US20090318322A1 - Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential - Google Patents
Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential Download PDFInfo
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- US20090318322A1 US20090318322A1 US12/088,399 US8839906A US2009318322A1 US 20090318322 A1 US20090318322 A1 US 20090318322A1 US 8839906 A US8839906 A US 8839906A US 2009318322 A1 US2009318322 A1 US 2009318322A1
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- 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
- A61K8/45—Derivatives containing from 2 to 10 oxyalkylene groups
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- 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
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- 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
- A61K8/60—Sugars; Derivatives thereof
- A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
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- 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
- A61K8/90—Block copolymers
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- 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
- A61P31/04—Antibacterial agents
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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
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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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- 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
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
Definitions
- the present invention relates generally to antibacterial compositions exhibiting the antibacterial effectiveness of quaternary ammonium compounds and reduced irritation to mammalian tissue.
- Antibacterial personal care compositions are known in the art. Especially useful are antibacterial cleansing compositions, which typically are used to cleanse the skin and to destroy bacteria and other microorganisms present on the skin, especially the hands, arms, and face of the user.
- antibacterial cleansing compositions typically are used to cleanse the skin and to destroy bacteria and other microorganisms present on the skin, especially the hands, arms, and face of the user.
- Several different classes of antibacterial agents have been used in antibacterial cleansing compositions.
- One such agent, quaternary ammonium compounds are effective cleansing agents, however, these compounds can cause irritation to the epithelial tissue of the user, particularly the skin and eye tissue.
- Mitigants have included combining quaternary ammonium compounds with nonionic compounds, maltodextrin, urea, benzoate salts, and ethoxylated lanolin or alkoxylated fatty amines.
- Another mitigant found capable of decreasing irritation has been to combine quaternary ammonium compounds with mixtures of alkamine oxide surfactants with nonionic materials.
- mitigants provide some comfort to the consumer, a need exists for a phase stable, effective quaternary ammonium germicide that effectively and sufficiently reduces irritation to animal tissue, particularly skin and eye tissue.
- an antibacterial composition that exhibits reduced eye irritancy.
- the antibacterial composition comprises a quaternary ammonium compound, an alkamine oxide, a nonionic material and water.
- the quaternary ammonium compound preferably is present in the amount of from about 0.1% to about 5.0% by weight of the composition.
- the alkamine oxide is preferably present in an amount of from about 0.1% to about 10% by weight of the composition.
- the nonionic material is preferably present in an amount from about 0.3% to about 1.5% by weight of the composition.
- an antibacterial composition wherein the nonionic material is present such that the relative weight ratio of the nonionic material to the alkamine oxide, by weight, yields a Permeability Value in the Bovine Corneal Opacity and Permeability assay of less than 1.2 while maintaining antibacterial efficacy.
- the antibacterial composition includes a quaternary ammonium compound, an alkamine oxide, a nonionic material, and water and exhibits reduced irritation to animal tissue.
- the quaternary ammonium compound is present in the amount of about from 0.1 to 5.0% by weight of the composition.
- the quaternary ammonium compound is benzethonium chloride or benzalkonium chloride.
- the benzethonium chloride is present in the composition in the amount of about 1.0% by weight.
- the amount of alkamine oxide surfactant present in the composition is related to the amount and identity of the antibacterial agent in the composition, to the identity of the alkamine oxide surfactant, and the end use of the composition.
- the alkamine oxide is present in the amount of from about 0.1 to about 10% by weight.
- the alkamine oxide is lauramine oxide.
- the lauramine oxide is present in varying amounts ranging, preferably, from about 0.3% to about 1.5% by weight.
- an alkamine oxide useful in the present invention contains at least one long hydrocarbon chain containing at least eight carbon atoms.
- One class of amine oxides is the alkyl di(lower alkyl) amine oxides, wherein the alkyl group contains 8 to 22, and preferably about 10 to about 16, carbon atoms, and can be straight or branched chain, saturated or unsaturated.
- the lower alkyl groups contain 1 to 7 carbon atoms, and typically are methyl.
