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WO2025019799A1 - Composition désinfectante auto-stabilisée - Google Patents

Composition désinfectante auto-stabilisée Download PDF

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Publication number
WO2025019799A1
WO2025019799A1 PCT/US2024/038803 US2024038803W WO2025019799A1 WO 2025019799 A1 WO2025019799 A1 WO 2025019799A1 US 2024038803 W US2024038803 W US 2024038803W WO 2025019799 A1 WO2025019799 A1 WO 2025019799A1
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weight
composition
acid
hydrogen peroxide
antimicrobial composition
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English (en)
Inventor
Luke OSEI-OWUSU
Xiao Jiang
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Arxada LLC
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Arxada LLC
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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/04—Sulfonic acids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof

Definitions

  • Hydrogen peroxide is used as a biocide in antimicrobial compositions in various fields because of its broad biocidal efficacy against many different types of organisms and excellent environmental profiles. Hydrogen peroxide has advantages and benefits as a disinfectant and biocide because it decomposes to oxygen and water and, therefore, is very safe to use.
  • antimicrobial compositions comprising hydrogen peroxide are used to destroy microorganisms and/or prevent the growth of microorganisms, such as bacteria, virus, yeast, fungi, and spores.
  • Antimicrobial compositions are used, for instance, to disinfect or sanitize objects in the food service industry, in the healthcare industry, in industrial settings, and for consumer household use.
  • Antimicrobial compositions are used to sanitize or disinfect surfaces, such as hard, non-porous surfaces.
  • hydrogen peroxide is typically combined with one or more stabilizers in formulating disinfectant products.
  • stabilizers for hydrogen peroxide include phosphoric acid, 1- hydroxyethylidene-l,l-diphosphonic acid (HEDP), picolinic acid, dipicolinic acid, ethylenediamine-N,N'-disuccinic acid, and the like. These stabilizers, however, can significantly increase the cost of the product.
  • Various stabilizers, for instance, are disclosed in U.S. Patent No. 9,321,664, which is incorporated herein by reference.
  • hydrogen peroxide is typically converted into peracetic acid in formulating disinfectant products in order to achieve the desired stability.
  • hydrogen peroxide is combined with copious amounts of acetic acid in order to produce peracetic acid in situ.
  • U.S. Patent Publication No. 2015/0291520. which is incorporated herein by reference, discloses a method for producing peracetic acid by reacting acetic acid with hydrogen peroxide.
  • Acetic acid and peracetic acid can produce an unpleasant odor.
  • peracetic acid can cause skin irritation and is not as environmentally friendly as hydrogen peroxide.
  • the present disclosure is generally directed to a stable antimicrobial composition comprising an aqueous solution that comprises hydrogen peroxide, organic sulfonic acid or salt thereof, and a carboxylic acid without containing a pyridine carboxylic acid based stabilizer or l-hydroxyethylidene-l,l-diphosphinic acid. Further, the stable antimicrobial composition of the present disclosure displays a hydrogen peroxide loss, after reaching equilibrium and after storage at 54°C for two weeks, that is less than a hydrogen peroxide loss of a similar composition that does not contain any organic sulfonic acid or salt thereof. [0009] In one embodiment, for instance, the present disclosure is directed to an antimicrobial composition comprising an aqueous solution.
  • the aqueous solution contains hydrogen peroxide in relatively great amounts.
  • hydrogen peroxide can be present in the aqueous solution in an amount greater than about 1% by weight, such as in an amount greater than about 5% by weight, such as in an amount greater than about 10% by weight, such as in an amount greater than about 14% by weight, such as in an amount greater than about 15% by weight, such as in an amount greater than about 18% by weight, such as in an amount greater than about 20% by weight, such as in an amount greater than about 25% by weight, including all increments of 0.1% therebetween.
  • hydrogen peroxide can be present in the aqueous solution in an amount less than about 25% by weight, such as in an amount less than about 19% by weight, such as in an amount less than about 15% by weight, such as in an amount less than about 10% by weight, such as in an amount less than about 5% by weight, such as in an amount less than about 2% by weight, including all increments of 0.1% therebetween.
  • the aqueous solution of the present composition can also contain an organic sulfonic acid or salt thereof.
  • the organic sulfonic acid or salt thereof can be present in the composition in an amount from about 0.1% by weight to about 6% by weight, such as in an amount less than about 5% by weight, such as in an amount less than about 4% by weight, such as in an amount less than about 3% by weight, such as in an amount less than about 2% by weight, including all increments of 0.1% therebetween.
  • the organic sulfonic acid or salt thereof can comprise a C1-C5 alkylsulfonic acid, a sulfonated C1-C5 carboxylic acid, a substituted or unsubstituted aromatic sulfonic acid, a mono-alkylphenylsulfonic acid, a di-alkylphenylsulfonic acid, or salts thereof, or mixtures thereof.
  • the organic sulfonic acid or salt thereof comprises a substituted aromatic or aliphatic sulfonic acid or salt thereof that is substituted with at least one C1-C3 alkyl group or phenyl group.
  • organic sulfonic acids or salts thereof that may be used in accordance with the present disclosure include methane sulfonic acid, dodecylbenzene sulfonic acid, benzene sulfonic acid, toluene sulfonic acid, or salts thereof, or mixtures thereof.
  • the aqueous solution of the present composition can also contain a C1-C14 carboxylic acid.
  • the C1-C14 carboxylic acid can be present in an amount of from about 0.1% by weight to about 7% by weight.
  • the carboxylic acid may be present in the composition in an amount less than about 7% by weight, such in an amount less than about 6% by weight, such as in an amount less than about 5% by weight, such as in an amount less than about 3% by weight, including all increments of 0.1% therebetween.
  • the carboxylic acid may be present in the composition in an amount greater than about 0.
