WO2012038915A2 - Antimicrobial compositions containing cationic active ingredients and quaternary sugar derived surfactants - Google Patents

Antimicrobial compositions containing cationic active ingredients and quaternary sugar derived surfactants Download PDF

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Publication number
WO2012038915A2
WO2012038915A2 PCT/IB2011/054158 IB2011054158W WO2012038915A2 WO 2012038915 A2 WO2012038915 A2 WO 2012038915A2 IB 2011054158 W IB2011054158 W IB 2011054158W WO 2012038915 A2 WO2012038915 A2 WO 2012038915A2
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Prior art keywords
composition
surfactant
alkyl
ppm
foam
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PCT/IB2011/054158
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French (fr)
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WO2012038915A3 (en
Inventor
Daniel E. Pedersen
Angela R. Eder
Charles A. Hodge
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Ecolab Usa Inc.
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Priority to BR112013006091-3A priority Critical patent/BR112013006091B1/en
Priority to EP11826499.3A priority patent/EP2618807B1/en
Priority to CN201180045338.3A priority patent/CN103118656B/en
Priority to EP18205572.3A priority patent/EP3461334A1/en
Priority to JP2013529751A priority patent/JP5932802B2/en
Priority to MX2013003142A priority patent/MX2013003142A/en
Publication of WO2012038915A2 publication Critical patent/WO2012038915A2/en
Publication of WO2012038915A3 publication Critical patent/WO2012038915A3/en

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/16Foams
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/12Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • 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
    • 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
    • A61K8/43Guanidines
    • 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
    • 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
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • 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
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10Antimycotics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/662Carbohydrates or derivatives
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/75Amino oxides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/835Mixtures of non-ionic with cationic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/22Carbohydrates or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/30Amines; Substituted amines ; Quaternized amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients

Definitions

  • Antimicrobial personal care compositions are known in the art. Especially useful are antimicrobial cleaning compositions, which typically are used to clean a hard surface and to destroy bacteria and other microorganisms present on the surface.
  • Antimicrobial compositions are used, for example, in the health care industry; long term care, hospitality and health / exercise facilities; food service industry; meat processing industry; and in the private sector by individual consumers.
  • the widespread use of antimicrobial compositions indicates the importance consumers place on controlling bacteria and other microorganism populations on skin. It is important, however, that antimicrobial populations provide a substantial and broad spectrum reduction in microorganism populations quickly and without problems associated with toxicity and skin irritation.
  • antimicrobial agents include active ingredients selected from the following classes: phenolic compounds, carbanalide compounds, lower alcohols, surface active and oxidizing agents; halogens, and the like. Each of these classes has their own unique advantages and challenges. Examples of specific antimicrobial agents include Triclocarban, quaternary ammonium compounds (QAC), iodine and iodine complexes, halogens, phenolic derivatives o-benzylphenol, peroxides and peroxy compounds, and biguanides.
  • active ingredients selected from the following classes: phenolic compounds, carbanalide compounds, lower alcohols, surface active and oxidizing agents; halogens, and the like.
  • halogens halogens
  • biguanides include Triclocarban, quaternary ammonium compounds (QAC), iodine and iodine complexes, halogens, phenolic derivatives o-benzylphenol, peroxides and peroxy compounds, and biguanides.
  • one aspect of the present invention is to provide an antimicrobial hard surface composition, the dilutable concentrate antimicrobial composition comprising: (a) about 0.5 wt.% to about 20 wt.%, by weight of cationic actives; (b) about 0.2 wt.% to about 50 wt.%, by weight, of a quaternized sugar-derived surfactant; (c) about 0.2 wt.% to about 18 wt.%, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
  • one aspect of the present invention is to provide a hard surface antimicrobial composition wherein the composition has a relative weight ratio of cationic active to quaternized sugar surfactant to foam boosting surfactant from about 1:0.2:0.2 to about 1:3:8.
  • Another aspect of the present invention is to provide hard surface sanitizing products based on an antimicrobial composition of the present invention, for example a high foaming hard surface sanitizing cleaner, high foaming hard surface disinfectant cleaner, a tub and tile cleaner and the like.
  • a further aspect of the present invention is to provide a method of reducing microbial populations including Gram positive and/or Gram negative bacteria, viruses and fungi populations on hard surfaces, by contacting the hard surface, with a composition of the present invention for a sufficient time, such as about 30 seconds to 10 minutes, to reduce the bacteria level to a desired level.
  • FIG. 1 illustrates the efficacy following a 30 second exposure time of three different cationic active ingredients, specifically, 0.5 % Quat (Benzalkonium Chloride), 2% CHG (Chlorhexidine Gluconate), and 1% PHMB (polyhexamethylene biguanide) in a representative surfactant system.
  • 0.5 % Quat Benzalkonium Chloride
  • CHG Chlorhexidine Gluconate
  • PHMB polyhexamethylene biguanide
  • FIG. 4 illustrates the comparative foam volume for a hard surface neutral disinfectant composition of the current invention.
  • FIG. 5 illustrates the comparative foam volume for a hard surface tub & tile disinfectant composition of the current invention.
  • FIG. 6 illustrates the antimicrobial efficacy of hard surface chemistries containing a cationic active and quaternized sugar-derived surfactants of the current invention as disinfectants against key organisms.
  • compositions or carry out the methods are or carry out the methods; and the like.
  • the term about also encompasses amounts that differ due to different equilibrium conditions for a composition resulting from a particular initial mixture. Whether or not modified by the term "about,” the claims include equivalents to the quantities.
  • cationic active ingredient refers to a compound that provides antimicrobial cidal activity.
  • alkyl refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. As used herein, “alkyl” refers to a linear or branched substituted or unsubstituted C 6 -Ci 8 carbon chain.
  • microbial or "microbial population” refers to bacterial, fungal, yeast, or viral population or combinations thereof, or any mixture thereof in a laboratory or natural setting.
  • surfactant or "surface active agent” refers to an organic chemical that-changes the properties of that liquid at a surface or interface.
  • Croning refers to performing or aiding in soil removal, bleaching, microbial population reduction, rinsing, or combination thereof.
  • the term "substantially free” refers to compositions completely lacking the component or having such a small amount of the component that the component does not affect the effectiveness of the composition.
  • the component may be present as an impurity or as a contaminant and shall be less than 0.5 wt. .
  • the amount of the component is less than 0.1 wt. % and in yet another embodiment, the amount of component is less than 0.01 wt. .
  • the term "dilutable concentrate” refers to a solution to which water or other suitable diluent may be added; the solution may or may not be substantially free of water or other suitable diluent in the dilutable concentrate form.
  • use solution refers to a composition with ingredients found at the concentration intended for use. Use solutions may be provided as “ready to use”, with no prior dilution needed, or created from a dilutable concentrate.
  • actives or “percent actives” or “percent by weight actives” or “actives concentration” are used interchangeably herein and refers to the concentration of those ingredients involved in cleaning expressed as a percentage minus inert ingredients such as water or salts.
  • Antimicrobial Compositions Containing Cationic Active Compounds and Quaternized Sugar Derived Surfactants
  • the present invention relates to an antimicrobial composition that exhibits fast efficacy and high foaming attributes.
  • the antimicrobial composition comprises a cationic active ingredient, a quaternized sugar-derived surfactant, a foam boosting surfactant which may encompass nonionic surfactants, amphoteric surfactants, selected anionic surfactants, or cationic surfactants and water or other suitable diluent.
  • an antimicrobial hard surface dilutable concentrate composition includes: (a) about 0.5 wt.% to about 20 wt.%, by weight of cationic actives; (b) about 0.2 wt.% to about 50 wt.%, by weight, of a quaternized sugar-derived surfactant; (c) about 0.2 wt.% to about 18 wt.%, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
  • the relative weight ratio of cationic active ingredient to quaternized sugar surfactant to foam boosting surfactant is from about 1 :0.2:0.2 to about 1:3:8.
  • a hard surface antimicrobial use solution composition includes: (a) about 50 ppm to about 5000 ppm by weight of cationic actives; (b) about 50 ppm to about 2500 ppm by weight, of a quaternized sugar-derived surfactant; (c) about 50 ppm to about 10,000 ppm, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
  • Another aspect of the present invention is to provide an antimicrobial hard surface composition which is stable and has a pH of about 7.0 to about 12.0.
  • the present composition may optionally exhibit additional properties, such as copious foam and foam stability and may exhibit reduced tissue irritancy potential.
  • Another aspect of the present invention is to provide hard surface sanitizing products based on an antimicrobial composition of the present invention, for example a high foaming hard surface sanitizing cleaner, high foaming hard surface disinfectant cleaner, a tub and tile cleaner and the like.
  • a cationic active is present in an antimicrobial concentrate composition for reducing microbial population on a hard surface of the present invention in an amount of about 0.5% wt. % to about 20 wt. %, and preferably about 2 wt. % to about 18 wt.%, by weight of the composition.
  • the amount of antimicrobial agent in the composition is related to the end use of the composition, the amount of quaternized sugar-derived surfactant and foam boosting surfactant in the composition, and the presence of optional ingredients in the composition.
  • the amount of antimicrobial agent is sufficient to achieve a microbial kill in a short contact time, for example, 15 to 30 seconds.
  • Cationic active ingredients are an antimicrobial agent useful in the present invention.
  • the cationic or cationically-active ingredients are substances based on nitrogen centered cationic moieties with net positive change.
