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WO1999062475A1 - Composition empechant l'adherence de germes sur la peau - Google Patents

Composition empechant l'adherence de germes sur la peau Download PDF

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Publication number
WO1999062475A1
WO1999062475A1 PCT/US1999/011960 US9911960W WO9962475A1 WO 1999062475 A1 WO1999062475 A1 WO 1999062475A1 US 9911960 W US9911960 W US 9911960W WO 9962475 A1 WO9962475 A1 WO 9962475A1
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WO
WIPO (PCT)
Prior art keywords
skin
composition
germs
attachment
cationic
Prior art date
Application number
PCT/US1999/011960
Other languages
English (en)
Inventor
Shamim Alam Ansari
Thomas Gregory Polefka
Original Assignee
Colgate-Palmolive Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US09/304,100 external-priority patent/US6180577B1/en
Priority to EP99926037A priority Critical patent/EP1082093B8/fr
Priority to IL13989899A priority patent/IL139898A0/xx
Priority to NZ508534A priority patent/NZ508534A/en
Priority to BR9910883-6A priority patent/BR9910883A/pt
Priority to AT99926037T priority patent/ATE270542T1/de
Application filed by Colgate-Palmolive Company filed Critical Colgate-Palmolive Company
Priority to HU0102285A priority patent/HUP0102285A2/hu
Priority to CA2333935A priority patent/CA2333935C/fr
Priority to AU42206/99A priority patent/AU762306B2/en
Priority to DE69918550T priority patent/DE69918550T2/de
Publication of WO1999062475A1 publication Critical patent/WO1999062475A1/fr
Priority to NO20006119A priority patent/NO317338B1/no

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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/695—Silicon compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier 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
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/18—Hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426—Polymers characterized by specific structures/properties characterized by the charge cationic

