Method for imparting fragrance to textile products

By using specific fragrance compounds and cationic surfactants in two treatment agents, the method addresses the dull residual fragrance issue, ensuring enhanced fragrance perception and stability on textile products from washing to drying.

JP7713825B2Active Publication Date: 2025-07-28KAO CORP
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Patent Information

Application Number
JP2021124746
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-07-29
Publication Date
2025-07-28
Estimated Expiration
2041-07-29

AI Technical Summary

Technical Problem

Existing methods for imparting fragrance to textile products after washing result in a dull and monotonous residual fragrance impression, and modifying the fragrance quality is challenging due to the stability and dispersibility issues of fragrance materials during the rinsing and drying processes.

Method used

A method involving two treatment agents, each containing specific fragrance compounds and a cationic surfactant, is used to immerse textile products in water, where the first agent includes fragrance components (A1 and A2) and the second agent enhances or modifies the fragrance quality by adding them at varying concentrations during the washing process.

Benefits of technology

This approach allows for the perception of a preferred fragrance intensity and quality from dehydration to drying, enhancing the residual fragrance perception and stability on textile products.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide a method for modifying quality of a lingering aroma imparted to fibers so that a user can perceive a favorable aroma he / she desires from a treated fiber product.SOLUTION: Provided is a method for imparting an aroma to a fiber product, comprising steps 1 to 3: (step 1) a step of dipping a fiber product in water; (step 2) a step of adding to the water a perfume compound selected from components (A1) and (A2) in a total amount of 1200-9000 μg / L by means of a first treatment agent comprising a perfume component and component (B); (step 3) a step of further adding to the water 200 μg / L or more of component (A1) by means of a second treatment agent containing the component (C) in a higher concentration than the first treatment agent, where (A1) is a perfume compound having a ClogP value of 4 or more and less than 6 and a vapor pressure of 0.00005-4 Pa; (A2) is a perfume compound having a ClogP value of 1.4 or more and less than 4 and a vapor pressure of 0.035 Pa or more; (B) is a cationic surfactant; and (C) is glycerin.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a method for imparting fragrance to textile products.

Background Art

[0002] As a means for imparting fragrance to a textile product after washing, a method of treating a textile product immersed in rinsing water with a perfumed liquid softener is known. Today, various perfumed liquid softeners are sold, and for softener users who value fragrance, fragrance preference is an important reason for choosing when purchasing a softener. And many of the fragrances of recent commercially available liquid softeners are configured by a well-balanced blending of fragrance materials that contribute to the fragrance development from the undiluted solution and fragrance materials that tend to remain on the fibers after rinsing, in order to meet the expectations of users who value both good fragrance development from the undiluted solution and persistent residual fragrance on the fibers.

[0003] However, since fragrance materials with excellent fragrance development are relatively difficult to remain on the fibers, after adding the softener, the fragrance remaining on the textile product that has been treated with a large amount of rinsing water and subjected to dehydration and drying processes gives a heavy and dull impression of so-called base notes such as woody, musky, amber, and balsamic. For this reason, the residual fragrance of textile products tends to give a dull and monotonous impression compared to the richness of the fragrance development at the bottle mouth of the softener and the variety of fragrance notes.

[0004] Also, in order to change the impression of the residual fragrance perceived during the process of drying immediately after dehydrating the textile product and to enhance a specific fragrance note that is particularly desired to be imparted, even if an attempt is made to increase the blending amount of the fragrance material having that specific fragrance note, there is a problem that the overall blending amount of the fragrance increases, resulting in a decrease in the stability of the softener and the dispersibility when added to the rinsing water, and the specific fragrance note does not become as strong as expected.

[0005] Therefore, in the step of treating a textile product with a liquid softener, the development of a technology that can easily impart a fragrance preferred by consumers to the textile product and allows a fragrance of moderate strength to be well perceived from immediately after dehydration to drying has been desired.

[0006] In the rinsing process of washing, as a technique for imparting fragrance to textile products, for example, the techniques described in the following Patent Documents 1 to 4 are known. Patent Document 1 discloses a technique of mixing and using a fragrance-free / mild-fragrance softener and a high-concentration fragrance-imparting agent in order to suppress uneven distribution of the fragrance on the fibers and improve the residual fragrance property. Patent Document 2 discloses a fragrance-imparting agent composition and a fiber treatment agent in which an antioxidant and an oil agent are used in a certain ratio with respect to an aldehyde-based fragrance in order to effectively suppress the deterioration of the fragrance caused by the aldehyde-based fragrance. Patent Document 3 discloses a technique of applying a fragrance to a textile product without requiring protection of a highly formulated fragrance by adding a solid-shaped article containing a high-concentration fragrance and a fatty acid during the rinsing cycle in a washing machine. Patent Document 4 discloses a washing article in which a fragrance is independently formulated separately from a detergent or a finishing agent and used during the washing process, so that the fragrance remaining on the clothing can be adjusted according to the preference of the user.

Prior Art Documents

Patent Documents

[0007]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Summary of the Invention

Problems to be Solved by the Invention

[0008] However, the techniques of Patent Documents 1 to 4 are all techniques for imparting a fragrance to a non-fragranced or slightly fragrant fiber product by adding another preparation for the purpose of perfuming, and in the step of treating a fiber product with a pre-fragranced softener, modifying the residual fragrance derived from the softener, and giving a fragrance note different from the fragrance note of the fragrance imparted to the fiber product when treated with only the softener.

[0009] Therefore, the present invention relates to a method for modifying the quality of the residual fragrance imparted to fibers so that a preferred fragrance desired by the user can be perceived from the treated fiber product.

Means for Solving the Problems

[0010] When the present inventor investigated the fragrance components contained in more than 10 commercially available softener products aiming to impart a residual fragrance to clothing, it was found that the fragrance components belonging to the following groups (A1) and (A2) accounted for 60% to more than 90% of all the fragrance components. In particular, the content of the group (A1) exceeded 40% in all the softeners investigated, and it was found that when the content of the fragrance components of the group (A1) or the groups (A1) and (A2) was changed, the quality of the residual fragrance of the treated fiber product was likely to change. Furthermore, in the softener treatment step of the fiber product, instead of adding the fragrance components belonging to the group (A1) additionally to one fiber product treatment agent, they are blended at a higher concentration in another fiber product treatment agent, and without premixing two types of fiber product treatment agents in advance, by adding them to the rinsing water in the washing process, it was found that a specific fragrance note to be perceived can be more effectively imparted as a residual fragrance, and the present invention was completed.

[0011] That is, the present invention provides a method for imparting a fragrance to a fiber product, including the following steps 1 to 3. (Step 1) A step of immersing the fiber product in water (Step 2) After Step 1, or integrally with Step 1, adding a total of 1200 to 9000 μg / L per unit amount of the water of a fragrance compound selected from the fragrance components (A1) and (A2) to the water with a first treatment agent containing the fragrance component and component (B). (Step 3) After Step 1 or integrally with Step 1, a second treatment agent containing a fragrance component, component (B), and component (C) at a higher concentration than the first treatment agent is used to further add component (A1) to the water at 200 μg / L or more per unit amount of the water. (A1): A fragrance compound having a ClogP value of 4 or more and less than 6 and a vapor pressure Vp at 25°C of 0.00005 Pa or more and 4 Pa or less. (A2): A fragrance compound having a ClogP value of 1.4 or more and less than 4 and a vapor pressure Vp at 25°C of 0.035 Pa or more. (B): A cationic surfactant (C): Glycerin [[Effect of the Invention]]

[0012] According to the present invention, it is possible to impart a residual fragrance having excellent fragrance retention, which could not be obtained by treatment with a fiber product treatment agent such as a conventional scented liquid softener, to the fiber product, and the residual fragrance of the fiber product can be adjusted according to the preference of the user. [[Embodiments for Carrying Out the Invention]]

[0013] ● First and Second Treatment Agents Hereinafter, the first and second treatment agents used in the present invention will be described.

[0014] The fragrance imparting method of the present invention uses a first treatment agent and a second treatment agent, both of which contain a cationic surfactant as component (B), both are fragranced, and when applied to a fiber product immersed in water, they have a function of being able to impart fragrance to the fiber product. Examples of the first treatment agent include scented softeners used in the rinsing step after detergent treatment, and examples of the second treatment agent include fragrancing agents for modifying or enhancing the fragrance quality of the fragrance imparted to the fiber product by the first treatment agent.

[0015] Regarding the fragrance compounds used in the present invention, the logP value is a coefficient indicating the affinity of an organic compound for water and 1-octanol. The 1-octanol / water partition coefficient P is the ratio of the equilibrium concentrations of the compound in each solvent when a trace amount of the compound has dissolved as a solute in a solvent consisting of two liquid phases of 1-octanol and water and reached partition equilibrium, and is generally expressed in the form of the logarithm logP to the base 10 of these. Today, the value of "calculated logP (ClogP)", which is calculated by a calculation program using the fragment values of atomic groups determined by the number of atoms and the type of chemical bonds constituting the compound molecule, is widely used. Also in the present invention, when selecting a compound, the value of ClogP is used. In the present invention, as the value of ClogP, the value calculated using KOWWIN (version 1.68), which is a logP prediction model in the software EPI Suite (registered trademark; The Estimations Programs Interface for Windows version 4.11) jointly developed by the US Environmental Protection Agency and Syracuse, is used.

[0016] Regarding the fragrance compounds used in the present invention, as the vapor pressure Vp of the fragrance compound at 25 °C, the value calculated using MPBPVP (version 1.43), which is a vapor pressure prediction model in the software EPI Suite (registered trademark; The Estimations Programs Interface for Windows version 4.11) jointly developed by the US Environmental Protection Agency and Syracuse, (value by Antoine & Grain methods) is used.

