Diacetyl odor suppressant

Abstract

To provide a novel diacetyl odor inhibitor or the like.SOLUTION: The present invention provides a diacetyl odor inhibitor or the like, containing at least one selected from the group consisting of α-damascone, β-ionone, tricyclodecenyl propionate, Liffarome, citral, β-damascone, nanonal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol, cyclamenaldehyd, terpineol, cis-jasmone, 3-phenyl-1-propanol and ethyl linalool, as an active ingredient.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a diacetyl odor suppressant containing a specific fragrance as an active ingredient. [Background technology]

[0002] In our living environment, there are many malodorous molecules with different polarities and molecular weights. To eliminate the various malodorous molecules, various deodorizing methods have been developed. In general, deodorizing methods are broadly divided into biological methods, chemical methods, physical methods, and sensory methods. Among the malodorous molecules, diketones including diacetyl can be deodorized by chemical reactions.

[0003] However, these malodorous substances often have a low threshold, and it is difficult to deodorize them to a concentration that cannot be detected by chemical deodorization methods alone, so sensory deodorization is often used in combination to deodorize them efficiently. Sensory deodorization mainly includes (1) a method using a fragrance in excess of the malodorous odor, so-called masking deodorization, (2) a method using a fragrance with strong characteristics different from the malodorous odor, so-called pairing deodorization, (3) a method of deodorizing by acclimatizing the odor using a fragrance that responds to the olfactory receptor to which the malodorous odor responds, (4) a method of deodorizing by suppressing the response of the olfactory receptor to which the malodorous odor responds, and (5) a method of deodorizing by modulating or blocking the signal from the olfactory cells.

[0004] Diacetyl is a naturally occurring diketone, and has been reported to be the main component of body odor that becomes prominent in people in their 30s and 40s. Diacetyl has a greasy sweat odor and a low threshold. Patent Document 1 discloses an extract of at least one plant selected from the group consisting of tea and persimmon as a deodorizing component for diacetyl. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] JP 2001-198200 A Summary of the Invention [Problem to be solved by the invention]

[0006] Therefore, an object of the present invention is to provide a novel diacetyl odor suppressant and the like. [Means for solving the problem]

[0007] The olfactory receptors that recognize odor molecules such as malodors are complex, and known fragrance ingredients do not necessarily suppress malodors such as diacetyl odor, and may even increase the malodor. The present inventors discovered that a specific fragrance ingredient suppresses diacetyl odor, and have completed the present invention.

[0008] That is, the present invention provides a diacetyl odor inhibitor containing, as an active ingredient, one or more selected from the group consisting of α-damascone, β-ionone, tricyclodecenyl propionate, rifalome, citral, β-damascone, nonanal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol, cyclamen aldehyde, terpineol, cis-jasmone, 3-phenyl-1-propanol and ethyl linalool.

[0009] Also provided is a method for suppressing diacetyl odor, which comprises the step of contacting the diacetyl odor suppressant with diacetyl. Effect of the Invention

[0010] The diacetyl odor suppressant provided by the present invention exhibits a diacetyl odor suppressing effect equal to or far superior to that of existing products. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] The present invention uses as an active ingredient one or more selected from the group consisting of α-damascone, β-ionone, tricyclodecenyl propionate, rifalome, citral, β-damascone, nonanal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol, cyclamen aldehyde, terpineol, cis-jasmone, 3-phenyl-1-propanol and ethyl linalool.

[0012] Among the above compounds, α-damascone, β-ionone, tricyclodecenyl propionate, rifalome, citral, β-damascone, nonanal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol and cyclamen aldehyde are preferred. Among them, tricyclodecenyl propionate, nerol, melonal, lilial, geraniol and cyclamen aldehyde are more preferred because they have low fragrance strength. Among these compounds, tricyclodecenyl propionate, nerol and melonal are more preferred.

