WO2013148247A2 - Cationic antimicrobial handwash - Google Patents

Cationic antimicrobial handwash Download PDF

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Publication number
WO2013148247A2
WO2013148247A2 PCT/US2013/031361 US2013031361W WO2013148247A2 WO 2013148247 A2 WO2013148247 A2 WO 2013148247A2 US 2013031361 W US2013031361 W US 2013031361W WO 2013148247 A2 WO2013148247 A2 WO 2013148247A2
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Prior art keywords
composition
antimicrobial
total weight
antimicrobial composition
amount
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PCT/US2013/031361
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French (fr)
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WO2013148247A3 (en
Inventor
Mitchell Cohen
James Bingham
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Go-Jo Industries Inc
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Go-Jo Industries Inc
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Priority to HK15105186.6A priority Critical patent/HK1204572A1/en
Application filed by Go-Jo Industries Inc filed Critical Go-Jo Industries Inc
Priority to AU2013240278A priority patent/AU2013240278B2/en
Priority to EP13713635.4A priority patent/EP2830574A2/en
Priority to JP2015503298A priority patent/JP2015517989A/en
Priority to US14/387,960 priority patent/US20150073051A1/en
Priority to MX2014010269A priority patent/MX2014010269A/en
Priority to CN201380017690.5A priority patent/CN104203201A/en
Priority to CA2867879A priority patent/CA2867879A1/en
Publication of WO2013148247A2 publication Critical patent/WO2013148247A2/en
Publication of WO2013148247A3 publication Critical patent/WO2013148247A3/en
Anticipated expiration legal-status Critical
Priority to US16/037,083 priority patent/US20180318247A1/en
Ceased legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A61K31/23Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of acids having a carboxyl group bound to a chain of seven or more carbon atoms
    • 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44Guanidine; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/13Amines
    • A61K31/14Quaternary ammonium compounds, e.g. edrophonium, choline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60Sugars; Derivatives thereof
    • A61K8/604Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Definitions

  • the present invention relates to an antimicrobial composition, especially a liquid hand soap, that has a proper balance of ingredients for providing a high cleansing ability, high foam, good conditioning and a pleasant emollient effect on the skin.
  • Handwash compositions are preferably formulated to provide good cleaning, good foaming, and to be mild to the skin.
  • Handwash compositions typically employ a surfactant system (generally containing at least one anionic surfactant and perhaps an additional amphoteric surfactant) to provide cleaning and foaming.
  • a surfactant system generally containing at least one anionic surfactant and perhaps an additional amphoteric surfactant
  • Moisturizers or other skin benefit agents may be employed to promote mildness to the skin.
  • Antimicrobial handwash compositions are formulated to include an antimicrobial agent.
  • an antimicrobial agent difficulties are encountered with cationic antimicrobial agents, because the rapid kill associated with cationic actives is inhibited by high levels of surfactants. It is believed that, once the surfactant system reaches its combined critical micelle concentration it begins to pull in the monomers of the cationic surfactant to make mixed micelles. This inactivates the antimicrobial efficacy.
  • Embodiments of the present invention provide an antimicrobial handwash comprising from about 0.1 to about 2 wt. % of a cationic antimicrobial agent selected from the group consisting of lauric arginate and benzalkonium chloride, based upon the total weight of the antimicrobial composition; from about 1 to about 10 wt. % of two or more nonionic surfactants selected from the group consisting of glucoside alkyl ethers and poloxamers, based upon a total weight of the antimicrobial composition; from about 0.1 to about 5 wt.
  • a cationic antimicrobial agent selected from the group consisting of lauric arginate and benzalkonium chloride
  • two or more nonionic surfactants selected from the group consisting of glucoside alkyl ethers and poloxamers
  • % of an amine oxide based upon the total weight of the antimicrobial composition; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
  • the foam booster is an amphoteric surfactant.
  • the amount of amphoteric surfactant may be from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial compostion.
  • the cationic antimicrobial agent may be benzalkonium chloride, benzethonium chloride, lauric arginate, or a mixture thereof.
  • the amount of the cationic antimicrobial agent may be from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition.
  • the preservative may be one or more of parabens, phenols, quaternary compounds, Ci_ 6 alcohols, isothiazolones, alkane diols, and alkylene diols.
  • the amount of nonionic surfactant may be from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition. In these or other embodiments, the total amount of the surfactant in the antimicrobial composition may be below the critical micelle concentration at standard temperature and pressure.
  • the cationic antimicrobial handwash comprises from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of lauric arginate, from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof, from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide, and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
  • the cationic antimicrobial handwash comprises from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of benzalkonium chloride, from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof, from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide, and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
  • Embodiments of the present invention provide a cationic antimicrobial handwash comprising from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of lauric arginate; from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
  • Embodiments of the present invention provide a cationic antimicrobial handwash comprising from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of benzalkonium chloride; from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
  • embodiments of the present invention provide an antimicrobial handwash wherein the rapid broad spectrum antimicrobial efficacy of the cationic antimicrobial agent is not deleteriously affected by the surfactants.
  • embodiments of the present invention provide an antimicrobial handwash wherein the preservative has an enhancing effect on the antimicrobial efficacy of the cationic surfactant.
  • the enhancing effect is unexpectedly synergistic, i.e. is significantly more than just an additive effect.
  • Embodiments of the present invention further provide an antimicrobial handwash that is useful as a healthcare personnel hand wash according to the standards of the FDA Tentative Final Monograph for Healthcare Antiseptic Drug Products (TFM) (Federal Register 59 [116], Jun. 17, 1994: pp. 31402-31452).
  • Embodiments of the present invention further provide a hygienic hand wash, as described in one or more of the above embodiments, that is useful as a hygienic hand wash according to standard test method EN 14348:2005.
  • Embodiments of the present invention further provide a method for killing or inactivating microbes on a surface comprising the steps of applying, to a surface, an effective amount of the antimicrobial composition of any of the preceding embodiments or as further described hereinbelow.
  • the method for killing or inactivating microbes on a surface further comprises the step of rinsing the surface with water after allowing the antimicrobial composition to remain in contact with the surface for a selected period of time.
  • an antimicrobial composition especially a liquid hand soap, that has a proper balance of ingredients for providing a high cleansing ability, high foam, good conditioning and a pleasant emollient effect on the skin, while maintaining the antimicrobial efficacy of the antimicrobial agent.
  • the antimicrobial composition includes one or more nonionic surfactants, optionally a foam booster, a cationic antimicrobial agent, and a preservative.
  • the nonionic surfactant may provide detergent properties to the antimicrobial liquid hand soap for cleansing the skin.
