Half-dry smell composition and masking fragrance composition

Abstract

The present invention provides: a fragrance composition which can specify an unpleasant half-dry smell generated from a textile product such as clothes, towels, or bedding and reduce the smell; a general consumer product; and the like. A fragrance composition according to the present invention contains, as masking active ingredients, one or more compounds selected from among 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 3-(4-ethylphenyl)-2,2-dimethylpropanal, ethyl 2-cyclohexyl propionate, and the like, and thus can exhibit a deodorizing (masking) effect against an unpleasant half-dry smell.

Description

Stale odor composition and masking fragrance composition

[0001] The present invention relates to a fragrance or fragrance composition that can effectively mask the damp odor emitted from textile products such as clothing, towels, and bedding.

[0002] The damp odor that emanates from textile products such as clothing, towels, and bedding is an unpleasant odor that tends to develop after washing, especially when these textile products are left for long periods of time without being sufficiently dried. In recent years, laundry environments have changed due to the increase in dual-income households, the rise in apartment households, and the influence of pollen and other factors, with an increasing number of households drying laundry indoors. This has created an environment conducive to the proliferation of microorganisms, making the damp odor more likely to occur and increasing the frequency of the odor (Non-Patent Document 1). This damp odor has been described as fishy, ​​moldy, sour, or rag-like, and has been reported to be a complex odor composed of "fishy odors" such as amines, "moldy odors" such as aldehydes, alcohols, and ketones, and "sour odors" such as fatty acids (Non-Patent Document 2). Non-Patent Document 3 analyzed clothing with a damp odor and identified 4-methyl-3-hexenoic acid as the odor characteristic of damp odors, while Non-Patent Document 4 identified dimethyl sulfide and dimethyl trisulfide as the causes of clothing odors. Patent Document 1 describes a masking fragrance for 4-methyl-3-hexenoic acid, and Patent Document 2 describes a masking fragrance for damp odor, although the causative component is not specified.

[0003] JP 2011-177401 A JP 2004-211230 A

[0004] FRAGRANCE JOURNAL, 40(2), P28(2012) Journal of Odor and Fragrance Environment, 36(2), P82(2005) Applied and Environmental Microbiology, 78(9), P3317(2012) Journal of Chromatography A, 1438, P216(2016)

[0005] However, although the smell of dampness is so diverse that it can be described as fishy, ​​moldy, sour, or like a dustcloth, the main causative substances of the dampness smell other than 4-methyl-3-hexenoic acid and dimethyl sulfide have not yet been identified, and there are many challenges to overcome before compositions and masking fragrance compositions that can mask or deodorize the dampness smell can be sufficiently effective against the dampness smell.

[0006] In order to search for an effective masking agent, the present inventors identified unpleasant odors and found that compounds having a specific structure that contributes greatly to the smell of dampness are the cause of the unpleasant odor. Next, they conducted extensive research into fragrances that can strongly and for a long time mask the odor emitted by the compounds that cause the unpleasant odor, and found that a specific fragrance is extremely effective in masking, leading to the completion of the present invention.

[0007] That is, the present invention relates to the following [1] to [8]: [1] A fragrance composition that deodorizes and suppresses damp odor. [2] The masking fragrance composition according to [1], characterized in that the damp odor contains one or more compounds selected from the group consisting of a compound represented by the following general formula (1-1) and a trialkylamine. (In the formula, X １ and X ２ represents a carbon atom or a nitrogen atom. １ represents a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, an acyl group having 1 to 3 carbon atoms, or an aminomethyl group which may be substituted with a hydrocarbon group having 1 to 3 carbon atoms. ２ and R ３ represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. ２ When is a nitrogen atom, R ２does not exist. The dotted line represents a single bond or a double bond. n is 0 or 1.) [3] A fragrance composition for deodorizing and suppressing damp odors comprises 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4,5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5,2,1,02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4-methyldec-3-en-5 The fragrance composition according to [1] or [2] above, characterized in that it contains one or more compounds selected from the group consisting of 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, 3-(4-ethylphenyl)-2,2-dimethylpropanal, γ-nonalactone, citronellal, cyclamen aldehyde, geraniol, ethyl 2-cyclohexylpropionate, 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, and raspberry ketone. [4] The masking fragrance composition according to any one of [1] to [3] above, characterized in that the damp odor contains one or more compounds selected from the group consisting of a compound of the following general formula (1-2), trimethylamine, and triethylamine: (wherein X′ represents a carbon atom or a nitrogen atom. R １ R' represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group. ２ ' and R ３ (' represents a hydrogen atom or a methyl group. The dotted line represents a single bond or a double bond. n' is 0 or 1.) [5] A general consumer product containing the masking fragrance composition according to any one of [1] to [4] above. [6] A composition for textile products, in which the fragrance imparted by the masking fragrance composition according to any one of [1] to [4] above is 0.01 to 50 mass%. [7] A method for deodorizing and suppressing damp odor using the masking fragrance composition according to any one of [1] to [4] above. [8] A damp odor composition, characterized by containing one or more compounds selected from compounds represented by the following general formula (1-2): (wherein X′ represents a carbon atom or a nitrogen atom. R １ R' represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group. ２ ' and R ３ ' represents a hydrogen atom or a methyl group. The dotted line represents a single or double bond. n' is 0 or 1.

