WO2009124392A1 - Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent. - Google Patents
Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent. Download PDFInfo
- Publication number
- WO2009124392A1 WO2009124392A1 PCT/CA2009/000458 CA2009000458W WO2009124392A1 WO 2009124392 A1 WO2009124392 A1 WO 2009124392A1 CA 2009000458 W CA2009000458 W CA 2009000458W WO 2009124392 A1 WO2009124392 A1 WO 2009124392A1
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- WO
- WIPO (PCT)
- Prior art keywords
- disinfectant formulation
- oil
- weight percent
- aqueous disinfectant
- formulation
- Prior art date
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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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
Definitions
- Typical antimicrobial agents used in sanitizers and disinfectants include chemical disinfectants such as phenolic compounds, quaternary ammonium compounds, formaldehyde and halogen containing compounds. Such materials are not of natural origin (i.e. not found in nature) and are prepared through chemical processing and synthesis. A great many of these "synthetic" disinfectants cause undesirable effects on both the environment and on human health.
- the concept of formulating disinfectants essentially involving the selection of a simple chemical disinfectant and enhancing its activity by adding other chemicals, evolved in the seventies.
- oregano oil comprising a complex mixture of antimicrobial compounds, has been used as a reference for the comparison of the bactericidal action of other substances owing to its near ideal antibacterial properties.
- Oregano oil has been demonstrated as exerting a high degree of anti-fungal, anti-parasitic, anti-viral and antibacterial action.
- the phenolic flavenoids carvacol and thymol are two potent natural antiseptic agents encountered primarily in oregano oil.
- the present invention refers to a number of documents, the content of which is herein incorporated by reference in their entirety.
- the present invention relates to an aqueous disinfectant formulation comprising:
- a surfactant sufficient to form a solution or dispersion of the phenolic compound in an aqueous carrier
- the present invention relates to disinfectant formulations exhibiting antiviral properties.
- the present invention relates to a disinfectant formulation comprising a homogeneous aqueous solution.
- the present invention relates to an aqueous disinfectant formulation generating a foam when applied to a surface to be disinfected.
- the foam adheres to the surface to be disinfected for a time sufficient to ensure eradication of the non-indigenous pathogenic and/or viral population.
- the present invention relates to an aqueous disinfectant formulation generating a foam when applied to a surface to be disinfected.
- the foam adheres to the surface to be disinfected for a time sufficient to ensure eradication of the non-indigenous and/or pathogenic fungal population.
- the present invention relates to biodegradable disinfectant formulations.
- the present invention relates to disinfectant formulations retaining their properties when diluted with hard water.
- hard water refers to water having a high concentration of dissolved minerals and solids.
- natural origin refers to phenolic compounds that exist or are produced in nature. Such phenolic compounds can be extracted or isolated from their natural environment by any suitable means. Of course, such phenolic compounds can also be synthetically produced by the hand of man. Such synthetic equivalents are within the definition of "natural origin”.
- the phenolic compounds of natural origin as used in the present invention can be synthetically made by known methods within the capacity of a skilled technician, or can be obtained from plant oil extracts. In an embodiment of the present invention, the phenolic compounds of natural origin are obtained from plant extracts. In a further embodiment of the present invention, the phenolic compounds of natural origin are commercially available. In yet a further embodiment of the present invention, the phenolic compounds of natural origin comprise carvacrol and thymol.
- the disinfectant formulations of the present invention further comprise a surfactant.
- a surfactant operative herein comprises a water soluble or water dispersible nonionic, anionic, cationic, or an amphoteric compound.
- the disinfectant formulations of the present invention comprise one or more of the conventional anionic surfactants known in the art. A representative listing of surfactants and properties thereof is detailed in Remington's Pharmaceutical Sciences, 17 th edition (Mack Publishing Company).
- Non- limiting examples of surfactants according to an embodiment of the present invention include sodium lauryl sulfate, sorbitan stearate, sorbitan esters, sodium laureth sulfate, sarkosyl, cocamidopropyl betaine (CAPB), sodium lauryl ether sulfonate, alkyl benzene sulfonates, nonylphenol ethoxylate and ether ethoxylate. It is appreciated that one or more additional surfactants may be included in the disinfectant formulations of the present invention.
- a surfactant is generally intended to refer to a substance which when dissolved in water, or other aqueous system, reduces the surface or interfacial tension between it and another substance or material.
- the surfactant aids in the dispersion or emulsification of the essential oils within the aqueous carrier.
- the anionic surfactant aids in braking down the structure of biofilms through denaturation.
- the surfactant allows for the creation of a "foaming effect" when the disinfectant solution is applied to a surface to be treated.
- the surfactant acts as a "wetting" agent. Wetting agents typically reduce the surface tension of the water molecules, allowing for a greater spreading of the solution and a deeper penetration into small crack and crevices of the surface to be treated.
