the or each solvent present, but preferably comprises removing substantially all of the or each solvent present, to form a solid coating.
  • drying preferably comprises removing substantially all of the water present in the composition (which may exclude water in any hydrates present in the composition) .
  • Drying may comprise evaporating the or each solvent.
  • Evaporation may be effected by allowing gradual evaporation at ambient temperature, or by effecting heating of the surface and/or coating. Heating may be performed by any suitable means such as placing the coated surface in a heated oven, or effecting heated airflow in the region of the coated surface. Effecting heated airflow is preferred if the surface is bulky, or part of a large article such as a vehicle interior, or is a load bearing structure such as a wall for example.
  • the surface may be an absorbent surface, such as porous or fibrous surface for example, and step (a) may comprise applying a coating of the liquid composition of the invention to the absorbent surface such that at least a portion of the composition is absorbed by the surface.
  • the liquid composition may be of a viscosity such that it is not absorbed by an absorbent surface upon coating the surface.
  • the surface may be any suitable surface for which it is desired to impart a biocidal effect thereto.
  • suitable surfaces include metal surfaces (including alloy) , wood surfaces, plastics surfaces, textile surfaces, concrete surfaces, cement surfaces, glass surfaces, rubber surfaces, aggregates and any of the aforesaid surfaces when coated with paint .
  • Preferred surfaces include doors, walls, flooring, vehicle interior surfaces and surfaces of furniture such as tables, chairs, cabinets, surfaces of kitchen and bathroom furniture, surfaces of industrial and clinical equipment, and the like for example, or any surface to which it is desired to impart antimicrobial properties.
  • the method may comprise coating the liquid composition by spraying or dip-coating the surface with the liquid composition, by painting, brushing or rollering the composition onto the surface, or by any other suitable method, for example.
  • the method may comprise mixing the composition with a carrier material, the carrier material being arranged to effect adhesion of the composition onto the surface.
  • the carrier material may be, for example, a paint, lacquer or glaze.
  • the composition may be mixed with a paint, and applied in a conventional manner to wallpaper on a surface (s) in a room in order to paint the wallpaper or walls, and impart biocidal properties to the wallpaper.
  • the ratio of the biocidal composition to carrier material is at least 1:99, preferably at least 5:95, and more preferably at least 8:92.
  • the ratio of biocidal composition to carrier material is no more 20:80, preferably no more than 15:85 and more preferably no more than 12:88.
  • a biocidal article comprising a surface carrying a coating of the biocidal composition of the present invention.
  • the composition is coated on the surface such that the dry coating weight is at least 0.1. gm 2 , preferably at least 0.2 gm 2 and more preferably at least 0.5 gm "2 .
  • composition is coated on the surface such that the dry coating weight is no more than 20 gm "2 , preferably no more than 10 gm 2 .
  • composition is coated on the surface to a dry film thickness of at least lO ⁇ m, more preferably at least 15 ⁇ m, and preferably to no more that 50 ⁇ m, more preferably no more than 35 ⁇ m, most preferably no more than 25 ⁇ m.
  • dry coating weight we mean the weight of the coating in a substantially solid form, which may be after the or each solvent has been substantially removed by drying. Thus for an aqueous composition the dry coating weight is considered to be the weight of the coating when the water, and any co-solvents present, has or have been substantially removed.
  • the article is manufactured by the method of the second aspect of the invention.
  • Mastercryl T999118 - a formulation comprising the following ingredients: water 45-50% w/v, hydroxyethylcellulose thickener 0.25-0.75% w/v, vinyl acetate copolymer emulsion (comprising vinyl acetate copolymerised with the vinyl ester of Versatic (RTM) , a saturated monocarboxylic acid containing 10 carbon atoms) 45-50% w/v, defoamer 0.5-0.75% w/v, ammonia 0.02-0.04% w/v, hexalene glycol 1.5-2.5% w/v and ester gycol (2,2,4- trimethyl-1, 3-pentanediol) 0.5-1.5% w/v. Mastercryl T999118 was supplied by Ameron Coatings, UK.
  • a biocidal intermediate composition was prepared by mixing the ingredients below in the given concentration:
  • the biocidal intermediate composition was then mixed with Mastercryl T999118 in a ratio of 10% w/v to intermediate 90% w/v Mastercryl, giving a film forming biocidal composition of the invention, hereinafter referred to as "Formulation A" .
  • Formulation A was then coated onto a plastics surface (in a controlled rendered environment) .
  • Formulation A was coated such that upon evaporation, of the water component of Formulation A at ambient temperatures, the solid coating weight of the remaining coating was a minimum of lgm 2 .
  • the surface was then tested at weekly intervals to determine microbial presence on the surface.
  • a Control Formulation was prepared by mixing the biocidal intermediate composition described above with propan-2-ol in a ratio of 10% w/v to 90% w/v intermediate composition to propanol. Again, the Control Formulation was coated onto a surface and the propan-2-ol evaporated at ambient temperature to leave a dry coating weight of approximately 1 gm 2 on the surface. The Control Formulation did not include the polymeric film-forming agent of the Mastercryl Composition.
  • the film forming biocidal composition of Formulation A provided good anti-microbial activity such that no substantial build up on microbes was present on the surface after approximately 2 years, but that the Control Formulation showed inferior biocidal activities such that significant numbers microbes were present on the surface after just a few hours.
  • Formulation A was mixed with a commercially available blue paint (Blue Base, Matt Wipe Clean Paint, supplied by ICI Paints, UK) in a ratio of 10% Formulation A to 90% paint.
  • the resultant paint formulation was coated onto wallpaper and the wallpaper folded into a container having one open end, and left to dry. The dried container was then placed over a captured housefly, and the container left for 15 minutes. After 15 minutes the container was removed and it was observed that the fly was dead.
  • the experiment was repeated using other formulations, corresponding to Formulation A, but in which the intermediate composition was present in amounts of 8, 6, 4, 2 and 1% w/v in Mastercryl. Paint formulations were prepared as described above by mixing the formulations with blue paint.
  • Example 2 The above experiments from Example 2 were repeated, but with ants trapped within the resultant containers, and again the results showed that within 6 to 8 minutes of entrapment, for all paint formulations, the ants were dead.
  • dimethylammonium chloride biocidal component of the biocidal compositions of Examples 1 and 2 was replaced with an insecticidal pyrethroid in identical amounts, such as cypermethrin, cyclomethrin and acrinathrin. Excellent biocidal results against insects were obtained using such compositions.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Toxicology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne une composition créant une pellicule biocide et contenant au moins un agent biocide, un agent pelliculaire et au moins un compose sélectionné dans le groupe constitué par un glycol ou son ester, glycérol et un glycéride. Cette composition contient, de préférence, un agent pyréthroïde, un agent biocide contenant de l'azote et/ou un agent biocide contenant du soufre.
PCT/GB2004/000050 2003-01-08 2004-01-06 Biocides ameliores WO2004062363A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0300364A GB0300364D0 (en) 2003-01-08 2003-01-08 Improvements in and relating to biocides
GB0300364.7 2003-01-08

