Antibacterial components

Abstract

The present invention relates to methods and compositions applicable to personal cleaning, oral care, deodorant and hard surface cleaning applications, including liquid soaps, foam soaps, liquid dishwashing detergents, shower gels, shampoos, emulsified deodorants, mouthwashes, toothpastes and facial cleansers, for reducing or eliminating microorganisms on surfaces or body parts.

Description

[Technical Field]

[0001] The present invention relates to methods for reducing or eliminating microorganisms, as well as compositions for cleaning human or animal body surfaces and hair, for cleaning soft and porous substrates such as fabrics or hard surfaces, and for deodorant, oral care, or air care applications.

[0002] background Fragrance components may possess antimicrobial activity. However, the antimicrobial activity of fragrance components can be significantly affected by the application base, specifically, surfactant bases, such as liquid soaps or shampoos. In these bases, fragrance components are incorporated into surfactant micelles, drastically reducing their bioavailability. Consequently, much higher concentrations of fragrance components are required, but this is unacceptable in terms of sensory effects, cost, and solubility. These obstacles are overcome by the compositions, methods, and uses of the present invention.

[0003] Summary of the Invention The present invention encompasses a method and an antimicrobial composition comprising a fragrance component and a surfactant, wherein the fragrance component has a log P of 3.5 or less and a bactericidal effect with a logarithmic reduction value of 5.5 at a concentration of 0.5% or less in an ethanol solution.

[0004] In one aspect of the present invention, the fragrance component has a bactericidal effect at a concentration of 0.2% or less in an ethanol solution, with a logarithmic reduction value of 5.5 in the ethanol solution. In a further aspect, the fragrance component has a bactericidal effect at a concentration of 0.1% or less in an ethanol solution, with a logarithmic reduction value of 5.5 in the ethanol solution.

[0005] The fragrance component of the present invention may preferably have a log P of 3.0 or less.

[0006] The fragrance component of the present invention may have an equivalence of -10 or less to the number of carbon atoms in an alkane. Furthermore, according to the present invention, the fragrance component may have an equivalence of -20 or less to the number of carbon atoms in an alkane.

[0007] In one embodiment of the present invention, the antimicrobial compositions include a mixture of 2-ethyl-1-hexanol, 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, and 2-isopropyl-5-methylphenol in various proportions. In another embodiment, the antimicrobial compositions include a mixture of (E)-3-phenyl-2-propenal; (Z)-3,7-dimethyl-2,6-octadien-1-ol; 1,8-p-methadien-7-ol; and 3-methyl-5-phenyl-1-pentanol in various proportions. In yet another embodiment, the antimicrobial compositions include a mixture of 2-ethyl-1-hexanol; (Z)-3,7-dimethyl-2,6-octadien-1-ol; 3-methyl-5-phenyl-1-pentanol; and 5-methyl-3-heptanone oxime in various proportions. Furthermore, according to the present invention, the antimicrobial compositions may include a mixture of 2-ethyl-1-hexanol, 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol and 2-isopropyl-5-methylphenol in a ratio of 5:3:8:4. In a further embodiment, the antimicrobial compositions may include a mixture of (E)-3-phenyl-2-propenal; (Z)-3,7-dimethyl-2,6-octadien-1-ol; 1,8-p-methadien-7-ol; and 3-methyl-5-phenyl-1-pentanol in a ratio of 5:5:4:6. In a further embodiment, the antimicrobial composition may include a mixture of 2-ethyl-1-hexanol; (Z)-3,7-dimethyl-2,6-octadien-1-ol; 3-methyl-5-phenyl-1-pentanol; and 5-methyl-3-heptanone oxime in a ratio of 3:3:3:1. In a further embodiment, the antimicrobial composition may include a mixture of 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol and 2-isopropyl-5-methylphenol in a ratio of 3:8:4.

[0008] In further embodiments, the antimicrobial compositions may include a mixture of (E)-3-phenyl-2-propenal, 5-isopropyl-2-methylphenol, 2-ethyl-1-hexanol, (E)-3,7-dimethyl-2,6-octadien-1-ol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 5-methyl-3-heptanone oxime, and 2-isopropyl-5-methylphenol.

[0009] The fragrance component in the composition of the present invention can be present in an amount effective to provide an antibacterial effect.

[0010] In aspects of the present invention, the fragrance component is present in an amount of at least 0.001% (w / v) of the antimicrobial composition.

[0011] The surfactant may be present in an amount of 0.1% to 30% (w / w) of the antimicrobial composition. In certain embodiments, the surfactant is present in an amount of 0.1% to 20% (w / w) of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of 0.1% to 10% (w / w) of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of 9.1% to 30% (w / w) of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of 9.1% to 20% (w / w) of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of 9.1% to 10% (w / w) of the antimicrobial composition.

[0012] The surfactant of the present invention may be an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, or a combination thereof.

[0013] The anionic surfactant may be, for example, sodium lauryl ether sulfate, and the amphoteric surfactant may be cocamidopropyl betaine. The nonionic surfactant may be an alkyl polyglycoside. The nonionic surfactant according to the present invention may be a cocoglucoside.

[0014] In aspects of the present invention, the antimicrobial composition may further comprise a hydrotrope. In further aspects, the antimicrobial composition may comprise an additional agent active against Gram-positive or Gram-negative bacteria. In other aspects, the antimicrobial composition may further comprise a chelating agent selected from the group consisting of EDTA and CDTA, and combinations thereof.

[0015] The fragrance components according to the present invention are 1-phenylethyl acetate, (2E)-2-methyl-3-phenyl-2-propenal, (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, (E)-3-phenyl-2-propenate ethyl, 3,7-dimethyl-2,6-octadienal, 3-[4-methyl-3-cyclohexen-1-yl]-1-butanol, 4-decanolide, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2,4,6-trimethyl-3-cyclohexen-1-methanol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, and 2,5-dimethyl-2-indamene Tanol, 2,2-dimethyl-3-[3-methyl-2,4-pentadien-1-yl]oxirane, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, (Z)-6-nonen-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2,6,6-trimethyl-1,3-cyclohexadien-1-carbaldehyde, 2-isopropyl-5-methylphenol, 3-propylphenol, 2-hydroxybenzoate ethyl, 4-isopropyl-1-benzenemethanol, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, 2-methoxy-4-(2-propen-1-yl)phenol, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 3-methyl-2-[(2Z)-2-penten-1-yl]-2-cyclopenten-1-one, (E)-2-hexenyl acetate, 4-(2-methyl-2-propanyl)cyclohexanone, ethyl phenyl, 5-methyl-3-heptanone oxime, 2-(4-methylcyclohexa-3-enyl)propan-2-ol, (E)-3-phenyl-2-propennitrile L, 2-phenyl-1-propanol, (E)-3-phenyl-2-propenal, methyl 2-aminobenzoate, 4-nonanolide, 6-pentyltetrahydro-2H-pyran-2-one, 2-methyl-4-phenyl-2-butanol, 2-methyl-1-phenyl-2-propanol, 2-phenylethylformate, (E)-2-hexen-1-ol, 4-methylphenol, 4,4a,6,7,8,8a-hexahydro-1,4-methanonaphthalene-5(1H)-one, 2,2-dimethylpropanoate 1-oxo-1-( 2-Propanyloxy)-2-propanyl, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (2E)-3-phenyl-2-propen-1-ol, 2-furamethanethiol, (Z)-3-hexenylformate, 2-phenylethylacetate Tart, 1-octanol, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol, (Z)-2-nonenal, 4-methyl methoxybenzoate, 1,3-nonanediyl diacetate, tetrahydro-3-pentyl-4(2H)-pyranyl acetate, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, ethyl benzoate, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, benzyl butanoate, 1-butoxycarbonylethyl butanoate, ethyl hexanoate, 4,8-Cyclododecadiene-1-one, (2E)-2-methyl-2-hexenoate methyl, (E)-3-phenyl-2-propenoate methyl, (Z)-3-hexenyl acetate, 3,5,5-trimethyl-1-hexanol, cyclopentylidene acetate methyl, (Z)-4-decenal, 2,6-dimethyl-7-octen-4-one, 2,6-dimethyl-4-heptanol, 3-(2,2-dimethylpropyl)pyridine, (Z)-7-decen-4-olido, clove oil, isobutyl isobutyrate, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, 1,2-dimethoxy-4-[1-propen-1-yl]benzene, 1-(3-methyl-1-benzofuran-2-yl) Ethenone, (2E,6Z)-2,6-nonadienal, 3-methylbutylpropionate, 2-methylbutylpropionate, 2-isobutyl-3-methoxypyrazine, 2-isobutyl-6-methoxypyrazine, methyl 2-hydroxybenzoate, 3-methylindole, 1-methoxy-3-hexanethiol, 8-mercapto-3-p-menthanone, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one, 1-isopropyl-4-methylbicyclo[3.1.0]hexane-3-one, 3-phenylbutanal, 6-hexyltetrahydro-2H-pyran-2-one, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, spearmint oil, or a combination thereof.

