Method for adding fragrance to textile products

By applying a specific fragrance composition to cotton fibers and heat-treating them, the method enhances fragrance intensity and persistence, addressing issues of rapid evaporation and limited fragrance types in existing scenting technologies.

JP7604133B2Active Publication Date: 2024-12-23KAO CORP
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Patent Information

Application Number
JP2020139637
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2020-08-20
Publication Date
2024-12-23
Estimated Expiration
2040-08-20

AI Technical Summary

Technical Problem

Existing methods for scenting textile products, particularly those containing cotton fibers, face challenges such as rapid fragrance evaporation due to heat, limited fragrance types due to microencapsulation, and reduced fragrance persistence when exposed to moisture, leading to unsatisfactory fragrance sustainability and variability.

Method used

A method involving an aqueous composition containing a specific fragrance composition with selected fragrance compounds is applied to cotton fibers, followed by heat treatment at 60°C to 100°C, allowing the fragrance to penetrate and remain within the fibers, enhancing fragrance intensity upon moisture absorption.

Benefits of technology

The method ensures a strong and varied fragrance experience upon moisture exposure, improving fragrance persistence and sustainability by allowing the fragrance to be absorbed deeply into cotton fibers.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a method for perfuming textile products including cotton fibers, which enables the products to show good scenting properties when treated textile products are worn, especially when the treated textile products are wetted with water due to perspiration and the like.SOLUTION: A method for perfuming textile products including cotton fibers, comprising the following Step (I) and Step (II): Step (I), a step of contacting an aqueous composition containing the following (A) component with textile products including cotton fibers; Step (II), a drying step of heat treating the textile products treated in Step (I) with a gas of 60°C or higher and less than 100°C; and (A) component, a perfume composition containing at least 5 kinds of perfume compounds selected from specific perfume compounds (A1), where a content of the perfume compounds (A1) in the perfume composition is 5 mass% to 65 mass%.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present invention relates to a method for perfumery of textile products containing cotton fibers. [Background technology]

[0002] In recent years, consumers have become increasingly interested in scents when washing, drying, and wearing clothes, and the market for liquid fabric softeners and fragrances that promote scent-related content has grown significantly. Among the situations in which scents are felt, there is particularly high interest in the scent of clothes when they are worn, and functional materials that enable the scent to be felt all day while wearing clothes, and textile product treatment agents containing them have been actively developed.

[0003] On the other hand, the burden of housework is increasing due to the advancement of women in society. Therefore, methods to reduce the burden of housework have been attracting attention in recent years, and in the case of laundry, interest in dryers is increasing. However, it is known that the scent of clothes released by using a dryer is easily evaporated by heat, and the scent does not last as long.

[0004] As conventional techniques for improving the persistence of fragrance, attempts have been made to microencapsulate fragrances or to make precursors of fragrances and incorporate them into the composition. A fragrance microcapsule is a particulate material in which a core fragrance is enveloped in a wall material, and its role is to protect the core fragrance and release the core fragrance by breaking the capsule wall when a physical force is applied to the capsule. As such microcapsules, Patent Document 1 describes an encapsulated fragrance containing a fragrance composition having a flash point in the range of 50 to 130°C as a core material. Patent Document 1 also describes a microcapsule containing a volatile component such as a highly volatile fragrance and an additive having a higher melting point and compatibility with the volatile component. Patent Document 2 also discloses a textile product treatment composition that contains a silicate ester compound of a fragrance compound and a specific fragrance, and improves the life of the fragrance on fabric. Patent Document 3 also discloses a fragrance composition for fabric softener that contains a silicate ester compound and a specific highly persistent fragrance.

[0005] US Pat. No. 5,399,633 also discloses a method of using a perfume delivery composition at low moisture levels to improve scent persistence during dryer use. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] JP 2006-249326 A [Patent Document 2] JP 2009-256818 A [Patent Document 3] JP 2011-063674 A [Patent Document 4] Special Publication No. 2012-514687 Summary of the Invention [Problem to be solved by the invention]

[0007] In recent years, preferences for fragrances have become more diverse, and several technologies have been proposed to make textile products emit a long-lasting fragrance, but the fragrances added to textile treatment agents are difficult to adsorb onto the textile product and remain on the surface of the textile product, causing the odor to quickly diffuse into the air. Depending on the base, the odor may disappear during drying. In addition, although microencapsulation of fragrances and preparation of fragrance precursors are excellent in expressing the effective feeling of fragrance, there is a limit to the types of fragrances that can be used, and therefore there is a limit to satisfying as many preferences as possible. Therefore, it is desirable to realize a good fragrance using a free fragrance that does not depend on microencapsulation of fragrances or preparation of fragrance precursors. In addition, fragrance technology using silicate ester compounds is limited to alcohol-based fragrances, so it cannot be used with other fragrance ingredients. The scent is also limited, making it difficult to feel its spread. Furthermore, when the textile product treatment agent is stored for a long period of time, the dispersibility of the fragrance added to the textile product treatment agent in water decreases, resulting in a marked decrease in the fragrance imparting ability. In addition, when drying textile products with adsorbed fragrances in a dryer, the capsules and fragrance precursors tend to collapse or decompose due to heat, and the fragrance also tends to evaporate, resulting in a decrease in the persistence of the fragrance. In addition, fragrance preferences are diverse, and the types of fragrances that can be released by microencapsulating fragrances or creating fragrance precursors are limited, so there is a limit to how many preferences can be satisfied, which is an issue.

[0008] The present invention is a technology with a different approach from the conventional technology, and provides a method for imparting fragrance to textile products including cotton fibers, which gives off a good fragrance when the treated textile product is worn, particularly when the treated textile product is moistened with water due to sweating or the like. [Means for solving the problem]

[0009] The present inventors have discovered that the fragrance composition can be retained on a textile product containing cotton fibers by contacting an aqueous composition containing a fragrance composition containing a specific amount of a fragrance compound selected from a specific group with the textile product and then drying the textile product by heating at a specific gas temperature, and that when the textile absorbs moisture, the fragrance intensity is significantly improved.

[0010] That is, the present invention relates to a method for imparting fragrance to a textile product containing cotton fibers, comprising the following steps (I) and (II): Step (I): A step of contacting an aqueous composition containing the following component (A) with a textile product containing cotton fibers. Step (II): A drying step in which the textile product treated in step (I) is heat-treated with a gas at a temperature of 60°C or higher and lower than 100°C. Component (A): A fragrance composition comprising at least five fragrance compounds selected from the fragrance compounds (A1) below, wherein the content of fragrance compound (A1) in the fragrance composition is 5% by mass or more and 65% by mass or less. (A1) γ-Undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrhaldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, hexyl cinnamic aldehyde, amyl cinnamic aldehyde, allyl cyclohexyl propionate, dimethyl benzyl carbinyl butyrate, tricyclodecenyl propionate, amyl salicylate, γ-methyl ionone, α- Damascone, β-damascone, Neorolinyarayara, Phenylhexanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, γ-nonalactone, Methyl β-naphthyl ketone, Eugenol, Lyral, Dimethylbenzylcarbinyl acetate, Iso-damascone, 2-cyclohexylidene-2-phenylacetonitrile, γ-decalactone, α-methyl-3,4-methylenedioxyhydrocinnamic aldehyde, 7-methyl-3,5-dihydro-2H-benzodioxepinone, Tricyclodecynyl acetate, Tricyclodecynyl propionate, Allyl 2-pentyloxyglycolate Effect of the Invention

[0011] According to the present invention, there is provided a method for perfumery of textile products including cotton fibers, which gives off a good fragrance when the treated textile product is worn, particularly when the treated textile product becomes wet with water due to sweating or the like, and since a plurality of fragrances can be used equally, a wide variety of fragrances can be felt. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0012] When the textile product containing cotton fiber obtained by the fragrance imparting method of the present invention is moistened with moisture, the fragrance intensity is significantly improved compared to when it is dry. The reason for this is not entirely clear, but is presumed to be as follows. The present inventors discovered that the specific fragrance compounds constituting the fragrance composition of component (A) easily penetrate into the interior of the cotton fiber of the textile product, and unexpectedly discovered that heating also makes it easier for them to penetrate between the bundles of fibrils that make up the cotton fiber. As a result, it is presumed that the volatilization of the fragrance is suppressed, and that the fragrance is replaced by water through moisture absorption, resulting in the fragrance.

[0013] [Method of adding fragrance to textile products containing cotton fibers] The method for imparting fragrance to a textile product containing cotton fibers of the present invention comprises steps (I) and (II). By subjecting the textile product treated in step (I) to step (II), it is possible to impart the property of giving off a strong fragrance when the textile product absorbs moisture or becomes wet. Hereinafter, the method for imparting fragrance to a textile product containing cotton fiber of the present invention will be referred to as the method of the present invention. Unless otherwise specified, the method of the present invention refers to this method.

[0014] <Process (I)> Step (I) of the present invention is a step of contacting an aqueous composition containing component (A) with a textile product containing cotton fibers.

[0015] The method of contacting the aqueous composition with a textile product containing cotton fibers can be carried out by a generally known method. Specifically, the following two methods can be mentioned. The first method is to immerse the textile product in the aqueous composition (hereinafter, sometimes referred to as method (i)). When immersing, the textile product may be immersed in a container such as a washbasin or a tub, or may be immersed in a washing machine. The second method is to apply or spray (sometimes referred to as "spray") the aqueous composition onto the textile product (hereinafter, sometimes referred to as method (ii)). In either method, the textile product to be treated may be wet before treatment, or may be contacted in a dry state. If it is wet, it may be applied to a textile product that has been dehydrated to remove excess water, and if the textile product has already been immersed in an aqueous medium, a concentrated aqueous composition in which the water content of the aqueous composition of the present invention has been reduced may be added to the aqueous medium in a ratio of 1 ml to 50 ml, designed so that the concentration of the fragrance composition is preferable when it is contacted with the textile product described below. The concentrated aqueous composition may contain almost no water, or may be in a state in which the fragrance composition is dispersed in an organic solvent. The concentrated aqueous composition is used as a conventional textile product treatment composition, and may be a textile product treatment composition, which will be described in detail later.