  • nonionic surfactants include fatty alcohols such as cetyl alcohol, stearyl alcohol, cetostearyl alcohol, and oleyl alcohol, polyoxyethylene glycol alkyl ethers, such as octaethylene glycol monododecyl ether, and pentaethylene glycol monododecyl ether, polyoxypropylene glycol alkyl ethers, glucoside alkyl ethers, polyoxyethylene glycol octylphenol ethers, polyoxyethylene glycol alkylphenol ethers, such as nonoxynol-9, glycerol alkyl esters such as glyceryl laurate, polyoxyethylene glycol sorbitan alkyl esters, such as polysorbate, sorbitan alkyl esters, cocamide MEA, cocamide DEA, amine oxides, such as dodecyldimethylamine oxide, block copolymers of polyethylene glycol and polypropylene glycol, such as po
  • the antimicrobial composition includes at least one non-ionic surfactant selected from glucoside alkyl ethers, poloxamers, amine oxides, and combinations thereof.
  • glucoside alkyl ethers include decyl glucoside, lauryl glucoside, ceteryl glucoside, and octyl glucoside.
  • the glucoside alkyl ether is present in the antimicrobial composition in an amount of from about 1 to about 10 wt. %, in other embodiments, from about 1.5 to about 8 wt. %, and in other embodiments, from about 1.8 to about 7 wt. %, based upon the total weight of the antimicrobial composition.
  • Examples of poloxamers include triblock polymers.
  • the triblock polymer is a block copolymer based upon polyethylene and polypropylene. Poloxamers are commercially available, for example from BASF under the tradename Pluronic.
  • the triblock polymer is characterized by a molecular mass of about 3600 g/mol, and a percentage of polyoxyethylene content of about 40 %.
  • the poloxamer is present in the antimicrobial composition in an amount of from about 1 to about 10 wt. %, in other embodiments, from about 1.5 to about 8 wt. %, and in other embodiments, from about 1.8 to about 7 wt. %, based upon the total weight of the antimicrobial composition.
  • amine oxides include dodecyldimethylamine oxide, which is sometimes referred to as lauramine oxide, lauramidopropyl amine oxide, and cocamido propylamine oxide.
  • the amine oxide is present in the antimicrobial composition in an amount of from about 0.1 to about 5 wt. %, in other embodiments, from about 0.2 to about 4 wt. %, and in other embodiments, from about 0.25 to about 3 wt. %, based upon the total weight of the antimicrobial composition.
  • the antimicrobial composition comprises at least two nonionic surfactants. In one or more embodiments, the antimicrobial composition comprises at least three nonionic surfactants. In one or more embodiments, the antimicrobial composition includes a glucoside alkyl ether, a poloxamer, and an amine oxide. In one or more embodiments, the antimicrobial composition comprises decyl glycoside, a poloxamer, and lauramine oxide. [21] The amount of nonionic surfactant should be selected such that the total amount of surfactant in the antimicrobial composition is below the critical micelle concentration at standard temperature and pressure.
  • the total amount of nonionic surfactant is present in a total amount of from about 1 to about 10 weight percent (wt. %), based upon the total weight of the antimicrobial composition. In other embodiments, the amount of nonionic surfactant is from about 2 to about 8 wt. %, in other embodiments, from about 4 to about 6 wt. %, based upon the total weight of the antimicrobial composition.
  • the optional foam booster is an amphoteric surfactant.
  • amphoteric surfactants include sultaines, betaines, and mixtures thereof.
  • sultaines include cocamidopropyl hydroxysultaine.
  • betaines include cocamidopropyl betaine (also sometimes referred to as coco betaine), lauramidopropyl betaine, cetyl betaine, oleamidopropyl betaine, and ricinoleamidopropyl betaine.
  • the foam booster is cocamidopropyl hydroxysultaine, cocamidopropyl betaine, lauramidopropyl betaine, cetyl betaine, oleamidopropyl betaine, ricinoleamidopropyl betaine, or a mixture thereof.
  • the amount of amphoteric surfactant should be selected such that the total amount of surfactant in the antimicrobial composition is below the critical micelle concentration at standard temperature and pressure.
  • the amount of amphoteric surfactant is from 0 to about 5 wt. %, in other embodiments, about 1 to about 4.5 wt. %, in other embodiments, from about 1.5 to about 4 wt. %, based upon the total weight of the antimicrobial composition.
  • the cationic antimicrobial agent may comprise benzalkonium chloride, benzethonium chloride, ethyl lauroyl arginate HC1, sometimes referred to as lauric arginate, or mixtures thereof.
  • Ethyl lauroyl arginate HC1 is commercially available in a glycerin carrier under the tradename Aminat-G from Vedeqsa, Inc.
  • the amount of cationic antimicrobial agent is from about 0.01 to about 2 wt. %, in other embodiments, from about 0.05 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
  • the amount of lauric arginate is from about 0.1 to about 2 wt. %, in other embodiments, from about 0.5 to about 1.5 wt. %, in yet other embodiments, from about 0.6 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
  • the amount of benzalkonium chloride is from about 0.1 to about 0.2 wt. %, in other embodiments, from about 0.11 to about 0.15 wt. %, based upon the total weight of the antimicrobial composition.
  • the amount of nonionic surfactant and amphoteric surfactant may be selected to maximize detergency and foam, without negatively influencing the antimicrobial efficacy of the cationic antimicrobial agent.
  • the amount of surfactant relative to the amount of antimicrobial agent may be increased without impeding the antimicrobial efficacy of the antimicrobial agent.
  • the molar ratio of total surfactant, i.e. nonionic surfactant plus amphoteric surfactant, relative to the amount of antimicrobial agent is from about 5: 1 to about 15: 1, in other embodiments, from about 5.5: 1 to about 12: 1, and in yet other embodiments, from about 6: 1 to about 10: 1.
  • the molar ratio of total surfactant, i.e. nonionic surfactant plus amphoteric surfactant, relative to the amount of antimicrobial agent is from about 15: 1 to about 60: 1, in other embodiments, from about 20: 1 to about 50: 1, and in yet other embodiments, from about 22: 1 to about 46: 1.
  • the molar ratio of nonionic surfactant, relative to the amount of antimicrobial agent is from about 5: 1 to about 15: 1, in other embodiments, from about 5.5: 1 to about 12: 1, and in yet other embodiments, from about 6: 1 to about 10: 1.
  • the antimicrobial composition may include one or more preservatives.
  • suitable preservatives include parabens, phenols, quaternary compounds, Ci_ 6 alcohols such as ethanol, isothiazolones, alkane diols, and alkylene diols.