  • the cationic or cationically-active ingredients are preferably selected from the group consisting of cationic polymers, cationic surfactants, cationic monomers, and betaine with at least one cationic or cationically-active group.
  • Suitable cationic active ingredients contain quaternary ammonium groups. Suitable cationic active ingredients especially include those of the general formula:
  • R 1 R 2 R 3 R 4 X (-) wherein R 1 , R 2 , R 3 and R 4 independently of each other represent alkyl groups, aliphatic groups, aromatic groups, alkoxy groups, alkylamido groups, hydroxyalkyl groups, aryl groups, H + ions, each with from 1 to 22 carbon atoms, with the provison that at least one of the groups R 1 , R 2 , R 3 and R 4 has at least eight carbon atoms and wherein X(-) represents an anion, for example, a halogen, acetate, phosphate, nitrate or alkyl sulfate, preferably a chloride.
  • the aliphatic groups can also contain cross-linking or other groups, for example additional amino groups, in addition to the carbon and hydrogen atoms.
  • Cationic active ingredients may include but are not limited to n-alkyl dimethyl benzyl ammonium chloride, alkyl dimethyl ethyl benzyl ammonium chloride, dialkyl dimethyl quaternary ammonium compounds such as didecyl dimethyl ammonium chloride, dioctyl didecyl ammonium chloride, also including quaternary species such as benzethonium chloride and quaternary ammonium compounds with inorganic or organic counter ions such as bromine, carbonate or other moieties including dialkyl dimethyl ammonium carbonates, as well as antimicrobial amines such as N,N-Bis(3-aminopropyl)dodecylamine, other alkyl amines, Chlorhexidine Gluconate, PHMB (Polyhexamethylene biguanide), salt of a biguanide, a substituted biguanide derivative, an organic salt of a quaternary
  • the present antimicrobial hard surface composition may optionally contain a foam boosting surfactant in an amount of about 50 ppm to about 3500 ppm, and preferably about 50 ppm to about 500 ppm.
  • the foam-boosting co-surfactant can be (a) nonionic surfactants, (b) amphoteric surfactants, (c) selected anionic surfactants, (d) cationic surfactants and the like, or (e) mixtures thereof.
  • non ionic foam-boosting co-surfactants include, but are not limited to, alkyl amine oxide, alkyl ether amine oxide, alkyl ether diamines, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters.
  • the antimicrobial composition can contain a nonionic surfactant component that includes a detersive amount of nonionic surfactant or a mixture of nonionic surfactants.
  • a nonionic surfactant has a hydrophobic region, such as a long chain alkyl group or an alkylated aryl group, and a hydrophilic group comprising an ethoxy and/or other hydrophilic moieties.
  • a "nonionic foam-boosting co-surfactant" has a hydrophobic region having an alkyl group containing six to eighteen carbon atoms, and an average of one to about twenty ethoxy and/or propoxy moieties.
  • non ionic foam-boosting co-surfactants include, but are not limited to, alkyl amine oxide, alkyl ether amine oxide, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters, and mixtures thereof.
  • CTFA Dictionary at pages 1- 651 ; and in the CTFA Cosmetic Ingredient Handbook, First Ed., Cosmetic, Toiletry and Fragrance Association, Washington, D.C. (1988) (hereafter the CTFA Handbook), at pages 86-94, each incorporated herein by reference.
  • the current invention is substantially free of alkyl phenol ethoxylates.
  • alkyl phenol ethoxylate free or “NPE-free” refers to a composition, mixture, or ingredients that do not contain alkyl phenol ethoxylates or phenol-containing compounds or to which the same has not been added.
  • the amount of the same shall be less than 0.5 wt.%. In another embodiment, the amount of is less than 0.1 wt. % and in yet another embodiment, the amount is less than 0.01 wt. %.
  • the antimicrobial composition can contain an amphoteric surfactant component that includes a detersive amount of amphoteric surfactant or a mixture of amphoteric surfactants.
  • Suitable amphoteric surfactants that can ne used include, but are not limited to, imidiazolines and imidiazoline derivatives, isethionates, betaine derivatives, amphoacetate derivatives, and mixtures thereof.
  • the antimicrobial composition can contain an anionic surfactant component that includes a detersive amount of an anionic surfactant or a mixture of anionic surfactants.
  • the anionic surfactants that can be used according to the invention include any anionic surfactant available in the cleaning industry. Suitable groups of anionic surfactants include sulfonates and sulfates.
  • Suitable surfactants that can be provided in the anionic surfactant component include, but are not limited to, sarcosine derivatives, succinic acid derivatives, carboxylated alcohols, alkyl sulfate and alkyl ether sulfates, sulfonic acid derivatives, diphenyll sulfonate derivatives, alkyl aryl sulfonic acid derivatives, alkyl polyglucoside sulfonates or sulfates, and mixtures thereof.
  • Antimicrobial populations of the present invention have a pH of about 5.0 to about 12.0. Within this pH range, the present compositions effectively reduce microbial
  • MGDA methylglycinediacetic acid
  • glutamic acid-N,N-diacetic acid glutamic acid-N,N-diacetic acid
  • HIDA hydroxymethyliminodiacetate
  • Phosphonates are also suitable for use as complexing agents in the compositions of the invention and include, but are not limited to ethylenediamine tetra(methylenephosphonate), nitrilotrismethylenephosphonate, diethylenetriaminepenta(methylene phosphonate), hydroxyethylidene diphosphonate (HEDP), isopropylmethylphosphonic acid (IMPA) and 2-phosphonobutane- 1,2,4- tricarboxylic acid (PBTC).
  • ethylenediamine tetra(methylenephosphonate) nitrilotrismethylenephosphonate
  • diethylenetriaminepenta(methylene phosphonate) hydroxyethylidene diphosphonate
  • HEDP hydroxyethylidene diphosphonate
  • IMPA isopropylmethylphosphonic acid
  • PBTC 2-phosphonobutane- 1,2,4- tricarboxylic acid
  • the present composition can also include any number of adjuvants.
  • adjuvants are present in an amount of about 0% to about 40%, and preferably about 0.2% to about 20%, by weight, of the composition.
  • the antimicrobial composition can include solvents and penetrating agents, glycerin, sorbitol, esters, polyquats, glycols, preservatives, chelators, pH additives, pigments or dyes among any number of other constituents which can be added to the composition.
  • Such adjuvants can be pre-formulated with the present composition or added to the system simultaneously, or even after, the addition of the present composition.
  • the antimicrobial composition can also contain any number of other constituents as necessitated by the application, which are known and which can facilitate the activity of the present invention.
  • the antimicrobial composition of the present invention has a high broad spectrum of antimicrobial efficacy, high foam and reduced irritation to mammalian tissue. Exemplary compositions are provided in the following tables.
  • the compositions provided herein may be altered in a manner to solidify the cleaning composition by any means known in the art.
  • the amount of water or other suitable diluent may be reduced or additional ingredients may be added to the cleaning composition, such as a solidification agent.
  • the concentrate will be diluted with water or other suitable diluent to provide a use solution having a desired level of detersive properties. If the use solution is required to remove tough or heavy soils, it is expected that the concentrate can be diluted with the water of dilution at a weight ratio of at least 1 : 1 and up to 1 :32 or 1:64. If a light duty cleaning use solution is desired, it is expected that the concentrate can be diluted at a weight ratio of concentrate to water of dilution of up to about 1:256.
  • the concentrate in liquid form, can contain enough of a compatible diluents to enable the liquid concentrate to be easily converted to a use solution. This may be to overcome dilution variables such as low volume dispensing, or concentrate viscosity as well as dispersion into the diluents and mixing.
  • dilution variables such as low volume dispensing, or concentrate viscosity as well as dispersion into the diluents and mixing.
  • the concentrate When the concentrate is provided as a liquid, it may be desirable to provide it in a flowable form so that it can be pumped or aspirated. It has been found that it is generally difficult to accurately pump a small amount of a liquid. It is generally more effective to pump a larger amount of a liquid.
  • diluent will be present in an amount of up to about 90 wt. , particularly between about 20 wt.% and about 85 wt.%, more particularly between about 30 wt.% and about 80 wt.% and most particularly between about 50 wt.% and about 80 wt.%.
  • composition can be tested at any concentration from 0.01-100%.
  • S. aureus is a Gram positive bacteria
  • E. coli is a Gram negative bacteria
  • test surfaces were individually transferred to sterile test tubes containing growth medium containing an appropriate neutralizer.

Abstract

The antimicrobial composition of the present invention comprises a cationic active ingredient, a quaternized sugar-derived surfactant, and an optional foam boosting surfactant. These formulations have a high cidal activity in a short amount of time and provide stable copious foam. The formulations of the present invention also exhibit enhanced tissue (e.g. skin) compatibility as defined by an in vitro whole toxicology assessment method.

Description

ANTIMICROBIAL COMPOSITIONS CONTAINING CATIONIC ACTIVE INGREDIENTS AND QUATERNARY SUGAR DERIVED SURFACTANTS
FIELD OF THE INVENTION
[0001] The present invention is directed to antimicrobial compositions, like hard surface compositions, having improved antimicrobial effectiveness and high foaming attributes. More particularly, the present invention relates to antimicrobial compositions exhibiting the antimicrobial effectiveness of cationic active ingredients and a polyquaternary functionalized alkyl polyglucoside or a quaternary functionalized alkyl polyglucoside, with optional properties of a high broad spectrum of antimicrobial efficacy, high foam and reduced irritation to mammalian tissue.