[0016] The first and second methods are used for contacting the textile product with the aqueous composition of the present invention, and the concentration of the (A) component in the aqueous composition is preferably 0.5 ppm or more and 1000 ppm or less. The amount of the aqueous composition to be contacted with the textile product is preferably adjusted to an amount equivalent to 15 mg or more and 750 mg or less of the (A) component per 1 kg of the textile product. The amount of the (A) component per 1 kg of the textile product is preferably a lower limit or more in order to realize the fragrance, and is preferably an upper limit or less in order to prevent the odor after treatment from being too strong.

[0017] In the case of method (i), the aqueous composition of the present invention is prepared by adding the concentrated aqueous composition to a container containing water. In the first method, the concentration of component (A) in the aqueous composition is preferably 1 ppm or more, more preferably 3 ppm or more, and preferably 80 ppm or less, more preferably 20 ppm or less. In the case of method (ii), the aqueous composition of the present invention may be directly applied or sprayed onto a textile product. In the case of the second method, the concentration of component (A) in the aqueous composition is preferably 100 ppm or more, more preferably 200 ppm or more, and preferably 1000 ppm or less, more preferably 500 ppm or less.

[0018] In the case of method (i), the ratio of the textile product to be contacted with the aqueous composition of the present invention, when using a washing machine or the like, is preferably 5 L or more, more preferably 10 L or more, even more preferably 12 L or more, and preferably 30 L or less, more preferably 25 L or less, even more preferably 20 L or less, per 1 kg of the textile product. In the case of the method (ii), the ratio of the textile product to be contacted with the aqueous composition of the present invention is preferably 100 ml or more, more preferably 200 ml or more, and preferably 1000 ml or less, more preferably 750 ml or less, per 1 kg of the textile product. The above ratio may be expressed as the mass calculated by converting 1 ml to 1 g.

[0019] In step (I), it is preferable to contact the aqueous composition of the present invention with the textile product at a temperature of preferably 5°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and preferably 50°C or lower, more preferably 40°C or lower, even more preferably 30°C or lower.

[0020] In the case of method (i), the contact time between the textile product and the aqueous composition of the present invention is preferably 1 minute or more, more preferably 2 minutes or more, from the viewpoint of uniform adsorption of the fragrance onto the clothing, and is preferably 20 minutes or less, more preferably 10 minutes or less, from the viewpoint of suppressing evaporation of the fragrance during immersion. In the case of the method (i), it is preferable to carry out a dehydration treatment after the step (I) before proceeding to the step (II). In the case of the method (ii), dehydration is not necessary unless a large amount of an aqueous composition is contacted, and step (II) may be carried out immediately after step (I).

[0021] <Aqueous composition> The aqueous composition of the present invention contains component (A). The component (A) in the present invention is a fragrance composition containing at least five fragrance compounds selected from the following fragrance compounds (A1). (A1) γ-Undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrhaldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, hexyl cinnamic aldehyde, amyl cinnamic aldehyde, allyl cyclohexyl propionate, dimethyl benzyl carbinyl butyrate, tricyclodecenyl propionate, amyl salicylate, γ-methyl ionone, α- Damascone, β-damascone, Neorolinyarayara, Phenylhexanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, γ-nonalactone, Methyl β-naphthyl ketone, Eugenol, Lyral, Dimethylbenzylcarbinyl acetate, Iso-damascone, 2-cyclohexylidene-2-phenylacetonitrile, γ-decalactone, α-methyl-3,4-methylenedioxyhydrocinnamic aldehyde, 7-methyl-3,5-dihydro-2H-benzodioxepinone, Tricyclodecynyl acetate, Tricyclodecynyl propionate, Allyl 2-pentyloxyglycolate

[0022] The inventors have searched for fragrances that are highly absorbed into fibers when the aqueous composition of the present invention comes into contact with a textile product, and as a result have found that fragrance compounds that have in common the fact that they have water affinity, i.e., a log Kow of 2.00 or more and 5.00 or less, and relatively low volatility, i.e., a vapor pressure at 25°C of 0.01 or more and 3.69 or less, tend to easily penetrate into the interior of fibers, and have found that the above-mentioned fragrance compound (A1) is particularly effective among these.

[0023] In the present invention, the logKow (logP) value is a coefficient indicating the affinity of an organic compound for water and 1-octanol. The 1-octanol / water partition coefficient logKow is the ratio of the equilibrium concentrations of a compound in each solvent in a two-phase liquid-phase equilibrium system of 1-octanol and water, and is expressed as their logarithmic value to the base 10. The logKow (logP) value can be calculated by the "fragment constant" method, in which a structure is divided into fragments (atoms / functional groups), and the values ​​of each atomic group are summed (in some cases, a structural correction factor is used) to obtain an estimated value. In the present invention, the logKow value calculated by EPI suite version 4.11, which is one of the chemical property prediction software available from the U.S. Environmental Protection Agency (EPA), is used.

[0024] In the present invention, the vapor pressure at 25°C is determined by an actual measurement or by estimating the vapor pressure from the boiling point, and if the chemical substance is solid at room temperature, it is estimated from the melting point. Vapor pressure is estimated by several known methods (Antoine method, Modified Grain method, Mackay method, etc.), but in the present invention, it is a value calculated using MPBPWIN incorporated in the EPI suite available from the U.S. Environmental Protection Agency (EPA), and when the average value of the value calculated by the Antoine method and the value calculated by the Grain method is displayed in the calculation result as "Selected VP", the average value is used, and when there is no particular display as "Selected VP", the value calculated by the Modified Grain method is used. The log Kow and vapor pressure (Pa; 25° C.) values ​​of the fragrance compound (A1) are also shown in Table 1.

[0025] [Table 1]

[0026] Among the above-mentioned fragrance compounds (A1), the following fragrance compound (a1) is preferred. (a1) γ-Undecalactone, damascenone, δ-damascone, β-ionone, myrrhaldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, allylcyclohexyl propionate, propionyl Tricyclodecenyl ionate, γ-methylionone, α-damascone, β-damascone, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, dodecahydro-3a,6,6,9a-tetramethylnaphtho〔2,1-b〕furan, γ-nonalactone, lyral, iso-damascone, γ-decalactone, tricyclodecenyl acetate, tricyclodecenyl propionate T, 2- Allyl pentyloxyglycolate, Allyl 2-pentyloxyglycolate

[0027] Among the fragrance compounds (A1) that satisfy the conditions of log Kow and vapor pressure, the fragrance compound (a1) is more preferable from the viewpoint of facilitating the recognition of the fragrance when the fibers swell with moisture due to sweating, etc. The fragrance compounds (a1) may be used alone or in combination of two or more kinds. Of these, when formulating the fragrance composition of component (A), from the viewpoint of fragrance recognition, it is more preferable to contain at least one essential component selected from the fragrance compounds (a1) listed as γ-undecalactone, damascenone, α-damascone, β-damascone, δ-damascone, iso-damascone, tricyclodecenyl acetate, tricyclodecenyl propionate, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, γ-decalactone, and allyl 2-pentyloxyglycolate.

[0028] The fragrance composition of component (A) of the present invention is a fragrance composition containing at least five, preferably nine or more, and more preferably ten or more, kinds of fragrance compounds selected from the fragrance compound (A1) described above, and the content of the fragrance compound (A1) in the fragrance composition is 5% by mass or more, preferably 10% by mass or more, and more preferably 20% by mass or more, and from the viewpoint of fragrance balance, is 65% by mass or less, preferably 55% by mass or less, and more preferably 50% by mass or less.

[0029] The fragrance composition of component (A) of the present invention preferably also contains a fragrance compound (A2) having a log Kow of 3.00 or more and a vapor pressure at 25°C of more than 3.69 Pa. Examples of the fragrance compound (A2) include limonene, α-terpinene, γ-terpinene, citronellyl acetate, p,t-butylcyclohexyl acetate, o,t-butylcyclohexyl acetate, linalyl acetate, allyl heptanoate, tetrahydrolinalool, dihydromyrcenol, linalool, nonanal, decanal, geranyl acetate, allyl caproate, terpinyl acetate, 1,8-cineole, citronellyl nitrile, ethyl 2-methylvalerate, α-pinene, β-pinene, and allyl hexanoate.

[0030] The log Kow and vapor pressure (Pa; 25° C.) values ​​of the fragrance compound (A2) are also shown in Table 2.

[0031] [Table 2]

[0032] When the fragrance compound (A2) is used to treat fibers using water as a medium, specifically when it is used as a liquid fabric softener composition, it is preferred that the fragrance compound has a log Kow value of 3.00 or more from the viewpoint of adsorption to fibers and leaving a certain amount of the fragrance compound on the fibers until they dry, and that the fragrance compound has a log Kow value of preferably 5.00 or less from the viewpoint of penetration into the interior of highly hydrophilic fibers.

[0033] The fragrance compound (A2) must be volatile enough to ensure a gas phase concentration sufficient for scent perception even when adsorbed in trace amounts, so that the vapor pressure must exceed 3.69 Pa. From the viewpoint of the persistence of the fragrance compound on the fibers from after treatment until drying, a fragrance compound with a vapor pressure of preferably 1000 Pa or less is preferred.

[0034] The fragrance compound (A2) has a log Kow value of 3.00 or more, preferably 3.5 or more, more preferably 4.0 or more, and preferably 5.00 or less, and a vapor pressure value of more than 3.69 Pa, preferably 1000 Pa or less, more preferably 500 Pa or less, and even more preferably 250 Pa or less.

[0035] The fragrance compounds (A2) have a characteristic fragrance and are highly volatile, and therefore contribute greatly to the fragrance of the aqueous composition and the fragrance immediately after the fiber treatment. On the other hand, most of the compounds adsorbed to the fiber volatilize during the drying process, so they contribute little to the fragrance of the treated fiber. However, these fragrance compounds are present in small amounts inside the fiber, and when the fiber swells due to moisture absorption during sweating, for example, they volatilize and harmonize with the fragrance compound (A1), allowing the user to feel a more pleasant fragrance.

