WO2013061082A1 - Composition antimicrobienne - Google Patents

Composition antimicrobienne Download PDF

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Publication number
WO2013061082A1
WO2013061082A1 PCT/GB2012/052674 GB2012052674W WO2013061082A1 WO 2013061082 A1 WO2013061082 A1 WO 2013061082A1 GB 2012052674 W GB2012052674 W GB 2012052674W WO 2013061082 A1 WO2013061082 A1 WO 2013061082A1
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Prior art keywords
component
composition according
composition
compositions
surfactant
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PCT/GB2012/052674
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English (en)
Inventor
Rachel HIRST
Rhiannon Sian HURD
Christopher Plummer
Timothy Jon MILLS
Stephanie BURKE
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Byotrol Plc
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Publication of WO2013061082A1 publication Critical patent/WO2013061082A1/fr

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    • 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
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/12—Quaternary ammonium 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
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium 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
    • A61K8/72—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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/02—Local antiseptics
    • 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D3/162—Organic compounds containing Si
    • 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
    • C11D3/43—Solvents
    • 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
    • A61K2800/59—Mixtures
    • A61K2800/592—Mixtures of compounds complementing their respective functions
    • A61K2800/5922—At least two compounds being classified in the same subclass of A61K8/18

Definitions

  • This invention relates to anti-microbial compositions.
  • Micro-organisms are known to present health hazards due to infection or contamination. They can also cause spoilage of items such as clothing and unpleasant odours. When micro-organisms are present on the surface of a substrate they can replicate rapidly to form colonies.
  • Many anti-microbial agents that can destroy microorganisms which are present in a wide range of environments such as medical, industrial, commercial, domestic and marine environments are known. Many of the known anti-microbial agents have previously been included in compositions for use in various applications and environments. The known anti-microbial agents and compositions that contain these anti-microbial agents destroy micro-organisms by a number of different mechanisms.
  • anti-microbial agents are poisonous to micro-organisms and, therefore, destroy micro-organisms with which they are contacted.
  • examples of this type of anti- microbial agent include hypochlorites (bleaches), phenol and compounds thereof, arsenene and salts of copper, tin and arsenic.
  • hypochlorites bleaches
  • phenol and compounds thereof arsenene and salts of copper, tin and arsenic.
  • these anti-microbial agents are dangerous to handle, and specialist handling, treatment and equipment are therefore required in order to handle them safely.
  • the manufacture and disposal of compositions comprising this type of anti-microbial agent can, therefore, be problematic.
  • compositions containing this type of anti-microbial agent can also be problems associated with the use of compositions containing this type of anti-microbial agent, particularly in consumer materials where it is difficult to ensure that they are used for designated purposes.
  • toxicity is intended to refer to toxicity to complex organisms such as mammals. References to “toxic” are to be construed accordingly.
  • anti-microbial agents Once the anti-microbial agents enter the environment they can affect the health of life forms that they were not intended to affect. Furthermore, the anti-microbial agents are often highly stable and can cause environmental problems for long periods of time. Other anti-microbial agents currently in use include antibiotic type compounds. Antibiotics disrupt the biochemistry within microorganisms. Although antibiotics are effective, it is currently believed that they may selectively permit the development of resistant strains of the species that they are used against.
  • oxidising agents in materials, such as household bleach, which can be based on hypochlorite or peroxides such as hydrogen peroxide. These materials are effective in a wet environment for sterilization and cleansing but stop working shortly after drying.
  • compositions for a variety of applications and uses, such as cleaning applications that have anti-microbial properties and that address one or more of the problems set out above.
  • There are regulations such as the Biocidal Products Directive (Directive 98/8/EC) which regulates the use of anti-microbial agents both in terms of the nature and the amount of a given antimicrobial agent that may be used.
  • the potential reactivity of an anti-microbial agent once in a composition is important as some anti-microbial agents are rendered inactive by chemical reaction. Even where an anti-microbial agent is not deactivated by chemical reaction it may have its activity suppressed by other components of the composition.
  • compositions containing these combinations of components can have some surprising and unexpected properties.
  • compositions of the invention are particularly suitable for use on hard surfaces. Some compositions of the invention are suitable for cleaning a hard surface and also provide a residual anti-microbial effect.
  • compositions of the invention can be used for a range of applications and are particularly suitable for use on hard surfaces.
  • the compositions of the invention may be used on hard surfaces indoors such as those found in a domestic setting, an office or a public building such as a hospital or out of doors.
  • compositions of the invention can also be used on the human or animal body, particularly on skin or hair.
  • the compositions of the invention may, for example, be used as hand sanitizers.
  • cleaning we mean the removal of soils, such as dirt, soap scum and limescale.
  • the present invention provides an anti-microbial composition comprising:
  • an antimicrobial component comprising a quaternary ammonium component (I) consisting of
  • R and R 2 are each independently a straight chain, unsubstituted and uninterrupted Ce-12 alkyl group and X " is chloride, bromide, fluoride, iodide, sulphonate, carbonate or bicarbonate and
  • m is from 8 to 18, and X " is chloride, bromide, fluoride, iodide, saccharinate or sulphonate,
  • ratio by weight of (a) to (b) is from 10:1 to 1:10; and (II) an additional antimicrobial component that does not comprise a quaternary ammonium compound;
  • component (I) is the only component of the composition that comprises a quaternary ammonium compound.
  • compositions of the invention can contain additional ingredients as described below and other ingredients that are standard in the art, the compositions of the invention may consist of or consist essentially of the components listed in the paragraph above.
  • composition or formulation or component being described must contain the listed ingredient(s) but may optionally contain additional ingredients.
  • Consisting essentially of or “consists essentially of we mean that the composition or formulation or component being described must contain the listed ingredient(s) and may also contain small (for example up to 5% by weight, or up to 1% or 0.1% by weight) of other ingredients provided that any additional ingredients do not affect the essential properties of the composition, formulation or component.
  • Consisting of we mean that the composition or formulation or component being described must contain the listed ingredient(s) only.
  • compositions or formulation or component being described contains less than 3% by weight, preferably less than 1%, more preferably 0.1% or less by weight or 0.01% or less of the stated ingredient.
  • compositions of the invention that are substantially free of alcohol contain less than 3% by weight of alcohol, preferably less than 1% by weight of alcohol, more preferably 0.1% or less alcohol.
  • the pH of the compositions of the invention can vary within wide limits.
  • the pH of a composition of the invention will be similar to that of known compositions which are intended to be used for the same purpose or a similar purpose to a given composition of the invention.
  • a composition that is intended to come into contact with the skin or the hair such as a hand sanitizer, hand wash formulation or a shampoo formulation or other personal care or first aid formulations as listed above will typically have a pH which will not irritate the skin, for example from about pH 5 to about pH 8, such as from about pH 5.5 to about pH 7.5.
  • formulations for use for purposes such as kitchen or bathroom cleaning may have either a low pH, such as a pH of 3 or below, for example about 2, or a high pH such as a pH of 10 or above, for example 11.
  • compositions of the invention comprise any suitable surfactant or combination of surfactants, for example at least one non-ionic, cationic and/or amphoteric surfactant.
  • the composition comprises at least one non-ionic surfactant.
  • Compositions of the invention comprising a non-ionic surfactant may optionally comprise an amphoteric surfactant.
  • the selection of the optional surfactants will depend on the nature of and the intended purpose of the composition. Suitable surfactants for use in formulations intended for different purposes will be within the knowledge of the person of ordinary skill in the art.
  • compositions of the invention comprise at least one non-ionic surfactant.