- Specific examples include, but are not limited to, lauryl dimethyl amine oxide, myristyl dimethyl amine oxide, dimethyl cocoamine oxide, dimethyl (hydrogenated tallow)amine oxide, myristyl/palmityl dimethyl amine oxide, myristyl/lauryl dimethyl amine oxide, cetyl dimethyl amine oxide, stearyl dimethyl amine oxide, and myristyl/cetyl dimethyl amine oxide.
- alkyl di(hydroxy lower alkyl)amine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16 carbon atoms, and can be straight or branched chain, saturated or unsaturated.
- alkyl di(hydroxy lower alkyl)amine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16 carbon atoms, and can be straight or branched chain, saturated or unsaturated.
- Specific examples include, but are not limited to, bis(2-hydroxyethyl)cocoamine oxide, bis(2-hydroxyethyl)tallow amine oxide, and bis(2-hydroxyethyl)stearylamine oxide.
- Additional useful amine oxides are termed alkamidopropyl di(lower alkyl)amine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16 carbon atoms, and can be straight or branched chain, saturated or unsaturated. Examples are cocoamidopropyl dimethyl amine oxide and tallowamidopropyl dimethyl amine oxide.
- Further useful amine oxides are termed alkylmorpholine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16, carbon atoms, and can be straight or branched chain, saturated or unsaturated.
- Alkamine oxides are commercially available, for example, from Stepan Co., Northfield, Ill., and Lonza Inc., Fairlawn, N.J.
- alkamine oxide surfactants contain a C8-C22 alkyl group selected from, for example, octyl, decyl, undecyl, lauryl, tridecyl, myristyl, cetyl, stearyl, isostearyl, oleyl, and mixtures thereof.
- amine oxide surfactants include, but are not limited to, decyl dimethylamine oxide, lauryl dimethylamine oxide, stearyl dimethylamine oxide, oleyl dimethylamine oxide, coco dihydroxyethylamine oxide, cetyl N,N-dihydroxyethylamine oxide, oleyl N,N-dihydroxyethylamine oxide, cocamine oxide, cocamidopropylamine oxide, lauramidopropylamine oxide, oleamine oxide, oleamidopropylamine oxide, wheat germamidopropylamine oxide, isostearamido-propylamine oxide, stearamine oxide, stearamido-propylamine oxide, cocomorpholine oxide, decylamine oxide, dihydroxyethyl C8-C10 alkoxypropylamine oxide, dihydroxyethyl C9-C11 alkoxypropylamine oxide, dihydroxyethyl C12-C11 alkoxypropylamine oxide, di
- Preferred alkamine oxide surfactants are the alkyl di(lower alkyl)amine oxides in which the alkyl group contains about 12 to about 16 carbon atoms, including lauramine oxide, myristamine oxide, cocamine oxide, cetamine oxide, and mixtures thereof.
- the composition contains a blend of alkamine oxide surfactants.
- a first component of the alkamine oxide blend contains twelve or fewer carbon atoms and a second component contains more than twelve carbon atoms.
- a nonionic material is present in the composition so that the ratio of nonionic material to alkamine oxide by weight yields a composition with a Permeability Value (PERMV) in a Bovine Corneal Opacity and Permeability (BCOP) assay of less than about 1.2.
- the nonionic material is a nonionic polymeric surfactant like a copolymer comprised of a block copolymer of ethylene oxide and propylene oxide or an alkylpolyglucoside surfactant.
- the nonionic material is decyl polyglucose (APG) present in the composition at an amount of about 2.5% by weight.
- the nonionic material is Pluronic F108 present in the composition at an amount of about 2.5%.
- the composition optionally includes polymeric thickeners of the nonionic or cationic class, dyes, perfumes, builders, pH adjusters, solvents, and other adjuvant materials.
- a polymeric thickener Natrosol 250HHR CS, is included in the composition at an amount of about 1.0% by weight.
- the pH of the composition is between about 5 and 9, preferably between about 6 and 8, and most preferably between about 6.5 and 8.
- the antibacterial composition may be free anionic or zwitterionic surfactants including sulfates, sulfonates, carboxylates, and aminocarboxylates.