[0017] [Component (A1): A fragrance compound having a ClogP value of 4 or more and less than 6 and a vapor pressure of 0.00005 Pa to 4 Pa] Component (A1) is a fragrance compound having a ClogP value of 4 or more and less than 6 and a vapor pressure Vp at 25°C of 0.00005 Pa or more and 4 Pa or less, and is commonly used in all commercially available scented fabric softener products. Different from top note fragrance materials that are likely to affect the quality and impression of the scent of the undiluted solution, the fragrance compound of component (A1) has the fragrance characteristics of a base note or a middle note close to the base note, is easily compatible with the scents from other top to middle notes, increases the volume feeling of the entire perceived scent, and has the characteristic that it can be incorporated into various scent accords and used. Also, even when it is used so as to contribute to a specific scent quality by itself, it has a scent quality that can successfully incorporate the scent characteristics derived from other fragrance materials and make it perceived as a good scent. Therefore, even when used in combination with the scents of many commercially available fabric softeners, the scent remaining on the textile product does not cancel out the scent characteristics of the combined partner, but rather makes the scent characteristics more prominent and can be perceived comfortably.

[0018] Specific examples of the fragrance compound of component (A1) include 1-(2,6,6-Trimethyl-1-cyclohex-2-enyl)hepta-1,6-dien-3-one (Allyl Ionone), 17-oxacycloheptadec-6-en-1-one (ambrettolide), 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (ambroxan: registered trademark), 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (ambrotech: registered trademark), (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol (Bacdanol or levosandol), (E)-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (alpha-Ionone), 4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one (beta-Ionone), 1,1,2,3,3-pentamethyl-2,5,6,7-tetrahydroinden-4-one (cashmeran: registered trademark), cis-3-hexenyl salicylate, cis-3-hexenyl benzoate, (1-cyclohexenyl-2-methylpropan-2-yl) butanoate (D.M.B.C. n-Butyrate), 1-(2,6,6-trimethyl-1-cyclohex-1,3-dienyl)but-2-en-1-one (Damascenone), 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one (delta-damascone), 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-1-one (alpha-damascone), (12E)-1-oxacyclohexadec-12-en-2-one (habanolide: registered trademark), hexyl cinnamic aldehyde, hexyl salicylate, 1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-acetonaphthone (iso E super), [(1R,2S)-1-methyl-2-[[(1R,3S,5S)-1,2,2-trimethyl-3-bicyclo[3.1.0] Hexanyl]methyl]cyclopropyl]methanol (Javanol: registered trademark), (5E)-3-methylcyclopentadeca-5-en-1-one (muscenone: registered trademark), 2-phenylethyl 2-phenylacetate, 1,4-dioxacycloheptadecane-5,17-dione (ethylene brassylate or musk T), 2-cyclohexylidene-2-phenylacetonitrile (Peonile: registered trademark), (E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Polysantol), (E)-2-methyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol (Sandalmysore core), 1-(spiro[4.5]deca-7-en-7-yl)penta-4-en-1-one (Spirogalbanone: registered trademark), 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol (Timberol), (4aR,5R,7aS,9R)-octahydro-2,2,5,8,8,9a-hexamethyl-4H-4a,9-methanoazuleno(5,6-d)-1,3-dioxole (ambrocenide), diphenyl oxide, 3-(4-tert-butylphenyl)butanal (lilial), (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one (gamma-methyl ionone), (E)-4-methyldec-3-en-5-ol (undecavertol), 2,2,5-trimethyl-5-pentylcyclopentan-1-one (veloutone: registered trademark), (1S,2R,5S)-2,6,6,8-tetramethyl tricyclo(5.3.1.0. 1.5)Examples include undeca-8-ene (alpha-cedrene), allyl cyclohexyl propionate, and cedrol. Among them, 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)hepta-1,6-dien-3-one (Allyl Ionone), 17-oxacycloheptadec-6-en-1-one (ambrettolide), 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (ambroxan: registered trademark), 3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran (ambrotech: registered trademark), (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol (Bacdanol), 4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one (beta-Ionone), 1,1,2,3,3-pentamethyl-2,5,6,7-tetrahydroinden-4-one (cashmeran: registered trademark), cis-3-hexenyl salicylate, cis-3-hexenyl benzoate, (1-cyclohexenyl-2-methylpropan-2-yl) butanoate (D.M.B.C. n-Butyrate), 1-(2,6,6-trimethyl-1-cyclohex-1,3-dienyl)but-2-en-1-one (Damascenone), 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one (delta-damascone), (12E)-1-oxacyclohexadec-12-en-2-one (habanolide: registered trademark), hexyl cinnamic aldehyde, hexyl salicylate, 1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-acetonaphthone (iso E super), [(1R,2S)-1-methyl-2-[[(1R,3S,5S)-1,2,2-trimethyl-3-bicyclo[3.1.0]Hexanyl]methyl]cyclopropyl]methanol (Javanol: registered trademark), (5E)-3-methylcyclopentadeca-5-en-1-one (muscenone: registered trademark), 2-phenylethyl 2-phenylacetate, 1,4-dioxacycloheptadecane-5,17-dione (ethylene brassylate or musk T), 2-cyclohexylidene-2-phenylacetonitrile (Peonile: registered trademark), (E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol (Polysantol), (E)-2-methyl-4-(2,2,3-trimethyl-1-cyclopenta-3-enyl)but-2-en-1-ol (Sandalmysore core), 1-(spiro[4.5]deca-7-en-7-yl)penta-4-en-1-one (Spirogalbanone: registered trademark), 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol (Timberol) are preferred.

[0019] From the viewpoint of imparting an appropriate residual fragrance intensity to the textile product, the content of the fragrance compound of component (A1) in the first treatment agent is preferably 0.15% by mass or more, more preferably 0.18% by mass or more, still more preferably 0.2% by mass or more, and from the viewpoint that the fragrance imparted to the textile product does not become too strong, it is preferably 2.1% by mass or less, more preferably 1.5% by mass or less, still more preferably 1.3% by mass or less.

[0020] From the viewpoint of modifying or enhancing the fragrance quality of the fragrance imparted to the textile product by the first treatment agent, the content of the fragrance compound of component (A1) in the second treatment agent is preferably 0.7% by mass or more, more preferably 0.8% by mass or more, still more preferably 1% by mass or more, and from the viewpoint that the fragrance imparted to the textile product does not become too strong, it is preferably 9% by mass or less, more preferably 4.5% by mass or less, still more preferably 3.5% by mass or less.

[0021] In addition, from the viewpoint of enhancing the perception of specific fragrance qualities in the fragrance imparted to the textile product, the content of at least one fragrance compound among the components (A1) contained in the second treatment agent is preferably 0.07% by mass or more, more preferably 0.15% by mass or more, and still more preferably 0.2% by mass or more.

[0022] [Component (A2): A fragrance compound having a ClogP value of 1.4 or more and less than 4 and a vapor pressure of 0.035 Pa or more] Component (A2) is a fragrance compound having a ClogP value of 1.4 or more and less than 4 and a vapor pressure Vp at 25°C of 0.035 Pa or more, and is commonly used in general in the perfumed softener products distributed on the market. The fragrance compound of component (A2) is classified into the middle note or the region from the middle to the base note, and in the method of the present invention, by using it in combination with the fragrance compound of component (A1), a residual fragrance having fragrance qualities such as floral, fruity, green, vanilla, citrus, etc. can be imparted to the textile product.