  • 1% by weight such as in an amount greater than about 0.5% by w eight, such as in an amount greater than about 0.8% by weight, such as in an amount greater than about 1.2% by weight, such as in an amount greater than about 1.5% by weight, such as in an amount greater than about 1.8% by weight, such as in an amount greater than about 2.
  • 1% by weight such as in an amount greater than about 1.8% by weight such as in an amount greater than about 4.8% by weight, such as in an amount greater than about 5.9% by weight, including all increments of 0.1% by weight therebetween
  • the carboxylic acid may comprise a Ci to C14, such as a Ci to C2 carboxylic acid.
  • the carboxylic acid may comprise formic acid, formic acid salt, carbonic acid, glycolic acid, and/or acetic acid.
  • the carboxylic acid may comprise a blend of a blend of glycolic acid, formic acid, and a formic acid salt. It is to be noted that despite carbonic acid not being generally classed as a carboxylic acid, it is considered as one of the possible Ci to C2 carboxylic acids w ithin the context of this invention.
  • the antimicrobial composition of the present disclosure can have a weight ratio between hydrogen peroxide and the organic sulfonic acid or salt thereof, a weight ratio between hydrogen peroxide and the carboxylic acid, a weight ratio between the organic sulfonic acid and the carboxylic acid as well as a weight ratio among hydrogen peroxide, the organic sulfonic acid or salt thereof, and the carboxylic acid.
  • the weight ratio between hydrogen peroxide and the organic sulfonic acid or salt thereof can be from about 40: 1 to about 1:20. such as from about 20: 1 to about 1 : 10, such as from about 5: 1 to about 1 :5, such as from about 2: 1 to about 1 :2.
  • the weight ratio between hydrogen peroxide the carboxylic acid can be from 500: 1 to about 2: 1, such as from about 100:1 to about 2: 1, such as from about 40: 1 to about 2: 1, such as from about 20: 1 to about 2: 1, such as from about 12: 1 to about 4: 1.
  • the antimicrobial composition of the present disclosure can be formulated so as not to contain any hydrogen peroxide stabilizers.
  • the composition does not contain l-hydroxyethylidene-l,l-diphosphonic acid.
  • the composition can be free of a pyridine carboxylic acid, such as picolinic acid and/or dipicolinic acid.
  • the composition of the present disclosure is self-stabilizing.
  • the antimicrobial composition after reaching equilibrium and after storage at 54°C for two weeks the antimicrobial composition can display a hydrogen peroxide loss that is at least about 5% less, such as at least about 10% less, such as at least about 15% less, such as at least about 20% less than a hydrogen peroxide loss of a similar composition that does not contain the at least one organic sulfonic acid or salt thereof.
  • Hydrogen peroxide loss is determined according to the following equation:
  • the composition can contain various other components.
  • the composition can contain a nonionic surfactant.
  • the composition can contain an anionic surfactant.
  • anionic surfactants that may be incorporated into the composition include a linear alkylbenzene sulfonic acid or salt thereof, an alkylsulfate, an alkanolamide sulfate, an ethoxylated alkylphenol, or mixtures thereof.
  • the anionic surfactant comprises sodium dodecylbenzene sulfonate.
  • the composition can also contain a pH adjusting agent.
  • the pH adjusting agent may comprise a hydroxide, such as sodium hydroxide, potassium hydroxide, ammonium hydroxide, calcium hydroxide, magnesium hydroxide, or mixtures thereof.
  • the present disclosure while remaining stable, can be effective against a broad range of microorganisms.
  • the antimicrobial composition of the present disclosure is well suited to destroying and inhibiting the grow th of Clostridium difficile, which is a microorganism that is particularly difficult to control.
  • the present disclosure is also directed to a method for disinfecting a hard or soft surface.
  • the method includes the step of contacting a surface with an antimicrobial composition as described above.
  • the hard surface can be a surface used in the health care industry or in a veterinarian industry'.
  • the hard surface can comprise food processing equipment or a food preparation service.
  • the antimicrobial composition of the present disclosure can be applied to surfaces using various different techniques. For instance, the composition can be sprayed or otherwise applied to a surface directly. Alternatively’, the antimicrobial composition can be applied to a wiping product which is then used to apply the composition to a surface. In this regard, the present disclosure is also directed to a premoistened wiping product containing the antimicrobial composition as described above.
  • the present disclosure is directed to an antimicrobial composition that contains a relatively high concentration of hydrogen peroxide.
  • the composition is formulated so as not to contain any hydrogen peroxide stabilizers. Consequently, the composition can be considered self-stabilized containing relatively high amounts of hydrogen peroxide that has a shelf life of at least one year, such as at least two years.
  • the present inventors found that hydrogen peroxide, when combined with carboxylic acid and an organic sulfonic acid at certain percent by weight amounts relative to one another, is not readily converted to peracetic acid, thereby rendering hydrogen peroxide stable in a solution.
  • the unique combination of the organic sulfonic acid in combination with relatively low amounts of the carboxylic acid were discovered to activate the efficacy of the hydrogen peroxide for making the antimicrobial composition very effective against a broad range of microorganisms.
  • the antimicrobial composition of the present disclosure contains relatively low amounts of a carboxylic acid and contains very low amounts, if any, of peracetic acid, the antimicrobial composition of the present disclosure has dramatically lower odor properties compared to many conventional products.
  • the antimicrobial composition of the present disclosure can be formulated so as to be substantially free of peracetic acid, and/or free of chlorine bleach.
  • the antimicrobial composition of the present disclosure can be used in numerous and diverse applications.
  • the antimicrobial composition may be used to sanitize or disinfect hard, non-porous surfaces.
  • the antimicrobial composition is well suited for disinfecting or sanitizing flooring materials, countertops, ceramic surfaces, metal surfaces, glass surfaces, stone surfaces, and the like.
  • the antimicrobial composition is also well suited to sanitizing soft surfaces.