  • the amount of preservatives is from about 0 to about 2 wt. %, in other embodiments, from about 0.01 to about 1.5 wt. %, in other embodiments, from about 0.05 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
  • Other examples of preservatives include DMDM hydantoin.
  • the amount of preservative is from about 0.3 wt % to about 0.5 wt %, in other embodiments, from about 0.3 wt % to about 0.4 wt %, based upon the total weight of the composition.
  • the preservative includes one or more of phenoxyethanol, ethylhexyl glycerin, hexylene glycol, and caprylyl glycol.
  • the preservative comprises one or more of caprylyl glycol and hexylene glycol.
  • the preservative includes a blend of caprylyl glycol, phenoxyethanol, and hexylene glycol.
  • the antimicrobial composition may include one or more skin benefit agents, such as moisturizers.
  • moisturizers include urea and urea derivatives such as hydroxyethyl urea.
  • the amount of hydroxyethyl urea is from about 0 to about 20 wt. %, in other embodiments, from about 1 to about 15 wt. %, in yet other embodiments, from about 1.5 to about 12 wt. %.
  • the antimicrobial composition may include one or more chelators.
  • chelators include ethylenediaminetetraacetic acid (EDTA), and ethylenediamine ⁇ , ⁇ '-disuccinic acid (EDDS).
  • EDTA ethylenediaminetetraacetic acid
  • EDDS ethylenediamine ⁇ , ⁇ '-disuccinic acid
  • the amount of chelating agent is from about 0.05 to about 5 wt. %, in other embodiments, from about 0.1 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
  • the antimicrobial compositions of the present invention may optionally further include one or more additives that are commonly used in soaps.
  • additives include thickening agents, fragrance, colorants, and pH adjusters.
  • pH adjusters include amines such as triethanolamine, inorganic acids, and organic acids such as citric acid.
  • the above ingredients are added directly to the antimicrobial composition.
  • one or more of the ingredients are added to the antimicrobial composition as a solution or emulsion.
  • one or more of the ingredients may be premixed with a carrier to form a solution or emulsion, with the proviso that the carrier does not deleteriously affect the foaming or antimicrobial properties of the antimicrobial composition.
  • Examples of carriers include water, alcohol, glycols such as propylene or ethylene glycol, ketones, linear and/or cyclic hydrocarbons, triglycerides, carbonates, silicones, alkenes, esters such as acetates, benzoates, fatty esters, glyceryl esters, ethers, amides, polyethylene glycols and PEG/PPG copolymers, inorganic salt solutions such as saline, and mixtures thereof.
  • the amount of solution or emulsion that is added to the antimicrobial composition may be selected so that the amount of the ingredient falls within the ranges set forth hereinabove.
  • the balance of the composition may include water, or other suitable solvent.
  • the pH of the antimicrobial composition is from about 3 to about 10, in other embodiments, from about 5 to about 7, and in other embodiments, the pH of the antimicrobial composition is from about 5.5 to about 6.5.
  • the antimicrobial compositions according to the present invention can be prepared in clear or opaque form. Advantageously, they are detersive and also non- irritating to the skin. In one or more embodiments, the antimicrobial compositions are hypoallergenic, have high foam, and good emollient properties.
  • the antimicrobial composition is effective in killing gram negative and gram positive bacteria, fungi, parasites, non-enveloped and/or enveloped viruses.
  • the antimicrobial composition has rapid antimicrobial efficacy against bacteria such as Staphylococcus aureus, methicillin- resistant S. aureus, Escherichia coli, Pseudomonas aeruginosa, Serratia marcescens, and fungi such as Candida albicans and Aspergillus niger.
  • the antimicrobial composition has rapid efficacy against skin microflora, including resident and transient skin microflora.
  • the present invention further provides a method for killing or inactivating microbes on a surface comprising applying, to the surface, an effective amount of an antimicrobial composition as described herein.
  • the antimicrobial composition of the present invention is applied topically to mammalian skin.
  • the methods of bringing the antimicrobial composition into contact with a microbe on human skin includes applying an amount of the composition to the skin, and allowing the composition to remain in contact with the skin for a suitable amount of time.
  • the composition may be spread over the surface of the skin, rubbed in, and rinsed off.
  • the present invention includes a method of reducing the amount of bacteria on a surface, such as skin.
  • the method includes contacting the desired surface with an effective amount of a composition according to the present invention, and thereafter, rinsing the hand with water.
  • the antimicrobial composition of the present invention may be used as a healthcare personnel hand wash. It is expected that the present invention provides an antimicrobial composition that will meet the standards of the FDA Tentative Final Monograph for Healthcare Antiseptic Drug Products (TFM) (Federal Register 59 [116], Jun. 17, 1994: pp. 31402-31452) for healthcare personnel hand wash.
  • TBM Tentative Final Monograph for Healthcare Antiseptic Drug Products
  • the antimicrobial composition of the present invention may be used as a hygienic hand wash when tested according to standard test method EN 14348:2005.
  • Examples 1 - 12 were prepared by combining ingredients as summarized in
  • the pH of the compositions was 5.0 - 5.5.
  • the compositions were homogeneous and clear.
  • the pH of the compositions was 5.0 - 5.5.
  • the compositions were homogeneous and clear.

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Description

CATIONIC ANTIMICROBIAL HANDWASH
FIELD OF THE INVENTION
[01] The present invention relates to an antimicrobial composition, especially a liquid hand soap, that has a proper balance of ingredients for providing a high cleansing ability, high foam, good conditioning and a pleasant emollient effect on the skin.
BACKGROUND OF THE INVENTION
[02] Handwash compositions are preferably formulated to provide good cleaning, good foaming, and to be mild to the skin. Handwash compositions typically employ a surfactant system (generally containing at least one anionic surfactant and perhaps an additional amphoteric surfactant) to provide cleaning and foaming. Moisturizers or other skin benefit agents may be employed to promote mildness to the skin.
[03] Antimicrobial handwash compositions are formulated to include an antimicrobial agent. However, difficulties are encountered with cationic antimicrobial agents, because the rapid kill associated with cationic actives is inhibited by high levels of surfactants. It is believed that, once the surfactant system reaches its combined critical micelle concentration it begins to pull in the monomers of the cationic surfactant to make mixed micelles. This inactivates the antimicrobial efficacy.
[04] Thus, there remains a need for antimicrobial compositions that provide a balance of effective cleansing, high foam and emollient benefits, without irritating the skin, and without negatively impacting the antimicrobial efficacy of the cationic antimicrobial agent.