[0023] Specific examples of the perfume compounds of component (A2) include 4-(4-hydroxyphenyl)butan-2-one (raspberry ketone), coumarin, 2-phenylethanol (Phenyl ethyl alcohol), 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin), heliotropin, p-acetanisole, cinnamic aldehyde, cis-3-hexenol, 4,4a,5,9b-tetrahydroindeno[1,2-d][1,3]dioxin (indoflor crystal), 4-(4-methoxyphenyl)butan-2-one (Anisyl acetone), benzyl acetate, 4-methyl-2-(2-methylpropyl)oxan-4-ol (Florosa), ethyl 2-methyl butyrate, methyl 2-aminobenzoate (Methyl Anthranilate), allyl amyl glycolate (Allyl amyl glycolate), 1-phenylethyl acetate (Styrallyl acetate), 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (Helional), γ-decalactone (Lactone C-10 gamma), methyl 2-methylaminobenzoate (Dimethyl Anthranilate), 1-naphthalen-1-ylethanone (Methyl alpha-Naphthyl Ketone), 2,4-dimethylcyclohexane-3-ene-1-carbaldehyde (triplal), methyl dihydrojasmonate, 8-methyl-1,5-benzodioxepin-3-one (Calone: registered trademark), tricyclodecenyl acetate (T.C.D. Acetate), γ-nonalactone, ethyl 2-methylpentanoate, allyl cyclohexyl glycolate, hexyl acetate, cis-3-hexenyl acetate, eugenol, heliotropyl acetone, methyl β-naphthyl ketone, 3,6-dimethylcyclohex-3-ene-1-carbaldehyde (cyclovertal: registered trademark), octanal, nonanal, allyl cyclohexyl glycolate, hydroxycitronellal, N-(1,5-dimethyl-8-bicyclo[3.2.1) Octanilyden)hydroxylamine (buccoxime), γ-undecalactone (Aldehyde C-14 peach), 2-methoxynaphthalene (Nerolin Yara Yara), tricyclodecenyl propionate (T.C.D. Propionate), linalool, (2-methyl-1-phenylpropan-2-yl) acetate (D.M.B.C. acetate), dihydromyrcenol, geraniol, nerol, 3-(4-propan-2-ylphenyl) propanal (Cyclemax: registered trademark), citronellol, citral, ethyl (1R,2R,6R,7S)-tricyclo[5.2.1.0. 2,6Decane-2-carboxylate (Fruitate: registered trademark), 3,7-dimethyloctan-3-ol (Tetrahydrolinalool), (6E)-3,7-dimethylnona-1,6-dien-3-ol (ethyl linalool), 2-methyl-3-(4-propan-2-ylphenyl)propanal (Cyclamen aldehyde), allyl caproate, isobornyl acetate, ethyl 2-ethylhexanoate (Irotyl: registered trademark), cis-3-hexenyl isobutyrate, decanal, 3-(4-tert-butylphenyl)propanal (bourgeonal), dihydrolinalool, nonanol, 9-decen-1-ol, terpineol, terpinene-4-ol, thymol, 2-cyclohexylpropanal (pollenal II; pollenal: registered trademark), rose phenone, p-amylcyclohexanone, camphor, 2,4,6-trimethyl-4-phenyl-1,3-dioxane (floropal), rose oxide, 1,4-cineole, 1,8-cineole, 6,6-dimethoxy-2,5,5-trimethylhex-2-ene (methyl pamplemousse), 2,4-dimethyl-4-phenyloxolane (rhubafuran), rubofix.Among them, 4-(4-hydroxyphenyl)butan-2-one (raspberry ketone), coumarin, 2-phenylethanol (Phenyl ethyl alcohol), 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin), heliotropin, p-acetanisole, 4-(4-methoxyphenyl)butan-2-one (Anisyl acetone), benzyl acetate, 4-methyl-2-(2-methylpropyl)oxan-4-ol (Florosa), ethyl 2-methyl butyrate, methyl 2-aminobenzoate (Methyl Anthranilate), allyl amyl glycolate (Allyl amyl glycolate), 1-phenylethyl acetate (Styrallyl acetate), 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (Helional), γ-decalactone (Lactone C-10 gamma), methyl 2-methylaminobenzoate (Dimethyl Anthranilate), 1-naphthalen-1-ylethanone (Methyl alpha-Naphthyl Ketone), 2,4-dimethylcyclohexane-3-ene-1-carbaldehyde (triplal), methyl dihydrojasmonate, 8-methyl-1,5-benzodioxepin-3-one (Calone: registered trademark), tricyclodecenyl acetate (T.C.D. Acetate), γ-undecalactone (Aldehyde C-14 peach), 2-methoxynaphthalene (Nerolin Yara Yara), tricyclodecenyl propionate (T.C.D. Propionate), linalool, (2-methyl-1-phenylpropan-2-yl) acetate (D.M.B.C. acetate), dihydromyrcenol, geraniol, nerol, 3-(4-propan-2-ylphenyl)propanal (Cyclemax: registered trademark), citronellol, citral, ethyl (1R,2R,6R,7S)-tricyclo[5.2.1.0。 2,6Decane-2-carboxylate (Fruitate: registered trademark), 3,7-dimethyloctan-3-ol (Tetrahydrolinalool), (6E)-3,7-dimethylnona-1,6-dien-3-ol (ethyl linalool), 2-methyl-3-(4-propan-2-ylphenyl)propanal (Cyclamen aldehyde) are preferred.

[0024] The content of the fragrance compound of component (A2) in the first treating agent is preferably 0.09% by mass or more, more preferably 0.15% by mass or more, still more preferably 0.17% by mass or more, from the viewpoint of enhancing the perception of the fragrance, especially immediately after dehydration, among the fragrances imparted to the textile product. From the viewpoint that the fragrance imparted to the textile product does not become too strong, it is preferably 0.6% by mass or less, more preferably 0.5% by mass or less, still more preferably 0.4% by mass or less.

[0025] The content of the fragrance compound of component (A2) in the second treating agent is preferably 0.4% by mass or more, more preferably 0.7% by mass or more, still more preferably 1% by mass or more, from the viewpoint of enhancing the perception of the fragrance, especially immediately after dehydration, among the fragrances imparted to the textile product. From the viewpoint that the fragrance imparted to the textile product does not become too strong, it is preferably 8% by mass or less, more preferably 7% by mass or less, still more preferably 4% by mass or less.

[0026] The total content of the fragrance compounds of components (A1) and (A2) in the first treating agent is preferably 0.4% by mass or more, more preferably 0.5% by mass or more, still more preferably 0.9% by mass or more, from the viewpoint that the residual fragrance imparted to the textile product is easily perceived. From the viewpoint of ensuring the dispersion stability of the formulation of the treating agent, it is preferably 2.7% by mass or less, more preferably 2.4% by mass or less, still more preferably 1.9% by mass or less.

[0027] From the viewpoint of making it easier to perceive changes in the residual fragrance imparted to the textile product, the total content of components (A1) and (A2) in the second treatment agent is preferably 2.5% by mass or more, more preferably 3% by mass or more, still more preferably 3.5% by mass or more, and even more preferably 4% by mass or more. Also, from the viewpoint of ensuring the dispersion stability of the formulation of the treatment agent, it is preferably 10% by mass or less, more preferably 8% by mass or less, and still more preferably 7% by mass or less.

[0028] In addition, the combination of the total contents of components (A1) and (A2) contained in each of the first treatment agent and the second treatment agent in the present invention is such that the first treatment agent is mainly used for the purpose of softening fibers as a softening finish, and the second treatment agent is mainly used for the purpose of being a flavoring agent. From the viewpoints that the first treatment agent and the second treatment agent are difficult to be easily mixed, preferably, the content in the first treatment agent is 0.4 to 2.7% by mass, and the content in the second treatment agent is 2.8 to 10% by mass. More preferably, the content in the first treatment agent is 0.5 to 2.4% by mass, and the content in the second treatment agent is 3 to 8% by mass. Still more preferably, the content in the first treatment agent is 0.7 to 2.3% by mass, and the content in the second treatment agent is 3.9 to 6% by mass.

[0029] In addition, regarding the relationship between the fragrance concentrations in the first and second treatment agents, from the viewpoint of modifying or enhancing the fragrance quality of the fragrance imparted to the textile product by the first treatment agent with the second treatment agent, it is preferable to satisfy at least one of the following conditions [1] and [2], and more preferably to satisfy both.

[0030] 〔1〕: The ratio [(A1)2] / [(A1)1] of the total content [(A1)2] (mass%) of component (A1) in the second treatment agent to the total content [(A1)1] (mass%) of component (A1) in the first treatment agent is 0.089 or more and 48.1 or less. In condition [1], [(A1)2] / [(A1)1] is preferably 1.1 or more, more preferably 1.2 or more, still more preferably 2 or more, and preferably 48.1 or less, more preferably 20 or less, still more preferably 15 or less, from the viewpoint of surely enhancing the fragrance quality of the fragrance imparted to the textile product by the second treatment agent.

[0031] [2]: The ratio [(A2)2] / [(A2)1] of the total content [(A2)2] (mass%) of component (A2) in the second treatment agent to the total content [(A2)1] (mass%) of component (A2) in the first treatment agent is 1.2 or more and 47.6 or less. In condition [2], [(A2)2] / [(A2)1] is preferably 1.2 or more, more preferably 2 or more, and preferably 48 or less, more preferably 32 or less, from the viewpoint of more effectively modifying the fragrance imparted to the textile product, particularly the fragrance quality immediately after dehydration, by the second treatment agent.

[0032] [Component (A3): A fragrance compound having a ClogP value of 4 or more and less than 6 and a vapor pressure of more than 4 Pa and 193 Pa or less. In the present invention, the first and second treatment agents used preferably contain the fragrance compound of component (A3) in order to further enhance the aroma of the stock solution of the textile product treatment agent. (A3): A fragrance compound having a ClogP value of 4 or more and less than 6 and a vapor pressure Vp at 25°C of more than 4 Pa and 193 Pa or less.

[0033] The fragrance compound of component (A3) is a top note to middle note fragrance material that hardly contributes to the residual fragrance but affects the fragrance quality of the stock solution of the textile product treatment agent, and is used to express specific fragrance qualities such as floral, fruity, and citrus.

[0034] Suitable perfume compounds for component (A3) include limonene, citronellyl acetate, geranyl acetate, neryl acetate, linalyl acetate, terpinyl acetate, (2-tert-butylcyclohexyl) acetate (o-t-B.C.H. Acetate), (4-tert-butylcyclohexyl) acetate (p-t-B.C.H. Acetate), ethyl 2-cyclohexyl propionate (Poirenate), and 10-undecenal (intreleven aldehyde).

[0035] From the perspective of modifying the aroma intensity from the undiluted solution of the first treatment agent, the content of the perfume compound of component (A3) in the first treatment agent is preferably 0.004% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.03% by mass or more. From the perspective of achieving a balance between the aroma imparted to the textile product by the first treatment agent and the aroma intensity from the undiluted solution of the first treatment agent, it is preferably 0.2% by mass or less, more preferably 0.16% by mass or less, still more preferably 0.06% by mass or less.

[0036] From the perspective of modifying the aroma intensity from the undiluted solution of the second treatment agent, the content of the perfume compound of component (A3) in the second treatment agent is preferably 0.1% by mass or more, more preferably 0.12% by mass or more, still more preferably 0.15% by mass or more. From the perspective of moderately exerting the effect of the aroma imparted to the textile product by the second treatment agent, it is preferably 0.44% by mass or less, more preferably 0.38% by mass or less, still more preferably 0.33% by mass or less.