BACKGROUND
[0002] Antimicrobial personal care compositions are known in the art. Especially useful are antimicrobial cleaning compositions, which typically are used to clean a hard surface and to destroy bacteria and other microorganisms present on the surface.
[0003] Antimicrobial compositions are used, for example, in the health care industry; long term care, hospitality and health / exercise facilities; food service industry; meat processing industry; and in the private sector by individual consumers. The widespread use of antimicrobial compositions indicates the importance consumers place on controlling bacteria and other microorganism populations on skin. It is important, however, that antimicrobial populations provide a substantial and broad spectrum reduction in microorganism populations quickly and without problems associated with toxicity and skin irritation.
[0004] Several different classes of antimicrobial agents have been used in hard surface antimicrobial compositions. These include active ingredients selected from the following classes: phenolic compounds, carbanalide compounds, lower alcohols, surface active and oxidizing agents; halogens, and the like. Each of these classes has their own unique advantages and challenges. Examples of specific antimicrobial agents include Triclocarban, quaternary ammonium compounds (QAC), iodine and iodine complexes, halogens, phenolic derivatives o-benzylphenol, peroxides and peroxy compounds, and biguanides.
[0005] A high foaming disinfectant/ antimicrobial composition has specific application for use in the general public and public health areas where it marks where a surface has been treated and can be optionally followed with a water rinse. A high foaming surfactant in a sufficient amount to provide a notable foam profile will often inactivate a quaternary ammonium compound. The present invention provides a unique combination that allows the formulation of high foam systems while not exhibiting detrimental properties to the antimicrobial activity. This has particular utility in such products such as bathroom and shower cleaning and disinfection or wherever a high foam system is preferred.
[0006] The antimicrobial compositions are addressed by embodiments of the present invention and will be understood by reading and studying the following specification. The following summary is made by way of example and not by way of limitation. It is merely provided to aid the reader in understanding some of the aspects of the invention.
SUMMARY OF THE INVENTION
[0007] The summary of the invention is intended to introduce the reader to various exemplary aspects of the invention. Particular aspects of the invention are shown in other sections herein below, and the invention is set forth in the appended claims which alone demarcate its scope.
[0008] In accordance with an exemplary embodiment of the present invention, an antimicrobial composition that exhibits fast efficacy and high foaming attributes is provided. The antimicrobial composition comprises a cationic active ingredient, a quaternized sugar-derived surfactant, a foam boosting surfactant which may encompass nonionic surfactants, amphoteric surfactants, cationic surfactants, anionic surfactants and water or other suitable diluent. [0009] Accordingly, one aspect of the present invention is to provide an antimicrobial hard surface composition, the dilutable concentrate antimicrobial composition comprising: (a) about 0.5 wt.% to about 20 wt.%, by weight of cationic actives; (b) about 0.2 wt.% to about 50 wt.%, by weight, of a quaternized sugar-derived surfactant; (c) about 0.2 wt.% to about 18 wt.%, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
[0010] Another aspect of the present invention is to provide an antimicrobial hard surface composition, wherein the use solution antimicrobial composition comprising: (a) about 50 ppm to about 5000 ppm by weight of cationic actives; (b) about 50 ppm to about 2500 ppm by weight, of a quaternized sugar-derived surfactant; (c) about 50 ppm to about 10,000 ppm, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
[0011] Additionally, one aspect of the present invention is to provide a hard surface antimicrobial composition wherein the composition has a relative weight ratio of cationic active to quaternized sugar surfactant to foam boosting surfactant from about 1:0.2:0.2 to about 1:3:8.
[0012] Another aspect of the present invention is to provide hard surface sanitizing products based on an antimicrobial composition of the present invention, for example a high foaming hard surface sanitizing cleaner, high foaming hard surface disinfectant cleaner, a tub and tile cleaner and the like.
[0013] A further aspect of the present invention is to provide a method of reducing microbial populations including Gram positive and/or Gram negative bacteria, viruses and fungi populations on hard surfaces, by contacting the hard surface, with a composition of the present invention for a sufficient time, such as about 30 seconds to 10 minutes, to reduce the bacteria level to a desired level.
[0014] While multiple embodiments are disclosed, still other embodiments of the present invention will become apparent to those skilled in the art from the following detailed description, which shows and describes illustrative embodiments of the invention. Accordingly, the detailed description is to be regarded as illustrative in nature and not restrictive.
BRIEF DESCRIPTION OF THE DRAWINGS
[0015] FIG. 1 illustrates the efficacy following a 30 second exposure time of three different cationic active ingredients, specifically, 0.5 % Quat (Benzalkonium Chloride), 2% CHG (Chlorhexidine Gluconate), and 1% PHMB (polyhexamethylene biguanide) in a representative surfactant system.
[0016] FIG. 2 illustrates the efficacy against S. aureus and E. coli bacteria with increased concentrations of quaternary sugar-derived surfactants, specifically, Poly (Trimoniumhydroxypropyl Cocogluocosides Chloride). The amount and type of cationic active ingredient (0.5% ADBAC Quat) and foam boosting surfactant (1.95% Alkyl Dimethyl Amine Oxide) was held constant.
[0017] FIG. 3 illustrates the efficacy with increased concentrations of foam boosting surfactants, specifically, amine oxide. The amount and type of cationic active ingredient (0.5% ADBAC Quat) and Quaternary sugar-derived surfactant (1.25 % Poly Trimoniumhydroxypropyl Cocoglucosides Chloride) were held constant.
[0018] FIG. 4 illustrates the comparative foam volume for a hard surface neutral disinfectant composition of the current invention.
[0019] FIG. 5 illustrates the comparative foam volume for a hard surface tub & tile disinfectant composition of the current invention.
[0020] FIG. 6 illustrates the antimicrobial efficacy of hard surface chemistries containing a cationic active and quaternized sugar-derived surfactants of the current invention as disinfectants against key organisms.
[0021] FIG. 7 illustrates the improved skin compatibility of neutral disinfectants when quaternized sugar-derived surfactants are used in combination with cationic active ingredients. [0022] FIG. 8 illustrates the improved skin compatibility of tub & tile disinfectants when quaternized sugar-derived surfactants are used in combination with cationic active ingredients.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0023] Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients or reaction conditions used herein are to be understood as being modified in all instances by the term "about".
[0024] As used herein, weight percent (wt-%), percent by weight, % by weight, and the like are synonyms that refer to the concentration of a substance as the weight of that substance divided by the total weight of the composition and multiplied by 100.
[0025] As used herein, the term "about" modifying the quantity of an ingredient in the compositions of the invention or employed in the methods of the invention refers to variation in the numerical quantity that can occur, for example, through typical measuring and liquid handling procedures used for making concentrates or use solutions in the real world; through inadvertent error in these procedures; through differences in the manufacture, source, or purity of the ingredients employed to make the
compositions or carry out the methods; and the like. The term about also encompasses amounts that differ due to different equilibrium conditions for a composition resulting from a particular initial mixture. Whether or not modified by the term "about," the claims include equivalents to the quantities.
[0026] As used herein, the term "cationic active ingredient" refers to a compound that provides antimicrobial cidal activity.
[0027] The term "alkyl" refers to a straight or branched chain monovalent hydrocarbon radical having a specified number of carbon atoms. As used herein, "alkyl" refers to a linear or branched substituted or unsubstituted C6-Ci8 carbon chain.
[0028] The term "microbial" or "microbial population" refers to bacterial, fungal, yeast, or viral population or combinations thereof, or any mixture thereof in a laboratory or natural setting. [0029] The term "surfactant" or "surface active agent" refers to an organic chemical that-changes the properties of that liquid at a surface or interface.
[0030] "Cleaning" refers to performing or aiding in soil removal, bleaching, microbial population reduction, rinsing, or combination thereof.
[0031] As used herein, the term "substantially free" refers to compositions completely lacking the component or having such a small amount of the component that the component does not affect the effectiveness of the composition. The component may be present as an impurity or as a contaminant and shall be less than 0.5 wt. . In another embodiment, the amount of the component is less than 0.1 wt. % and in yet another embodiment, the amount of component is less than 0.01 wt. .
[0032] As used herein, the term "hard surface" includes any environmental surface or structural surface including: showers, sinks, toilets, bathtubs, countertops, windows, mirrors, transportation vehicles, floors, and the like. These surfaces can be those typified as "hard surfaces" (such as walls, floors, bed-pans etc.)
[0033] As used herein, the term "dilutable concentrate" refers to a solution to which water or other suitable diluent may be added; the solution may or may not be substantially free of water or other suitable diluent in the dilutable concentrate form.
[0034] As used herein, the term "use solution" refers to a composition with ingredients found at the concentration intended for use. Use solutions may be provided as "ready to use", with no prior dilution needed, or created from a dilutable concentrate.
[0035] It should be noted that, as used in this specification and the appended claims, the singular forms "a", "an", and "the" include plural referents unless the content clearly dictates otherwise. Thus, for example, reference to a composition containing "a compound" includes a mixture of two or more compounds. It should also be noted that the term "or" is generally employed in its sense including "and/or" unless the content clearly dictates otherwise.
[0036] The term "actives" or "percent actives" or "percent by weight actives" or "actives concentration" are used interchangeably herein and refers to the concentration of those ingredients involved in cleaning expressed as a percentage minus inert ingredients such as water or salts.
Antimicrobial Compositions Containing Cationic Active Compounds and Quaternized Sugar Derived Surfactants
[0037] The present invention relates to an antimicrobial composition that exhibits fast efficacy and high foaming attributes. The antimicrobial composition comprises a cationic active ingredient, a quaternized sugar-derived surfactant, a foam boosting surfactant which may encompass nonionic surfactants, amphoteric surfactants, selected anionic surfactants, or cationic surfactants and water or other suitable diluent.