Definitions

  • Basic skin cleansing compositions have been long addressed by the personal care industry. The consumer population is looking for additional benefit beyond basic skin cleansing which now includes germ as well as soil removal. Recently, intensified focus has been directed to the spread of germs from touching various objects in public use such as an ATM machine, public phones, public restrooms, the gym and the like. New compositions which fight germs have recently been marketed. However, many of these products use high quantities of alcohol to accomplish the degerming of the skin. These products are directed to eliminating pre-existing germs present in the skin prior to treatment. Therefore, a need exists for obtaining a longer lasting "antigerm" effect with a cleansing composition normally employed as a rinse-off product which inhibits the further attachment of germs to the skin following the rinse off process.
  • Such a product should not be restricted to having activity against only one or a small number of germs which can be present on the skin. It should be readily applicable to a large number of germs, regardless of their gram negative or gram positive nature or whatever type of classification system under which they may be categorized. A few compositions with active agents seem to work by stopping the attachment of specific germs to the skin. However, compositions containing these agents are disclosed to be germ specific to only one or a small number of germs.
  • a relatively simple rinse off skin cleansing composition has the ability to inhibit the attachment of germs to the skin for a significant period of time after rinsing the skin.
  • a broad spectrum of germs can be inhibited.
  • a standard rinse off skin cleansing composition provides a desired benefit to the everyday skin washing population. Additionally, it can provide a meaningful benefit to those individuals whose skin is in particular need to have diminished levels of germs thereon, for example those people suffering from atopic dermatitis, psoriasis, immunodeficient conditions and the like.
  • a further advantage of the composition is that germs which are present, can be more readily removed from the skin by rinsing with water after treatment of the skin with the composition of the invention. This occurs for a period of time after the initial rinse- off of the composition has occurred.
  • a skin cleansing effective amount of a surfactant or mixture of surfactants b. a silicone component in amounts effective to inhibit attachment of germs to the skin
  • a further aspect of the invention is the composition having as an additional component a cationic material, preferably a cationic polymer.
  • composition which accomplishes the goal of inhibition of germ attachment is the composition of (a) and (b) above.
  • composition comprising:
  • the composition can work its effects in many realistic situations. It can reduce the spread of germs from inanimate objects, for example door knobs, phones, water faucets and the like as well as through skin to skin contact, for example the shaking of hands. In summary, the transmission of germs to skin can be reduced by prior contact of skin with the composition of this invention.
  • germ as used in the specification and claims of this invention means bacteria and viruses, particularly bacteria.
  • bacteria which are inhibited from attaching to the skin include staphylococcus aureus, staphylococcus epidermis, corynebacterium minutissium, escherichia coli, salmonella, choleraesuis and serratia marcescens.
  • viruses include human rhinovirus and human rotovirus.
  • the surfactants which can be used in the composition include the following families: anionic, amphoteric, nonionic and cationic, alone or in combination. Soap a long chain alkyl or alkenyl, branched or normal carboxylic acid salt such as sodium, potassium, ammonium or substituted ammonium salt, can be present in the composition. Exemplary of long chain alkyl or alkenyl are from about 8 to about 22 carbon atoms in length, specifically about 10 to about 20 carbon atoms in length, more specifically alkyl and most specifically normal, or normal with little branching. Small quantities of olefinic bond(s) may be present in the predominantly alkyl sections, particularly if the source of the "alkyl" group is obtained from a natural product such as tallow, coconut oil and the like.
  • anionic surfactants other than soap include but are not limited to alkyl sulfates, anionic acyl sarcosinates, methyl acyl taurates, N-acyl glutamates, acyl isethionates, alkyl sulfosuccinates, alkyl phosphate esters, ethoxylated alkyl phosphate esters, trideceth sulfates, protein condensates, mixtures of ethoxylated alkyl sulfates and the like.
  • surfactants can be present in the composition as well.
  • examples of such surfactants are the anionic, amphoteric, nonionic and cationic surfactants.
  • anionic surfactants include but are not limited to alkyl sulfates, anionic acyl sarcosinates, methyl acyl taurates, N-acyl glutamates, acyl isethionates, alkyl sulfosuccinates, alkyl phosphate esters, ethoxylated alkyl phosphate esters, trideceth sulfates, protein condensates, mixtures of ethoxylated alkyl sulfates and the like.
  • Alkyl chains for these surfactants are C8-C22, preferably C10-C18, more preferably C12- 4.
  • Anionic nonsoap surfactants can be exemplified by the alkali metal salts of organic sulfate having in their molecular structure an alkyl radical containing from about 8 to about 22 carbon atoms and a sulfonic acid or sulfuric acid ester radical (included in the term alkyl is the alkyl portion of higher acyl radicals).