- Phenolic compounds are typically not sufficiently soluble in an aqueous medium.
- the disinfectant formulations of the present invention thus typically comprise a solvent.
- the solvents may be hydrophilic, hydrophobic or amphiphilic in nature.
- the disinfectant formulations of the present invention comprise an amphiphilic solvent.
- Amphiphilic solvents are capable of solubilizing the phenolic compounds of natural origin and/or the essential oil(s) in the aqueous carrier.
- Non-limiting examples of solvents according to an embodiment of the present invention include methanol, ethanol, hexadecane, propylene glycol, propylene glycol ⁇ -butyl ether, propylene glycol methyl ether acetate, propylene glycol methyl ether, dipropylene glycol w-propyl ether, ethylene glycol methyl ether and hexylene glycol.
- solvents include methanol, ethanol, hexadecane, propylene glycol, propylene glycol ⁇ -butyl ether, propylene glycol methyl ether acetate, propylene glycol methyl ether, dipropylene glycol w-propyl ether, ethylene glycol methyl ether and hexylene glycol.
- the disinfectant formulations are typically prepared on site from mixtures of ingredients in concentrated solution, tap water is used for dilution. Tap water generally has a certain amount of hardness. Since the presence of dissolved minerals (e.g. Ca " ⁇ , Mg ++ ) may adversely affect the performance and properties of the disinfectant formulation, a sequestering agent is included in the formulation to chelate the dissolved minerals in the form of a water soluble complex. Sequestering agents are well known in the art.
- Non-limiting examples include ethylene diamine tetraacetic acid (EDTA) sodium salt, sodium gluconate, sodium citrate, trisodium ethylenediamine disuccinate, citric acid, trisodium NTA, sodium phosphate and sodium choleate.
- Sequestering agents typically prevent the dissolved minerals from binding to the surfactant molecules.
- sequestering agents may remove minerals from the surface to be disinfected.
- the disinfectant formulations of the present invention comprise one or more phenolic compounds of natural origin.
- the phenolic compounds are selected from the group consisting of thymol and carvacrol.
- the disinfectant formulations of the present invention comprise carvacrol.
- the disinfectant formulations of the present invention comprise thymol.
- the disinfectant formulations of the present invention comprise carvacrol and thymol.
- the disinfectant formulations of the present invention comprise 0.18% (w/w) thymol.
- the disinfectant formulations of the present invention may thus further comprise one or more agents having the dual function of further enhancing the disinfectant properties of the formulations while imparting a more pleasant odor thereto.
- the disinfectant formulations of the present invention may further comprise one or more agents imparting a pleasant odor thereto (fragrance agent).
- agents imparting a pleasant odor and/or enhancing the disinfectant properties comprise carvacrol, cymene, cineol, eugenol, thymol, menthol, citral and limonene. Further suitable examples of such agents are within the capacity of a skilled technician.
- the disinfectant formulations of the present invention may optionally include a wide range of additional ingredients non-limiting examples of which include colorants and pH adjusting agents. Such additional ingredients are within the capacity of a skilled technician.
- the disinfectant formulations of the present invention may be applied onto a surface to be disinfected (i.e. cleaned) by means of a variety of spraying techniques.
- the disinfectant formulations of the present invention are applied using a diffuser or a mist blower.
- the disinfectant formulations of the present invention can also be formulated into aerosol formulations. Further means of applying the disinfectant solutions of the present invention are within the capacity of a skilled technician.
- the disinfectant formulations of the present invention can either be applied directly or can be diluted prior to application. Due to the substantially non-corrosive nature of the disinfectant formulations of the present invention, the formulations can be readily applied without undue damage to the existing physical structure (i.e. surface).
- the disinfectant formulations of the present invention comprise one or more essential oils enriched in thymol and/or carvacrol.
- Thymol and carvacrol are naturally occurring disinfectants which are readily degraded in the environment. As such, there is little or no accumulation in the environment or in living organisms, even following repeated application of the disinfectant formulations of the present invention.
- Formulations of the present invention can include any number of combinations of ingredients discussed throughout this specification (e.g., phenolic compounds of natural origin, essential oils, surfactants, solvents, sequestering agents, water, etc.). It is also contemplated that that the concentrations of the ingredients can vary.