[0016] Furthermore, the fragrance components are 1-phenylethyl acetate, (2E)-2-methyl-3-phenyl-2-propenal, (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, (E)-3-phenyl-2-propenate ethyl, 3,7-dimethyl-2,6-octadienal, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, 2,2-dimethyl-3-[ 3-Methyl-2,4-pentadien-1-yl]oxirane, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2,6,6-trimethyl-1,3-cyclohexadiene-1-carbaldehyde, 2-isopropyl-5-methylphenol, 3-propylphenol, 4-isopropyl-1-benzenemethanol, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, 2-meth Xy-4-(2-propen-1-yl)phenol, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 3-methyl-2-[(2Z)-2-penten-1-yl]-2-cyclopenten-1-one, (E)-2-hexenyl acetate, 4-(2-methyl-2-propanyl)cyclohexanone, ethyl phenylethyl acetate, 5-methyl-3-heptanone oxime, 2-(4-methylcyclohexa-3-enyl)propane-2- (E)-3-phenyl-2-propennitrile, 2-phenyl-1-propanol, (E)-3-phenyl-2-propenal, 2-methyl aminobenzoate, 4-nonanolide, 6-pentyltetrahydro-2H-pyran-2-one, 2-methyl-4-phenyl-2-butanol, 2-methyl-1-phenyl-2-propanol, 2-phenylethylformate, (E)-2-hexen-1-ol, 4-methylphenol, 4,4a,6,7,8,8a-hexahydro-1,4-methanonaphthalene-5(1H)-one, 2,2-Dimethylpropanoate 1-oxo-1-(2-propanyloxy)-2-propanyl, 3-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, (2E)-3-phenyl-2-propen-1-ol, 2-furamethanethiol, (Z)-3-hexenylformate, 2-phenylethyl acetate, 1-octanol, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol, 4- Methyl toxybenzoate, 1,3-nonanediyl diacetate, tetrahydro-3-pentyl-4(2H)-pyranyl acetate, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, ethyl benzoate, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, benzyl butanoate, 1-butoxycarbonylethyl butanoate, (2E)-2-methyl-2-hexenoate methyl, (E)-3-phenyl-2-propenoate methyl, (Z)-3-hexenyl acetate, 3,5,5-trimethyl-1-hex Sanol, methyl cyclopentylidene acetate, (Z)-4-decenal, 2,6-dimethyl-4-heptanol, (Z)-7-decen-4-olido, isobutyl isobutyrate, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, 1,2-dimethoxy-4-[1-propen-1-yl]benzene, 1-(3-methyl-1-benzofuran-2-yl)ethenone, (2E,6Z)-2,6-nonadienal, 3-methylbutylpropionate, 2-methylbutylpropionate, 2-isobutyl Ru-3-methoxypyrazine, 2-isobutyl-6-methoxypyrazine, methyl 2-hydroxybenzoate, 3-methylindole, 8-mercapto-3-p-mentanone, 4,4a,6,7,8,8a-hexahydro-1,4-methanonaphthalene-5(1H)-one, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one, 1-isopropyl-4-methylbicyclo[3.1.0]hexane-3-one, 3-phenylbutanal, 6-hexyltetrahydro-2H-pyran-2-one, 7-isopropyl-2H,4H-1,5-Benzodioxepin-3-one, clove oil, spearmint oil, or a combination thereof may be used.

[0017] In one aspect of the present invention, the fragrance component is (2E)-2-methyl-3-phenyl-2-propenal, (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadiene-1-ol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadiene-1-ol, 1,8-p-mentadiene-7-ol 3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, 4-isopropyl-1-benzenemethanol, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, 2-methoxy-4-(2-propen-1-yl)phenol, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 5-methyl-3-heptanone oxime, 2-(4-methyl methyl Chlohexa-3-enyl)propan-2-ol, (E)-3-phenyl-2-propennitrile, 2-phenyl-1-propanol, (E)-3-phenyl-2-propenal, 2-methyl aminobenzoate, 4-nonanolide, 6-pentyltetrahydro-2H-pyran-2-one, 2-methyl-4-phenyl-2-butanol, 2-methyl-1-phenyl-2-propanol, (E)-2-hexen-1-ol, 4-methylphenol, 2,2-dimethylpropanoate 1-oxo-1-(2-propanyloxy)-2-propan Nyl, 3-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, (2E)-3-phenyl-2-propen-1-ol, 2-furamethanethiol, (Z)-3-hexenylformate, 1-octanol, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, 1,7,7-trimethylbicyclo[2.2.1] It is heptan-2-ol, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, 3,5,5-trimethyl-1-hexanol, 2,6-dimethyl-4-heptanol, 3-methylindole, 6-hexyltetrahydro-2H-pyran-2-one, clove oil, spearmint oil or a combination thereof.

[0018] In a further aspect, the fragrance component is (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-menthadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, 4-isopropyl-1-benzene methanol, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, 2-methoxy-4-(2-propen-1-yl)phenol, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 2-phenyl-1-propanol, methyl 2-aminobenzoate, 2-methyl-4-phenyl-2-butanol, (E)-2-hexen-1-ol, 4-methylphenol, 1-oxo-1-(2-propanonyloxy)-2-propanyl 2,2-dimethylpropanoate, 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, (2E)-3-phenyl-2-propen-1-ol, 2-furanmethanethiol, (Z)-3-hexenyl formate, 1-octanol, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, 3,5,5-trimethyl-1-hexanol, 3-methylindole, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, clove oil or a combination thereof.

[0019] In aspects of the present invention, the fragrance components are (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, 4-isopropyl-1-benzenemethanol, 7-propyl-2H,4H-1, 5-Benzodioxepin-3-one, 2-methoxy-4-(2-propen-1-yl)phenol, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 2-phenyl-1-propanol, 1-oxo-1-(2-propanyloxy)-2-propanyl 2,2-dimethylpropanoate, 2-furamethanethiol, (Z)-3-hexenylformate, 1-octanol, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, 3,5,5-trimethyl-1-hexanol, 3-methylindole, clove oil, or a combination thereof.

[0020] The fragrance components according to the present invention may be (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-menthadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, (E)-3-phenyl-2-propenal, 5-methyl-3-heptanone oxime, 2-furanmethanethiol, (Z)-3-hexenyl formate, 1-octanol, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, 3,5,5-trimethyl-1-hexanol, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 3-methylindole or a combination thereof.

[0021] As can be seen in the attached examples, the mixture of fragrance components designated as mixture C exhibited a surprising synergistic antibacterial effect, i.e., an effect superior to the simple sum or addition of the antibacterial effects expected when the individual components of the composition were admixed at the desired concentrations. That is, in such cases, the antibacterial activity of the combined components was higher than the sum of the activities of the individual components.

[0022] Mixture C contains 5-isopropyl-2-methylphenol, 2-ethyl-1-hexanol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2-isopropyl-5-methylphenol or a combination thereof.

[0023] In a further embodiment, the fragrance component is 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 3-methyl-5-phenyl-1-pentanol, 5-methyl-3-heptanone oxime, or a combination thereof. In another embodiment, the fragrance component is (E)-3-phenyl-2-propenal, (Z)-3,7-dimethyl-2,6-octadien-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol. In yet another embodiment, the fragrance component is 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2-isopropyl-5-methylphenol.

[0024] In one embodiment of the present invention, the fragrance components are (2E)-2-methyl-3-phenyl-2-propenal, (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, (-)-(S)-1,8-P-mentadien-7-ol, (+-)-3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, 5-methyl-3-heptanone oxime, (E)-3-phenyl-2-propenal, and combinations thereof.

[0025] In one embodiment of the present invention, the fragrance component is an aldehyde, a primary alcohol, a phenol, or an oxime.

[0026] In one embodiment of the present invention, the fragrance component is an aldehyde selected from (2E)-2-methyl-3-phenyl-2-propenal, (E)-3-phenyl-2-propenal, and combinations thereof.

[0027] In one embodiment of the present invention, the fragrance component is a primary alcohol selected from (2E,6Z)-2,6-nonadien-1-ol, (E)-3,7-dimethyl-2,6-octadiene-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadiene-1-ol, (Z)-3,7-dimethyl-2,6-octadiene-1-ol, (-)-(S)-1,8-P-mentadiene-7-ol, (+-)-3-methyl-5-phenyl-1-pentanol and combinations thereof.

[0028] In one embodiment of the present invention, the fragrance component is a phenol selected from 5-isopropyl-2-methylphenol, 2-isopropyl-5-methylphenol, 3-propylphenol, and combinations thereof.

[0029] In one embodiment of the present invention, the fragrance component is an oxime, and the oxime is 5-methyl-3-heptanone oxime.

[0030] The antimicrobial composition of the present invention may contain hydrotrope.

[0031] In one aspect of the present invention, the hydrotrope is toluenesulfonate, xylenesulfonate, cumenesulfonate, diisobutylsulfosuccinate, or a combination thereof. In a further aspect, the hydrotrope is a sodium, ammonium, or potassium salt of a hydrotrope selected from toluenesulfonate, xylenesulfonate, cumenesulfonate, or diisobutylsulfosuccinate, sodium salicylate, sodium acetate, and sodium benzoate, dipropylene glycol n-butyl ether, or a combination thereof.

[0032] In aspects of the present invention, the antibacterial fragrance contains at least 25% (w / v) of fragrance components. That is, the fragrance components having a bactericidal effect account for at least 25% (w / v) of the total fragrance mixture added to the composition.

[0033] In aspects of the present invention, the composition is preferably used to reduce or eliminate microorganisms on the human or animal body, or on the outer surface of a soft, porous substrate such as fabric, or in hard surface applications, or in deodorant, air care, oral care, and hair care applications.

[0034] The present invention encompasses consumer products comprising the antimicrobial composition according to the present invention, which include, but are not limited to, hair care products, body care products, skin care products, oral care products, women's care products, home care products, laundry care products, or body cleansing products, which include, but are not limited to, shampoos, shower gels, facial cleansers, shaving gels, liquid hand soaps, foaming soaps, hand sanitizers, bar soaps, mouthwashes, toothpastes, women's hygiene products, fabric detergents, carpet detergents, general-purpose detergents, dishwashing detergents, fresh food detergents, deodorizers, air fresheners, and air disinfectants.

[0035] The present invention encompasses methods for eliminating and / or reducing the number of microorganisms on a surface or part of the body, comprising bringing the surface or part of the body into contact with an antimicrobial composition of the present invention.

[0036] Furthermore, the present invention encompasses the use of the antimicrobial composition of the present invention for eliminating or reducing the number of microorganisms on a surface or part of the body.

[0037] In aspects of the present invention, the antibacterial composition can be combined with an odor neutralizing system.

