Flavor composition

By adding fragrance compounds and surfactants with specific structures to the fragrance composition, vesicle structures are formed and adsorbed onto fibrous materials, solving the problem of insufficient fragrance residue on fibrous products and achieving a long-lasting fragrance effect and good dispersion stability.

CN117545827BActive Publication Date: 2026-02-17KAO CORP
View PDF 5 Cites 0 Cited by

Patent Information

Application Number
CN202280043654.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2021-06-22
Filing Date
2022-06-22
Publication Date
2026-02-17
Estimated Expiration
2042-06-22

AI Technical Summary

Technical Problem

Existing fragrance compositions are difficult to maintain a lasting aroma after processing fiber products, and they lack dispersibility and stability in aqueous solutions.

Method used

By using a combination of fragrance compounds (A) and surfactants (B) with specific structures, the fragrance is adsorbed onto fibrous materials through the formation of vesicle structures, thereby inhibiting fragrance volatilization and improving residual fragrance.

Benefits of technology

It significantly improves the residual fragrance persistence of fragrances on fiber products and maintains good dispersion stability in aqueous solutions, thereby enhancing the fragrance-enhancing effect of fragrances.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure CN117545827B_ABST
    Figure CN117545827B_ABST
Patent Text Reader

Abstract

The present application is a flavor composition containing (A) a flavor compound and (B) a compound represented by the following Formula 1. [In the formula, R 1 and R 2 each are a hydrocarbon group, the total carbon number of R 1 and R 2 is 17 or more, A 1 O and A 2 O each are an alkyleneoxy group having a carbon number of 2 or more and 4 or less in which A 1 and A 2 are alkylene groups, x1 and x2 each are the average addition mole number of A 1 O and A 2 O, each is a number of 0 or more and 10 or less, and M is a cation.
Need to check novelty before this filing date? Find Prior Art

Description

TECHNICAL FIELD

[0001] The present application relates to a perfume composition and a perfume-imparting method. BACKGROUND

[0002] Perfumes are used for various products for daily use for the purpose of giving a sense of sophistication, a sense of security, a sense of expectation for effects, and the like. A characteristic fragrance imparts a product with a recognition effect, customer appeal. Generally, in order to control the balance, persistence, and the like of a fragrance, a perfume composition in which a plurality of perfume materials are mixed is used for perfume-imparting to a product.

[0003] In detergents, softening agents, and the like for treating fiber products such as laundry, a perfume is also often used for the purpose of perfume-imparting to the treated fiber products.

[0004] For example, in Japanese Patent Application Laid-Open No. 2008-517051, an oil-containing composition containing an oil, a prescribed surfactant system, a prescribed solubilization auxiliary ingredient, and water under prescribed conditions is described, and a perfume can be cited as the oil.

[0005] Further, in Japanese Patent Application Laid-Open No. 2009-261929, a fragrance liquid containing a perfume and a surfactant, containing the surfactant at a ratio of 0.4 to 1 parts by weight per 1 part by weight of the perfume, and being transparent is described. SUMMARY

[0006] The present application provides a perfume composition and a perfume-imparting method in which the residual fragrance property in an object is excellent.

[0007] The present application relates to a perfume composition containing (A) a perfume compound (hereinafter referred to as the (A) component) and (B) a compound represented by the following Formula 1 (hereinafter referred to as the (B) component).

[0008] [Chemical Formula 1]

[0009]

[0010] (In the formula, R 1 and R 2 each are a hydrocarbon group, the total carbon number of R 1 and R 2 is 17 or greater, A 1 O and A 2 O each are an alkyleneoxy group in which A 1 and A 2 are alkylene groups having a carbon number of 2 or greater and 4 or less, x1 and x2 each are the average addition mole number of A 1 O and A 2 O, and each is a number of 0 or greater and 10 or less, and M is a cation.]

[0011] Further, the present application relates to a method for imparting a fragrance, wherein the above-mentioned fragrance composition of the present application is used to treat an object.

[0012] According to the present application, it is possible to provide a fragrance composition and a method for imparting a fragrance, which have excellent residual fragrance properties in an object. DETAILED DESCRIPTION

[0013] [Fragrance composition]

[0014] (A) Component is a fragrance compound.

[0015] As for the LogP of the (A) component, from the viewpoints of dispersion stability and residual fragrance properties, it is preferably 1 or more, more preferably 2 or more, further preferably 3 or more, and it is preferably 7 or less, more preferably 5 or less, further preferably 4 or less.

[0016] Here, the so-called LogP is the logarithmic value of the partition coefficient of a compound in 1-octanol / water, and means the ratio of the equilibrium concentration of a solute in each solvent in the partition equilibrium when the compound is dissolved as a solute in a 2-liquid-phase solvent system of 1-octanol and water. It is generally expressed in the form of the logarithm "logP" with respect to the base 10. That is, the logP value is an index of lipophilicity (hydrophobicity), and the larger the value, the more hydrophobic, and the smaller the value, the more hydrophilic.

[0017] As for the LogP, for example, a large number of LogP values of compounds are registered in a database available from Daylight Chemical Information Systems, Inc. (Daylight CIS) or the like, and can be referred to. Further, in the case where there is no measured LogP value, it can be calculated using a program "CLOGP" (Daylight CIS) or the like, and the reliability of the calculation using the program "CLOGP" is also high, and is suitable.

[0018] In the program "CLOGP", in the case where there is a measured value of LogP, a value of "calculated LogP (sometimes referred to as CLogP)" calculated using the fragment method of Hansch, Leo is output together with it. The fragment method is based on the chemical structure of a compound, and takes into account the number of atoms and the type of chemical bond (A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. B. Taylor and C. A. Ramsden, Eds., p. 295, Pergamon Press, 1990). This CLogP value is the most widely and reliably estimated value at present, and therefore in the case where there is no measured value of LogP in selecting a compound, it is appropriate to use the CLogP value instead. In the present application, as the LogP of the component (A), either the measured value of LogP or the CLogP calculated using the program "CLOGP" can be used.

[0019] As the component (A), one or more kinds of hydrocarbons, alcohols, phenols, aldehydes, ketones, acetals, ethers, esters, carbonates, lactones, oximes, nitriles, Schiff bases, amides, nitrogen-containing compounds, sulfur-containing compounds, natural essential oils, and natural extracts are preferred.

[0020] In the present application, the "class" of each perfume compound means a single compound or a mixture of two or more compounds.

[0021] As the hydrocarbons, limonene, α-pinene, β-pinene, terpinene, p-cymene, cedrene, longifolene, valencene, myrcene, lauricene, and the like can be given.

[0022] As the alcohols, aliphatic alcohols, terpene-based alcohols, aromatic alcohols, and the like can be given.

[0023] As the aliphatic alcohol, isoprenol, trans-2-hexenol, cis-3-hexenol, 2,6-dimethylheptanol, 1-octen-3-ol, 2,6-nonadienol, 3,6-nonadienol (Japanese original: 3,6-ノナジエオール), 4-methyl-3-decen-5-ol (Undecavertol, Givaudan Corporation trade name), 2,4-dimethyl-3-cyclohexen-1-methanol, isocyclohexyl linalool, o-tert-butylcyclohexanol, p-tert-butylcyclohexanol, 4-(1-methylethyl)-cyclohexanemethanol (MAYOL, Firmenich Corporation trade name), 1-(2-tert-butylcyclohexyl)-2-butanol (AMBER CORE, Kao Corporation trade name), 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol (Timberol, Symrise Corporation trade name), 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol (SANDALMYSORE CORE, Kao Corporation trade name), 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol (BACDANOL, IFF Corporation trade name), 4-methyl-2-(2-methylpropyl)tetrahydro-2H-4-pentalol (Florosa, Givaudan Corporation trade name), MAGNOL (Kao Corporation trade name, isomer mixture containing (4-ethyl-bicyclo[2.2.1]heptan-2-yl)cyclohexanol and (2-ethyl-bicyclo[2.2.1]heptan-7-yl)cyclohexanol, and the like), and the like can be given. Note that the trade names indicated in parentheses after the perfume compounds are shown as an example (the same applies hereafter).