- the formulations may include in their final form, for example, at least about 0.0001%, 0.0002%, 0.0003%, 0.0004%, 0.0005%, 0.0006%, 0.0007%, 0.0008%, 0.0009%, 0.0010%, 0.0011%, 0.0012%, 0.0013%, 0.0014%, 0.0015%, 0.0016%, 0.0017%, 0.0018%, 0.0019%, 0.0020%, 0.0021%, 0.0022%, 0.0023%, 0.0024%, 0.0025%, 0.0026%, 0.0027%, 0.0028%, 0.0029%, 0.0030%, 0.0031%, 0.0032%, 0.0033%, 0.0034%, 0.0035%, 0.0036%, 0.0037%, 0.0038%, 0.0039%, 0.0040%, 0.0041%, 0.0042%, 0.0043%, 0.0044%, 0.0045%, 0.0046%, 0.0047%, 0.0048%,
- the sequestering agent sodium citrate
- Glycol ether PM solvent
- thymol thymol
- origanum oil optionally citral (fragrance) were then added and stirred until dissolution.
- Surfactant Sodium Lauryl Sulfate
- additional water were then added and stirred until dissolution to provide a 100 wt. % formulation.
- the final formulation was stirred until a homogeneous solution was obtained.
- Formulation 1 obtained from Formulation 2 by means of dilution with water (1 : 100), is considered a "ready to use" formulation.
- n/a Not applicable this formula requires dilution before use
- the formulations are first formulated as a
- Formulations 1 and 3 “concentrate” (Formulations 2 and 4), dilution of which provides for the preparation of Formulations 1 and 3.
- Formulations A, B, C, D, E, 1 and 2 comprise Origanum Oil / Citral (3:1).
- Formulations 3 and 4 do not comprise any fragrance (citral).
- the formulations have a pH ranging from about 6 to about 9. Dilution using hard water did not affect the characteristics of the formulation which is indicative of the efficacy of the sequestering agent.
- composition F Different concentrations of essential oils and phenolic compounds of natural origin were incorporated into composition F (see table hereinbelow) and inoculated with a 0.05 % bacterial suspension of Staphylococcus aureus (ATCC 6538; concentration of about 8 logs). After a contact time of 10 minutes, 0.1 ml of the inoculated solution was transferred to a broth culture with neutralizing (Difco 268110) and incubated over a period of 72 hours at 37°C. The presence of turbidity in the broth culture is indicative of the survival of the microorganism.
- ATCC 6538 Staphylococcus aureus
- the antimicrobial activity for selected formulations of the present invention was determined.
- Several formulations comprising a phenolic compound of natural origin or an essential oil (0.18%) were tested to determine their effectiveness in reducing the load of Staphylococcus aureus (ATCC 6538).
- the solutions were prepared from a concentrate and diluted with water (1 :100). The results are indicative of the high efficiency of Formulations 5, 6 and 7 in reducing the load of Staphylococcus aureus.
- a bacterial culture of Staphylococcus aureus (ATCC 6538) freshly incubated over a period of 48 hours at 37 0 C in an optimal growth medium. After a contact time of 10 minutes, 0.1 ml of the inoculated solution was seeded at different dilutions on TSA agar (Difco 255320) with neutralizing to determine the residual microbial load. The log reduction was determined by calculating the logarithm of the residual charge obtained with the reference formulation (i.e. water) and comparing it with the residual charge obtained using any of the formulations comprising either a phenolic compound or an essential oil.
- the reference formulation i.e. water
- the disinfectant formulations of the present invention exhibit a broad spectrum of activity on a variety of microorganisms. As shown hereinbelow, the efficacy of Formulation 1 against a variety of microorganisms was determined.
- Toxicity tests were performed on selected ingredients of the disinfectant formulations of the present invention.
- Formulation 1 was determined as having a LD 50 of >15 g/Kg (substantially non-toxic).