  • Zwitterionic surfactants can be exemplified by those which can be broadly described as derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals can be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to 18 carbon atoms and one contains an anionic water-solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
  • a general formula for these compounds is:
  • R ⁇ contains an alkyl, alkenyl, or hydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to I glyceryl moiety;
  • Y is selected from the group consisting of nitrogen, phosphorus, and sulfur atoms;
  • R 3 is an alkyl or monohydroxyalkyl group containing 1 to about 3 carbon atoms;
  • X is I when Y is a sulfur atom and 2 when Y is a nitrogen or phosphorus atom,
  • R 4 is an alkylene or hydroxyalkylene of from 0 to about 4 carbon atoms and Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate, and phosphate groups.
  • Examples include: 4-[N,N-di(2-hydroxyethyl)-N-octadecylammonio]-butane-l- carboxylate; 5-[S-3-hydroxypropyl-S-hexadecylsulfonio] -3 hydroxypentane-1 -sulfate; 3-[P,P-P-diethyl-P 3,6,9 trioxatetradecyl- phosphonio]-2-hydroxypropane-l -phosphate; 3-[N,N-dipropyl-N-3 dodecoxy-2-hydroxypropylammonio]-propane-l-phosphonate; 3- (N,N-di- methyl-N-hexadecylammonio) propane- 1 -sulfonate; 3-(N,N-dimethyl-N- hexadecylammonio)-2-hydroxypropane- 1 -sulfonate; 4-(N,N-di
  • amphoteric surfactants which can be used in the compositions of the present invention are those which can be broadly described as derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical can be straight chain or branched and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
  • an anionic water solubilizing group e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
  • Examples of compounds falling within this definition are sodium 3-dodecylaminopropionate, sodium 3-dodecylaminopropane sulfonate, N-alkyltaurines, such as the one prepared by reacting dodecylamine with sodium isethionate according to the teaching of U.S. Patent No. 2,658,072, N-higher alkyl aspartic acids, such as those produced according to the teaching of U.S. Patent No. 2,438,091 and U.S. Patent No. 2,528,378.
  • Other amphoterics such as betaines are also useful in the present composition.
  • betaines useful herein include the high alkyl betaines such as coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxy-methyl betaine, lauryl dimethyl alpha-carboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis- (2-hydroxyethyl)carboxy methyl betaine, stearyl bis-(2-hydroxypropyl) carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, lauryl bis-(2-hydro-xypropyl) alpha-carboxyethyl betaine, etc.
  • high alkyl betaines such as coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxy-methyl betaine, lauryl dimethyl alpha-carboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis- (2-hydroxyethyl)carboxy methyl betaine, stearyl bis-(2-hydroxypropyl) carb
  • the sulfobetaines may be represented by coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, amido betaines, amidosulfobetaines, and the like. Many cationic surfactants are known to the art.
  • stearyldimenthylbenzyl ammonium chloride dodecyltrimethylammonium chloride; - nonylbenzylethyldimethyl ammonium nitrate; tetradecylpyridinium bromide; laurylpyridinium chloride; cetylpyridinium chloride laurylpyridinium chloride; - laurylisoquinolium bromide; ditallow(Hydrogenated)dimethyl ammonium chloride; dilauryldimethyl ammonium chloride; and stearalkonium chloride.
  • Nonionic surfactants can be broadly defined as compounds produced by the condensation of alkylene oxide groups (hydrophilic in nature) with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature. Examples of preferred classes of nonionic surfactants are:
  • the polyethylene oxide condensates of alkyl phenols, e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to 12 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to 10 to 60 moles of ethylene oxide per mole of alkyl phenol.
  • the alkyl substituent in such compounds may be derived from polymerized propylene, diisobutylene, octane, or nonane, for example.
  • the condensation product of aliphatic alcohols having from 8 to 18 carbon atoms, in either straight chain or branched chain configuration with ethylene oxide e.g., a coconut alcohol ethylene oxide condensate having from 10 to 30 moles of ethylene oxide per mole of coconut alcohol, the coconut alcohol fraction having from 10 to 14 carbon atoms.
  • ethylene oxide condensation products are ethoxylated fatty acid esters of polyhydric alcohols (e.g., Tween 20-polyoxyethylene (20) sorbitan monolaurate).
  • Ri contains an alkyl, alkenyl or monohydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties, and from 0 to 1 glyceryl moiety
  • R2 and R3 contain from 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, e.g., methyl, ethyl, propyl, hydroxy ethyl, or hydroxy propyl radicals.
  • the arrow in the formula is a conventional representation of a semipolar bond.
  • amine oxides suitable for use in this invention include dimethyldodecylamine oxide, oleyl-di(2-hydroxyethyl) amine oxide, dimethyloctylamine oxide, dimethyldecylamine oxide, dimethyltetradecylamine oxide, 3,6,9 trioxaheptadecyldiethylamine oxide, di(2-hydroxyethyl)-tetradecylamine oxide, 2-dodecoxyethyldimethylamine oxide, 3-dodecoxy-2-hydroxypropyldi(3- hydroxypropyl)amine oxide, dimethylhexadecylamine oxide.
  • R contains an alkyl, alkenyl or monohydroxyalkyl radical ranging from 8 to 20 carbon atoms in chain length, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moiety and R' and R" are each alkyl or monohydroxyalkyl groups containing from 1 to 3 carbon atoms.
  • the arrow in the formula is a conventional representation of a semipolar bond.