[0036] The fragrance composition of component (A) may contain, as a fragrance compound other than fragrance compound (A1) and fragrance compound (A2), a fragrance compound other than fragrance compound (A1) having a log Kow of 2.00 or more and 5.00 or less and a vapor pressure at 25°C of 0.01 Pa or more and 3.63 Pa or less.

[0037] From the viewpoint of improving the freedom of fragrance creation, the fragrance composition of component (A) may contain compounds known to be used in textile product treatment agents. Examples of fragrance compounds other than fragrance compounds (A1) and (A2) include octanal, hexyl acetate, benzyl acetate, isoamyl acetate, hexyl salicylate, benzyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, Iso-E-Super, methyl anthranilate, ethylene brassylate, ambrettelide, vanillin, ethyl vanillin, isoeugenol, raspberry ketone, coumarin, heliotropin, 1- (spiro[4.5]decan-7-en-7-yl)pent-4-en-1-one, 1-(spiro[4.5]decan-6-en-7-yl)pent-4-en-1-one, cedryl methyl ether, Javanol (Givaudan), acetyl cedrine, tripral, ethyl butyrate, ethyl 2-methylbutyrate, 2-(2-(4-methyl)-3-cyclohexynyl-(1)propylcyclopentanone, and cyclamen aldehyde.

[0038] From the viewpoint of achieving both the release of fragrance when the fibers are swollen and the release of fragrance immediately after the fiber treatment, the total proportion of the fragrance compound (A1) and the fragrance compound (A2) in the fragrance composition of component (A) is preferably 20 mass% or more, more preferably 30 mass% or more, and even more preferably 35 mass% or more, and from the viewpoint of fragrance preference, it is preferably 85 mass% or less, more preferably 75 mass% or less, and even more preferably 65 mass% or less.

[0039] Since the fragrance compound (A2) has a high vapor pressure, it is sufficient for only a small amount of the fragrance compound (A2) to remain on the fibers in order to ensure a sufficient gas phase concentration for scent perception. However, since many of the fragrance compounds on the fibers volatilize during the period from treatment to drying, the fragrance composition of component (A) contains fragrance compound (A2) in an amount of preferably 5 mass % or more, more preferably 10 mass % or more, and even more preferably 15 mass % or more, and from the viewpoints of preventing excessive fragrance when moistened and of sustaining the fragrance, preferably 50 mass % or less, more preferably 40 mass % or less, and even more preferably 35 mass % or less.

[0040] The fragrance composition of component (A) may be used in the form diluted with a solvent known in the fragrance industry as a diluent or retainer. Examples of the solvent include methanol, ethanol, ethylene glycol, glycerin, diethylene glycol monoethyl ether, propylene glycol, dipropylene glycol, dipropylene glycol monoethyl ether, 3-methoxy-3-methylbutanol, diethyl phthalate, isopropyl myristate, benzyl myristate, triethyl citrate, benzyl benzoate, benzyl alcohol, phenoxyethanol, diisobutyl adipate, hydrogenated methyl abietic acid, etc. In particular, when a concentrated solution containing a high concentration of component (A) is dissolved in water to prepare an aqueous composition, it is preferable to add a solvent from the viewpoint of ease of dissolving or dispersing in water. However, when calculating the blending amount of the fragrance composition in the present invention, the calculation is made without including the solvent used to dilute the fragrance, but when a solvent is used, the ratio of the solvent to the total of component (A) and the solvent in component (A) is preferably 0% by mass or more and 20% by mass or less. Note that the content of the solvent contained in the fragrance composition (A) is included in the concentration specification of component (b) in the aqueous composition of the present invention, which will be described later.

[0041] In addition to component (A), the aqueous composition of the present invention may further contain microencapsulated fragrance particles and a silicate ester fragrance as described in JP 2009-256818 A. These fragrance precursors and microencapsulated fragrances are not included in the concentration regulation of component (A) of the present invention.

[0042] The aqueous composition of the present invention preferably contains water. The water is preferably distilled water or deionized water. From the viewpoint of easy use, the aqueous composition of the present invention preferably contains water in an amount of 50% by mass or more, more preferably 65% ​​by mass or more, even more preferably 70% by mass or more, and preferably 99.9% by mass or less, more preferably 99% by mass or less, even more preferably 98% by mass or less.

[0043] The aqueous composition of the present invention may contain a water-soluble organic solvent (hereinafter also referred to as component (b)) from the viewpoint of the stability of the composition itself, from the viewpoint of the stability or water solubility of the concentrated aqueous composition before dilution (here, the concentrated aqueous composition may be referred to as a textile product treatment agent, which may be a known textile product treatment agent represented by a fabric softener, etc.), or as an accompanying component of component (A). In the present invention, the "water solubility" of component (b) means that 20 g or more dissolves in 100 g of deionized water at 20° C. In addition, in the present invention, "dissolution" means that no separation or clouding occurs, and specifically, means that the light transmittance at UV600 nm is 85% or more when measured using a UV-2550 ultraviolet-visible spectrophotometer (manufactured by Shimadzu Corporation).

[0044] Specific examples of component (b) include lower alcohols (having 2 to 4 carbon atoms) such as ethanol and isopropanol, polyhydric alcohols (having 2 to 12 carbon atoms) such as ethylene glycol, propylene glycol, glycerin, and sorbitol, monoethyl or monobutyl ether of ethylene glycol, monoethyl or monobutyl ether of propylene glycol, monoethyl or monobutyl ether of diethylene glycol, monoethyl or monobutyl ether of dipropylene glycol, benzyl alcohol, benzyloxyethanol, ethylene oxide or propylene oxide adducts of phenolic compounds, and monoalkyl monoglyceryl ethers having an alkyl group having 5 to 8 carbon atoms, and these may be used alone or in combination. From the viewpoint of ensuring the solubility of the component (A) in the aqueous composition, the component (b) is preferably one or more selected from ethylene glycol, propylene glycol, phenoxyethanol, ethanol, ethylene glycol monoethyl ether, and propylene glycol monoethyl ether, and more preferably one or more selected from ethylene glycol, propylene glycol, and ethanol.

[0045] The aqueous composition of the present invention may contain a surfactant as component (c).

[0046] Examples of the component (c) include quaternary ammonium salt compounds represented by the following general formula (c1) (hereinafter also referred to as component (c1)).

[0047] [ka]

[0048] [In the formula, R 11c , R 12c , R 13c are each independently a residue (acyl group) obtained by removing OH from a fatty acid having 16 to 22 carbon atoms, or a hydrogen atom. 11c , R 12c , R 13c At least one of R is an acyl group. 14c is an alkyl group having 1 to 3 carbon atoms; X - is an anion.

[0049] Since component (c1) is a quaternized product of triethanolamine fatty acid ester, it is composed of three different quaternary compounds with acylation degrees of 1, 2, and 3. From the viewpoints of storage stability of the composition and lingering fragrance durability, the average acylation ratio of component (c1) is preferably 1.3 or more, more preferably 1.5 or more, and preferably 2.0 or less, more preferably 1.95 or less. The average acylation degree can be adjusted by the reaction ratio of fatty acid and triethanolamine and the reaction ratio with an alkylating agent during quaternization, as well as the reaction conditions.

[0050] In the present invention, the ratio of each component constituting component (c1) is preferably as follows. A compound having an acylation degree of 1, i.e., R 11c is an acyl group, and R 12c and R 13c The proportion of compound (c11) in which is a hydrogen atom [hereinafter referred to as component (c11)] in the total amount of the quaternary ammonium salt represented by general formula (c1) is 5 mass% or more, preferably 10 mass% or more, more preferably 15 mass% or more, and preferably 45 mass% or less, more preferably 40 mass% or less, and even more preferably 35 mass% or less. A compound having an acylation degree of 2, i.e., R 11c and R 12c is an acyl group, and R 13c The proportion of compound (c12) in which is a hydrogen atom [hereinafter referred to as component (c12)] in the total amount of the quaternary ammonium salt represented by general formula (c1) is preferably 30 mass% or more, more preferably 35 mass% or more, even more preferably 40 mass% or more, and preferably 75 mass% or less, more preferably 70 mass% or less, even more preferably 65 mass% or less. A compound having an acylation degree of 3, i.e., R 11c , R 12c and R 13c The proportion of compound (c13) in which is an acyl group [hereinafter referred to as component (c13)] in the total amount of the quaternary ammonium salt represented by general formula (c1) is preferably 5 mass% or more, more preferably 8 mass% or more, even more preferably 10 mass% or more, and preferably 40 mass% or less, more preferably 30 mass% or less, even more preferably 25 mass% or less.

[0051] The components (c12) and (c13) are effective in adsorbing fragrances to textile products, but they affect the storage stability of the textile product treatment composition. For this reason, it is preferable that the component (c1) is a composition that leaves a moderate amount of the component (c11). Furthermore, while satisfying the above ratio, the content of the component (c12) in the component (c1) is greater than that of the component (c13), and more preferably, the difference between the content (% by mass) of the component (c12) and the content (% by mass) of the component (c13) is preferably 15% by mass or more, more preferably 20% by mass or more, and even more preferably 25% by mass or more.

[0052] In general formula (c1), R 14c is preferably a methyl group or an ethyl group. In general formula (c1), X - is preferably an anion selected from a halogen ion such as a chlorine ion, an alkyl sulfate ion having from 1 to 3 carbon atoms, and a benzenesulfonate ion which may be substituted with from 1 to 3 alkyl groups having from 1 to 3 carbon atoms, more preferably an alkyl sulfate ion having from 1 to 3 carbon atoms, and more preferably a methyl sulfate ion or an ethyl sulfate ion.