  • soft surfaces include, but are not limited to, upholstery, fabric, upholstered couches, sofas, chairs, seat cushions, upholstered cushions, pillows, upholstered furniture, fabric window treatments, curtains, draperies, shower curtains, fabric gym/laundry diaper bags, backpacks, fabric hampers, fabric dog/pet bedding, blankets, fabric upholstered car seats, fabric stuffed animals, toys, and the like.
  • the antimicrobial composition can be used to clean the surfaces, disinfect surfaces, destroy microorganisms on the surface and/or prevent growth of microorganisms on the surface.
  • the antimicrobial composition can be used in numerous different fields. For instance, the antimicrobial composition is well suited for use in the healthcare industry to disinfect surfaces and/or disinfect utensils.
  • the antimicrobial composition can be used in hospitals, for example, in order to prevent the spread of C. difficile.
  • the antimicrobial composition can be used in the food service industry' to disinfect and sanitize food processing equipment and other food processing surfaces or to wash produce, such as vegetables.
  • the antimicrobial composition can also be sold for consumer household use.
  • the composition can be used in a concentrated or diluted form depending upon the application.
  • the antimicrobial composition generally contains a hydrogen peroxide source in combination with an organic sulfonic acid and a carboxylic acid.
  • the hydrogen peroxide source may comprise hydrogen peroxide. In other embodiments, however, the hydrogen peroxide source may comprise a compound that produces hydrogen peroxide.
  • Hydrogen peroxide sources can include, for instance, solutions of alkali- metal hydrogen peroxides, alkali salts of percarbonate and persulfate, and organic peroxides.
  • Organic peroxides can include dicumyl peroxide, dialkyl peroxides, urea peroxides, and the like.
  • Hydrogen peroxide itself can provide numerous advantages and benefits. Hydrogen peroxide not only has activity against a broad range of microorganisms but is also relatively safe to use. Hydrogen peroxide can oxidize and/or bleach a surface, while degrading into very safe byproducts, namely oxygen and water.
  • the composition can contain hydrogen peroxide in an amount greater than about 1% by weight, such as in an amount greater than about 2% by weight, such as in an amount greater than about 3% by weight, such as in an amount greater than about 4% by weight, such as in an amount greater than about 5% by weight, such as in an amount greater than about 6% by weight, such as in an amount greater than about 7% by weight, such as in an amount greater than about 8% by weight, such as in an amount greater than about 9% by weight, such as in an amount greater than about 10% by weight, such as in an amount greater than about 11% by weight, such as in an amount greater than about 12% by weight, such as in an amount greater than about 13% by weight, such as in an amount greater than about 14% by weight, such as in an amount greater than about 15% by weight, such as in an amount greater than about 16% by weight, such as in an amount greater than about 17% by weight, such as in an amount greater than about 18% by weight, such as in an amount greater than about 19
  • the hydrogen peroxide can, for instance, be present in the composition in an amount less than about 24.5% by weight, such as in an amount less than about 23.5% by weight, such as in an amount less than about 22.5% by weight, such as in an amount less than about 21.5% by weight, such as in an amount less than about 20.5% by weight, such as in an amount less than about 19.5% by weight, such as in an amount less than about 18.5% by weight, such as in an amount less than about 17.5% by weight, such as in an amount less than about 16.5% by weight, such as in an amount less than about 15.5% by weight, such as in an amount less than about 14.5% byweight.
  • an amount less than about 13.5% by weight such as in an amount less than about 12.5% by weight, such as in an amount less than about 11.5% by weight, such as in an amount less than about 10.5% by weight, such as in an amount less than about 9.5% by weight, such as in an amount less than about 8.5% by weight, such as in an amount less than about 7.5% by weight, such as in an amount less than about 6.5% by weight, such as in an amount less than about 5.5% by weight, such as in an amount less than about 4.5% by weight, such as in an amount less than about 3.5% by weight, such as in an amount less than about 2.5% by weight, such as in an amount less than about 1.5% by weight, including all increments of 0.1% by weight therebetween, in a ready -to-use composition.
  • the antimicrobial composition of the present disclosure contains hydrogen peroxide in a relatively stable state, despite relatively high concentration of hydrogen peroxide, as described above.
  • the antimicrobial composition of the present disclosure is also formulated to inhibit hydrogen peroxide from converting into peracetic acid, thereby affording hydrogen peroxide stability in the composition of the present disclosure.
  • the antimicrobial composition is formulated such that substantially no peracetic acid is present in the composition.
  • the antimicrobial composition contains peracetic acid in an amount less than about 5 % by weight, such as less than about 3 % by weight, such as in an amount less than about 1 % by weight, such as in an amount less than about 0.75% by weight, such as in an amount less than about 0.50% by weight, such as in an amount less than about 0.25% by weight, such as in an amount less than about 0.1% by weight, including all increments of 0.1% therebetween.
  • the composition is substantially free of peracetic acid.
  • the peracetic acid, if any, is present in undetectable amounts.
  • the antimicrobial composition of the present disclosure retains more than about 80% by weight of the hydrogen peroxide amount that was present in the initial composition.
  • the antimicrobial composition can retain at least about 81% by weight of the hydrogen peroxide amount that was present in the initial composition, such as at least about 85% by weight, such as such as at least about 90% by weight, such as such as at least about 95% by weight, such as at least about 99% by weight, including all increments of 0.1% therebetween.
  • the antimicrobial composition can retain at least about 81% by weight of the hydrogen peroxide amount that was present in the initial composition, such as at least about 85% by weight, such as such as at least about 90% by weight, such as such as at least about 95% by weight, such as at least about 99% by weight, including all increments of 0.1% therebetween.