[0024] As the terpene alcohol, citronellol, hydroxy citronellol, linalool, dihydrolinalool, tetrahydrolinalool, ethyllinalool, geraniol, nerol, tetrahydrolinalool, myrcenol, dihydromyrcenol, tetrahydromyrcenol, ocimenol, terpinenol, menthol, camphor, fenchol, farnesol, nerolidol, cedrol, and the like can be given.

[0025] As the aromatic alcohol, benzyl alcohol, styrallyl alcohol, phenylethyl alcohol, cuminic alcohol, cinnamic alcohol, 3-methyl-5-phenylpentanol, 4-phenylpentanol (PAMPLEFLEUR, IFF Corporation trade name), 2,2-dimethyl-3-(3-methylphenyl)propanol (Majantol, Symrise Corporation trade name), and the like can be given. Among them, from the viewpoint of dispersion stability and residual aroma, phenylethyl alcohol is preferable.

[0026] As the phenol, anethole, guaiacol, eugenol, isoeugenol, and the like can be given. Among them, from the viewpoint of dispersion stability and residual aroma, eugenol is preferable.

[0027] As the aldehyde, aliphatic aldehyde, terpene aldehyde, aromatic aldehyde and the like can be mentioned as well as the above-mentioned alcohol, and aldehyde obtained by merely changing the functional group of the alcohol as a flavor compound can be mentioned as the flavor compound.

[0028] As other aldehydes, there can be mentioned hexanal (Aldehyde C-6, product of Kawaken Co., Ltd.), octanal (Aldehyde C-8, product of Kawaken Co., Ltd.), nonanal (Aldehyde C-9, product of Kawaken Co., Ltd.), decanal (Aldehyde C-10, product of Kawaken Co., Ltd.), undecanal (Aldehyde C-11 UNDECYL, product of Kawaken Co., Ltd.), 10-undecenal (Aldehyde C-11 1LEN, product of Kawaken Co., Ltd.), 2-methyl decanal, dodecanal (Aldehyde C-12 LAURYL, product of Kawaken Co., Ltd.), 2-methyl undecanal (Aldehyde C-12 MNA, product of Kawaken Co., Ltd.), cis-4-decenal, trans-4-decenal, 4,8-dimethyl-4,9-decadienal (FLORAL SUPER, product of IFF Co.), 2-cyclohexylpropanal (POLLENAL II, product of Kawaken Co., Ltd.), 4(3)-(4-methyl-3-penten-1-yl)-3-cyclohexen-1-formaldehyde (MYRAC ALDEHYDE, product of IFF Co.), 4(3)-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-formaldehyde (LYRAL, product of IFF Co.), trimethylcyclohexene methyl butanal (Cetonal, product of Givaudan Co.), 1-methyl-4-(4-methylpentyl)-3-cyclohexene formaldehyde (Vernaldehyde, product of Givaudan Co.), octahydro-4,7-methanoindene formaldehyde (MELOZONE, product of IFF Co.), methoxydicyclopentadiene formaldehyde (SCENTENAL, product of Firmenich Co.), 4-tricyclodecylidene enebutylaldehyde (Dupical, product of Givaudan Co.), 3,7-dimethyl-2-methylene-6-octenal (BERGAMAL, product of IFF Co.), campholenic aldehyde, 3-(4-tert-butylphenyl)propanal (Bourgeonal, product of Givaudan Co.), 3-(4-isopropylphenyl)-2-methylpropanal (Cyclamen Aldehyde, product of Givaudan Co.), 3-(4-ethylphenyl)-2,2-dimethylpropanal (FLORAL OZONE, product of IFF Co.), 3-(4-isobutylphenyl)-2-methylpropanal (Suzaral, product of Takasago International Corp.), 3-(4-tert-butylphenyl)-2-methylpropanal (Lilial, product of Givaudan Co.), amyl cinnamic aldehyde (AMYL CINNAMIC ALDEHYDE, product of Kawaken Co., Ltd.), hexyl cinnamic aldehyde (HEXYL CINNAMIC ALDEHYDE, product of Kawaken Co., Ltd.;α-Hexylcinnamaldehyde, Fuji Photo Film and Seikoen Co., Ltd. trade name), 2-methyl-3-(4-methoxyphenyl)propanal (CANTHOXAL, IFF trade name), vanillin, ethyl vanillin, 3,4-methylenedioxybenzaldehyde (Heliotropin, Takasago International Corporation trade name), α-methyl-1,3 benzodioxol-5-propanal (HELIONAL, IFF trade name), 2,4-dimethyl-3-cyclohexane-1-carboxaldehyde (TRIPLAL, IFF trade name), 2,6-nonadienal, and the like. Among them, from the viewpoint of dispersion stability and residual fragrance, α-hexylcinnamaldehyde is preferable.

[0029] As ketones, methyl heptenone, dimethyl octenone, 3-octanone, hexylcyclopentanone, o-tert-butylcyclohexanone, dihydrojasmone, 2,2,5-trimethyl-5-pentylcyclopentanone (VELOUTONE, Firmenich trade name), 2-(2-(4-methyl-3-cyclohexen-1-yl)propyl)cyclopentanone (Nectaryl, Givaudan trade name), ionone, methylionone, γ-methylionone, damascone, β-damascone, δ-damascone, 1-(2,4,4-trimethyl-2-cyclohexyl)-trans-2-butanone (isodamascone, Symrise trade name), damascenone, 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one (DYNASCONE, Firmenich trade name), 4-methyl-4-phenyl-2-pentanone (Vetikon, Symrise trade name), irone, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-4H-inden-4-one (CASHMERAN, IFF trade name), 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthylidene)-ethan-1-one (ISO E SUPER, IFF trade name), 7-methyl-3,5-dihydro-2H-benzodioxepin-3-one (CALONE, Firmenich trade name), carvone, menthone, acetyl cedrene, isolongifolanone, nuciferal, benzyl acetone, raspberry ketone, benzophenone, 6-acetyl-1,1,2,4,4,7-hexamethyltetrahydronaphthalene (Tonalid, PFW trade name), β-methylnaphthalenone, ethyl maltol, ambroxan, musk ketone, 3-methyl-5-cyclopentadecen-1-one (MUSCENONE, Firmenich trade name), civetone, 8-cyclohexadecenone (Globanone, Symrise trade name), and the like.

[0030] As the acetal, 4-isopropyl-5,5-dimethyl-1,3-dioxane, ethoxymethyl cyclododecane ether (BOISAMBRENE FORTE, product name of Kao Corporation), 5-methyl-5-propyl-2-(1-methyl-butyl)-1,3-dioxane (TROENAN, product name of Kao Corporation), 1,1-dimethoxy-2,2,5-trimethyl-4-hexene (Methyl Pamplemousse, product name of Givaudan), phenyl acetaldehyde dimethyl acetal, acetaldehyde ethyl linalyl acetal, citral dimethyl acetal, hydroatrol dimethyl acetal, 2,2,5,5-tetramethyl-4-isopropyl-1,3-dioxane, 2,4,6-trimethyl-2-phenyl-1,3-dioxane (Floropal, product name of Symrise), and the like can be given.

[0031] As the ether, 3,3,5-trimethylcyclohexyl ethyl ether (HERBAVERT, product name of Kao Corporation), cedryl methyl ether, ambrox, dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (AMBROTECH, product name of Kao Corporation), methyl isoeugenol, citronellyl ethyl ether, geranyl ethyl ether, 1,8-eucalyptol, rose oxide, dihydro rose oxide, linalool oxide, estragol, anethole, hinokitiol, diphenyl ether, β-naphthol methyl ether, β-naphthol ethyl ether, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-γ-2-benzopyran (GALAXOLIDE, product name of IFF), and the like can be given. Among them, estragol is preferable from the viewpoints of dispersion stability and residual fragrance.