[0053] The component (c1) used in the present invention can be obtained by subjecting an esterification reaction product obtained by a method of dehydration esterification reaction between fatty acid and triethanolamine (referred to as dehydration esterification method) or a method of transesterification reaction between fatty acid lower alkyl ester (lower alkyl is methyl group, ethyl group, propyl group) and triethanolamine (referred to as transesterification method) to a quaternization reaction with an alkylating agent. To obtain a mixture satisfying the ratio of components (c11) to (c13) of the component (c1) of the present invention, for example, it can be obtained by subjecting a mixture of triethanolamine fatty acid esters reacted at a molar ratio of fatty acid or fatty acid lower alkyl ester:triethanolamine of preferably 1.3:1 or more, more preferably 1.5:1 or more, and preferably 2.0:1 or less, more preferably 1.95:1 or less to a quaternization reaction.

[0054] When a selective hydrogenation reaction is carried out to obtain component (c1), a mixture of geometric isomers of unsaturated bonds is formed. In the component (c1) of the present invention, the cis / trans (molar ratio) is preferably 25 / 75 or more, more preferably 50 / 50 or more, and preferably 100 / 0 or less, more preferably 95 / 5 or less.

[0055] In the dehydration esterification method, it is preferable to carry out the reaction while removing condensed water at an esterification reaction temperature of 140°C to 230°C. For the purpose of promoting the reaction, a conventional esterification catalyst may be used, and for example, an inorganic acid such as sulfuric acid or phosphoric acid, an inorganic oxide such as tin oxide or zinc oxide, or an alcoholate such as tetrapropoxytitanium can be selected. The progress of the reaction is confirmed by measuring the acid value (AV) and saponification value (SV) according to the method described in JIS K0070-1992, and the esterification reaction is preferably terminated when the AV is 10 mgKOH / g or less, preferably 6 mgKOH / g or less. The SV of the resulting mixture of ester compounds is preferably 110 mgKOH / g or more, more preferably 130 mgKOH / g or more, and preferably 210 mgKOH / g or less, more preferably 190 mgKOH / g or less.

[0056] In the transesterification method, the reaction is preferably carried out at a temperature of 50°C or higher, more preferably 100°C or higher, and preferably 150°C or lower while removing the lower alcohol produced. In order to accelerate the reaction, it is also possible to use an inorganic alkali such as sodium hydroxide or potassium hydroxide, or an alkoxy catalyst such as methylate or ethylate. The progress of the reaction is preferably measured directly by quantifying the amount of fatty acid lower alkyl ester using gas chromatography or the like, and it is preferable to terminate the reaction when the unreacted fatty acid lower alkyl ester is 10 area % or less, particularly 6 area % or less, on the gas chromatography chart relative to the fatty acid lower alkyl ester charged. The SV of the resulting mixture of ester compounds is preferably 110 mgKOH / g or more, more preferably 130 mgKOH / g or more, and preferably 210 mgKOH / g or less, more preferably 190 mgKOH / g or less.

[0057] Next, the ester compound thus obtained is quaternized. As the alkylating agent for the quaternization, methyl chloride, dimethyl sulfate, diethyl sulfate, etc. are suitable. When methyl chloride is used as the alkylating agent, it is not necessary to use a solvent. When a solvent is used, a solution of 10% by mass or more and 50% by mass or less of the ester compound is mixed with a solvent such as ethanol or isopropanol, and the methyl chloride is pressed into a pressure reactor such as a titanium autoclave and reacted at a reaction temperature of 30°C to 120°C under sealing. At this time, a part of the methyl chloride may decompose and generate hydrochloric acid, so it is preferable to add a small amount of an alkaline agent to efficiently proceed with the reaction. The molar ratio of methyl chloride to the ester compound is preferably 1 equivalent or more and 1.5 equivalents or less of methyl chloride per equivalent of the amino group of the ester compound.

[0058] The reaction molar ratio of dimethyl sulfate and / or diethyl sulfate to the ester compound is preferably 0.9 equivalents or more, more preferably 0.95 equivalents or more, and preferably 1.1 equivalents or less, more preferably 0.99 equivalents or less, of dimethyl sulfate and / or diethyl sulfate per equivalent of the amino group of the ester compound.

[0059] The aqueous composition of the present invention may contain other reaction products generated during the production of the component (c1). For example, the unreacted amines that have not been quaternized include amines of fatty acid triester structures and amines of fatty acid diester structures, and depending on the production method, a reaction product containing amines of fatty acid triester structures and amines of fatty acid diester structures in a total amount of 5 parts by mass to 30 parts by mass to 100 parts by mass of the component (c1) is obtained. On the other hand, since amines of fatty acid monoester structures are easily quaternized, the content in the reaction product is usually 0.5 parts by mass or less to 100 parts by mass of the component (c1). Furthermore, triethanolamine that has not been esterified with fatty acids and quaternized products of triethanolamine are contained in total in a total amount of 0.5 parts by mass to 3 parts by mass to 100 parts by mass of the component (c1), and 90% by mass or more of these are quaternized products. Unreacted fatty acids may also be contained. When a reaction product containing the component (c1) is used, such unreacted components and side reaction components may be contained in the textile product treatment composition as long as they do not impair the effects of the present invention.

[0060] When a mixture containing components (c11), (c12) and (c13) is used as component (c1), the proportions of components (c11), (c12), (c13) and amine compounds in the mixture can be determined using a high performance liquid chromatograph (also called HPLC) and a charged aerosol detector (also called CAD) as a detector. For the measurement method using CAD, see "Technology and Applications of the Charged Aerosol Detector Corona CAD" (Fukushima et al., Chromatography, Vol. 32 No. 3 (2011)).

[0061] The component (c1) of the present invention preferably contains, as an essential component, a quaternary ammonium salt compound [hereinafter referred to as component (c1-1)] in which, when the acyl group is regarded as a fatty acid, the proportion of oleic acid, linoleic acid, or linolenic acid in all fatty acids constituting the acyl group is preferably 60% by mass or more, more preferably 70% by mass or more, even more preferably 75% by mass or more, even more preferably 80% by mass or more, even more preferably 90% by mass or more, and preferably 100% by mass or less, more preferably 98% by mass or less, and even more preferably 95% by mass or less.

[0062] The component (c1-1) is a quaternary ammonium salt compound in which, when the acyl group is regarded as a fatty acid, the proportion of oleic acid in the total fatty acids constituting the acyl group is preferably 50% by mass or more, more preferably 60% by mass or more, even more preferably 65% ​​by mass or more, still more preferably 70% by mass or more, still more preferably 75% by mass or more, and preferably 100% by mass or less, more preferably 95% by mass or less, and even more preferably 90% by mass or less. Note that the conditions for including the components (c11), (c12) and (c13) as the component (c1) described above are the same for the component (c1-1).

[0063] Examples of fatty acids constituting the acyl group of the component (c1-1) include stearic acid, palmitic acid and elaidic acid in addition to oleic acid, linoleic acid and linolenic acid.

[0064] When the (c1-1) component is used as the (c1) component, it is preferable to use a quaternary ammonium salt compound (hereinafter also referred to as the (c1-2) component) having a different composition condition of the fatty acid constituting the acyl group from that of the (c1-1) component. The (c1-2) component is preferably a quaternary ammonium salt compound represented by the general formula (c1) and obtained in the same manner as the (c1-1) component except that the fatty acid composition constituting the acyl group is different. Specifically, a quaternary ammonium salt compound in which the proportion of unsaturated fatty acid is 50% by mass or less, more preferably 40% by mass or less, of the total fatty acid constituting the acyl group when the acyl group is regarded as fatty acid is preferable. The lower limit of the proportion of unsaturated fatty acid in the quaternary ammonium salt compound may be 10% by mass or more of the total fatty acid constituting the acyl group.

[0065] As the component (c1-2), R in the general formula (c1) 11c , R 12c and R 13c The fatty acid constituting the acyl group is preferably a fatty acid composition obtained by saponifying an oil selected from beef tallow, palm oil, sunflower oil, soybean oil, rapeseed oil, safflower oil, cottonseed oil, corn oil, and olive oil, and in particular, from the viewpoint of flexibility, a fatty acid composition obtained from beef tallow, palm oil, and sunflower oil is preferable. In addition, since these contain a large amount of alkenyl groups having two or more carbon-carbon unsaturated bonds, they can be produced, for example, by crystallization as described in JP-A-4-306296, a method of distilling methyl esters under reduced pressure as described in JP-A-6-41578, or a method of controlling the proportion of fatty acids having two or more carbon-carbon unsaturated bonds by performing a selective hydrogenation reaction as described in JP-A-8-99036. For example, hardened beef tallow is obtained by saturating fatty acids derived from beef tallow by hydrogenation, and may be expressed as semi-hardened as a partially hardened product. The above-mentioned conditions for including the components (c11), (c12) and (c13) as the component (c1) are also applicable to the component (c1-2).

[0066] The component (c) may be a cationic surfactant other than the component (c1) (hereinafter also referred to as component (c2)).

[0067] Specific examples of component (c2) include tertiary amine compounds and acid salts thereof in which one or two of the groups bonded to the nitrogen atom are alkyl or alkenyl groups having from 10 to 22 carbon atoms, and the remaining groups are alkyl groups having from 1 to 4 carbon atoms, which may have a hydroxyl group, benzyl groups, or preferably methyl groups, as well as quaternized products of the tertiary amine compounds. Among these, from the viewpoint of imparting a bactericidal effect to the aqueous composition of the present invention, cationic surfactants having one alkyl or alkenyl group having from 10 to 22 carbon atoms and one benzyl group are preferred. As the alkylating agent used for the quaternization of the above compound, the compounds described in the component (c1) can be used.

[0068] The component (c2) is preferably one or more cationic surfactants selected from the following (I) to (IV), more preferably a cationic surfactant selected from (II) to (IV). (I) a dilong-chain alkyl or alkenyl dimethyl ammonium salt having an alkyl or alkenyl group with 10 to 22 carbon atoms (hereinafter referred to as component (c2-1)), (II) Mono-long-chain alkyl or alkenyl trimethylammonium salts having an alkyl or alkenyl group with 10 to 22 carbon atoms, [hereinafter referred to as component (c2-2)] (III) Mono-long-chain alkyldimethylbenzylammonium salts having an alkyl or alkenyl group with 10 to 22 carbon atoms (hereinafter referred to as component (c2-3)). (IV) An acid salt of an amine compound represented by formula (c2-4) [hereinafter referred to as component (c2-4)]

[0069] [ka]

[0070] [In the formula, R 21cis an alkyl group having 13 to 19 carbon atoms or an alkenyl group having 13 to 19 carbon atoms, R 22c is an alkylene group having 1 to 6 carbon atoms, R 23c , R 24c are each independently an alkyl group having 1 to 3 carbon atoms.