  • the compositions may comprise a surfactant component that consists essentially of at least one non-ionic surfactant or consists of at least one non-ionic surfactant. If the surfactant component consists of at least one non-ionic surfactant it will not contain other types of surfactants, for example it will be free of amphoteric surfactants, anionic surfactants and cationic surfactants. Examples of non-ionic surfactants that can be used are listed below.
  • compositions of the invention comprise an amphoteric surfactant.
  • Amphoteric surfactants can be used alone or in combination with a non-ionic surfactant. If a combination of an amphoteric surfactant and a non-ionic surfactant is used the weight ratio of the two types of surfactant can vary within wide limits, for example from 1 % of amphoteric surfactant to 99% of non-ionic surfactant to 99% of amphoteric surfactant to 1% of non-ionic surfactant, based on the total weight of the optional surfactant component (v).
  • the amphoteric surfactant and the non-ionic surfactant are used in approximately equal amounts by weight.
  • the compositions comprise up to about 5% by weight (based on the total weight of the composition) amphoteric surfactant, although higher levels of amphoteric surfactant can be used in some compositions.
  • the present invention provides compositions having a pH of from about 5 to about 8, more preferably from about 5.5 to about 7.5 and comprising an amphoteric surfactant and a non-ionic surfactant, wherein the amphoteric surfactant is present in an amount of up to about 5% by weight (based on the total weight of the composition).
  • the total amount of surfactant is not particularly limited and the total amount of surfactant may be an amount that is typical in the art for the particular type of composition in question.
  • compositions comprising an amphoteric surfactant and a non-ionic surfactant have a total surfactant content of about 10% by weight, wherein no more that 5% by weight (based on the total weight of the formulation) is amphoteric surfactant.
  • Suitable cationic surfactants include but are not limited to pH-dependent primary, secondary or tertiary amines, e.g. fatty amines, linear diamines and polyethoxyated tallow amine, cetyl pyridinium chlorides.
  • Suitable non-ionic surfactants include but are not limited to ethylene oxide/propylene oxide block polymers, polyethoxylated sorbitan esters, fatty esters of sorbitan, ethoxylated fatty esters (containing from 1 to 25 units of ethylene oxide), polyethoxylated C 8 -C 2 2 alcohols, (containing from 1 to 25 units of ethylene oxide) such as C 9-11 alcohol ethoxylates, polyethyoxylated C 6 -C 22 alkylphenols (containing from 5 to 25 units of ethylene oxide), alkylpolyglycosides (APG).
  • ethylene oxide/propylene oxide block polymers polyethoxylated sorbitan esters, fatty esters of sorbitan, ethoxylated fatty esters (containing from 1 to 25 units of ethylene oxide), polyethoxylated C 8 -C 2 2 alcohols, (containing from 1 to 25 units of ethylene oxide) such as C 9-11 alcohol ethoxylate
  • Examples include but are not limited to nonyl phenol ethoxylate (9EO), Nonyl phenol ethoxylate (2EO), octyl phenol ethoxylate (10EO), C 12 /C 14 synthetic ethoxylate (8EO), stearyl alcohol ethoxylate (7EO), cetostearyl alcohol ethoxylate (20EO), coconut fatty amine ethoxylate (10EO), sorbitan monolaurate ethoxylate, 80%PO/20%EO, coconut diethanolamide (shampoo foam booster), sorbitan monolaurate, sorbitan monolaurate 4EO, di-isopropyl adipate, alkyl poly glucosides, such as C 6-2 o, preferably C 8 .io alkyl glucosides, eg Surfac APG (D-Glucopyranose oligomers C 8 -io alkyl glucosides, CAS 161074-97-1, available from Seppic, UK),
  • Non-ionic surfactants include alcohol ethoxylates such as those sold under the name Neodol, for example Neodol 25-7 (C12/15 alcohol 7 ethoxylate (EO), CAS 68131-39-5), Surfac LM90/85 (C12/15 alcohol 9 ethoxylate (EO), CAS 68131-39-5), Surfac 65/95 (C9/11 alcohol 6.5 ethoxylate (EO), CAS 68439-45-2), Tomadol PF9 (C9/11 alcohol 6.0 ethoxylate (EO), CAS 68439-46-3), Surfac T80 Veg (Polysorbate 80, Polyoxyethylene sorbate mono oleate, CAS 9005-65-6), Tween 60 (Polysorbate 60, Polyoxyethylene sorbate mono stearate, CAS 9005- 67-8), Tween 40 (Polysorbate 40, Polyoxyethylene sorbate mono palmitate, CAS 9005-66-7), Surfac T-20 (Polysorbate 20, Polysorb
  • Preferred non-ionic surfactants include alkyl amine oxides, alcohol ethoxylates (Neodols), such as C 9-1 i alcohol ethoxylates, and alkyl polyglucosides (APG).
  • alkyl amine oxide a suitable is Macat Ultra CDO (available from Mason Chemical Company), a 30% solution of coco (C 12 ) amidopropyl dimethyl amine oxide in water.
  • Suitable amphoteric surfactants include but are not limited to C 6 -C 2 o alkylamphoacetates or amphodiacetates (such as cocoamphoacetates), C 0 -C 18 alkyldimethyl betaines, C 10 -C 18 alkyl amidopropyldimethyl betaines. Examples include but are not limited to coconut amphoteric surfactant cocoamidopropyl betaine (CAPB) (Surfac B4, CAS 61789-40-9), coco imidazoline betaine, oleo amido propyl betaine, and tall oil imidazoline. A particularly preferred amphoteric surfactant is cocoamidopropyl betaine.
  • An example of a Betaine which is suitable for use in the present invention is Macat ® Ultra (available from Mason Chemical Company). Macat ® Ultra CG comprises 30% coco (C 12 ) amidopropyl dimethyl glycine (betaine) in water.
  • Suitable surfactants include those that exhibit non-ionic or cationic type properties at pHs below about 8, for example between about pH 5 and about pH 7 or 8. It will be appreciated that the behaviour of such surfactants depends on factors such as their pKa and which surfactants are suitable for use in a given formulation will depend on the pH of the formulations.
  • Preferred combinations of surfactants include, but are not limited to, CAPB and a non-ionic surfactant, such as APG, an amine oxide and a non-ionic surfactant, such as APG.
  • compositions of the invention may be free of alcohol alkoxylate.
  • compositions of the invention that contain a compound of formula (C) as defined herein such as those containing N,N-bis(3-aminopropyl)-dodecylamine may be free of alcohol alkoxylate.
  • the compositions of the invention may alternatively or additionally be free of alkyl polyglucoside.
  • compositions of the invention that contain a compound of formula (C) as defined herein such as those containing N,N-bis(3-aminopropyl)- dodecylamine may be free of alkyl polyglucoside (APG).
  • compositions of the invention are free of anionic surfactants.
  • the surfactant component can have several effects on the properties of the compositions of the invention.
  • the presence of a surfactant can improve the cleaning ability of the composition, that is improve the removal of soils and dirt.
  • a surfactant can improve the cleaning ability of the composition, that is improve the removal of soils and dirt.
  • the use of a combination of an alcohol alkoxylate in combination with an amine oxide can in some situations improve cleaning performance.
  • the inclusion of surfactants can improve the stability of the compositions of the invention.
  • the present inventors have surprisingly found that by using the combinations described herein stable compositions that provide residual antimicrobial performance and have a desirable cleaning ability can be obtained.
  • the presence of a surfactant can reduce the residual anti-microbial performance of a composition.
  • the present inventors have surprisingly found that by controlling the relative amounts of the antimicrobial component (i) and the surfactant component (iv) a stable composition that provides a residual antimicrobial benefit and has a desirable cleaning ability can be obtained.