[0008] In preferred embodiments, the present invention encompasses the following masking fragrance composition, general consumer product, composition for textile products, method for deodorizing and suppressing damp-dry odor, and damp-dry odor composition: [1A] A masking fragrance composition for deodorizing and suppressing damp-dry odor, wherein the damp-dry odor component contains one or more compounds selected from the group consisting of compounds represented by the following general formula (1-1): (In the formula, X １ and X ２ each independently represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ represents a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, an acyl group having 1 to 3 carbon atoms, or an aminomethyl group which may be substituted with a hydrocarbon group having 1 to 3 carbon atoms; R ２ and R ３ each independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms; the dotted lines L1 and L2 may be a single bond or a double bond; provided that when the dotted line L2 is a double bond, R ２is absent; n is 0 or 1.) 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4.5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4-methyldec-3-en-5-ol, 3-(4-ethoxyphenyl)-2-propanol, [2A] A masking fragrance composition according to [1A] above, wherein the damp odor component comprises one or more compounds selected from the group consisting of compounds represented by the following general formula (1-2): (wherein X′ represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ R ′ represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group; ２ ' and R ３Each ' independently represents a hydrogen atom or a methyl group; the dotted line may be a single bond or a double bond; and n' is 0 or 1.) [3A] A masking active ingredient is 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, 1-spiro[4.5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4-methyldec-3-en-5-one The masking fragrance composition according to [1A] above, which contains one or more compounds selected from the group consisting of 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, 3-(4-ethylphenyl)-2,2-dimethylpropanal, γ-nonalactone, cyclamen aldehyde, ethyl 2-cyclohexylpropionate, 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, and raspberry ketone. [4A] The masking fragrance composition according to [1A] or [2A] above, wherein the masking active ingredient comprises one or more compounds selected from the group consisting of 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4,5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one. [5A] The masking fragrance composition according to any one of the above [1A] to [4A], wherein the masking active ingredients include 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 2-(tert-butyl)cyclohexyl acetate.[6A] The masked fragrance composition according to any one of [1A] to [4A] above, wherein the masking active ingredients include 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 3-(4-ethylphenyl)-2,2-dimethylpropanal, geraniol, γ-methylionone, and 4-methyl-4-phenylpentan-2-yl acetate. [7A] The masked fragrance composition according to any one of [1A] to [4A] above, wherein the masking active ingredients include anisaldehyde, cyclamen aldehyde, ethyl 2-cyclohexylpropionate, and 2-(tert-butyl)cyclohexyl acetate. [8A] The masked fragrance composition according to any one of [1A] to [7A] above, wherein the damp odor component further includes trimethylamine, triethylamine, or a combination thereof. [9A] A general consumer product comprising the masking fragrance composition described in any one of [1A] to [8A] above. [10A] A composition for textile products, in which the fragrance imparted by the masking fragrance composition described in any one of [1A] to [8A] above is 0.01 to 50 mass%. [11A] A method for deodorizing and suppressing damp odor using the masking fragrance composition described in any one of [1A] to [8A] above. [12A] A damp odor composition comprising one or more compounds selected from compounds represented by the following general formula (1-2): (wherein X′ represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ R ′ represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group; ２ ' and R ３ Each ' independently represents a hydrogen atom or a methyl group; the dotted line may be a single or double bond; and n' is 0 or 1.) In this specification, "preventing / suppressing damp odor" means preventing or suppressing damp odor. "Masking damp odor" means reducing or eliminating the damp odor. "Damp odor components" refer to simple substances, compounds, and chemical substances generated by bacteria that cause damp odor.