  • the antimicrobial composition in addition to hydrogen peroxide, also contains an organic sulfonic acid or a salt thereof in combination with relatively minor amounts of a carboxylic acid. It was surprisingly found that the presence of an organic sulfonic acid with hydrogen peroxide stabilized hydrogen peroxide, thereby maintaining the levels of hydrogen peroxide in a solution close to the initial levels. The present inventors found that when hydrogen peroxide is present in a solution with at least an organic sulfonic acid at certain amount ratios, conversion of hydrogen peroxide to peracetic acid was minimized, if not prevented. In one aspect, hydrogen peroxide becomes stabilized, without any additional stabilizers, when present in the composition with a carboxylic acid and an organic sulfonic acid.
  • the organic sulfonic acid can be a non-surfactant sulfonic acid.
  • sulfonic acids that may be used include C1-C7 alkylsulfonic acid, a sulfonated C1-C7 carboxylic acid, a substituted or unsubstituted aromatic sulfonic acid, mixtures thereof and salts thereof.
  • the organic sulfonic acid can be methanesulfonic acid (MSA), p-toluenesulfonic acid (TSA), dodecylbenzene sulfonic acid, and/or benzenesulfonic acid (BSA).
  • the alkylsulfonic acid and sulfonated carboxylic acid have a C1-C5 chain.
  • the aromatic ring can be substituted with at least one C1-C3 alkyl group. Stated otherwise, if the aromatic ring is substituted, the alkyl group can contain three (3) carbons or less.
  • Salts of the non-surfactant organic sulfonic acid are alkali metal and alkaline earth metals salts, such as sodium, potassium, calcium and magnesium. Salts may also include ammonium salts.
  • non-surfactant organic sulfonic acid are methane sulfonic acid, dodecylbenzene sulfonic acid, benzene sulfonic acid, toluene sulfonic acid, xylenesulfonic acid, ethylbenzene sulfonic acid, and mixtures thereof.
  • the composition for instance, comprises dodecylbenzene sulfonic acid sodium salt.
  • the organic sulfonic acid can generally be present in the antimicrobial composition in an amount of from about 0. 1 % by weight to about 6% by weight including all increments of 0.1% by w eight therebetw een.
  • the organic sulfonic acid can be present in the antimicrobial composition in an amount greater than about 0.5% by weight, such as in an amount greater than about 1% by weight, such as in an amount greater than about 1.5% by weight, and generally in an amount less than about 5% by weight, such as in an amount less than about 4% by weight, such as in an amount less than about 3% by weight.
  • the organic sulfonic acid comprises methane sulfonic acid and is present in the composition in an amount from about 1.5% by weight to about 2.5% by weight, such as in an amount from about 1.8% by weight to about 2.2% by weight, including all increments of 0.1% therebetween.
  • the antimicrobial composition in addition to hydrogen peroxide and an organic sulfonic acid, can also be combined with relatively small amounts of a carboxylic acid.
  • the carboxylic acid can comprise a Ci to Ci4 carboxylic acid.
  • the carboxylic acid may comprise a Ci to C4, such as a Ci to C2 carboxylic acid.
  • the carboxylic acid may comprise formic acid, carbonic acid, and/or acetic acid. It is to be noted that despite carbonic acid not being generally classed as a carboxylic acid, it is considered as one of the possible Cl to C2 carboxylic acids within the context of this invention.
  • the carboxylic acid can be present in the antimicrobial composition in a ready -to-use state in an amount of less than about 7% by weight, such as in an amount less than about 6% by weight, such as in an amount less than about 5% by weight, such as in an amount less than about 4% by weight, such as in an amount less than about 3% by weight, such as in an amount less than about 2.5% by weight, such as in an amount less than about 2.2% by weight, including all increments of 0. 1% by weight therebetween.
  • the carboxylic acid may be present in the composition in an amount greater than about 0.1% by w eight, such as in an amount greater than about 0.5% by weight, such as in an amount greater than about 0.8% by w eight, such as in an amount greater than about 1.2% by weight, such as in an amount greater than about 1 .5% by weight, such as in an amount greater than about 1.8% by w eight, such as in an amount greater than about 2.1% by weight, such as in an amount greater than about 1.8% by weight such as in an amount greater than about 4.8% by weight, such as in an amount greater than about 5.9% by weight, including all increments of 0. 1% by weight therebetween.
  • the relative amounts of the organic sulfonic acid and the carboxylic acid in combination with relatively great amounts of hydrogen peroxide have been surprisingly found to ’’self-stabilize" the hydrogen peroxide preventing the hydrogen peroxide from degrading or converting to peracetic acid.
  • the organic sulfonic acid and the carboxylic acid also are believed to activate the efficacy of the hydrogen peroxide for making the antimicrobial composition highly effective against various microorganisms, for example, C. difficile.
  • the weight ratio between hydrogen peroxide and the organic sulfonic acid and the weight ratio between hydrogen peroxide and the carboxylic acid can vary' depending upon the particular application and the desired result.
  • the weight ratio between hydrogen peroxide and the organic sulfonic acid can be from about 40: 1 to about 1:20, such as from about 20:1 to about 1: 10, such as from about 5: 1 to about 1:5, such as from about 2:1 to about 1:2.
  • the weight ratio between hydrogen peroxide and the carboxylic acid can be from 500:1 to about 2: 1, such as from about 100: 1 to about 2: 1, such as from about 40: 1 to about 2: 1, such as from about 20: 1 to about 2: 1 , such as from about 12: 1 to about 4: 1.
  • the weight ratio among hydrogen peroxide, the organic sulfonic acid or salt thereof, and the carboxylic acid can be, for instance, about 15:4:6, about 15:4:5, about 15:4:4, about 15:2:3, about 15: 1 :3, about 15:2:2, about 19:0:6, about 19:4:6, about 19:3:6, respectively.
  • the antimicrobial composition may also contain a liquid carrier.
  • the liquid carrier can be a solubilizer for one of the components in the composition.