[0013] Each compound may be used alone, or two or more may be used in combination, so long as the diacetyl odor suppressing effect is not impaired. Furthermore, these compounds may be used by adding other fragrance ingredients to prepare a blended fragrance. Such other fragrance ingredients are not particularly limited as long as they do not impair the diacetyl odor suppressing effect, but examples thereof include animal fragrances such as musk, spirit cat fragrance, and dragon oak fragrance, abies oil, acorn oil, almond oil, angelica root oil, peper oil, bergamot oil, perch oil, boerose oil, kayabuchi oil, gananga oil, capsicum oil, caraway oil, cardamom oil, cassia oil, celery oil, cinnamon oil, citronella oil, cognac oil, and cory Examples of fragrances include vegetable fragrances such as under oil, cumin oil, camphor oil, basil oil, estugoran oil, eucalyptus oil, fennel oil, garlic oil, ginger oil, grapefruit oil, hops oil, lemon oil, lemongrass oil, nutmeg oil, mandarin oil, peppermint oil, orange oil, sage oil, star anise oil, turpentine oil, rosemary oil, eucalyptus oil, anise oil, lavender oil, cumin oil, cinnamon oil, and hiba oil. In addition, artificial fragrances such as synthetic fragrances or extracted fragrances can also be used as fragrances. Examples of such fragrances include hydrocarbon fragrances such as pinene and limonene, alcohol fragrances such as citronellol, menthol, borneol, benzyl alcohol, anise alcohol, and β-phenethyl alcohol, phenol fragrances such as anethole and eugenol, aldehyde fragrances such as n-butyraldehyde, isobutyraldehyde, hexylaldehyde, citronellal, benzaldehyde, and cinnamic aldehyde, carvone, menthone, camphor, acetophenone, and ketone fragrances, lactone fragrances such as γ-butyrolactone, coumarin, and cineol, and ester fragrances such as octyl acetate, benzyl acetate, cinnamyl acetate, butyl propionate, and methyl benzoate.

[0014] The diacetyl odor inhibitor can be used to eliminate or remove the diacetyl odor contained in sweat and body odor. The diacetyl odor inhibitor can be applied directly to the source of the diacetyl odor. When the diacetyl odor is caused by bacterial proliferation, in addition to the application of the diacetyl odor inhibitor, an antibacterial treatment to inhibit bacterial proliferation may be performed.

[0015] The diacetyl odor inhibitor is expected to be incorporated into various deodorants, various air fresheners, body or face cleansers, laundry detergents, laundry softeners, cosmetics, and fragrance products. The diacetyl odor inhibitor is incorporated in a volatilizable state into, but is not limited to, liquid agents, sheet-like bodies supported on carriers such as fibers, gel agents, and the like.

[0016] Examples of such deodorants include oil-type deodorants in which diacetyl odor suppressants or blended fragrances prepared by mixing these are used as is or with a suitable volatile organic solvent and then volatilized using a volatilizer; water-based deodorants in which diacetyl odor suppressants or blended fragrances are solubilized in water using a surfactant or the like to form an aqueous solution and then volatilized using a volatilizer; gel-type deodorants in which these are gelled using a gelling agent; and deodorants in which these are absorbed into a highly water-absorbent resin.

[0017] The volatile organic solvent is not particularly limited, but may be, for example, a volatile alcohol or a volatile glycol ether. Among these, the volatile alcohol may be a lower alcohol such as methanol, ethanol, 1-propanol, or 2-propanol, and the volatile glycol ether may be ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, propylene glycol monomethyl ether, ethylene glycol monoisopropyl ether, diethylene glycol monomethyl ether, triethylene glycol monomethyl ether, propylene glycol monoethyl ether, dipropylene glycol monomethyl ether, tripropylene glycol monomethyl ether, butylene glycol monomethyl ether, 3-methoxy-1-butanol, or 3-methoxy-3-methyl-1-butanol.