[0037] [Component (A4): Perfume precursor] For the first treatment agent and the second treatment agent, a perfume precursor can be further added as component (A4) for the purpose of reinforcing the residual aroma after drying of the treated textile product, and it is preferable that at least the second treatment agent contains component (A4). (A4): A perfume precursor composed of an ester of a perfume compound having a phenol structure or a hydroxy-4-pyrone structure and an aliphatic monocarboxylic acid having 8 to 18 carbon atoms

[0038] Component (A4) includes esters formed by dehydration condensation of the hydroxyl group of a fragrance compound having a phenol structure or a hydroxy-4-pyrone structure and the carboxyl group of an aliphatic monocarboxylic acid having 8 to 18 carbon atoms. The ester remains on the fiber surface after treatment, and when worn, the ester bond is hydrolyzed by moisture derived from sweat or the like, and the fragrance compound having a phenol structure or a hydroxy-4-pyrone structure can be released. From the viewpoint of perceiving a good fragrance when the textile product is moistened with sweat or the like, the esterified products of maltol, ethyl maltol, vanillin, ethyl vanillin, and raspberry ketone are preferable as the component (A4). As the aliphatic monocarboxylic acid residue of the ester, aliphatic carboxylic acids having 8 to 18 carbon atoms are preferable, aliphatic carboxylic acids having 8 to 12 carbon atoms are more preferable, and linear aliphatic carboxylic acids having 12 carbon atoms are particularly preferable, from the viewpoint of obtaining a good fragrance emission as well.

[0039] A preferable component (A4) is 2-ethoxy-4-formylphenoxydodecanoate, which is an esterified product of ethyl vanillin and lauric acid. The esterified product of ethyl vanillin and lauric acid can be produced, for example, by the method described in Example 1 of JP-A-2015-134754.

[0040] From the viewpoint of obtaining sufficient fragrance emission when the textile product treated with the first treating agent is moistened with moisture, the content of the fragrance precursor of component (A4) in the first treating agent is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, still more preferably 0.012% by mass or more. From the viewpoint of maintaining the stability of the formulation of the first treating agent, it is preferably 0.2% by mass or less, more preferably 0.1% by mass or less, still more preferably 0.05% by mass or less.

[0041] The content of the perfume precursor of component (A4) in the second treatment agent is preferably 0.1% by mass or more, more preferably 0.15% by mass or more, still more preferably 0.2% by mass or more, from the viewpoint of obtaining sufficient perfume emission when the textile product treated with the second treatment agent is moistened with moisture, and is preferably 0.8% by mass or less, more preferably 0.6% by mass or less, still more preferably 0.4% by mass or less, from the viewpoint of maintaining the stability of the formulation of the second treatment agent.

[0042] [Component (B): Cationic surfactant] The cationic surfactant of component (B) functions as an emulsifying / solubilizing agent for perfume components and can also be used as a base for softeners. Examples of component (B) include (b-1) acid salts of tertiary amine compounds represented by the following general formula (1), (b-2) quaternized products of tertiary amine compounds represented by the following general formula (1), and (b-3) quaternary ammonium salts represented by the following general formula (2). One or more selected from the group consisting of them can be mentioned.

[0043] [R 1 -C(=O)-O-(C p H 2p O) r -C q H 2q m N(R 2 ) 3-m (1) [In the formula, R 1 represents a hydrocarbon group having 9 to 23 carbon atoms, R 2 represents a hydrocarbon group having 1 to 3 carbon atoms and a group selected from HO-(C p H 2p O) r -C q H 2q groups, m represents a number from 1 to 3, p and q represent the numbers 2 or 3, and r represents a number from 0 to 5. When there are a plurality of R 1 , R 2 , p, q, and r in the same molecule, they may be the same or different. ]

[0044] [R 3 -(T-R 5 ) y -]​x N(R 4 ) 4-x X - (2) 〔In the formula, R 3 represents a hydrocarbon group having 8 to 23 carbon atoms, R 4 represents a hydrocarbon group having 1 to 3 carbon atoms, a phenyl group, a benzyl group, and HO-(C p H 2p O) r -C q H 2q group, R 5 represents a divalent saturated hydrocarbon group having 1 to 6 carbon atoms or -(C p H 2p O) r -, T represents -COO-, -OCO-, -CONH-, -NHCO- or a phenylene group. y represents a number of 0 or 1, x represents a number of 1 or 2, p and q each represent a number of 2 or 3, and r represents a number of 0 to 5. X - is an anion. When there are a plurality of R 3 , R 4 , p, q, and r in the same molecule, they may be the same or different. However, when x = 1, two or more R 4 are not both phenyl groups or benzyl groups.〕

[0045] ·Component (b-1), component (b-2) In the general formula (1), R 1 is a hydrocarbon group having 9 to 23 carbon atoms. From the viewpoint of imparting flexibility to the textile product, the number of carbon atoms is preferably 11 or more, more preferably 13 or more, still more preferably 15 or more, and preferably 21 or less, more preferably 19 or less, still more preferably 17 or less. From the viewpoint of ease of production of the liquid softener composition, R 1 is an alkyl group having 9 or more, preferably 11 or more, more preferably 13 or more carbon atoms, and preferably 21 or less, more preferably 19 or less carbon atoms, and an alkenyl group having preferably 11 or more, more preferably 13 or more, still more preferably 15 or more carbon atoms, and preferably 21 or less, more preferably 17 or less carbon atoms. A group selected from the group consisting of is preferred. R 2is preferably a methyl group, and m is preferably 2 or 3, more preferably 3.

[0046] The method for producing the tertiary amine compound represented by the general formula (1), which is a precursor of the components (b-1) and (b-2), is not particularly limited. For example, it can be produced by an esterification reaction of an alkanolamine compound represented by the following general formula (3) with a fatty acid, or a transesterification reaction with a fatty acid ester. (HO-C q H 2q ) m N(R 2 ) 3-m (3) [In the formula, R 2 , m and q have the same meanings as in the general formula (1).]

[0047] As the alkanolamine represented by the general formula (3), triethanolamine and diethanolmethylamine are preferable.

[0048] As the esterification reaction, for example, the method described on pages 8 to 9 of JP-T-2000-510171 can be used. As the transesterification reaction, for example, the method described in paragraphs

[0013] to

[0016] of JP-A-7-138211 can be used.

[0049] As the acid in the acid salt of the component (b-1), either an inorganic acid or an organic acid may be used. Specific examples of the inorganic acid include hydrochloric acid and sulfuric acid. Specific examples of the organic acid include monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, or monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms. More specifically, methyl sulfuric acid, ethyl sulfuric acid, p-toluenesulfonic acid, (o-, m-, p-) xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, and salicylic acid can be mentioned.

[0050] The quaternized product of the compound represented by the general formula (1) which is the component (b-2) can be obtained by a quaternization reaction using the amine compound represented by the general formula (1) and an alkylating agent. Examples of the alkylating agent include methyl chloride, dimethyl sulfate, diethyl sulfate and the like. As the quaternization reaction, for example, the methods described in paragraphs

[0017] to

[0023] of JP-A-7-138211 or the production method described in JP-A-11-106366 can be used.

[0051] Component (b-1) and (b-2) may each be one kind of compound or a mixture of two or more kinds of compounds. When the component (b-1) or (b-2) is a mixture of two or more kinds of compounds, a mixture in which the number average number of m in the general formula (1) is 1.2 or more and 2.5 or less can be used. From the viewpoint of softening of the fiber product, the number average number of m is preferably 1.3 or more, more preferably 1.4 or more, and is preferably 2.0 or less, more preferably 1.9 or less.

[0052] · Component (b-3) In the general formula (2), R 3 is a hydrocarbon group having 8 to 23 carbon atoms, and is preferably a linear alkyl group. The number of carbon atoms of R 3 is preferably 10 or more, and is preferably 20 or less, more preferably 18 or less. y is preferably 0, x is preferably 1, q is preferably 2 from the viewpoint of ease of production of the component (B), and r is preferably a number of 0 or more and 2 or less, more preferably 0, from the viewpoint of imparting flexibility to the fiber product. X - is preferably at least one selected from chloride ion, methyl sulfate ion and ethyl sulfate ion.

[0053] Examples of the quaternary ammonium salt represented by the general formula (2) include dodecyldimethylethylammonium ethyl sulfate, dodecyltrimethylammonium ethyl sulfate, didecyldimethylammonium methyl sulfate, didodecyldimethylammonium methyl sulfate, dodecyldimethylbenzylammonium chloride, and quaternized products of N,N-dialkanoyloxyethyl-N-hydroxyethylamine.

[0054] The quaternized product of N,N-dialkanoyloxyethyl-N-hydroxyethylamine can be obtained by subjecting a fatty acid having 10 to 22 carbon atoms and triethanolamine to a dehydration condensation reaction to obtain a condensate mainly composed of N,N-dialkanoyloxyethyl-N-hydroxyethylamine, then measuring the amine value of the condensate, and performing quaternization using 0.95 equivalents of dialkyl sulfate with respect to the condensate to obtain N,N-dialkanoyloxyethyl-N-hydroxyethyl-N-methylammonium alkyl sulfate. As an example of the preparation procedure and reaction conditions for obtaining the condensate and component (b-3), Synthesis Example 2 of JP-A-2010-209493 can be cited.

[0055] From the viewpoint of obtaining a good fiber softening effect, the content of component (B) in the first treatment agent is preferably 1.0% by mass or more, more preferably 5.0% by mass or more, still more preferably 8.0% by mass or more, and is preferably 40% by mass or less, more preferably 30% by mass or less, still more preferably 20% by mass or less.

[0056] From the viewpoint of obtaining good dispersion stability of the fragrance component, the content of component (B) in the second treatment agent is preferably 5.0% by mass or more, more preferably 8.0% by mass or more, still more preferably 10% by mass or more, and is preferably 30% by mass or less, more preferably 20% by mass or less, still more preferably 17% by mass or less.

[0057] 〔Component (C): Glycerin〕 The second treatment agent used in the present invention must contain glycerin and must have a higher concentration than the glycerin concentration in the first treatment agent.

[0058] Many recent fully automatic washing machines have only one softener inlet. When setting and using the first treatment agent and the second treatment agent, both of which are in the form of an aqueous liquid, in the same inlet, from the viewpoint that the first treatment agent in liquid form and the second treatment agent do not easily mix, the second treatment agent as a flavoring agent needs to contain glycerin and preferably have a higher concentration than the first treatment agent as much as possible. From this viewpoint, the content of component (C) in the second treatment agent is preferably 5% by mass or more, more preferably 7% by mass or more, still more preferably 9% by mass or more, and must be higher than the concentration of component (C) in the first treatment agent. Also, from the viewpoint of preventing the viscosity of the second treatment agent from becoming too high and reducing its dispersibility in rinsing water, the content of component (C) in the second treatment agent is preferably 40% by mass or less, more preferably 30% by mass or less, still more preferably 20% by mass or less.

