WO1998054279A1 - Disinfecting compositions and processes for disinfecting surfaces - Google Patents
Disinfecting compositions and processes for disinfecting surfaces Download PDFInfo
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- WO1998054279A1 WO1998054279A1 PCT/US1997/009260 US9709260W WO9854279A1 WO 1998054279 A1 WO1998054279 A1 WO 1998054279A1 US 9709260 W US9709260 W US 9709260W WO 9854279 A1 WO9854279 A1 WO 9854279A1
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- 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
- A61P31/04—Antibacterial agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A61Q11/02—Preparations for deodorising, bleaching or disinfecting dentures
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/92—Sulfobetaines ; Sulfitobetaines
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0047—Other compounding ingredients characterised by their effect pH regulated compositions
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/382—Vegetable products, e.g. soya meal, wood flour, sawdust
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3942—Inorganic per-compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3945—Organic per-compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
Definitions
- the present invention relates to antimicrobial compositions which can be used to deliver long lasting disinfection on animate surfaces (e.g., human skin, mouth and the like) and inanimate surfaces including, but not limited to, hard surfaces like walls, tiles, table tops, glass, bathroom surfaces, kitchen surfaces, dishes as well as fabrics, clothes, carpets and the like.
- animate surfaces e.g., human skin, mouth and the like
- inanimate surfaces including, but not limited to, hard surfaces like walls, tiles, table tops, glass, bathroom surfaces, kitchen surfaces, dishes as well as fabrics, clothes, carpets and the like.
- Antimicrobial/antibacterial compositions include materials which have the ability to disinfect. It is generally recognised that a disinfecting material greatly reduces or even eliminates the microorganisms, e.g., bacteria, existing on a surface.
- Typical conventional compositions although providing immediate disinfection when applied onto a surface to be disinfected are not fully satisfactory when it is also desired to prevent subsequent recontamination from microorganisms on such a surface having been first treated with said compositions. Such recontamination may happen when a surface that has been treated with an antimicrobial/antibacterial composition is, later on, touched with contaminated hands or comes in contact with another source of contamination.
- This object can be met by combining a peroxygen bleach and an antimicrobial essential oil or an active thereof or a mixture thereof. Indeed, it has surprisingly been found that the incorporation, in a composition, of a peroxygen bleach and an antimicrobial essential oil, or an active thereof, provides long lasting disinfection on a surface treated therewith, even at low total level of active antimicrobial ingredients.
- An advantage of the present invention is that effective long lasting disinfection is provided on a broad range of bacterial pure strains. Indeed, the growth of Gram positive and Gram negative bacterial strains and more resistant microorganisms like fungi is reduced or even prevented on a surface when said surface has been first treated with a composition comprising a peroxygen bleach and an antimicrobial essential oil or an active thereof.
- EP-B-288 689 discloses a liquid for hard-surfaces comprising antimicrobial effective amounts of pine oil and at least one oil soluble organic acid. No peroxygen bleaches are disclosed.
- US-5,403,587 discloses aqueous antimicrobial compositions which can be used to sanitise, disinfect, and clean hard-surfaces. More particularly, US-5,403,587 discloses aqueous compositions (pH 1 to 12) comprising essential oils (0.02% to 5%), which exhibit antimicrobial properties efficacy such as thyme oil, eucalyptus oil, clove oil and the like, and a solubilizing or dispersing agent sufficient to form an aqueous solution or dispersion of said essential oils in a water carrier. No peroxygen bleaches are disclosed.
- the present invention encompasses the use, in a composition, of a peroxygen bleach and an antimicrobial essential oil or an active thereof or mixture thereof, for long lasting disinfection on a surface treated with said composition.
- a first essential ingredient of the present invention is a peroxygen bleach or a mixture thereof.
- Preferred peroxygen bleach is hydrogen peroxide, or a water soluble source thereof, or mixtures thereof. Hydrogen peroxide is most preferred to be used herein.
- a hydrogen peroxide source refers to any compound which produces hydrogen peroxide when said compound is in contact with water.
- Suitable water-soluble sources of hydrogen peroxide for use herein include percarbonates, persilicates, persulphates such as monopersulfate, perborates and peroxyacids such as diperoxydodecandioic acid (DPDA), magnesium perphthalic acid and mixtures thereof.
- DPDA diperoxydodecandioic acid
- peroxygen bleach or a mixture thereof is present in the compositions according to the present invention at a level of at least 0.01% by weight of the total composition, preferably from 0.1% to 15%, and more preferably from 1% to 10%.
- a second essential ingredient of the present invention is an antimicrobial essential oil or an active thereof, or a mixture thereof.
- Suitable antimicrobial essential oils to be used herein are those essential oils which exhibit antimicrobial activity.
- actives of essential oils it is meant herein any ingredient of essential oils that exhibit antimicrobial activity. It is speculated that said antimicrobial essential oils and actives thereof act as proteins denaturing agents. Also said antimicrobial oils and actives thereof are compounds which contribute to the safety profile of a composition comprising them when it is used to disinfect any surface. A further advantage of said antimicrobial oils and actives thereof is that they impart pleasant odor to a composition comprising them without the need of adding a perfume.