[0032] As the ester used as a perfume material, aliphatic carboxylic acid ester, aromatic carboxylic acid ester, and other carboxylic acid ester can be given.

[0033] As the aliphatic carboxylic acid forming the aliphatic carboxylic acid ester, straight-chain and branched carboxylic acids having a carbon number of 1 to 18 can be given, and among them, formic acid, acetic acid, glycolic acid, propionic acid, butyric acid, and the like having a carbon number of 1 to 6, and in particular, acetic acid are important. As the aromatic carboxylic acid forming the aromatic carboxylic acid ester, benzoic acid, anisic acid, phenylacetic acid, cinnamic acid, salicylic acid, phenyl glycidic acid, anthranilic acid, and the like can be given. As the alcohol forming the aliphatic and aromatic ester, straight-chain and branched aliphatic alcohols having a carbon number of 1 to 5 and the alcohols of the above-mentioned perfume compounds can be given.

[0034] As other carboxylic acid esters, ethyl safranate (Ethyl Safranate, Givaudan), ethyl 2-cyclohexylpropionate, ethyl tricyclo[5.2.1.02.6]decane-2-yl-carboxylate (FRUITATE, Kao), methyl jasmonate, methyl dihydrojasmonate (MDJ, Kao), tricyclodecenyl propionate, and the like can be given.

[0035] As carbonates, cis-3-hexenyl methyl carbonate (LIFFAROME, IFF), methyl cyclooctyl carbonate (JASMACYCLAT, Kao), ethyl-2-tert-butylcyclohexyl carbonate (FLORAMAT, Kao), and the like can be given.

[0036] As lactones, γ-nonalactone, γ-decalactone, δ-decalactone, tetrahydro-6-(3-hexenyl)-2H-pyran-2-one (JASMOLACTONE, Firmenich), γ-undecalactone, coumarin, octahydrocoumarin, 6-ethylideneoctahydro-5,8-methanol-2H-1-benzopyran-2-one (FLOREX, Firmenich), cyclapentadecanolide, 12(11)-oxacyclohexadecen-2-one (HABANOLIDE, Firmenich), 10-octahydrojasmolactone (AMBRETTOLIDE, IFF), ethylene brassylate, and the like can be given.

[0037] As oximes, 1,5-dimethyl-bicyclo[3,2,1]octan-8-one oxime (Buccoxime, Symrise), 2,4,4,7-tetramethyl-6,8-nonadien-3-one oxime (Labienoxime, Givaudan), 5-methyl-3-heptanone oxime, and the like can be given.

[0038] As nitriles, dodecanenitrile, citronellonitrile, cuminitrile, cinnamonic nitrile, 2-cyclohexylidenyl 2-phenylacetonitrile (Peonile, Givaudan), and the like can be given.

[0039] As Schiff bases, N-(3,7-dimethyl-7-hydroxyoctylidene)-anthranilic acid methyl ester (Aurantiol, Givaudan), 3,5-dimethyl-3-cyclohexen-1-yl-hexylideneanthranilic acid methyl ester (Ligantraal, Givaudan), 2-[(2-methylundecylidene)amino]benzoic acid methyl ester, and the like can be given.

[0040] As the amide, N,2-dimethyl-N-phenylbutyramide (Gardamide, Givaudan), 2-ethyl-N-methyl-N-(3-methylphenyl)butyramide (Paradisamide, Givaudan), and the like can be given.

[0041] As the other nitrogen-containing compound, pyrroles, indoles, thiazoles, and the like can be given.

[0042] As the sulfur-containing compound, mercaptans, sulfides, thiophenes, thiocarboxylic acids, cyclic sulfides, and the like can be given.

[0043] As the natural essential oil, natural extract, orange, lemon, lime, bergamot, orange leaf, orange flower oil, vanilla, mandarin, mint, spearmint, lavender, bright lavender, chamomile, rosemary, eucalyptus, sage, basil, rose, rockrose, geranium, jasmine, ylang-ylang, anise, clove, ginger, nutmeg, cardamom, cedar, cypress, vetiver, guaiacwood, patchouli, lemon grass, labdanum, galbanum, olibanum, and gurjun balsam can be given.

[0044] (B) the component is a compound represented by the formula 1 described above. The reason why the residual fragrance property is improved by using the (B) component in combination with the (A) component is not clear, however, the present inventors and the like presume as follows. The perfume composition of the present application is usually compounded in the presence of water into a treatment liquid containing water, for example, and applied to an object such as a fiber. When the (A) component and the (B) component coexist in water, the (B) component forms a vesicle that solubilizes the (A) component. By the vesicle, the (A) component is adsorbed to the object and dehydration is promoted, thereby inhibiting the volatilization of the (A) component together with the moisture. In addition, the presence of the (A) component in the vesicle also contributes to the inhibition of the volatilization of the (A) component. That is, it is considered that the (B) component is excellent in the delivery effect of the (A) component in water to the object. It is considered that thereby the volatilization of the (A) component is inhibited and the residual fragrance property is improved. Note that the mechanism of the action of the present application is not limited to this.

[0045] In the formula 1, R 1 and R 2 may be the same or different, and each is a hydrocarbon group. The hydrocarbon group can be an alkyl group, an alkenyl group.

[0046] In the formula 1, the carbon number of the hydrocarbon group of R 1 and R 2 is preferably 6 or more, more preferably 8 or more, further preferably 9 or more, and still further preferably 10 or more, from the viewpoint of the residual fragrance property, and is preferably 24 or less, more preferably 20 or less, further preferably 17 or less, and still further preferably 12 or less, from the viewpoint of the dispersibility in water.

[0047] In the formula 1, R1 and R 2 The total number of carbons of R 1 and R 2 is preferably 17 or more, more preferably 18 or more, and even more preferably 20 or more, from the viewpoint of the remaining fragrance, and is preferably 30 or less, more preferably 28 or less, even more preferably 26 or less, even more preferably 24 or less, and even more preferably 22 or less, from the same viewpoint. Here, in the case where the fragrance composition of the present application contains two or more compounds having different total numbers of carbons of R 1 and R 2 in the fragrance composition indicates the molar average of the total number of carbons of R 1 and R 2 of each compound.

[0048] In Formula 1, the hydrocarbon groups of R 1 and R 2 may be either linear or branched, but preferably contain a branched chain from the viewpoint of dispersibility in water. In the case where the hydrocarbon groups of R 1 and R 2 are branched, R 1 and R 2 preferably each have a side chain having a carbon number of 2 or more, and more preferably have a side chain having a carbon number of 3 or more, from the viewpoint of the remaining fragrance. The carbon number of the side chain can be 10 or less, further 8 or less, further 6 or less, and further 4 or less. That is, R 1 and R 2 are each a branched hydrocarbon group having a main chain and a side chain, and the carbon number of the side chain is preferably 2 or more, more preferably 3 or more, and is preferably 10 or less, more preferably 8 or less, further preferably 6 or less, and further preferably 4 or less, from the viewpoint of the remaining fragrance. More preferably, R 1 and R 2 are each a branched hydrocarbon group having a main chain and a side chain, and the carbon number of the side chain is 3 or 4. Note that, among the hydrocarbon groups of R 1 and R 2 , the carbon bonded to the oxygen atom (O) in the formula is regarded as the first carbon, and the arrangement of the longest carbon is referred to as the main chain, and when the carbon number of the main chain is regarded as X (for example, X is 3 or more in the case where the carbon number of R 1 and R 2 is each 6 or more), the hydrocarbon group bonded to any of the carbons from the first to the X-1th of the main chain is each referred to as a side chain.