[0059] On the other hand, from the viewpoint of making it difficult to mix with the second treatment agent, the content of component (C) in the first treatment agent is preferably 3% by mass or less, more preferably 2% by mass or less, still more preferably 1.5% by mass or less, and it may not contain component (C).

[0060] The ratio [C1] / [C2] of the content [C1] (mass%) of component (C) contained in the first treatment agent to the content [C2] (mass%) of component (C) in the second treatment agent is preferably 0.5 or less, more preferably 0.3 or less, still more preferably 0.2 or less, from the viewpoint of making it difficult to mix the first treatment agent and the second treatment agent even in their undiluted states.

[0061] 〔Optional Component〕 Furthermore, the first and second treatment agents may contain, as necessary, water-soluble polyhydric alcohols other than glycerin, nonionic surfactants, anionic surfactants, pH adjusters, inorganic electrolytes, solvents, chelating agents, dyes, pigments, preservatives, antibacterial agents, optical brighteners, ultraviolet absorbers, and the like. [Component (D): Nonionic surfactant] From the viewpoint of the dispersion stability of the fragrance, it is preferable that the second treatment agent contains a nonionic surfactant as component (D). Examples of the nonionic surfactant as component (D) include polyoxyalkylene-added nonionic surfactants having at least one hydrocarbon group having 8 to 18 carbon atoms and an average of 2 to 100 moles of oxyalkylene groups added thereto.

[0062] As component (D), a nonionic surfactant represented by the following general formula (4) is preferable. R 6 -O-(EO) a (AO) b -H (4) [In the formula, R 6 is an alkyl group or alkenyl group having 8 to 18 carbon atoms, EO is an ethyleneoxy group, AO is one or more alkyleneoxy groups selected from a propyleneoxy group and a butyleneoxy group, EO and AO may be block or random, a is a number of 5 to 50 indicating the average addition mole number, b is a number of 0 to 10 indicating the average addition mole number, and when b > 0, a > b + 5. ]

[0063] In general formula (4), R 6 is an alkyl group or alkenyl group having 8 to 18 carbon atoms, and from the viewpoint of suppressing mixing, it is preferably an alkyl group or alkenyl group having 10 to 16 carbon atoms. Among the carbon atoms of R 6 , the carbon atom bonded to the oxygen atom is preferably a primary carbon atom or a secondary carbon atom. That is, R 6 is preferably an alkyl group or alkenyl group derived from a primary alcohol or a secondary alcohol, and more preferably an alkyl group derived from a linear primary alcohol or a linear secondary alcohol. In general formula (4), EO is an ethyleneoxy group, AO is at least one of a propyleneoxy group and a butyleneoxy group, and is preferably a propyleneoxy group. In general formula (4), a is a number of 5 or more and 50 or less indicating the average number of moles added, and from the viewpoint of suppressing mixing, it is preferably 7 or more, more preferably 8 or more, still more preferably 9 or more, and preferably 40 or less, more preferably 30 or less, still more preferably 25 or less. While the specific gravity of the aliphatic alcohol is less than 1.00, since the specific gravity of the polyoxyethylene chain exceeds 1.10, the average number of moles added is preferably at least the above lower limit value, and preferably at most the upper limit value from the viewpoint of suppressing thickening. Note that a polyoxyethylene chain having a large average number of moles of added ethyleneoxy groups is likely to gel with water, so for a compound having such a structure, it is preferable to reduce its content, add a propyleneoxy group, or use a compound having an alkyl group or alkenyl group derived from a secondary alcohol or an alcohol having a branched alkyl group. In general formula (4), b is a number of 0 or more and 10 or less indicating the average number of moles added, and when b > 0, a > b + 5. b is preferably a number of 0 or more and 5 or less. Preferable compounds of the nonionic surfactant represented by general formula (4) include the following (D-1) and (D-2). (D-1): Polyoxypropylene polyoxyethylene lauryl-myristyl ether (the average number of moles of added oxypropylene groups is 2, and the average number of moles of added oxyethylene groups is 18) [in general formula (4), R 6 is an alkyl group having 12 carbon atoms, a compound where a is 18 and b is 2] (D-2): Polyoxyethylene lauryl ether (the average number of moles of added oxyethylene groups is 9) [in general formula (4), R 6 is an alkyl group having 12 carbon atoms, a compound where a is 9 and b is 0]

[0064] When the second treatment agent contains component (D), the content of component (D) in the composition is preferably 1% by mass or more, more preferably 5% by mass or more, still more preferably 10% by mass or more, and preferably 50% by mass or less, more preferably 40% by mass or less, still more preferably 30% by mass or less, from the viewpoint of suppressing the mixing of the first treatment agent and the second treatment agent.

[0065] 〔Component (E): Acid agent〕 The second treatment agent can contain an acid agent as component (E) from the viewpoint of adjusting the pH of the composition. The pH of the second agent is preferably 1.7 or more, more preferably 2.0 or more, still more preferably 2.3 or more, and preferably 6 or less, more preferably 5 or less, still more preferably 4 or less, from the viewpoint of ensuring the stability of the composition.

[0066] Examples of the acid agent include inorganic acids and organic acids. Specific examples of the inorganic acid include hydrochloric acid and sulfuric acid. Specific examples of the organic acid include monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, or monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms, and alkyl sulfates having 1 to 3 carbon atoms. More specifically, methyl sulfate, ethyl sulfate, p-toluenesulfonic acid, (o-, m-, p-) xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, ethylenediaminetetraacetic acid, citric acid, benzoic acid, and salicylic acid can be mentioned. Among these, hydrochloric acid is preferable if it is an inorganic acid, and monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms are preferable if it is an organic acid, and citric acid is more preferable.

[0067] When the second treatment agent contains an acid agent, its content can be appropriately adjusted depending on the type and amount of component (E), and it is preferably in the range where the pH is within the above range and does not impair the storage stability.

[0068] 〔Monohydric alcohol (excluding alcohols having a benzene ring)〕 From the perspective of suppressing mixing with the first treatment agent, the content of the monohydric alcohol (excluding alcohols having a benzene ring) in the second treatment agent is preferably less than the content of component (C), for example, preferably not more than half of the content of component (C). Moreover, in the composition, it is more preferably 5% by mass or less, still more preferably 3% by mass or less, still more preferably 2% by mass or less, and still more preferably 1% by mass or less.

[0069] 〔Method for imparting fragrance to textile products〕 According to the method for imparting fragrance to textile products of the present invention, after washing the textile products with a detergent, when rinsing, by adding the first treatment agent and the second treatment agent to the rinse water, a residual fragrance having better fragrance intensity than when using the first treatment agent alone can be imparted to the washed textile products.

[0070] In the present invention, the reason why a specific fragrance tone to be imparted as a residual fragrance can be more effectively perceived by adding two types of treating agents containing a fragrance to water separately without premixing them is speculated as follows. That is, when a fiber product treating agent is put into water, although some hydrophilic fragrance components migrate to the water phase which is the bulk phase among the fragrance components added as compounded fragrances in the treating agent, most of the fragrance components are not dispersed individually in water but are dispersed in water in the form of oil droplets (emulsion or vesicles) emulsified by a cationic surfactant while maintaining the fragrance composition when added as a compounded fragrance, and adsorb to the fiber surface as the oil droplets. At that time, the oil droplets of the fragrance components adsorb to the fiber once while containing not only the fragrance components contributing to the residual fragrance but also the fragrance components hardly contributing to the residual fragrance. Then, the hydrophilic fragrance components re-migrate to the water phase, and the fragrance components easy to volatilize volatilize into the gas phase, and finally, more fragrance components contributing to the residual fragrance remain on the fiber. Since the total amount of the fragrance components that can remain on the fiber surface is not infinite but limited, the adsorption to the fiber becomes competitive adsorption to the fiber surface between the emulsion containing many fragrance components contributing to the improvement of the residual fragrance and the emulsion containing many fragrance components with low contribution to the residual fragrance. However, when the two types of treating agents are not premixed, more emulsions containing more fragrance components contributing to the improvement of the residual fragrance are formed in water, and as a result, it is considered that the residual amount of the fragrance components contributing to the improvement of the residual fragrance remaining on the fiber increases more.

[0071] Each step in the method for imparting a fragrance to a fiber product of the present invention will be described. The fragrance imparting method of the present invention includes the following steps 1 to 3. (Step 1) A step of immersing a fiber product in water (Step 2) After step 1, or integrally with step 1, adding a fragrance compound selected from components (A1) and (A2) to the water in a total amount of 1200 to 9000 μg / L per unit amount of the water by a first treating agent (Step 3) After step 1, or integrally with step 1, further adding component (A1) to the water in an amount of 200 μg / L or more per unit amount of the water by a second treating agent

[0072] In Step 1, the textile product is immersed in water. In the present invention, "immersing the textile product in water" means dipping the textile product into water or sufficiently impregnating the textile product with water. Preferably, the amount of the textile product and the amount of water for immersion are 28 to 32 L of water for 1.5 kg of the textile product. Step 1 is preferably carried out during the rinsing after applying the detergent during washing.

[0073] Step 2 and Step 3 may be carried out after Step 1 or may be carried out integrally with Step 1. (When Steps 2 and 3 are carried out after Step 1) After Step 1, Step 2 may be carried out simultaneously with Step 3 or at different times. "At different times" means applying the first and second treatment agents separately to the water in which the textile product is immersed. In the case of different times, it is preferable to apply the second treatment agent by Step 3 after applying the first treatment agent by Step 2. "Simultaneously" means applying the first and second treatment agents simultaneously to the water in which the textile product is immersed. In either case of different times or simultaneously, the first and second treatment agents are not substantially mixed before dilution.