  • phosphine oxides examples include: dodecyldimethylphosphine oxide, tetradecylmethylethylphosphine oxide, 3,6,9- trioxaoctadecyldimethylphosphine oxide, cetyldimethylphosphine oxide, 3-dodecoxy- 2-hydroxypropyldi(2-hydroxyethyl) phosphine oxide stearyldimethylphosphine oxide, cetylethyl propylphosphine oxide, oleyldiethylphosphine oxide, dodecyldiethylphosphine oxide, tetradecyldiethylphosphine oxide, dodecyldipropylphosphine oxide, dodecyldi(hydroxymethyl)phosphine oxide, dodecyldi(2-hydroxyethyl)phosphine oxide, tetradecylmethyl-2- hydroxypropylphosphine
  • Long chain dialkyl sulfoxides containing one short chain alkyl or hydroxy alkyl radical of 1 to about 3 carbon atoms (usually methyl) and one long hydrophobic chain which contain alkyl, alkenyl, hydroxy alkyl, or keto alkyl radicals containing from about 8 to about 20 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moiety.
  • Examples include: octadecyl methyl sulfoxide, 2- ketotridecyl methyl sulfoxide, 3,6,9-trioxaoctadecyl 2-hydroxyethyl sulfoxide, dodecyl methyl sulfoxide, oleyl 3-hydroxypropyl sulfoxide, tetradecyl methyl sulfoxide, 3 methoxytridecylmethyl sulfoxide, 3-hydroxytridecyl methyl sulfoxide, 3- hydroxy-4-dodecoxybutyl methyl sulfoxide.
  • Alkylated polyglycosides wherein the alkyl group is from about 8 to about 20 carbon atoms, preferably about 10 to about 18 carbon atoms and the degree of polymerization of the glycoside is from about 1 to about 3, preferably about 1.3 to about 2.0.
  • Silicone as used herein is preferably a silicone fluid, as opposed to a silicone gum.
  • a silicone fluid is defined herein as silicone with viscosities ranging from about 5 to about 600,000 centistokes, more preferably from about 350 to about 100,000 centistoke at 25°C.
  • Polyalkyl siloxanes such as polydimethyl siloxane generally known as "dimethicone", are preferred for use as the silicone.
  • the silicone materials useful in the present invention are generally non-volatile and may be either a polyalkyl siloxane, a polyaryl siloxane, a polyalkylaryl, a functionalized siloxanelated, a polysiloxane such as a polysiloxan with amino functional substitution, an alkoxylated silicone, such as ethoxylated or propoxylated, and a polyether siloxane copolymer.
  • the silicones useful in the present invention may be endcapped with any number of moieties, including, for example, methyl, hydroxyl, ethylene oxide, propylene oxide, amino, trialkyl silane (preferably methyl), carboxyl, and the like. Mixtures of these materials may also be used and are preferred in certain implementations. Additionally, volatile silicones may be used as part of the silicone mixture so long as the final mixture is at least essentially non-volatile.
  • the polyalkyl silicones that may be used herein include, for example, polydimethyl siloxanes with viscosities ranging from about 5 to about 600,000 centistokes at 25°C. These siloxanes are available, for example, from General Electric Company as the Viscasil series and from Dow Corning as the Dow Corning 200 series.
  • the viscosity can be measured by means of a glass capillary viscosmeter as set forth in Dow Corning Corporate Test Method CTM0004, Jul. 20, 1970.
  • the viscosity ranges from about 50 centistokes to about 150,000 centistokes and most preferably from about 350 centistokes to about 100,000 centistokes.
  • polyalkylaryl silicones that may be used include, for example, polymethylphenylsiloxanes having viscosities of from about 15 to about 65 centistokes at 25°C. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
  • poly(dimethyl siloxane) (diphenyl siloxane) copolymers having a viscosity in the range of from about 10 to about 100,000 centistokes at 25°C are useful.
  • the polyether siloxane copolymer that may be used is, for example, a polypropylene oxide modified dimethylpolysiloxane (e.g., Dow Corning DC-1248, although ethylene oxide or mixtures of ethylene oxide and propylene oxide may also be used.
  • Cationic polymers includes but are not limited to the following groups: (i) cationic polysaccharides;
  • the cationic polysaccharide class encompasses those polymers based on 5 or 6 carbon sugars and derivatives which have been made cationic by engrafting of cationic moieties onto the polysaccharide backbone. They may be composed of one type of sugar or of more than one type, i.e. copolymers of the above derivatives and cationic materials. The monomers may be in straight chain or branched chain geometric arrangements.
  • Cationic polysaccharide polymers include the following: cationic celluloses and hydroxyethylcelluloses; cationic starches and hydroxyalkyl starches; cationic polymers based on arabinose monomers such as those which could be derived from arabinose vegetable gums; cationic polymers derived from xylose polymers found in materials such as wood, straw, cottonseed hulls, and corn cobs; cationic polymers derived from fucose polymers found as a component of cell walls in seaweed; cationic polymers derived from fructose polymers such as Inulin found in certain plants; cationic polymers based on acid containing sugars such as galacturonic acid and glucuronic acid; cationic polymers based on amine sugars such as galactosamine and glucosamine; cationic polymers based on 5 and 6 membered ring polyalcohols; cationic polymers based on galactose monomers which occur in plant gum
  • members of the cationic polysaccharide class include the cationic hydroxyethyl cellulose JR 400 made by Union Carbide Corporation; the cationic starches Stalok® 100, 200, 300, and 400 made by Staley, Inc.; the cationic galactomannans based on guar gum of the Galactasol 800 series by Henkel, Inc. and the Jaguar Series by Celanese Corporation.