[0049] In Formula 1, R 1 and R 2Each of the hydrocarbon groups of R

[0050] Thus, in the above formula 1, it is preferable that R 1 2 at least one of R

[0051] In formula 1, from the viewpoint of the remaining odor, it is more preferable that R 1 2 Each of the hydrocarbon groups of R

[0052] In addition, in the case where each of the hydrocarbon groups of R 1 2 from the viewpoints of the remaining odor and the availability, it can be a group from a Guerbet alcohol.

[0053] In addition, in the case where each of the hydrocarbon groups of R 1 2 from the viewpoints of the remaining odor and the availability, it can be a group from a Guerbet alcohol.

[0054] (B) component is preferably a compound in which each of R 1 2 is a branched alkyl group having 10 or more and 12 or less carbon atoms, further a branched alkyl group having 10 carbon atoms in formula 1.

[0055] In the present application, a hydrocarbon residue obtained by removing a hydroxyl group from a secondary alcohol is included in a chain branched hydrocarbon group such as a branched alkyl group.

[0056] In the case where each of R 1 2 In the case where each of R 1 2 from the viewpoint of the remaining odor, is 1 or more, and it is preferable that it is 3 or less, more preferably 2 or less. As for R

[0057] In the present application, the total number of carbon atoms constituting the side chain is a value obtained by adding up the carbon atoms of all the side chains other than the main chain in one branched alkyl group, and in the case where a plurality of side chains exist, it is the total number of carbon atoms of all the side chains.

[0058] In the case where each of R 1 2 from the viewpoint of the remaining odor, is 1 or more, and it is preferable that it is 3 or less, more preferably 2 or less. As for R​​​​1 and the number of side chains of R 2 From the viewpoint of the remaining odor, the number of side chains of R

[0059] In the present application, the number of side chains means the number of side chains branched from the main chain, and even if a side chain further has a side chain branched therefrom, the number of side chains does not change. However, although a side chain can further have a side chain branched therefrom, from the viewpoint of the remaining odor, it is preferable that the side chain be a straight chain.

[0060] In the case where R 1 and R 2 each independently is a branched alkyl group having 10 or more and 12 or less carbon atoms, the number of branched carbons of R 1 and R 2 each can be the same or different, and from the viewpoint of the remaining odor, is 1 or more, and is preferably 3 or less, more preferably 2 or less. With respect to the number of branched carbons of R 1 and R 2 from the viewpoint of the remaining odor, each is preferably 1. In the present application, the number of branched carbons means the total number of tertiary carbon atoms and quaternary carbon atoms in the branched alkyl group.

[0061] With respect to more preferable modes of R 1 and R 2 from the viewpoint of the remaining odor, each is a branched alkyl group selected from branched alkyl groups having 10 or more and 12 or less carbon atoms, in which the number of carbons of the main chain is each independently 7 or 8, the number of carbons constituting the side chain is each preferably 1 or more and 4 or less, more preferably 2 or more and 4 or less, further preferably 2 or more and 3 or less, more further preferably 3, the number of side chains is each preferably 3 or less, more preferably 2 or less, further preferably 1.

[0062] From the viewpoint of the remaining odor, R 1 and R 2 each is preferably a branched alkyl group selected from branched decyl groups and branched dodecyl groups, more preferably a branched decyl group. The branched decyl group can be exemplified by a 2-propylheptyl group, a group derived from decanol manufactured by KH Neochem Co., Ltd., and the like, and is preferably a 2-propylheptyl group. The branched dodecyl group can be exemplified by a 2-butyloctyl group and the like.

[0063] In formula 1, the hydrocarbon group of R 1 and the hydrocarbon group of R 2 may be the same or different. In the case where the hydrocarbon group of R 1 and the hydrocarbon group of R 2 are different, it is preferable from the viewpoint of dispersibility in water. In addition, in the case where the hydrocarbon group of R 1 and the hydrocarbon group of R 2When the hydrocarbon groups are the same, it is preferred from the viewpoint of residual aroma. For example, in Formula 1, R 1 The number of carbons and R 2 The number of carbon atoms can be the same or different. In R 1 The number of carbons and R 2 When the carbon number is different, it is preferred from the viewpoint of dispersibility in water. Furthermore, in R... 1 The number of carbons and R 2 Given the same number of carbon atoms, it is preferred from the perspective of residual aroma.

[0064] In Equation 1, in R 1 and R 2 When the hydrocarbon group contains branches, the degree of branching, as defined by the following formula, is preferably 0.3 or less, more preferably 0.2 or less, even more preferably 0.1 or less, and even more preferably 0.08 or less, and is preferably 0.01 or more, more preferably 0.02 or more, and even more preferably 0.04 or more, from the viewpoint of residual aroma.

[0065] Branch degree = [(R] 1 and R 2 (total number of terminal methyl groups) - 2] / (R 1 and R 2 (Total number of carbons)

[0066] It should be noted that branching degree can be used. 1 The average value measured by H-NMR.

[0067] (B) The component can be R selected from Equation 1 above. 1 With R 2 Compounds with hydrocarbon groups of the same structure, and R in Formula 1 above. 1 With R 2 One or more compounds consisting of hydrocarbon groups with different structures.

[0068] From the perspective of residual aroma, component (B) is preferably R. 1 With R 2 Compounds consisting of hydrocarbon groups with the same structure.

[0069] From the viewpoint of dispersibility in water, component (B) is preferably R. 1 With R 2 Compounds consisting of hydrocarbon groups with different structures.

[0070] For example, the fragrance composition of the present invention may contain R 1 With R 2 Compounds of Formula 1 above with hydrocarbon groups having the same structure and R 1 With R 2Compounds of Formula 1 above with hydrocarbon groups of different structures are used as component (B).

[0071] In Equation 1, A 1 O and A 2 O each will A 1 and A 2 The alkylene group is defined as having 2 or more but less than 4 carbon atoms, and from the viewpoint of residual aroma, it is preferred to have 2 or 3 carbon atoms. In Formula 1, x1 and x2 respectively represent A 1 O and A 2 The average number of moles of O added is 0 or more and 10 or less. From the viewpoint of residual aroma, it is preferably 6 or less, more preferably 4 or less, even more preferably 2 or less, and even more preferably 0.

[0072] In Formula 1, M is a cation. M is preferably a cation other than hydrogen ions. Examples of M include alkali metal ions such as lithium ions, sodium ions, and potassium ions; alkaline earth metal ions such as calcium ions and barium ions; and organic ammonium ions such as triethanolamine ions, diethanolamine ions, monoethanolamine ions, trimethylammonium ions, and monomethylammonium ions.

[0073] From the viewpoint of dispersibility in water, M is preferably an alkali metal ion or an alkanol ammonium ion, more preferably a sodium ion, a potassium ion, a triethanolamine ion, a diethanolamine ion, or a monoethanolamine ion, and even more preferably a sodium ion.

[0074] The preferred component (B) of this invention is a compound represented by Formula 1-1. That is, this invention provides a fragrance composition containing a compound represented by Formula 1-1 as component (B). The compound of Formula 1-1 is a compound in Formula 1 where x1 and x2 are both 0.

[0075] [Chemistry 2]

[0076]

[0077] [In the formula, R] 1 and R 2 Each is a hydrocarbon group, R 1 With R 2 The total number of carbon atoms is 17 or more, and M is a cation.

[0078] R in Equation 1-1 1 R 2 The specific examples and preferred examples of M are the same as those in Equation 1.

[0079] (B) Component can be synthesized using known methods. For example, it can be obtained by reacting maleic acid diester with bisulfite, wherein the maleic acid diester is obtained by reacting an alcohol with maleic anhydride. In this case, by using alcohols with different carbon numbers and structures, R in Formula 1 can be obtained. 1R1and R2are different structural hydrocarbon groups. The (B) component can be synthesized, for example, using the method described in U.S. Patent Application Publication No. 2007 / 0214999, Example 2-3. 2 is a compound in which R1and R2are different structural hydrocarbon groups. The (B) component can be synthesized, for example, using the method described in U.S. Patent Application Publication No. 2007 / 0214999, Example 2-3.