[0038] The odor neutralizing system is a composition comprising (a) at least one component selected from the following: (i) at least one aldehyde of formula R1CHO, where R1 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms; (ii) at least one ketone of formula R2COR3, where R2 is an ethyl or methyl group and R3 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms; and (iii) a primary alcohol of formula R4CH2OH. Thereafter, where R4 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms, optionally substituted with an aromatic moiety; and (b) compositions comprising the following: (i) (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,2-dimethyl-6-methylenecyclohexyl)-2-buten-1-one, (E)-1- (2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, (+-)-methyl-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, α- or β-(E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one (α- or β-ionone), (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3 -one, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten-3-one, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, γ-methylionone, 1-(2,6,6-trimethyl-1(2)-cyclohexen-1-yl)-1,6-heptadiene-3-one, and 1-(4,6,6-trimethyl-1,3-cyclohexadiene-1-yl)-2-buten-1-one;(ii) at least one nitrile component selected from the group consisting of 3-phenyl-2-propennitrile, (E / Z)-3-methyl-5-phenyl-2-pentennitrile citronellnitrile, 3,7-dimethyl-6-octennitrile citronellylnitrile, 2-propyl-1-heptanenitrile, dodecanenitrile, and a mixture of 3-(2,3-dimethyl-2(3)-cyclopenten-1-yl)butanenitrile and 3-(2-methyl-3-methylene-1-cyclopentyl)butanenitrile; and c) a combination of a) and b).

[0039] The antimicrobial composition of the present invention can be combined with an odor antagonist system. In aspects of the present invention, the antimicrobial composition can be combined with at least one compound that inhibits the activity of at least one olfactory receptor selected from the group consisting of DMTS olfactory receptor, indole / skatole olfactory receptor, butyrate olfactory receptor, and p-cresol olfactory receptor. At least one compound that inhibits the activity of at least one olfactory receptor is benzyl acetate, (1R,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hepta-2-yl acetate (isobornyl acetate), undeca-10-enal, undeca-9-enal, Virginia cedarwood essential oil, 3,7-dimethyl-2,6-octadienal, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethylocta-6-ennitrile, coumarin, (E)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-butene-1- The ione may be (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, methylionone γ, (Z)-3,4,5,6,6-pentamethylhepta-3-en-2-one, 2,6-dimethylhepta-5-enal, menthone, 1-(5,5-dimethyl-1-cyclohexenyl)penta-4-en-1-one, patchouli essential oil, 2,6-nonadienal, (2-tert-butylcyclohexyl)acetate, 2-methyl-3-hexanone oxime (bertoxime), or 2-methoxynaphthalene.

[0040] Detailed description of the invention The present invention provides a method and an antimicrobial composition containing a fragrance component having a bactericidal effect, having a low Log P of 3.5 or less, and a logarithmic reduction value of 5.5 in an ethanol solution at a concentration of 0.5% or less in an ethanol solution. Preferably, the fragrance component can have an EACN of -10 or less.

[0041] As used herein, “fragrance component” means a compound that can pleasantly or positively impart or modify the scent of a composition. Generally, fragrance components can belong to various chemical classes such as alcohols, lactones, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen-containing or sulfur-containing heterocyclic compounds, and essential oils.

[0042] Another subject of the present invention is a fragrance composition comprising at least one component selected from the group consisting of fragrance auxiliary components, fragrance carriers, and mixtures thereof, and optionally at least one fragrance adjuvant.

[0043] Examples of liquid fragrance carriers include, but are not limited to, solubilizers or solvents commonly used in fragrances. It is not possible to describe in detail all properties and types of solvents commonly used in fragrances. However, examples of solvents that are very commonly used include dipropylene glycol, diethyl phthalate, isopropyl myristate, benzyl benzoate, 2-(2-ethoxyethoxy)-1-ethanol, or ethyl citrate. For compositions containing both fragrance carriers and fragrance auxiliary components, suitable fragrance carriers other than those specified above may include ethanol, limonene or other terpenes, isoparaffins, for example, those known as trademark Isopar® (supplier: Exxon Chemical), or glycol ethers and glycol ether esters, for example, those known as trademark Dowanol® (supplier: Dow Chemical Company). “Fragrance auxiliary component” as used herein means a compound used in a fragrance preparation or composition to impart a hedonic effect, and which is not a microcapsule as defined above. In other words, for such an auxiliary component to be considered a fragrance component, it must not merely have an odor, but be recognized by those skilled in the art as being able to positively or pleasantly impart or modify the odor of the composition.

[0044] Examples of non-restrictive examples include the following: - Aldehyde components: decanal, dodecanal, 2-methylundecanal, 10-undecenal, octanal and / or nonenal; - Aromatic herbal ingredients: eucalyptus oil, camphor, eucalyptol, menthol and / or α-pinene; - Balsam components: Coumarin, ethyl vanillin and / or vanillin; - Citrus components: Dihydromyrcenol, 3,7-dimethylocta-2,6-dienal, orange oil, linalyl acetate, (-)-(R)-3,7-dimethyl-6-octennitrile, orange terpene, limonene, 1-P-menthen-8-yl acetate and / or 1,4(8)-P-mentadiene; - Floral components: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, β-ionone, methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, berzyl acetate, geraniol, p-mentha-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1 -Dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl cis-dihydrojasmonate, 3-methyl-5-phenyl-1-pentanol, berzyl propionate, geranyl acetate, tetrahydrolinalool, cis-7-P-menthanol, (S)-2-(1,1-dimethylpropoxy)propanoate propyl, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbaldehyde, amyl cinnamic aldehyde, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, berzyl isobutyrate and / or mixture of methyl ionone isomers; - Fruity components: γ-undecalactone, 4-decanolide, ethyl 2-methylpentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolane-2-ethyl acetate and / or diethyl 1,4-cyclohexanedicarboxylate; - Green components: 2,4-dimethyl-3-cyclohexen-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, (+-)-1-phenylethyl acetate, allyl(2-methylbutoxy) acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; - Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, pentadecenolide, 3-methyl-5-cyclopentadecene-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopentag-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, pentadecanolide and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; - Woody components: 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethane, patchouli oil, terpene fraction of patchouli oil, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methylcedyl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)ethane-1-one and / or isobornyl acetate; - Other ingredients (e.g., amber, powdery spicy, or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any of its stereoisomers, heliotropin, anisaldehyde, eugenol, cinnamic aldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal and / or 3-(3-isopropyl-1-phenyl)butanal.

[0045] Fragrance components are not limited to those listed above. Fragrance components are also described in reference books such as S. Arctander, *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or more recent versions thereof, as well as in other works of similar nature and patent documents in the field of fragrances.

[0046] Non-limiting examples of fragrance components include 2-ethyl-1-hexanol, (E)-3-phenyl-2-propenal, (+-)-(3Z)-5-methyl-3-heptanone oxime or (+-)-(3E)-5-methyl-3-heptanone oxime, 5-isopropyl-2-methylphenol, 3-propylphenol, thymol, (e)-3,7-dimethyl-2,6-octadien-1-ol, (+-)-3-methyl-5-phenyl Examples include ru-1-pentanol, (z)-3,7-dimethyl-2,6-octadien-1-ol, (-)-(s)-1,8-p-mentadien-7-ol, (2e,6z)-2,6-nonadien-1-ol, (-)-(2E)-2-ethyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-2-buten-1-ol, 2-furamethanethiol, and (Z)-3-hexenylformate.

[0047] The fragrance components according to the present invention are 1-phenylethyl acetate, (2E)-2-methyl-3-phenyl-2-propenal, (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, (E)-3-phenyl-2-propenate ethyl, 3,7-dimethyl-2,6-octadienal, 3-[4-methyl-3-cyclohexen-1-yl]-1-butanol, 4-decanolide, 2-methoxy-4-propylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2,4,6-trimethyl-3-cyclohexen-1-methanol, (2E)-2-methyl-3-(4-methylphenyl)-2-propen-1-ol, and 2,5-dimethyl-2-indamene Tanol, 2,2-dimethyl-3-[3-methyl-2,4-pentadien-1-yl]oxirane, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, (Z)-6-nonen-1-ol, 1,8-p-mentadien-7-ol, 3-methyl-5-phenyl-1-pentanol, 2,6,6-trimethyl-1,3-cyclohexadien-1-carbaldehyde, 2-isopropyl-5-methylphenol, 3-propylphenol, 2-hydroxybenzoate ethyl, 4-isopropyl-1-benzenemethanol, 7-propyl-2H,4H-1,5-benzodioxepin-3-one, 2-methoxy-4-(2-propen-1-yl)phenol, 3-(1,3-Benzodioxol-5-yl)-2-methylpropanal, indole, 2-methoxy-4-[(1E)-1-propen-1-yl]phenol, 3-methyl-2-[(2Z)-2-penten-1-yl]-2-cyclopenten-1-one, (E)-2-hexenyl acetate, 4-(2-methyl-2-propanyl)cyclohexanone, ethyl phenyl, 5-methyl-3-heptanone oxime, 2-(4-methylcyclohexa-3-enyl)propan-2-ol, (E)-3-phenyl-2-propennitrile , 2-phenyl-1-propanol, (E)-3-phenyl-2-propenal, methyl 2-aminobenzoate, 4-nonanolide, 6-pentyltetrahydro-2H-pyran-2-one, 2-methyl-4-phenyl-2-butanol, 2-methyl-1-phenyl-2-propanol, 2-phenylethylformate, (E)-2-hexen-1-ol, 4-methylphenol, 4,4a,6,7,8,8a-hexahydro-1,4-methanonaphthalene-5(1H)-one, 1-oxo-1-(2-propanyloxy)-2- Propanyl 2,2-dimethylpropanoate, 2,4,6-trimethyl-3-cyclohexen-1-carbaldehyde, 3,5,6-trimethyl-3-cyclohexen-1-carbaldehyde, 3-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, 4-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, (2E)-3-phenyl-2-propen-1-ol, 2-furamethanethiol, (Z)-3-hexenylformate, 2-phenylethylacetate Tart, 1-octanol, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol, (Z)-2-nonenal, 4-methyl methoxybenzoate, 1,3-nonanediyl diacetate, tetrahydro-3-pentyl-4(2H)-pyranyl acetate, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, ethyl benzoate, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, benzyl butanoate, 1-butoxycarbonylethyl butanoate, ethyl hexanoate, 4,8-Cyclododecadiene-1-one, (2E)-2-methyl-2-hexenoate methyl, (E)-3-phenyl-2-propenoate methyl, (Z)-3-hexenyl acetate, 3,5,5-trimethyl-1-hexanol, cyclopentylidene acetate methyl, (Z)-4-decenal, 2,6-dimethyl-7-octen-4-one, 2,6-dimethyl-4-heptanol, 3-(2,2-dimethylpropyl)pyridine, (Z)-7-decen-4-olido, clove oil, isobutyl isobutyrate, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, 1,2-dimethoxy-4-[1-propen-1-yl]benzene, 1-(3-methyl-1-benzofuran-2-yl)ethyl Non, (2E,6Z)-2,6-nonadienal, 3-methylbutylpropionate, 2-methylbutylpropionate, 2-isobutyl-3-methoxypyrazine, 2-isobutyl-6-methoxypyrazine, 2-methyl hydroxybenzoate, 3-methylindole, 1-methoxy-3-hexanethiol, 8-mercapto-3-p-mentanone, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one, 1-isopropyl-4-methylbicyclo[3.1.0]hexane-3-one, 3-phenylbutanal, 6-hexyltetrahydro-2H-pyran-2-one, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, spearmint oil, or combinations thereof may be included.