  • the cationic copolymers of saccharides and synthetic cationic monomers useful in the present invention encompass those containing the following saccharides: glucose, galactose, mannose, arabinose, xylose, fucose, fructose, glucosamine, galactosamine, glucuronic acid, galacturonic acid, and 5 or 6 membered ring polyalcohols. Also included are hydroxymethyl, hydroxyethyl and hydroxypropyl derivatives of the above sugars.
  • saccharides When saccharides are bonded to each other in the copolymers, they may be bonded via any of several arrangements, such as 1,4- ; 1,4- ⁇ ; l,3 ⁇ ; 1,3; l,3 ⁇ ; and 1,6 linkages.
  • the synthetic cationic monomers for use in these copolymers can include dimethyidiallylammonium chloride, dimethylaminoethylmethyacrylate, diethyidiallylammonium chloride, N,N-diallyl,N-N-dialklyl ammonium halides, and the like.
  • a preferred cationic polymer is Polyquaternium 7 prepared with dimethyidialkylammonium chloride and acrylamide.
  • Examples of members of the class of copolymers of saccharides and synthetic cationic monomers include those composed of cellulose derivatives (e.g. hydroxyethyl cellulose) and N,N-diallyl,N-N-dialkyl ammonium chloride available from National Starch Corporation under the tradename Celquat.
  • cellulose derivatives e.g. hydroxyethyl cellulose
  • N,N-diallyl,N-N-dialkyl ammonium chloride available from National Starch Corporation under the tradename Celquat.
  • cationic synthetic polymers useful in the present invention are cationic polyalkylene imines, ethoxypolyalkelene imines, and poly ⁇ N[3-(dimethylammonio)-propyl]-N'-[3- (ethyleneoxyethylene dimethylammoniumo) propyljurea dichloride] CAS Reg. No. 68555-336-2.
  • Preferred cationic polymeric skin conditioning agents of the present invention are those cationic polysaccharides of the cationic guar gum class with molecular weights of 1,000 to
  • polysaccharide backbone comprised of galactomannan units and a degree of cationic substitution ranging from about 0.04 per anydroglucose unit to about 0.80 per anydroglucose unit with the substituent cationic group being the adduct of 2,3-epoxypropyl-trimethyl ammonium chloride to the natural polysaccharide backbone.
  • substituent cationic group being the adduct of 2,3-epoxypropyl-trimethyl ammonium chloride to the natural polysaccharide backbone.
  • Examples are JAGUAR C-14-S, C-15 and C-17 sold by Celanese Corporation, which trade literature reports have 1 % viscosities of from 125 cps to about 3500 _+ 500 cps.
  • cationic polymers include the polymerized materials such as certain quaternary ammonium salts, copolymers of various materials such as hydroxyethyl cellulose and dialkyidimethyl ammonium chloride, acrylamide and beta methacryloxyethyl trimethyl ammonium methosulfate, the quaternary ammonium salt of methyl and stearyl dimethylaminoethyl methacrylate quaternized with dimethyl sulfate, quaternary ammonium polymer formed by the reaction of di ethyl sulfate, a copolymer of vinylpyrrolidone and dimethyl aminoethylmethacrylate, quaternized guars and guar gums and the like.
  • polymerized materials such as certain quaternary ammonium salts, copolymers of various materials such as hydroxyethyl cellulose and dialkyidimethyl ammonium chloride, acrylamide and beta methacryloxyethyl
  • Exemplary of cationic polymers which can be used to make the complexes of this invention include, as disclosed in the CTFA International Cosmetic Ingredient Dictionary (Fourth Edition, 1991, pages 461 -464); Polyquaternium -1, -2, -4 (a copolymer of hydroxyethylcellulose and diallyidimethyl ammonium chloride), -5 (the copolymer of acrylamide and beta methacrylyloxyethyl trimethyl ammonium methosulfate), -6 (a polymer of dimethyl diallyl ammonium chloride), -7 (the polymeric quaternary ammonium salt of acrylamide and dimethyl diallyl ammonium chloride monomers, -8 (the polymeric 5 quaternary ammonium salt of methyl and stearyl dimethylaminoethyl methacrylate quaternized with dimethyl sulfate), -9 (the polymeric quaternary ammonium salt of poly dimethylaminoethyl methacrylate quatern
  • hydrocarbonaceous material such as a wax, petrolatum, mineral oil, beeswax, a "permethyl” made up of longer chain branched hydrocarbons available from Permethyl Corporation.
  • Permethyls are of the general formula
  • Additional hydrocarbonaceous material which can be employed include lanolins and lanoleic like materials such as long chain alkyl esters and ethers of the lanolins.
  • the petrolatum useful in the present invention can be any grade of white or yellow petrolatum recognized in the art as suitable for human application.
  • Preferred petrolatum are those with a melting point in a range of from about 35° C to about 70° C, preferably about 50 to 60°C.
  • the petrolatum of the composition can include hydrocarbon mixtures formulated with mineral oil and/or in combination with paraffin waxes of various melting points; all in small quantities compared to the petrolatum.
  • a petrolatum without additional materials is preferred.
  • waxes, particularly useful in solid compositions are microcrystalhne waxes, generally those waxes which are known as paraffin wax, beeswax, and natural waxes derived from vegetables, shea wax and the like.
  • compositions can also be present in the composition.
  • these components include preservative(s), colorant(s), UV stabilizer(s), fragrance(s), antibacterial agent(s) and the like.
  • Antibacterial agents include chlorhexidine, Triclosan, triclorcarban and the like at their typically used concentrations, i.e., about 0.1 to about 1.5 wt.%, preferably about 0.15 to about 1.2 wt.% of the composition.