[0080] As a suitable alcohol used in the production of the (B) component, the following can be given:

[0081] (1) primary alcohols typified by 2-propylheptan-1-ol, 2-butyloctan-1-ol, branched decyl alcohol (for example, decyl alcohol manufactured by KH Neochem Co., Ltd.), and the like,

[0082] (2) secondary alcohols typified by 5-nonyl alcohol, 2,6-dimethyl-4-heptanol, and the like.

[0083] From the viewpoints of dispersibility into water and residual fragrance, the (B) component is preferably di(2-propylheptyl)sulfosuccinate. The salt is preferably an alkali metal salt, an alkanolamine salt, more preferably a sodium salt, a potassium salt, a triethanolamine salt, a diethanolamine salt, a monoethanolamine salt, and further preferably a sodium salt.

[0084] The perfume composition of the present application preferably contains 0.1% by mass or more, more preferably 0.5% by mass or more, further preferably 0.9% by mass or more, of the (A) component, and preferably contains 2% by mass or less, more preferably 1.5% by mass or less, further preferably 1% by mass or less.

[0085] The perfume composition of the present application preferably contains 2% by mass or more, more preferably 3% by mass or more, further preferably 4% by mass or more, of the (B) component, and preferably contains 7% by mass or less, more preferably 6% by mass or less, further preferably 5% by mass or less.

[0086] Regarding the ratio of the (A) component to the (B) component in the perfume composition of the present application, from the viewpoints of dispersibility into water and residual fragrance, it is preferably 10 parts by mass or more, more preferably 12.5 parts by mass or more, further preferably 15 parts by mass or more, and preferably 100 parts by mass or less, more preferably 60 parts by mass or less, further preferably 50 parts by mass or less, and more further preferably 30 parts by mass or less.

[0087] In the perfume composition of the present application, the (B) component is considered to be a substance that increases the degree of delivery of the (A) component to the object. The perfume composition of the present application can be one in which, in the case where the composition is brought into contact with the object to adhere the (A) component and the (B) component to the object, the (A) component imparts its effect to the object for a longer period of time compared to the case where the (B) component is not present.

[0088] The perfume composition of the present application can also optionally contain a surfactant other than the (B) component. In the perfume composition of the present application, the proportion of the (B) component in the total amount of the surfactant is preferably 80% by mass or more, more preferably 90% by mass or more, and further preferably 99% by mass or more, and is preferably 80% by mass or less, more preferably 90% by mass or less, and further preferably 100% by mass or less, from the viewpoints of dispersibility in water and residual fragrance.

[0089] The perfume composition of the present application preferably contains water. The perfume composition of the present application can contain, for example, 85% by mass or more, further 90% by mass or more, and further 95% by mass or more, and 98% by mass or less, further 97% by mass or less, and further 96% by mass or less of water.

[0090] The perfume composition of the present application can be a perfume composition obtained by mixing the (A) component and the (B) component with water, and can be, for example, a dispersion or a solubilized solution obtained by dispersing or solubilizing the (A) component in water in the presence of the (B) component.

[0091] In the perfume composition of the present application, an optional component can be incorporated. As the optional component, a solvent, a pH adjuster, an oil agent, a preservative, and the like can be incorporated from the viewpoint of practical use. As the solvent, ethanol, isopropanol, glycerol, ethylene glycol, propylene glycol, and the like can be mentioned.

[0092] The perfume composition of the present application can be used as a fragrance-imparting component in various products. The perfume composition of the present application can be incorporated, for example, in detergents, softeners, cosmetics, hair cosmetics, clothing fixatives, fragrances, bath agents, perfumes, and the like. They can be products in the form of a spray.

[0093] [Fragrance-imparting method]

[0094] The perfume composition of the present application is suitably used as a fragrance-imparting component for various objects represented by fibers of a fibrous product and the like. According to the present application, a fragrance-imparting method for treating an object using the perfume composition of the present application (hereinafter also referred to as the fragrance-imparting method of the present application) can be provided. In the fragrance-imparting method of the present application, matters described in the perfume composition of the present application can be appropriately applied. The perfume composition used in the fragrance-imparting method of the present application can be a perfume composition obtained by mixing the (A) component and the (B) component with water, and can be, for example, a dispersion or a solubilized solution obtained by dispersing or solubilizing the (A) component in water in the presence of the (B) component.

[0095] As the object of the fragrance-imparting method of the present application, one or more selected from the group consisting of fibers (excluding hair), skin, hair, and hard articles can be given. Hereinafter, in the case of being referred to as fibers, it means fibers other than hair. Fibers are suitable objects of the fragrance-imparting method of the present application.

[0096] As the fibers, either of hydrophobic fibers and hydrophilic fibers can be given. As the hydrophobic fibers, for example, protein-based fibers (milk protein casein fibers, protein copolymer fibers, etc.), polyamide-based fibers (nylon, etc.), polyester-based fibers (polyester, etc.), polyacrylonitrile-based fibers (acrylic, etc.), polyvinyl alcohol-based fibers (vinylon, etc.), polyvinyl chloride-based fibers (polyvinyl chloride, etc.), polyvinylidene chloride-based fibers (vinylidene, etc.), polyolefin-based fibers (polyethylene, polypropylene, etc.), polyurethane-based fibers (polyurethane, etc.), polyvinyl chloride / polyvinyl alcohol copolymer-based fibers (polychlal, etc.), polyalkylene p-hydroxybenzoate-based fibers (benzoate, etc.), polyfluoroethylene-based fibers (polytetrafluoroethylene, etc.), and the like can be given. As the hydrophilic fibers, for example, seta fibers (cotton, cotton, kapok, etc.), bast fibers (hemp, flax, ramie, hemp, jute, etc.), leaf vein fibers (abaca, sisal, etc.), palm fibers, rush, straw, animal hair fibers (wool, mohair, cashmere, camel hair, alpaca hair, vicuna hair, Angora rabbit hair, etc.), silk fibers (silk, tussah silk), feathers, cellulose-based fibers (rayon, fortisan, cupra, acetate, etc.), and the like can be given.

[0097] From the viewpoint of the remanence of the fragrance, the fibers are preferably one or more selected from the group consisting of cotton fibers, polyamide-based fibers (nylon, etc.), and polyester-based fibers (polyester, etc.), and more preferably cotton fibers.

[0098] As for the content of the cotton fibers in the fibers, from the viewpoint of the remanence of the fragrance, it is preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 15% by mass or more, more further preferably 20% by mass or more, and more further preferably 100% by mass.

[0099] As for the content of the polyamide-based fibers (nylon, etc.) in the fibers, from the viewpoint of the remanence of the fragrance, it is preferably 5% by mass or more, more preferably 10% by mass or more, and preferably 30% by mass or less, more preferably 20% by mass or less.

[0100] In addition, as for the content of the polyester-based fibers (polyester, etc.) in the fibers, from the viewpoint of the remanence of the fragrance, it is preferably 70% by mass or more, more preferably 80% by mass or more, and preferably 100% by mass or less, more preferably 90% by mass or less.

[0101] The fiber is preferably a fiber product, and examples of the fiber product include woven fabrics, knitted fabrics, nonwoven fabrics, and the like, which use the above-mentioned fiber, such as hydrophobic fiber, hydrophilic fiber, and the like, and clothing, bedding, handkerchiefs, towels, knitted products, socks, underwear, tights, and the like, which are obtained by using the above-mentioned fabrics. From the viewpoint of the residual fragrance after treatment with the fragrance composition of the present application, the preferred fiber product is a woven fabric, a knitted fabric, and the like, and from the same viewpoint, the preferred fiber product is a fabric obtained by weaving a fiber selected from one or more of cotton fiber, polyamide fiber (nylon and the like), and polyester fiber (polyester and the like), and more preferably a fabric obtained by weaving a fiber selected from one or more of cotton fiber, polyamide fiber (nylon and the like), and polyester fiber (polyester and the like), and further preferably a woven fabric or a fabric obtained by weaving cotton fiber. The preferred content of cotton fiber, polyamide fiber (nylon and the like), and polyester fiber (polyester and the like) in the fiber product is the same as the preferred content of cotton fiber, polyamide fiber (nylon and the like), and polyester fiber (polyester and the like) in the above-mentioned fiber.