[0038] In one embodiment, an antimicrobial hard surface dilutable concentrate composition includes: (a) about 0.5 wt.% to about 20 wt.%, by weight of cationic actives; (b) about 0.2 wt.% to about 50 wt.%, by weight, of a quaternized sugar-derived surfactant; (c) about 0.2 wt.% to about 18 wt.%, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent. The relative weight ratio of cationic active ingredient to quaternized sugar surfactant to foam boosting surfactant is from about 1 :0.2:0.2 to about 1:3:8.
[0039] In a further embodiment, a hard surface antimicrobial use solution composition includes: (a) about 50 ppm to about 5000 ppm by weight of cationic actives; (b) about 50 ppm to about 2500 ppm by weight, of a quaternized sugar-derived surfactant; (c) about 50 ppm to about 10,000 ppm, by weight of an optional foam boosting surfactant; (d) optional adjuvants; and (e) water or other suitable diluent.
[0040] Another aspect of the present invention is to provide an antimicrobial hard surface composition which is stable and has a pH of about 7.0 to about 12.0. The present composition may optionally exhibit additional properties, such as copious foam and foam stability and may exhibit reduced tissue irritancy potential.
[0041] Another aspect of the present invention is to provide hard surface sanitizing products based on an antimicrobial composition of the present invention, for example a high foaming hard surface sanitizing cleaner, high foaming hard surface disinfectant cleaner, a tub and tile cleaner and the like.
[0042] The following illustrates nonlimiting embodiments of the present invention.
A. Cationic Actives
[0043] A cationic active is present in an antimicrobial concentrate composition for reducing microbial population on a hard surface of the present invention in an amount of about 0.5% wt. % to about 20 wt. %, and preferably about 2 wt. % to about 18 wt.%, by weight of the composition.
[0044] Additionally, a cationic active is present in an antimicrobial use-solution composition for reducing microbial population on a hard surface of the present invention in an amount of about 50 ppm to about 5000 ppm, and preferably about 100 ppm to about 2500 ppm.
[0045] The amount of antimicrobial agent in the composition is related to the end use of the composition, the amount of quaternized sugar-derived surfactant and foam boosting surfactant in the composition, and the presence of optional ingredients in the composition. The amount of antimicrobial agent is sufficient to achieve a microbial kill in a short contact time, for example, 15 to 30 seconds.
[0046] Cationic active ingredients are an antimicrobial agent useful in the present invention. The cationic or cationically-active ingredients are substances based on nitrogen centered cationic moieties with net positive change. The cationic or cationically-active ingredients are preferably selected from the group consisting of cationic polymers, cationic surfactants, cationic monomers, and betaine with at least one cationic or cationically-active group.
[0047] Suitable cationic active ingredients contain quaternary ammonium groups. Suitable cationic active ingredients especially include those of the general formula:
N(+)R1R2R3R4X(-) wherein R1, R2, R3 and R4 independently of each other represent alkyl groups, aliphatic groups, aromatic groups, alkoxy groups, alkylamido groups, hydroxyalkyl groups, aryl groups, H+ ions, each with from 1 to 22 carbon atoms, with the provison that at least one of the groups R1, R2, R3 and R4 has at least eight carbon atoms and wherein X(-) represents an anion, for example, a halogen, acetate, phosphate, nitrate or alkyl sulfate, preferably a chloride. The aliphatic groups can also contain cross-linking or other groups, for example additional amino groups, in addition to the carbon and hydrogen atoms.
[0048] Cationic active ingredients may include but are not limited to n-alkyl dimethyl benzyl ammonium chloride, alkyl dimethyl ethyl benzyl ammonium chloride, dialkyl dimethyl quaternary ammonium compounds such as didecyl dimethyl ammonium chloride, dioctyl didecyl ammonium chloride, also including quaternary species such as benzethonium chloride and quaternary ammonium compounds with inorganic or organic counter ions such as bromine, carbonate or other moieties including dialkyl dimethyl ammonium carbonates, as well as antimicrobial amines such as N,N-Bis(3-aminopropyl)dodecylamine, other alkyl amines, Chlorhexidine Gluconate, PHMB (Polyhexamethylene biguanide), salt of a biguanide, a substituted biguanide derivative, an organic salt of a quaternary ammonium containing compound or an inorganic salt of a quaternary ammonium containing compound or mixtures thereof.
B. Quaternized Sugar-Derived Surfactant
[0049] Additionally, the present antimicrobial hard surface composition contains a quaternized sugar-derived surfactant in an amount of about 0.2% to about 50%, and preferably about 0.5 to about 12%, by weight, of the dilutable concentrate composition.
[0050] Moreover, the present antimicrobial hard surface composition contains a quaternized sugar-derived surfactant in an amount of about 50 ppm to about 2500 ppm, and preferably about 50 ppm to about 500 ppm, of the use solution composition. [0051] The amount of quaternized sugar-derived surfactant present in the composition is related to the amount of the cationic active in the composition, to the identity of the quaternized sugar-derived surfactant, and the end use of the composition.
[0052] The quaternized sugar-derived surfactant is a quaternized alkyl
polyglucoside or a polyquaternized alkyl polyglucoside, and the like.
[0053] In one embodiment, the antimicrobial composition of the present invention includes a polyquaternary functionalized alkyl polyglucoside, a cationic active ingredient, water or other suitable diluent, and an optional foam boosting surfactant. The poly quaternary functionalized alkyl polyglucoside is a cationic surfactant naturally derived from alkyl polyglucosides and has a sugar backbone. Poly quaternary alkyl polyglucosides have the following representative formula:
Figure imgf000011_0001
Wherein R is an alkyl group having from about 6 to about 12 carbon atoms and n is an integer ranging from 4 to 6. Examples of suitable poly quaternary functionalized alkyl polyglucosides components which can be used in the cleaning compositions according to the present invention include those in which the R alkyl moiety contains from about 8 to about 12 carbon atoms. In a preferred embodiment the quaternary functionalized alkyl polyglucoside contains primarily about 10-12 carbon atoms.
Examples of commercially suitable poly quaternary functionalized alkyl polyglucosides useful in cleaning compositions of the present invention include but is not limited to: Poly Suga Quat series of quaternary functionalized alkyl polyglucosides, available from Colonial Chemical, Inc., located in South Pittsburg, TN.
[0054] In another embodiment, the antimicrobial composition of the present invention includes a quaternary functionalized alkyl polyglucoside, a cationic active ingredient, water or other suitable diluent, and an optional foam boosting surfactant. The quaternary functionalized alkyl polyglucoside is a naturally derived cationic surfactant from alkyl polyglucosides and has a sugar backbone. Quaternary
functionalized alkyl polyglucosides have the following representative formula:
Figure imgf000012_0001
[0055] Wherein Ri is an alkyl group having from about 6 to about 22 carbon atoms, and R2 is CH3(CH2)n> where n' is an integer ranging from 0-21. Examples of suitable quaternary functionalized alkyl polyglucosides components which can be used in the cleaning compositions according to the present invention include those in which the Ri alkyl moiety contains primarily about 10-12 carbon atoms, the R2 group is C¾ and n is the degree of polymerization of 1 -2. Further examples of a suitable quaternary functionalized alkyl polyglucoside include, but are not limited to, the antimicrobial and antifungal quaternary functionalized alkyl polyglucosides described in United States Patent numbers 7,084,129 and 7,507,399 the disclosures of which are hereby incorporated by reference. Examples of commercially suitable quaternary
functionalized alkyl polyglucosides useful in cleaning compositions of the present invention include but is not limited to: Suga Quat TM 1212 (primarily C12 quaternary functionalized alkyl polyglucoside), Suga Quat L 1210 (primarily C12 quaternary functionalized alkyl polyglucoside), and Suga Quat S 1218 (primarily C12 quaternary functionalized alkyl polyglucoside) available from Colonial Chemical, Inc., located in South Pittsburg, TN.
C. Foam-Boosting Co-Surfactant
[0056] Additionally, the present antimicrobial hard surface composition may optionally contain a foam boosting surfactant in an amount of about 0% to about 18%, and preferably about 0% to about 9%, by weight, of the composition.
[0057] Moreover, the present antimicrobial hard surface composition may optionally contain a foam boosting surfactant in an amount of about 50 ppm to about 3500 ppm, and preferably about 50 ppm to about 500 ppm.
[0058] The amount of foam boosting surfactant present in the composition is related to the amount of the cationic active in the composition, the amount of the quaternized sugar-derived surfactant in the composition, the identity of the foam boosting surfactant, and the end use of the composition.
[0059] The foam-boosting co-surfactant can be (a) nonionic surfactants, (b) amphoteric surfactants, (c) selected anionic surfactants, (d) cationic surfactants and the like, or (e) mixtures thereof.
Non Ionic Foam Boosting Surfactant
[0060] Examples of non ionic foam-boosting co-surfactants include, but are not limited to, alkyl amine oxide, alkyl ether amine oxide, alkyl ether diamines, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters.