  • the liquid carrier may comprise water, an alcohol, or mixtures thereof.
  • the antimicrobial composition of the present disclosure can comprise an aqueous solution.
  • Alcoholic solvents that may be used include ethanol, propanol, isopropanol, n-butanol, benzy l alcohol, ethylene glycol, propylene glycol, buty lene glycol, or mixtures thereof and the like.
  • the amount of liquid carrier present in the composition can be adjusted in order to adjust the hydrogen peroxide levels in the composition.
  • the liquid carrier may be present in an amount from about 20% to about 95% by weight, such as from about 50% to about 80% by weight.
  • one or more liquid carriers can be present in the antimicrobial composition in an amount greater than about 60% by weight, such as in an amount greater than about 70% by weight, such as in an amount greater than about 75% by weight, including all increments of 0. 1 % therebetween.
  • solubility and compatibility of the liquid antimicrobial composition can be further improved by adding suitable amounts of other solubilizers, such as a hydrotrope, surfactants, or mixtures thereof, to improve the solubility and physical properties of the solution.
  • solubilizers such as a hydrotrope, surfactants, or mixtures thereof
  • hydrotrope agents include n-octanesulfonate, a xylene sulfonate, a naphthalene sulfonate, or mixtures thereof.
  • One or more hydrotropes can be included in the antimicrobial composition generally in an amount less than about 5% by weight, such as in an amount less than about 2% by weight, such as in an amount less than about 1% by weight.
  • One or more hydrotropes can be present in the composition in an amount greater than about 0.01% by weight, such as in an amount greater than about 0.1% by weight, such as in an amount greater than about 0.5% by weight, including all increments of 0.1% therebetween.
  • Suitable surfactants may be selected from the group of ionic, nonionic and amphoteric surfactants, and preferably nonionic and/or ionic surfactants or mixtures thereof.
  • Compatible nonionic surfactants include alkoxylated alcohols such as ethoxylated alcohols, alkoxylated glycols such as alkoxylated ethylene glycol or propylene glycol with a Ce to Cis alkyl group, alkylated glycols, or mixtures thereof.
  • the antimicrobial composition may contain one or more nonionic surfactants in an amount greater than about 0. 1% by weight, such as in an amount greater than about 0.5% by weight, such as in an amount greater than about 1.5% byweight.
  • One or more nonionic surfactants can be present in the composition in an amount less than about 25% by weight, such as in an amount less than about 15% by weight, such as in an amount less than about 10% by weight, such as in an amount less than about 5% by weight.
  • relatively small amounts of nonionic surfactants can be incorporated into the composition such as in an amount less than about 2.5% by weight, such as in an amount less than about 1.5% by weight, such as in an amount less than about 1% by weight, including all increments of 0. 1% therebetween.
  • the antimicrobial composition may also contain one or more anionic surfactants.
  • Suitable anionic surfactants include alkyl sulfate, alkylethersulfate, alkylether sulfonic acid and salts thereof, alkylbenzenesulfate, an alkanolamide sulfate, an ethoxylated alk l phenol, or mixtures thereof.
  • Other surfactants that may be used include a quaternary- ammonium salt, or a tertiary amine N-oxide.
  • the antimicrobial composition contains a salt of an alkylbenzene sulfonate, such as sodium dodecylbenzene sulfonate.
  • One or more anionic surfactants are generally contained in the antimicrobial composition at relatively minor amounts.
  • one or more anionic surfactants can be present in the composition in an amount less than about 5% by weight, such as in an amount less than about 3% by weight, such as in an amount less than about 1 .5% by weight, such as in an amount less than about 1 % by weight, such as in an amount less than about 0.8% by weight, including all increments of 0.1% therebetween.
  • One or more anionic surfactants can be present in the composition in an amount greater than about 0.001% by weight, such as in an amount greater than about 0.01% by weight, such as in an amount greater than about 0.
  • antimicrobial compositions containing hydrogen peroxide typically required the use of a stabilizer for the hydrogen peroxide.
  • the composition of the present disclosure was unexpectedly found to self-stabilize the hydrogen peroxide without the need to add any hydrogen peroxide stabilizers.
  • the antimicrobial composition is free of hydrogen peroxide stabilizers.
  • the antimicrobial composition can be free of one or more hydrogen peroxide stabilizers including phosphorus compounds, poly carboxylic acids, and phosphates.
  • the composition for instance, may be free of phosphoric acid or derivatives including salts of phosphoric acid.
  • the composition can also be formulated to be free of metal chelators.
  • the antimicrobial composition can be formulated so as to not contain one or more of the following hydrogen peroxide stabilizers: phosphoric acid, 1 -hydroxy ethylidenediphosphonic acid (HEDP), phytic acid, aminophosphate, phosphonate and sodium glutamate, ethylenediamine-N.N’- disuccinic acid, NaFbPCh, Na tripolyphosphate, organophosphonic acid, amino- phosphonate, silver dihydrogen citrate, diphosphonic acid, ethylenediaminetetraacetic acid (EDTA), N-(hydroxyethyl)-ethylenediaminetriacetic acid (HEDTA), ethylenediamine-N,N'-disuccinic acid, a pyridine carboxylic acid base stabilizer such as picolinic acid or dipicolinic acid, tri(methylene phosphoric acid).
  • HEDP 1 -hydroxy ethylidenediphosphonic acid
  • phytic acid aminophosphate, phosphonate and sodium glutamate
  • diethylenetriamine pentaacetic acid(DTPA) citrate, gallate, malate, malonate, oxaloacetate, oxalate, pyruvate, succinate or mixtures thereof.
  • the antimicrobial composition of the present disclosure is also formulated to promote the stability of hydrogen peroxide and to inhibit hydrogen peroxide from converting into peracetic acid.
  • the antimicrobial composition is formulated such that essentially no peracetic acid is added to the composition as a component.