- the antibacterial effectiveness of various formulations of the compositions formed in accordance with the present invention were tested by conducting a Health Care Personnel Hand Wash test, an in vivo test of efficacy, whereby the survival of challenged organisms exposed to antibacterial test formulation is determined as a function of the number of hand washes.
- the Health Care Personnel Hand Wash test is well known in the antibacterial products industry. In this test, hands of volunteers are inoculated with a volume of bacterial inoculum to constitute a bacterial challenge to the hands. The volunteers then wash their hands with the antibacterial composition to be tested, and this cycle is repeated 11 times. Bacterial reductions are determined after the first and eleventh wash.
- Formulation 1 weight percent Deionized Water 90.24 91.54 Natrosol 250HHR CS 1.0 1.0 Benzethonium Chloride 1.0 1.0 Pluronic F108 2.5 0.0 Lauramine Oxide 1.5 0.3 Decyl Polyglucose (APG) 0.0 2.5 Sodium Phosphate, 10% sol. 0.26 0.46 Total 100.0 100.0 Final pH 7.45 7.49 Ratio of Nonionic:active 1.7:1 8.3:1 basis of Lauramine Oxide
- Table 2 summarizes the antibacterial performance of these formulations as measured by the Health Care Personnel Hand Wash test:
- Bovine Corneal Opacity and Permeability (BCOP) assay The BCOP assay is known in the consumer products industry as an in vitro test for eye irritation potential.
- the Permeability Value (PERMV) is also a measure of potential irritancy in the BCOP assay. Specifically, the Permeability Value is the Optical Density at 490 nm (OD490) determined with a spectrophotometer. It is used to measure the potential for eye irritation with higher irritation potential corresponding to higher Permeability Values.
- an appropriate harsh control has a (PERMV) of 1 or higher.
- PERMV control with high known potential for eye irritation
- a commercial liquid hand soap that is recognized as having potential for causing eye irritation has a (PERMV) of 1 to 1.125 in the BCOP assay.
- compositions with PERMVs less than 1 are preferred in the art.
- Table 3 summarizes the base formulation used while varying the ratio of nonionic material to lauramine oxide and measuring the resulting PERMV score.
- Table 4 summarizes the impact of the ratio of decyl polyglucoside to lauramine oxide (N:A) on PERMV in the BCOP assay.
- Table 4 reveals that lauramine oxide is a key determinant of PERMV values. Lower lauramine oxide levels leads to lower PERMV, and hence lower eye irritation potential. Additionally, this example illustrates the surprising discovery that increasing the N:A ratio leads to lower PERMV, and hence decreasing eye irritation potential, especially for compositions with lower amounts of lauramine oxide.
- Table 5 summarizes the impact of the ratio of Pluronic F108 to lauramine oxide (N:A) on PERMI in the BCOP assay.
- Table 5 also demonstrates that lauramine oxide is the main determinant of PERMV values. Surprisingly however, the PERMV scores, and the potential fore eye irritation, decrease strongly with increasing N:A, even for formulations with high lauramine oxide content. Without being limited by any particular theory, amine oxides appear to be the major determinants of irritation in formulations with quaternary ammonium germicides. Surprisingly, the ratio of nonionic material to amine oxide can be used to manipulate the irritation potential of formulations while maintaining antimicrobial efficacy at constant germicide concentration.
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Abstract
Antibacterial compositions having antibacterial effectiveness and reduced eye irritation potential are disclosed. The antibacterial compositions contain a quaternary ammonium compound, an alkamine oxide, a nonionic compound, optional adjuvant materials known in the art, and water. The eye irritation is decreased by decreasing the amount, by weight, of alkamine oxide present in the composition and alternatively, or in combination therewith, increasing the ratio of nonionic material to alkamine oxide present in the composition.
Description
- This application is a U.S. National Phase filing under 35 U.S.C. 371 and claims priority to PCT Application No. PCT/US2006/048991, entitled “ANTIBACTERIAL COMPOSITIONS COMPRISING QUATERNARY AMMONIUM GERMICIDES AND ALKAMINE OXIDES HAVING REDUCED IRRITATION POTENTIAL,” which was filed on Dec. 20, 2006, which application claims priority to U.S. Provisional Patent Application Ser. No. 60/755,569, entitled “ANTIBACTERIAL COMPOSITIONS COMPRISING QUATERNARY AMMONIUM GERMICIDES AND ALKAMINE OXIDES HAVING REDUCED IRRITATION POTENTIAL,” which was filed Dec. 30, 2005, both of which are incorporated herein by reference.