[0061] The antimicrobial composition can contain a nonionic surfactant component that includes a detersive amount of nonionic surfactant or a mixture of nonionic surfactants. Typically, a nonionic surfactant has a hydrophobic region, such as a long chain alkyl group or an alkylated aryl group, and a hydrophilic group comprising an ethoxy and/or other hydrophilic moieties. As defined herein, a "nonionic foam-boosting co-surfactant" has a hydrophobic region having an alkyl group containing six to eighteen carbon atoms, and an average of one to about twenty ethoxy and/or propoxy moieties. Examples of non ionic foam-boosting co-surfactants include, but are not limited to, alkyl amine oxide, alkyl ether amine oxide, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters, and mixtures thereof.
[0062] Numerous other nonionic surfactants are disclosed in McCutcheon's Detergents and Emulsifiers, 1993 Annuals, published by McCutcheon Division, MC Publishing Co., Glen Rock, N.J., pp. 1-246 and 266-273; in the CTFA International Cosmetic Ingredient Dictionary, Fourth Ed., Cosmetic, Toiletry and Fragrance
Association, Washington, D.C. (1991) (hereinafter the CTFA Dictionary) at pages 1- 651 ; and in the CTFA Cosmetic Ingredient Handbook, First Ed., Cosmetic, Toiletry and Fragrance Association, Washington, D.C. (1988) (hereafter the CTFA Handbook), at pages 86-94, each incorporated herein by reference.
[0063] The current invention is substantially free of alkyl phenol ethoxylates. As used herein, the terms "alkyl phenol ethoxylate free" or "NPE-free" refers to a composition, mixture, or ingredients that do not contain alkyl phenol ethoxylates or phenol-containing compounds or to which the same has not been added. Should alkyl phenol etoxylates or alkyl phenol ethoxylate containing compound be present through contamination of a composition, mixture, or ingredients, the amount of the same shall be less than 0.5 wt.%. In another embodiment, the amount of is less than 0.1 wt. % and in yet another embodiment, the amount is less than 0.01 wt. %.
Amphoteric Foam Boosting Surfactant
[0064] The antimicrobial composition can contain an amphoteric surfactant component that includes a detersive amount of amphoteric surfactant or a mixture of amphoteric surfactants. Suitable amphoteric surfactants that can ne used include, but are not limited to, imidiazolines and imidiazoline derivatives, isethionates, betaine derivatives, amphoacetate derivatives, and mixtures thereof.
Anionic Foam Boosting Surfactant
[0065] The antimicrobial composition can contain an anionic surfactant component that includes a detersive amount of an anionic surfactant or a mixture of anionic surfactants. The anionic surfactants that can be used according to the invention include any anionic surfactant available in the cleaning industry. Suitable groups of anionic surfactants include sulfonates and sulfates. Suitable surfactants that can be provided in the anionic surfactant component include, but are not limited to, sarcosine derivatives, succinic acid derivatives, carboxylated alcohols, alkyl sulfate and alkyl ether sulfates, sulfonic acid derivatives, diphenyll sulfonate derivatives, alkyl aryl sulfonic acid derivatives, alkyl polyglucoside sulfonates or sulfates, and mixtures thereof.
Cationic Foam Boosting Surfactant
[0066] The antimicrobial composition may contain a cationic surfactant component that includes a detersive amount of cationic surfactant or a mixture of cationic surfactants. Cationic surfactants that can be used in the antimicrobial composition include, but are not limited to, quaternized polysaccharides, alkyl polysaccharides, alkoxylated amines, alkoxylated ether amines, phospholipids, phospholipid derivatives, and mixtures thereof.
D. Carrier
[0067] The carrier of the present antimicrobial composition comprises water or other suitable diluent, propylene glycol, glycerols, alcohols or mixtures thereof. It should be appreciated that the water may be provided as deionized water or as softened water. The water provided as part of the concentrate can be relatively free of hardness. It is expected that the water can be deionized to remove a portion of the dissolved solids. That is, the concentrate can be formulated with water that includes dissolved solids, and can be formulated with water that can be characterized as hard water. [0068] The antimicrobial composition of the present invention does not rely upon a low pH or a high pH to provide a rapid reduction in microbial populations.
Antimicrobial populations of the present invention have a pH of about 5.0 to about 12.0. Within this pH range, the present compositions effectively reduce microbial
populations, and are consumer acceptable, i.e., are mild to the skin, are phase stable, and generate copious, stable foam.
E. Additional Functional Materials
[0069] The antimicrobial composition can include additional components or agents, such as additional functional materials. As such, in some embodiments, the
antimicrobial composition including the cationic active ingredients and quaternary sugar-derived surfactants may provide a large amount, or even all of the total weight of the antimicrobial composition, for example, in embodiments having few or no additional functional materials disposed therein. The functional materials provide desired properties and functionalities to the antimicrobial composition. For the purpose of this application, the term "functional materials" include a material that when dispersed or dissolved in a use and/or concentrate solution, such as an aqueous solution, provides a beneficial property in a particular use. The antimicrobial composition containing the cationic active ingredients and the quaternized sugar-derived surfactants may optionally contain other disinfectants, sanitizers, dyes, thickening or gelling agents, and perfumes. Some particular examples of functional materials are discussed in more detail below, but it should be understood by those of skill in the art and others that the particular materials discussed are given by way of example only, and that a broad variety of other functional materials may be used. For example, may of the functional material discussed below relate to materials used in disinfecting and/or cleaning applications, but it should be understood that other embodiments may include functional materials for use in other applications.
Dyes and Fragrances [0070] Various dyes, odorants including perfumes, and other aesthetic enhancing agents which are compatible with the invention chemistry may also be included in the antimicrobial composition.
Fragrances or perfumes that may be included in the compositions include, for example, terpenoids such as citronellol, aldehyes such as amyl cinnamaldehyde, a jasmine such as CIS-jasmine or jasmal, vanillin, and the like.
Complexing Agents - Chelators and Sequesterants
[0071] In some embodiments, the antimicrobial compositions can optionally include a complexing agent. Complexing agents contribute in water conditioning and divalent ion removal from soils. The complexing agent can include an inorganic complexing agent, an organic complexing agent, and mixtures thereof. Inorganic complexing agents include, but are not limited to, such compounds as sodium pyrophosphate, and sodium tripolyphosphate. Organic complexing agents include, but are not limited to, both polymeric and small molecule complexing agents. Small molecule organic complexing agents include aminocarboxylates such as acids or salts of ethylenediaminetetracetic acid (EDTA) and hydroxyethylenediaminetetracetic acid (HEDTA),
diethylenetriaminepentaacetic acid (DTPA), nitrilotriacetic acid (NTA),
methylglycinediacetic acid (MGDA), glutamic acid-N,N-diacetic acid,
ethylenediaminesuccinic acid (EDDS), 2-hydroxyethyliminodiacetic acid (HEIDA), iminodisuccinic acid (IDS), 3-hydroxy-2,2'-iminodisuccinic acid (HIDS),
hydroxymethyliminodiacetate (HIDA), ethylenediaminetetrapropionates,
triethylenetetraminehexacetates, and the respective alkali metal, ammonium and substituted ammonium salts thereof. Phosphonates are also suitable for use as complexing agents in the compositions of the invention and include, but are not limited to ethylenediamine tetra(methylenephosphonate), nitrilotrismethylenephosphonate, diethylenetriaminepenta(methylene phosphonate), hydroxyethylidene diphosphonate (HEDP), isopropylmethylphosphonic acid (IMPA) and 2-phosphonobutane- 1,2,4- tricarboxylic acid (PBTC).
Adjuvants [0072] The present composition can also include any number of adjuvants. In one embodiment adjuvants are present in an amount of about 0% to about 40%, and preferably about 0.2% to about 20%, by weight, of the composition, Specifically, the antimicrobial composition can include solvents and penetrating agents, glycerin, sorbitol, esters, polyquats, glycols, preservatives, chelators, pH additives, pigments or dyes among any number of other constituents which can be added to the composition. Such adjuvants can be pre-formulated with the present composition or added to the system simultaneously, or even after, the addition of the present composition. The antimicrobial composition can also contain any number of other constituents as necessitated by the application, which are known and which can facilitate the activity of the present invention.
Embodiments of the Present Invention
[0073] The antimicrobial composition of the present invention has a high broad spectrum of antimicrobial efficacy, high foam and reduced irritation to mammalian tissue. Exemplary compositions are provided in the following tables.