SUMMARY OF THE INVENTION
[05] Embodiments of the present invention provide an antimicrobial handwash comprising from about 0.1 to about 2 wt. % of a cationic antimicrobial agent selected from the group consisting of lauric arginate and benzalkonium chloride, based upon the total weight of the antimicrobial composition; from about 1 to about 10 wt. % of two or more nonionic surfactants selected from the group consisting of glucoside alkyl ethers and poloxamers, based upon a total weight of the antimicrobial composition; from about 0.1 to about 5 wt. % of an amine oxide, based upon the total weight of the antimicrobial composition; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
[06] In one or more embodiments, the foam booster is an amphoteric surfactant.
The amount of amphoteric surfactant may be from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial compostion. In these or other embodiments, the cationic antimicrobial agent may be benzalkonium chloride, benzethonium chloride, lauric arginate, or a mixture thereof. The amount of the cationic antimicrobial agent may be from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition. In these or other embodiments, the preservative may be one or more of parabens, phenols, quaternary compounds, Ci_6 alcohols, isothiazolones, alkane diols, and alkylene diols. In these or other embodiments, the amount of nonionic surfactant may be from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition. In these or other embodiments, the total amount of the surfactant in the antimicrobial composition may be below the critical micelle concentration at standard temperature and pressure.
[07] In one or more embodiments, the cationic antimicrobial handwash comprises from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of lauric arginate, from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof, from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide, and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
[08] In one or more embodiments, the cationic antimicrobial handwash comprises from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of benzalkonium chloride, from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof, from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide, and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
[09] Embodiments of the present invention provide a cationic antimicrobial handwash comprising from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of lauric arginate; from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
[10] Embodiments of the present invention provide a cationic antimicrobial handwash comprising from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of benzalkonium chloride; from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
[11] Advantageously, embodiments of the present invention provide an antimicrobial handwash wherein the rapid broad spectrum antimicrobial efficacy of the cationic antimicrobial agent is not deleteriously affected by the surfactants. Advantageously, embodiments of the present invention provide an antimicrobial handwash wherein the preservative has an enhancing effect on the antimicrobial efficacy of the cationic surfactant. In one or more embodiments, the enhancing effect is unexpectedly synergistic, i.e. is significantly more than just an additive effect.
[12] Embodiments of the present invention further provide an antimicrobial handwash that is useful as a healthcare personnel hand wash according to the standards of the FDA Tentative Final Monograph for Healthcare Antiseptic Drug Products (TFM) (Federal Register 59 [116], Jun. 17, 1994: pp. 31402-31452). [13] Embodiments of the present invention further provide a hygienic hand wash, as described in one or more of the above embodiments, that is useful as a hygienic hand wash according to standard test method EN 14348:2005.
[14] Embodiments of the present invention further provide a method for killing or inactivating microbes on a surface comprising the steps of applying, to a surface, an effective amount of the antimicrobial composition of any of the preceding embodiments or as further described hereinbelow. In one or more embodiments, the method for killing or inactivating microbes on a surface further comprises the step of rinsing the surface with water after allowing the antimicrobial composition to remain in contact with the surface for a selected period of time.
DETAILED DESCRIPTION OF THE INVENTION
[15] It has now been discovered that it is possible to formulate an antimicrobial composition, especially a liquid hand soap, that has a proper balance of ingredients for providing a high cleansing ability, high foam, good conditioning and a pleasant emollient effect on the skin, while maintaining the antimicrobial efficacy of the antimicrobial agent.
[16] In one or more embodiments, the antimicrobial composition includes one or more nonionic surfactants, optionally a foam booster, a cationic antimicrobial agent, and a preservative. The nonionic surfactant may provide detergent properties to the antimicrobial liquid hand soap for cleansing the skin. Examples of nonionic surfactants include fatty alcohols such as cetyl alcohol, stearyl alcohol, cetostearyl alcohol, and oleyl alcohol, polyoxyethylene glycol alkyl ethers, such as octaethylene glycol monododecyl ether, and pentaethylene glycol monododecyl ether, polyoxypropylene glycol alkyl ethers, glucoside alkyl ethers, polyoxyethylene glycol octylphenol ethers, polyoxyethylene glycol alkylphenol ethers, such as nonoxynol-9, glycerol alkyl esters such as glyceryl laurate, polyoxyethylene glycol sorbitan alkyl esters, such as polysorbate, sorbitan alkyl esters, cocamide MEA, cocamide DEA, amine oxides, such as dodecyldimethylamine oxide, block copolymers of polyethylene glycol and polypropylene glycol, such as poloxamers, polyethoxylated tallow amine, and mixtures thereof. [17] In one or more embodiments, the antimicrobial composition includes at least one non-ionic surfactant selected from glucoside alkyl ethers, poloxamers, amine oxides, and combinations thereof. Examples of glucoside alkyl ethers include decyl glucoside, lauryl glucoside, ceteryl glucoside, and octyl glucoside. In one or more embodiments, the glucoside alkyl ether is present in the antimicrobial composition in an amount of from about 1 to about 10 wt. %, in other embodiments, from about 1.5 to about 8 wt. %, and in other embodiments, from about 1.8 to about 7 wt. %, based upon the total weight of the antimicrobial composition.
[18] Examples of poloxamers include triblock polymers. In one or more embodiments, the triblock polymer is a block copolymer based upon polyethylene and polypropylene. Poloxamers are commercially available, for example from BASF under the tradename Pluronic. In one or more embodiments, the triblock polymer is characterized by a molecular mass of about 3600 g/mol, and a percentage of polyoxyethylene content of about 40 %. In one or more embodiments, the poloxamer is present in the antimicrobial composition in an amount of from about 1 to about 10 wt. %, in other embodiments, from about 1.5 to about 8 wt. %, and in other embodiments, from about 1.8 to about 7 wt. %, based upon the total weight of the antimicrobial composition.
[19] Examples of amine oxides include dodecyldimethylamine oxide, which is sometimes referred to as lauramine oxide, lauramidopropyl amine oxide, and cocamido propylamine oxide. In one or more embodiments, the amine oxide is present in the antimicrobial composition in an amount of from about 0.1 to about 5 wt. %, in other embodiments, from about 0.2 to about 4 wt. %, and in other embodiments, from about 0.25 to about 3 wt. %, based upon the total weight of the antimicrobial composition.
[20] In one or more embodiments, the antimicrobial composition comprises at least two nonionic surfactants. In one or more embodiments, the antimicrobial composition comprises at least three nonionic surfactants. In one or more embodiments, the antimicrobial composition includes a glucoside alkyl ether, a poloxamer, and an amine oxide. In one or more embodiments, the antimicrobial composition comprises decyl glycoside, a poloxamer, and lauramine oxide. [21] The amount of nonionic surfactant should be selected such that the total amount of surfactant in the antimicrobial composition is below the critical micelle concentration at standard temperature and pressure.