  • the preferred surfactant is an anionic surfactant such as soap, alklyisethionate such as sodium cocoylisethionate, a sulfonate, a sulfate (optionally ethoxylated) and the like. Mixtures of surfactants can be employed. There should be sufficient surfactant present to bring about a cleansing effect.
  • the surfactant preferably anionic or mixtures thereof involving one or more from the other families of illustrated surfactants (amphoteric, nonionic and the like) with or without an additional anionic surfactant, can be present in the composition in various quantities.
  • the surfactant can be present at 1, 2, 3, 4, 5, 10, 15 or 20 wt.% of the compositions, particularly where the aqueous composition is a liquid.
  • the anionic surfactant is from about 2 to about 25 wt.% of the composition, specifically about 5 to about 20 wt.%.
  • Other surfactants may be present such as an amphoteric, particularly a betaine, and a nonionic, particularly an alkylated polyglycoside. Their quantities are from about 1 to about 20 wt.% of the composition.
  • the total surfactant in a liquid composition is at least about 3 or 4 wt.%, preferably at least about 5 wt.% and is generally no more than about 30 wt.%, preferably no more than about 25 wt.% but can be as low as no more than about 10, 15 or 20 wt.%.
  • the total surfactant can be from about 60 to about 90 wt.%, preferably from about 70 to about 85 wt.%, of the composition. Soap can be present at about 15 to about 100 wt.% of the total surfactant.
  • Soap-bars generally have from about 65 to about 90 wt.% soap therein with less than about 10 wt.%, preferably less than about 5 wt.% of other surfactant therein. Most preferably, there is zero or zero to about 2 wt.% of other surfactant therein Bars having a smaller quantity of soap within the disclosed range of soap usually have a mild synthetic surfactant therein such as sodium cocoyl isethionate at moderate to high levels.
  • the quantity of silicone component is at least about 0.01 wt.%, preferably at least about 0.1wt.%. of the composition.
  • the maximum can vary but generally is not above about 7 or 8 wt.%., preferably about 5 wt.%, more preferably about 4.5 wt.% of the composition.
  • the quantity of polymer is from about 0.01 to abut 3.0wt.% of the composition preferably about 0.02 wt.% as a minimum and more preferably about 0.03 wt.% as a minimum.
  • the maximum is generally no more than about 0.9 wt.%, or about 0.75wt.%, although lower maximums such as about 0.6wt.% can be employed.
  • the quantity of hydrocarbonaceous material is at least about 0.1, preferably 0.5 wt.% of the composition.
  • the maximum can vary but generally is not above about 7 or 8 wt.%, preferably a maximum of about 5 wt.% or about 4.5 wt.% of the composition.
  • composition is not critical and can be a solid liquid or gel.
  • the inhibition of germ attachment to the skin is quantitatively assessed by utilizing various bacteria in the protocol below.
  • the ennumerated test bacteria are employed. The number reflects the ATCC catalogue number:
  • test bacteria are grown in log phase in 30 ml of trypticase soy broth (TSB). Next day, bacteria are cetrifuged at 3000 rpm for 20 min at 4°C. The bacterial pellet is resuspended in 20 ml of sterile saline and OD adjusted to 0.1 at 620 nm.
  • TLB trypticase soy broth
  • Control for inoculum-25 ⁇ l of labeled bacteria are transferred into vials in triplicate for input control.
  • the following soap bars are prepared having approximately 10 wt.% water and 1% of fragrance.
  • the control soap bar of 1% fragrance, 10 wt.% water and the remainder essentially soap is employed.
  • the quantity of soap in the test bars below is reduced by the quantity of silicone employed. Dimethicone of 1 wt.% from GE has a viscosity of 60,000 centistokes.
  • Product preparation 5% solutions of the product are made in deionized water (weigh 5 g and dissolve in 100 ml of deionized water by gentle heating).
  • Control for inoculum Transfer 25 ⁇ l of labeled bacteria into vials in triplicate for input control.
  • results below show the quantity of bacteria left on the skin sample(s) following removal of the bacterial suspension after a contact time of 1-2 minutes or thirty - (30) minutes.
  • compositions such as creams, lotions, and the like. These latter compositions are characterized by the fact that they are intended to be left on the skin for an extended period of time as opposed to an ordinary cleansing composition which is rinsed off by water after a relatively short contact time with the skin.
  • inhibition of germ attachment to the skin occurs. Desirable is the inhibition of attachment of bacteria to the skin.
  • surfactant in cleansing amounts present in the "leave on”.
  • the liquid compositions of the invention in either rinse off or leave on formulations are oil-in-water emulsions. They, as well as the solid compositions, perform their inhibition of attachment of germs without any topically active drugs or medication present in the compositions, particularly those drugs or medications associated with relieving or minimizing conditions in the target group such as atopic dermatitis, psoriasis, immunodeficient conditions and the like.
  • examples of such agents include amcinonide, diflorasone diacetate, hydrocortisone and the like for dermatitis; and anthralin, methoxsalen, coal tar and the like for psoriasis.
  • topical agents and medications can be desirably left out completely from all the compositions of this invention or can be present in the composition in amounts which are not sufficient to perform their intended function with respect to the target group, particularly those having atopic dermatitis, psoriasis, immunodeficient conditions and the like.