[0018] The surfactant may be a nonionic surfactant, anionic surfactant, cationic surfactant, or amphoteric surfactant, either alone or in combination. The nonionic surfactant is not particularly limited, but examples thereof include polyoxyethylene alkyl ethers, polyoxyalkylene alkyl ethers, polyoxyethylene hydrogenated castor oil ethers, polyoxyethylene fatty acid esters, polyoxyethylene alkylphenyl ethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid esters, glycerin fatty acid esters, polyoxyethylene polyoxypropylene block polymers, polyoxyethylene alkylamine ethers, fatty acid alkanolamides, tertiary amine oxides, etc. The polyoxyethylene alkyl ethers have a polyoxyethylene chain length of 3 to 18, preferably 7 to 12, and the alkyl chain may be either linear or branched, with the alkyl chain length being 8 to 22, preferably 12 to 14. Examples of the fatty acid alkanolamide include monoethanolamide and diethanolamide of coconut oil fatty acid, stearic acid, and lauric acid, and examples of the tertiary amine oxide include lauryl dimethylamine oxide, coconut oil fatty acid dimethylamine oxide, lauroylaminopropyl dimethylamine oxide, octyl dimethylamine oxide, and myristyl dimethylamine oxide.

[0019] Examples of anionic surfactants that can be used include higher fatty acid soaps, soap bases, metal soaps, triethanolamine N-acyl-L-glutamate, sodium N-acyl-L-glutamate, sodium alkyl sulfate, sodium alkyl sulfonate, sodium polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl phenyl ether phosphate, sodium coconut oil fatty acid methyl taurate (sodium N-cocoyl-N-methyl taurate), triethanolamine lauryl sulfate, sodium lauryl sulfate, sodium lauroyl sarcosine, sodium lauroyl methyl β-alanine solution, and sodium lauroyl methyl taurate, and these can be used alone or in combination of two or more.

[0020] As the cationic surfactant, one or a mixture of two or more of ethyl lanolin fatty acid aminopropylethyldimethylammonium chloride, alkyltrimethylammonium chloride, dialkyldimethylammonium chloride, distearyldimethylammonium chloride, stearyldimethylbenzylammonium chloride, stearyltrimethylammonium chloride, benzalkonium chloride, benzethonium chloride, and the like can be used.

[0021] As the amphoteric surfactant, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, alkyldiaminoethylglycine hydrochloride solution, lauryldimethylaminoacetate betaine, etc. can be used alone or in combination of two or more kinds.

[0022] Examples of gelling agents include conventionally known ones such as carrageenan, gellan gum, agar, gelatin, guar gum, pectin, locust bean gum, xanthan gum, tamarind gum, sodium alginate, isobutylene-maleic anhydride copolymer, and cellulose derivatives such as carboxymethyl cellulose.

[0023] The water-absorbent resin is not particularly limited, but examples thereof include those containing polyacrylic acid or a salt thereof, such as a crosslinked polyacrylate, partially neutralized polyacrylate, a crosslinked acrylic acid and / or a salt thereof-acrylamide copolymer, a crosslinked isobutylene-maleic anhydride copolymer, a hydrolyzate of a starch-acrylonitrile graft copolymer, a (partially) neutralized starch-acrylate copolymer, a saponified or partially saponified vinyl acetate-acrylate copolymer, a hydrolyzate of an acrylonitrile copolymer or an acrylamide copolymer, and a modified polyvinyl alcohol.

[0024] The diacetyl odor suppressant may contain other components having a deodorizing effect as long as they do not impair the effect of the active ingredient, or any components used in deodorants or deodorants, depending on the purpose.As such other components having a deodorizing effect, any known deodorants can be used, and examples thereof include deodorizing active ingredients extracted from each part of a plant such as leaves, petioles, fruits, stems, roots, and bark (e.g., green tea extract); organic acids such as lactic acid, gluconic acid, succinic acid, glutaric acid, adipic acid, malic acid, tartaric acid, maleic acid, fumaric acid, itaconic acid, citric acid, benzoic acid, and salicylic acid, various amino acids and their salts, glyoxal, oxidizing agents, flavonoids, catechins, and polyphenols; porous substances such as activated carbon and zeolite; inclusion agents such as cyclodextrins; photocatalysts; and various masking agents.