- antimicrobial essential oils include, but are not limited to, those obtained from thyme, lemongrass, citrus, lemons, oranges, anise, clove, aniseed, pine, cinnamon, geranium, roses, mint, lavender, citronella, eucalyptus, peppermint, camphor, ajowan, sandalwood, rosmarin, vervain, fleagrass, lemongrass, ratanhiae, cedar and mixtures thereof.
- Preferred antimicrobial essential oils to be used herein are thyme oil, clove oil, cinnamon oil, geranium oil, eucalyptus oil, peppermint oil, citronella oil, ajowan oil, mint oil or mixtures thereof.
- Preferred actives of essential oils to be used herein are thymol, eugenol, verbenone, eucalyptol, te ⁇ ineol, cinnamic acid, methyl salicylic acid, limonene, geraniol or mixtures thereof.
- Thymol may be commercially available for example from Aldrich, eugenol may be commercially available for example from Sigma, Systems - Bioindustries (SBI) - Manheimer Inc.
- compositions of the present invention comprising peroxygen bleach and antimicrobial essential oils/actives even when used under highly diluted conditions, i.e., up to dilution levels of from 1 : 100 (composition:water).
- Excellent long lasting disinfection is obtained by treating a surface with a composition comprising a peroxygen bleach and an antimicrobial essential oil or active thereof as described herein, on a variety of microorganisms, e.g., the growth of Gram positive bacteria like Staphylococcus aureus, and Gram negative bacteria like Pseudomonas aeroginosa as well as of fungi like Candida albicans is reduced or even prevented on a surface having been treated with said composition.
- a composition comprising a peroxygen bleach and an antimicrobial essential oil or active thereof as described herein
- Long lasting disinfection properties of the compositions herein may be measured by the bactericidal activity of said compositions.
- a test method suitable to evaluate the long lasting bactericidal activity of a composition may be as follow: First, the surfaces (e.g. glass) to be tested are respectively treated with either a composition according to the present invention or a reference composition, e.g., a negative control composed of pure water (for example by spraying the composition directly on the surface or first spraying the composition on a sponge used to clean the surface or when the composition herein is executed in the form of wipe by wiping the surface therewith). After a variable time frame (e.g.
- each surface is respectively inoculated with bacteria (1 ⁇ 6-7cfu/slide) cultured in for example TSB (Tryptone Soya Broth) and left typically from a few seconds to 2 hours before evaluating the remaining living bacteria.
- living bacteria if any are recovered from the surface (by touching TSA + neutraliser plates and by re-suspending the bacteria into the neutralisation broth and plating them on agar) and incubated at appropriate temperature, e.g. 37°C to let them grow typically over night.
- a visual grading of the living bacteria is made by comparing side by side the cultures and/or dilutions thereof (e.g. 10 ⁇ 2 or 10" 1 ) resulting from the surfaces treated with the compositions according to the present invention and the reference composition.
- compositions according to the present invention may be formulated in a composition being either in a solid, pasty or liquid form.
- a peroxygen bleach and an antimicrobial essential oil and/or active thereof may be formulated in a composition being either in a solid, pasty or liquid form.
- the compositions according to the present invention are formulated as solids, they will be mixed with an appropriate solvent, typically water, before use.
- the compositions are preferably but not necessarily formulated as aqueous compositions. Liquid compositions are preferred herein for convenience of use.
- compositions comprising said combination do not require the addition of other antimicrobial compounds.
- they may further comprise, as optional ingredients, other antimicrobial compounds that further contribute to the antimicrobial/antibacterial activity of the compositions according to the present invention.
- antimicrobial ingredients include parabens like ethyl paraben, propyl paraben, methyl paraben, glutaraldehyde or mixtures thereof.
- compositions herein may further comprise a variety of other optional ingredients such as surfactants, chelants, solvents, builders, stabilisers, bleach activators, soil suspenders, dye transfer agents, brighteners, perfumes, anti dusting agents, enzymes, dispersant, dye transfer inhibitors, pigments, perfumes, radical scavengers, pH buffers, dyes or mixtures thereof.
- optional ingredients such as surfactants, chelants, solvents, builders, stabilisers, bleach activators, soil suspenders, dye transfer agents, brighteners, perfumes, anti dusting agents, enzymes, dispersant, dye transfer inhibitors, pigments, perfumes, radical scavengers, pH buffers, dyes or mixtures thereof.
- compositions according to the present invention may comprise any surfactant known to those skilled in the art including nonionic, anionic, cationic, amphoteric and/or zwitterionic surfactants. Said surfactants are suitable as they contribute to the cleaning performance of the compositions herein.
- Particularly suitable anionic surfactants for use herein include water-soluble salts or acids of the formula ROSO3M wherein R is preferably a C6-C24 hydrocarbyl, preferably an alkyl or hydroxyalkyl having a C8-C20 alkyl component, more preferably a C8-C ⁇
- R is preferably a C
- anionic surfactants for use herein include alkyl-diphenyl-ether- sulphonates and alkyl-carboxylates.