[0071] The acid of the acid salt of the amine compound represented by the general formula (c2-4) may be an inorganic acid or an organic acid. Examples of the inorganic acid include hydrochloric acid and sulfuric acid. Examples of the organic acid include alkylsulfuric acid having 1 to 3 carbon atoms, monovalent or polyvalent carboxylic acid having 1 to 10 carbon atoms, and monovalent or polyvalent sulfonic acid having 1 to 20 carbon atoms. Specific examples of the organic acid include methylsulfuric acid, ethylsulfuric acid, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, and salicylic acid.

[0072] Specific examples of the component (c2-4) include didecyldimethylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, lauryldimethylbenzylammonium chloride, dimethylaminopropylstearylamide salt, and dimethylaminopropylpalmitylamide salt.

[0073] An example of the component (c) is a nonionic surfactant (hereinafter, also referred to as component (c3)).

[0074] As the component (c3), a nonionic surfactant having an alkyl or alkenyl group having 8 to 20 carbon atoms and an oxyalkylene group is preferable, and a nonionic surfactant represented by the following general formula (c3) is more preferable. R 31c -A-〔(R 32c O) x -R 33c 〕 y (c3) [In the formula, R 31cis an alkyl or alkenyl group having 8 or more carbon atoms, preferably 10 or more carbon atoms, and 18 or less, preferably 16 or less carbon atoms; R 32c is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group; R 33c is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom, x is a number of 2 or more, preferably 5 or more, more preferably 10 or more, and 100 or less, preferably 80 or less, more preferably 60 or less, A is -O-, -COO-, -CON< or -N<, y is 1 when A is -O- or -COO-, and y is 2 when A is -CON< or -N<.

[0075] Specific examples of the compound of general formula (c3) include compounds represented by the following formulas (c3-1) to (c3-3). R 31c -O-(C2H4O) k -H (c3-1) [In the formula, R 31c is the above R 31c k is a number equal to or greater than 8, preferably equal to or greater than 10, and equal to or less than 100, preferably equal to or less than 60. R 31c -O-[(C2H4O) s (C3H6O) t ]-H (c3-2) [In the formula, R 31c is the above R 31c Each of s and t is independently 2 or more, preferably 5 or more, and 40 or less, and (C2H4O) and (C3H6O) may be a random or block adduct. The order of bonding between (C2H4O) and (C3H6O) is not important.

[0076] [ka]

[0077] (In the formula, R 31c is the above R 31cA is -N< or -CON<, u and v are each independently a number of 0 to 40, and u+v is a number of 5 to 60, preferably 40 or less. R 33c is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom.

[0078] The aqueous composition of the present invention preferably contains, as the component (c), one or more selected from the component (c1), the component (c2), and the component (c3).

[0079] The aqueous composition of the present invention may contain, as component (d), microcapsules encapsulating a fragrance compound, or a fragrance precursor. The use of component (d) in combination with component (A) allows for greater freedom in fragrance design than ever before. Component (d) can be a sustained-release fragrance such as a silicate ester compound described in JP 2014-125685 A or an ester compound of an alcohol-based fragrance compound described in JP 8-502522 A with an aliphatic monocarboxylic acid or aliphatic dicarboxylic acid, or a capsule fragrance such as a microcapsule fragrance described in JP 2015-200047 A.

[0080] The aqueous composition of the present invention may contain an inorganic salt as component (e). As the inorganic salt, from the viewpoint of improving storage stability, one or more types selected from sodium chloride, calcium chloride, and magnesium chloride are preferable.

[0081] The aqueous composition of the present invention may contain a water-insoluble silicone compound as component (f). In this specification, the term "water-insoluble" for component (f) refers to the amount of the silicone compound that dissolves in 1 L of ion-exchanged water at 20° C. being 1 g or less. Specific examples of the component (f) include silicone compounds such as dimethylpolysiloxane, quaternary ammonium-modified dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, epoxy-modified dimethylpolysiloxane, carboxy-modified dimethylpolysiloxane, polyoxyalkylene-modified dimethylpolysiloxane, and fluorine-modified dimethylpolysiloxane.

[0082] The component (f) preferably has a weight average molecular weight of 1,000 or more, more preferably 3,000 or more, and even more preferably 5,000 or more, and is preferably 1,000,000 or less, and a viscosity at 25° C. of preferably 2 mm 2 / s or more, preferably 500 mm 2 / s or more, more preferably 1,000 mm 2 / s or more, and preferably 1 million mm 2 Preferably, the compound is one or more selected from dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, and polyoxyalkylene (polyoxyethylene and / or polyoxypropylene, preferably polyoxyethylene)-modified dimethylpolysiloxane, each of which has a molecular weight of 1000 to 15000 kcal / s or less. The weight average molecular weight of component (f) is a value measured by gel permeation chromatography using polystyrene as a standard substance.

[0083] The amino equivalent of the amino-modified dimethylpolysiloxane (amino equivalent is the molecular weight per nitrogen atom) is preferably 1,500 g / mol or more, more preferably 2,500 g / mol or more, even more preferably 3,000 g / mol or more, and preferably 40,000 g / mol or less, more preferably 20,000 g / mol or less, even more preferably 10,000 g / mol or less.

[0084] The aqueous composition of the present invention may contain a chelating agent as component (g). Specific examples of the chelating agent include ethane-1-hydroxy-1,1-diphosphonic acid, ethylenediaminetetraacetic acid, methylglycinediacetic acid, hydroxyethyliminodiacetic acid, ethylenediaminedisuccinic acid, L-glutamic acid-N,N-diacetic acid, N-2-hydroxyethyliminodiacetic acid, citric acid, succinic acid, and salts thereof. As the salt, alkali metal salts and ammonium salts are preferred, and sodium salts and potassium salts are more preferred.

[0085] The aqueous composition of the present invention may contain, as other components (hereinafter also referred to as component (h)), antioxidants such as butylhydroxytoluene (BHT) from the viewpoint of suppressing deterioration of the substrate, and dyes and pigments generally used in textile product treatment compositions from the viewpoint of aesthetics and prevention of coloring during long-term storage. Furthermore, antibacterial and antifungal agents commercially available under the trade name Proxel may also be used. Benzoic acid and its salts may also be used as antibacterial and antifungal agents.

[0086] The aqueous composition used in step (I) of the present invention may contain the fragrance composition as component (A), which is the essential part of the present invention, and water, as well as the components (b) to (h) as described above.

[0087] In the aqueous composition of the present invention, the content of component (b) is preferably 0.8 ppm or more, more preferably 2 ppm or more, even more preferably 3 ppm or more, and preferably 100 ppm or less, more preferably 50 ppm or less, even more preferably 10 ppm or less, when immersion treatment is performed. In the aqueous composition of the present invention, the content of component (b) is preferably 30,000 ppm or more, more preferably 40,000 ppm or more, even more preferably 50,000 ppm or more, and preferably 100,000 ppm or less, more preferably 80,000 ppm or less, even more preferably 70,000 ppm or less, when coating or spraying treatment is performed.

[0088] In the aqueous composition of the present invention, the content of component (c) is preferably 10 ppm or more, more preferably 20 ppm or more, even more preferably 30 ppm or more, and preferably 800 ppm or less, more preferably 200 ppm or less, and even more preferably 100 ppm or less, when immersion treatment is performed. In the aqueous composition of the present invention, the content of component (c) is preferably 100 ppm or more, more preferably 200 ppm or more, and even more preferably 300 ppm or more, and preferably 2000 ppm or less, more preferably 1000 ppm or less, and even more preferably 500 ppm or less, when coating or spraying treatment is performed.

[0089] In the aqueous composition of the present invention, the total content of components (A) and (d) is preferably 1 ppm or more, more preferably 2 ppm or more, and even more preferably 4 ppm or more when immersion treatment is performed, and from the viewpoint of stably dissolving the fragrance component in the composition, it is preferably 120 ppm or less, more preferably 60 ppm or less, and even more preferably 20 ppm or less. In addition, in the aqueous composition of the present invention, the total content of components (A) and (d) is preferably 150 ppm or more, more preferably 250 ppm or more, and even more preferably 400 ppm or more when coating or spraying treatment is performed, and from the viewpoint of stably dissolving the fragrance component in the composition, it is preferably 1500 ppm or less, more preferably 1000 ppm or less, and even more preferably 600 ppm or less. When the aqueous composition of the present invention contains the component (d), the mass ratio (d) / (A) of the content of the component (d) to the content of the component (A) is preferably 0.002 or more, more preferably 0.02 or more, even more preferably 0.1 or more, and preferably 100 or less, more preferably 50 or less, even more preferably 25 or less, still more preferably 10 or less, still more preferably 5 or less, and even more preferably 1 or less.

[0090] In the aqueous composition of the present invention, the content of component (e) is preferably 0.01 ppm or more, more preferably 0.1 ppm or more, even more preferably 0.3 ppm or more, and preferably 20 ppm or less, more preferably 5 ppm or less, and even more preferably 2 ppm or less, when immersion treatment is performed. In the aqueous composition of the present invention, the content of component (e) is preferably 100 ppm or more, more preferably 300 ppm or more, even more preferably 500 ppm or more, and preferably 3000 ppm or less, more preferably 2000 ppm or less, and even more preferably 1000 ppm or less, when coating or spraying treatment is performed.