- The present invention relates generally to antibacterial compositions exhibiting the antibacterial effectiveness of quaternary ammonium compounds and reduced irritation to mammalian tissue.
- Antibacterial personal care compositions are known in the art. Especially useful are antibacterial cleansing compositions, which typically are used to cleanse the skin and to destroy bacteria and other microorganisms present on the skin, especially the hands, arms, and face of the user. Several different classes of antibacterial agents have been used in antibacterial cleansing compositions. One such agent, quaternary ammonium compounds, are effective cleansing agents, however, these compounds can cause irritation to the epithelial tissue of the user, particularly the skin and eye tissue.
- Various attempts have been made to mitigate the irritation of quaternary ammonium compounds to the skin and eye. Mitigants have included combining quaternary ammonium compounds with nonionic compounds, maltodextrin, urea, benzoate salts, and ethoxylated lanolin or alkoxylated fatty amines. Another mitigant found capable of decreasing irritation has been to combine quaternary ammonium compounds with mixtures of alkamine oxide surfactants with nonionic materials.
- While these mitigants provide some comfort to the consumer, a need exists for a phase stable, effective quaternary ammonium germicide that effectively and sufficiently reduces irritation to animal tissue, particularly skin and eye tissue.
- This summary of the invention is intended to introduce the reader to various exemplary aspects of the invention. Particular aspects of the invention are shown in other sections hereinbelow, and the invention is set forth in the appended claims which alone demarcate its scope.
- In accordance with an exemplary embodiment of the present invention, an antibacterial composition that exhibits reduced eye irritancy is provided. The antibacterial composition comprises a quaternary ammonium compound, an alkamine oxide, a nonionic material and water. The quaternary ammonium compound preferably is present in the amount of from about 0.1% to about 5.0% by weight of the composition. The alkamine oxide is preferably present in an amount of from about 0.1% to about 10% by weight of the composition. The nonionic material is preferably present in an amount from about 0.3% to about 1.5% by weight of the composition.
- In an exemplary embodiment of the invention, an antibacterial composition is provided wherein the nonionic material is present such that the relative weight ratio of the nonionic material to the alkamine oxide, by weight, yields a Permeability Value in the Bovine Corneal Opacity and Permeability assay of less than 1.2 while maintaining antibacterial efficacy.
- The following description is of exemplary embodiments only and is not intended to limit the scope, applicability or configuration of the invention in any way. Rather, the following description provides convenient illustrations for implementing various embodiments of the invention. Various changes to the described embodiments may be made in the function and arrangement of the elements described without departing from the spirit and scope of the invention.
- In accordance with an exemplary embodiment of the present invention, the antibacterial composition includes a quaternary ammonium compound, an alkamine oxide, a nonionic material, and water and exhibits reduced irritation to animal tissue.
- In a preferred embodiment of the invention, the quaternary ammonium compound is present in the amount of about from 0.1 to 5.0% by weight of the composition. For example, in various exemplary embodiments, the quaternary ammonium compound is benzethonium chloride or benzalkonium chloride. For example, in a benzethonium chloride embodiment, the benzethonium chloride is present in the composition in the amount of about 1.0% by weight.
- In accordance with various embodiments, the amount of alkamine oxide surfactant present in the composition is related to the amount and identity of the antibacterial agent in the composition, to the identity of the alkamine oxide surfactant, and the end use of the composition. In a preferred embodiment of the invention, the alkamine oxide is present in the amount of from about 0.1 to about 10% by weight. In one exemplary embodiment, the alkamine oxide is lauramine oxide. In various exemplary embodiments, depending upon the specific composition, the lauramine oxide is present in varying amounts ranging, preferably, from about 0.3% to about 1.5% by weight.