Antimicrobial Hard Surface Cleaners
Table 1- Neutral Disinfectant Cleaner Exemplary Composition (Weight
Percentage)
Figure imgf000018_0001
Surfactant polyglucosid
e or
Polyquatern
ary
functionalize
d alkyl
polyglucosid
e
Foam
Octyl Amine
Boosting 0.0 18.0 0.0 9.0 100.0 500.0
Oxide
Surfactant
Chelators,
pH additives,
Adjuvants 0.0 12.0 0.2 12.0 100.0 1000.0 dyes,
fragrances
Table 2-Dilutable Neutral Disinfectant Cleaner Exemplary Composition (Weight Ratio)
Figure imgf000019_0001
Table 3- Alkaline Disinfectant Cleaner Exemplary Composition (Weight Percentage)
Figure imgf000020_0001
fragrances
Table 4- Dilutable Alkaline Disinfectant Cleaner Exemplary Composition (Weight Ratio)
Figure imgf000020_0002
Polyquaternary
functionalized
alkyl
polyglucoside
Foam Alcohol
0.0 0.9 0.0 0.7
Boosting Ethoxylate,
Surfactant Amphoteric
Chelators, pH
additives, 0.0 0.6 0.1 0.7
Adjuvants
dyes,
fragrances
Table 5- Tub & Tile Cleaner Exemplary Composition (Weight Percentage)
Figure imgf000021_0001
Table 6- Dilutable Tub & Tile Cleaner Exemplary Composition (Weight Ratio)
Tub & Tile Cleaner (pH 9.5 - 10.8) (Dilutable) Broadest Range
Narrowest Range (Weight Ratio) (Weight Ratio)
Ingredient Example
Lower Upper
Limit Limit Lower Limit Upper Limit
Didecyl
Ammonium
Cationic Chloride &
Active AlkyI Dimethyl 1.0 1 .0 1.0 1.0
Ingredient Benzyl
Ammonium
Chloride
Quaternary
functionalized
alkyl
Quaternized
polyglucoside
Sugar- or 0.2 2.5 0.25 0.7
Derived
Polyquaternary
Surfactant
functionalized
alkyl
polyglucoside
Alcohol
Foam Ethoxylate,
Boosting Alkyl 0.0 1 .0 0.0 0.5
Surfactant Polyglucoside,
Amine Oxide
Chelators, pH
additives,
Adjuvants 0.0 5.7 0.0 2.8
dyes,
fragrances
[0074] The concentrate composition of the present invention can be provided as a solid, liquid, or gel, or a combination thereof. In one embodiment, the cleaning compositions may be provided as a concentrate such that the cleaning composition is substantially free of any added water or other suitable diluent or the concentrate may contain a nominal amount of water or other suitable diluents. The concentrate can be formulated without any water or other suitable diluent or can be provided with a relatively small amount of water or other suitable diluent in order to reduce the expense of transporting the concentrate. For example, the composition concentrate can be provided as a capsule or pellet of compressed powder, solid, or loose powder, either contained by a water soluble material or not. In the case of providing the capsule or pellet of the composition in a material, the capsule or pellet can be introduced into a volume of water or other suitable diluent, and if present the water soluble material can solubilize, degrade, or disperse to allow contact of the composition concentrate with the water. For the purposes of this disclosure, the terms "capsule" and "pellet" are used for exemplary purposes and are not intended to limit the delivery mode of the invention to a particular shape.
[0075] When provided as a liquid concentrate composition, the concentrate can be diluted through dispensing equipment using aspirators, peristaltic pumps, gear pumps, mass flow meters, and the like. This liquid concentrate embodiment can also be delivered in bottles, jars, dosing bottles, bottles with dosing caps, and the like. The liquid concentrate composition can be filled into a multi-chambered cartridge insert that is then placed in a spray bottle or other delivery device filled with a pre-measured amount of water or other suitable diluent.
[0076] In yet another embodiment, the concentrate composition can be provided in a solid form that resists crumbling or other degradation until placed into a container. Such container may either be filled with water or other suitable diluent before placing the composition concentrate into the container, or it may be filled with water or other suitable diluent after the composition concentrate is placed into the container. In either case, the solid concentrate composition dissolves, solubilizes, or otherwise disintegrates upon contact with water or other suitable diluent. In a particular embodiment, the solid concentrate composition dissolves rapidly thereby allowing the concentrate composition to become a use composition and further allowing the end user to apply the use composition to a surface in need of cleaning. When the cleaning composition is provided as a solid, the compositions provided herein may be altered in a manner to solidify the cleaning composition by any means known in the art. For example, the amount of water or other suitable diluent may be reduced or additional ingredients may be added to the cleaning composition, such as a solidification agent.
[0077] In another embodiment, the solid concentrate composition can be diluted through dispensing equipment whereby water or other suitable diluent is sprayed at the solid block forming the use solution. The diluent flow is delivered at a relatively constant rate using mechanical, electrical, or hydraulic controls and the like. The solid concentrate composition can also be diluted through dispensing equipment whereby diluent flows around the solid block, creating a use solution as the solid concentrate dissolves. The solid concentrate composition can also be diluted through pellet, tablet, powder and paste dispensers, and the like.
[0078] It is expected that the concentrate will be diluted with water or other suitable diluent to provide a use solution having a desired level of detersive properties. If the use solution is required to remove tough or heavy soils, it is expected that the concentrate can be diluted with the water of dilution at a weight ratio of at least 1 : 1 and up to 1 :32 or 1:64. If a light duty cleaning use solution is desired, it is expected that the concentrate can be diluted at a weight ratio of concentrate to water of dilution of up to about 1:256.
[0079] The concentrate, in liquid form, can contain enough of a compatible diluents to enable the liquid concentrate to be easily converted to a use solution. This may be to overcome dilution variables such as low volume dispensing, or concentrate viscosity as well as dispersion into the diluents and mixing. When the concentrate is provided as a liquid, it may be desirable to provide it in a flowable form so that it can be pumped or aspirated. It has been found that it is generally difficult to accurately pump a small amount of a liquid. It is generally more effective to pump a larger amount of a liquid. Accordingly, although it is desirable to provide the concentrate with as little diluent as possible in order to reduce transportation costs, it is also desirable to provide a concentrate that can be dispensed accurately. In the case of a liquid concentrate, it is expected that diluent will be present in an amount of up to about 90 wt. , particularly between about 20 wt.% and about 85 wt.%, more particularly between about 30 wt.% and about 80 wt.% and most particularly between about 50 wt.% and about 80 wt.%.
[0080] Compositions of the invention may be useful to clean a variety of hard surfaces. Hard surfaces include, but are not limited to, ceramics, ceramic tile, grout, granite, concrete, mirrors, enameled surfaces, metals including aluminum, brass, stainless steel and the like. As such, compositions of the invention are useful to formulate hard surface antimicrobial disinfectants or sanitizers for hard surface sanitization and disinfection use in educational facilities, healthcare facilities, etc., for hard surface disinfection of glazed tile, grout, porcelain, stainless steel, brass, finished wood and painted surfaces, polymeric surfaces, glass and plastic.
EXAMPLES
[0081] The present invention is more particularly described in the following examples that are intended as illustrations only, since numerous modifications and variations within the scope of the present invention will be apparent to those skilled in the art. Unless otherwise noted, all parts, percentages, and ratios reported in the following examples are on a weight basis, and all reagents used in the examples were obtained, or are available, from the chemical suppliers described below, or may be synthesized by conventional techniques.
Materials used in the described embodiments include, but are not limited to:
Stearyldimonium-hydroxypropyl Laurylglucosides Chloride, Cocoglucosides
Hydroxypropyl-trimonium Chloride, Laurylglucosides Hydroxypropyl-trimonium Chloride, Poly (Lauryldimonium-hydroxypropyl Decylglucosides Chloride), Poly (Stearyldimonium-hydroxypropyl Decylglucosides Chloride), Poly (Stearyldimonium- hydroxypropyl Laruylglucosides Chloride), Poly (Trimonium-hydroxypropyl
Cocoglucosides Chloride).
[0082] The following methods were used in the preparation and testing of the examples:
Antimicrobial and Microbial Efficacy:
(1) Determination of Time Kill Activity:
(a) The activity of antimicrobial compositions was measured by the time kill method [ASTM E 2315 Standard Guide for Assessment of Antimicrobial Activity Using a Time Kill Procedure], whereby the survival of challenged organisms exposed to an antimicrobial test composition is deterred as a function of time. In this test, a diluted aliquot of the composition is brought into contact with a known population of test bacteria for a specified time period at a specified temperature. The test composition is neutralized at the end of the time period, which arrests the antimicrobial activity of the composition. The percent or, alternatively, log reduction from the original bacteria population is calculated. In general, the time kill method is known to those skilled in the art. In addition, comparative data on the foam profile of representative systems is shown.
(b) The composition can be tested at any concentration from 0.01-100%.
The choice of which concentration to use is at the discretion of the investigator, and suitable concentrations are readily determined by those skilled in the art. All testing if performed in triplicate, the results are combined, and the average log reduction is reported.
(c) The choice of contact time period also is at the discretion of the
investigator. Any contact time period can be chosen. Typical contact times range from 15 second to 5 minutes, with 30 seconds and 1 minute being typical contact times. The contact temperature also can be any temperature, typically room temperature, or about 25 degrees Celsius.
(d) The microbial suspension, or test inoculum, is prepared by growing a microbial culture on any appropriate solid media (e.g., agar). The microbial population then is washed from the agar with sterile physiological saline and the population of the microbial suspension is adjusted to about 108 colony forming units per ml (cfu/ml).
(e) The table below lists the test microbial cultures used in the following tests and includes the name of the bacteria, the ATCC (American Type Culture Collection) identification number, and the abbreviation for the name of the organism used hereafter. Organism Name ATCC # Abbreviation
Staphylococcus aureus 6538 S. aureus
Escherichia coli 112229 E. coli
S. aureus is a Gram positive bacteria, whereas, E. coli is a Gram negative bacteria.
[0083] The log reduction is calculated using the formula:
Log reduction = logw (numbers control) - log w (test sample survivors).
The following table correlates percent reduction in microbial population to log reduction:
l Vivenl Reduction 1 og Reduction
90 1
99 2
99.9 3
99.99 4
99.999 5
(2) Determination of Disinfection by AO AC Germicidal Spray Test:
(a) The determination of disinfection was evaluated using the AO AC 961.2 Germicidal Spray Products as Disinfectants test. A culture of bacteria was dried onto a number of clean, sterile, glass surfaces (e.g. microscope slides). The culture may or may not have been amended with organic soil before application to the test surfaces. (b) Dry, contaminated, test surfaces were placed in a secondary container (e.g. Petri dish) and sprayed individually with test product. Either 10 or 60 contaminated surfaces may be treated with disinfectant test product.