- Other anionic surfactants can include salts (including, for example, sodium, potassium, ammonium, and substituted ammonium salts such as mono-, di- and triethanolamine salts) of soap, C9-C20 linear alkylbenzenesulfonates, C8-C22 primary or secondary alkanesulfonates, C8-C24 olefinsulfonates, sulfonated polycarboxylic acids prepared by sulfonation of the pyrolyzed product of alkaline earth metal citrates, e.g., as described in British patent specification No.
- alkylpolyglycolethersulfates (containing up to 10 moles of ethylene oxide); alkyl ester sulfonates such as C14- 16 methyl ester sulfonates; acyl glycerol sulfonates, fatty oleyl glycerol sulfates, alkyl phenol ethylene oxide ether sulfates, paraffin sulfonates, alkyl phosphates, isethionates such as the acyl isethionates, N-acyl taurates, alkyl succinamates ahd sulfosuccinates, monoesters of sulfosuccinate (especially saturated and unsaturated C12- 18 monoesters) diesters of sulfosuccinate (especially saturated and unsaturated C6-C14 diesters), acyl sarcosinates, sulfates of alkylpolysaccharide
- Resin acids and hydrogenated resin acids are also suitable, such as rosin, hydrogenated rosin, and resin acids and hydrogenated resin acids present in or derived from tall oil. Further examples are given in "Surface Active Agents and Detergents" (Vol. I and II by Schwartz, Perry and Berch). A variety of such surfactants are also generally disclosed in U.S. Patent 3,929,678, issued December 30, 1975 to Laughlin, et al. at Column 23, line 58 through Column 29, line 23.
- an anionic surfactant especially a C8-C16 alkyl sulfonate, a C8-C16 alkyl sulfate and/or a C8-C16 alkyl alkoxylated sulfate, in a composition according to the present invention, is likely due to multiple mode of attack of said surfactant against the bacteria.
- Suitable nonionic surfactants for use herein are fatty alcohol ethoxylates and/or propoxylates which are commercially available with a variety of fatty alcohol chain lengths and a variety of ethoxylation degrees. Indeed, the HLB values of such alkoxylated nonionic surfactants depend essentially on the chain length of the fatty alcohol, the nature of the alkoxylation and the degree of alkoxylation. Surfactant catalogues are available which list a number of surfactants, including nonionics, together with their respective HLB values. Particularly suitable for use herein as nonionic surfactants are hydrophobic nonionic surfactants having an HLB (hydrophilic-lipophilic balance) below 16, preferably below 15 and more preferably below 14. Those hydrophobic nonionic surfactants have been found to provide good grease cutting properties.
- HLB hydrophobic nonionic surfactants having an HLB (hydrophilic-lipophilic balance) below 16, preferably below 15 and more preferably below 14. Those hydrophobic noni
- Preferred hydrophobic nonionic surfactants for use in the compositions according to the present invention are surfactants having an HLB below 16 and being according to the formula RO-(C2H4 ⁇ ) n (C3H6 ⁇ ) m H, wherein R is a CQ to C22 alkyl chain or a CQ to C28 alkyl benzene chain, and wherein n+m is from 0 to 20 and n is from 0 to 15 and m is from 0 to 20, preferably n+m is from 1 to 15 and, n and m are from 0.5 to 15, more preferably n+m is from 1 to 10 and, n and m are from 0 to 10.
- the preferred R chains for use herein are the Cs to C22 alkyl chains.
- Dobanol R 91-2.5 or Lutensol R T03, or Lutensol R A03, or Tergitol R 25L3, or Dobanol R 23-3, or Dobanol R 23-2, or mixtures thereof.
- These Dobanol R surfactants are commercially available from SHELL.
- These LutensolR surfactants are commercially available from BASF and these Tergitol R surfactants are commercially available from UNION CARBIDE.
- Other suitable surfactants also include C6-C20 conventional soaps (alkali metal salt of a C6-C20 fatty acid, preferably sodium salts).
- Suitable amphoteric surfactants for use herein include amine oxides having the following formula R1 R2R3NO wherein each of R1 , R2 and R3 is independently a saturated substituted or unsubstituted, linear or branched hydrocarbon chains of from 1 to 30 carbon atoms.
- Preferred amine oxide surfactants to be used according to the present invention are amine oxides having the following formula R 1 R2R3NO wherein R1 is an hydrocarbon chain comprising from 1 to 30 carbon atoms, preferably from 6 to 20, more preferably from 8 to 16, most preferably from 8 to 12, and wherein R2 and R3 are independently substituted or unsubstituted, linear or branched hydrocarbon chains comprising from 1 to 4 carbon atoms, preferably from 1 to 3 carbon atoms, and more preferably are methyl groups.
- R1 may be a saturated substituted or unsubstituted linear or branched hydrocarbon chain.
- Suitable amine oxides for use herein are for instance natural blend C8-C10 amine oxides as well as C12-C16 amine oxides commercially available from Hoechst.
- Suitable zwitterionic surfactants for use herein contain both cationic and anionic hydrophilic groups on the same molecule at a relatively wide range of pH's.