[0074] As a preferred embodiment when Steps 2 and 3 are carried out after Step 1, there are mentioned a two-layer washing machine, a simple washing machine with manual operation, or an embodiment using a washing tub without using a washing machine. In this embodiment, after rinsing the washing, the first and second treatment agents can be applied manually to the water in which the textile product is immersed simultaneously or at different times. Also, regardless of rinsing, the same operation can be carried out for the purpose of scenting the textile product.

[0075] (When Steps 2 and 3 are carried out integrally with Step 1) As a preferred embodiment when performing Step 2 and Step 3 integrally with Step 1, there is an embodiment of using a fully automatic washing machine in which there is only one inlet (tray) for the softener. In this embodiment, the first treatment agent and the second treatment agent, both in the form of an aqueous liquid, are previously put into the tray from the inlet of the fully automatic washing machine. In the tray, the first treatment agent and the second treatment agent form layers and exist in a state where the two agents are substantially not mixed. Then, the two agents flow out from the tray into the washing machine tub by allowing water to flow in, and are applied to the water for immersing the textile product. In this embodiment, when putting the two agents into the inlet of the washing machine, it is preferable to put the second treatment agent after putting the first treatment agent in order to avoid damage to the base material of the washing machine inlet.

[0076] In Step 2, the application amount is adjusted in consideration of the fragrance concentration in the first treatment agent so that a fragrance compound selected from components (A1) and (A2) is added in a total amount of 1200 to 9000 μg / L per unit amount of the water by applying the first treatment agent to the water. The total addition amount of the fragrance compound selected from components (A1) and (A2) in Step 2 is preferably 1200 μg / L or more, more preferably 1400 μg / L or more, still more preferably 2600 μg / L or more, and is preferably 9000 μg / L or less, more preferably 8400 μg / L or less, still more preferably 7200 μg / L or less.

[0077] The amount of component (A1) added to the water in Step 2 is preferably 590 μg / L or more, more preferably 680 μg / L or more, still more preferably 1000 μg / L or more, and is preferably 7000 μg / L or less, more preferably 6000 μg / L or less, still more preferably 5000 μg / L or less, from the viewpoint of imparting a residual fragrance of appropriate strength to the textile product.

[0078] In Step 2, the amount of component (A2) added to water is preferably 280 μg / L or more, more preferably 550 μg / L or more, still more preferably 650 μg / L or more, and preferably 3800 μg / L or less, more preferably 3000 μg / L or less, still more preferably 2000 μg / L or less, from the viewpoint of perceiving a residual fragrance of appropriate strength during dehydration of the textile product.

[0079] In Step 3, the application amount is adjusted in consideration of the fragrance concentration in the second treatment agent so that the fragrance compound of component (A1) is added at 200 μg / L or more per unit amount of the water by applying the second treatment agent to the above-mentioned water. The addition amount of component (A1) in Step 3 is preferably 330 μg / L or more, more preferably 400 μg / L or more, still more preferably 500 μg / L or more, and preferably 4000 μg / L or less, more preferably 3000 μg / L or less, still more preferably 2000 μg / L or less.

[0080] The amount of component (A1) added to water in Step 3 is 200 μg / L or more, preferably 330 μg / L or more, more preferably 400 μg / L or more, and preferably 4000 μg / L or less, more preferably 3000 μg / L or less, still more preferably 2000 μg / L or less, from the viewpoint of surely enhancing the fragrance quality of the fragrance imparted to the textile product by the second treatment agent.

[0081] The amount of component (A2) added to water in Step 3 is preferably 180 μg / L or more, more preferably 320 μg / L or more, still more preferably 650 μg / L or more, and preferably 3800 μg / L or less, more preferably 3300 μg / L or less, still more preferably 3100 μg / L or less, from the viewpoint of surely enhancing the fragrance quality of the fragrance imparted to the textile product during dehydration by the second treatment agent.

[0082] In Processes 2 and 3, the total amount of component (A1) added to water is preferably 890 μg / L or more, more preferably 1000 μg / L or more, still more preferably 1200 μg / L or more, and is preferably 9000 μg / L or less, more preferably 7000 μg / L or less, still more preferably 6000 μg / L or less.

[0083] In Processes 2 and 3, the total amount of component (A2) added to water is preferably 460 μg / L or more, more preferably 760 μg / L or more, still more preferably 1180 μg / L or more, and is preferably 7500 μg / L or less, more preferably 5400 μg / L or less, still more preferably 4000 μg / L or less.

[0084] · Application amount of treatment agent Since the second treatment agent contains a large amount of glycerin as component (C), and has a higher concentration and a smaller input amount than the first treatment agent, the emulsion (vesicle structure) formed when the first treatment agent and the second treatment agent are applied to water does not easily combine in water, and the composition of the fragrance components contained in the emulsion can also maintain the initial input state for a longer time. Thereby, the quality of the residual fragrance imparted to the textile product by only the first treatment agent can be more effectively modified and perceived as a different fragrance.

[0085] In the method for imparting fragrance to the textile product of the present invention, from the viewpoint of imparting a desired fragrance to the textile product to be treated, the amount of the first treatment agent of the present invention applied to the water in which the textile product is immersed is preferably 8 g or more, more preferably 8.5 g or more, still more preferably 9.5 g or more, still more preferably 10 g or more, still more preferably 12 g or more, still more preferably 15 g or more, per 1.5 kg of the dry mass of the textile product to be washed. Also, from the viewpoint of the stable dispersion of the fragrance components in the washing water, it is preferably 40 g or less, more preferably 30 g or less, still more preferably 20 g or less.

[0086] Also, in the method for imparting fragrance to the textile product of the present invention, the amount of the second treatment agent of the present invention applied to the water in which the textile product is immersed is, from the viewpoint of imparting a desirable fragrance to the textile product to be treated, preferably 0.8 g or more, more preferably 1.2 g or more, still more preferably 1.3 g or more, and still more preferably 1.4 g or more, per 1.5 kg of the dry mass of the textile product to be washed. Further, from the viewpoint of the stable dispersion of the fragrance component in the washing water, it is preferably 6 g or less, more preferably 5 g or less, and still more preferably 4 g or less.

[0087] In addition, the application amount of the first treatment agent and the second treatment agent in one use in the present invention is preferably, under the washing treatment conditions where the amount of the bath water is 28 to 32 L per 1.5 kg of the dry weight of the textile product to be treated in one washing treatment, 8 to 40 g of the first treatment agent and 0.8 to 6 g of the second treatment agent, more preferably 8.5 to 20 g of the first treatment agent and 1.2 to 5 g of the second treatment agent, and still more preferably 9.5 to 18 g of the first treatment agent and 1.4 to 4 g of the second treatment agent.

[0088] · Addition amount of fragrance component Note that the present invention is a method for changing the quality of the fragrance imparted when only the first treatment agent is used to the desired fragrance quality by the second treatment agent. Even when only the first treatment agent is used, it is desirable that a fragrance with a sensory intensity sufficient to be recognized as a certain specific fragrance quality is imparted to the textile product. Therefore, in the present invention, the total amount of the fragrance components added to the water in which the textile product is immersed by the first treatment agent, that is, in addition to components (A1) and (A2), the amount of all the fragrance components including other fragrance components such as components (A3), (A4), etc., is preferably 1300 μg / L or more, more preferably 1500 μg / L or more, and still more preferably 2500 μg / L or more, from the viewpoint of obtaining a sensory intensity sufficient to be recognized as a specific fragrance quality. Further, from the viewpoint that the sensory intensity of the imparted fragrance is not too strong, it is 10000 μg / L or less, more preferably 9000 μg / L or less, and still more preferably 5000 μg / L or less.

[0089] In the present invention, from the viewpoint of recognizing an obvious change in fragrance quality, the total amount of fragrance components added to the water in which the textile product is immersed with the second treatment agent is preferably 300 μg / L or more, more preferably 1300 μg / L or more, still more preferably 2000 μg / L or more. Further, from the viewpoint that the perceived strength of the imparted fragrance is not too strong, it is 5000 μg / L or less, more preferably 4000 μg / L or less, still more preferably 2500 μg / L or less.

Examples

[0090] <Textile product treatment agent> The components used in the textile product treatment agent (the first and second treatment agents) are shown below.

[0091] 〔Fragrance components〕 The fragrance compounds (A1) shown in Table 1 below, the fragrance compounds (A2) shown in Tables 2 to 3, the fragrance compounds (A3) shown in Table 4, and the following fragrance precursor (A4) were used. Fragrance precursor (A4): 2-ethoxy-4-formylphenoxy decanoate (an esterification product of lauric acid and ethyl vanillin described in Example 1 of JP-A-2015-135754)

[0092]

Table 1

[0093]

Table 2

[0094]

Table 3

[0095]

Table 4

[0096] 〔Fragrance composition〕 As the fragrance composition for the first treatment agent, fragrance compositions 1-1 to 1-3 shown in Tables 5 to 6 were used, and as the fragrance composition for the second treatment agent, fragrance compositions 2-1 to 2-5 shown in Tables 7 to 9 were used respectively.

[0097] [Table 5]

[0098] [Table 6]

[0099] [Table 7]

[0100] [Table 8]

[0101] [Table 9]

[0102] [(B): Cationic surfactant] Synthesis Example 1: Synthesis of quaternary ammonium salt mixture [b-2] A fatty acid mixture having the following composition and triethanolamine were subjected to a dehydration condensation reaction at a reaction molar ratio of 1.65 / 1 (fatty acid / triethanolamine) to obtain a condensate mainly composed of N,N-dialkanoyloxyethyl-N-hydroxyethylamine.