- In accordance with various embodiments, an alkamine oxide useful in the present invention contains at least one long hydrocarbon chain containing at least eight carbon atoms. One class of amine oxides is the alkyl di(lower alkyl) amine oxides, wherein the alkyl group contains 8 to 22, and preferably about 10 to about 16, carbon atoms, and can be straight or branched chain, saturated or unsaturated. The lower alkyl groups contain 1 to 7 carbon atoms, and typically are methyl. Specific examples include, but are not limited to, lauryl dimethyl amine oxide, myristyl dimethyl amine oxide, dimethyl cocoamine oxide, dimethyl (hydrogenated tallow)amine oxide, myristyl/palmityl dimethyl amine oxide, myristyl/lauryl dimethyl amine oxide, cetyl dimethyl amine oxide, stearyl dimethyl amine oxide, and myristyl/cetyl dimethyl amine oxide.
- Another class of useful amine oxides includes alkyl di(hydroxy lower alkyl)amine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16 carbon atoms, and can be straight or branched chain, saturated or unsaturated. Specific examples, include, but are not limited to, bis(2-hydroxyethyl)cocoamine oxide, bis(2-hydroxyethyl)tallow amine oxide, and bis(2-hydroxyethyl)stearylamine oxide.
- Additional useful amine oxides are termed alkamidopropyl di(lower alkyl)amine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16 carbon atoms, and can be straight or branched chain, saturated or unsaturated. Examples are cocoamidopropyl dimethyl amine oxide and tallowamidopropyl dimethyl amine oxide. Further useful amine oxides are termed alkylmorpholine oxides in which the alkyl group contains 8 to 22, and preferably about 10 to about 16, carbon atoms, and can be straight or branched chain, saturated or unsaturated. Alkamine oxides are commercially available, for example, from Stepan Co., Northfield, Ill., and Lonza Inc., Fairlawn, N.J.
- The above classes of alkamine oxide surfactants contain a C8-C22 alkyl group selected from, for example, octyl, decyl, undecyl, lauryl, tridecyl, myristyl, cetyl, stearyl, isostearyl, oleyl, and mixtures thereof. Examples of amine oxide surfactants include, but are not limited to, decyl dimethylamine oxide, lauryl dimethylamine oxide, stearyl dimethylamine oxide, oleyl dimethylamine oxide, coco dihydroxyethylamine oxide, cetyl N,N-dihydroxyethylamine oxide, oleyl N,N-dihydroxyethylamine oxide, cocamine oxide, cocamidopropylamine oxide, lauramidopropylamine oxide, oleamine oxide, oleamidopropylamine oxide, wheat germamidopropylamine oxide, isostearamido-propylamine oxide, stearamine oxide, stearamido-propylamine oxide, cocomorpholine oxide, decylamine oxide, dihydroxyethyl C8-C10 alkoxypropylamine oxide, dihydroxyethyl C9-C11 alkoxypropylamine oxide, dihydroxyethyl C12-C11 alkoxypropylamine oxide, dihydroxyethyl cocamine oxide, dihydroxyethyl stearamine oxide, dihydroxyethyl tallowamine oxide, hydrogenated tallow amine oxide, hydroxyethyl hydroxypropyl C12-C15 alkoxypropylamine oxide, isostearamidopropyl morpholine oxide, myristamidopropylamine oxide, myristamine oxide, palmitamidopropylamine oxide, palmitamine oxide, PEG-3 lauramine oxide, tallow amidopropylamine oxide, tallow amine oxide, undecylenamidopropylamine oxide, and mixtures thereof. Preferred alkamine oxide surfactants are the alkyl di(lower alkyl)amine oxides in which the alkyl group contains about 12 to about 16 carbon atoms, including lauramine oxide, myristamine oxide, cocamine oxide, cetamine oxide, and mixtures thereof.
- In accordance with other embodiments of the invention, the composition contains a blend of alkamine oxide surfactants. In most preferred embodiments, a first component of the alkamine oxide blend contains twelve or fewer carbon atoms and a second component contains more than twelve carbon atoms.