[0025] Examples of optional components used in deodorants and deodorants include fragrances, powder components, liquid oils and fats, solid oils and fats, waxes, hydrocarbons, plant extracts, herbal ingredients, higher alcohols, lower alcohols, esters, long-chain fatty acids, surfactants (nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, etc.), sterols, polyhydric alcohols, moisturizers, water-soluble polymer compounds, thickeners, film-forming agents, bactericides, preservatives, UV absorbers, retention agents, cooling agents, warming agents, stimulants, sequestering agents, sugars, amino acids, organic amines, synthetic resin emulsions, pH adjusters, antioxidants, antioxidant assistants, oils, powders, capsules, chelating agents, inorganic salts, organic salt pigments, thickeners, bactericides, preservatives, antifungal agents, colorants, antifoaming agents, extenders, modulators, organic acids, polymers, polymer dispersants, enzymes, enzyme stabilizers, and the like.

[0026] In a second embodiment, a method for inhibiting diacetyl odor is provided, comprising the step of contacting a diacetyl odor inhibiting agent with diacetyl.

[0027] Sources of diacetyl odor are assumed to be clothing, pillows, conference rooms, elevators, and other locations where diacetyl-producing bacteria grow; however, as used in this specification, the sources to which the diacetyl odor inhibitor is directly applied do not include parts of the human body.

[0028] The contact can also be performed by applying a diacetyl odor inhibitor to the source of diacetyl or diacetyl odor. The application method can be scattering, spraying, or coating, and can be appropriately determined by a person skilled in the art depending on the dosage form of the diacetyl odor inhibitor. It can also be combined with a known diacetyl odor suppression method. For example, when the diacetyl odor is caused by bacterial proliferation, in addition to the application of the diacetyl odor inhibitor, an antibacterial treatment to suppress bacterial proliferation can be performed.

[0029] The timing of application is not particularly limited, and can be appropriately performed at the time when the diacetyl odor is perceived. From a preventive standpoint, the diacetyl odor suppressant may be applied in advance to a location where the diacetyl odor is expected to occur. EXAMPLES

[0030] The present invention will be described in more detail below using examples, but the present invention is not limited to the description of the following examples.

[0031] <Sensory test> (Test sample) The following test samples were used to test the deodorizing effect against diacetyl odor. [Table 1]

[0032] (Preparation of Masterbatch) Diacetyl was dissolved in liquid paraffin to prepare solutions (0.0001 ppm, 0.001 ppm, 0.01 ppm, 0.1 ppm, 1 ppm, 10 ppm, 100 ppm, 1000 ppm), and 5 g of each solution was soaked into pleated filter paper (diameter 185 mm) and placed in a 500 ml beaker. The beaker was sealed in a 10 liter bag, filled with odorless air, and left to stand at room temperature for 24 hours to prepare six types of master batch bags.

[0033] (Preparation of malodorous bags) The amount of air shown in Table 2 was taken from each of the six types of master batch bags using a syringe and injected into a 3-liter odor bag filled with odorless air to prepare odor bags 1 to 8. [Table 2]

[0034] (Preparation of Fragrance Bags) One gram of each of the fragrances in Table 1 was soaked in a pleated filter paper (diameter 90 mm) and placed in a 500 ml beaker. The beaker was then sealed in a 10 liter bag, filled with odorless air, and left to stand at 25°C for 30 minutes to prepare a fragrance bag.