- Origanum oil 1850 mg/kg USP, FCC
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020107025095A KR101621337B1 (en) | 2008-04-08 | 2009-04-08 | Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent |
CA2720738A CA2720738C (en) | 2008-04-08 | 2009-04-08 | Disinfectant formulation |
CN2009801215084A CN102083307A (en) | 2008-04-08 | 2009-04-08 | Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent |
JP2011503318A JP5553363B2 (en) | 2008-04-08 | 2009-04-08 | Disinfectant preparation |
AU2009235913A AU2009235913B2 (en) | 2008-04-08 | 2009-04-08 | Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent. |
BRPI0911317-7A BRPI0911317B1 (en) | 2008-04-08 | 2009-04-08 | AQUOSA DISINFECTANT SOLUTION FORMULATION, ITS PREPARATION METHOD AND METHOD OF DISINFECTING A SURFACE |
EP09729816.0A EP2273875B1 (en) | 2008-04-08 | 2009-04-08 | Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US4331708P | 2008-04-08 | 2008-04-08 | |
US61/043,317 | 2008-04-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2009124392A1 true WO2009124392A1 (en) | 2009-10-15 |
Family
ID=41161494
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/CA2009/000458 WO2009124392A1 (en) | 2008-04-08 | 2009-04-08 | Aqueous disinfectant formulation comprising a phenolic compound, a surfactant, and a solvent. |
Country Status (11)
Country | Link |
---|---|
US (1) | US8691292B2 (en) |
EP (1) | EP2273875B1 (en) |
JP (1) | JP5553363B2 (en) |
KR (1) | KR101621337B1 (en) |
CN (2) | CN102083307A (en) |
AU (1) | AU2009235913B2 (en) |
BR (1) | BRPI0911317B1 (en) |
CA (1) | CA2720738C (en) |
CO (1) | CO6311054A2 (en) |
HK (1) | HK1217875A1 (en) |
WO (1) | WO2009124392A1 (en) |
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US20180086694A1 (en) * | 2016-09-23 | 2018-03-29 | Michael Lisle Howell | Disinfecting compositions having improved antimicrobial efficacy |
WO2018092075A1 (en) | 2016-11-18 | 2018-05-24 | Adnane Remmal | Stable solid composition based on an aromatic compound and uses thereof |
US10194657B2 (en) | 2013-09-19 | 2019-02-05 | Joseph Paul Thomas | Antimicrobial compositions |
EP2729187B1 (en) * | 2011-07-08 | 2020-08-26 | Hans Peter Zarfl | Disinfecting method for disinfecting a room or surface, and disinfecting fluid composition suitable for transforming into an aerosol of fluid particles suspended in a gas |
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US9609864B2 (en) * | 2008-04-08 | 2017-04-04 | Laboratoire M2 | Disinfectant formulation |
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US9451763B2 (en) * | 2008-04-08 | 2016-09-27 | Laboratoire M2 | Disinfectant formulation |
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US9648874B2 (en) | 2010-12-07 | 2017-05-16 | Kimberly-Clark Worldwide, Inc. | Natural, multiple use and re-use, user saturated wipes |
US9832993B2 (en) | 2010-12-07 | 2017-12-05 | Kimberly-Clark Worldwide, Inc. | Melt processed antimicrobial composition |
US8445032B2 (en) | 2010-12-07 | 2013-05-21 | Kimberly-Clark Worldwide, Inc. | Melt-blended protein composition |
US9149045B2 (en) | 2010-12-07 | 2015-10-06 | Kimberly-Clark Worldwide, Inc. | Wipe coated with a botanical emulsion having antimicrobial properties |
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BR112014013613B1 (en) * | 2011-12-06 | 2020-12-29 | Unilever Nv | antimicrobial composition comprising thymol, non-therapeutic method of disinfecting a surface and non-therapeutic use of a composition |
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US8574628B2 (en) | 2011-12-19 | 2013-11-05 | Kimberly-Clark Worldwide, Inc. | Natural, multiple release and re-use compositions |
US10285954B2 (en) | 2013-03-08 | 2019-05-14 | Laboratoire M2 | Topical use of an antimicrobial formulation |
US20190274952A1 (en) * | 2013-03-08 | 2019-09-12 | Laboratoire M2 | Topical use of an antimicrobial formulation |
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- 2009-04-08 EP EP09729816.0A patent/EP2273875B1/en active Active
- 2009-04-08 WO PCT/CA2009/000458 patent/WO2009124392A1/en active Application Filing
- 2009-04-08 CN CN2009801215084A patent/CN102083307A/en active Pending
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US10194657B2 (en) | 2013-09-19 | 2019-02-05 | Joseph Paul Thomas | Antimicrobial compositions |
US20180086694A1 (en) * | 2016-09-23 | 2018-03-29 | Michael Lisle Howell | Disinfecting compositions having improved antimicrobial efficacy |
WO2018092075A1 (en) | 2016-11-18 | 2018-05-24 | Adnane Remmal | Stable solid composition based on an aromatic compound and uses thereof |
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KR20110019359A (en) | 2011-02-25 |
JP5553363B2 (en) | 2014-07-16 |
EP2273875B1 (en) | 2018-03-07 |
EP2273875A1 (en) | 2011-01-19 |
CN105076120A (en) | 2015-11-25 |
AU2009235913A1 (en) | 2009-10-15 |
CA2720738C (en) | 2014-10-07 |
JP2011516504A (en) | 2011-05-26 |
AU2009235913B2 (en) | 2014-04-10 |
EP2273875A4 (en) | 2013-04-24 |
US8691292B2 (en) | 2014-04-08 |
KR101621337B1 (en) | 2016-05-16 |
CO6311054A2 (en) | 2011-08-22 |
BRPI0911317A2 (en) | 2015-07-28 |
BRPI0911317B1 (en) | 2019-06-04 |
HK1217875A1 (en) | 2017-01-27 |
CA2720738A1 (en) | 2009-10-15 |
CN102083307A (en) | 2011-06-01 |
US20100034907A1 (en) | 2010-02-11 |
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