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Abstract

L'invention porte sur un procédé empêchant l'adhérence des germes sur la peau consistant à y appliquer: (a) une composition de lavage comportant une quantité efficace d'un tensio-actif ou d'un mélange de tensio-actifs, et (b) un silicone en quantité efficace pour empêcher l'adhérence des germes sur la peau, puis à rincer la peau.
PCT/US1999/011960 1998-06-01 1999-05-28 Composition empechant l'adherence de germes sur la peau WO1999062475A1 (fr)

Priority Applications (10)

Application Number Priority Date Filing Date Title
DE69918550T DE69918550T2 (de) 1998-06-01 1999-05-28 Zusammensetzung zur verhinderung der keimbindung
IL13989899A IL139898A0 (en) 1998-06-01 1999-05-28 Anti-germ-attachment composition
NZ508534A NZ508534A (en) 1998-06-01 1999-05-28 Anti-germ attachment - composition containing a surfactant and a silicone
BR9910883-6A BR9910883A (pt) 1998-06-01 1999-05-28 Processo para inibir a fixação de germes à pele, e, uso de uma composição.
AT99926037T ATE270542T1 (de) 1998-06-01 1999-05-28 Zusammensetzung zur verhinderung der keimbindung
EP99926037A EP1082093B8 (fr) 1998-06-01 1999-05-28 Composition empechant l'adherence de germes sur la peau
HU0102285A HUP0102285A2 (hu) 1998-06-01 1999-05-28 Készítmény mikrobák megtapadásának meggátlására
CA2333935A CA2333935C (fr) 1998-06-01 1999-05-28 Composition empechant l'adherence de germes sur la peau
AU42206/99A AU762306B2 (en) 1998-06-01 1999-05-28 Anti-germ attachment - composition
NO20006119A NO317338B1 (no) 1998-06-01 2000-12-01 Preparat som hindrer at smittestoffer fester seg pa huden

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US8753398P 1998-06-01 1998-06-01
US60/087,533 1998-06-01
US22630499A 1999-01-07 1999-01-07
US09/226,304 1999-01-07
US09/304,100 1999-05-04
US09/304,100 US6180577B1 (en) 1998-06-01 1999-05-04 Anti-germ attachment—composition