[0035] (Preparation of sample bags) Another set of the above odorous bags 1 to 8 was created, and 200 ml of air was taken from the above fragrance bag and injected into each of them, creating sample bags 1 to 8 in order.

[0036] (Pleasantness / unpleasantness of fragrance, preference) 200ml was taken from the fragrance bag and filled into a 3 liter bag with odorless air, and the pleasantness or unpleasantness and strength of each fragrance were evaluated according to the following criteria. Values ​​are the average values ​​of four panelists who passed the olfactory test method (T&T olfactometer method) of the odor judgement test and were confirmed to have normal sense of smell. The results are shown in Table 3.

[0037] (pleasantness / unpleasantness) -4: Extremely uncomfortable -3: Very uncomfortable -2: Unpleasant -1: Somewhat uncomfortable 0: Neither pleasant nor unpleasant +1: Somewhat comfortable +2: pleasure +3: Very comfortable +4: Extremely comfortable

[0038] (strength) -3: Very weak -2: Weak -1: Slightly weak 0: Just right +1: Somewhat strong +2: Strong +3: Very strong

[0039] (Perception test of offensive odors caused by fragrances) The panelists were asked to smell the malodorous bags prepared above in order of increasing concentration, and those that were judged to have the odor of diacetyl were marked with an O, and those that were not were marked with an X. The number of the malodorous bag that could be recognized was taken as the threshold value of the diacetyl odor.

[0040] Next, the panelists were asked to sniff the sample bags containing the fragrance in the same manner, starting from the one with the highest odor concentration. Those that could be judged to have the odor of diacetyl were similarly scored with an ◯, and those that could not were scored with an ×. The odor-smelling bag number that could be recognized was taken as the threshold value of the diacetyl odor of the fragrance-mixed air. The value is the average of the four panelists. The results are shown in Table 3. If the threshold value when the fragrance was added to a similar bag was higher than the concentration (threshold) felt when smelling the malodor alone, it was determined that the fragrance contributed to deodorization (recognition of the malodor). Specifically, the odor suppression function was scored as ◎ for a value 2 or higher than the threshold for the malodor alone, ◯ for a value 1 or higher, △ for a value less than 1 (0 or higher), and × for a value less than 0. The odor suppression function of the malodor-only bag was not evaluated as it was a control.

[0041] [Table 3]

[0042] From the above results, it can be seen that all of the fragrances Nos. 1 to 20 make the odor of diacetyl less noticeable. In particular, it can be seen that fragrances Nos. 1 to 17, which had different threshold values, make the odor of diacetyl significantly less noticeable. Furthermore, while strong fragrances have limited uses, tricyclodecenyl propionate, nerol, melonal, lilial, geraniol, and cyclamen aldehyde, which are low in strength and have a high odor suppressing effect, can be said to be particularly preferable diacetyl odor suppressors and are expected to be used in a variety of applications.

Claims

1. A diacetyl odor suppressant containing, as an active ingredient, one or more selected from the group consisting of α-damascone, β-ionone, tricyclodecenyl propionate, rifalome, citral, β-damascone, nonanal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol, cyclamen aldehyde, terpineol, cis-jasmone, 3-phenyl-1-propanol and ethyl linalool.

2. The diacetyl odor inhibitor according to claim 1, wherein the active ingredient is one or more selected from the group consisting of α-damascone, β-ionone, tricyclodecenyl propionate, rifarom, citral, β-damascone, nonanal, cis-6-nonenal, nerol, melonal, fenchol, lilial, anisaldehyde, dihydromyrcenol, linalool, geraniol and cyclamen aldehyde.

3. 3. The diacetyl odor suppressant according to claim 1, wherein the active ingredient is one or more selected from the group consisting of tricyclodecenyl propionate, nerol, melonal, lilial, geraniol and cyclamen aldehyde.

4. A method for inhibiting diacetyl odor, comprising the step of contacting the diacetyl odor inhibitor of any one of claims 1 to 3 with diacetyl.

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