[0102] In the fragrance-imparting method of the present application, the fragrance composition is preferably used in a proportion of 10 parts by mass or more, more preferably 12.5 parts by mass or more, and further preferably 15 parts by mass or more, relative to 100 parts by mass of the (B) component, and preferably 100 parts by mass or less, more preferably 60 parts by mass or less, further preferably 50 parts by mass or less, and more further preferably 30 parts by mass or less, from the viewpoints of dispersibility in water and residual fragrance.

[0103] In the fragrance-imparting method of the present application, the object is preferably treated with a treatment liquid containing the (A) component, the (B) component, and water (hereinafter also referred to as the treatment liquid of the present application). The treatment liquid of the present application can contain 0.0001% by mass or more, 0.001% by mass or more, and further 0.01% by mass or more, and further 0.1% by mass or more of the (B) component, and 20% by mass or less, further 10% by mass or less, further 5% by mass, and further 1% by mass or less, depending on the object. The proportion of the (A) component relative to 100 parts by mass of the (B) component in the treatment liquid of the present application is also preferably in the above-mentioned range. The treatment liquid of the present application can be a treatment liquid obtained by mixing the fragrance composition of the present application with water. In addition, the treatment liquid of the present application can also be the fragrance composition.

[0104] In the case where the fragrance-imparting method of the present application is applied to a fiber, the (B) component is preferably used in an amount of 0.01% or more, more preferably 0.03% or more, further preferably 0.05% or more, still further preferably 0.1% or more, yet further preferably 0.2% or more, and yet further preferably 0.3% or more, on the weight of fabric (o.w.f.), from the viewpoint of the residual fragrance, and is preferably used in an amount of 5% or less, more preferably 4% or less, further preferably 3% or less, and still further preferably 2% or less, on the weight of fabric (o.w.f.), from the viewpoint of the finishing properties such as the hand feeling after drying. Note that the % o.w.f. is an abbreviation for % on the weight of fabric, and means the percentage of the mass of the (B) component with respect to the mass of the fiber. The treatment liquid of the present application can be used in such a manner that the (B) component is within the above range with respect to the fiber.

[0105] In the present application, the (A) component and the (B) component are preferably used after being mixed with water having a hardness of 0°DH or more and 30°DH or less. That is, the object is preferably treated with a treatment liquid obtained by mixing the (A) component and the (B) component with water having a hardness of 0°DH or more and 30°DH or less. The above treatment liquid can also be a treatment liquid obtained by mixing the fragrance composition of the present application with water having a hardness of 0°DH or more and 30°DH or less. The hardness of the water is preferably 1°DH or more, more preferably 2°DH or more, and further preferably 3°DH or more, from the viewpoint of the residual fragrance, and can be 25°DH or less, and further can be 20°DH or less.

[0106] The treatment liquid of the present application can have a hardness of 0°DH or more and 30°DH or less. The hardness of the treatment liquid of the present application is preferably 1°DH or more, more preferably 2°DH or more, and further preferably 3°DH or more, from the viewpoint of the residual fragrance, and can be 25°DH or less, and further can be 20°DH or less.

[0107] In the case where the fragrance-imparting method of the present application is applied to a fiber, the bath ratio (the mass of water (kg) with respect to 1 kg of the fiber) is preferably 10 or more, more preferably 15 or more, and further preferably 20 or more, from the viewpoint of ensuring the uniformity of the treatment and the residual fragrance, and can be 100 or less, 50 or less, 40 or less, or 30 or less. In the case where the treatment liquid of the present application is used, the bath ratio can be the mass of the treatment liquid with respect to 1 kg of the fiber.

[0108] In the case where the fragrance-imparting method of the present application is applied to fibers, it can be incorporated into a washing process of the fibers, such as woven fabrics or cloth. Here, the washing process can be a process of performing cleaning, rinsing, and dehydration of the fibers. In the present application, the fragrance composition of the present application can be applied to the fibers in such a manner that the (B) component is in a prescribed amount in any one of these washing processes.

[0109] As for the (B) component of the present application, it is considered that the delivery effect of the (A) component is excellent, and in particular, when the (A) component is delivered to the object such as fibers in an aqueous system, the performance of improving the degree of delivery of the (A) component is high. For example, according to the present application, it is possible to provide a method for improving the delivery of the (A) component, which improves the delivery of the (A) component to the object by using the (B) component when the (A) component is delivered to the object in the presence of water. The (B) component can be, for example, a fragrance-improving agent for the fragrance compound of the (A) component. In addition, according to the present application, it is possible to provide a method for improving the residual fragrance, in which the (B) component is co-presented when the object is fragranced with the (A) component. In the method for improving the residual fragrance of the present application, matters described in the fragrance composition and the fragrance-imparting method of the present application can be appropriately applied. In the method for improving the residual fragrance of the present application, from the viewpoint of improving the residual fragrance, it is preferable that water having a hardness of 1°DH or more, further 2°DH or more, further 3°DH or more, and 30°DH or less, further 25°DH or less, further 20°DH or less is also co-presented.

[0110] Examples

[0111] Example 1 and Comparative Example 1

[0112] (1) Pretreatment of towels for evaluation

[0113] A towel from which paste and inclusions were removed by previously performing the following treatment was used as a towel for evaluation.

[0114] A full-automatic washing machine (Panasonic, model: NA-F60PB3) was used to repeatedly perform a series of washing processes (water amount: 50 L, washing for 10 minutes → rinsing twice → dehydration for 9 minutes) three times on 24 pieces of commercially available cotton towels (Gekkan Towel (Kikuchi Towel Co., Ltd.), white, TW220) or chemical fiber towels (YUI, gray / brown, 85% polyester / 15% nylon). In the above washing processes, 52.22 g of a 10% diluent of a nonionic surfactant (Kao Corporation, EMULGEN 108) was added as a detergent, and the water of Wakayamashi was used as water. Next, the above series of washing processes were repeatedly performed twice using only water. Thereafter, natural drying was performed by leaving the towels at room temperature (25°C) for 24 hours.

[0115] (2) Towel treatment method

[0116] To a portable washing machine (National, model: NA-35) was put a prescribed amount of ion exchange water (bath ratio 20 kg / kg-towel), and a calcium chloride aqueous solution (corresponding to 4000 °DH) was added so as to make the treatment liquor have a hardness described in Table 1, and while stirring, a 5 mass% aqueous dispersion of the perfume composition described in Table 1 was added so as to make the concentration of the (B) component be the treatment concentration (% o.w.f.) described in Table 1, and after stirring for 1 minute, 2 pieces of towel (total about 140 g) which had been pretreated in the aforementioned (1) were put in, and treated for 3 minutes with stirring. Thereafter, dehydration treatment was performed for 2 minutes in the dehydration tank of a double-cylinder washing machine (TOSHIBA, model: VH-52G(H)), and dried in a room at 23°C / 45% RH. Note that the treatment liquor prepared here was also a perfume composition.

[0117] (3) Evaluation of residual fragrance

[0118] (3-1) Evaluation 1 (residual fragrance based on paired evaluation)

[0119] The towel which had been treated in (2) was evaluated for residual fragrance after 8 hours and 24 hours from the start of dehydration by 4 panelists specializing in aroma. The towels of the example and the comparative example which had been dehydrated for the same elapsed time were compared in the same test group, and in the case where there was a difference in aroma intensity, 3 points were given to the stronger one and 1 point to the weaker one, and in the case where the aroma intensity was the same, 2 points were given to each, and the total score of the scores given by the 4 panelists was calculated. The results of the evaluation are shown in Table 1.