[0103] (Composition of fatty acid mixture) Palmitic acid: 45% by mass Stearic acid: 25% by mass Fatty acid having 18 carbon atoms and 1 unsaturated group: 27% by mass Fatty acid having 18 carbon atoms and 2 unsaturated groups: 3% by mass The composition was analyzed for its fatty acid composition using gas chromatography, and the area percentage of each fatty acid was regarded as the mass percentage. The mass ratio of the cis / trans isomers of the unsaturated group was 85 / 15( 1 by H-NMR, integration ratio).

[0104] Next, the amine value of this condensate was measured, and quaternization was carried out using 0.96 equivalents of dimethyl sulfate with respect to the condensate under an ethanol solvent with the water content reduced to the limit, to obtain a quaternary ammonium salt mixture mainly composed of N,N-dialkanoyloxyethyl-N-hydroxyethyl-N-methylammonium methyl sulfate and containing 10% by mass of ethanol (hereinafter referred to as [b-2]). The above preparation procedure and reaction conditions were in accordance with Synthesis Example 2 of JP-A-2010-209493.

[0105] The composition ratios of the components in the obtained quaternary ammonium salt mixture were analyzed by HPLC under the following conditions, and quantified using tetraoctylammonium bromide as an internal standard substance. As a result, [b-2] was a mixture containing a total of 85% by mass of a tertiary amine compound (N,N-dialkanoyloxyethyl-N-hydroxyethylamine), a quaternized product of the tertiary amine compound, and unreacted fatty acid. Since the fatty acid was contained at 2% by mass in the mixture, the total of the tertiary amine compound and the quaternized product in the mixture was 85% by mass - 2% by mass = 83% by mass. Further, the mass ratio of the tertiary amine compound / quaternized product in the mixture was 14 / 86, and the acyl group R in the general formula (1) in the tertiary amine compound and the quaternized product represented by the general formula (1) 1 -C(=O) was composed of a fatty acid with a mass ratio of unsaturated fatty acid / saturated fatty acid of 0.43.

[0106] <HPLC conditions> Column: Inertsil NH2 5μm (4.6×250mm) Room temperature (25°C) Mobile phase: Hexane solution of 0.05% TFA (trifluoroacetic acid):Methanol:THF (tetrahydrofuran) = 85:10:5 Flow rate: 0.8 mL (0 - 10 min) - 1.2 mL (10 - 55 min) - 0.8 mL (55 - 60 min) Injection: 20 μL Detection: Charged particle detector (CAD)

[0107] In the preparation of the liquid fiber product treatment agent, [b-2] is formulated as a mixture containing a tertiary amine compound, its quaternized product (b-2), fatty acid, ethanol, and other trace components. However, the mass% of [b-2] in the table indicates the mass% based on the amount of the quaternized product (b-2) of the tertiary amine compound, and the amounts of other components are added to the balance of ion-exchanged water.

[0108] (b-3): The following quaternary ammonium salt (b-3-1): n-dodecyldimethylethylammonium ethyl sulfate (b-3-2): Lauryl dimethyl benzyl ammonium chloride

[0109] [Component (D): Nonionic surfactant] (D-1): Polyoxypropylene polyoxyethylene lauryl-myristyl ether (the average added mole number of oxypropylene groups is 2, and the average added mole number of oxyethylene groups is 18) [In the general formula (4), R 6 is an alkyl group having 12 carbon atoms, a is 18, and b is 2 compound]

[0110] [Preparation of the first treatment agent] By mixing each component so as to obtain the compounding composition shown in Table 10, a liquid first treatment agent was prepared. Specifically, it is as follows. Into a 300 mL beaker, put an amount of ion-exchanged water corresponding to 90 mass% of the amount required for the finished mass of the first treatment agent to be 200 g, and components (C) to (F). Using a water bath, the temperature of the ion-exchanged water was adjusted to 60 ± 2°C. While stirring with a stirring blade (300 r / m) so that these components are uniformly dissolved in the ion-exchanged water, component (B) was added over 3 minutes at 65°C and stirred for 15 minutes. As the stirring blade, a stirring blade was used which was arranged such that the long side was in the 90-degree direction with respect to the rotation center axis of a stirring rod with a diameter of 5 mm, and which had three blades, a long side / short side of the blade = 3 cm / 1.5 cm, and the blades were installed at an angle of 45 degrees with respect to the rotation plane. Thereafter, while stirring, it was cooled using a water bath at 5°C until the temperature of the content reached 30 ± 2°C. Next, the fragrance component was added and stirred for 5 minutes. Further, ion-exchanged water was added so that the resulting mass was 200 g, and it was stirred for 5 minutes. The pH was finally adjusted with an aqueous hydrochloric acid solution.

[0111]

Table 10

[0112] <Preparation of the Second Treatment Agent> A liquid second treatment agent was prepared by mixing each component so as to have the formulation compositions shown in Tables 11 to 13. Specifically, it was as follows. Into a 300 mL beaker, an amount of ion-exchanged water corresponding to 45 mass% of the amount necessary for the resulting amount of the second treatment agent to be 200 g, and components (C) to (F) were placed. While stirring (300 r / m) using the above stirring blade so that these components were uniformly dissolved in the ion-exchanged water, component (B) was added and stirred for 5 minutes. Next, the fragrance component was added and stirred for 3 minutes. Further, ion-exchanged water was added so that the resulting mass was 200 g, and it was stirred for 5 minutes to obtain a second treatment agent having a viscosity of 5 to 120 mPa·s at 30°C. The pH was finally adjusted with an aqueous hydrochloric acid solution.

[0113]

Table 11

[0114]

Table 12

[0115]

Table 13

[0116] <Method for imparting and evaluating fragrance to textile products using first and second treatment agents> In advance, 24 commercially available cotton towels (manufactured by Takei Towel, TW-220) were washed 3 times using Kao liquid detergent (Aqua Wash BW) in a fully automatic washing machine (NA-VX8700L) manufactured by Panasonic (liquid detergent usage: 40 g, washing time: 9 minutes, 4 times of rinsing with water injection, dehydration: 3 minutes). Then, they were dried using the standard course (strong heater) of a clothes dryer (NH-D502P) manufactured by Panasonic. 15 cotton T-shirts were also prepared in the same way as the cotton towels. Six pre-treated cotton towels and five 100% cotton T-shirts (total weight of towels and T-shirts: about 1.5 kg) were put into a fully automatic washing machine (AW-7D8) manufactured by Toshiba. Then, the first treatment agent and the second treatment agent in various combinations were sequentially put into the softener inlet tray of the washing machine in amounts corresponding to 10 g and 1.4 g per 30 L of water, respectively. Tap water was injected at 28 L while washing away the agents in the softener inlet tray, and a rinsing process was carried out. After stirring for 6 minutes, dehydration was carried out for 3 minutes, and then they were dried indoors for 1 day. Here, textile products treated with the fragranced first treatment agent and the non-fragranced second treatment agent were used as control fabrics, and textile products treated with the fragranced first treatment agent and the fragranced second treatment agent were used as test fabrics. Based on the agreement of three experienced evaluators, the fragrance of the treated test fabrics was evaluated using the following evaluation scale immediately after dehydration and after 1 day of drying.

[0117] 〔Evaluation Criteria〕 0: The same fragrance quality as the control fabric 1: The fragrance quality changed slightly compared to the control fabric 2: The fragrance quality changed somewhat compared to the control fabric 3: The fragrance quality changed significantly compared to the control fabric 4: The fragrance quality changed remarkably compared to the control fabric.

[0118] <Examples 1-1 to 1-36, Comparative Examples 1-1 to 1-36: Evaluation of Changes in Aroma Quality due to Single-Fragrance Compounding of Fragrance Compound (A1) in the Second Treatment Agent> In order to confirm whether there is a difference in the degree of change in the aroma quality of the residual fragrance imparted to the textile product when all of the same type and amount of fragrance compounds are added only to the first treatment agent and when the fragrance compounds are divided and added to the first treatment agent and the second treatment agent, the following experiment was conducted. That is, a cloth treated with the first treatment agent to which only the fragrance composition 1-1 was added and the second treatment agent to which the single compound of the fragrance compound (A1) was added was used as the test cloth, and the first treatment agent to which the fragrance compound (A1) and the fragrance composition 1-1 were added together so that the amount of fragrance input into the rinsing water was the same as that of the test cloth, and a cloth treated with the second treatment agent to which no fragrance was added were used as the control cloth, and the aroma quality of the residual fragrance imparted to the cloth was evaluated according to the above evaluation method.

[0119] In Examples 1-1 to 1-36, the combinations of the first treatment agent and the second treatment agent for the test cloth and the control cloth are as follows. For each combination, the amounts of the fragrance compound (A1) and the fragrance composition 1-1 input into the rinsing water were adjusted to be the same. The results are shown in Table 14. Test cloth (the amount of the fragrance compound (A1) input into the rinsing water by the second treatment agent is 350 μg / L) First treatment agent: Treatment agent 1-1 fragranced only with the fragrance composition 1-1 Second treatment agent: Treatment agent 2-1 fragranced with 0.70% by mass of one type of fragrance compound (A1) Control cloth (the amount of the fragrance compound (A1) input into the rinsing water by the second treatment agent is 0) First treatment agent: Treatment agent 1-4 fragranced with the fragrance composition 1-1 and one type of fragrance compound (A1) Second treatment agent: Treatment agent 2-5 containing no fragrance

[0120]

Table 14

[0121] In Comparative Examples 1-1 to 1-36, the combinations of the first treatment agent and the second treatment agent for the test cloth and the control cloth are as follows. For each combination, the amounts of the perfume compound (A1) and Perfume Composition 1-1 added to the rinsing water were adjusted to be the same. The results are shown in Table 15. Test cloth (the amount of the perfume compound (A1) added to the rinsing water by the second treatment agent is 175 μg / L) First treatment agent: Treatment Agent 1-1 perfumed with only Perfume Composition 1-1 Second treatment agent: Treatment Agent 2-4 perfumed with 0.35% by mass of one type of perfume compound (A1) Control cloth (the amount of the perfume compound (A1) added to the rinsing water by the second treatment agent is 0) First treatment agent: Treatment Agent 1-7 perfumed with Perfume Composition 1-1 and one type of perfume compound (A1) Second treatment agent: Treatment Agent 2-5 not containing perfume

[0122]

Table 15

[0123] As a result of the experiment, for the test cloth with the amount of the perfume compound (A1) added to the rinsing water by the second treatment agent being 350 μg / L, the scent derived from the perfume compound (A1) was felt stronger compared to the control cloth, and a clear change in the scent quality was observed (Examples 1-1 to 1-36; Table 14). In contrast, for the test cloth with the amount of the perfume compound (A1) added to the rinsing water by the second treatment agent being 175 μg / L, the scent derived from the perfume (A1) was hardly felt compared to the control cloth, and the change in the scent quality was slight (Comparative Examples 1-1 to 1-36; Table 15).