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WO1999062475A1 true WO1999062475A1 (fr) 1999-12-09

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CA (1) CA2333935C (fr)
ES (1) ES2226392T3 (fr)
HK (1) HK1048760A1 (fr)
HU (1) HUP0102285A2 (fr)
IL (1) IL139898A0 (fr)
TR (1) TR200003579T2 (fr)
WO (1) WO1999062475A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1529523A1 (fr) * 2003-11-07 2005-05-11 L'oreal Utilisation cosmétique du phytantriol comme agent empêchant ou réduisant l'adhésion des microorganismes sur la surface de la peau et /ou des muqueuses
EP2965745A1 (fr) 2014-07-07 2016-01-13 Laboratoires Rivadis SAS Composition cosmétique ou pharmaceutique à application topique comprenant une association de pectine et d'un extrait de centella asiatica et applications

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2698824A (en) * 1953-08-04 1955-01-04 Morgulis Sergius Skin protective substance
US2806814A (en) * 1954-10-04 1957-09-17 Colgate Palmolive Co Dental preparations
EP0378147A2 (fr) * 1989-01-09 1990-07-18 Dow Corning Corporation Méthode de traitement de la peau
EP0395215A1 (fr) * 1989-04-26 1990-10-31 Gerald M. Lemole Composition protectrice sous forme d'un gel
US5043155A (en) * 1988-02-10 1991-08-27 Richardson-Vicks Inc. Emulsifying compositions including amphipathic emulsifying agents
US5370876A (en) * 1993-01-08 1994-12-06 Microbarriers Antimicrobial protective skin composition and method for protecting skin from body fluids
DE4320401A1 (de) * 1993-06-19 1994-12-22 Wella Ag Verwendung einer gelförmigen Zubereitung als Hautschutzmittel sowie neue Hautschutzmittel
WO1997016168A1 (fr) * 1995-11-03 1997-05-09 Colgate-Palmolive Company Composition d'hygiene personnelle
US5648083A (en) * 1995-02-10 1997-07-15 The Procter & Gamble Company Personal care compositions and wipe products containing the compositions

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2698824A (en) * 1953-08-04 1955-01-04 Morgulis Sergius Skin protective substance
US2806814A (en) * 1954-10-04 1957-09-17 Colgate Palmolive Co Dental preparations
US5043155A (en) * 1988-02-10 1991-08-27 Richardson-Vicks Inc. Emulsifying compositions including amphipathic emulsifying agents
EP0378147A2 (fr) * 1989-01-09 1990-07-18 Dow Corning Corporation Méthode de traitement de la peau
EP0395215A1 (fr) * 1989-04-26 1990-10-31 Gerald M. Lemole Composition protectrice sous forme d'un gel
US5370876A (en) * 1993-01-08 1994-12-06 Microbarriers Antimicrobial protective skin composition and method for protecting skin from body fluids
DE4320401A1 (de) * 1993-06-19 1994-12-22 Wella Ag Verwendung einer gelförmigen Zubereitung als Hautschutzmittel sowie neue Hautschutzmittel
US5648083A (en) * 1995-02-10 1997-07-15 The Procter & Gamble Company Personal care compositions and wipe products containing the compositions
WO1997016168A1 (fr) * 1995-11-03 1997-05-09 Colgate-Palmolive Company Composition d'hygiene personnelle

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1529523A1 (fr) * 2003-11-07 2005-05-11 L'oreal Utilisation cosmétique du phytantriol comme agent empêchant ou réduisant l'adhésion des microorganismes sur la surface de la peau et /ou des muqueuses
FR2861989A1 (fr) * 2003-11-07 2005-05-13 Oreal Utilisation cosmetique du phytantriol comme agent empechant ou reduisant l'adhesion des microorganismes sur la surface de la peau et/ou des muqueuses
EP2965745A1 (fr) 2014-07-07 2016-01-13 Laboratoires Rivadis SAS Composition cosmétique ou pharmaceutique à application topique comprenant une association de pectine et d'un extrait de centella asiatica et applications

Also Published As

Publication number Publication date
HK1048760A1 (zh) 2003-04-17
ES2226392T3 (es) 2005-03-16
HUP0102285A2 (hu) 2001-11-28
TR200003579T2 (tr) 2001-04-20
IL139898A0 (en) 2002-02-10
CA2333935C (fr) 2010-06-08
CA2333935A1 (fr) 1999-12-09
ATE270542T1 (de) 2004-07-15

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