[0048] The fragrance component may be at least 0.001% (w / v) of the antibacterial composition. The fragrance component of the present invention may be about 0.001% to about 5.0% w / v of the antibacterial composition. Preferably, the fragrance component is about 0.01% to about 5.0% w / v of the antibacterial composition. More preferably, the fragrance component is about 0.05% to about 5.0% w / v of the antibacterial composition. In a further embodiment, the fragrance component is about 0.1% to about 5.0% w / v of the antibacterial composition.

[0049] The concentration of the fragrance component related to the bactericidal effect, which has a logarithmic reduction value of 5.5 according to the present invention, may be 0.5% or less in the ethanol solution. Preferably, the concentration of the fragrance component related to the bactericidal effect, which has a logarithmic reduction value of 5.5 according to the present invention, may be 0.2% or less in the ethanol solution, and more preferably, the concentration of the fragrance component related to the bactericidal effect, which has a logarithmic reduction value of 5.5 according to the present invention, may be 0.1% or less in the ethanol solution.

[0050] The EACN of the fragrance component of the present invention may be -10 or less, and preferably the EACN of the fragrance component of the present invention may be -20 or less.

[0051] The Log P of the fragrance component of the present invention may be 3.5 or less, and preferably, the Log P of the fragrance component of the present invention may be 3 or less.

[0052] As used herein, “hard surface” refers to any hard surface. Surfaces to be cleaned include kitchen and bathroom surfaces such as floors, walls, tiles, windows, cabinets, sinks, showers, resin shower curtains, washbasins, toilets, fixtures and accessories made of various materials such as ceramic, vinyl, unwaxed vinyl, linoleum, melamine, glass, and steel; kitchen work surfaces; any plastic, plastic-treated wood, metal, or any painted, varnished, or sealed surface. Household hard surfaces also include, but are not limited to, household appliances such as refrigerators, freezers, washing machines, dryers, ovens, microwave ovens, and dishwashers. Such hard surfaces can be found in both private homes and commercial, institutional, and industrial environments.

[0053] As used herein, “body part” refers to any part of a mammal’s body exposed to the external environment, including the surface of skin and mucous membranes. Thus, for example, a body part includes skin, oral mucosa, and teeth. In a preferred embodiment, the body part is a human body part.

[0054] The surfactants according to the present invention are not limited to these, but can be selected from the group of anionic, amphoteric, nonionic, or cationic surfactants.

[0055] Non-limiting examples of anionic surfactants include alkyl sulfonates, fatty acid methyl ester sulfonates, alkylbenzene sulfonates, secondary alkanesulfonates, α-olefin sulfonates, alcohol sulfates, alcohol ether sulfates, alcohol ether phosphates, sulfuric acid alkanolamides, sulfuric acid glycerides, fatty acids, dialkyl sulfosuccinates, N-acyl sarcosinates, N-acyl taurates, acyl isethionates, N-acyl glutamates, N-acyl glycinates, and sodium, potassium, or ammonium salts of N-acyl alaninates.

[0056] Non-limiting examples of amphoteric surfactants include alkyl betaines, alkylamidopropyl betaines, alkyl sulfobetaines, alkylamine oxides, lecithin (phospholipid), such as phosphatidylcholine, lysolecithin, alkylamphoacetates, and alkylamphodiacetates.

[0057] Non-limiting examples of nonionic surfactants include ethoxylated aliphatic alcohols, ethoxylated alkylphenols, ethoxylated thiols, mixed propoxylated and ethoxylated aliphatic alcohols, ethoxylated castor oil or hydrogenated castor oil, acid ethoxylated fatty acids, fatty esters of hexitol and cyclic anhydrohexitol (e.g., sorbitan), fatty esters of ethoxylated hexitol and cyclic anhydrohexitol (e.g., polysorbate), sugar esters, alkyl polyglycosides, polyglyceryl fatty acid esters, ethoxylated amines, ethoxylated amides, and alkyldiethanolamides.

[0058] Nonionic surfactants can be selected from a group of water-soluble triblock copolymers (marketed under trade names such as Pluronic, Tetronic, Poloxamer, and Syperonics) containing blocks of polyethylene glycol and polypropylene glycol.

[0059] The surfactant can also be selected from a group of natural biosurfactants, including glycolipids (e.g., sophorolipids, mannosylerythritol lipids, and rhamnolipids) and saponins.

[0060] The surfactant can also be selected from the group of cationic surfactants, which include alkyl quaternary ammonium salts, ester quats, linear alkylamines, amidoamines, esteramines, or ethoxylated amines.

[0061] Surfactants can be used as combinations of the surfactants described above.

[0062] In one embodiment, the anionic surfactant is sodium lauryl ether sulfate.

[0063] In another embodiment, the amphoteric surfactant is cocamidopropyl betaine.

[0064] In another embodiment, the nonionic surfactant is a cocoglucoside.

[0065] The surfactant may be present in an amount of 0.1% to 30% (w / w) of the antimicrobial composition. In certain embodiments, the surfactant of the present invention may be present in an amount of about 0.1% to about 20% w / w of the total weight of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of about 1% to about 10% w / w of the total weight of the antimicrobial composition.

[0066] The surfactant may be present in an amount of 0.1% to 30% (w / w) of the antimicrobial composition. In certain embodiments, the surfactant is present in an amount of 0.1% to 20% (w / w) of the antimicrobial composition. In further embodiments, the surfactant is present in an amount of 0.1% to 10% (w / w) of the antimicrobial composition. In yet another embodiment, the surfactant is present in an amount of 9.1% to 30% (w / w) of the antimicrobial composition. In yet another embodiment, the surfactant is present in an amount of 9.1% to 20% (w / w) of the antimicrobial composition. In yet another embodiment, the surfactant is present in an amount of 9.1% to 10% (w / w) of the antimicrobial composition.

[0067] The antimicrobial composition of the present invention may further contain hydrotrope. Hydrotrope is a substance whose presence increases the solubility of hydrophobic compounds in water, but which does not itself form microemulsions or lyotropic liquid crystals.

[0068] The hydrotrope of the present invention may be present in an amount of about 0.5% to about 20% w / w of the total weight of the antimicrobial composition. In one embodiment, the hydrotrope is present in an amount of about 1% to about 10% w / w of the total weight of the antimicrobial composition.

[0069] In a preferred embodiment, the antimicrobial composition of the present invention comprises less than 4% (w / w) of hydrotrope, less than 3% (w / w) of hydrotrope, less than 2% (w / w) of hydrotrope, less than 1% (w / w) of hydrotrope, or less than that amount of hydrotrope.

[0070] In yet another preferred embodiment, the antimicrobial composition comprises 10% (w / w) or less of the surfactant, in which case the hydrotrope is present in greater than 4% (w / w), preferably greater than 5% (w / w), preferably greater than 6% (w / w), preferably greater than 7% (w / w), preferably greater than 10% (w / w), and preferably greater than 15% (w / w) of the antimicrobial composition. The hydrotrope can be selected from the group of aryl sulfonates. In certain embodiments, the hydrotrope exists in the form of benzenesulfonate, toluenesulfonate, xylenesulfonate, cumenesulfonate or a combination thereof, and the corresponding sodium, ammonium, or potassium salts.

[0071] Hydrotropes can also be selected from the group consisting of diisobutyl sulfosuccinate, diisopropyl sulfosuccinate, di-n-propyl sulfosuccinate, diethyl sulfosuccinate or a combination thereof, and the corresponding forms of sodium, ammonium, or potassium salts.

[0072] Hydrotropes can be selected from the group of benzoates, salicylates, or butyl monoglycol sulfates, and their corresponding sodium, ammonium, or potassium salt forms.

[0073] The hydrotrope may be dipropylene glycol-n-butyl ether.

[0074] The hydrotrope may be catechol, resorcinol, pyrogallol, hydroquinone, or 4-methoxyphenol.

[0075] The hydrotrope can be selected from the group consisting of benzyl alcohol, urea, and nicotinamide.

[0076] The hydrotrope may be sodium benzoate or sodium acetate.

[0077] The hydrotrope may be a short-chain (approximately C4) alkyl polyglycoside.

[0078] Hydrotropes can be used as combinations of the hydrotropes described above.

[0079] Non-limiting examples of suitable hydrotropes include toluenesulfonate, xylenesulfonate, cumenesulfonate, diisobutylsulfosuccinate, sodium salicylate, sodium acetate, and sodium benzoate. The antimicrobial compositions of the present invention may further comprise a solvent. According to one embodiment, the antimicrobial composition comprises a water-miscible auxiliary solvent, preferably selected from the group consisting of monovalent and polyvalent solvents. Non-limiting examples of such solvents can be found in the group consisting of ethanol, n-propanol, propylene glycol, hexylene glycol, dipropylene glycol, glycerol, isopropylideneglycerol, butylene glycol (1,3-butanediol), 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, and isopropanol, as well as mixtures thereof. According to another embodiment, the water-miscible auxiliary solvent is selected from the group consisting of triethyl citrate, triacetin, ethyl lactate, and glycol ethers.