Publications (2)

Publication Number Publication Date
WO2004062363A2 true WO2004062363A2 (fr) 2004-07-29
WO2004062363A3 WO2004062363A3 (fr) 2004-10-21

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PCT/GB2004/000050 WO2004062363A2 (fr) 2003-01-08 2004-01-06 Biocides ameliores

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WO (1) WO2004062363A2 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007054746A2 (fr) * 2005-11-10 2007-05-18 Biotech International Limited Ameliorations apportees a des compositions biocides
EP2133102A1 (fr) 2008-03-19 2009-12-16 Symrise GmbH & Co. KG Tissus réduisant l'odeur
EP2407028A1 (fr) * 2010-07-13 2012-01-18 Dow Global Technologies LLC Revêtements microbicides
EP2915580A1 (fr) 2014-03-07 2015-09-09 Symrise AG Préparations aux propriétés physiques améliorées

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EP0458060A1 (fr) * 1990-05-23 1991-11-27 DESOWAG GmbH Agent préservateur du bois et des matériaux en bois
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US3821389A (en) * 1969-10-31 1974-06-28 Sherwin Williams Co Microbiocidal use of 1,2-benzisothiazolin-3-ones
GB2138291A (en) * 1983-04-19 1984-10-24 Lo John Processes and compositions of producing insecticide coatings
GB2142239A (en) * 1983-06-27 1985-01-16 Shy Ying Wang Robert Insecticide paint
EP0408215A1 (fr) * 1989-07-11 1991-01-16 Rohm And Haas Company Compositions de peintures résistantes aux moisissures
EP0458060A1 (fr) * 1990-05-23 1991-11-27 DESOWAG GmbH Agent préservateur du bois et des matériaux en bois
FR2727830A1 (fr) * 1994-12-09 1996-06-14 Xylochimie Composition pesticide, notamment pour le traitement de materiaux de construction

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Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007054746A2 (fr) * 2005-11-10 2007-05-18 Biotech International Limited Ameliorations apportees a des compositions biocides
WO2007054745A2 (fr) * 2005-11-10 2007-05-18 Biotech International Limited Ameliorations apportees a des biocides
WO2007054746A3 (fr) * 2005-11-10 2008-05-29 Biotech Internat Ltd Ameliorations apportees a des compositions biocides
WO2007054745A3 (fr) * 2005-11-10 2008-05-29 Biotech Internat Ltd Ameliorations apportees a des biocides
EP2133102A1 (fr) 2008-03-19 2009-12-16 Symrise GmbH & Co. KG Tissus réduisant l'odeur
US8852565B2 (en) 2008-03-19 2014-10-07 Symrise Ag Odour-reducing substances
EP2407028A1 (fr) * 2010-07-13 2012-01-18 Dow Global Technologies LLC Revêtements microbicides
CN102329548A (zh) * 2010-07-13 2012-01-25 罗门哈斯公司 杀微生物涂料
US8309626B2 (en) 2010-07-13 2012-11-13 Rohm And Haas Company Microbiocidal coatings
CN102329548B (zh) * 2010-07-13 2014-12-31 罗门哈斯公司 杀微生物涂料
EP2915580A1 (fr) 2014-03-07 2015-09-09 Symrise AG Préparations aux propriétés physiques améliorées

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