- the typical cationic group is a quaternary ammonium group, although other positively charged groups like phosphonium, imidazolium and sulfonium groups can be used.
- the typical anionic hydrophilic groups are carboxylates and sulfonates, although other groups like sulfates, phosphonates, and the like can be used.
- a generic formula for some zwitterionic surfactants to be used herein is
- is a hydrophobic group
- R2 and R3 are each C-1-C4 alkyl, hydroxy alkyl or other substituted alkyl group which can also be joined to form ring structures with the N
- R4 is a moiety joining the cationic nitrogen atom to the hydrophilic group and is typically an alkylene, hydroxy alkylene, or polyalkoxy group containing from 1 to 10 carbon atoms
- X is the hydrophilic group which is preferably a carboxylate or sulfonate group.
- are alkyl groups containing from 1 to 24, preferably less than 18, more preferably less than 16 carbon atoms.
- the hydrophobic group can contain unsaturation and/or substituents and/or linking groups such as aryl groups, amido groups, ester groups and the like. In general, the simple alkyl groups are preferred for cost and stability reasons.
- Highly preferred zwitterionic surfactants include betaine and sulphobetaine surfactants, derivatives thereof or mixtures thereof. Said betaine or sulphobetaine surfactants are preferred herein as they help disinfection by increasing the permeability of the bacterial cell wall, thus allowing other active ingredients to enter the cell.
- betaine or sulphobetaine surfactants are particularly suitable for the cleaning of delicate surfaces, e.g., delicate laundry or surfaces in contact with food and/or babies. Betaine and sulphobetaine surfactants are also extremely mild to the skin and/or surfaces to be treated.
- Suitable betaine and sulphobetaine surfactants for use herein are the betaine/sulphobetaine and betaine-like detergents wherein the molecule contains both basic and acidic groups which form an inner salt giving the molecule both cationic and anionic hydrophilic groups over a broad range of pH values.
- Some common examples of these detergents are described in U.S. Pat. Nos. 2,082,275, 2,702,279 and 2,255,082, incorporated herein by reference.
- Preferred betaine and sulphobetaine surfactants herein are according to the formula
- R1 is a hydrocarbon chain containing from 1 to 24 carbon atoms, preferably from 8 to 18, more preferably from 12 to 14, wherein R2 and R3 are hydrocarbon chains containing from 1 to 3 carbon atoms, preferably 1 carbon atom, wherein n is an integer from 1 to 10, preferably from 1 to 6, more preferably is , Y is selected from the group consisting of carboxyl and sulfonyl radicals and wherein the sum of R1 , R2 and R3 hydrocarbon chains is from 14 to 24 carbon atoms, or mixtures thereof.
- betaine surfactants examples include C12-C18 alkyl dimethyl betaine such as coconut-betaine and C10-C16 alkyl dimethyl betaine such as laurylbetaine.
- coconutbetaine is commercially available from Seppic under the trade name of Amonyl 265®.
- Laurylbetaine is commercially available from Albright & Wilson under the trade name Empigen BB/L®.
- each R-j is a hydrocarbon, e.g. an alkyl group containing from 8 up to 20, preferably up to 18, more preferably up to 16 carbon atoms
- each R2 is either a hydrogen (when attached to the amido nitrogen), short chain alkyl or substituted alkyl containing from one to 4 carbon atoms, preferably groups selected from the group consisting of methyl, ethyl, propyl, hydroxy substituted ethyl or propyl and mixtures thereof, preferably methyl
- each R3 is selected from the group consisting of hydrogen and hydroxy groups and each n is a number from 1 to 4, preferably from 2 to 3, more preferably 3, with no more than one hydroxy group in any (C(R3)2) moiety.
- groups can be branched and/or unsaturated.
- the R2 groups can also be connected to form ring structures.
- a surfactant of this type is a C10-C14 fatty acylamidopropylene(hydroxypropylene)sulfobetaine that is available from the Sherex Company under the trade name "Varion CAS sulfobetaine”®.
- compositions herein may further comprise a chelating agent as a preferred optional ingredient.
- Suitable chelating agents may be any of those known to those skilled in the art such as the ones selected from the group comprising phosphonate chelating agents, aminophosphonate chelating agents, substituted heteroaromatic chelating agents, amino carboxylate chelating agents, other carboxylate chelating agents, polyfunctionally-substituted aromatic chelating agents, biodegradable chelating agents like ethylene diamine N,N'- disuccinic acid, or mixtures thereof.
- Suitable phosphonate chelating agents to be used herein include etidronic acid (1-hydroxyethylene-diphosphonic acid (HEDP)), and/or alkali metal ethane 1- hydroxydiphosphonates.
- HEDP 1-hydroxyethylene-diphosphonic acid
- Suitable amino phosphonate chelating agents to be used herein include amino alkylene poly (alkylene phosphonates), nitrilotris(methylene)triphosphonates, ethylene diamine tetra methylene phosphonates, and/or diethylene triamine penta methylene phosphonates.