[0080] The antibacterial composition of the present invention may further contain optional components such as colorants, preservatives, viscosity modifiers, opacifiers, emollients, humectants, antioxidants, gelling agents, gums, chelating agents, functional polymers, cellulose derivatives, essential oils, electrolytes, and pH adjusters.

[0081] The present invention includes consumer products, for example, personal cleaning products, oral care products, deodorant products, hard surface cleaning products, liquid soaps, foaming soaps, liquid detergents, shampoos, shower gels, facial cleansers, mouthwashes, and toothpastes, which include antimicrobial compositions.

[0082] The antimicrobial composition according to the present invention may be active against Gram-negative and Gram-positive bacteria. Furthermore, the antimicrobial composition according to the present invention may be active against the following bacteria: Escherichia coli, Salmonella sp., Pseudomonas aeruginosa, Pseudomonas fluorescens, Serratia marcescens, Klebsiella pneumoniae, Staphylococcus aureus, and Listeria monocytogenes or a combination thereof.

[0083] Odor Antagonist The antimicrobial compositions of the present invention can be used in combination with malodorous antagonist systems (for example, in a single composition or in separate compositions administered simultaneously or in close chronological order). Malodorous compounds can activate at least one olfactory receptor associated with malodor. Without intending to limit ourselves to any particular theory, malodors are typically complex mixtures of two or more malodorous compounds, such mixtures may include various amines, thiols, sulfides, short-chain aliphatic and unsaturated acids, e.g., fatty acids and their derivatives. In one embodiment, at least one olfactory receptor is an olfactory receptor disclosed in International Publication No. 2019 / 101821. In an alternative embodiment, at least one olfactory receptor is an olfactory receptor disclosed in International Publication No. 2018 / 091686.

[0084] In one embodiment, inhibition of at least one olfactory receptor inhibits, reduces, or suppresses the consumer's perception of malodors.

[0085] As used herein, the terms “antagonist,” “inhibitor,” “blocker,” “suppressor,” “neutralizer,” and “modulator” of olfactory receptors are used interchangeably to refer to inhibitory, blocking, repressive, or modulating molecules, such as ligands, antagonists, and their homologs and mimics, identified by in vivo, ex vivo, and in vitro assays relating to olfactory transmission. An inhibitor is a compound that, for example, binds to a stimulus and partially or completely blocks the stimulus, reduces, inhibits, prevents, or delays activation, inactivates, desensitizes, or downregulates olfactory transmission, such as an antagonist. An activator is a compound that, for example, binds to activation and stimulates, increases, opens up, promotes, enhances, sensitizes, or upregulates olfactory transmission, such as an agonist. Modulators include, for example, compounds that alter the interaction between receptors and the following: extracellular proteins that bind activators or inhibitors (e.g., odor-binding proteins, ebnerin, and other members of the hydrophobic carrier family); G proteins; kinases (e.g., homologs of rhodopsin kinase and β-adrenergic receptor kinase involved in receptor inactivation and desensitization); and arrestins that inactivate and desensitize receptors.

[0086] The ability of the compounds and methods of this disclosure to inhibit or antagonize at least one olfactory receptor can be determined by any suitable method readily selected by those skilled in the art, for example, by an ex vivo cultured neuronal assay or by an in vitro assay using a cell line expressing butyrate olfactory receptors.

[0087] As used herein, the terms “olfactory receptor” or “OR” refer to one or more members of the family of G protein-coupled receptors (GPCRs) expressed in olfactory cells. Olfactory receptor cells can also be identified based on morphology or by the expression of proteins specifically expressed in olfactory cells. OR family members may have the ability to act as receptors for odorants and induce the olfactory transduction cascade.

[0088] In one embodiment, at least one compound that inhibits the activity of at least one olfactory receptor is selected from the group consisting of: benzyl acetate, isobornyl acetate, undeca-10-enal, undeca-9-enal, Virginia cedarwood essential oil, 3,7-dimethyl-2,6-octadienal, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethylocta-6-ennitrile, coumarin, (2E)-1-(2,2-dimethyl (Tyl-6-methylenecyclohexyl)-2-buten-1-one, methylionone γ, (Z)-3,4,5,6,6-pentamethylhepta-3-en-2-one, 2,6-dimethylhepta-5-enal, menthone, 1-(5,5-dimethyl-1-cyclohexenyl)penta-4-en-1-one, patchouli essential oil, 2,6-nonadienal, (2-tert-butylcyclohexyl)acetate, berthixime and 2-methoxynaphthalene.

[0089] Other compounds that can inhibit the activity of at least one olfactory receptor selected from the group consisting of DMTS olfactory receptors, indole / skatole olfactory receptors, butyrate olfactory receptors, and p-cresol olfactory receptors include the compounds disclosed in International Publication No. 2019 / 101821.

[0090] Additional examples of other compounds that can inhibit the activity of at least one olfactory receptor selected from the group consisting of DMTS olfactory receptors, indole / skatole olfactory receptors, butyrate olfactory receptors, and p-cresol olfactory receptors include the compounds disclosed in International Publication No. 2018 / 091686.

[0091] In one embodiment, at least one compound capable of inhibiting the activity of DMTS olfactory receptors can be selected from the compounds capable of inhibiting the activity of DMTS olfactory receptors disclosed in International Publication No. 2019 / 101821.

[0092] In one embodiment, at least one compound capable of inhibiting the activity of butyrate olfactory receptors can be selected from the compounds capable of inhibiting the activity of butyrate olfactory receptors disclosed in International Publication No. 2019 / 101821.

[0093] In one embodiment, at least one compound capable of inhibiting the activity of the indole / skatole olfactory receptor can be selected from the compounds capable of inhibiting the activity of the indole / skatole olfactory receptor disclosed in International Publication No. 2019 / 101821.

[0094] In one embodiment, at least one compound capable of inhibiting the activity of the p-cresol olfactory receptor can be selected from the compounds capable of inhibiting the activity of the p-cresol olfactory receptor disclosed in International Publication No. 2018 / 091686.

[0095] In one embodiment, the malodorous antagonist is present in the antimicrobial composition in an amount of 30 to 50% by weight relative to the antimicrobial composition.

[0096] In one embodiment, the malodorous antagonist is present in the antimicrobial composition in an amount of 30-45% by weight, or alternatively, 30-40% by weight, or alternatively, 30-35% by weight.

[0097] In one embodiment, the malodorous antagonist is present in the antimicrobial composition in an amount of 35-50% by weight, or alternatively, 40-50% by weight, or alternatively, 45-50% by weight.

[0098] In one embodiment, the malodorous antagonist is present in the antimicrobial composition in an amount of 30, 35, 40, 45, or 50% by weight relative to the antimicrobial composition.

[0099] Odor neutralizing system The antimicrobial compositions of the present invention can be used in combination with an odor neutralizing system (for example, in a single composition or in separate compositions administered simultaneously or in close proximity in time). The odor neutralizing system limits, reduces, or eliminates the perception of odors by reacting with various chemical compounds that can cause odors. This reaction reduces the concentration of odor-causing substances in the air, resulting in a reduced perception of odors.

[0100] In one embodiment, at least one odor neutralizing system is: a) a composition comprising at least one component selected from the group consisting of: (i) formula R 1 At least one aldehyde of CHO, where R 1 (ii) Formula R 2 COR 3 At least one ketone of which, R 2 is an ethyl or methyl group, R 3 (iii) Formula R 4 A primary alcohol of CH2OH, where R 4is an aliphatic straight or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms, optionally substituted with an aromatic moiety; b) a composition comprising: (i) at least one component selected from the group consisting of (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one α, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,2-dimethyl-6-methylenecyclohexyl)-2-buten-1-one γ, (E)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one δ, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, (+-)-methyl-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, α- or β-(E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one (α- or β-ionone), (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (the (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten-3-one, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, 1-(2,6,6-trimethyl-1(2)-cyclohexen-1-yl)-1,6-heptadien-3-one, and 1-(4,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one; and (ii) at least one nitrile component selected from the group consisting of 3-phenyl-2-propenenitrile, (E / Z)-3-methyl-5-phenyl-2-pentenenitrile, 3,7-dimethyl-6-octenenitrile, 2-propyl-1-heptanenitrile, dodecanenitrile, and a mixture of 3-(2,3-dimethyl-2(3)-cyclopenten-1-yl)butanenitrile and 3-(2-methyl-3-methylene-1-cyclopentyl)butanenitrile; and c) is selected from the group consisting of the combination of a) and b).

[0101] as follows: (i) formula R 1At least one aldehyde of CHO, where R 1 (ii) Formula R 2 COR 3 At least one ketone of which, R 2 is an ethyl or methyl group, R 3 (iii) Formula R 4 A primary alcohol of CH2OH, where R 4 Examples of compositions comprising at least one component selected from the group consisting of an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms, which is optionally substituted with an aromatic moiety, can be found in U.S. Patent No. 8,772,354.

[0102] The following: (i)(2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,2-dimethyl-6-methylenecyclohexyl)-2-buten-1-one, (E)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1- (1E)-4-penten-1-one, (+-)-methyl-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate, α- or β-(E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one (α- or β-ionone), (1E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-1-penten-3-one, (1E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten (ii) 3-phenyl-2-propennitrile, citronitrile Examples of compositions comprising at least one component selected from the group consisting of citronellyl nitrile, 2-propyl-1-heptanenitrile, dodecanenitrile, and at least one nitrile component selected from the group consisting of 3-(2,3-dimethyl-2(3)-cyclopenten-1-yl)butanenitrile and 3-(2-methyl-3-methylene-1-cyclopentyl)butanenitrile can be found in U.S. Patent Application Publication No. 2017 / 0266334.

[0103] In one embodiment, at least one odor neutralizing system is present in the antimicrobial composition in an amount of 5 to 20% by weight relative to the antimicrobial composition.