[0120] (3-2) Evaluation 2 (residual fragrance based on score evaluation)

[0121] The towel which had been treated in (2) was evaluated for residual fragrance after 4 hours and 24 hours from the start of dehydration by 4 panelists specializing in aroma in accordance with the following evaluation criteria. The scores given by the 4 panelists were added together for the towel which had been dehydrated for the same elapsed time in the same test group. At this time, the scores were given with reference to the evaluation criteria below to one decimal place. The total score after 24 hours was divided by the total score after 4 hours, and this was taken as the residual fragrance degree 24 hours after dehydration based on 4 hours after dehydration (expressed as residual fragrance degree A in the table). The results of the evaluation are shown in Table 1. (24 / 4)

[0122] (Evaluation criteria)

[0123] 0: no aroma

[0124] 1: aroma barely perceptible (detection threshold)

[0125] ​2: weak aroma (recognition threshold) of which odor is known

[0126] 3: easily perceptible aroma

[0127] 4: strong aroma

[0128] 5: extremely strong aroma

[0129] Note that the higher the score, the stronger the aroma and the higher the effect of the after-odor.

[0130] [Table 1]

[0131]

[0132] In Table 1, in each of the test groups, in the case where the fragrance composition of the example was used, the after-odor was shown to be higher than in the case where the fragrance composition of the comparative example was used, after 8 hours and 24 hours from dehydration, as indicated in Evaluation 1.

[0133] In addition, in each of the test groups of Table 1, in the case where the fragrance composition of the example was used, the value of the after-odor degree A (24 / 4) was greater than that of the comparative example, and thus it was found that the maintenance effect of the after-odor over time was higher.

[0134] It was confirmed that the (A) component was not soluble or hardly soluble in water when used alone, but was solubilized by being used in combination with the (B) component of the example and the (B') component of the comparative example. Furthermore, by treating the fiber with the fragrance composition as described above, the fiber was perfumed, and thus it was considered that the (A) component was adsorbed to the fiber. In addition, in the case where the (B) component was used, a higher after-odor was obtained than in the case where the (B') component was used, and thus it was considered that the (B) component had a higher delivery effect on the (A) component than the (B') component.

[0135] As described above, the (B) component more efficiently delivers the (A) component to the object such as a fiber, and the function and effect of the (A) component are exhibited in the object.

[0136] Example 2 and Comparative Example 2

[0137] (1) Pretreatment of evaluation cloth

[0138] A cloth from which paste and inclusions were removed by previously performing the following treatment was used as the evaluation cloth.

[0139] Using a full-automatic washing machine (Panasonic, model: NA-F60PB3), 1.8 kg of knitted cotton cloth (Shozoku Co., Ltd., cotton knitted fabric, noted as cotton cloth in Table 2) or polyester knitted cloth (Aya Branch of Saisaku Shikiso Co., Ltd., noted as chemical fiber cloth in Table 2) was subjected to a series of washing processes (water amount 45 L, washing for 10 minutes → rinsing twice → dehydration for 9 minutes) twice repeatedly. In the above washing processes, 45 g of a 10% dilution liquid of a nonionic surfactant (Kao Corporation, EMULGEN 108) was added as a detergent, and water of Wakayamashi was used. Next, the above series of washing processes were performed using only water three times repeatedly. Thereafter, natural drying was performed by leaving at room temperature (25°C) for 24 hours, and all were cut into squares of 6 cm x 6 cm to produce test cloths.

[0140] (2) Treatment method of test cloth

[0141] A 5% by mass aqueous dispersion of the perfume composition described in Table 2 was diluted with a calcium chloride aqueous solution (corresponding to 4°DH) so that the concentration of the (B) component was the concentration described in Table 2 to produce a treatment liquid. The test cloth subjected to the treatment of (1) was added with the treatment liquid so as to be the mass ratio of Table 2, and dried in a room at 23°C / 35% RH.

[0142] (3) Evaluation of residual fragrance

[0143] (3-1) Evaluation 1 (residual fragrance based on paired evaluation)

[0144] The residual fragrance of the test cloth subjected to the treatment of (2) was evaluated by 4 panelists 6 hours and 24 hours after the addition of the treatment liquid. The test cloths of the examples and the comparative examples after the same time were compared in the same test group, and in the case where there was a difference in the intensity of the fragrance, 3 points were given to the stronger one and 1 point to the weaker one, and in the case where the intensity of the fragrance was the same, 2 points were given to each, and the total score of the scores of the 4 panelists was calculated. The results of the evaluation are shown in Table 2.

[0145] (3-2) Evaluation 2 (residual fragrance based on score evaluation)

[0146] The residual fragrance of the test cloth subjected to the treatment of (2) was evaluated by 4 panelists 6 hours and 24 hours after the addition of the treatment liquid in accordance with the following evaluation criteria. The scores of the 4 panelists were added for the test cloths after the same time in the same test group. At this time, the scores were given with reference to the evaluation criteria below to one decimal place. The total score after 24 hours was divided by the total score after 6 hours to give the residual fragrance degree 24 hours after dehydration based on 6 hours after dehydration (expressed as residual fragrance degree A in the table). (24 / 6)). The evaluation results are shown in Table 2.

[0147] (Evaluation Criteria)

[0148] 0: no odor

[0149] 1: odor barely perceptible (detection threshold)

[0150] 2: weak odor in which the odor is recognized (recognition threshold)

[0151] 3: odor easily perceptible

[0152] 4: strong odor

[0153] 5: very strong odor

[0154] Note that the higher the score, the stronger the odor and the higher the effect of the after-odor.

[0155] [Table 2]

[0156]

[0157] In Table 2, both Evaluation 1 and Evaluation 2 gave results superior to the comparative example when the flavor composition of the example was used, and it was found that the example also exhibited a high after-odor in the treatment method of Table 2, which was different from Table 1.

[0158] Example 3 and Comparative Example 3

[0159] (1) Test Method

[0160] A 5 mass% aqueous dispersion of the flavor composition described in Table 3 was diluted with a calcium chloride aqueous solution (corresponding to 4°DH) so that the concentration of the (B) component was the concentration described in Table 3, to make an evaluation liquid. To a standard bottle No. 11 (AS ONE, 5-130-07), 80 ml of the evaluation liquid was added, and kitchen paper (Elleair, super-absorbent dishcloth, 12 cm x 12 cm) was rolled up and added to the evaluation liquid so as to stand in the bottle. At this time, the kitchen paper was arranged so that the lower portion was immersed in the liquid and the upper portion was exposed to the surface of the liquid. Thereafter, it was left in a room at 23°C / 35% RH.

[0161] (2) Evaluation of After-Odor

[0162] (2-1) Evaluation 1 (After-Odor Based on Pairwise Evaluation)

[0163] The evaluation liquid for (1) was evaluated for the residual aroma after 24 hours and 72 hours of standing by 3 aroma professional evaluation panelists. The test solutions of the examples and the comparative examples after the same time were compared in the same test group, and in the case where there was a difference in the aroma intensity, 3 points were given to the stronger one and 1 point was given to the weaker one, and in the case where the aroma intensity was the same, 2 points were given to each, and the total score of the scores of the 3 evaluation panelists was calculated. The evaluation results are shown in Table 3.

[0164] (2-2) Evaluation 2 (Residual Aroma Based on Score Evaluation)

[0165] The evaluation liquid for (1) was evaluated for the residual aroma after 24 hours and 72 hours of standing by 3 aroma professional evaluation panelists in accordance with the following evaluation criteria. The scores of the 3 evaluation panelists were added for the test solutions after the same time in the same test group. At this time, the scores were given with one decimal place as a reference to the following evaluation criteria. The total score after 72 hours was divided by the total score after 24 hours, and was set as the residual aroma degree after 72 hours based on 24 hours of standing (expressed as residual aroma degree A in the table). (72 / 24) ). The evaluation results are shown in Table 3.