- Preferred aminophosphonate chelating agents to be used herein are diethylene triamine penta methylene phosphonates.
- phosphonate/amino phosphonate chelating agents may be present either in their acid form or as salts of different cations on some or all of their acid functionalities.
- Such phosphonate/amino phosphonate chelating agents are commercially available from Monsanto under the trade name DEQUEST®.
- Substituted heteroaromatic chelating agents to be used herein include hydroxypiridine-N-oxide or a derivative thereof.
- Suitable hydroxy pyridine N-oxides and derivatives thereof to be used according to the present invention are according to the following formula:
- X is nitrogen
- Y is one of the following groups oxygen, -CHO, -OH, - (CH2)n-COOH, wherein n is an integer of from 0 to 20, preferably of from 0 to 10 and more preferably is 0, and wherein Y is preferably oxygen.
- hydroxy pyridine N-oxides and derivatives thereof to be used herein is 2-hydroxy pyridine N-oxide.
- Hydroxy pyridine N-oxides and derivatives thereof may be commercially available from Sigma.
- Polyfunctionally-substituted aromatic chelating agents may also be useful in the compositions herein. See U.S. patent 3,812,044, issued May 21 , 1974, to Connor et al.
- Preferred compounds of this type in acid form are dihydroxydisulfobenzenes such as 1 ,2-dihydroxy -3,5-disulfobenzene.
- Suitable amino carboxylate chelating agents useful herein include ethylene diamine tetra acetates, diethylene triamine pentaacetates, diethylene triamine pentoacetate (DTPA), N-hydroxyethylethylenediamine triacetates, nitrilotri- acetates, ethylenediamine tetraproprionates, triethylenetetraaminehexa- acetates, ethanoldiglycines, propylene diamine tetracetic acid (PDTA) and methyl glycine di-acetic acid (MGDA), both in their acid form, or in their alkali metal, ammonium, and substituted ammonium salt forms.
- Particularly suitable to be used herein are diethylene triamine penta acetic acid (DTPA), propylene diamine tetracetic acid (PDTA) which is, for instance, commercially available from
- carboxylate chelating agents to be used herein includes malonic acid, salicylic acid, glycine, aspartic acid, glutamic acid, or mixtures thereof.
- compositions according to the present invention comprise up to 5% by weight of the total composition of a chelating agent, or mixtures thereof, preferably from 0.01% to 3% by weight and more preferably from 0.01% to 1.5%.
- compositions herein may comprise a radical scavenger as another optional ingredient.
- Suitable radical scavengers for use herein include the well-known substituted mono and di hydroxy benzenes and derivatives thereof, alkyl- and aryl carboxylates and mixtures thereof.
- Preferred radical scavengers for use herein include di-tert-butyl hydroxy toluene (BHT), p-hydroxy-toluene, hydroquinone (HQ), di-tert-butyl hydroquinone (DTBHQ), mono-tert-butyl hydroquinone (MTBHQ), tert-butyl-hydroxy anysole (BHA), p-hydroxy-anysol, benzoic acid, 2,5- dihydroxy benzoic acid, 2,5-dihydroxyterephtalic acid, toluic acid, catechol, t-butyl catechol, 4-allyl-catechol, 4-acetyl catechol, 2-methoxy-phenol, 2-ethoxy-phenol, 2-methoxy-4-(2-propenyl)phenol, 3,4-dihydroxy benzaldehyde, 2,3-dihydroxy benzaldehyde, benzylamine, 1,1 ,3-tris(2-methyl-4-hydroxy-5-t-butylphen
- compositions according to the present invention comprise up to 5% by weight of the total composition of a radical scavenger, or mixtures thereof, preferably from 0.002% to 1.5% by weight and more preferably from 0.002% to 1%.
- compositions herein may comprise as a preferred optional ingredient a solvent or mixtures thereof.
- solvents will, advantageously, give an enhanced cleaning to the compositions herein.
- Suitable solvents for inco ⁇ oration in the compositions according to the present invention include propylene glycol derivatives such as n-butoxypropanol or n-butoxypropoxypropanol, water-soluble CARBITOL® solvents or water-soluble CELLOSOLVE® solvents.
- Water-soluble CARBITOL® solvents are compounds of the 2-(2-alkoxyethoxy)ethanol class wherein the alkoxy group is derived from ethyl, propyl or butyl.
- a preferred water- soluble carbitol is 2-(2-butoxyethoxy)ethanol also known as butyl carbitol.
- Water- soluble CELLOSOLVE® solvents are compounds of the 2-alkoxyethoxyethanol class, with 2-butoxyethoxyethanol being preferred.
- Other suitable solvents are benzyl alcohol, methanol, ethanol, isopropyl alcohol and diols such as 2-ethyl- 1 ,3-hexanediol and 2,2,4-trimethyl-1 ,3-pentanediol and mixture thereof.
- Preferred solvents for use herein are n-butoxypropoxypropanol, butyl carbitol®, benzyl alcohol, isopropanol and mixtures thereof.
- solvents for use herein are butyl carbitol®, benzyl alcohol and/or isopropanol.