  • the antimicrobial composition contains peracetic acid in an amount less than about 1 % by weight, such as in an amount less than about 0.75% by weight, such as in an amount less than about 0.50% by weight, such as in an amount less than about 0.25% by weight, including all increments of 0.1% therebetween.
  • the composition is substantially free of peracetic acid.
  • additives may be also added to the antimicrobial composition of the present disclosure to provide the composition with suitable properties for end use applications.
  • Typical examples include corrosion inhibitors, pH adjusting agents, emulsifiers, fragrances, dyes, preservatives, antifoam agents and mixtures thereof.
  • the antimicrobial composition may contain a corrosion inhibitor.
  • Corrosion inhibitors that may be used include borates, phosphates, polyphosphates, sodium benzoate, sodium gluconate, sodium silicate, sodium molybdate, sodium bisulfate, benzotriazole or mixtures thereof.
  • the corrosion inhibitor can be contained in the composition in an amount from about 0.001% to about 2% by weight, such as from about 0.01% to about 1% by weight, including all increments of 0.1% therebetween.
  • the antimicrobial composition can also contain one or more pH adjusting agents.
  • the composition has a pH of less than about 7, such as less than about 5. such as less than about 4, such as less than about 3, such as less than about 2, such as less than about 1.
  • the pH adjusting agent can comprise a base that increases the pH.
  • the base can comprise a hydroxide, such as sodium hydroxide, potassium hydroxide, ammonium hydroxide, calcium hydroxide, magnesium hydroxide, or mixtures thereof .
  • the pH adjusting agent can be present in the antimicrobial composition generally in an amount from about 0.01% by weight to about 4% by weight, including all increments of 0. 1 % therebetween.
  • the pH adjusting agent can be present in the composition in an amount greater than about 0.1% by weight, such as in an amount greater than about 0.3% by weight, and less than about 1.5% by weight, such as less than about 1.3% by weight, including all increments of 0.1 % therebetween.
  • a relatively concentrated antimicrobial composition is produced and sold or otherwise distributed to end users. An end user can then dilute the concentrated solution during or prior to use.
  • the antimicrobial composition can be diluted with water, such as tap water.
  • a relatively concentrated antimicrobial composition that contains hydrogen peroxide in an amount from about 20% to about 70% by weight, such as from about 22% to about 65% by weight, one or more organic sulfonic acids in an amount of from about 5% to about 35% by weight, such as from about 15% to about 25% by weight, and one or more carboxylic acids in an amount of from about 5% to about 35% by weight, including all increments of 0. 1% therebetween.
  • Other ingredients may be present, which may reduce the water content.
  • the concentrated composition contains only inert components and/or all the components except the hydrogen peroxide.
  • the hydrogen peroxide can be added to the concentrate at the time of use.
  • the concentrated composition can contain one or more organic sulfonic acids in an amount of from about 5% to about 35% by weight, such as from about 15% to about 25% by weight, and one or more carboxylic acids in an amount of from about 5% to about 35% by weight, including all increments of 0.1% therebetween.
  • An aqueous hydrogen peroxide solution can then be added to the concentrated composition at the time of use in a manner that produces desired concentrations of the components.
  • the aqueous hydrogen peroxide solution can contain hydrogen peroxide in an amount of from about 5% by weight to about 80% by weight, including all increments of 0.1% by weight therebetween. In one aspect, the aqueous hydrogen peroxide solution can contain hydrogen peroxide in an amount less than about 24.5% by weight, such as in an amount of from about 18% by w eight to about 24% by weight, including all increments of 0.1% therebetween.
  • the antimicrobial composition may be used in any suitable application where disinfecting, sanitizing, cleaning and/or bleaching are desired.
  • the antimicrobial composition can be used for consumer household use, for use in the healthcare field, for use in the food processing field or food service field, for use in sterilizing surfaces in dairies and breweries, for use in the veterinarian field, and/or for use in clean rooms.
  • the antimicrobial composition can be applied to an opposing surface using various methods and techniques. For instance, the antimicrobial composition can be sprayed onto the opposing surface or an object can be dipped into the composition.
  • One particularly useful application method is to impregnate the antimicrobial composition into a wipe substrate.
  • the wipe can be a single use wipe that is impregnated with the antimicrobial composition and is stored in a container that will dispense the wipe to a user.
  • the container with the wipes may contain a single wipe, or several wipes.
  • Suitable containers include a pouch containing a single wipe, such as a moist towelette which is tom open by the user, or may be a pouch or other container with a resealable opening containing several wipes in a stacked fashion, a rolled fashion or other suitable formation that would allow a single wipe to be removed from the opening at a time.
  • Pouches are generally prepared form a fluid impervious material, such as a film, a coated paper or foil or other similar fluid impervious materials.
  • a fluid impervious material such as a film, a coated paper or foil or other similar fluid impervious materials.
  • Containers may be molded plastic container with lids that are fluid impervious.
  • the lid will have an opening to access the wipes in the container.
  • the wipe in the container may be in an interleaved stack, such that as a wipe is removed from the container, the next wipe is positioned in the opening of the container ready for the user to remove the next wipe.
  • the wipe may be a continuous material which is perforated between the individual wipes of the continuous material.
  • the continuous wipe material with perforations may be in a folded form or may be in a rolled form. Usually, in the rolled form, the wipe material is fed from the center of the rolled material.
  • the next wipe is positioned in the opening to facilitate removal of the next wipe, when needed.
  • the antimicrobial composition can be impregnated into the wipe such that the wipe is pre-moistened and will express or release the antimicrobial composition onto the surface as the wipe is run across the surface to be treated.
  • the antimicrobial composition is saturated into the wipe such that the wipe will release the antimicrobial composition to the surface through the wiping action.