[22] In one or more embodiments, the total amount of nonionic surfactant is present in a total amount of from about 1 to about 10 weight percent (wt. %), based upon the total weight of the antimicrobial composition. In other embodiments, the amount of nonionic surfactant is from about 2 to about 8 wt. %, in other embodiments, from about 4 to about 6 wt. %, based upon the total weight of the antimicrobial composition.
[23] In one or more embodiments, the optional foam booster is an amphoteric surfactant. Examples of amphoteric surfactants include sultaines, betaines, and mixtures thereof. Examples of sultaines include cocamidopropyl hydroxysultaine. Examples of betaines include cocamidopropyl betaine (also sometimes referred to as coco betaine), lauramidopropyl betaine, cetyl betaine, oleamidopropyl betaine, and ricinoleamidopropyl betaine.
[24] In one or more embodiments, the foam booster is cocamidopropyl hydroxysultaine, cocamidopropyl betaine, lauramidopropyl betaine, cetyl betaine, oleamidopropyl betaine, ricinoleamidopropyl betaine, or a mixture thereof.
[25] The amount of amphoteric surfactant should be selected such that the total amount of surfactant in the antimicrobial composition is below the critical micelle concentration at standard temperature and pressure.
[26] In one or more embodiments, the amount of amphoteric surfactant is from 0 to about 5 wt. %, in other embodiments, about 1 to about 4.5 wt. %, in other embodiments, from about 1.5 to about 4 wt. %, based upon the total weight of the antimicrobial composition.
[27] In one or more embodiments, the cationic antimicrobial agent may comprise benzalkonium chloride, benzethonium chloride, ethyl lauroyl arginate HC1, sometimes referred to as lauric arginate, or mixtures thereof. Ethyl lauroyl arginate HC1 is commercially available in a glycerin carrier under the tradename Aminat-G from Vedeqsa, Inc. [28] In one or more embodiments, the amount of cationic antimicrobial agent is from about 0.01 to about 2 wt. %, in other embodiments, from about 0.05 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
[29] In one or more embodiments, the amount of lauric arginate is from about 0.1 to about 2 wt. %, in other embodiments, from about 0.5 to about 1.5 wt. %, in yet other embodiments, from about 0.6 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
[30] In one or more embodiments, the amount of benzalkonium chloride is from about 0.1 to about 0.2 wt. %, in other embodiments, from about 0.11 to about 0.15 wt. %, based upon the total weight of the antimicrobial composition.
[31] Advantageously, the amount of nonionic surfactant and amphoteric surfactant may be selected to maximize detergency and foam, without negatively influencing the antimicrobial efficacy of the cationic antimicrobial agent. In one or more embodiments, the amount of surfactant relative to the amount of antimicrobial agent may be increased without impeding the antimicrobial efficacy of the antimicrobial agent.
[32] In one or more embodiments, the molar ratio of total surfactant, i.e. nonionic surfactant plus amphoteric surfactant, relative to the amount of antimicrobial agent is from about 5: 1 to about 15: 1, in other embodiments, from about 5.5: 1 to about 12: 1, and in yet other embodiments, from about 6: 1 to about 10: 1.
[33] In one or more embodiments, where the antimicrobial agent is benzalkonium chloride, the molar ratio of total surfactant, i.e. nonionic surfactant plus amphoteric surfactant, relative to the amount of antimicrobial agent is from about 15: 1 to about 60: 1, in other embodiments, from about 20: 1 to about 50: 1, and in yet other embodiments, from about 22: 1 to about 46: 1.
[34] In one or more embodiments, the molar ratio of nonionic surfactant, relative to the amount of antimicrobial agent is from about 5: 1 to about 15: 1, in other embodiments, from about 5.5: 1 to about 12: 1, and in yet other embodiments, from about 6: 1 to about 10: 1.
[35] Optionally, the antimicrobial composition may include one or more preservatives. Examples of suitable preservatives include parabens, phenols, quaternary compounds, Ci_6 alcohols such as ethanol, isothiazolones, alkane diols, and alkylene diols. In one or more embodiments, the amount of preservatives is from about 0 to about 2 wt. %, in other embodiments, from about 0.01 to about 1.5 wt. %, in other embodiments, from about 0.05 to about 1 wt. %, based upon the total weight of the antimicrobial composition. Other examples of preservatives include DMDM hydantoin. In one or more embodiments, the amount of preservative is from about 0.3 wt % to about 0.5 wt %, in other embodiments, from about 0.3 wt % to about 0.4 wt %, based upon the total weight of the composition. In one or more embodiment, the preservative includes one or more of phenoxyethanol, ethylhexyl glycerin, hexylene glycol, and caprylyl glycol. In one or more embodiments, the preservative comprises one or more of caprylyl glycol and hexylene glycol. In one or more embodiments, the preservative includes a blend of caprylyl glycol, phenoxyethanol, and hexylene glycol.
[36] Optionally, the antimicrobial composition may include one or more skin benefit agents, such as moisturizers. Examples of moisturizers include urea and urea derivatives such as hydroxyethyl urea. In one or more embodiments, the amount of hydroxyethyl urea is from about 0 to about 20 wt. %, in other embodiments, from about 1 to about 15 wt. %, in yet other embodiments, from about 1.5 to about 12 wt. %.
[37] Optionally, the antimicrobial composition may include one or more chelators.
Examples of chelators include ethylenediaminetetraacetic acid (EDTA), and ethylenediamine Ν,Ν'-disuccinic acid (EDDS). In one or more embodiments, the amount of chelating agent is from about 0.05 to about 5 wt. %, in other embodiments, from about 0.1 to about 1 wt. %, based upon the total weight of the antimicrobial composition.
[38] The antimicrobial compositions of the present invention may optionally further include one or more additives that are commonly used in soaps. Such additives include thickening agents, fragrance, colorants, and pH adjusters. Examples of pH adjusters include amines such as triethanolamine, inorganic acids, and organic acids such as citric acid.