[0124] <Test Examples 1-1 to 1-76; Test Examples 2-1 to 2-76: Evaluation of the change in scent quality due to single perfume addition of the perfume compound (A2) to the second treatment agent> Using the cloth treated with the first treatment agent added with only the fragrance composition 1-1 and the second treatment agent added with the single compound of the fragrance compound (A2) as the test cloth, and adding the fragrance compound (A2) and the fragrance composition 1-1 in such a way that the input amount into the rinsing water is the same as that in the case of the test cloth, the first treatment agent and the second treatment agent that does not add any fragrance were used to treat the cloth as the control cloth, and the fragrance quality of the residual fragrance imparted to the cloth was evaluated according to the above evaluation method.

[0125] In Test Examples 1-1 to 1-76, the combinations of the first treatment agent and the second treatment agent for the test cloth and the control cloth are as follows. For all combinations, the input amounts of the fragrance compound (A2) and the fragrance composition 1-1 into the rinsing water were adjusted to be the same. The results are shown in Tables 16 to 17. Test cloth (the input amount of the fragrance compound (A2) into the rinsing water by the second treatment agent is 500 μg / L) First treatment agent: Treatment agent 1-1 fragranced with only the fragrance composition 1-1 Second treatment agent: Treatment agent 2-3 fragranced with 1.00% by mass of one kind of fragrance compound (A2) Control cloth (the input amount of the fragrance compound (A2) into the rinsing water by the second treatment agent is 0) First treatment agent: Treatment agent 1-8 fragranced with the fragrance composition 1-1 and one kind of fragrance compound (A2) Second treatment agent: Treatment agent 2-5 containing no fragrance

[0126]

Table 16

[0127]

Table 17

[0128] In Test Examples 2-1 to 2-76, the combinations of the first treatment agent and the second treatment agent for the test cloth and the control cloth are as follows. For all combinations, the input amounts of the fragrance compound (A2) and the fragrance composition 1-1 into the rinsing water were adjusted to be the same. The results are shown in Tables 18 to 19. Test cloth (the amount of flavor compound (A2) added to the rinsing water with the second treatment agent is 250 μg / L) First treatment agent: Treatment agent 1-1 flavored only with flavor composition 1-1 Second treatment agent: Treatment agent 2-4 flavored with 0.50% by mass of one flavor compound (A2) Control cloth (the amount of flavor compound (A2) added to the rinsing water with the second treatment agent is 0) First treatment agent: Treatment agent 1-9 flavored with flavor composition 1-1 and one flavor compound (A2) Second treatment agent: Treatment agent 2-5 without flavor

[0129]

Table 18

[0130]

Table 19

[0131] As a result of the experiment, the test cloth with the amount of flavor compound (A2) added to the rinsing water with the second treatment agent being 500 μg had a stronger scent derived from the flavor compound (A2) immediately after dehydration compared to the control cloth, and an obvious change in the scent quality was observed. However, there was no or only a slight difference in the residual scent between the test cloth and the control cloth after drying for one day (Tables 16 - 17). Also, in the test cloth with the amount of flavor compound (A2) added to the rinsing water with the second treatment agent being 250 μg, almost no scent derived from the flavor compound (A2) was felt, and the change in the scent quality was slight at the time immediately after dehydration (Tables 18 - 19).

[0132] <Examples 2-1 to 2-26: Evaluation of scent quality change when both the first and second treatment agents are flavored with a flavor composition> Using the first and second treatment agents flavored with a flavor composition, the evaluation of the residual scent change was carried out according to the above-mentioned method. Here, a fiber product treated using the first treatment agent and the second treatment agent in the combinations shown in Tables 20 to 23 was used as a test cloth, and a fiber product treated with a combination of the first treatment agent used for the treatment of each test cloth and the unperfumed treatment agent 2-14 was used as a control cloth corresponding to each test cloth. The results are shown in Tables 20 to 23.

[0133]

Table 20

[0134]

Table 21

[0135]

Table 22

[0136]

Table 23

Claims

1. A method for imparting fragrance to a textile product, comprising the following steps 1 to 3. (Step 1) A step of immersing the textile product in water (Step 2) After Step 1, or integrally with Step 1, a first treatment agent containing a fragrance component including the following (A1), (A2) and (A3), the following component (B), ethylene glycol, and a nonionic surfactant represented by the following general formula (4) as component (D), wherein the definition of the symbols in the general formula (4) is (D-2), is added to the water such that the total content of components (A1) and (A2) is 1200 μg / L or more and 9000 μg / L or less per unit amount of the water. (Step 3) After Step 1, or integrally with Step 1, a second treatment agent containing a fragrance component including the following (A1) and (A2), the following component (B), propylene glycol, a component (C) having a higher concentration than the first treatment agent, and a nonionic surfactant represented by the following general formula (4) as component (D), wherein the definition of the symbols in the general formula (4) is (D-1), is added to the water such that component (A1) is 200 μg / L or more and 4000 μg / L or less per unit amount of the water, and component (A2) is 180 μg / L or more and 3800 μg / L or less per unit amount of the water. (A1): A fragrance compound having a ClogP value of 4 or more and less than 6, and a vapor pressure Vp at 25 °C of 0.00005 Pa or more and 4 Pa or less (A2): A fragrance compound having a ClogP value of 1.4 or more and less than 4, and a vapor pressure Vp at 25 °C of 0.035 Pa or more (A3): A fragrance compound having a ClogP value of 4 or more and less than 6, and a vapor pressure exceeding 4 Pa and 193 Pa or less (B): A cationic surfactant containing a quaternary ammonium salt represented by the following general formula (2) [R3−(T−R5)y−]xN(R4)4−xX− (2) [In the formula, R 3 represents a hydrocarbon group having 8 to 23 carbon atoms, R 4 represents a hydrocarbon group having 1 to 3 carbon atoms, a phenyl group, a benzyl group, or a group selected from HO-(C p H 2p O) r -C q H 2q groups, R 5 represents a divalent saturated hydrocarbon group having 1 to 6 carbon atoms or -(C p H 2p O) r -, and T represents -COO-, -OCO-, -CONH-, -NHCO-, or a phenylene group. y represents a number of 0 or 1, x represents a number of 1 or 2, p and q each represent a number of 2 or 3, and r represents a number of 0 or more and 5 or less. X - is an anion. When there are a plurality of R 3, R 4, p, q, and r in the same molecule, they may be the same or different. However, when x = 1, two or more R 4 s are not both phenyl groups or benzyl groups.] (C): Glycerin (D); Nonionic surfactant R 6 -O-(EO) a (AO) b -H (4) [In the formula, (D-1): R 6 is an alkyl group or alkenyl group having 8 to 18 carbon atoms, EO is an ethyleneoxy group, AO is a propyleneoxy group, EO and AO may be block or random, a is a number of 5 or more and 50 or less indicating the average number of added moles, b is a number of 0 or more and 10 or less indicating the average number of added moles, and b > 0, and a > b + 5. (D-2): R 6 is an alkyl group or alkenyl group having 8 to 18 carbon atoms, EO is an ethyleneoxy group, AO is a propyleneoxy group, EO and AO may be block or random, a is a number of 5 or more and 50 or less indicating the average number of added moles, and b is 0.]

2. The method for imparting fragrance according to claim 1, wherein the relationship between the fragrance concentrations in the first and second treatment agents satisfies at least one of the following conditions [1] and [2].[ 〔1〕:The total content of component (A1) in the first treatment agent [(A1) 1 (mass%) with respect to the total content of component (A1) in the second treatment agent [(A1) 2 (mass%), the ratio [(A1) 2 / [(A1) 1 is 0.089 or more and 48.1 or less 〔2〕:The total content of component (A2) in the first treatment agent [[(A2)]] 1 (mass %) with respect to the total content of component (A2) in the second treatment agent [[(A2)]] 2 (mass %), the ratio [[(A2)]] 2 / [[(A2)]] 1 is 1.2 or more and 47.6 or less

3. The method for imparting fragrance according to claim 1 or 2, wherein the amount of component (A1) added to water in step 2 is 590 μg / L or more.

4. The method for imparting fragrance according to any one of claims 1 to 3, wherein the amount of component (A2) added to water in step 2 is 280 μg / L or more.

5. The method for imparting fragrance according to any one of claims 1 to 4, wherein the content of at least one fragrance compound among the components (A1) contained in the second treatment agent is 0.07% by mass or more in the second treatment agent.

6. The method for imparting fragrance according to any one of claims 1 to 5, wherein the second treatment agent further contains the following component (A4). (A4): A fragrance precursor composed of an ester of a fragrance compound having a phenol structure or a hydroxy-4-pyrone structure and an aliphatic monocarboxylic acid having 8 to 18 carbon atoms

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