- the solvents may typically be present within the compositions according to the invention at a level up to 15% by weight, preferably from 2% to 7% by weight of the composition.
- compositions according to the present invention may comprise up to 15% by weight of the total composition of a pH buffer, or mixtures thereof, preferably from 0.01% to 10%, more preferably from 0.01% to 5% and most preferably from 0.1% to 3%.
- compositions herein may be packaged in a variety of suitable detergent packaging known to those skilled in the art.
- the liquid compositions herein may desirably be packaged in manually operated spray-type dispensing containers, which are usually made of synthetic organic polymeric plastic materials, and preferably in a trigger spray dispenser or pump spray dispenser.
- Said spray-type dispensers allow to uniformly applied to a relatively large area of a surface to be treated the liquid disinfecting compositions of the present invention.
- Such spray- type dispensers are particularly suitable to treat vertical surfaces.
- compositions of the present invention may also be executed in the form of wipes.
- wipes it is meant herein disposable towels, e.g. paper towels, impregnated with a liquid composition according to the present invention.
- said wipes are packaged in a plastic box.
- the advantage of this execution is a faster usage of a disinfecting composition by the user, this even outside the house, i.e. there is no need to pour the liquid compositions according to the present invention on the surfaces to be treated and to dry it out with a cloth.
- wipes allow immediate and long lasting disinfection of the surfaces in one step.
- compositions according to the present invention are used to treat a surface thereby delivering long lasting disinfection to said surface.
- treat it is meant herein applying the composition to the surface in its neat (in the preferred embodiment herein wherein the composition is liquid) or diluted form.
- diluted form it is meant herein that the compositions to be used, being either in a liquid or a solid form, is diluted by the user typically with water up to 100 times their weight of water, preferably into 80 to 40 times their weight of water and more preferably 60 to 40, before being applied to the surface to treat.
- surface any surface including animate surface like human skin, mouth, teeth, and inanimate surfaces.
- Inanimate surfaces include, but are not limited to, hard-surfaces typically found in houses like kitchens, bathrooms, or in car interiors, e.g., tiles, walls, floors, chrome, glass, smooth vinyl, any plastic, plastified wood, table top, sinks, cooker tops, dishes, sanitary fittings such as sinks, showers, shower curtains, wash basins, WCs and the like, as well as fabrics including clothes, curtains, drapes, bed linens, bath linens, table cloths, sleeping bags, tents, upholstered furniture and the like, and ca ⁇ ets.
- Inanimate surfaces also include household appliances including, but not limited to, refrigerators, freezers, washing machines, automatic dryers, ovens, microwave ovens, dishwashers and so on.
- compositions were made by mixing the listed ingredients in the listed proportions (weight % unless otherwise specified).
- Thyme oil 0.05 — — 0.5 —
- Geranium oil 0.07 — — — —
- Thyme oil 0.4 — — 0.5 —
- Geranium oil 0.2 — — — — —
- Amine oxide 3 1.2 1.0 1 — 1.0
- HEDP 1-hydroxyethylene-diphosphonic acid
- DETPMP diethylene triamine penta methylene phosphonate
- DTPA diethylene triamine pentacetate
- Alkyl sulfate is a C10 alkyl sulphate
- Betaine is coco alkyldimethyl betaine available from Albright & Wilson under the trade name of Empigen BB/L®.
- Amine oxide is N-decyldimethyl amine oxide
- compositions of the examples above are according to the present invention, they may be used neat or diluted, e.g., at a dilution level of 1:50 or of 1:25 (composition:water), to provide effective long lasting disinfecting performance on the surface treated.