[0104] In one embodiment, at least one odor neutralizing system is present in the antimicrobial composition in an amount of 5 to 19% by weight, or alternatively 5 to 18% by weight, or alternatively 5 to 17% by weight, or alternatively 5 to 16% by weight, or alternatively 5 to 15% by weight, or alternatively 5 to 14% by weight, or alternatively 5 to 13% by weight, or alternatively 5 to 12% by weight, or alternatively 5 to 11% by weight, or alternatively 5 to 10% by weight, or alternatively 5 to 9% by weight, or alternatively 5 to 8% by weight, or alternatively 5 to 7% by weight, or alternatively 5 to 6% by weight.

[0105] In one embodiment, at least one odor neutralizing system is present in the antimicrobial composition in an amount of 6 to 20% by weight, or alternatively 7 to 20% by weight, or alternatively 8 to 20% by weight, or alternatively 9 to 20% by weight, or alternatively 10 to 20% by weight, or alternatively 11 to 20% by weight, or alternatively 12 to 20% by weight, or alternatively 13 to 20% by weight, or alternatively 14 to 20% by weight, or alternatively 15 to 20% by weight, or alternatively 16 to 20% by weight, or alternatively 17 to 20% by weight, or alternatively 18 to 20% by weight, or alternatively 19 to 20% by weight.

[0106] In one embodiment, at least one odor neutralizing system is present in the odor neutralizing composition at a concentration of 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20% by weight relative to the antimicrobial composition.

[0107] The present invention will be described by the following embodiments, but will not be limited thereto.

[0108] Examples Example 1: Measurement of the antibacterial effect of fragrance materials in ethanol solution a. Preparation of bacterial suspension For antimicrobial testing, a bacterial suspension of E. coli ATCC 10536 was prepared as follows: Stock cultures stored at -80°C were divided and cultured on Tryptic Soy Agar (TSA) plates and incubated at 37°C for 24 hours to obtain single colonies. Single colonies from the primary culture were streaked onto TSA plates and incubated at 37°C for 24 hours to prepare secondary cultures. Single colonies from the secondary culture were inoculated into 50 mL of Tryptic Soy Broth (TSB) and incubated at 37°C and 180 rpm for 18 hours. Aliquots (0.5 mL) of the 18-hour culture were inoculated into 50 mL of fresh TSB and incubated at 37°C and 180 rpm for 2-3 hours. When the OD 600 nm value of the culture medium reached 1-2, the cells were harvested by centrifugation at 5,000 rpm for 10 minutes, and then resuspended in the same fresh culture medium to reach the target level of 1-5 × 10⁶ cells. 8 Colony-forming unit (CFU) / mL was achieved. This suspension was used for further antimicrobial testing.

[0109] b. Measurement of the bactericidal activity of fragrance components in ethanol solution Unless otherwise specified, the logarithmic reduction test according to the present invention shall be measured according to the following method.

[0110] The dose-dependent bactericidal activity of fragrance components in a 20% ethanol solution was measured using the bacterial contact time (BCT) test based on the European standard EN-1276.

[0111] Fragrance components of various concentrations (doses) were prepared in a 40% ethanol solution. In a 96-well microtiter plate (120 μl per well), column B was used as the control sample of the ethanol solution, and 11 copies of each sample were added to columns 1-11 of column 1. Next, approximately 1-5 × 10⁻¹⁶ were added. 8120 μl of cell suspension at a concentration of CFU / mL (prepared as described above) was added to each well of a microtiter plate. A predetermined contact time (45 seconds) was assigned to each target strain. After the contact time, a series of dilutions were prepared in a 96-well plate using growth medium, i.e., three 1 / 10 dilutions followed by 17 1 / 2 dilutions. Each plate was sealed and incubated at 37°C with stirring (180 rpm). After incubation, the turbidity of the wells (OD 600 nm) was recorded using a Tecan microplate reader. Turbid cells were considered to represent positive growth of viable cells. The total number of viable cells (log CFU / mL) for each sample was calculated. Then, the logarithmic reduction value of each test composition at the final concentration (dose) compared to the control sample in 20% ethanol solution was calculated.

[0112] Example 2: Measurement of the equivalence (EACN) of fragrance components to the number of alkane carbon atoms in a model system. The EACN value provides information about the polarity and surface activity of nonpolar components. Tchakalova and Fieber (J. of Surfactants and Detergents, 2012, 15(2):167-177) described the EACN value. mix Fragrance components were classified based on their values, which are the EACN values ​​of a mixture consisting of a test fragrance component and a reference oil (isopropyl myristate). Using the same system and method, the EACN values ​​of fragrance components with antimicrobial activity were measured. Various fragrance components were added to the model microemulsion system shown in Table 1, which uses nonionic pentaethylene glycol mono-n-decyl ether (C10E5) as a surfactant. The phase transition temperatures of the system from Windsor type I to Windsor type III and from Windsor type III to Windsor type II were measured using a water bath. Using alkanes with different numbers of carbon atoms (octane, decane, dodecane, and hexadecane), linear correlation curves were created between the EACN and the PIT, which is the average of the transitions from Windsor type I to Windsor type III and from Windsor type III to Windsor type II, respectively. Next, for systems containing various fragrance components, the EACN values ​​were calculated based on the linear relationship and the measured PIT. mixThe following was calculated. The EACN of the pure fragrance component was calculated using the following formula based on the molar ratio of the test PRM in the oil phase: EACN mix =EACN×n+EACN ref ×n ref Here, n and n ref These represent the mole fractions of the test fragrance component and the reference component (i.e., isopropyl myristate) in the oil phase, respectively.

[0113] [Table 1]

[0114] Example 3: Measurement of log P of fragrance components The partition coefficient (P) is defined as the ratio of the concentration (C) of a dissolved and highly diluted substance to its equilibrium state in a two-phase system consisting of two nearly immiscible solvents.

[0115] In the case of n-octanol and water, P = C(n-octanol) / C(water) That is the case.

[0116] The partition coefficient P is the quotient of two concentrations and is generally expressed in base-10 logarithmic form (LogP).

[0117] The log P values ​​of various fragrance components were measured using standard high-performance liquid chromatography (HPLC) according to the reference (OECD, Guideline No. 117, adopted on April 13, 2004, Partition coefficient (n-octanol-water), High Performance Liquid Chromatography (HPLC) Method).

[0118] Example 4: Measurement of the antibacterial effect of fragrance components in various surfactant bases a. Preparation of test samples The surfactant bases tested contained either 1) sodium lauryl ether sulfate (SLES) and cocamidopropyl betaine (CAPB) in a weight ratio of 3:1, or 2) SLES, CAPB, and coco-glucoside in a weight ratio of 2:1:1. Test samples were prepared by mixing the fragrance component with the surfactant base and stirring vigorously for 24 hours. The concentration of the fragrance component in the base was 0.5% by weight. For the antimicrobial test, samples with a clear appearance were selected.

[0119] b. Measurement of the antibacterial effect of fragrance materials in surfactant systems The antimicrobial effect against Escherichia coli ATCC 10536, a representative Gram-negative bacterial strain, was tested using a robotic bacterial contact time (BCT) test based on European standard EN-1276 and European Patent No. 2787827.

[0120] Preparation of screening and dilution plates: Aliquots (270 μl) of the composition were dispensed into the wells of a 96-well microtiter plate (MTP) along two columns (B1-H1 and B7-H7), and 270 μl of MilliQ water was added to wells A1 and A7 as control samples. This MTP was labeled "screening plate". In another MTP labeled "dilution plate", 270 μl of Dey-Engley (D / E) neutralization solution was added to columns 1 and 7. 270 μl of tryptone diluent was added to columns 2-6 and 8-12 of the dilution MTP by a Hamilton robotic liquid processing station.

[0121] BCT Test, Neutralization, and Dilution: Next, 30 μl of bacterial stock was added to column 1 of the "Screening Plate" and mixed using a Hamilton robotic liquid processing station. After a 45-second contact time, 30 μl of the mixture from column 1 was transferred to the corresponding well in column 1 of the "Dilution Plate". After neutralization with D / E neutralization solution for 5 minutes, 30 μl of the neutralized mixture was transferred from column 1 to column 2 of the "Dilution MTP" and mixed, and then 30 μl of the mixture was transferred from column 2 to column 3. This process was repeated to continuously dilute the bacterial suspension on the plate up to column 6. Next, 30 μl of bacterial stock was added to column 7 of the "Screening Plate" and mixed using a Hamilton robotic liquid processing station. After a 45-second contact time, 30 μl of the mixture from column 7 was transferred to the corresponding well in column 7 of the "Dilution Plate". After neutralizing with D / E neutralizing solution for 5 minutes, 30 μl of the mixture was transferred from column 7 to column 8 of the "Diluted MTP" and mixed, and then another 30 μl of the mixture was transferred from column 8 to column 9. This process was repeated to continuously dilute the bacterial suspension on the plate up to column 12.

[0122] Plating: 30 μl of diluted MTP was transferred from each well onto four Tryptone Soy Agar (TSA) plates. The TSA plates were left for approximately 2 hours to allow the 30 μl inoculation spots to dry, then the plates were inverted and incubated overnight at 37°C for 24 hours. Colonies were counted after incubation.

[0123] Calculation of logarithmic reduction: A diluent containing colony counts was selected, the number of viable cells (CFU / mL) in the "screening plate" mixture was calculated, and the logarithmic reduction value compared to the control MilliQ sample was calculated.

[0124] result Based on the results of antibacterial tests in ethanol solution, the fragrance components were divided into two groups.

[0125] A. Fragrance component with high bactericidal activity in ethanol solution: When tested according to the test procedure described in Example 1, the logarithmic reduction value of the bacterial survival rate at 0.1% (w / v) or less of the bactericidal fragrance component in ethanol solution is at least 5.5 for at least one Gram-negative bacterium, preferably at least one of Escherichia coli, Salmonella sp., Pseudomonas aeruginosa, Pseudomonas fluorescens, Serratia marcescens, and Klebsiella pneumoniae.