  • the amount of component (iv) is no more than 20 times the amount of component (i) for example from 0.1 times to 20 times the amount of component (i), or from 0.5 times to 15 times the amount of component (i), or from equal amounts of components (i) and (iv) to 4 or 10 times more of component (iv) than component (i), such as 5 times more of component (iv) than component (i).
  • ratio of component (iv) to component (i) is no more than 20:1, for example from 0.1:1 to 20:1 , or from 0.3:1 or 0.5:1 to 15:1 or from 1:1 or 4:1 to 10:1 , such as from about 0.5:1 to about 4:1 or about 5:1.
  • compositions of the invention are free of glycol ethers, for example they are free of propylene glycol n-butyl ether and/or free of a binary solvent combination of a glycol with a linear primary alcohol.
  • compositions of the invention that contain a compound of formula (C) such as those containing N,N-bis(3-aminopropyl)-dodecylamine may be free of propylene glycol n-butyl ether and/or free of a binary solvent combination of a glycol ether with a linear primary alcohol.
  • compositions of the invention can comprise other ingredients commonly used in the art.
  • the nature of any other ingredients used will depend on the nature and intended purpose of the composition.
  • the additional ingredients used in a bath/shower product are likely to be different to those used in a toilet care product, which will be different again from those used in a dishwashing or laundry product.
  • the person of ordinary skill in the art will know which additional ingredients are suitable for use in compositions for different applications.
  • compositions of the invention include but are not limited to water, antioxidants, thickeners, corrosion inhibitors, foam makers and breakers, abrasives, chelating agents such as tetrasodium EDTA, sodium chloride, acids such as citric acid, colorants, fragrances, emollients and hair and/or skin rejuvenating and/or protecting agents.
  • emollients such as glycerol may be used for their moisturising properties and/or to improve the skin feel of a product, which may enhance consumer acceptance.
  • surfactant (iv) in the compositions of the invention will depend on factors such as the intended purpose of the composition.
  • the compositions of the invention comprise from 0.001 to 1 % by weight of surfactant (iv), preferably from 0.1 to 0.75 % by weight, for example from 0.2 to 0.5 %.
  • surfactant iv
  • anti-microbial we mean a compound or composition that kills and/or inhibits the growth of microbes (micro-organisms).
  • microbiocidal is used to refer to compounds or compositions that kill microbes.
  • the compositions used in the invention are anti-microbial and/or microbiocidal.
  • a micro-organism or microbe is an organism that is microscopic (too small to be seen by the human eye).
  • micro-organisms examples include bacteria, fungi, yeasts, moulds, mycobacteria, algae spores, archaea and protists.
  • Micro-organisms are generally single- celled, or unicellular organisms. However, as used herein, the term "micro-organisms" also include viruses.
  • the compositions of the invention comprise at least one anti-microbial agent selected from anti-bacterial, anti-fungal, anti-algal, anti-sporal, anti-viral, anti-yeastal and anti-moldal agents and mixtures thereof. More preferably, the compositions of the invention comprise at least one anti-bacterial, anti-viral, anti-fungal and/or anti-moldal agent.
  • anti-bacterial, anti-fungal, anti-algal, anti-viral, anti-yeastal and anti-moldal agents are intended to refer to agents that inhibit the growth of the respective microorganisms but do not necessarily kill the microorganisms and agents that kill the respective microorganisms.
  • anti-bacterial we include agents that inhibit the growth of bacteria but may not necessarily kill bacteria and bactericidal agents which do kill bacteria.
  • compositions of the invention comprise at least one agent selected from bactericidal, fungicidal, algicidal, sporicidal, virucidal, yeasticidal and moldicidal agents and mixtures thereof. More preferably, the compositions of the invention comprise at least one bactericidal, virucidal, fungicidal and/or moldicidal agent.
  • compositions of the invention are effective against a wide range of organisms, including Gram negative and Gram positive bacteria, funguses, yeasts, viruses and some spore formers.
  • Compositions containing a compound of formula (C) as defined herein can be particularly effective against fungi.
  • the quaternary ammonium component (I) consists of (a) a component consisting essentially of a single compound of formula (A)
  • R 1 and R 2 are each independently a straight chain, unsubstituted and uninterrupted Cs-12 alkyl group and X " is halide anions such as chloride, bromide, fluoride, iodide or sulphonate, saccharinate, carbonate or bicarbonate; and
  • m is from 8 to 18, and X " is halide anions such as chloride, bromide, fluoride, iodide or sulphonate, saccharinate, carbonate or bicarbonate;
  • ratio by weight of (a) to (b) is from 10:1 to 1 :10.
  • each group R 1 and R 2 is independently a straight chain, unsubstituted, uninterrupted Cs. ⁇ alkyl group, for example an alkyl group containing 8, 9, 10, 11 or 12 carbon atoms.
  • the groups R 1 and R 2 contain the same number of carbon atoms but this is not essential and compounds in which R 1 and R 2 contain different numbers of carbon atoms can be used.
  • the anion of the compound of formula (A) may be the same or different to the anion of the compound of formula (B).
  • the anion for each compound is chloride.
  • the compounds of formula (B) are generally called benzalkonium compounds.
  • the benzalkonium compound is provided and/or used as a mixture of C 8 -18 alkyl groups, particularly a mixture of straight chain, unsusbtituted and uninterrupted alkyl groups n-C 8 H 17 to n-Ci 8 H37, mainly n-C 12 H 2 5 (dodecyl), n-C 4 H 2 9 (tetradecyl), and n-C 16 H 33 (hexadecyl).
  • m is 8, 10, 12, 14 and/or 16.
  • Most preferably m is from 12 to 16, for example 12, 14 and/or 16.
  • Examples of quaternary ammonium compounds of formula (A) include di-n-decyldimethyl ammonium chloride, Octyl Decyl Dimethyl Ammonium Chloride and Dioctyl Dimethyl Ammonium Chloride.
  • Examples of commercially available compounds of formula (A) include Acticide DDQ 50, Bardac 2250, 2280 and Maquat 4480E, from Mason Chemical Company, USA.
  • Examples of quaternary ammonium compounds of formula (B) include benzethonium chloride, benzyldimethyl-n-tetradecyl-ammonium chloride, benzyldimethyl-n-dodecyl- ammonium chloride, benzyl-C 12 -C 16 -alkyl-dimethyl-ammonium chloride, or benzyl-cocoalkyl- dimethyl-ammonium chloride, ⁇ , ⁇ -benzyldimethyloctylammonium chloride, N,N- benzyldimethyldecylammonium chloride, N-dodecyl-N-benzyl-N,N-dimethylammonium chloride, N-tetradecyl-N-benzyl-N,N-dimethylammonium chloride, N-hexadecyl-N,N-dimethyl- N-benzylammonium chloride, ⁇ , ⁇ -di
  • benzalkonium chloride often contains a mixture of compounds with different alkyl chain lengths. Examples of commercially available benzalkonium chlorides that may be used in the present invention are shown in the following Table. It will be appreciated that other commercially available benzalkonium compounds may alternatively or additionally be used.
  • compositions having the CAS numbers quoted above are only examples of compositions having a given CAS number that may be used in the present invention.
  • component (I) is a mixture consisting of (a) octyl decyl dimethyl ammonium chloride or didecyl dimethyl ammonium chloride or dioctyl dimethyl ammonium chloride, and (b) alkyl (C 14 , 50%; Ci 2 , 40%, C 16 , 10%) dimethyl benzyl ammonium chloride wherein the weight ratio of (a) to (b) is from 1 : 10 to 10: 1
  • the ratio of the compound of formula (A) to the compound of formula (B) is from 10:1 to 1:10 by weight, preferably from 1 :5 to 5:1, for example from about 0.4:1 to about 4: 1 , about 1:1, about 2: 1 or about 3:2 by weight.