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- Oil, Petroleum & Natural Gas (AREA)
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Priority Applications (16)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR9714785-0A BR9714785A (pt) | 1997-05-30 | 1997-05-30 | Composições desinfetantes e processos de desinfecção de superfìcies |
JP50061499A JP2002502391A (ja) | 1997-05-30 | 1997-05-30 | 消毒性組成物及び表面消毒方法 |
AU32214/97A AU3221497A (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
EP97927857A EP0985015A1 (de) | 1997-05-30 | 1997-05-30 | Desinfektionsmittel und verfahren zur oberflächendesinfektion |
PCT/US1997/009260 WO1998054279A1 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
KR19997011197A KR20010013210A (ko) | 1997-05-30 | 1997-05-30 | 소독제 조성물 및 표면을 소독하는 방법 |
IL13318797A IL133187A0 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
TR2000/00110T TR200000110T2 (tr) | 1997-05-30 | 1997-05-30 | Dezenfekte edici bileşimler ve yüzeyleri dezenfekte etme yöntemleri. |
CA002293703A CA2293703A1 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
SK1638-99A SK163899A3 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions |
PL97337123A PL337123A1 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and methods of disinfecting surfaces |
MA25091A MA24556A1 (fr) | 1997-05-30 | 1998-05-27 | Utilisation d'un agent de blanchiment peroxygene et d'une huile essentielle antimicrobienne et/ou d'un principe actif de celle-ci pour une desinfection a long terme |
ZA984593A ZA984593B (en) | 1997-05-30 | 1998-05-28 | Use of peroxygen bleach and an antimicrobial essential oil and/or an active thereof for long lasting disinfection |
PE1998000435A PE77199A1 (es) | 1997-05-30 | 1998-05-29 | Uso de un blanqueador de peroxigeno y un aceite esencial antimicrobiano y/o un activo de este para desinfeccion duradera |
CO98030689A CO4950548A1 (es) | 1997-05-30 | 1998-06-01 | El uso de blanqueador de peroxigeno y un aceite esencial an- timicrobiano o un activo o una mezcla de este en una compo- sicion deseinfectadora |
NO995860A NO995860L (no) | 1997-05-30 | 1999-11-30 | Desinfiserende blanding og fremgangsmåte ved desinfisering av overflater |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/US1997/009260 WO1998054279A1 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1998054279A1 true WO1998054279A1 (en) | 1998-12-03 |
Family
ID=22260986
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1997/009260 WO1998054279A1 (en) | 1997-05-30 | 1997-05-30 | Disinfecting compositions and processes for disinfecting surfaces |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0985015A1 (de) |
JP (1) | JP2002502391A (de) |
KR (1) | KR20010013210A (de) |
AU (1) | AU3221497A (de) |
CA (1) | CA2293703A1 (de) |
CO (1) | CO4950548A1 (de) |
IL (1) | IL133187A0 (de) |
MA (1) | MA24556A1 (de) |
PE (1) | PE77199A1 (de) |
SK (1) | SK163899A3 (de) |
TR (1) | TR200000110T2 (de) |
WO (1) | WO1998054279A1 (de) |
ZA (1) | ZA984593B (de) |
Cited By (19)
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EP0982395A1 (de) * | 1998-08-21 | 2000-03-01 | Dragoco Gerberding & Co Aktiengesellschaft | Hydroperoxide als Duftstoff |
WO2001048136A1 (de) * | 1999-12-23 | 2001-07-05 | Henkel Ecolab Gmbh & Co. Ohg | Desinfizierendes waschen empfindlicher textilien mit persäuren |
WO2002030378A2 (en) * | 2000-10-11 | 2002-04-18 | Warner-Lambert Company Llc | Tooth whitening composition and method employing dicarboxylic acid whitening agent |
JP2002536281A (ja) * | 1999-02-05 | 2002-10-29 | マンドプス・(ユーケイ・)リミテッド | 肥 料 |
JP2003089635A (ja) * | 2001-09-17 | 2003-03-28 | Kanebo Ltd | 抗菌組成物および香粧品並びに皮膚外用剤 |
WO2003104561A1 (en) * | 2002-06-07 | 2003-12-18 | Cathm, Llc | Paper product for sterilizing a surface |
US6890481B2 (en) | 1999-04-30 | 2005-05-10 | Cathm, Llc | Paper product impregnated with chemical material |
US7258878B2 (en) | 2004-12-20 | 2007-08-21 | Kimberly-Clark Worldwide, Inc. | Anti-microbial composition and methods of use thereof |
FR2900940A1 (fr) * | 2006-05-12 | 2007-11-16 | Univ Montpellier Ii | "materiaux a base d'un support fibreux, tisse ou non tisse enduit d'une matrice, contenant au moins un agent antimicrobien et procede de fabrication" |
WO2011154487A3 (en) * | 2010-06-10 | 2012-06-07 | Janssen Pharmaceutica Nv | Combinations of pyrimethanil and monoterpenes |
US8575187B2 (en) | 2008-02-06 | 2013-11-05 | Janssen Pharmaceutica, Nv | Combinations of anilinopyrimidines and pyrion compounds |
US8945596B2 (en) | 2008-10-20 | 2015-02-03 | Conopco, Inc. | Antimicrobial composition |
US9132103B2 (en) | 2009-09-24 | 2015-09-15 | Conopco, Inc. | Disinfecting agent comprising eugenol, terpineol and thymol |