  • the antimicrobial composition is present in an amount of from about 2 parts to 6 parts by weight per 1 part by weight of the wiper substrate, more preferably from about 3 to about 5 parts by weight per 1 part by weight of the wiper substrate. In these ranges, complete saturation of the substrates can be achieved. It is noted that the amount of the antimicrobial composition may go up or down to achieve complete saturation of the wipe substrate, depending on the particular wipe substrate.
  • Suitable wipe substrates include woven and nonwoven materials. Essentially any nonwoven web material may be used. Exemplary nonwoven materials may include, but are not limited to meltblown. coform, spunbond. airlaid, hydroentangled nonwovens, spunlace, bonded carded webs, and laminates thereof. Optionally, the nonwoven may be laminated with a film material as well.
  • the fibers used to prepare the wipe substrate may be cellulosic fiber, thermoplastic fibers and mixtures thereof. The fibers may also be continuous fibers, discontinuous fibers, staple fibers and mixtures thereof. Basis weights of the nonwoven web may vary from about 12 grams per square meter to 200 grams per square meter or more.
  • the antimicrobial composition is allowed to remain on the surface for a period of time. As mentioned, it has been unexpectedly found that the described antimicrobial composition has dramatically reduced contact times necessary for killing the targeted microorganisms.
  • the antimicrobial composition can comprise an aqueous solution, the aqueous solution comprising hydrogen peroxide present in the composition in an amount of at least about 1% by weight, at least one organic sulfonic acid or salt thereof, a Ci to Ci4 carboxylic acid, wherein the composition does not contain a pyridine carboxylic acid based stabilizer or l-hydroxyethylidene-l,l-diphosphinic acid, and wherein after reaching equilibrium and after storage at 54°C for two weeks, the composition displays a hydrogen peroxide loss that is less than a hydrogen peroxide loss of a similar composition that does not contain the at least one organic sulfonic acid or salt thereof.
  • such similar composition as compared to the antimicrobial composition, can comprise identical amounts by percent weight of hydrogen peroxide and carboxylic acid, such as identical amounts by percent weight of hydrogen peroxide and acetic acid.
  • such similar composition as compared to the antimicrobial composition, can comprise identical amounts by percent weight of hydrogen peroxide and carboxylic acid without comprising any stabilizers, such as identical amounts by percent weight of hydrogen peroxide and acetic acid without comprising any organic sulfonic acid or salt thereof.
  • such similar composition can comprise about 18.5 %w/w of hydrogen peroxide and about 6 %w/w of acetic acid and about 0 %w/w of at least one organic sulfonic acid or salt thereof.
  • such similar composition can comprise about 8 %w/w of hydrogen peroxide and from about 0.5 %w/w to about of 3 %w/w of carboxylic acid and about 0%w/w of at least one organic sulfonic acid or salt thereof.
  • the antimicrobial composition after reaching equilibrium and after storage at 54°C for two weeks, can display a hydrogen peroxide loss that is at least about 5% less, such as at least about 10% less, such as at least about 15% less, such as at least about 20% less than a hydrogen peroxide loss of a similar composition that does not contain the at least one organic sulfonic acid or salt thereof.
  • the hydrogen peroxide loss is at least about 20% less than a hydrogen peroxide loss of a similar composition where the at least one organic sulfonic acid or salt thereof has been replaced with water.
  • such similar composition as compared to the antimicrobial composition, can comprise identical amounts by percent weight of hydrogen peroxide and carboxylic acid, such as identical amounts by percent weight of hydrogen peroxide and acetic acid.
  • such similar composition as compared to the antimicrobial composition, can comprise identical amounts by percent weight of hydrogen peroxide and carboxylic acid without comprising any stabilizers, such as identical amounts by percent weight of hydrogen peroxide and acetic acid without comprising any organic sulfonic acid or salt thereof.
  • the organic sulfonic acid or salt thereof, in the antimicrobial composition can comprise a C1-C5 alkylsulfonic acid, a sulfonated C1-C5 carboxylic acid, an alkylbenzene sulfonic acid, a substituted or unsubstituted aromatic sulfonic acid, a mono-alkylphenylsulfonic acid, a di-alkylphenylsulfonic acid, or mixtures thereof, or salts thereof, wherein the substituted aromatic sulfonic acid is substituted with at least one C1-C3 alkyl group.
  • the organic sulfonic acid or salt thereof comprises methane sulfonic acid and the composition contains the Ci to Ci4 carboxylic acid in an amount less than about 6% by weight.
  • the organic sulfonic acid or salt thereof comprises a salt of dodecylbenzene sulfonic acid. In one aspect, the organic sulfonic acid or salt thereof compnses benzene sulfonic acid, toluene sulfonic acid, or mixtures thereof.
  • the organic sulfonic acid or salt thereof is present in the composition in an amount from about 1% by weight to about 6% by weight and wherein the composition contains the Ci to C14 carboxylic acid in an amount greater than about 2% by weight, such as in an amount greater than about 3% by weight, such as in an amount greater than about 4% by weight, such as in an amount greater than about 5% by weight, including all increments of 0.1% therebetween.
  • the hydrogen peroxide is present in the composition, after reaching equilibrium, in relation to the organic sulfonic acid or salt thereof at a weight ratio of from about 5: 1 to about 1 :5, such as from about 2: 1 to about 1:2.
  • the hydrogen peroxide is present in the composition in an amount greater than about 3% by weight, such as greater than about 4% by weight, such as greater than about 5% by weight.
  • the C1-C14 carboxylic acid comprises acetic acid. In one aspect, the C1-C14 carboxylic acid comprises formic acid or a salt thereof. In one aspect, the Ci-Ci4 carboxylic acid comprises glycolic acid. In one aspect, the C1-C14 carboxylic acid comprises a blend of glycolic acid, formic acid, and a formic acid salt.