[0009] According to the present invention, it is possible to provide a composition and a masking fragrance composition that can effectively mask or deodorize the smell of dampness.

[0010] Compounds contained in the damp smell (i.e., compounds that are components of the damp smell) include, for example, one or more compounds selected from trialkylamines and compounds of the general formula (1-1). Specific examples of trialkylamines include trimethylamine, triethylamine, tripropylamine, and tributylamine.

[0011] In the general formula (1-1), １ and X ２ R each independently represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom). １ represents a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, an acyl group having 1 to 3 carbon atoms, or an aminomethyl group which may be substituted with a hydrocarbon group having 1 to 3 carbon atoms. ２ and R ３ each independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms. The dotted lines L1 and L2 represent a single bond or a double bond. However, when the dotted line L2 is a double bond, R ２ does not exist. n is 0 or 1.

[0012] Examples of hydrocarbon groups having 1 to 3 carbon atoms include alkyl groups, alkenyl groups, and alkynyl groups having 1 to 3 carbon atoms. Examples of alkyl groups include methyl groups, ethyl groups, propyl groups, and isopropyl groups. Examples of alkenyl groups include vinyl groups, 1-propenyl groups, allyl groups, and isopropenyl groups. Examples of alkynyl groups include ethynyl groups and propynyl groups. Among these, alkyl groups are preferred, and methyl groups are more preferred. Examples of acyl groups having 1 to 3 carbon atoms include acetyl groups, propionyl groups, vinylcarbonyl groups, and ethynylcarbonyl groups. Among these, acetyl groups and propionyl groups are preferred, and acetyl groups are more preferred. Examples of aminomethyl groups that may be substituted with a hydrocarbon group having 1 to 3 carbon atoms include aminomethyl groups and aminomethyl groups in which one or two hydrogen atoms of the amino group are substituted with the aforementioned hydrocarbon group having 1 to 3 carbon atoms. Among these, aminomethyl groups and dimethylaminomethyl groups are preferred.

[0013] Preferred examples of the compound of formula (1-1) include compounds of formula (1-2).

[0014] Specific compounds include pyrazine, 2-methylpyrazine, 2,6-dimethylpyrazine, 2-ethylpyrazine, 1-(pyrazin-2-yl)ethan-1-one, 2-ethyl-6-methylpyrazine, 2,6-diethylpyrazine, benzene, 5-(1-methylethyl)-1,3-cyclopentadiene, 5-ethyl-1,3-cyclopentadiene, 2-ethyl-1,3-cyclopentadiene, 2-propyl-1,3-cyclopentadiene, 2-methyl-1,3-cyclopentadiene, 3-ethyl-1 -methyl-1,3-cyclopentadiene, 1,4-bis(1-methylethyl)-1,3-cyclopentadiene, mesitylene, 1-[4-(1-methylethylidene)-1-cyclopenten-1-yl]ethanone, 1-(3,5-dimethylphenyl)ethanone, 3H-pyrrole, 2H-pyrrole, pyrrole, 3,4-dihydro-3-methyl-2H-pyrrole, 3,4-dihydro-4-methyl-2H-pyrrole, 3,4-dihydro-2-methyl-2H-pyrrole, 3-methyl-2H-pyrrole, 2- Methyl-1-pyrroline, 3,4-dihydro-4,5-dimethyl-2H-pyrrole, 3,4-dihydro-3,5-dimethyl-2H-pyrrole, 2,5-dimethyl-3H-pyrrole, 1-(3,4-dihydro-2H-pyrrol-2-yl)ethanone, 2-acetyl-1-pyrroline, toluene, ethylbenzene, styrene, allylbenzene, A-methylstyrene, cumene, propylbenzene, 3-phenyl-1-propyne, m-xylene, 1-methyl-3-(2-propen-1-yl)benzene, m -cymene, 3-methylstyrene, ethyl-3-methylbenzene, 1,3-dimethyl-5-(1-methylethyl)benzene, acetophenone, propiophenone, 3'-methylacetophenone, 1-(3,5-dimethylphenyl)ethanone, N,N-dimethylbenzylamine, N,N-dimethyl-2-pyridineethanamine, dimethylphenethylamine, N,N-dimethyl-1-phenylethylamine, N,N-dimethylaniline, N,N,3-trimethylbenzenemethanamine, N,N,3,5-Tetramethylbenzenemethanamine, pyridine, 2-vinylpyridine, 2-ethylpyridine, 2-isopropylpyridine, 2-propylpyridine, 4-ethyl-2-methylpyridine, 4-methylpyridine, 2-methylpyridine, 2-ethyl-6-(1-methylethyl)pyridine, 2-ethyl-6-methylpyridine, 2-vinyl-6-methylpyridine, 2,6-diethylpyridine, 2,4-dimethylpyridine, 2,6-dimethylpyridine, 1 -(2-pyridinyl)-2-propanone, 2-propionylpyridine, 1-(6-methyl-2-pyridinyl)ethanone, N,N-dimethyl-2-pyridinemethanamine, 4-ethyl-N,N-dimethyl-2-pyridinemethanamine, 6-ethyl-N,N-dimethyl-2-pyridinemethanamine, N,N-dimethyl-3-(2-propen-1-yl)benzenemethanamine, and N,N,6-trimethyl-2-pyridinemethanamine.