[39] In one or more embodiments, the above ingredients are added directly to the antimicrobial composition. In other embodiments, one or more of the ingredients are added to the antimicrobial composition as a solution or emulsion. In other words, one or more of the ingredients may be premixed with a carrier to form a solution or emulsion, with the proviso that the carrier does not deleteriously affect the foaming or antimicrobial properties of the antimicrobial composition. Examples of carriers include water, alcohol, glycols such as propylene or ethylene glycol, ketones, linear and/or cyclic hydrocarbons, triglycerides, carbonates, silicones, alkenes, esters such as acetates, benzoates, fatty esters, glyceryl esters, ethers, amides, polyethylene glycols and PEG/PPG copolymers, inorganic salt solutions such as saline, and mixtures thereof. It will be understood that, when an ingredient is premixed to form a solution or emulsion, the amount of solution or emulsion that is added to the antimicrobial composition may be selected so that the amount of the ingredient falls within the ranges set forth hereinabove.
[40] The balance of the composition may include water, or other suitable solvent.
[41] In one or more embodiments, the pH of the antimicrobial composition is from about 3 to about 10, in other embodiments, from about 5 to about 7, and in other embodiments, the pH of the antimicrobial composition is from about 5.5 to about 6.5.
[42] The antimicrobial compositions according to the present invention can be prepared in clear or opaque form. Advantageously, they are detersive and also non- irritating to the skin. In one or more embodiments, the antimicrobial compositions are hypoallergenic, have high foam, and good emollient properties.
[43] In one or more embodiments, the antimicrobial composition is effective in killing gram negative and gram positive bacteria, fungi, parasites, non-enveloped and/or enveloped viruses. In one or more embodiments, the antimicrobial composition has rapid antimicrobial efficacy against bacteria such as Staphylococcus aureus, methicillin- resistant S. aureus, Escherichia coli, Pseudomonas aeruginosa, Serratia marcescens, and fungi such as Candida albicans and Aspergillus niger. In one or more embodiments, the antimicrobial composition has rapid efficacy against skin microflora, including resident and transient skin microflora.
[44] Thus, the present invention further provides a method for killing or inactivating microbes on a surface comprising applying, to the surface, an effective amount of an antimicrobial composition as described herein. In one or more embodiments, the antimicrobial composition of the present invention is applied topically to mammalian skin. In one embodiment, the methods of bringing the antimicrobial composition into contact with a microbe on human skin includes applying an amount of the composition to the skin, and allowing the composition to remain in contact with the skin for a suitable amount of time. In other embodiments, the composition may be spread over the surface of the skin, rubbed in, and rinsed off.
[45] In one or more embodiments, the present invention includes a method of reducing the amount of bacteria on a surface, such as skin. The method includes contacting the desired surface with an effective amount of a composition according to the present invention, and thereafter, rinsing the hand with water.
[46] It is envisioned that the antimicrobial composition of the present invention may be used as a healthcare personnel hand wash. It is expected that the present invention provides an antimicrobial composition that will meet the standards of the FDA Tentative Final Monograph for Healthcare Antiseptic Drug Products (TFM) (Federal Register 59 [116], Jun. 17, 1994: pp. 31402-31452) for healthcare personnel hand wash.
[47] It is envisioned that the antimicrobial composition of the present invention may be used as a hygienic hand wash when tested according to standard test method EN 14348:2005.
[48] The Examples that follow are intended for illustrating the present invention and not for limiting the scope thereof.
EXAMPLES
[49] Examples 1 - 12 were prepared by combining ingredients as summarized in
Table 1. The pH of the compositions was 5.0 - 5.5. The compositions were homogeneous and clear.
[50] In vitro efficacy of these compositions was measured against a mixture of E. coli, S. aureus, E. faecium, and S. marcescens (Group 1). Efficacy was also measured against a mixture of S. aureus (MRSA), P. mirabilis, K. pneumoniae, and S. epidermidis (Group 2). The test was conducted according to the ASTM E 2315 method, "Standard Guide for Assessment of Antimicrobial Activity Using a Time-Kill Procedure." Contact time was 15 seconds. Results are summarized in Table 2 below. Table 1
Figure imgf000012_0001
Table 2
Figure imgf000013_0001
[51] Examples 13 - 25 were prepared by combining ingredients as summarized in
Table 3. The pH of the compositions was 5.0 - 5.5. The compositions were homogeneous and clear.
[52] In vitro efficacy of these compositions was measured against a mixture of E. coli, S. aureus, E. faecium, and S. marcescens (Group 1). Efficacy was also measured against a mixture of S. aureus (MRSA), P. mirabilis, K. pneumoniae, and S. epidermidis (Group 2). The test was conducted according to the ASTM E 2315 method, "Standard Guide for Assessment of Antimicrobial Activity Using a Time-Kill Procedure." Contact time was 15 seconds. Results are summarized in Table 4 below. Table 3
Figure imgf000014_0001
Table 4
Figure imgf000015_0001
[53] Various modifications and alterations that do not depart from the scope and spirit of this invention will become apparent to those skilled in the art. This invention is not to be duly limited to the illustrative embodiments set forth herein.

Claims

CLAIMS What is claimed is:
1. An antimicrobial handwash comprising:
from about 0.1 to about 2 wt. % of a cationic antimicrobial agent selected from the group consisting of lauric arginate and benzalkonium chloride, based upon the total weight of the antimicrobial composition;
from about 1 to about 10 wt. % of two or more nonionic surfactants selected from the group consisting of glucoside alkyl ethers and poloxamers, based upon a total weight of the antimicrobial composition;
from about 0.1 to about 5 wt. % of an amine oxide, based upon the total weight of the antimicrobial composition; and
one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
2. The composition of claim 1, wherein one of the nonionic surfactants is selective from the group consisting decyl glucoside, lauryl glucoside, and ceteryl glucoside, and another of the nonionic surfactants is selected from the group consisting of lauramine oxide, lauramidopropyl amine oxide, cocamido propylamine oxide, triblock copolymers of polyethylene glycol and polypropylene glycol, and mixtures thereof.
3. The composition of any of the preceding claims, wherein the amount of the surfactant in the antimicrobial composition is below the critical micelle concentration at standard temperature and pressure.
4. The composition of any of the preceding claims, wherein the total amount of nonionic surfactant present in the composition is from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition.
5. The composition of any of the preceding claims, wherein the foam booster is an amphoteric surfactant.
6. The composition of any of the preceding claims, wherein the composition further comprises an amphoteric surfactant selected from the group consisting of sultaines, betaines, amine oxide, and mixtures thereof.
7. The composition of claim 6, wherein the amphoteric surfactant is selected from the group consisting of cocamidopropyl hydroxysultaine, cocamidopropyl betaine, lauramidopropyl betaine, cetyl betaine, oleamidopropyl betaine, ricinoleamidopropyl betaine.
8. The composition of any of claims 6 or 7, wherein the amount of amphoteric surfactant is from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition.
9. The composition of any of the preceding claims, wherein the cationic antimicrobial agent is selected from the group consisting of benzalkonium chloride, benzethonium chloride, lauric arginate, and mixtures thereof.