  • the antimicrobial composition displays a 6 logio reduction or greater after a 3 minute contact time or less when tested against Clostridium difficile according to ASTM Test Method E2197-11.
  • the composition further comprises a nonionic surfactant. In one aspect, the composition further comprises an anionic surfactant. In one aspect, the composition further contains a pH adjusting agent. In one aspect, the pH adjusting agent comprises sodium hydroxide.
  • a premoistened wipe can comprise an absorbent substrate and antimicrobial composition impregnated into the absorbent substrate.
  • the antimicrobial composition can be impregnated into the absorbent substrate in an amount of from about 2 parts to 6 parts by weight antimicrobial composition per 1 part by weight of the absorbent substrate.
  • Tables 1-3 below list the formulations that ere prepared and tested. The ingredients w ere mixed at room temperature. The order of addition w as not critical for preparing the antimicrobial compositions of the present disclosure. [0089] Table 1
  • Sample Nos. 1-12 were also tested for stability.
  • the formulations were stored in an oven at a temperature of 54°C.
  • the percentage of the active hydrogen peroxide in the formulations was measured at the time when the formulation was prepared and has reached equilibrium and then measured weekly during the stability storage period.
  • the percentage of hydrogen peroxide loss was calculated by the following formula:
  • the antimicrobial composition of the present disclosure can display a hydrogen peroxide loss of less than about 2%, such as less than about 1% after storage at 54°C for one week or for two weeks.
  • Wipe substrates were saturated with Sample Nos. 6 and 7 and also tested for stability.
  • the wipe substrates were made from 100% polypropylene fibers.
  • the wipe substrates were ERHT bonded and not pretreated with any surfactants.
  • the loading ratio of liquid to wipe substrate was 4: 1 on a w eight basis.
  • the wipes w ere stored in an oven at 54°C for four weeks.
  • the initial hydrogen peroxide concentration was determined and then measured weekly during the stability study. The results are shown in Tables 5 and 6.
  • Table 5 illustrates the results using Sample No. 6 while Table 6 illustrates the results using Sample No. 7.
  • the hydrogen peroxide concentration decreased by no more than 5%, even after four weeks.
  • the hydrogen peroxide concentration decreased by no more than 2%, such as by no more than about 1.5% after three weeks.
  • organic sulfonic acids namely, BSA (Sample No. 10), TSA (Sample No. 11) as well as dodecylbenzene sulfonic acid sodium salt (Sample No. 12) showed similar stability profiles in formulations compnsing high hydrogen peroxide levels.
  • Sample No. 10 and Sample No. 11 showed the lowest percent loss of hydrogen peroxide. For example. Sample No. 10 lost about 4.77% of hydrogen peroxide and Sample No. 11 lost about 4.39% of hydrogen peroxide. It w as noticed, how ever, that Sample No. 9, which did not contain any organic sulfonic acid or salt thereof exhibited a higher hydrogen peroxide percent loss than the above noted Sample Nos. 10 and 11, which included BSA and TSA. respectively.
  • the antimicrobial composition of the present disclosure showed excellent efficacy against the microorganism even after short contact times.
  • Sample Nos. 13-15 which included formic acid, acetic acid, and glycolic acid, respectively, were effective against C.difficile when about 8% w/w of hydrogen peroxide along with about 1-4% w/w of MSA were present in the composition.
  • these example compositions displayed a 6 logio reduction or greater after a 3 minute contact time or less when tested against Clostridium difficile according to ASTM Test Method E2197- 11.
  • the antimicrobial composition of the present disclosure showed stability while exhibiting excellent efficacy against the microorganism even after short contact times. These results were unexpected because the compositions did not contain hydrogen peroxide stabilizers.

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Abstract

L'invention concerne une composition antimicrobienne stable contenant des quantités relativement élevées de peroxyde d'hydrogène, un acide sulfonique organique ou d'un sel de celui-ci, des quantités relativement faibles d'un acide carboxylique et étant sans stabilisants. La composition antimicrobienne stable présente une perte de peroxyde d'hydrogène, après avoir atteint l'équilibre et après stockage à 54 °C pendant deux semaines, qui est inférieure à une perte de peroxyde d'hydrogène d'une composition similaire qui ne contient pas d'acide sulfonique organique ou de sel de celui-ci.
PCT/US2024/038803 2023-07-20 2024-07-19 Composition désinfectante auto-stabilisée Pending WO2025019799A1 (fr)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101828551A (zh) * 2010-04-28 2010-09-15 广州康盛生物科技有限公司 一种稳定的过氧乙酸消毒剂
US20150291520A1 (en) 2012-11-08 2015-10-15 Evonik Industries Ag Method for producing equilibrium peracetic acid and equilibrium peracetic acid obtainable by the method
US9321664B2 (en) 2011-12-20 2016-04-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
WO2021011197A1 (fr) * 2019-07-12 2021-01-21 Lonza, Llc Composition antimicrobienne et son procédé d'utilisation
US20210246401A1 (en) * 2020-02-12 2021-08-12 Ecolab Usa Inc. Use of urea or a urea/chelator combination to chemically stabilize peroxycarboxylic acid and peroxide formulations

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101828551A (zh) * 2010-04-28 2010-09-15 广州康盛生物科技有限公司 一种稳定的过氧乙酸消毒剂
US9321664B2 (en) 2011-12-20 2016-04-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US20150291520A1 (en) 2012-11-08 2015-10-15 Evonik Industries Ag Method for producing equilibrium peracetic acid and equilibrium peracetic acid obtainable by the method
WO2021011197A1 (fr) * 2019-07-12 2021-01-21 Lonza, Llc Composition antimicrobienne et son procédé d'utilisation
US20210246401A1 (en) * 2020-02-12 2021-08-12 Ecolab Usa Inc. Use of urea or a urea/chelator combination to chemically stabilize peroxycarboxylic acid and peroxide formulations

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