[0091] In the aqueous composition of the present invention, when immersion treatment is performed, the content of component (f) is preferably 0.01 ppm or more, more preferably 0.03 ppm or more, even more preferably 0.05 ppm or more, and preferably 2 ppm or less, more preferably 1 ppm or less, and even more preferably 0.5 ppm or less. In the aqueous composition of the present invention, when coating or spraying treatment is performed, the content of component (f) is preferably 1 ppm or more, more preferably 5 ppm or more, even more preferably 10 ppm or more, and preferably 100 ppm or less, more preferably 75 ppm or less, and even more preferably 50 ppm or less.

[0092] In the aqueous composition of the present invention, the content of component (g) is preferably 0.01 ppm or more, more preferably 0.03 ppm or more, even more preferably 0.05 ppm or more, and preferably 1 ppm or less, more preferably 0.75 ppm or less, and even more preferably 0.5 ppm or less, when immersion treatment is performed. In the aqueous composition of the present invention, the content of component (g) is preferably 10 ppm or more, more preferably 100 ppm or more, even more preferably 500 ppm or more, and preferably 3000 ppm or less, more preferably 2000 ppm or less, and even more preferably 1500 ppm or less, when coating or spraying treatment is performed.

[0093] The aqueous composition of the present invention can be prepared by diluting the concentrated aqueous composition with water. The concentrated aqueous composition of the present invention may be a textile product treatment composition such as a known softener. The (A) component and the optional (b) to (g) components in the concentrated aqueous composition or textile product treatment composition of the present invention are preferably in the following concentrations.

[0094] In the concentrated aqueous composition or textile product treatment composition of the present invention, the content of component (A) is preferably 0.1 mass% or more, more preferably 0.3 mass% or more, even more preferably 0.5 mass% or more, and still more preferably 1.0 mass% or more, from the viewpoint of the amount of fragrance remaining after washing treatment and drying, and is preferably 5 mass% or less, more preferably 2.5 mass% or less, even more preferably 2 mass% or less, and still more preferably 1.8 mass% or less, from the viewpoint of storage stability and the balance with other fragrance additives.

[0095] In the concentrated aqueous composition or textile product treatment composition of the present invention, when component (b) is contained, the content of component (b) is preferably 0.1 mass% or more, more preferably 0.5 mass% or more, even more preferably 1 mass% or more, and preferably 4 mass% or less, more preferably 3 mass% or less.

[0096] In the concentrated aqueous composition or textile product treatment composition of the present invention, when component (c) is contained, the content of component (c) is preferably 0.5 mass% or more, more preferably 1 mass% or more, even more preferably 5 mass% or more, still more preferably 10 mass% or more, and preferably 25 mass% or less, more preferably 20 mass% or less, even more preferably 17 mass% or less.

[0097] In the concentrated aqueous composition or textile product treatment composition of the present invention, when the component (d) is contained, the total content of the component (d) and the component (A) is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.45% by mass or more, and preferably 7.5% by mass or less, more preferably 4.0% by mass or less, even more preferably 3.0% by mass or less, and even more preferably 1% by mass or less. In the concentrated aqueous composition or textile product treatment composition of the present invention, when the component (d) is contained, the mass ratio (d) / (A) of the content of the component (d) to the content of the component (A) is preferably 0.002 or more, more preferably 0.02 or more, even more preferably 0.1 or more, and preferably 100 or less, more preferably 50 or less, even more preferably 25 or less, even more preferably 10 or less, even more preferably 5 or less, and even more preferably 1 or less.

[0098] In the concentrated aqueous composition or textile product treatment composition of the present invention, when component (e) is contained, the content of component (e) is preferably 0.005 mass% or more, more preferably 0.015 mass% or more, and preferably 0.5 mass% or less, more preferably 0.3 mass% or less, even more preferably 0.1 mass% or less, and still more preferably 0.05 mass% or less.

[0099] In the concentrated aqueous composition or textile product treatment composition of the present invention, when component (f) is contained, the content of component (f) is preferably 0.005 mass% or more, more preferably 0.01 mass% or more, and preferably 0.05 mass% or less, more preferably 0.04 mass% or less.

[0100] In the concentrated aqueous composition or textile product treatment composition of the present invention, when component (g) is contained, the content of component (g) is preferably 0.005 mass% or more, more preferably 0.01 mass% or more, and preferably 0.05 mass% or less, more preferably 0.04 mass% or less.

[0101] As described above, the aqueous composition used in step (I) may be a concentrated aqueous composition obtained by reducing the amount of water in the aqueous composition, which is diluted with water at the time of use, or the aqueous composition itself may be applied or sprayed directly onto the textile product. As described above, the concentrated aqueous composition may be a textile product treatment composition such as a commonly known softener composition, starch agent, styling agent, etc., and may also include UV inhibitor treatment agents that block UV rays, dye assistants that impart fluorescent dyes, etc., stain resistant agents that make it difficult for stains to adhere, bactericidal and antibacterial agents that impart bactericidal, virucidal, antibacterial, or antiviral properties to textiles, allergen removers that suppress the adhesion or expression of allergens such as pollen and PM2.5, and soot dust, and fragrances that are primarily intended to impart fragrance to textiles. When these compositions are diluted and used, the component (A) of the present invention can be used to finish the textile product with the present effect. Therefore, when these treatment agents are diluted, the aqueous composition of the present invention may contain components other than the components (b) to (h) described above, and the components can be determined with care so as not to significantly impair the present effect.

[0102] As for the method of directly applying the aqueous composition to textile products by applying or spraying the aqueous composition itself, the aqueous composition of the present invention may be used as a bactericide or antibacterial agent for textile products or a deodorant for deodorizing malodors, which are generally known for such uses. The present invention may also be used as a fragrance, but the fragrance compound of component (A), particularly component (A1), can be designed to not emit a fragrance when dried in the fragrance method of the present invention, so that it is effective to use it in combination with a deodorant, and even when it is used in combination with other fragrances, it may be a deodorant that deodorizes malodors or a composition with fragrance ability. In addition, as aqueous compositions for which a method of treating by spraying or the like is known, allergen inhibitors that suppress the adhesion or expression of allergens such as pollen and PM2.5 and soot dust; pest repellents that suppress the adhesion or approach of mosquitoes, mites, etc.; specific odor inhibitors that suppress the adhesion of tobacco odor, body odor, or food odor such as grilled meat; stain adhesion inhibitors, etc. Therefore, when these treatment agents are used by coating or spraying, the aqueous composition of the present invention may contain components other than the above-mentioned components (b) to (h), and the components can be determined with care so as not to significantly impair the present effect.

[0103] The aqueous composition of the present invention is more preferably used as a finishing agent such as a fabric softener, or as a spray-type fragrance or spray-type deodorant. In that case, it may contain a base material and various ingredients known to be used for each purpose, so long as the effect of each purpose is not impaired. For example, spray-type fragrances or spray-type deodorants may contain components such as oils, gelling agents, pH adjusters, antioxidants, preservatives, colorants, ultraviolet absorbers, and deodorizing base materials. Examples of oils include hydrocarbons, aliphatic alcohols, and fatty acid esters of alcohols. The addition of a small amount of oils reduces the particle size of the spray particles. Examples of gelling agents include polymeric compounds such as polyacrylic acid or crosslinked products thereof. Examples of pH adjusters include organic acids such as citric acid, inorganic acids such as hydrochloric acid, and alkali agents such as sodium carbonate and sodium hydroxide. Examples of antioxidants include known aromatic compounds such as BHT. Examples of preservatives that can be used include those commercially available under the product name Proxel as antibacterial and antifungal agent components. Examples of ultraviolet absorbers include known compounds. Examples of deodorizing base materials include neutralized deodorizing base materials using buffer capacity such as 2-amino-2-hydroxymethyl-1,3-propanediol, potassium phosphate, or sodium phosphate.

[0104] When the aqueous composition of the present invention is used as a spray type fragrance or a spray type deodorant, the pH of the aqueous composition is preferably 4.0 or more and 9.5 or less at 20° C. From the viewpoint of liquid phase stability, the pH of the aqueous composition of the present invention is more preferably 4.5 or more, even more preferably 5.0 or more, and more preferably 9.0 or less, even more preferably 8.5 or less at 20° C. The pH can be adjusted by adding an acid such as hydrochloric acid or an alkali such as sodium hydroxide. The pH is measured at 20° C. according to item 8.3 of JIS K 3362;2008.

[0105] When the aqueous composition of the present invention is used as a fabric softener, it preferably contains the surfactant component (c1) described above, and may further contain a softening aid such as a polyhydric alcohol fatty acid ester such as glycerin, sorbitol, or pentaerythritol, an organic acid such as citric acid or a salt thereof, an organic acid such as hydrochloric acid or a salt thereof, the above-mentioned antioxidant, the above-mentioned preservative, a colorant, and an ultraviolet absorber.

[0106] When the aqueous composition of the present invention is used as a softener, the pH of the aqueous composition is preferably 2.0 or more and 4.0 or less at 20° C. From the viewpoint of liquid phase stability, the pH of the aqueous composition of the present invention is more preferably 2.5 or more, even more preferably 2.7 or more, and more preferably 3.8 or less, even more preferably 3.5 or less at 20° C. The pH can be adjusted by adding an acid such as hydrochloric acid or an alkali such as sodium hydroxide. The pH is measured at 20° C. according to item 8.3 of JIS K 3362;2008.

[0107] The textile products that can be subjected to the fragrance imparting method of the present invention include textile products that contain cotton fibers, such as 100% cotton textile products, and spun yarns, woven fabrics, knitted fabrics, and nonwoven fabrics obtained by mixing cotton fibers with other fibers through blending, inter-spinning, interweaving, inter-twisting, etc. Specific examples of other fibers that can be used include one or more selected from natural cellulose fibers such as ramie, flax, pulp, and bacterial cellulose fibers; natural protein fibers such as silk and wool; regenerated cellulose fibers such as viscose rayon, cuprammonium rayon, and solvent spun rayon; semi-synthetic fibers such as acetate and triacetate; and synthetic fibers such as polyester, polyamide, acrylic, polyethylene, and polypropylene. The textile products may be pre-dyed, roll-dyed or printed using reactive dyes, vat dyes or the like. When mixed with other fibers, the content of cotton fiber is preferably 20% by mass or more, more preferably 30% by mass or more, and even more preferably 50% by mass or more, from the viewpoint of odor generation upon moisture absorption. The textile products used in the present invention include fabrics such as woven fabrics, knitted fabrics, and nonwoven fabrics using the above-mentioned cotton fibers and blended fibers, and products obtained using these fabrics, such as undershirts, T-shirts, dress shirts, blouses, slacks, hats, handkerchiefs, towels, knitwear, socks, underwear, tights, and bedding.