[0015] The damp smell is formed by combining one or more compounds selected from the compounds of the general formula (1-1), preferably one or more compounds selected from the compounds of the general formula (1-2), and optionally a trialkylamine. The damp smell of the present invention preferably contains one or more compounds selected from the compounds of the general formula (1-2) as damp smell components.

[0016] The fragrance compound as the masking active ingredient in the fragrance composition of the present invention is preferably one or more selected from the following: 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4,5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4 -methyldec-3-en-5-ol, 3-(4-ethylphenyl)-2,2-dimethylpropanal, γ-nonalactone, citronellal, cyclamen aldehyde, geraniol, ethyl 2-cyclohexylpropionate, 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, and raspberry ketone.

[0017] Among the above fragrance compounds, 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4,5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one are preferred.

[0018] The fragrance compound is contained in the fragrance composition of the present invention in an amount of preferably 0.001% by mass or more, more preferably 0.01% by mass or more.

[0019] Furthermore, more excellent effects can be obtained by using two or more of the above-mentioned fragrance compounds in combination rather than by using each of them alone.

[0020] Examples of combinations of citrus fragrances include 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 2-(tert-butyl)cyclohexyl acetate.

[0021] An example of a combination of floral green fragrances is a combination of 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 3-(4-ethylphenyl)-2,2-dimethylpropanal, geraniol, γ-methylionone, and 4-methyl-4-phenylpentan-2-yl acetate.

[0022] An example of a combination of floral fruity fragrances is anisaldehyde, cyclamen aldehyde, ethyl 2-cyclohexylpropionate, and 2-(tert-butyl)cyclohexyl acetate.

[0023] When the fragrance composition of the present invention is blended into general consumer products, the amount is preferably about 0.01% by mass or more, more preferably 0.01 to 50% by mass, although this will depend on the type of fragrance compound.

[0024] In the present invention, masking refers to the action of shielding, covering, deodorizing, or eliminating unpleasant odors using a fragrance compound or fragrance composition.

[0025] The fragrance composition of the present invention may contain, in addition to the fragrances described above, a fragrance for fragrance addition as described below, and may further contain, as necessary, bases, additives, etc. that are commonly used in miscellaneous goods, cosmetics, etc.