- In a preferred embodiment of the invention, a nonionic material is present in the composition so that the ratio of nonionic material to alkamine oxide by weight yields a composition with a Permeability Value (PERMV) in a Bovine Corneal Opacity and Permeability (BCOP) assay of less than about 1.2. In an exemplary embodiment, the nonionic material is a nonionic polymeric surfactant like a copolymer comprised of a block copolymer of ethylene oxide and propylene oxide or an alkylpolyglucoside surfactant. In another exemplary embodiment, the nonionic material is decyl polyglucose (APG) present in the composition at an amount of about 2.5% by weight. In another exemplary embodiment, the nonionic material is Pluronic F108 present in the composition at an amount of about 2.5%.
- In accordance with various embodiments of the invention, the composition optionally includes polymeric thickeners of the nonionic or cationic class, dyes, perfumes, builders, pH adjusters, solvents, and other adjuvant materials. For example, in an exemplary embodiment of the present invention, a polymeric thickener, Natrosol 250HHR CS, is included in the composition at an amount of about 1.0% by weight.
- In one embodiment of the composition, the pH of the composition is between about 5 and 9, preferably between about 6 and 8, and most preferably between about 6.5 and 8.
- In a still further exemplary embodiment of the invention, the antibacterial composition may be free anionic or zwitterionic surfactants including sulfates, sulfonates, carboxylates, and aminocarboxylates.
- The antibacterial effectiveness of various formulations of the compositions formed in accordance with the present invention were tested by conducting a Health Care Personnel Hand Wash test, an in vivo test of efficacy, whereby the survival of challenged organisms exposed to antibacterial test formulation is determined as a function of the number of hand washes. In general, the Health Care Personnel Hand Wash test is well known in the antibacterial products industry. In this test, hands of volunteers are inoculated with a volume of bacterial inoculum to constitute a bacterial challenge to the hands. The volunteers then wash their hands with the antibacterial composition to be tested, and this cycle is repeated 11 times. Bacterial reductions are determined after the first and eleventh wash.
- In this example, two exemplary formulations of antibacterial compositions were tested using the Health Care Personnel Hand Wash test. Hibiclens, a commercial product, serves as a positive control in the test. Table 1 summarizes the compositions of the formulations, Formulation 1 and 2.
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TABLE 1 Formulation 1 Formulation 2 weight percent Deionized Water 90.24 91.54 Natrosol 250HHR CS 1.0 1.0 Benzethonium Chloride 1.0 1.0 Pluronic F108 2.5 0.0 Lauramine Oxide 1.5 0.3 Decyl Polyglucose (APG) 0.0 2.5 Sodium Phosphate, 10% sol. 0.26 0.46 Total 100.0 100.0 Final pH 7.45 7.49 Ratio of Nonionic:active 1.7:1 8.3:1 basis of Lauramine Oxide - Table 2 summarizes the antibacterial performance of these formulations as measured by the Health Care Personnel Hand Wash test:
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TABLE 2 Log10 Bacterial Reduction Wash 1 Wash 11 Formula- Hibiclens Hibiclens tion Formula Placebo (+control) Formula Placebo (+control) 1 2.49 2.04 2.7 3.02 2.62 3.52 2 2.53 1.77 3.27 3.13 1.90 4.30 - The above results illustrate the enhanced antibacterial effectiveness of antibacterial compositions formed in accordance with various embodiments of the present invention. Both formulations achieved log reductions of greater than 2 on the first wash and greater than 3 on the 11th wash. Additionally, both formulations exhibit superior antibacterial effectiveness as compared to the placebo. Thus, both formulations produce a preferred log reduction and provide sufficient performance.
- The reduced potential for eye irritation of various formulations of the compositions formed in accordance with the present invention was conducted using a Bovine Corneal Opacity and Permeability (BCOP) assay. The BCOP assay is known in the consumer products industry as an in vitro test for eye irritation potential. For surfactant-based formulations, the Permeability Value (PERMV) is also a measure of potential irritancy in the BCOP assay. Specifically, the Permeability Value is the Optical Density at 490 nm (OD490) determined with a spectrophotometer. It is used to measure the potential for eye irritation with higher irritation potential corresponding to higher Permeability Values. For personal cleansing compositions like liquid hand soaps, shower gels, and the like, an appropriate harsh control (control with high known potential for eye irritation) has a (PERMV) of 1 or higher. For example, a commercial liquid hand soap that is recognized as having potential for causing eye irritation has a (PERMV) of 1 to 1.125 in the BCOP assay. In general, compositions with PERMVs less than 1 are preferred in the art.