[0108] As described above, examples of the method for contacting the aqueous composition of the present invention with a textile product include a method of spraying the aqueous composition of the present invention onto the textile product, a method of applying the aqueous composition of the present invention onto the textile product, and a method of immersing the textile product in an aqueous composition obtained by diluting the concentrated aqueous composition of the present invention with water. When the aqueous composition of the present invention is sprayed onto a textile product, it can be filled into a known container with a sprayer, and can be used in the same manner as commonly known spray-type fragrances for clothing. The treatment in step (I) can be carried out using a washing machine. For example, when used as a fragrance, it may be carried out in an environment containing a detergent during the washing step during washing, or may be added together with the detergent before the washing step, or may be added before or after the rinsing step after the washing step, as long as the effect of the present invention is not impaired. In the present invention, it is preferable to contact the textile product at the timing of adding the softener, and specifically, it is preferable to add the aqueous composition of the present invention after one or more rinsing steps after the washing step, and in that case, since the textile product already contains water, the concentrated aqueous composition of the present invention should be used taking into account the amount of water stored. Also, as described above, the concentrated aqueous composition may be the softener composition itself.

[0109] When a textile product is immersed in the aqueous composition of the present invention, after contacting the textile product with the aqueous composition of the present invention by immersion, excess water and components may be removed using a dehydrator, if necessary.

[0110] The aqueous composition of the present invention may be a textile fragrance composition, and is applied to textile products as it is or after dilution. The textile fragrance composition of the present invention preferably contains water. The textile fragrance composition of the present invention may be the aqueous composition of the present invention described in the method of the present invention. The matters described in the aqueous composition of the present invention can be applied to the textile fragrance composition of the present invention.

[0111] <Process (II)> Step (II) is a drying step in which the textile product treated in step (I) is heat-treated with a gas at 60°C or higher and lower than 100°C. As described above, when the contact method in step (I) is immersion, it is preferable to provide a dehydration step after step (I). In the case of the immersion method, the dehydration method includes a method of simply placing the textile on a net and removing only the water, a physical dehydration method including a centrifugal dehydration method using a washing machine, a dehydration method of twisting and squeezing the textile product by hand, and a dehydration method of pressing the textile product between two or more rollers. In the present invention, the dehydration step performed between step (I) and step (II) may be referred to as step (I'). When the contact method in step (I) is immersion, the water content in the textile product before step (II) is preferably 0.6 to 0.7 kg per 1 kg of dried textile product. When the contact method in step (I) is immersion, the aqueous composition may be diluted by adding water or a solvent after step (I), but it is preferable that the concentration of component (A) in the solution of the aqueous composition that contacts the textile product does not exceed the range specified by the present invention until step (II).

[0112] An important requirement in step (II) is the drying temperature. The perfume compound (A1) of the present invention has a property of penetrating deep into textile products containing cotton fibers, and the present inventors have found that the perfume compound (A1) penetrates more easily into the interior of the textile product by heating in step (II). Heating is preferably performed by heat treating the textile product with a gas at 60°C or higher and lower than 100°C, rather than heating the textile product with an iron or the like. The gas temperature is 60°C or higher, preferably 65°C or higher, more preferably 70°C or higher, and lower than 100°C, preferably 90°C or lower, more preferably 80°C or lower. The gas that is usually brought into contact with the textile product is heated air, but it may be a non-flammable gas such as nitrogen, or may contain steam (water vapor).

[0113] The heat treatment in step (II) may completely dry the textile product or may be a part of the drying step. The time for heat treating the textile product in step (II) is preferably 90 minutes or more, more preferably 100 minutes or more, and even more preferably 120 minutes or more, and from the viewpoint of preventing the fragrance attached to the textile product from volatilizing, is preferably 240 minutes or less, more preferably 210 minutes or less, and even more preferably 180 minutes or less.

[0114] The heat drying in step (II) can be performed using a clothes washing machine with a heat drying function. For example, when step (I) is a immersion treatment, after the step (I) in which the aqueous composition of the present invention is brought into contact with the textile product, a function for automatically shifting to the heat drying step of step (II) after the dehydration step (step (I')) may be used. In addition, after the treatment including step (I) or washing, step (II) may be performed using a clothes dryer. Clothes dryers include drum-type washing machines, vertical washing machines, and free-standing clothes dryers, but the type of dryer is not important. Drying methods include heat pump and heater types, but the type is not important. Dryers that have a gas temperature of 60°C or higher and lower than 100°C during drying can be used. After step (II), the mixture may be dried indoors or outdoors. When drying outdoors, it is preferable to avoid direct sunlight. After step (II), wrinkles may be removed by ironing, but it is preferable not to wet the fabric with water or spray paste. EXAMPLES

[0115] The components used in the examples and comparative examples are shown below. <Component (A)> As the fragrance composition of component (A), 15 types of blended fragrances (a1-1) to (a1-15) were prepared, and as the fragrance composition of component (A') (a comparative component for component (A)), 3 types of blended fragrances (a2-1) to (a2-3) were prepared. Details of the fragrance compositions are shown in Tables 3A to 3D.

[0116] [Table 3A]

[0117] [Table 3B]

[0118] [Table 3C]

[0119] [Table 3D]

[0120] <(b) Component> (b-1): Ethylene glycol (b-2): Propylene glycol (b-3): Phenoxyethanol

[0121] <(c) component> [Synthesis Example c1-2: Preparation of (c1-2)] A quaternary ammonium salt compound represented by the general formula (c1) was prepared as component (c1), in which the fatty acid composition constituting the acyl group was the component (c1-2). That is, triethanolamine and a fatty acid represented by RCOOH having a composition described below were esterified at a reaction molar ratio (fatty acid / triethanolamine) of 1.65 / 1 to obtain an esterification reaction product containing the amine compound represented by the general formula (c1). The esterification reaction product contained 5% by mass of unreacted fatty acid (the composition is described below). After a quaternization reaction was carried out with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, ethanol was added. In this manner, a reaction product containing a quaternary ammonium salt compound [hereinafter referred to as component (c1-2)] was prepared.

[0122] The reaction product obtained was analyzed by HPLC for the composition ratio of each component, and quantified using tetraoctylammonium bromide as an internal standard. As a result, the reaction product obtained contained 75% by mass of component (c1-2) represented by general formula (c1), 10% by mass of ethanol, 12% by mass of unreacted amine (as methyl sulfate), 2% by mass of unreacted fatty acid, a trace amount of triethanolamine quaternary salt, and other trace amounts of components. 11c is an acyl group, and R 12c and R 13c is a hydrogen atom, and R 14c is a methyl group, and X- is methyl sulfate [hereinafter referred to as (c1-2-1)] accounts for 28% by mass of the (c1-2) component, and 11c and R 12c is an acyl group, and R 13c is a hydrogen atom, and R 14c is a methyl group, and X - is methyl sulfate [hereinafter referred to as (c1-2-2)] accounts for 56% by mass of the components, and in the general formula (c1), R 11c , R 12c and R 13c is an acyl group, and R 14c is a methyl group, and X - The compound (c1-2-3) in which the quaternary moiety is methyl sulfate accounted for 16 mass% of the (c1-2) component. The quaternary moiety rate was 80 mass%.

[0123] The composition of RCOOH used in the reaction to produce component (c1-2) is shown below. Palmitic acid: 45% by weight Stearic acid: 25% by weight Oleic acid: 27% by weight Linoleic acid: 3% by weight The above composition was determined by analyzing the fatty acids used as raw materials by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The values ​​in the recipe are converted to component (c1-2) concentrations.

[0124] [Synthesis Example c1-1: Preparation of (c1-1)] Triethanolamine and a fatty acid having a composition represented by RCOOH described below were subjected to an esterification reaction at a reaction molar ratio (fatty acid / triethanolamine) of 1.87 / 1 to obtain an esterification reaction product containing an amine compound represented by general formula (c1). The esterification reaction product contained 1% by mass of unreacted fatty acid (the composition is described below). After a quaternization reaction was carried out with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, ethanol was added. In this manner, a reaction product containing a quaternary ammonium salt compound represented by the general formula (c1) [hereinafter referred to as component (c1-1)], which is component (c1), was prepared.

[0125] The reaction product obtained was analyzed by HPLC for the composition ratio of each component, and quantified using tetraoctylammonium bromide as an internal standard. As a result, the reaction product obtained contained 66% by mass of component (c1-1), which is component (c1), 15% by mass of ethanol, 17% by mass of unreacted amine salt (as methyl sulfate), 1% by mass of unreacted fatty acid, a trace amount of triethanolamine quaternary salt, and other trace amounts of components, of which in the general formula (c1), R 11c is an acyl group, and R 12c and R 13c is a hydrogen atom, and R 14c is a methyl group, and X - is methyl sulfate [hereinafter, may be referred to as (c1-1-1)] accounts for 22 mass% of the component (c1-1), and in the general formula (c1), R 11c and R 12c is an acyl group, and R 13c is a hydrogen atom, and R 14c is a methyl group, and X - is methyl sulfate [hereinafter, may be referred to as (c1-1-2)] accounts for 58 mass% of the component (c1-1), and in the general formula (c1), R 11c , R 12c and R 13c is an acyl group, and R 14c is a methyl group, and X - The compound in which the quaternary moiety is methyl sulfate [hereinafter sometimes referred to as (c1-1-3)] accounted for 20 mass% of the (c1-1) component. The quaternary moiety rate was 80 mass%.