  • the antimicrobial component (i) comprises an additional anti-microbial component (II) that does not comprise a quaternary ammonium compound.
  • Any suitable additional antimicrobial agent(s) may be used, such as those described in the EPA (United States Environmental Protection Agency) Listing and Annex I of the EC Biocides Directive.
  • the additional antimicrobial agent(s) are water soluble at room temperature and pressure.
  • antimicrobial agents examples include polymeric biguanidines (e.g. polyhexamethylene biguanidine (PHMB)), and non-polymeric biguanides, silver, octenidine HCI, amphoteric compounds, iodophores, phenolic compounds, amine antimicrobial agents and nitrogen based heterocyclic compounds.
  • polymeric biguanidines e.g. polyhexamethylene biguanidine (PHMB)
  • non-polymeric biguanides silver, octenidine HCI, amphoteric compounds, iodophores, phenolic compounds, amine antimicrobial agents and nitrogen based heterocyclic compounds.
  • the anti-microbial composition does not comprise any isothiazalones and/or any nitrobromopropanes such as bronopol.
  • component (II) does not comprise these ingredients.
  • component (II) includes at least one polymeric biguanidine, such as polyhexamethylene biguanidine (PHMB).
  • PHMB polyhexamethylene biguanidine
  • PHMB is commercially available from Arch Biocides as Vantocil.
  • the additional antimicrobial agent is not an inorganic material such as silver.
  • component (II) comprises a polymeric biguanidine such as PHMB
  • the composition of the invention does not comprise a nitrobromopropane, for example the composition does not comprise bronopol.
  • component (II) comprises a nitrobromopropane such as bronopol
  • the composition of the invention may optionally be free of a polymeric biguanidine such as PHMB.
  • antimicrobial agents that may be used as component (II) include, but are not limited, to alkyl betaines, alkyl amine oxides, amine anti-microbial agents, arginine-based cationic surfactants, anionic amino acid based surfactants and mixtures thereof, for example a mixture of alkyl betaine(s) and alkyl amine oxides.
  • R is an unsubstituted C 8 to C 8 alkyl group.
  • R is from 10 to 14, for example 12.
  • a preferred compound of formula (C) is
  • This compound is dodecyl dipropylene triamine or N,N-bis(3-aminopropyl)-dodecylamine and has CAS no. 2372-82-9 and is commercially available from Lonzabac as Lonzabac 12, it is also known as Triameen YD12 (available from Akzo Nobel).
  • compositions of the invention do not comprise PH B or they may be free of polymeric biguanides or they may be free of biguanidines or free of biguanidines (eg free of polymeric and non-polymeric biguanides).
  • compositions of the invention that comprise a compound of formula (C), for example N,N-bis(3-aminopropyl)-dodecylamine do not comprise PHMB or are free of polymeric biguanidines or free of biguanidines (e.g. free of polymeric and non-polymer biguanidines).
  • compositions that comprise a compound of formula (C), for example N,N-bis(3-aminopropyl)-dodecylamine and a biguanidine, such as a polymeric or non-polymer biguanidines, for example PHMB are also envisaged.
  • component (i) is a quaternary ammonium component (I) as described above and at least one polymeric biguanide such as PHMB, which may be the only additional antimicrobial component (II) or the component (II) may contain a further anti-microbial ingredient.
  • component (i) is a quaternary ammonium component (I) as described above and at least one compound of formula (C), such as N,N-bis(3-aminopropyl)-dodecylamine.
  • component (i) does not comprise isothiazole.
  • compositions of the invention are free of isothiazole.
  • component (i) in the compositions of in the present invention will vary depending on a number of factors, such as the intended use of composition and the particular compound(s) used as component (i).
  • the siloxanes used in the present invention are selected from those having formulae (H 3 C)[SiO(CH3)2]nSi(CH 3 )3, and (H 3 C)[SiO(CH 3 )H] n Si(CH3) 3> and mixtures thereof, where n is an integer, of from 1 to 10, more preferably from 1 to 6 and most preferably from 1 to 4, for example n may be 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, especially 1 , 2, 3 or 4. These materials are often referred to as (poly)dimethylsiloxanes (CAS # 9016-00-6) and (poly)methylhydrosiloxanes respectively. These materials are typically liquid at ambient temperature and pressure (e.g. about 20°C at atmospheric pressure). Commercially available siloxanes that may be used in the present invention include those available from Xiameter under the trade names PMX 200 and PMX-1184.
  • siloxanes typically have a molecular weight of from about 200 to about 950 g/mol, preferably from about 220 to about 905 (such as from about 222 to about 902 or about 236 to about 762), more preferably from about 220 to about 610 (e.g. from about 222 to about 606 or about 236 to about 522).
  • Examples of preferred (poly)dimethylsiloxanes are hexamethyldisiloxane (CAS # 107-46-0), octamethyltrisiloxane (CAS # 107-51-7), decamethyltetrasiloxane (CAS # 141-62-8), dodecamethylpentasiloxane (CAS # 141-63-9).
  • the siloxanes typically have a viscosity of from 0.1 to 5 centistokes, preferably from 0.8 to 4 centistokes at 20°C.
  • Preferred siloxanes have a viscosity of from 0.65 to 3 centistokes at 20°C, e.g. 0.65, 1 , 1.5, 2, 3, 4 or 5 centistokes.
  • the siloxane component (ii) is generally also strongly hydrophobic. By this we include the meaning that it is repelled from a mass of water and by itself is substantially insoluble in water.
  • substantially insoluble in water we mean that the material typically has a solubility of less than 2g/100g water at 20°C and atmospheric pressure, such as less than 1g/100g water, preferably, less than 0.5g/100g water, for example less than 0.1g/100g water, e.g. less than 0.01g/100g water.
  • component (ii) may be used alone or in combination.
  • mixtures of siloxanes and/or polysiloxanes of different molecular weight may be used.
  • Many commercially available siloxanes/polysiloxanes are provided as mixtures and these can be used without the need to separate the components of the mixture. Details of commercially available siloxanes which are suitable for use in the compositions of the invention are set out, for example, at http://www.clearcoproducts.com/standard pure silicones.html.
  • siloxanes For example a mixture of two, three, four, five or more siloxanes may be used. If a combination of siloxanes is used the materials may be used in equal or differing amounts. For example each siloxane may be used in equimolar amounts or the amount by weight of each siloxane may be the same. Other suitable ratios (in terms of molar amounts or by weight of the total amount of siloxanes) when a mixture of two siloxanes are used range from 0.1 :99.9 to 99.9:0.1, preferably from 1:99 to 99:1, more preferably from 95:5 to 5:95, for example from 10:90 to 90:10 or from 25:75 to 75:25.
  • any ratio described above may be used.
  • One particular combination comprises hexamethyldisiloxane: octamethyltrisiloxane in a ratio of 95:5.
  • a mixture of two or more siloxanes or polysiloxanes can be used.
  • the use of the combination of hexamethyldisiloxane and octamethyltrisiloxane is preferred as is the use of a shorter chain siloxane such as one or both of these materials together with one or more of polysiloxanes of higher molecular weight described above.
  • the anti-microbial compositions used in the invention comprise a polar solvent, component (iii).
  • Suitable polar solvents include, but are not limited to, water, alcohols, glycol ethers and mixtures thereof.
  • Suitable alcohols include, but are not limited to, straight or branched chain d to C 5 alcohols, such as methanol, ethanol, n-propanol, iso-propanol, mixtures of propanol isomers, n- butanol, sec-butanol, tert-butanol, iso-butanol, mixtures of butanol isomers 2-methyl-1- butanol, n-pentanol, mixtures of pentanol isomers and amyl alcohol (mixture of isomers), and mixtures thereof.