(c) Contaminated test surfaces were exposed to the disinfectant for a
specified contact time.
(d) Following the contact time, the treated test surfaces were individually transferred to sterile test tubes containing growth medium containing an appropriate neutralizer.
(e) The treated test surfaces were incubated 48 hours in the neutralizing medium.
(f) The number of tubes showing growth of the target organism was
recorded following incubation compared to those that did not show growth.
Foam Height Determination
[0084] The foam height was determined with the following procedural steps:
1.Prepare a 1 % solution of the product in 5 grain water.
2. Pour 150mL of the solution into a blender
3. Mix on medium speed 10 seconds.
4. Pour into a 1000 mL beaker and measure foam height.
5. Measure foam height at 3 and 5 minutes.
Foam Stability Determination
[0085] The foam stability was determined by using the difference between the foam/ air interference and the foam/aqueous interface 5 minutes after pouring a 1% solution into a lOOOmL beaker.
In Vitro Irritancy Determination [0086] In vitro irritancy was assessed by an external testing facility using Matek Corporation's "EpiDerm MTT ET-50 Protocol (EPI-200)".
[0087] The test consists of a topical exposure of the neat test chemical to a reconstructed human epidermis (RhE) model followed by a cell viability test. Cell viability is measured by dehydrogenase conversion of MTT [(3-4,5-dimethyl thiazole 2- yl) 2,5-diphenyltetrazolium bromide], present in cell mitochondria, into a blue formazan salt that is quantitatively measured after extraction from tissues. The reduction of the viability of tissues exposed to chemicals in comparison to negative controls (treated with water) is used to predict the skin irritation potential.
[0088] EpiDerm tissues are conditioned by incubation ot release transport-stress related compounds and debris overnight. After pre-incubation, tissues are topically exposed to the test chemicals for 60 minutes. Preferably, three tissues are used per test chemical (TC) and for the positive control (PC) and negative control (NC). Tissues are then thoroughly rinsed, blotted to remove the test substances, and transferred to fresh medium. Tissues are incubated for 42 hrs. Afterwards, the MTT assay is performed by transferring the tissues to 24-well plates containing MTT medium (1 mg/mL). after a 3 hr MTT incubation, the blue formazan salt formed by cellular mitochondria is extracted with 2.0 mL/tissue of isopropanol and the optical density of the extracted formazan is determined using a spectrophotometer at 570nm. Relative cell viability is calculated for each tissue as % of the mean of the negative control tissues. Skin irritation potential of the test material is predicted if the remaining relative cell viability is below 50%.
[0089] The following Figures demonstrate efficacy data of the present antimicrobial composition, using various cationic active ingredients, quaternary sugar-derived surfactants and optional foam boosting surfactants.
[0090] Table 7 and Figure 1 (Log Reduction of Cationic Active Ingredients): Table 7 and Figure 1 illustrate the efficacy following a 30 second exposure time of three different cationic active ingredients, specifically, 0.5 % Quat (Benzalkonium Chloride), 2% CHG (Chlorhexidine Gluconate), and 1% PHMB (polyhexamethylene biguanide) in a representative surfactant system. [0091] Table 7 illustrates the formulas for the three cationic active ingredient systems tested. Both the quaternary sugar-derived surfactant and foam boosting surfactant were held constant and only the cationic active ingredient was changed between the three tests performed. The results are illustrated in Figure 1.
Figure imgf000030_0001
TABLE 7
[0092] As illustrated in Figure 1 , all three cationic active ingredients had high cidal activity against S. aureus and E. coli bacteria within a 30 second exposure time.
[0093] Table 8 and Figure 2 (Log Reduction of Quaternary Sugar-Derived
Surfactants): Next, Applicants tested the efficacy at 30 second exposure against S. aureus and E. coli bacteria with increased concentrations of quaternary sugar-derived surfactants, specifically, Poly (Trimomumhydroxypropyl Cocogluocosides Chloride). The amount and type of cationic active ingredient (0.5% ADBAC Quat) and foam boosting surfactant (1.95% Alkyl Dimethyl Amine Oxide) was held constant. Table 8 below illustrates the quantitative results of this test and Figure 2 illustrates the graphical results.
Figure imgf000030_0002
TABLE 8
[0094] As Table 8 and Figure 2 illustrate, the quaternary sugar-derived surfactant has a high cidal activity against S. aureus and E. coli bacteria after only 30 seconds of exposure. Also, the tolerance of the quaternary sugar derived surfactant against bacteria is shown. Furthermore, it is clearly illustrated that an increased concentration of quaternary sugar-derived surfactant maintains a significant and unexpectedly high log reduction of bacteria up until a 1 to 4 ratio of quaternary sugar-derived surfactant to cationic active ingredients.
[0095] Table 9 and Figure 3 (Log Reduction of Foam Boosting Surfactants): Table 9 and Figure 3 illustrate the efficacy with increased concentrations of foam boosting surfactants, specifically, amine oxide. The amount and type of cationic active ingredient (0.5% ADBAC Quat) and Quaternary sugar-derived surfactant (1.25 % Poly
Trimomumhydroxypropyl Cocoglucosides Chloride) were held constant. Table 9 below illustrates the quantitative results of this test and Figure 3 illustrates the graphical results.
Figure imgf000031_0001
TABLE 9
[0096] As Table 9 and Figure 3 illustrate, the foam boosting surfactant has a high cidal activity against S. aureus and E. coli bacteria after only 30 seconds of exposure. Also, the tolerance of the foam boosting surfactant against bacteria is shown.
Furthermore, it is clearly illustrated that a broad range of foam boosting surfactant maintains a significant log reduction of bacteria.
[0097] Table 10 (Efficacy of Cationic Actives in Combination with Quaternary Sugar Derived Surfactants and Alkyl Dimethyl Amine Oxide): Applicants tested the efficacy against S. aureus and E. coli bacteria with various quaternary sugar-derived surfactants, held constant at 1.25%. The amount and type of cationic active ingredient (0.5% ADBAC Quat) and foam boosting surfactant (1.95% Alkyl Dimethyl Amine Oxide) was held constant.
Figure imgf000032_0001
(S tearyldimonium- hydroxypropyl
Laruylglucosides
Chloride)
(TM8610P)
Poly (Trimonium- hydroxypropyl 0.5 1.95 >5.0 >5.0 Cocoglucosides
Chloride)
TABLE 10
[0098] As Table 10 illustrates, a significant log reduction is maintained against S. aureus and E. coli bacteria for both quaternized sugar-derived surfactants and polyquaternized sugar-derived surfactants. The chain length of the sugar quaternary surfactant may be altered and yet still maintain high efficacy.
[0099] Tables 11, 12 and 13 (Formulas Used for Hard Surface Testing): Tables 11- 13 below illustrate the test formulas used for the tests performed for comparative foam volume and antimicrobial efficacy.
Table 11- Neutral Disinfectant Cleaner Concentrate (pH: 7.2-8.5)
Figure imgf000033_0001
Table 12- Alkaline Disinfectant Cleaner Concentrate (pH: 10.8-11.8)
Figure imgf000033_0002
additive)
Cationic Active 6.2 6.2
Foam Boosting Surfactant 3.9
Quaternized Sugar-Derived 7.8
Surfactant
Table 13- Tub & Tile Disinfectant Cleaner Concentrate (pH: 9.5-10.8)
Figure imgf000034_0001
[00100] Figures 4 and 5 (Comparative Foam Volume for Hard Surface Applications): Foam volumes were tested for the neutral disinfectant cleaner and the tub & tile cleaner. As can be seen in Figures 4 and 5, the addition of a quaternized sugar derived surfactant in replacement of a foam boosting surfactant actually created greater foam volume. Clearly, the formulas of the current invention generate more copious foam than existing chemistries.
[00101] Tables 14 and 15 (Log Reduction of Key Organisms): E. coli and L.
monocytogenese are two important environmental pathogens. Both are known to cause acute enteric infections with broad medical implications. Both organisms are environmental contaminants and can be transferred to food stuffs during manufacture. Data included in Tables 14 and 15 exemplify the utility of the compositions containing a cationic active and quaternized sugar-derived surfactants in controlling these environmental organisms with even a short exposure time.
[00102] Table 14 corresponds to Figure 6 and shows the log reduction of key organisms in the utility range of use solutions for hard surface disinfection (30 sec exposure).
Figure imgf000035_0001
TABLE 14
[00103] Table 15 shows the efficacy of key formulations at 10 minutes exposure for E. coli and L. monocytogenes as tested via the Germicidal Spray test described above. Formulations were tested at the limits of the utility range for a use solution. Antimicrobial Formula # Negative Tubes / # Carriers Tested Composition (Active Limit) P. aeruginosa L. monocytogenes
Neutral Disinfectant Lower 9/10 9/10
Upper 10/10 10/10
Alkaline Disinfectant Lower 10/10 9/10
Upper 10/10 10/10
Tub & Tile Lower 10/10 9/10 Disinfectant Upper 10/10 10/10
TABLE 15
[00104] Figure 6 (Antimicrobial Efficacy for Hard Surface Applications): The efficacy of hard surface chemistries containing a cationic active and quaternized sugar derived surfactants were tested against key organisms. As Figure 6 clearly shows the hard surface chemistries disclosed in the current invention as efficacious against key organisms in as little exposure time as 30 seconds.