[0026] (1) Fragrance for Fragrance The amount of fragrance for fragrance to be added is within a range that does not affect the masking effect of the fragrance composition of the present invention. The fragrance for fragrance is not particularly limited, but the following fragrance compounds can be exemplified. For example, preferred examples include esters of linear, branched, or cyclic saturated or unsaturated aliphatic carboxylic acids having 1 to 20 carbon atoms or aromatic carboxylic acids having 6 to 10 carbon atoms with linear, branched, or cyclic alcohols having 1 to 10 carbon atoms; linear, branched, or cyclic saturated or unsaturated aliphatic alcohols having 5 to 20 carbon atoms; aromatic alcohols having 6 to 10 carbon atoms; linear, branched, or cyclic saturated or unsaturated aliphatic aldehydes having 6 to 20 carbon atoms; aromatic aldehydes having 6 to 20 carbon atoms; linear, branched, or cyclic saturated or unsaturated aliphatic ketones having 10 to 20 carbon atoms; and aromatic ketones having 6 to 15 carbon atoms. Other preferred compounds include (di)acetals of linear, branched, or cyclic saturated or unsaturated aliphatic aldehydes having 2 to 15 carbon atoms and linear, branched, or cyclic saturated or unsaturated aliphatic alcohols (or diols) having 1 to 10 carbon atoms; and (di)acetals of linear, branched, or saturated or unsaturated aliphatic ketones having 2 to 15 carbon atoms and linear, branched, or cyclic saturated or unsaturated aliphatic alcohols (or diols) having 1 to 10 carbon atoms. Other preferred compounds include phenols such as eugenol and thymol; ethers such as anethole, 1,8-cineole, linalool oxide, limonene oxide, rose oxide, rosefuran, and theaspirane; γ- or δ-lactones having 6 to 20 carbon atoms; furans such as 3-(2-furyl)-2-methyl-2-propenal, 2,5-dimethyl-4-hydroxy-3(2H)-furanone, and sotolon; hydrocarbons such as β-caryophyllene, terpinene, limonene, and α- or β-pinene; and linear, branched, or cyclic saturated or unsaturated aliphatic carboxylic acids having 5 to 20 carbon atoms. Furthermore, natural fragrances such as orange, lemon, lavender, rose, sandalwood, jasmine, eucalyptus, peppermint, spearmint, rosemary, lavandin, and vanilla can also be used. These fragrances may be used alone or in combination of two or more.

[0027] (2) Other Components The masking fragrance composition of the present invention can be used in combination with bases, additives, etc. that are commonly used in miscellaneous goods, etc. Specific examples include various fats and oils, mineral oils, (polyhydric) alcohols, gums, sugars or water-soluble polymer compounds, surfactants, etc. Furthermore, in addition to the above, various known raw materials such as α-hydroxy acids, inorganic pigments, ultraviolet absorbers, skin-whitening agents, tyrosinase activity inhibitors, melanin pigment decomposition substances, cell activators, astringents, active oxygen scavengers, antioxidants, lipid peroxide production inhibitors, anti-inflammatory agents, antibacterial agents, moisturizing agents, elastase activity inhibitors, antiandrogens, warming agents, cooling agents, pigments, hormones, sequestering agents, pH adjusters, chelating agents, preservatives / antifungals, refreshing agents, stabilizers, emulsifiers, animal and plant proteins or decomposition products thereof, animal and plant polysaccharides or decomposition products thereof, animal and plant glycoproteins or decomposition products thereof, anti-inflammatory agents / antiallergic agents, wound healing agents, foam / foam-boosting agents, thickeners, oral preparations, deodorizing agents, enzymes, etc. may also be used in combination. The fragrance composition of the present invention can be prepared by appropriately adding and mixing the masking fragrance, the fragrance for fragrance addition, and various other compounds, and the order and interval of blending are not particularly limited. The formulation form is also not particularly limited and can be appropriately selected depending on the purpose of use.

[0028] Common consumer products that may contain the perfume composition of the present invention or the perfume composition include liquid detergents, powder detergents, fragrances, fabric softeners, fabric mists, and the like.

[0029] By incorporating the fragrance composition of the present invention into various general consumer products, the unpleasant odor of dampness can be effectively masked. The amount of the fragrance composition of the present invention incorporated into a general consumer product (i.e., the fragrance imparting rate by the fragrance composition of the present invention) is preferably 0.01% by mass or more. The amount of the fragrance compound, which is the masking active ingredient of the fragrance composition, incorporated into a general consumer product is preferably 0.01% by mass or more, more preferably 0.1% by mass or more. There is no particular upper limit to the amount of the fragrance compound incorporated, and one skilled in the art can appropriately determine this amount depending on the type and purpose of the product. For example, in a composition for textile products, the fragrance imparting rate by the fragrance composition of the present invention is preferably 0.01 to 50% by mass.