  • straight or branched chain d to C 5 alcohols such as methanol, ethanol, n-propanol, iso-propanol, mixtures of propanol isomers, n- butanol, sec-butanol, tert-butanol, iso-butanol, mixtures of butanol isomers 2-methyl-1- butanol,
  • Preferred polar solvents for use in the anti-microbial compositions include, but are not limited to, water, ethanol, n-propanol, isopropanol, ethylene glycol ethers, propylene glycol ethers, butyl diglycol (BDG) and dipropylene glycol methyl ether (Trade name Dowanol DPM) and mixtures thereof.
  • the composition comprises water or a mixture of water and one or more alcohols selected from the alcohols described above. In such mixtures, water is preferably the major component.
  • the polar solvent may consist essentially of water or consist of water. If the compositions of the invention comprise an alcohol, the alcohol is typically present in an amount lower than the amount necessary for the alcohol to provide an antimicrobial effect.
  • compositions of the invention are substantially free of alcohol.
  • the compositions may contain 1% or less by weight alcohol.
  • the compositions may contain less than 1% or less than 0.5% by weight or 0.1% by weight or less of an alcohol such as isopropanol.
  • compositions of the invention may comprise no isopropanol or may comprise no alcohol.
  • the anti-microbial compositions may contain components in addition to components (i), (ii), (iii) and (iv) set out above.
  • compositions of the invention may optionally comprise one or more of ethylene glycol, propylene glycol, 1,3-butylene glycol, 1 ,4-butylene glycol, hexylene glycol, butyl diglycol, diethylene glycol, triethylene glycol and dipropylene glycol, and mixtures thereof, particularly one or more of diethylene glycol and/or dipropylene glycol.
  • these ingredients are not considered to be polar solvents.
  • the anti-microbial compositions of the invention are typically made by a process which comprises the steps of (I) mixing component (i) and component (ii); (II) adding the polar solvent to the mixture formed in step (I); and (III) agitating the resulting mixture until a clear solution is formed.
  • step (I) can be carried out in sufficient polar solvent to dissolve component (i).
  • some materials which may be used a component (i) are commercially available in solution. In this case, these materials can be used in step (I) in their commercially available form.
  • the mixture used in step (I) comprises from about 1 to about 25% by weight of a polar solvent, more preferably from about 2 to about 8% by weight polar solvent.
  • the person of ordinary skill in the art could readily determine an appropriate amount of solvent to use. If too much solvent is used the initial cloudy solution will not become clear.
  • the polar solvent typically use in step (I) is water, although other polar solvents may be used alternatively or additionally.
  • the one or more additional antimicrobial agents (iv) may be introduced in step (I) or they may be added in step (II).
  • step (I) the process to produce the compositions is carried out at room temperature with stirring.
  • step (I) the mixture is initially cloudy because the component (ii) is insoluble in the polar solvent.
  • step (I) is complete when the solution becomes clear.
  • step (I) If an antimicrobial agent that is not soluble in the polar solvent is used, it should be added in step (I).
  • step (I) the components may be mixed in any suitable manner. This may be achieved by slow addition of a component (i) to component (ii) or visa versa and then mixing (for example stirring overnight). It would be a routine matter for the person of ordinary skill in the art to determine a suitable rate of addition.
  • the mixing/blending steps can also use techniques ultrasonic mixing/blending.
  • compositions may be prepared in a concentration form (i.e. with little or no polar solvent) and diluted with polar solvent (e.g. water) when used.
  • polar solvent e.g. water
  • the ratio by weight of the component (I) to the component (ii) in the anti-microbial compositions ranges from about 100:1 to 5.1, preferably from about 90:1 to about 8:1, more preferably from about 80:1 to about 15:1, still more preferably from about 50:1 or about 40:1 to about 20:1, for example about 20:1 to about 40:1 , such as about 20:1 or about 27:1 or about 29:1 or about 38:1.
  • the ratio by weight of the component (I) to the additional anti-microbial agent (II) is typically from about 1:10 or about 1 :2 or about 1:1 to about 50:1, or to about 30:1, for example, from about 1:1 or about 2:1 or about 3:1 to about 20:1 or about 10:1 or about 6:1 or from about 0.4:1 to about 4:1, such as about 0.55:1 to about 3.16:1, for example about 1:1, or about 2:1, or about 2.75: 1 or about 3.17:1
  • the total weight ratio of (I) and (II) to the component (ii) is from about 5:1 to about 100:1, for example from about 10:1 to about 60:1, e.g. about 50:1 or about 40:1.
  • component (I) is present in an amount of from about 0.01 to about 50 % by weight of the composition, such as from about 0.02 to about 40 %, for example from about 0.05 to about 30 %, preferably from about 0.1 to about 20 % (e.g. from 0.2 to 15 % or 0.5 to 10 %).
  • component (ii) is present in an amount of from about 0.001 to about 10 % by weight of the composition, such as from about 0.002 to about 5 %, for example from about 0.003 to about 2 %, preferably from about 0.005 to about 1 % (e.g. from 0.008 to 0.8 % or 0.1 to 0.5 %).
  • the amount of component (ii) will vary depending on a number of factors such as the viscosity and/or volatility of the compound used.
  • the polar solvent component (iii) is present in an amount of from about 10 to about 99.999 % by weight of the composition, such as from about 50 to about 99.999 %, for example from about 80 to about 99.99 %, preferably from about 90 to about 99.9 %, more preferably from about 95 to about 99.8 % (e.g. from 97 to 99.7 % or 97.5 to 99.6 %).
  • the additional anti-microbial agent(s), such as PHMB is present in the compositions in an amount of from about 0.001 to about 10 % by weight of the compositions, such as from about 0.005 to about 5 %, for example from about 0.01 to about 2 %, preferably from about 0.05 to about 1 % (e.g. from 0.1 to 0.5 %).
  • compositions of the invention include:
  • a composition comprising:
  • a siloxane such as a hexamethyldisiloxane or dodecamethylpentasiloxane
  • a non-ionic surfactant such as a C 8-10 alkyl glucoside or an alcohol ethoxylate, such as a Cg. 11 alcohol ethoxylate;
  • ratio of (iv) to (i) in terms of ppm is no more than 20:1 , such as from 1 :1 to 10:1.
  • a composition comprising:
  • a siloxane such as a hexamethyldisiloxane or dodecamethylpentasiloxane
  • a non-ionic surfactant such as a C 8- io alkyl glucoside or an alcohol ethoxylate, such as a C 9-1 alcohol ethoxylate;
  • ratio of (iv) to (i) in terms of ppm is no more than 20:1, such as from 1 :1 to 10:1.
  • a composition comprising:
  • a siloxane such as a hexamethyldisiloxane or dodecamethylpentasiloxane
  • a non-ionic surfactant such as a C 8 .io alkyl glucoside or an alcohol ethoxylate, such as a Cg-n alcohol ethoxylate;
  • ratio of (iv) to (i) in terms of ppm is no more than 20:1 , such as from 1 :1 to 10:1.
  • a composition comprising:
  • a siloxane such as hexamethyldisiloxane or dodecamethylpentasiloxane
  • a non-ionic surfactant such as a C 8- i 0 alkyl glucoside or an alcohol ethoxylate, such as a C 9- ii alcohol ethoxylate;
  • ratio of (iv) to (i) in terms of ppm is no more than 20:1, such as from 1 :1 to 10:1.
  • a composition comprising:
  • a siloxane as defined herein such as hexamethyldisiloxane or dodecamethyl pentasiloxane
  • a non-ionic surfactant such as a C 8 -C 10 alkyl glucoside or an alcohol ethoxylate, such as a C9.11 alcohol ethoxylate and/or a cationic surfactant;
  • ratio of (iv) to (i) in terms of ppm is no more than 20: 1 , such as from 1 : 1 to 10: 1.