10. The composition of any of the preceding claims, wherein the amount of cationic antimicrobial agent is from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition.
11. The composition of claim 9, wherein the composition comprises from about 0.1 to about 2 wt. % of lauric arginate, based upon the total weight of the antimicrobial composition.
12. The composition of claim 9, wherein the composition comprises from about 0.1 to about 0.2 wt. % of benzalkonium chloride, based upon the total weight of the antimicrobial composition.
13. The composition of any of the preceding claims, wherein the molar ratio of total surfactant, relative to the amount of antimicrobial agent, is from about 5 : 1 to about 15 : 1.
14. The composition claim 12, wherein the molar ratio of total surfactant, relative to the amount of benzalkonium chloride, is from about 15 : 1 to about 60: 1.
15. The composition of any of the preceding claims, wherein the molar ratio of nonionic surfactant, relative to the amount of antimicrobial agent, is from about 5 : 1 to about 15 : 1.
16. The composition of any of the preceding claims, wherein the preservative is selected from the group consisting of parabens, phenols, quaternary compounds, Ci_6 alcohols such as ethanol, isothiazolones, alkane diols, and alkylene diols.
17. The composition of any of the preceding claims, wherein the preservative is selected from the group consisting of phenoxyethanol, ethylhexyl glycerin, hexylene glyocl, caprylyl glycol, or mixtures thereof.
18. The composition of any of the preceding claims, wherein the composition comprises from about 0.01 to about 1.5 wt. % of preservatives, based upon the total weight of the antimicrobial composition.
19. The composition of any of the preceding claims, wherein the preservative includes DMDM hydantoin.
20. The composition of claim 19, wherein the amount of DMDM hydantoin is from about 0.3 to about 0.5 wt. %, based upon the total weight of the antimicrobial composition.
21. The composition of any of the preceding claims, wherein the composition comprises a blend of caprylyl glycol, phenoxyethanol, and hexylene glycol.
22. The composition of any of the preceding claims, wherein the antimicrobial composition further comprises from about 1 to about 5 wt. % of a poloxamer, characterized by a molecular mass of about 3600 g/mol, and a percentage of polyoxy ethylene content of about 40 %.
23. The composition of any of the preceding claims, wherein the pH of the composition is from about 5.5 to about 6.5.
24. A cationic antimicrobial handwash comprising:
from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of lauric arginate;
from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and
one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
25. A cationic antimicrobial handwash comprising:
from about 0.1 to about 2 wt. %, based upon the total weight of the antimicrobial composition of benzalkonium chloride;
from about 1 to about 10 wt. %, based upon a total weight of the antimicrobial composition of decyl glucoside, poloxamer, or a mixture thereof; from about 1 to about 5 wt. %, based upon the total weight of the antimicrobial composition of lauramine oxide; and
one or more preservatives selected from phenoxyethanol, ethylhexyl glycerin, hexylene glycol, caprylyl glycol, and mixtures thereof.
26. The use of the composition of any of the preceeding claims as a healthcare personnel hand wash when tested according to the standards of the FDA Tentative Final Monograph for Healthcare Antiseptic Drug Products (TFM) (Federal Register 59 [116], Jun. 17, 1994: pp. 31402-31452).
27. The use of the composition of any of the preceeding claims as a hygienic hand wash when tested according to standard test method EN 14348:2005.
28. A method for inactivating microbes on a surface, the method comprising the steps of:
applying, to a surface, an effective amount of the antimicrobial composition of any of the preceding claims.
29. The method of claim 28, further comprising the step of rinsing the surface with water.
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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015175129A1 (en) * 2014-05-16 2015-11-19 The Dial Corporation An antimicrobial hand wash composition
WO2016019174A1 (en) 2014-08-01 2016-02-04 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
CN106232092A (en) * 2014-03-25 2016-12-14 艺康美国股份有限公司 Antimicrobial compositions containing cationic active ingredients
EP3184618A1 (en) 2015-12-22 2017-06-28 The Procter & Gamble Company Antimicrobial hard surface cleaning compositions providing improved grease removal
WO2017184614A1 (en) * 2016-04-20 2017-10-26 S.C. Johnson & Son, Inc. Foaming antimicrobial compositions
EP3554233A4 (en) * 2016-12-16 2020-07-22 Vertellus Holdings LLC QUATERNARY AMINE FORMULATIONS AND USES THEREOF
WO2021191413A1 (en) 2020-03-26 2021-09-30 Arch Uk Biocides Ltd Disinfectant compositions

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10136645B2 (en) 2015-02-06 2018-11-27 Microbio Solutions Inc. Antimicrobial composition
CN104800097A (en) * 2015-04-22 2015-07-29 西安米丽生物科技有限公司 Novel preservative applied to cosmetics
GB201512135D0 (en) * 2015-07-10 2015-08-19 Ipabc Ltd Biodegradable antimicrobial compositions and uses thereof to combat microorganisms
EP3184621B1 (en) 2015-12-22 2023-09-06 The Procter & Gamble Company Thickened antimicrobial hard surface cleaners
EP3435765A1 (en) 2016-03-31 2019-02-06 Gojo Industries, Inc. Antimicrobial peptide stimulating sanitizing composition
US10806769B2 (en) 2016-03-31 2020-10-20 Gojo Industries, Inc. Antimicrobial peptide stimulating cleansing composition
EP3436041B1 (en) 2016-03-31 2023-05-24 Gojo Industries, Inc. Sanitizer composition with probiotic/prebiotic active ingredient
US10124067B2 (en) 2016-04-13 2018-11-13 Sage Products, Llc CHG-compatible composition and method
JP2020500860A (en) 2016-11-23 2020-01-16 ゴジョ・インダストリーズ・インコーポレイテッド Disinfectant compositions containing probiotic / prebiotic active ingredients
CN107028987A (en) * 2017-04-11 2017-08-11 成都吉氧屋科技有限公司 A kind of microorganism adherence rate conditioning agent and its application
US10308897B2 (en) 2017-04-24 2019-06-04 Gpcp Ip Holdings Llc Alkaline sanitizing soap preparations containing quaternary ammonium chloride agents
EP3614842A4 (en) * 2017-04-29 2021-02-24 Nevada Naturals, Inc. Biofilm penetrating compositions and methods
EP3501488B1 (en) * 2017-12-21 2021-04-14 Momentive Performance Materials GmbH Aqueous silicone polymer compositions
US11116220B2 (en) 2017-12-22 2021-09-14 Ecolab Usa Inc. Antimicrobial compositions with enhanced efficacy
CN111836877A (en) * 2018-01-17 2020-10-27 沙龙实验室公司 Antibacterial and preservative composition
JP2020128354A (en) * 2019-02-08 2020-08-27 吉田製薬株式会社 Disinfection agent
CN110279603A (en) * 2019-07-16 2019-09-27 伊乐生物科技(广州)有限公司 A kind of Compositional antiseptic agent and preparation method for cosmetics
US11207255B2 (en) * 2019-07-30 2021-12-28 L'oreal Perfluoro-free self-foaming facial cleanser composition
JP2021138652A (en) * 2020-03-05 2021-09-16 日油株式会社 Disinfectant composition
JP2022026763A (en) * 2020-07-31 2022-02-10 花王株式会社 Virus inactivator composition
JP2022026762A (en) * 2020-07-31 2022-02-10 花王株式会社 Virus inactivator composition
CN112515996B (en) * 2020-11-30 2023-09-01 明尼苏达矿业制造医用器材(上海)有限公司 Antibacterial hand sanitizer and preparation method thereof
US20240173223A1 (en) * 2021-03-15 2024-05-30 Pierre Fabre Dermo-Cosmetique New topical composition free of sulfate derived surfactants
DE202022104891U1 (en) 2022-08-30 2022-10-24 Jahid Akhtar A device for making an antimicrobial herbal hand tonic
CN116196230B (en) * 2023-03-10 2023-11-10 广州艾卓生物科技股份有限公司 Corrosion-resistant composition and application thereof

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TR199801320T2 (en) * 1996-01-12 1998-10-21 The Procter & Gamble Company Disinfecting compositions and processes for disinfecting surfaces.