- In this example, various embodiments of antibacterial compositions were tested using the BCOP assay. Table 3 summarizes the base formulation used while varying the ratio of nonionic material to lauramine oxide and measuring the resulting PERMV score.
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TABLE 3 Base Formulation weight percent Deionized Water Variable Natrosol 250HHR CS 1.0 Benzethonium Chloride 1.0 Lauramine oxide 0.3% or 1.5% Nonionic material (Pluronic F108 or variable decyl polyglucoside) Total 100% - Table 4 summarizes the impact of the ratio of decyl polyglucoside to lauramine oxide (N:A) on PERMV in the BCOP assay.
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TABLE 4 Lauramine oxide 1.5%, by weight Lauramine oxide 0.3%, by weight N:A PERMV N:A PERMV 0:1 1.776 0:1 0.854 1.7:1 1.784 6.8:1 0.437 2:1 1.533 8.3:1 0.66* 3:1 1.971 8.5:1 0.812 *Formulation 2, as above - Table 4 reveals that lauramine oxide is a key determinant of PERMV values. Lower lauramine oxide levels leads to lower PERMV, and hence lower eye irritation potential. Additionally, this example illustrates the surprising discovery that increasing the N:A ratio leads to lower PERMV, and hence decreasing eye irritation potential, especially for compositions with lower amounts of lauramine oxide.
- Table 5 summarizes the impact of the ratio of Pluronic F108 to lauramine oxide (N:A) on PERMI in the BCOP assay.
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TABLE 5 Lauramine oxide 1.5%, by weight Lauramine oxide 0.3%, by weight N:A PERMV N:A PERMV 0:1 1.776 0:1 0.854 1.7:1 1.342 8.3:1 0.660 1.7:1 1.124* 8.5:1 0.532 3:1 1.123 5:1 0.643 7:1 0.587 *Formulation 1, as above - Table 5 also demonstrates that lauramine oxide is the main determinant of PERMV values. Surprisingly however, the PERMV scores, and the potential fore eye irritation, decrease strongly with increasing N:A, even for formulations with high lauramine oxide content. Without being limited by any particular theory, amine oxides appear to be the major determinants of irritation in formulations with quaternary ammonium germicides. Surprisingly, the ratio of nonionic material to amine oxide can be used to manipulate the irritation potential of formulations while maintaining antimicrobial efficacy at constant germicide concentration.
- Many modifications and variations of the invention as set forth can be made without departing from the spirit and scope thereof, and therefore only such limitations should be imposed as are indicated by the appended claims.
Claims (22)
1-20. (canceled)
21. An antibacterial composition comprising:
a quaternary ammonium compound present in the amount of from about 0.1 to about 5 percent by weight of the antibacterial composition;
one or more alkamine oxides present in the amount of from about 0.1 to about 10 percent by weight of the antibacterial composition;
one or more nonionic materials;
one or more liquid carriers; and
optionally one or more ingredients selected from a group comprising:
polymeric thickeners of the nonionic or cationic class, dyes, perfumes, builders, pH adjusters, solvents, and mixtures thereof.
22. The antibacterial composition of claim 21 , wherein said quaternary ammonium compound is present in the amount of about 1.0 percent by weight of the antibacterial composition.
23. The antibacterial composition of claim 22 , wherein said quaternary ammonium compound is selected from a group comprising: benzethonium chloride, benzalkonium chloride, alkyl dimethylbenzyl ammonium chloride, cetyl trimethyl ammonium chloride.
24. The antibacterial composition of claim 21 , wherein said one or more alkamine oxides are present in the amount of from about 0.3 to about 1.5 percent by weight of the antibacterial composition.
25. The antibacterial composition of claim 24 , wherein said alkamine oxide is lauramine oxide.
26. The antibacterial composition of claim 21 , wherein said nonionic material is comprised of a nonionic polymeric surfactant.