[0030] The composition may be provided as a textile composition containing the fragrance composition of the present invention or capsule particles containing the fragrance composition, which can efficiently apply the fragrance composition to textile products such as clothing. For example, a textile composition may be provided which contains functional particles, preferably fragrance particles, that can be adsorbed to clothing during a washing process and deliver the fragrance composition of the present invention with high efficiency.

[0031] The present invention will be explained in more detail below using examples, but the present invention is not limited to these examples.

[0032] (Identification of key substances in damp odor) The main components of damp odor were identified as follows: First, 30 samples of towels and clothing that were judged to have a damp odor were obtained from each household, and then 10 samples that were judged to have a strong damp odor characteristic based on sensory analysis were analyzed using SPME-GC / MS, HS-SPME-GC / O, and HS-SPME-GCxGC / TOFMS.

[0033] Analysis using an HS-SPME-GC×GC / TOFMAS device revealed that numerous compounds, including trialkylamines and compounds represented by the aforementioned formula (1-1), were detected. From these compounds, significant differences in the amount detected were observed, particularly depending on whether or not the damp odor was present. The compositions shown in Table 1, which provide a damp odor, were prepared by combining components that contribute sensorily. In the table, TEC stands for triethyl citrate.

[0034]

[0035] Examples 1 to 25 (Evaluation and Selection of Masking Fragrances) Tests to evaluate the masking effect and harmonizing effect on damp odor were conducted according to the following procedure. 1 μL of a masking fragrance component was blended with 10 μL of the composition described in Table 1, and a cotton ball was impregnated with this. The cotton ball was then placed in a plastic bottle, and the plastic bottle was sealed with a lid. After 30 minutes, the plastic bottle lid was opened, and the masking effect and harmonizing effect on damp odor were each evaluated sensorily. The harmonizing effect evaluates whether the malodor and fragrance are in harmony when combined. The evaluation values ​​for the masking effect and harmonizing effect are the average values ​​of the numerical values ​​obtained by sensory evaluation by five expert panelists according to the following evaluation criteria. Masking effect: 3: Completely masked. 2: Almost completely masked. 1: Slightly insufficient masking. 0: Insufficient masking. Harmonizing effect: 1: Sufficiently harmonized. 0: Same as blank. -1: Harmonization is slightly insufficient. In the present invention, compounds with a score of 2.0 or more regarding the masking effect and a score of 0.5 or more regarding the harmonization effect were determined to be components excellent in improving damp odor.

[0036]

[0037] Examples 26-28 (Use of masking fragrance compositions in liquid detergents) Next, evaluations were carried out when a masking fragrance composition was incorporated into a liquid detergent. A citrus-based masking fragrance composition, a floral-green-based masking fragrance composition, and a floral-fruity-based masking fragrance composition were prepared according to the formulations in Tables 3 to 5 (hereinafter also referred to as citrus-based fragrance, floral-green-based fragrance, and floral-fruity fragrance, respectively). A floral fragrance (hereinafter also referred to as floral fragrance) without the masking fragrance composition was prepared as a comparative example according to the formulation in Table 6. In the tables, DPG stands for dipropylene glycol.

[0038]

[0039]

[0040]

[0041]

[0042] [Evaluation Method] A liquid detergent (Free & Fragrance-Free Super Compact Liquid Detergent, NS Far-Fa Japan Co., Ltd.) was scented with 0.8% of the masking fragrance compositions shown in Tables 3 to 5 and the comparative fragrances shown in Table 6. 1 mL of the scented liquid detergent was mixed with 2 L of water, and an odorless towel was added and washed for 1 minute. The towel was removed, lightly wrung, and then rinsed with an additional 2 L of water for 1 minute. 5 μL of the model damp-dry odor prepared in Table 1 was dropped onto the tightly wrung towel. The samples prepared using the above process were inspected by three expert panelists, and the masking and harmonizing effects for damp-dry odor were evaluated according to the following criteria: Masking Effect 3: Completely masked. 2: Almost completely masked. 1: Slightly insufficient masking. 0: Insufficient masking. Harmonization Effect 1: Sufficiently harmonized. 0: Same as blank. -1: Harmonization is somewhat insufficient.