FR2748937B1 (en) * 1996-05-24 1998-07-31 Ulice Sa USE OF ALPHA-ALKLYGLUCOSIDES AND ALPHA-ALKYLGLUCOSIDES ESTERS AS ANTI-MICROBIAL EMULSION AGENTS
US6861397B2 (en) * 1999-06-23 2005-03-01 The Dial Corporation Compositions having enhanced deposition of a topically active compound on a surface
US20010044393A1 (en) * 2000-02-18 2001-11-22 Peterson Robert Frederick Rinse-off antimicrobial liquid cleansing composition
US6616922B2 (en) * 2001-03-27 2003-09-09 The Dial Corporation Antibacterial compositions
US7563461B2 (en) * 2002-02-07 2009-07-21 The Trustees Of Columbia University In The City Of New York Zinc salt compositions for the prevention of dermal and mucosal irritation
US20060263444A1 (en) * 2005-05-19 2006-11-23 Xintian Ming Antimicrobial composition
WO2007014748A1 (en) * 2005-07-30 2007-02-08 Unilever Plc Method of preserving a customised composition
US20070032393A1 (en) * 2005-08-04 2007-02-08 Conopco, Inc. D/B/A Unilever Rinse-off conditioner comprising non-pregelatinized starch and fatty acid system for improved properties
WO2007035315A2 (en) * 2005-09-16 2007-03-29 Lubrizol Advanced Materials, Inc. Sunscreen compositions
JP2007106727A (en) * 2005-10-17 2007-04-26 Lion Corp Cosmetic raw material composition and method for preserving cosmetic raw material composition
EP1965756A2 (en) * 2005-12-30 2008-09-10 The Dial Corporation Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential
CN103432017B (en) * 2006-05-11 2016-05-18 气体产品与化学公司 The personal care composition that contains functionalized polymeric
JP5346455B2 (en) * 2007-01-18 2013-11-20 花王株式会社 Antibacterial detergent composition
JP2010265189A (en) * 2009-05-13 2010-11-25 Nippon Fine Chem Co Ltd Antibacterial cosmetics
WO2011119517A2 (en) * 2010-03-23 2011-09-29 Gojo Industries, Inc. Antimicrobial compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
FEDERAL REGISTER, vol. 59, no. 116, 17 June 1994 (1994-06-17), pages 31402 - 31452

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11590065B2 (en) 2014-03-25 2023-02-28 Ecolab Usa Inc. Antimicrobial compositions containing cationic active ingredients
CN106232092B (en) * 2014-03-25 2020-07-14 艺康美国股份有限公司 Antimicrobial compositions containing cationic active ingredients
CN106232092A (en) * 2014-03-25 2016-12-14 艺康美国股份有限公司 Antimicrobial compositions containing cationic active ingredients
EP3122327A4 (en) * 2014-03-25 2017-12-13 Ecolab USA Inc. Antimicrobial compositions containing cationic active ingredients
US12171851B2 (en) 2014-03-25 2024-12-24 Ecolab Usa Inc. Antimicrobial compositions containing cationic active ingredients
WO2015175129A1 (en) * 2014-05-16 2015-11-19 The Dial Corporation An antimicrobial hand wash composition
JP2017522356A (en) * 2014-08-01 2017-08-10 エコラボ ユーエスエー インコーポレイティド Antibacterial foaming composition comprising a cationic active ingredient
CN114732757A (en) * 2014-08-01 2022-07-12 艺康美国股份有限公司 Antimicrobial foaming compositions containing cationic active ingredients
CN106687101A (en) * 2014-08-01 2017-05-17 艺康美国股份有限公司 Antimicrobial foaming compositions containing cationic active ingredients
US9956153B2 (en) 2014-08-01 2018-05-01 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
AU2015296250B2 (en) * 2014-08-01 2018-05-31 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
US20180256466A1 (en) * 2014-08-01 2018-09-13 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
US10517806B2 (en) 2014-08-01 2019-12-31 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
AU2018214102B2 (en) * 2014-08-01 2020-03-12 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
WO2016019174A1 (en) 2014-08-01 2016-02-04 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
WO2017112448A1 (en) * 2015-12-22 2017-06-29 The Procter & Gamble Company Antimicrobial hard surface cleaning compositions providing improved grease removal
EP3184618A1 (en) 2015-12-22 2017-06-28 The Procter & Gamble Company Antimicrobial hard surface cleaning compositions providing improved grease removal
WO2017184614A1 (en) * 2016-04-20 2017-10-26 S.C. Johnson & Son, Inc. Foaming antimicrobial compositions
EP3554233A4 (en) * 2016-12-16 2020-07-22 Vertellus Holdings LLC QUATERNARY AMINE FORMULATIONS AND USES THEREOF
US11825842B2 (en) 2016-12-16 2023-11-28 Aurorium Holdings Llc Quaternary amine formulations and uses thereof
WO2021191413A1 (en) 2020-03-26 2021-09-30 Arch Uk Biocides Ltd Disinfectant compositions

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