  • the ratio by weight of component (I) (total weight of the compound of formula A and the compound of formula B) to the compound of formula (C) is preferably from 1:1 to 10:1, for example about 4:1.
  • the ratio of component (i) to N,N-bis(3- aminopropyl)-dodecylamine is from 1 : 1 to 10: 1 , for example about 4: 1.
  • compositions the ratio of component (ii) to the total amount of anti-microbial agents is preferably about 1:40 or 1:50 by weight.
  • These compositions may optionally comprise butyl diglycol.
  • These compositions may optionally comprise one or more additional ingredients, for example one or more of a fragrance, a builder (for example a carbonate, a bicarbonate or citric acid), and/or a chelating agent such as EDTA.
  • the compositions of the invention may comprise compatible ingredients which are commonly used in the art in compositions for a particular purpose. For example, ingredients that are commonly used in a washing up liquid could be used in combination with the essential ingredients of the compositions of the invention to provide a composition that has the necessary cleaning properties together with anti-microbial properties.
  • compositions of the invention contain ingredients, which make the composition suitable for a particular purpose, such as ingredients that are standard in the art for detergent compositions such as washing up liquid or personal care compositions
  • the compositions of the invention can be made by introducing an amount of an anti-microbial composition as described above into a pre-prepared initial formulation.
  • an anti-microbial composition could be introduced into a suitable commercially available detergent composition.
  • an anti-microbial composition of the invention may be incorporated into a formulation by addition during one of the steps in the process for making the formulation or a method in which an initial composition according to the invention is not formed before mixing with other ingredients.
  • compositions of the invention act to substantially reduce or control the formation of microbial colonies on or at the surface to which they are applied. This means that not only do the compositions of the invention kill any microorganisms that are present on a surface when they are applied to that surface (so called “wet kill”), they also have a residual effect in that they prevent the formation of new microbial colonies at the surface (so called “dry kill”).
  • compositions of the invention are also resistant to washing with water and to wiping. This means that the compositions of the invention provide a residual anti-microbial effect even when the surface which has been treated is subsequently wiped and/or washed or rinsed with water.
  • compositions of the invention provide a residual antimicrobial effect and provide an antimicrobial effect even after being subjected to the residual efficacy test described herein. That is, these compositions provide a reduction in microorganisms when subjected to a three wear cycle test on a non-porous stainless steel, glass or plastics substrate and typically provide a 3 log or greater reduction over a 24 hour period.
  • this we mean that 24 hours after application of the composition of the invention to the surface, if micro-organisms are applied to that surface (without the further addition of a composition of the invention or another anti-microbial agent) at least a 3 log reduction in those micro-organisms will be achieved.
  • the present invention provides a method for providing a residual antimicrobial benefit to a surface such as a hard surface or skin, which method comprises applying a composition as defined herein to that surface.
  • the composition may be applied to the surface by spraying the composition on the surface or wiping the composition onto the surface.
  • a method that consists essentially of or consists of applying the composition to the surface is provided.
  • the invention also provides a method in which the surface is wiped or scrubbed when the composition of the invention is applied to the surface.
  • compositions of the invention can be used in the form in which they are provided or can be diluted with water before use.
  • the invention also provides a method, such as a method as defined above, in which a composition of the invention is diluted before use.
  • An advantage of the invention is that it is possible to prevent a broad range of microorganisms from adhering and attaching to the surface, and, therefore, from forming a biofilm. Large numerous colonies are also substantially prevented from forming. Thus, the ability of the colony to grow is substantially reduced or even prevented.
  • the invention is therefore general in its control of microorganisms.
  • the compositions of the invention do not need to contain materials that are highly toxic to mammals.
  • the anti-microbial agents used in the anti-microbial compositions are typically well known and widely understood and tested anti-microbial agents.
  • the efficacy of the known anti-microbial agents is amplified in the formulations of the invention. Therefore, anti-microbial agents that have a low toxicity can be used in the anti-microbial compositions.
  • many "new" anti-microbial agents for known techniques of sanitization use "stronger", more toxic and/or little tested materials.
  • the anti-microbial compositions of the invention do not contain materials that produce highly persistent residues or rinsates or products that contain heavy metals and their salts. Thus, there is a greatly reduced risk of long term hazards.
  • the anti-microbial compositions of the invention do not interfere with the biochemical reproductive pathways of the micro-organisms they control. The risk of resistance build up and the development of resistant strains is, therefore, low.
  • the anti-microbial compositions of the invention can have a duel effect in that not only do they provide an anti-microbial effect in use but they can also have a preservative effect on the composition. This means that it is typically not necessary to include additional preservatives in the formulations of the invention.
  • compositions of the invention do not typically give surfaces to which they are applied a greasy feel.
  • compositions of the invention can provide a very good hand feel, which is important in formulations for personal care and hand sanitizing.
  • Products for use on the skin can provide anti-fungal, anti-microbial, odour prevention, reduced risk of infection and/or enhanced healing benefits.
  • Hair care products of the invention can be used to prevent/reduce scalp odour.
  • Food sprays can reduce/prevent spoilages of food by preventing microbial build up.
  • the compositions of the invention are particularly suitable for surface treatment applications.
  • compositions of the invention comprising a compound of formula (C) such as N,N-bis(3-aminopropyl)-dodecylamine are particularly suitable for surface treatment applications.
  • a compound of formula (C) such as N,N-bis(3-aminopropyl)-dodecylamine are particularly suitable for surface treatment applications.
  • compositions of the invention that comprise a compound of formula (C) such as N,N- bis(3-aminopropyl)-dodecylamine are particularly useful for controlling or reducing or preventing the formation of fungi.
  • the anti-microbial compositions of the invention can typically degrade when submersed in water, to provide a rinsate/leachate of low toxicity and which has a short residence time in the environment.
  • the property of mobility of the product permits materials that are frequently washed or rinsed to be "recharged” with the anti-microbial composition during a routine act of cleaning or maintenance.
  • the anti-microbial composition is incorporated into a simple conventional detergent solution or added to a "final rinse” during cleaning.
  • the anti-microbial composition will be drawn, due to the presence of its hydrophobic elements, into the surface of the product to be “recharge”. The sanitization properties of the formulation are, therefore, restored without the need for re-manufacture or difficult treatment processes.
  • Figure 1 shows the results of the cleaning test reported in Example 11.
  • FIG. 1 shows the results of the cleaning test reported in Example 12.
  • TSA Tryptone soya agar
  • a 50ml centrifuge tube was weighted so that it weighed approximately 200g (+/- 20g).
  • a professional care wipe was folded twice (4 layers) and wrapped over the lid of the centrifuge tube ensuring a smooth cover.
  • An abrasive cycle consisted of a wet and dry wipe followed by a bacterial challenge as detailed below. a) Wet Wipe
  • the discs were then subject to a bacterial challenge using either a 10 6 CFU/ml (intermediate time/ wear points) or 10 8 CFU/ml (0 and final wear cycles) concentration of the required bacterial suspension with an interferring substance. (See below for bacterial challenge preparation).
  • a bacterial suspension was prepared fresh from a secondary subculture on TSA.
  • the bacterial suspension was diluted as necessary using tryptone saline, to give a cell concentration of approximately 10 8 CFU/ml suspension.
  • the concentration of the bacterial suspension was determined by spectrophotometry.
  • the suspension was mixed 1:1 with bovine albumin soluion (0.6%) before use to achive a final concentration of 0.3% bovine albumin solution in the bacterial suspension.
  • the 10 8 CFU/ml concentration of bacterial suspension was used for the initial and final bacterial challenges in the testing.