27. The antibacterial composition of claim 26 , wherein said nonionic polymeric surfactant is a block copolymer of ethylene oxide and propylene oxide.
28. The antibacterial composition of claim 21 , wherein said nonionic material is comprised of an alkylpolyglucoside surfactant.
29. The antibacterial composition of claim 21 , wherein said nonionic material is selected from a group comprising decyl polyglucose and Pluronic F108.
30. The antibacterial composition of claim 29 , wherein said nonionic material is present in the composition at an amount of about 2.5 percent by weight.
31. The antibacterial composition of claim 21 , wherein said liquid carrier is water.
32. The antibacterial composition of claim 21 , wherein said polymeric thickener is Natrosol 250HHR CS present in the composition at an amount of about 1.0 percent by weight.
33. The antibacterial composition of claim 21 having a pH between about 5 and 9.
34. The antibacterial composition of claim 21 having a pH between about 6 and 8.
35. The antibacterial composition of claim 21 having a pH between about 6.5 and 8.
36. The composition of claim 21 , wherein the relative weight ratio of the nonionic material to the alkamine oxide yields a composition with a Permeability Value in a BCOP assay of less than about 1.2.
37. The composition of claim 36 , wherein said relative weight ratio of the nonionic material to the alkamine oxide is from about 0:1 to about 8.5:1.
38. The antimicrobial composition of claim 37 , wherein said relative weight ratio of the nonionic material to the lauramine oxide is from about 5:1 to about 7:1.
39. The composition of claim 21 , wherein said composition is free of anionic and zwitterionic surfactants.
40. The composition of claim 39 , wherein said surfactants comprise a sulfate, sulfonate, carboxylate, aminocarboxylate, and mixtures thereof.
41. The antimicrobial composition of claim 21 , wherein said composition exhibits a log reduction of at least 2 after the first wash and a log reduction of at least 3 after the eleventh wash in a Health Care Personnel Hand Wash test, as measured bacteria.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/088,399 US20090318322A1 (en) | 2005-12-30 | 2006-12-20 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US75556905P | 2005-12-30 | 2005-12-30 | |
PCT/US2006/048991 WO2007079022A2 (en) | 2005-12-30 | 2006-12-20 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
US12/088,399 US20090318322A1 (en) | 2005-12-30 | 2006-12-20 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2006/048991 A-371-Of-International WO2007079022A2 (en) | 2005-12-30 | 2006-12-20 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US13/218,137 Continuation US8193136B2 (en) | 2005-12-30 | 2011-08-25 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Publications (1)
Publication Number | Publication Date |
---|---|
US20090318322A1 true US20090318322A1 (en) | 2009-12-24 |
Family
ID=38123996
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/088,399 Abandoned US20090318322A1 (en) | 2005-12-30 | 2006-12-20 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
US13/218,137 Active US8193136B2 (en) | 2005-12-30 | 2011-08-25 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US13/218,137 Active US8193136B2 (en) | 2005-12-30 | 2011-08-25 | Antibacterial compositions comprising quaternary ammonium germicides and alkamine oxides having reduced irritation potential |
Country Status (3)
Country | Link |
---|---|
US (2) | US20090318322A1 (en) |
EP (1) | EP1965756A2 (en) |
WO (1) | WO2007079022A2 (en) |
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WO2011156398A1 (en) * | 2010-06-07 | 2011-12-15 | Stepan Company | Dilutable biocidal compositions and methods of use |
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US20150148425A1 (en) * | 2013-11-25 | 2015-05-28 | The Dial Corporation | Antimicrobial composition exhibiting increased efficacy |
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US10308897B2 (en) | 2017-04-24 | 2019-06-04 | Gpcp Ip Holdings Llc | Alkaline sanitizing soap preparations containing quaternary ammonium chloride agents |
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Also Published As
Publication number | Publication date |
---|---|
WO2007079022A3 (en) | 2007-08-23 |
EP1965756A2 (en) | 2008-09-10 |
US20110313049A1 (en) | 2011-12-22 |
WO2007079022A2 (en) | 2007-07-12 |
US8193136B2 (en) | 2012-06-05 |
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