[00105] Table 16 and Figures 7 and 8: Antimicrobial compositions which exhibit reduced tissue irritancy potential are of particular utility in the marketplace. Dermal compatible, efficacious products increase use-frequency thereby promoting good hygiene and decrease negative worker impact. Additionally, enhanced skin
compatibility leads to greater worker safety and better worker health through skin integrity and improved procedural cleaning guideline compliance in manual sanitization figures. Table 16 listed below clearly documents the increase in skin compatibility within the field of the invention indicated by the increase in the MT-50 value, or Mildness Index of the experimental formulas in comparison to the controls.
Figure imgf000036_0001
TABLE 16
[00106] These results clearly show the impact of the interaction of his novel approach in reducing the skin irritation and/or increasing the skin compatibility of these disinfectant formulas by a wide margin, moving the chemistries from an irritating to a non-irritating category. Figure 7 illustrates the improved skin compatibility of Neutral Disinfectants when quaternized sugar-derived surfactants are used in combination with cationic active ingredients. Figure 8 illustrates the improved skin compatibility of Tub & Tile Disinfectants when quaternized sugar-derived surfactants are used in combination with cationic active ingredients.
[00107] Obviously, many modifications and variations of the invention as hereinbefore set forth can be made without departing from the spirit and scope thereof, and, therefore, only such limitations should be imposed as are indicated by the appended claims.

Claims

We Claim:
1. An antimicrobial hard surface cleaner composition comprising:
(a) a cationic active ingredient;
(b) a quaternized sugar-derived surfactant; and
(c) water or other suitable diluent.
2. The composition of claim 1, wherein the composition comprises about 0.5 wt. % to about 20 wt. % cationic active ingredients.
3. The composition of claim 1, wherein the composition comprises about 50 ppm to about 5,000 ppm cationic active ingredients.
4. The composition of claim 1 , wherein the cationic active ingredient is selected from the group comprising of: a salt of a biguanide, a substituted biguanide derivative, an organic salt of a quaternary ammonium containing compound or an inorganic salt of a quaternary ammonium containing compound.
5. The composition of claim 1, wherein the composition comprises about 0.2 wt. % to about 50 wt.% quaternized sugar-derived surfactant.
6. The composition of claim 1, wherein the composition comprises about 50 ppm to about 2,500 ppm quaternized sugar-derived surfactant.
7. The composition of claim 1, wherein the quaternized sugar derived surfactant is a quaternized alkyl polyglucoside or a polyquaternized alkyl polyglucoside.
8. The composition of claim 1, wherein the composition further comprises foam boosting surfactant.
9. The composition of claim 8, wherein the composition comprises up to about 18 wt. % foam boosting surfactants.
10. The composition of claim 8, wherein the composition comprises up to about 3,500 ppm foam boosting surfactants.
11. The composition of claim 8, wherein the foam boosting surfactant is selected from the group comprising of: nonionic surfactants, amphoteric surfactants, anionic surfactants, or cationic surfactants.
12. The composition of claim 11, wherein the nonionic surfactants comprise of alkyl amine oxide, alkyl ether amine oxide, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters.
13. The composition of claim 11, wherein the amphoteric surfactants comprise of imidiazolines and imidiazoline derivatives, isethionates, betaine deriatives, or amphoacetate derivatives.
14. The composition of claim 11, wherein the anionic surfactants comprise of sarcosine derivatives, succinic acid derivatives, carboxylated alcohols, alkyl sulfate and alkyl ether sulfates, sulfonic acid derivatives or diphenyl sulfonate derivatives or alkyl aryl sulfonic acid derivatives.
15. The composition of claim 11 , wherein the cationic surfactants comprise of quaternized polysaccharides, alkyl poly saccharides, alkoxylated amines, alkoxylated ether amine, phospholipids and phospholipid derivatives.
16. The composition of claim 1, wherein the composition is diluted with water or other suitable diluent to form a use solution.
17. The composition of claim 1, wherein the composition has a pH range from about 7.0 to about 12.0.
18. The composition of claim 1, wherein the composition further comprises up to about 40 wt.% adjuvants such as chelators and pH additives.
19. The composition of claim 1, wherein the composition further comprises about 50 ppm to about 10,000 ppm adjuvants such as chelators and pH additives.
20. The composition of claim 1, wherein the composition exhibits high cidal activity.
21. The composition of claim 1, wherein the composition provides copious foam and foam stability.
22. The composition of claim 1 , wherein the composition exhibits reduced tissue irritancy potential.
23. The composition of claim 1, wherein the composition is free of triclosan (2,4,4"- trichloro-2' '-hydr oxy-diphenylether) .
24. The composition of claim 1 , wherein the relative weight ratio of cationic active ingredient to quaternized sugar surfactant to foam boosting surfactant is from about 1:0.2:0.2 to about 1:3:8.
25. A method of removing soils from a hard surface, the method comprising:
(a) diluting the composition of claim 1 with water or other suitable diluent to form a use solution; and
(b) contacting the surface with the use solution.
26. A method of reducing bacterial, microbial, fungicidal or viral population on a hard surface, the method comprising:
(a) diluting the composition of claim 1 with water or other suitable diluent to form a use solution;
(b) contacting the hard surface with the use solution for a sufficient time to provide substantial bacterial, microbial, fungicidal or viral reduction.
27. A method of reducing bacterial, microbial, fungicidal or viral population on a hard surface, the method comprising by contacting the hard surface with an antimicrobial composition for a sufficient time to provide substantial bacteria, microbial, fungicidal or viral reduction, the antimicrobial composition comprising:
(a) a cationic active ingredient;
(b) a quaternized sugar-derived surfactant; and
(c) water or other suitable diluent.
28. The method of claim 27, wherein the composition comprises about 0.5 wt. % to about 20 wt. % cationic active ingredients.
29. The method of claim 27, wherein the composition comprises about 50 ppm to about 5000 ppm cationic active ingredients.
30. The method of claim 27, wherein the cationic active ingredient is selected from the group comprising of: a salt of a biguanide, a substituted biguanide derivative, an organic salt of a quaternary ammonium containing compound or an inorganic salt of a quaternary ammonium containing compound.
31. The method of claim 27, wherein the composition comprises about 0.2 wt. % to about 50 wt. % quaternized sugar-derived surfactant.
32. The method of claim 27, wherein the composition comprises about 50 ppm to about 2500 ppm quaternized sugar-derived surfactant.
33. The method of claim 27, wherein the quaternized sugar derived surfactant is a quaternized alkyl polyglucoside or a polyquaternized alkyl polyglucoside.
34. The method of claim 27, wherein the composition further comprises a foam boosting surfactant.
35. The foam boosting surfactant of claim 34, wherein the composition comprises about 0.2 wt.% to about 18 wt.% foam boosting surfactants.
36. The foam boosting surfactant of claim 34, wherein the composition comprises about 0 ppm to about 3,500 ppm foam boosting surfactants.
37. The foam boosting surfactant of claim 34, wherein the foam boosting surfactant is selected from the group comprising of: nonionic surfactants, amphoteric surfactants, anionic surfactants, or cationic surfactants.
38. The foam boosting surfactant of claim 37, wherein the nonionic surfactants comprise of alkyl amine oxide, alkyl ether amine oxide, alkyl alcohol alkoxylates, aryl alcohol alkoxylates, substituted alcohol alkoxylates, block nonionic copolymers, heteric nonionic copolymers, alkanolamides, or polyethoxylated glycerol esters.
39. The foam boosting surfactant of claim 37, wherein the amphoteric surfactants comprise of imidiazohnes and imidiazoline derivatives, isethionates, betaine deriatives, or amphoacetate derivatives.
40. The foam boosting surfactant of claim 37, wherein the anionic surfactants comprise of sarcosine derivatives, succinic acid derivatives, carboxylated alcohols, alkyl sulfate and alkyl ether sulfates, sulfonic acid derivatives or diphenyl sulfonate derivatives or alkyl aryl sulfonic acid derivatives.
41. The foam boosting surfactant of claim 37, wherein the cationic surfactants comprise of quaternized polysaccharides, alkyl poly saccharides, alkoxylated amines, alkoxylated ether amine, phospholipids and phospholipid derivatives.
42. The method of claim 27, wherein the composition is diluted with water or other suitable diluent to form a use solution.
43. The method of claim 27, wherein the composition has a pH range from about 6.0 to about 12.0.
44. The method of claim 27, wherein the composition further comprises up to about 40 wt.% adjuvants such as chelators and pH additives.
45. The method of claim 27, wherein the composition further comprises about 50 ppm to about 10,000 ppm adjuvants such as chelators and pH additives.
46. The method of claim 27, wherein the composition exhibits high cidal activity.
47. The method of claim 27, wherein the composition provides copious foam and foam stability.
48. The method of claim 27, wherein the composition exhibits reduced tissue irritancy potential.
49. The method of claim 27, wherein the composition is free of triclosan (2,4,4"- trichloro-2' '-hydr oxy-diphenylether) .
50. The method of claim 27, wherein the relative weight ratio of cationic active ingredient to quaternized sugar surfactant to foam boosting surfactant is from about 1:0.2:0.2 to about 1:3:8.
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CN201180045338.3A CN103118656B (en) 2010-09-22 2011-09-22 Antimicrobial composition containing the tensio-active agent that cationic active ingredients and quaternary sugar derive
EP18205572.3A EP3461334A1 (en) 2010-09-22 2011-09-22 Antimicrobial compositions containing cationic active ingredients and quaternary sugar derived surfactants
JP2013529751A JP5932802B2 (en) 2010-09-22 2011-09-22 Antibacterial composition containing a cationic active ingredient and a surfactant derived from a quaternary sugar
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