  • the 10 8 CFU/ml suspension was further diluted to 10 6 CFU/ ml using tryptone-saline solution.
  • the 10 6 CFU/ml suspension was mixed 1 :1 with bovine albumin soluion (0.6%) before use to achive a final concentration of 0.3% bovine albumin solution in the bacterial suspension.
  • the vial was shaken briefly to allow mixing, then left to stand for 5 minutes, after which time the vial was vortexed for 30 seconds. Serial dilutions (10 ⁇ ) were then prepared in the neutralisation solution and plated out. Molten TSA was poured into the plates and allowed to set before incubation at 37°C for 48 hours.
  • a fresh batch of bacterial suspension was prepared (10 8 CFU/ml) in tryptone-saline solution from a secondary culture on TSA.
  • the suspension was mixed 1:1 with 0.6% bovine albumin solutions to achieve a final concentration of 0.3% bovine albumin solution in the bacterial suspension.
  • 50 ⁇ of product was pipette into a sterile container with 10 ml of neutraliser and gently mixed, left for 5 minutes. After the neutralisation the disc was inoculated with 10 ⁇ of 108 CFU/ml of the antimicrobial test suspension and transferred to a vial and mixed well, the vial was allowed to stand for 5 minutes and vortexed for 30 seconds.
  • Serial dilutions (10 " ) were prepared in the neutraliser solution and plated out.
  • Molten TSA (Tryptic Soy Agar) was poured into the plate and allowed to set before being incubated at 37°C for 48 hours.
  • TVC's total viable counts of the bacteria grown in the agar were obtained from the products and compared with the hard water controls.
  • BAC is benzalkonium chloride
  • DDAC is dodecyl dimethyl ammonium chloride
  • PHMB poly hexamethylene biguanide
  • Example 2 Comparison of the Residual Efficacy of Quaternary Ammonium Compound Mixtures and those containing the additional antimicrobial agent (PHMB or N,N-bis(3- aminopropyl)-dodecylamine)
  • Example 1 no surfactant was included in the formulations tested as the purpose of the experiments was to illustrate the advantages of using the combination of antimicrobials used in the invention.
  • TJM003/13A In suitably sized vessel Deionised Water (95.80g) was added, followed by the addition of solution (1) (0.2g), the mixture was then stirred on a magnetic stirrer for 15 minutes. Solution (2) (2.0g) was then added and stirred for a further 15 minutes and finally TJM003/13C (2.0g) was then added and stirred for a further 15 minutes to give TJM003/13A.
  • Example 3 Comparison of the Antimicrobial Efficacy of Quaternary Ammonium Compound Mixtures and those containing the additional antimicrobial agents (PHMB or N,N-bis(3-aminopropyl)-dodecylamine)
  • composition comprising a mixture of quaternary ammonium compounds alone did not show acceptable performance against all the standard bacteria in the suspension test, especially against Pseudomonas aeruginosa.
  • the addition of either PHMB or Triamine was able to deliver a 5 log reduction. A 5 log reduction is required to pass the British Standard test EN 1276:2009.
  • Formulations were prepared as in Examples 1 and 2 using the respective concentrations (ppm) of antimicrobial agents.
  • Examples 1-to 3 show that the use of either a single or mixed Quaternary Ammonium Salt mixture does not provide the necessary antimicrobial effect but that desirable antimicrobial performance can be obtained if a combination of biocides as defined in the present invention is used.
  • the formulations tested in the following Examples contained a surfactant.
  • Example 4 Testing for Residual Efficacy of a PHMB and N,N-bis(3-aminopropyl)- dodecylamine formulation containing non-ionic surfactants against S. aureus.
  • compositions of the invention containing non-ionic surfactants for example alcohol ethoxylates (Neodol 91-8) possess residual efficacy against S. aureus. Testing was also carried out on Pseudomonas aeruginosa as an alternative bacteria and showed similar results.
  • Example 5 Residual Efficacy vs Pseudomonas - Compositions comprising various solvents
  • Example 6 Residual Efficacy vs Pseudomonas for compositions containing different ratios of antimicrobial component (i) to surfactant component (iv), using the alcohol ethoxylate surfactant sold under the trade name Neodol 91-8
  • Residual antimicrobial performance was measures as described within.
  • compositions comprising components (i) and (iv) in a ratio of 1:20 or less pass the residual efficacy test while compositions containing a higher proportion of surfactant do not.
  • a surfactant to a biocidal formulation can have a negative impact on antimicrobial performance. It is therefore important to formulate antimicrobial compositions with the optimal level of surfactant to balance the cleaning capabilities on hard surfaces and skin.
  • ratio to be less than 1:20 (Antimicrobial component (eg: actives in G32): Surfactant).
  • RSH009/70A - In a suitably sized vessel Deionised Water (99.3g) was added, followed by G32N100 (0.5g) the mixture was left to stir for 15 minutes on a magnetic stirrer. The Neodol 91-8 (Shell) (0.2g) was then added and the mixture stirred for a further 15 minutes, until a homogenous ' solution was achieved.
  • Example 7 Residual Efficacy vs Pseudomonas for a composition containing the surfactant APG
  • Residual analysis on a formulation containing an alternative surfactant was also carried out.
  • Example 8 Residual efficacy testing for compositions comprising Triamine with and without surfactant
  • TTG001/46C - Prepared as TJM003/13A (Example 2) but with the addition of Praepagen HY (Clariant) (1.5g).
  • Example 9 Initial antimicrobial efficacy against S. aureus using compositions containing an amine oxide surfactant
  • Example 10 - Modified EN 13697 carried out Human skin for residual analysis
  • Formulations on the invention are also suitable for use on skin - for example as hand sanitizers.
  • a modified residual method similar to that described above was carried out on a human skin model. No abrasions were performed and the residual activity was measured after 8 hours against various bacteria using isopropanol as the control.
  • RSH003/87A - In a suitably sized vessel Deionised Water (99.45g) was added, followed by G32N100 (0.3g) the mixture was left to stir for 15 minutes on a magnetic stirrer. Surfac APG- PC (Surfachem) (0.25g) was then added and the mixture stirred for a further 15 minutes, until a homogenous solution was achieved.
  • compositions tested contained G32 and various levels of an alkyl polyglucoside surfactant.
  • a white acrylic panel dosed with a simulated bath soil (a combination of calcium carbonate, soap and grease) was loaded onto the Wet Abrasion Scrub Tester with the soiled side facing up. 4 sponges labelled 1-4, were soaked in cold water then squeezed out between 2 tiles. For each product 2 grams of solutions RSH009/96 A-D was dosed onto a sponge, recording which product was on which sponge. The sponges were the loaded into the wet abrasion scrub tester in sponge holders 1-4. 200grams of extra weight was added to each sponge holder. The machine was set to 100 hundred wear cycles, and then started. The number of wares was continued until a total of 600 wares had been completed. The panel was removed from the machine and the level of soil removal assessed on tracks 1-4. (The results of this experiment are shown in Figure 1.) The results show that a small improvement in soil removal is seen with the addition of surfactant to G32 (10:1 ratio) track 2. Track 3 provides good cleaning as does the higher level of surfactant in track 4. Formulation Experimental:
  • DDAC Acticide DDQ40
  • PMX 200 Silicone
  • BAC Acticide BAC50
  • PHMB Van TG
  • RSH009/96A-D made as preparation RSH009/96B using the following,
  • Example 12 Cleaning performance (Neodol 91-8)
  • compositions tested contained G32 and various levels of an alcohol ethoxylate (Neodol 91-8) surfactant.
  • compositions comprising 1 :1 G32:Surfactant gave particularly good cleaning performance. As illustrated in the Examples above, this ratio also provides desirable antimicrobial performance.