[0126] B. Fragrance components with moderate bactericidal activity in ethanol solution: When tested according to the test procedure described in Example 1, the logarithmic reduction value of bacterial survival at a concentration of 0.1-0.5% (w / v) of the bactericidal fragrance component in ethanol solution is at least 5.5 for at least one Gram-negative bacterium, preferably at least one of Escherichia coli, Salmonella sp., Pseudomonas aeruginosa, Pseudomonas fluorescens, Serratia marcescens, and Klebsiella pneumoniae.

[0127] [Table 2]

[0128] [Table 3]

[0129] The antibacterial properties of the fragrance components were tested in model bases 1 to 4, as shown in Tables 4 to 6.

[0130] Table 7 shows the antimicrobial performance of binary mixtures of fragrance components with low EACN and low log P values ​​tested in Model Base 2.

[0131] Table 8 shows the composition of a composite mixture of antimicrobial fragrance components designed based on sensory performance.

[0132] Eight model surfactants were designed to test the antibacterial properties of antibacterial fragrance components and mixtures thereof. Table 9 shows the compositions of these eight model surfactants.

[0133] Table 10 shows the antimicrobial activity of the composite mixtures of model surfactant bases 5-8.

[0134] [Table 4]

[0135] [Table 5]

[0136] [Table 6]

[0137] [Table 7-1] [Table 7-2]

[0138] [Table 8]

[0139] [Table 9]

[0140] [Table 10]

[0141] conclusion 1. The fragrance components that exhibited higher antibacterial activity in the ethanol solution also exhibited higher antibacterial activity in the model surfactant base.

[0142] 2. Among fragrance components exhibiting high antibacterial activity in ethanol solutions, those with an EACN value of -20 or less and a log P value of 3 or less showed significantly higher antibacterial activity in the surfactant base than those with an EACN value greater than -10 or a log P value greater than 3.

[0143] 3. The exceptions are (E)-3-phenyl-2-propenal and (+-)-(3Z)-5-methyl-3-heptanone oxime or (+-)-(3E)-5-methyl-3-heptanone oxime, which exhibit moderate bactericidal activity in ethanol solution and have EACN values ​​of -10 to -20, but as shown in Table 5, still possess high antibacterial activity in the surfactant base, with logarithmic reduction values ​​exceeding 3.

[0144] 4. The inclusion of hydrotrope and cocoglucoside improved the antibacterial effect of the fragrance components in the surfactant base.

[0145] The following are additional fragrance components that exhibit high bactericidal activity when tested according to the test procedure described in Example 1: 1-Octanol, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol, (Z)-2-nonenal, 1-(5-propyl-1,3-benzodioxol-2-yl)ethenone, basil oil, ethyl benzoate, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol, benzyl butanoate, 1-butoxycarbonylethylbutanoate, ethyl hexanoate, 4,8-cyclododecadiene-1-one, (2E)-2-methyl-2-hexenoate methyl, (E)-3-phenyl-2-propenoate methyl, 3,5 ,5-trimethyl-1-hexanol, (Z)-4-decenal, 2,6-dimethyl-7-octen-4-one, 2,6-dimethyl-4-heptanol, 1,2-dimethoxy-4-[1-propen-1-yl]benzene, (4E)-4-methyl-5-(4-methylphenyl)-4-pentenal, 1-(3-methyl-1-benzofuran-2-yl)ethenone, (2E,6Z)-2,6-nonadienal, 2-ethyl hydroxybenzoate, 3-methylindole, 8-mercapto-3-p-mentanone, 1,3,3-trimethylbicyclo[2.2.1]heptan-2-one, 1-isopropyl-4-methylbicyclo[3.1.0]hexane-3-one.

[0146] The following additional fragrance components exhibit moderate bactericidal activity when tested according to the test procedure described in Example 1: 2-phenylethyl acetate, methyl 4-methoxybenzoate, 1,3-nonanediyl diacetate, tetrahydro-3-pentyl-4(2H)-pyranyl acetate, 2-furamethanethiol, 7-isopropyl-2H,4H-1,5-benzodioxepin-3-one, (Z)-3-hexenyl acetate, methyl cyclopentylidene acetate, ethyl 4,6,6-trimethyl-1,3-cyclohexadiene-1-carboxylate, 3-(2,2-dimethylpropyl)pyridine, (Z)-7-decene-4-olido, clove oil Isobutyl isobutyrate, 3,5,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4,6-trimethyl-3-cyclohexene-1-carbaldehyde, 2,4-dimethyl-4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin, spearmint oil, 3-methylbutylpropionate, 2-methylbutylpropionate, 2-isobutyl-3-methoxypyrazine, 2-isobutyl-6-methoxypyrazine, 1-oxo-1-(2-propanyloxy)-2-propanyl2,2-dimethylpropanoate, methyl 2-hydroxybenzoate, 1-methoxy-3-hexanethiol, 3-phenylbutanal.

[0147] Furthermore, it was found that the fragrance components exhibiting high antibacterial activity in Model Base 1 belong to the categories of primary alcohols, phenols, aldehydes, or oximes, as shown in the table below.

[0148] [Table 11]

[0149] Example 5 Effects of hydrotrope and solvent in formulations according to the present invention Since liquid hand soaps typically contain a higher surfactant content than the model surfactant base used in Example 4, a model liquid hand soap base was formulated by increasing the total amount of surfactant and adding commonly used ingredients, including EDTA, propylene glycol (PG), glycerol, and the preservative Nipaguard® CG, as an example of in vitro efficacy in a liquid hand soap base. The effect of different hydrotropes or solvents on the antimicrobial activity of the formulations was tested in the same manner as described in Example 4. All formulations had a pH of 5-6 adjusted with citric acid and sodium citrate. The results are shown in the table below.

[0150] [Table 12]

[0151] [Table 13]

[0152] [Table 14]

[0153] As shown in the results, hydrotropes containing sodium xylenesulfonate, sodium cumenesulfonate, sodium salicylate, and sodium benzoate, as well as solvents such as isopropylideneglycerol and hexylene glycol, significantly enhanced the antibacterial effect of the fragrance components in the formulation. Among the hydrotropes tested, sodium salicylate was the most effective.

[0154] Example 6: Antibacterial effect of a formulation with reduced levels of fragrance components. Depending on the product, a lower dose of fragrance oil may be used. Therefore, we also tested the antibacterial effect of model hand soap formulations with reduced fragrance content. The results are shown in Table 14.

[0155] [Table 15]

[0156] The ingredients used in Tables 11 to 14 are summarized and explained in Table 15 below.

[0157] [Table 16]

[0158] Example 7: In vitro efficacy of mixture A in a surface cleaner product. The antimicrobial effect of mixture A in Pine-Sol® Multi-Surface Cleaner (Lemon Fresh), a commercially available surface cleaner sample, was measured. Briefly, mixture A was added to Pine-Sol® Multi-Surface Cleaner to final concentrations of 0.25%, 0.5%, 0.75%, 1.0%, and 1.25%. Aliquots (120 μL) of each sample were mixed in the wells of a 96-well plate with an equal volume of bacterial suspension of E. coli ATCC 10536 as described above, and 11 replicate tests were performed. After 3 minutes of contact, the number of viable cells (log CFU) in each well was counted. The bactericidal effect was measured as the logarithmic reduction value of MilliQ water compared to the control sample. Table 16 shows that Pine-Sol® Multi-Surface Cleaner did not have a bactericidal effect, while mixture A at a concentration of 0.25% or higher resulted in a logarithmic reduction of E. coli greater than 5 after 5 minutes of contact.

[0159] [Table 17]

[0160] Example 8 In vitro efficacy of the mixture presented herein in a solid soap base Table 17 shows the composition of the solid soap base.

[0161] [Table 18]

[0162] A 100 mL glass bottle containing 25 mL of 0.9% saline solution, equipped with a stirring bar, was preheated to 60°C using a magnetic stirrer. Soap noodles were grated into a clean glass bottle. 25% stocks of mixtures A and C were prepared in dipropylene glycol (DPG). 1 g of grated soap noodles was weighed, and 80 mg of stock of mixture A or mixture C was added on a foil. Then, the soap noodles with the added mixture were gradually added to the preheated saline solution and stirred at 300 rpm for 15 minutes to prepare a test sample of a 4% soap suspension containing 0.04% of the mixture. Aliquots (120 μL) of the test sample were transferred to a preheated 96-well plate and mixed with an equal volume of cell suspension of E. coli ATCC 10536 as described above. After a 45-second contact time, the number of viable cells in the wells was counted. The bactericidal effect was measured as the logarithmic decrease compared to a control sample of 0.45% physiological saline. From the results in Table 18, it can be seen that the logarithmic decrease values ​​of 0.04% mixtures A and C were approximately 2 in a 2% solid soap base.

[0163] [Table 19]

[0164] Example 9 In vitro efficacy of the mixture presented herein in a roll-on deodorant soap base Table 19 shows the composition of the roll-on type deodorant soap base.

[0165] [Table 20]

[0166] When 0.5 to 1% of the fragrance component according to the present invention was added to the base, a high antibacterial effect was detected.

[0167] Example 10 Synergistic bactericidal effect of mixture C According to one particular embodiment, the composition provides a synergistic antimicrobial effect, that is, an effect superior to the simple sum or addition of the antimicrobial effects expected when each component of the composition is mixed at a desired concentration. In other words, in such cases, the antimicrobial activity of the combined components is higher than the sum of the activities of the individual components.

[0168] Referring to the following examples, the synergistic effects of fragrance components in the antimicrobial combinations presented herein were discovered by testing individual fragrance components and mixtures at a wide range of concentrations (doses) and observing their bactericidal effects against Escherichia coli ATCC 10536. The synergistic effects of compositions containing three or more fragrance components were determined using the combination coefficient (CI) method for multidrug combinations, as described by Chou, T. in Pharmaceutical Reviews 58:621-681 (2006). The CI method determines synergistic or antagonistic effects based on the law of mass action.

[0169] The dose-effect relationship for each drug is described by the following median effect equation: D=D m [f a / (1-f a )] l / m Here, D is any given degree of effectiveness (f a ) is a dose that has the following properties: D m This is the dose of the median effect, m is a coefficient that indicates the shape of the dose-effect relationship.