CN105052952A (zh) * | 2015-08-03 | 2015-11-18 | 佛山市顺德区宝铜金属科技有限公司 | 一种种子处理剂 |
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US9693941B2 (en) | 2011-11-03 | 2017-07-04 | Conopco, Inc. | Liquid personal wash composition |
US9949477B2 (en) | 2010-12-30 | 2018-04-24 | Kimberly-Clark Worldwide, Inc. | Durable antimicrobial composition |
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CN114080219A (zh) * | 2019-07-05 | 2022-02-22 | 宝洁公司 | 个人护理清洁组合物 |
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CA2581606A1 (en) * | 2004-09-24 | 2006-04-06 | Michigan State University | Carrier-free composition for the treatment of onychomycosis |
JP2006104076A (ja) * | 2004-09-30 | 2006-04-20 | Kobayashi Pharmaceut Co Ltd | 鼻腔用組成物 |
FR2967553B1 (fr) * | 2010-11-24 | 2013-06-28 | Xeda International | Nouveau procede de traitement de produits vegetaux avant ou apres recolte par l'acide phosphonique et l'huile de girofle |
WO2014073731A1 (ko) * | 2012-11-09 | 2014-05-15 | (주)크린바이오 | 식물성 천연오일을 이용한 항진균제 조성물 |
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KR20170021573A (ko) | 2015-08-18 | 2017-02-28 | 허진희 | 편백잎 추출물 및 레몬잎 추출물을 유효성분으로 함유하는 외용 소독제 및 이의 제조방법 |
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KR102170702B1 (ko) | 2019-09-05 | 2020-10-27 | (주)피치켐 | 구연산 및 카탈라제를 포함하는 소독제 조성물 |
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Cited By (34)
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EP0982395A1 (de) * | 1998-08-21 | 2000-03-01 | Dragoco Gerberding & Co Aktiengesellschaft | Hydroperoxide als Duftstoff |
JP2002536281A (ja) * | 1999-02-05 | 2002-10-29 | マンドプス・(ユーケイ・)リミテッド | 肥 料 |
JP4680391B2 (ja) * | 1999-02-05 | 2011-05-11 | マンドプス・(ユーケイ・)リミテッド | 肥料 |
US6890481B2 (en) | 1999-04-30 | 2005-05-10 | Cathm, Llc | Paper product impregnated with chemical material |
US7090916B2 (en) | 1999-04-30 | 2006-08-15 | Cathm, Llc | Paper product for use in sterilizing an area |
US6693069B2 (en) | 1999-12-23 | 2004-02-17 | Ecolab Gmbh & Co. Ohg | Disinfecting compositions and processes for disinfecting surfaces |
WO2001048136A1 (de) * | 1999-12-23 | 2001-07-05 | Henkel Ecolab Gmbh & Co. Ohg | Desinfizierendes waschen empfindlicher textilien mit persäuren |
WO2002030378A3 (en) * | 2000-10-11 | 2002-07-25 | Warner Lambert Co | Tooth whitening composition and method employing dicarboxylic acid whitening agent |
WO2002030378A2 (en) * | 2000-10-11 | 2002-04-18 | Warner-Lambert Company Llc | Tooth whitening composition and method employing dicarboxylic acid whitening agent |
JP4600967B2 (ja) * | 2001-09-17 | 2010-12-22 | 株式会社カネボウ化粧品 | 抗菌組成物および香粧品並びに皮膚外用剤 |
JP2003089635A (ja) * | 2001-09-17 | 2003-03-28 | Kanebo Ltd | 抗菌組成物および香粧品並びに皮膚外用剤 |
WO2003104561A1 (en) * | 2002-06-07 | 2003-12-18 | Cathm, Llc | Paper product for sterilizing a surface |
US7258878B2 (en) | 2004-12-20 | 2007-08-21 | Kimberly-Clark Worldwide, Inc. | Anti-microbial composition and methods of use thereof |
WO2007135273A3 (fr) * | 2006-05-12 | 2008-01-24 | Univ Montpellier Ii | Materiaux a base d'un support fibreux, tisse ou non tisse enduit d'une matrice, contenant au moins un agent antimicrobien et procede de fabrication |
WO2007135273A2 (fr) * | 2006-05-12 | 2007-11-29 | Universite Montpellier Ii | Materiaux a base d'un support fibreux, tisse ou non tisse enduit d'une matrice, contenant au moins un agent antimicrobien et procede de fabrication |
FR2900940A1 (fr) * | 2006-05-12 | 2007-11-16 | Univ Montpellier Ii | "materiaux a base d'un support fibreux, tisse ou non tisse enduit d'une matrice, contenant au moins un agent antimicrobien et procede de fabrication" |
US8575187B2 (en) | 2008-02-06 | 2013-11-05 | Janssen Pharmaceutica, Nv | Combinations of anilinopyrimidines and pyrion compounds |
US8945596B2 (en) | 2008-10-20 | 2015-02-03 | Conopco, Inc. | Antimicrobial composition |
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US9538754B2 (en) | 2010-06-10 | 2017-01-10 | Janssen Pharmaceutica Nv | Combinations of pyrimethanil and monoterpenes |
AU2011263720B2 (en) * | 2010-06-10 | 2013-11-07 | Janssen Pharmaceutica Nv | Combinations of pyrimethanil and monoterpenes |
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CN111893000B (zh) * | 2020-08-04 | 2022-03-08 | 韶关浪奇有限公司 | 一种洗碗机用无磷洗涤剂及其制备工艺 |
Also Published As
Publication number | Publication date |
---|---|
ZA984593B (en) | 1999-03-16 |
AU3221497A (en) | 1998-12-30 |
EP0985015A1 (de) | 2000-03-15 |
KR20010013210A (ko) | 2001-02-26 |
SK163899A3 (en) | 2000-08-14 |
JP2002502391A (ja) | 2002-01-22 |
CA2293703A1 (en) | 1998-12-03 |
IL133187A0 (en) | 2001-03-19 |
CO4950548A1 (es) | 2000-09-01 |
TR200000110T2 (tr) | 2000-08-21 |
MA24556A1 (fr) | 1998-12-31 |
PE77199A1 (es) | 1999-08-25 |
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