[0043] The evaluation results are shown in Table 7.

[0044] Examples 29-31 (Use of Masking Fragrance Composition in Liquid Detergent) Next, evaluations were conducted on the masking fragrance composition in liquid detergent using towels with a damp odor collected from various households. [Evaluation Method] Liquid detergent (Free & Fragrance-Free Super Compact Liquid Detergent, NS Far-Fa Japan Co., Ltd.) was scented with the masking fragrance compositions shown in Tables 3 to 5 and the comparative fragrances shown in Table 6 at 0.8% by mass. 1 mL of scented liquid detergent was mixed with 2 L of water, and towels with a damp odor were added and washed for 1 minute. The towels were removed, lightly wrung, rinsed with 2 L of water for another 1 minute, and then wrung out tightly. The samples prepared using the above process were inspected by three expert panelists, and the masking and harmonizing effects for damp odors were evaluated using the aforementioned evaluation criteria. The evaluation results are shown in Table 8.

[0045]

[0046] Examples 32-34 (Use of Masking Fragrance Composition in Fabric Softener) Next, evaluations were conducted when the masking fragrance composition was incorporated into a fabric softener. [Evaluation Method] Fabric softener (Free & Fragrance-Free Fabric Softener, NS Far-Fa Japan Co., Ltd.) was scented with the masking fragrance compositions shown in Tables 3 to 5 and the comparative fragrances shown in Table 4 at 1.0% by mass. 1 mL of the scented fabric softener was mixed with 2 L of water, and an odorless towel was placed in the towel and washed for 1 minute. The towel was removed, wrung out tightly, and 5 μL of the model damp odor prepared in Table 1 was dropped onto the towel. The samples prepared using the above process were evaluated initially by three expert panelists. After drying the samples for 6 hours in a room maintained at 27°C and 70% humidity, 5 μL of the model damp odor was dropped onto the towel, and the same panelists conducted a second evaluation. The masking effect and harmonizing effect were evaluated using the evaluation criteria described above. The evaluation results are shown in Table 9.

[0047]

[0048] Examples 35-37 (Use of Masking Fragrance Composition in Fabric Softener) Next, evaluations were conducted on towels with a damp odor collected from various households when the masking fragrance composition was incorporated into the fabric softener. [Evaluation Method] Fabric softener (Free & Fragrance-Free Fabric Softener, NS Far-Fa Japan Co., Ltd.) was scented with the masking fragrance compositions shown in Tables 3 to 5 and the comparative fragrances shown in Table 4 at 1.0% by mass. 1 mL of the scented fabric softener was mixed with 2 L of water, and towels with a damp odor were placed in the fabric softener and washed for 1 minute. The towels were removed, wrung out tightly, and evaluated by three expert panelists for the first time. The samples were then dried for 6 hours in a room maintained at 27°C and 70% humidity, after which the same panelists evaluated them a second time. The masking effect and harmonizing effect were evaluated according to the aforementioned evaluation criteria. The evaluation results are shown in Table 10.

[0049]

[0050] Examples 38-40 Next, evaluations were conducted on the formulation of a model malodor and a masking fragrance composition for general consumer products. [Evaluation Method] 10% by mass of a deodorant fragrance composition shown in Tables 3 to 5 and 90% by mass of ethanol were mixed in a conventional manner. A 2-L Despo beaker was placed in a 2-cm square thick filter paper (ADVANTEC 1034-3A) impregnated with 100 μL each of a model damp odor and a masking fragrance composition shown in Examples 3a to 3c, and the Despo beaker was covered with aluminum foil. After leaving the container standing for 30 minutes, a hole was made in the aluminum foil lid, and the masking effect and harmonizing effect were evaluated according to the evaluation criteria described above. The evaluation results are shown in Table 11.

[0051]

[0052] By using the main substances of the damp smell as a simulated odor, a method for selecting a fragrance that is excellent at improving unpleasant odors has been established. Furthermore, a masking fragrance composition formulated using the deodorizing fragrance composition obtained by the above selection method exhibits an excellent masking effect against unpleasant odors and is suitable for use in general consumer products, especially fabric products.