[0170] The general formula for the combination coefficient (CI) when using n drugs in combination for an x% effect is as follows:

number

[0171] Here, D is drug j "alone" with an x% effect, D jThis is the "combination" dose of drug j, which has an effect of x%.

[0172] The table below shows the CI values ​​for antagonistic, additive, and synergistic effects.

[0173] [Table 21]

[0174] Determining synergistic effects using the combination coefficient (CI). The Composite Intake (CI) was calculated using Compusyn software (ComboSyn, Inc., created in 2005 by Dr. Dorothy Chou) according to the manufacturer's instructions. The concentrations and corresponding effect fractions of each test composition (combinations of two or more fragrance components, and a comparison composition containing the single fragrance component used to create the combination) were entered, and the corresponding CI was calculated.

[0175] If the calculated CI value was less than 0.9, the combination of fragrance components was considered to have a synergistic effect. If the calculated CI was between 1.0 and 0.9, the combination of fragrance components was considered to have an additive effect. If the calculated CI was greater than 1.0, the combination of fragrance components was considered to have an antagonistic effect.

[0176] Table 20 shows the bactericidal effect (logarithmic decrease) and calculated effect fraction for each dose of mixture C and composition against E. coli ATCC 10536. The composition stock was prepared in 100% ethanol, then diluted with Milli-Q water to obtain a 2× final concentration in 40% ethanol. BCT tests were performed on samples against E. coli with a contact time of 45 seconds.

[0177] [Table 22]

[0178] Table 21 shows the calculated combination coefficients (CI) for mixture C at various concentration ranges. Synergistic bactericidal effects of 0.05% and 0.055% of mixture C against E. coli ATCC 10536 were confirmed.

[0179] [Table 23]

[0180] Publications cited herein are incorporated herein by reference in their entirety. While various aspects of the invention have been shown above by reference to examples and preferred embodiments, it will be understood that the scope of the invention is defined not by the foregoing description but by the following claims, which shall be appropriately interpreted in accordance with the principles of patent law.

Claims

1. An antibacterial composition, a. A fragrance component having a bactericidal effect, having a log P of 3.5 or less and a logarithmic reduction value of 5.5 in an ethanol solution at a concentration of 0.5% or less, b. Surfactants including anionic surfactants and amphoteric surfactants Includes, The anionic surfactant is sodium lauryl ether sulfate, and the amphoteric surfactant is cocamidopropyl betaine. The fragrance component comprises (2E)-2-methyl-3-phenyl-2-propenal, and the antimicrobial composition further comprises less than 4% hydrotrope. Antibacterial composition.

2. The antibacterial composition according to claim 1, wherein the fragrance component in the composition is present in an amount effective for providing an antibacterial effect.

3. The antimicrobial composition according to claim 1 or 2, wherein the fragrance component is present in an amount of at least 0.001% (w / v) of the antimicrobial composition.

4. The antimicrobial composition according to any one of claims 1 to 3, wherein the surfactant is present in an amount of 0.1% to 30% (w / w) of the antimicrobial composition.

5. The antimicrobial composition according to any one of claims 1 to 4, wherein the surfactant is present in an amount of 0.1% to 20% (w / w) of the antimicrobial composition.

6. The antimicrobial composition according to any one of claims 1 to 5, wherein the surfactant is present in an amount of 0.1% to 10% (w / w) of the antimicrobial composition.

7. The antimicrobial composition according to any one of claims 1 to 6, wherein the surfactant is present in an amount of 9.1% to 30% (w / w) of the antimicrobial composition.

8. The antimicrobial composition according to any one of claims 1 to 7, further comprising a fragrance component selected from the group consisting of (2E,6Z)-2,6-nonadien-1-ol, 5-isopropyl-2-methylphenol, (E)-3,7-dimethyl-2,6-octadien-1-ol, 2-ethyl-1-hexanol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, (-)-(S)-1,8-P-mentadien-7-ol, (+-)-3-methyl-5-phenyl-1-pentanol, 2-isopropyl-5-methylphenol, 3-propylphenol, 5-methyl-3-heptanone oxime, (E)-3-phenyl-2-propenal and combinations thereof.

9. The antimicrobial composition according to any one of claims 1 to 8, further comprising an additional agent active against Gram-positive or Gram-negative bacteria.

10. The antimicrobial composition according to any one of claims 1 to 9, further comprising a chelating agent selected from the group consisting of EDTA, CDTA, and combinations thereof.

11. The antimicrobial composition according to claim 1, wherein the fragrance component comprises a combination of (2E)-2-methyl-3-phenyl-2-propenal and (E)-3-phenyl-2-propenal.

12. The antimicrobial composition according to claim 1, wherein the hydrotrope is selected from the group consisting of toluenesulfonate, xylenesulfonate, cumenesulfonate, diisobutylsulfosuccinate, sodium salicylate, sodium acetate, and combinations thereof.

13. The antimicrobial composition according to claim 1, wherein the hydrotrope is a sodium salt, ammonium salt, or potassium salt of a hydrotrope selected from the group consisting of toluenesulfonate, xylenesulfonate, cumenesulfonate, and diisobutylsulfosuccinate; dipropylene glycol n-butyl ether; and a combination thereof.

14. The antimicrobial composition according to any one of claims 1 to 13, further comprising a solvent.

15. The antimicrobial composition according to claim 14, wherein the solvent is selected from ethanol, n-propanol, propylene glycol, hexylene glycol, dipropylene glycol, glycerol, isopropylideneglycerol, butylene glycol (1,3-butanediol), 1,2-pentanediol, 1,2-hexanediol, 1,3-propanediol, and isopropanol, and mixtures thereof.

16. The antimicrobial composition according to any one of claims 1 to 15, further comprising a water-miscible auxiliary solvent.

17. The antimicrobial composition according to claim 16, wherein the water-miscible auxiliary solvent is selected from triethyl citrate, triacetin, ethyl lactate, and glycol ether.

18. The antimicrobial composition according to any one of claims 1 to 17, further comprising a colorant, preservative, viscosity modifier, opacifier, emollient, humectant, antioxidant, gelling agent, gum, chelating agent, functional polymer, cellulose derivative, essential oil, electrolyte, and pH adjuster.

19. The antibacterial composition according to any one of claims 1 to 18, wherein the fragrance component having the bactericidal effect accounts for at least 25% (w / v) of the total fragrance mixture added to the composition.

20. The antimicrobial composition according to any one of claims 1 to 19, further comprising an odor neutralizing agent.

21. The aforementioned odor neutralizing system is as follows: a) A composition comprising at least one component selected from the group consisting of the following: (i) at least one aldehyde of formula R1CHO, where R1 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms; (ii) at least one ketone of formula R2COR3, where R2 is an ethyl or methyl group and R3 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms; and (iii) Primary alcohols of formula R4CH2OH, where R4 is an aliphatic linear or branched, saturated or unsaturated carbon chain containing 1 to 12 carbon atoms, which is optionally substituted with an aromatic moiety; and b) Compositions containing the following: (i) (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-(2,2-dimethyl-6-methylenecyclohexyl)-2-buten-1-one, (E)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, (+-)-methyl-2,2-dimethyl- At least one component selected from the group consisting of 6-methylene-1-cyclohexanecarboxylate, α- or β-(E)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one (α- or β-ionone), α-methylionone, β-methylionone, γ-methylionone, 1-(2,6,6-trimethyl-1(2)-cyclohexen-1-yl)-1,6-heptadien-3-one, and 1-(4,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one; and (ii) at least one nitrile component selected from the group consisting of 3-phenyl-2-propennitrile, citronitrile, citronellylnitrile, 2-propyl-1-heptanenitrile, dodecanenitrile, and a mixture of 3-(2,3-dimethyl-2(3)-cyclopenten-1-yl)butanenitrile and 3-(2-methyl-3-methylene-1-cyclopentyl)butanenitrile; and c) Combinations of a) and b) The antimicrobial composition according to claim 20, selected from the group consisting of the following.

22. The antimicrobial composition according to any one of claims 1 to 21, further comprising an odor antagonist.

23. The antimicrobial composition according to claim 22, further comprising at least one compound that inhibits the activity of at least one olfactory receptor selected from the group consisting of DMTS olfactory receptor, indole olfactory receptor, skatole olfactory receptor, butyrate olfactory receptor, and p-cresol olfactory receptor, At least one compound that inhibits the activity of the aforementioned at least one olfactory receptor is benzyl acetate, isobornyl acetate, undeca-10-enal, undeca-9-enal, Virginia cedarwood essential oil, 3,7-dimethyl-2,6-octadienal, 3,7-dimethyl-6-octen-1-ol, 3,7-dimethylocta-6-ennitrile, coumarin, (2E)-1-(2,2-dimethyl-6-methylenecyclohexyl)-2- An antimicrobial composition selected from the group consisting of buten-1-one, methylionone γ, (Z)-3,4,5,6,6-pentamethylhepta-3-en-2-one, 2,6-dimethylhepta-5-enal, menthone, 1-(5,5-dimethyl-1-cyclohexenyl)penta-4-en-1-one, patchouli essential oil, 2,6-nonadienal, (2-tert-butylcyclohexyl)acetate, berthoxime, and 2-methoxynaphthalene.

24. A consumer product comprising an antimicrobial composition according to any one of claims 1 to 23, wherein the consumer product is selected from hair care products, body care products, skin care products, oral care products, women's care products, home care products, laundry care products, body cleansing products, shampoos, shower gels, facial cleansers, shaving gels, liquid hand soaps, foaming soaps, hand sanitizers, bar soaps, mouthwashes, toothpastes, women's hygiene products, fabric detergents, carpet detergents, general-purpose detergents, dishwashing detergents, fresh food detergents, deodorizers, air fresheners, and air disinfectants.

25. A method for eliminating and / or reducing the number of microorganisms on a surface, comprising contacting the surface with an antimicrobial composition according to any one of claims 1 to 23.

26. An antimicrobial composition according to any one of claims 1 to 23 for eliminating or reducing the number of microorganisms on a surface.

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