[0166] (Evaluation Criteria)

[0167] 0: No aroma

[0168] 1: Slightly perceptible aroma (detection threshold)

[0169] 2: Weak aroma in which the odor is known (recognition threshold)

[0170] 3: Easily perceptible aroma

[0171] 4: Strong aroma

[0172] 5: Extremely strong aroma

[0173] Note that the higher the score, the stronger the aroma and the higher the effect of the residual aroma.

[0174] [Table 3]

[0175]

[0176] In Table 3, in the case where the flavor composition of the example was used, both Evaluation 1 and Evaluation 2 gave results superior to the comparative example, and it was found that in a use form such as a standing-type fragrance in which the volatilization of the flavor composition into the space is considered, the example also showed a high residual aroma.

[0177] Note that the components described in Tables 1 to 3 used the following substances.

[0178] • Phenylethanol (manufactured by FUJIFILM Wako Pure Chemical Corporation, type number 168-00893, active ingredient more than 98.0%)

[0179] • Eugenol (manufactured by FUJIFILM Wako Pure Chemical Corporation, type number 057-03935, active ingredient more than 95.0%)

[0180] • Estragole (manufactured by Sigma Aldrich, type number A29208-25G, active ingredient 98.0%)

[0181] • α-Hexylcinnamaldehyde (manufactured by FUJIFILM Wako Pure Chemical Corporation, type number 088-04605, active ingredient more than 97.0%)

[0182] • Sodium di(2-propylheptyl)sulfosuccinate

[0183] • Sodium di(2-ethylhexyl)sulfosuccinate

[0184] In the perfume compositions of Tables 1 to 3, even if di(2-butyloctyl)sulfosuccinate, dodecyl / 2-butyloctyl-sulfosuccinate, octyl / cetylsulfosuccinate, or dodecyl / 3-nonenyl-sulfosuccinate is used instead of the (B) component in the table as the (B) component, the effects of the present application can be similarly obtained.

[0185] Example 4 and Comparative Example 4

[0186] The same as Example 1 and Comparative Example 1, but the perfume composition and the treatment conditions were set as shown in Table 4, and Evaluation 1 of the residual fragrance (based on pair evaluation of the residual fragrance) was performed. The evaluation results are shown in Table 4.

[0187] [Table 4]

[0188]

[0189] Example 5 and Comparative Example 5

[0190] The same as Example 1 and Comparative Example 1, but the perfume composition and the treatment conditions were set as shown in Table 5, and in addition, the dehydration treatment in the towel treatment method of (2) used the dehydration tank of a double-cylinder washing machine (manufactured by HITACHI, type number: PS-55AS2), and Evaluation 2 of the residual fragrance (based on score evaluation of the residual fragrance) was performed. The evaluation results are shown in Table 5.

[0191] [Table 5]

[0192]

[0193] Example 6 and Comparative Example 6

[0194] The same as in Example 2 and Comparative Example 2, but the perfume composition and the treatment conditions were set as shown in Table 6, and Evaluation 1 of the residual fragrance (based on pair evaluation of the residual fragrance) was performed. The evaluation results are shown in Table 6.

[0195] [Table 6]

[0196]

[0197] <Example 7 and Comparative Example 7>

[0198] The same as in Example 2 and Comparative Example 2, but the perfume composition and the treatment conditions were set as shown in Table 7, and Evaluation 2 of the residual fragrance (based on score evaluation of the residual fragrance) was performed. The evaluation results are shown in Table 7.

[0199] [Table 7]

[0200]

[0201] <Example 8 and Comparative Example 8>

[0202] The same as in Example 3 and Comparative Example 3, but the perfume composition and the treatment conditions were set as shown in Table 8, and Evaluation 1 of the residual fragrance (based on pair evaluation of the residual fragrance) was performed. The evaluation results are shown in Table 8.

[0203] [Table 8]

[0204]

Claims

1. A perfume composition comprising an A perfume compound and a B compound represented by the following formula 1-1, hereinafter referred to as an A component and a B component, respectively; the ratio of the A component to the B component being 10 parts by mass or more and 100 parts by mass or less per 100 parts by mass, wherein R 1 and R 2 are each independently 2-propylheptyl or 2-butyloctyl, and M is a cation.

2. The perfume composition according to claim 1, wherein the LogP of the A component is 1 or more and 7 or less.

3. The perfume composition according to claim 1 or 2, wherein the LogP of the A component is 1 or more and 5 or less.

4. The perfume composition according to claim 1 or 2, wherein the A component is a natural extract.

5. The perfume composition according to claim 1 or 2, wherein the A component is a natural essential oil.

6. The perfume composition according to claim 1 or 2, wherein the A component is one or more of a nitrogen-containing compound and a sulfur-containing compound.

7. The perfume composition according to claim 1 or 2, wherein the A component is one or more of a hydrocarbon, an alcohol, a phenol, an aldehyde, a ketone, an acetal, an ether, an ester, a nitrile, a Schiff base, and an amide.

8. The perfume composition according to claim 1 or 2, wherein the A component is one or more of a hydrocarbon, an alcohol, a phenol, an aldehyde, a ketone, an acetal, an ether, a carbonate, a lactone, a nitrile, an oxime, and an amide.

9. The perfume composition according to claim 1 or 2, wherein the A component is one or more of an alcohol, a phenol, an aldehyde, and an ether.

10. The perfume composition according to claim 1 or 2, wherein the A component is one or more of phenylethyl alcohol, eugenol, hexyl cinnamic aldehyde, and anethole.

11. The perfume composition according to claim 1 or 2, wherein the B component is di(2-propylheptyl) sulfosuccinate.

12. The perfume composition according to claim 1 or 2, wherein the ratio of the A component to the B component is 10 parts by mass or more and 30 parts by mass or less per 100 parts by mass.

13. The perfume composition according to claim 1 or 2, comprising 0.1% by mass or more and 2% by mass or less of the A component.

14. The perfume composition according to claim 1 or 2, comprising 2% by mass or more and 7% by mass or less of the B component.

15. The perfume composition according to claim 1 or 2, wherein the perfume composition optionally contains a surfactant other than the B component, the proportion of the B component being 80% by mass or more in the total amount of the surfactant.

16. A perfume imparting method in which an object is treated with the perfume composition according to any one of claims 1 to 15.

17. The perfume imparting method according to claim 16, wherein the perfume composition is a dispersion or a solubilized solution obtained by dispersing or solubilizing the A component in water in the presence of the B component.

18. The perfume imparting method according to claim 16 or 17, wherein the object is treated with a treatment liquid obtained by mixing the A component and the B component with water having a hardness of 1°DH or more and 30°DH or less.

19. The perfume imparting method according to claim 16 or 17, wherein ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ ​ The object is one or more selected from the group consisting of a fiber, skin, hair, and a hard article, and the fiber excludes hair.

20. A method for improving the residual fragrance property, wherein, when an object is perfumed with an A fragrance compound, a B compound represented by the following formula 1-1 is co-present so that the ratio of the A component to the B component is 10 parts by mass or more and 100 parts by mass or less, and the A component and the B component are respectively referred to as A and B hereinafter. wherein R 1 and R 2 each independently is 2-propylheptyl or 2-butyloctyl, and M is a cation.

21. The method for improving the residual fragrance property according to claim 20, wherein Water having a hardness of 1°DH or more and 30°DH or less is also co-presented.

Citation Information

Patent Citations

  • Flavor and fragrance solubilization systems

    JP2008517051A

  • Transparent aromatic liquid with reduced surfactant blending amount

    JP2009261929A

  • Salts of alkyl esters of sulfonated dicarboxylic acids and compositions containing same

    US20070214999A1

  • Wipe-off-type liquid cleaning agent

    CN105452434A

  • Deodorant and deodorizing method

    JP2012254177A