Claims

1. A masking fragrance composition for preventing and suppressing damp odor, the damp odor component comprising one or more compounds selected from the group consisting of compounds represented by the following general formula (1-1): (In the formula, X １ and X ２ each independently represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ represents a hydrogen atom, a hydrocarbon group having 1 to 3 carbon atoms, an acyl group having 1 to 3 carbon atoms, or an aminomethyl group which may be substituted with a hydrocarbon group having 1 to 3 carbon atoms; R ２ and R ３ each independently represents a hydrogen atom or a hydrocarbon group having 1 to 3 carbon atoms; the dotted lines L1 and L2 may be single or double bonds; provided that when the dotted line L2 is a double bond, R ２ is absent; n is 0 or 1.) 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4.5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4-methyldec-3-en-5-ol, 3-(4-ethyl- The masking fragrance composition contains, as a masking active ingredient, one or more compounds selected from the group consisting of ethyl 2-(2-sulfanylpropan-2-yl)cyclohexanal, γ-nonalactone, citronellal, cyclamen aldehyde, geraniol, ethyl 2-cyclohexylpropionate, 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, and raspberry ketone.

2. The masking fragrance composition according to claim 1, wherein the damp odor component comprises one or more compounds selected from the group consisting of compounds represented by the following general formula (1-2): (wherein X′ represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ R ′ represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group; ２ ' and R ３ Each ' independently represents a hydrogen atom or a methyl group; the dotted line may be a single or double bond; and n' is 0 or 1.

3. The masking active ingredient is 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, 1-spiro[4.5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, (E)-4-methyldec-3-en-5-ol, 2. The masking fragrance composition according to claim 1, comprising one or more compounds selected from the group consisting of ethyl 2-cyclohexylpropionate, 4-methyl-4-phenylpentan-2-yl acetate, γ-octalactone, 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one, and raspberry ketone.

4. The masking fragrance composition according to claim 1, wherein the masking active ingredient comprises one or more compounds selected from the group consisting of 1-(5,5-dimethyl-1-cyclohexenyl)pent-4-en-1-one, β-ionone, γ-methylionone, 1-spiro[4,5]dec-7-en-7-yl-4-penten-1-one, anisaldehyde, 3-(4-tert-butylphenyl)propanal, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 5-methyl-2-(2-sulfanylpropan-2-yl)cyclohexan-1-one.

5. The masking fragrance composition according to claim 1, wherein the masking active ingredients include 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-methyl-3-[4-(2-methylpropyl)phenyl]propanal, and 2-(tert-butyl)cyclohexyl acetate.

6. The masking fragrance composition according to claim 1, wherein the masking active ingredients include 3-(4-tert-butylphenyl)propanal, 3-tricyclo[5.2.1.02,6]dec-3-enyl acetate, 3-(4-ethylphenyl)-2,2-dimethylpropanal, geraniol, γ-methylionone, and 4-methyl-4-phenylpentan-2-yl acetate.

7. The masking perfume composition of claim 1, wherein the masking active ingredients include anisaldehyde, cyclamen aldehyde, ethyl 2-cyclohexylpropionate, and 2-(tert-butyl)cyclohexyl acetate.

8. The masking fragrance composition according to claim 1, wherein the damp odor component further comprises trimethylamine, triethylamine or a combination thereof.

9. A consumer product comprising the masking fragrance composition according to any one of claims 1 to 8.

10. A composition for textile products, in which the fragrance imparted by the masking fragrance composition according to any one of claims 1 to 8 is 0.01 to 50 mass %.

11. A method for preventing and suppressing damp odor by using the masking fragrance composition according to any one of claims 1 to 8.

12. A composition having a damp odor comprising one or more compounds selected from compounds represented by the following general formula (1-2): (wherein X′ represents CH (a carbon atom substituted with one hydrogen atom) or N (a nitrogen atom); R １ R ′ represents a hydrogen atom, a methyl group, an acetyl group, or a dimethylaminomethyl group; ２ ' and R ３ Each ' independently represents a hydrogen atom or a methyl group; the dotted line may be a single or double bond; and n' is 0 or 1.

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