  • Example 11 The formulation were prepared using the method described in Example 11 and the cleaning testing was carried out using the method described in Example 11, except Neodol 91-8 replaced APG-PC.

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Abstract

Cette invention concerne une composition antimicrobienne comprenant : (i) un composant antimicrobien contenant un composé ammonium quaternaire (I) constitué (a) d'un composant comportant essentiellement un composé unique de formule (A), R1 et R2 étant chacun indépendamment un groupe alkyle à chaîne linéaire non substitué et non interrompu en Ce-12, et X" étant un chlorure, un bromure, un fluorure, un iodure, un sulfonate, un carbonate ou un bicarbonate et (b) d'un composant comportant essentiellement au moins un composé benzalkonium de formule (B), m étant compris entre 8 et 18, et X" étant un chlorure, un bromure, un fluorure, un iodure, un saccharinate ou un sulfonate, le rapport en poids de (a) sur (b) étant de 10:1 à 1:10 ; et (II) un autre composant antimicrobien ne contenant pas de composé ammonium quaternaire ; (ii) au moins un siloxane sélectionné parmi ceux de formule (H3C)[SiO(CH3)2]nSi(CH3)3, et (H3C)[SiO(CH3)H]nSi(CH3)3, n étant un nombre entier compris entre 1 et 10 ; (iii) un solvant polaire ; (iv) au moins un tensioactif. En termes de parties par million (ppm), la quantité du composant (iv) ne dépasse pas 20 fois celle du composant (i), et le composant (I) est le seul composant de la composition contenant un composé ammonium quaternaire.
PCT/GB2012/052674 2011-10-28 2012-10-26 Composition antimicrobienne WO2013061082A1 (fr)

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GB2517778A (en) * 2013-09-02 2015-03-04 Robert Anthony William Scoones Cleaning liquid
ITMI20131987A1 (it) * 2013-11-28 2015-05-29 Pavia Farmaceutici S R L Dispositivi implantari antibatterici a base di titanio o sue leghe
WO2015157388A1 (fr) * 2014-04-08 2015-10-15 Lonza, Inc. Composition de désinfection à action rapide
WO2016156869A3 (fr) * 2015-04-02 2016-11-10 Byotrol Plc Composition antimicrobienne
WO2018033718A1 (fr) * 2016-08-17 2018-02-22 Byotrol Plc Composition antimicrobienne
WO2018065190A1 (fr) * 2016-10-07 2018-04-12 Unilever N.V. Liquide désinfectant pour toilette personnelle
US9956153B2 (en) 2014-08-01 2018-05-01 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
EP3387905A1 (fr) * 2017-04-12 2018-10-17 ARS Holding Kolding A/S Liquide anti-algues à base d'eau
US10440950B2 (en) 2015-09-17 2019-10-15 Ecolab Usa Inc. Methods of making triamine solids
US10463041B2 (en) 2015-09-17 2019-11-05 Ecolab Usa Inc. Triamine solidification using diacids
WO2023086209A1 (fr) * 2021-11-12 2023-05-19 American Sterilizer Company Composition de nettoyage/désinfection prête à l'emploi pour le nettoyage d'instruments médicaux
US11718813B2 (en) 2020-03-23 2023-08-08 Ecolab Usa Inc. 2-in-1 sanitizing and rinse aid compositions employing amine based surfactants in machine warewashing
US11910797B2 (en) 2018-01-14 2024-02-27 Collidion, Inc. Compositions, kits, methods and uses for cleaning, disinfecting, sterilizing and/or treating
US11974573B2 (en) * 2017-06-28 2024-05-07 Collidion, Inc. Compositions, methods and uses for cleaning, disinfecting and/or sterilizing
US12048307B2 (en) * 2020-08-17 2024-07-30 Collidion, Inc. Compositions, methods and uses for cleaning, disinfecting and/or sterilizing

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EP3968770A1 (fr) 2019-05-17 2022-03-23 Ecolab USA Inc. Amélioration antimicrobienne d'antiseptiques pour la peau à actif cationique
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Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2517778B (en) * 2013-09-02 2015-08-05 Robert Anthony William Scoones Cleaning liquid
GB2517778A (en) * 2013-09-02 2015-03-04 Robert Anthony William Scoones Cleaning liquid
US10357034B2 (en) 2013-09-02 2019-07-23 JVS Products Limited Cleaning liquid
US9961896B2 (en) 2013-09-02 2018-05-08 JVS Products Limited Cleaning liquid
ITMI20131987A1 (it) * 2013-11-28 2015-05-29 Pavia Farmaceutici S R L Dispositivi implantari antibatterici a base di titanio o sue leghe
US10206392B2 (en) 2014-04-08 2019-02-19 Lonza, Inc. Fast acting disinfection composition
WO2015157388A1 (fr) * 2014-04-08 2015-10-15 Lonza, Inc. Composition de désinfection à action rapide
US11140898B2 (en) 2014-04-08 2021-10-12 Lonza, Llc Fast acting disinfection composition
CN106455557A (zh) * 2014-04-08 2017-02-22 龙沙股份有限公司 速效消毒组合物
CN106455557B (zh) * 2014-04-08 2019-09-27 龙沙股份有限公司 速效消毒组合物
US10517806B2 (en) 2014-08-01 2019-12-31 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
US9956153B2 (en) 2014-08-01 2018-05-01 Ecolab Usa Inc. Antimicrobial foaming compositions containing cationic active ingredients
TWI626006B (zh) * 2015-04-02 2018-06-11 布友羅爾有限公司 抗微生物組成物
WO2016156869A3 (fr) * 2015-04-02 2016-11-10 Byotrol Plc Composition antimicrobienne
US11730167B2 (en) 2015-09-17 2023-08-22 Ecolab Usa Inc. Triamine solidification using diacids
US10440950B2 (en) 2015-09-17 2019-10-15 Ecolab Usa Inc. Methods of making triamine solids
US10463041B2 (en) 2015-09-17 2019-11-05 Ecolab Usa Inc. Triamine solidification using diacids
US11051512B2 (en) 2015-09-17 2021-07-06 Ecolab Usa Inc. Triamine solidification using diacids
WO2018033718A1 (fr) * 2016-08-17 2018-02-22 Byotrol Plc Composition antimicrobienne
WO2018065190A1 (fr) * 2016-10-07 2018-04-12 Unilever N.V. Liquide désinfectant pour toilette personnelle
CN109803532A (zh) * 2016-10-07 2019-05-24 荷兰联合利华有限公司 个人洗涤消毒液
EP3387905A1 (fr) * 2017-04-12 2018-10-17 ARS Holding Kolding A/S Liquide anti-algues à base d'eau
US11974573B2 (en) * 2017-06-28 2024-05-07 Collidion, Inc. Compositions, methods and uses for cleaning, disinfecting and/or sterilizing
US11910797B2 (en) 2018-01-14 2024-02-27 Collidion, Inc. Compositions, kits, methods and uses for cleaning, disinfecting, sterilizing and/or treating
US11718813B2 (en) 2020-03-23 2023-08-08 Ecolab Usa Inc. 2-in-1 sanitizing and rinse aid compositions employing amine based surfactants in machine warewashing
US12048307B2 (en) * 2020-08-17 2024-07-30 Collidion, Inc. Compositions, methods and uses for cleaning, disinfecting and/or sterilizing
WO2023086209A1 (fr) * 2021-11-12 2023-05-19 American Sterilizer Company Composition de nettoyage/désinfection prête à l'emploi pour le nettoyage d'instruments médicaux

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GB2497389A8 (en) 2013-06-19
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GB2497389A (en) 2013-06-12
GB201118673D0 (en) 2011-12-14
AR088569A1 (es) 2014-06-18

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