[0126] The composition of RCOOH used in the reaction to produce component (c1-1) is shown below. Oleic acid: 80% by weight Linoleic acid: 10% by weight Linolenic acid: 2% by weight Stearic acid: 2% by weight Palmitic acid: 6% by weight The above composition was determined by analyzing the fatty acids used as raw materials by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The values ​​in the recipe are converted to component (c1-1) concentrations.

[0127] (c3-1): A compound in which an average of 30 moles of ethylene oxide is added to lauryl alcohol, that is, in the general formula (c3-1), R 31c is a linear alkyl group having 12 carbon atoms and bonded to an oxygen atom. 31c A nonionic surfactant in which the carbon atom in is a primary carbon atom and k is 30. (c2-4): Dimethylaminopropyl stearyl amide salt

[0128] <(d) component> (d1-1):Si(O-Geranyl)4 In addition, "Geranyl" in (d1-1) represents a group in which one hydroxyl group has been removed from geraniol (primary allylic alcohol fragrance, logP2.4).

[0129] The (d1-1) was synthesized according to the following Synthesis Example d1-1.

[0130] (Synthesis Example d1-1: Synthesis of Si(O-Geranyl)4) In a 200 mL four-neck flask, 27.08 g (0.13 mol) of tetraethoxysilane, 72.30 g (0.47 mol) of geraniol, and 0.485 mL of a 2.8 mass % sodium methoxide methanol solution were placed and stirred at 110 to 120° C. for 2 hours while distilling off ethanol under a nitrogen stream. After 2 hours, the pressure in the tank was gradually reduced to 8 kPa, and the mixture was stirred at 117-120°C for another 4 hours while distilling off ethanol. After 4 hours, the mixture was cooled, the reduced pressure was released, and then filtration was carried out to obtain 76.92 g of a yellow oil containing a geraniol silicate ester fragrance precursor.

[0131] (d2-1): Ester of lauric acid and ethyl vanillin

[0132] The compound (d2-1) was synthesized according to the following Synthesis Example d2-1.

[0133] [Synthesis Example d2-1: Production of ester of lauric acid and ethyl vanillin] Under a nitrogen atmosphere, 8.95g (0.041mol) of lauric acid chloride and 40mL of dichloromethane were placed in a 300mL four-neck flask and cooled to 0℃. Meanwhile, 6.80g (0.041mol) of ethyl vanillin, 4.35g (0.043mol) of triethylamine, and 40mL of dichloromethane were placed in a 100mL dropping funnel. Dropping was performed from the dropping funnel to the flask over 40 minutes so that the reaction temperature was kept at -5℃ to 0℃. After the dropwise addition was completed, stirring was performed at room temperature (25℃) for 2 hours. 10mL of saturated ammonium chloride aqueous solution was added to the flask to stop the reaction. 150mL of diethyl ether was added, the generated white solid was removed by filtration, and the filtrate was transferred to a separatory funnel. 100mL of ion-exchanged water was added to the separatory funnel, and the aqueous layer was extracted three times with 50mL of diethyl ether. The extracted solution was collected, washed with saturated saline, and the solution was dried with sodium sulfate. After removing the solvent under reduced pressure, 14.20 g (99% yield) of a pale yellow solid ester of lauric acid and ethyl vanillin was obtained. The final product was confirmed by NMR and IR to be the target compound.

[0134] (d3-1): Fragrance-containing microcapsule slurry obtained in the following Production Example d3-1

[0135] [Production Example d3-1: Production of (d3-1)] 1.7 g of diisobutylene-maleic anhydride copolymer (Demol EP, solid content 25%, Kao Corporation) was neutralized with hydrochloric acid, and then further diluted with ion-exchanged water to obtain an aqueous solution with a solid content of 3% and a pH of 4.3. Next, 36 g of fragrance for (d3-1) of the composition in Table 4, which contains geraniol, terpineol and tetrahydrolinalool as alcohol-based fragrance compounds at 90 parts by mass per 1000 parts by mass of fragrance, was added to 100 g of the diisobutylene-maleic anhydride copolymer aqueous solution, emulsified using a homomixer, and heated to 50°C. Next, an aqueous solution in which 12 g of partially methylolated melamine resin (trade name Cymel385, solid content 80%, Cytec Industries Inc.) and 35 g of ion-exchanged water were mixed was dropped. This was kept at 50°C for 2 hours, further kept at 70°C for 1 hour, and further kept at 80°C for 3 hours to complete the encapsulation. Thereafter, the mixture was allowed to cool to obtain a microcapsule slurry having an average particle size of 7 μm and an effective content of 30% by mass.

[0136] [Table 4]

[0137] <(e) component> (e-1): Calcium chloride

[0138] <Component (f)> (f-1): Aqueous emulsion of dimethylpolysiloxane produced in Synthesis Example f-1 below.

[0139] [Production of Synthesis Example f-1] 5 g of polyoxyethylene lauryl ether having an average addition mole number of 5 moles was dissolved in dimethylpolysiloxane (viscosity at 25°C: 500,000 mm 2300 g of ( / s) was added while applying a high shear force, and stirring was continued for an additional 10 minutes under a high shear force. Thereafter, 30 g of ion-exchanged water was added, followed by 2 g of sodium polyoxyethylene lauryl ether sulfate with an average added molar number of 2 moles and 15 g of polyoxyethylene myristyl ether with an average added molar number of 40 moles. Stirring was continued for 30 minutes under a high shear force, and then 248 g of water was added and stirred to obtain an aqueous emulsion of dimethylpolysiloxane [(f-1)]. The volume average particle diameter of the emulsion particles in (f-1) was 500 nm. Also, the content of dimethylpolysiloxane in (f-1) was 50% by mass. The volume average particle diameter was measured at 20 °C using an electrophoretic light scattering photometer (manufactured by Otsuka Electronics Co., Ltd., model ELS-8000) with the aqueous emulsion dispersed in ethanol.

[0140] <Component (g)> Component (g-1): Trisodium methylglycinediacetate

[0141] <Component (h)> Component (h-1): Proxel BDN (manufactured by Arch Chemical Japan)

[0142] <pH Adjusting Agent> To adjust the pH of the concentrated aqueous composition, sodium hydroxide, citric acid, and hydrochloric acid were used as appropriate as needed.

[0143] <Examples 1, 2 and Comparative Example 1> 〔Preparation of Concentrated Aqueous Composition〕 A concentrated aqueous composition was prepared by mixing each component so as to obtain the formulation compositions shown in Tables 5 and 6. Specifically, it was as follows. Note that the mass% of the composition in the table is the mass% of the active ingredient. In a 300 mL beaker, ion-exchanged water in an amount equivalent to 85% by mass of the amount required for a finished concentrated aqueous composition of 200 g, component (b), component (f), component (g), component (h), and a pH adjuster as necessary were placed, and a mixed solution was prepared by adjusting the temperature of the ion-exchanged water to 60±2° C. using a water bath. The stirring blades used were three blades, with the long side at 90 degrees relative to the central axis of rotation of a stirring rod with a diameter of 5 mm, with the long side / short side of the blades being 3 cm / 1.5 cm and the blades at an angle of 45 degrees relative to the rotation surface. The mixture, whose temperature had been adjusted to 60±2° C., was stirred (300 rpm) with the stirring blade. Component (c), which had been dissolved by heating at 65° C., was added to the mixture over a period of 3 minutes, and after the addition was completed, the mixture was stirred for 15 minutes. Next, the mixture was cooled to 30±2° C. using a 5° C. water bath. Component (A) or (A′), component (e), and component (d) were added in this order and stirred for 5 minutes. Further, ion-exchanged water was added to the mixture to a final mass of 200 g, and the mixture was stirred for 5 minutes to obtain a concentrated aqueous composition. The visible light transmittance of the concentrated aqueous composition obtained was measured. Specifically, a glass cell with an optical path length of 10 mm was used as the measurement cell, ion-exchanged water was placed in the control cell, and the measurement was performed using an ultraviolet-visible spectrophotometer (UV-2500PC manufactured by Shimadzu Corporation). The visible light transmittance (wavelength 660 nm) of the concentrated aqueous compositions obtained in the examples and comparative examples was all less than 10%, and they were emulsion-type concentrated aqueous compositions.

[0144] <Fragrance evaluation> Fragrance processing method In advance, 10 towels (100% cotton), 6 camisoles (60% cotton, 40% PE), and 6 camisoles (61% PE, 36% rayon, 3% polyurethane) were washed five times in a Hitachi Ltd. fully automatic washing machine NW-6CY using a commercially available weak alkaline detergent (Attack [powder, manufactured in 2020]), and then dried indoors to remove excess chemicals. The washing conditions for each wash were: detergent concentration 0.0667% by mass, tap water 47 L, water temperature 20°C, washing for 10 minutes, soaking and rinsing twice, and spin-drying for 6 minutes.

[0145] Ten towels (100% cotton), six camisoles (60% cotton, 40% PE), and six camisoles (61% PE, 36% rayon, 3% polyurethane) washed in the above-mentioned manner were placed in a Panasonic Corporation drum washing machine NA-VX9300L, and 29.5 g (25 g / 1.5 kg of underwear) of the concentrated aqueous composition was added, and a softening treatment was performed using the automatic cycle. The aqueous composition obtained by diluting the concentrated aqueous composition with water at the time of the softening treatment had a concentration of component (A) of 20 ppm. After the softening treatment, half of the laundry was taken out for each material, hung on a hanger under conditions of 20°C and 40% RH to dry naturally, and the remaining laundry was dried using the automatic cycle of the same washing machine. The air temperature during drying was 65°C or higher and 70°C or lower, and the drying time was 2 hours. After drying in a dryer, the laundry was hung on a hanger under conditions of 20°C and 40% RH to dry naturally, and was taken in at the same time as the laundry that had been taken out and dried the other half. Additionally, clothes that were not dried using the automatic drying cycle were removed from the washing machine and hung on hangers to air dry for 18 hours at 20°C and 40% RH.

[0146] Evaluation of the effectiveness of fragrance The fragrance was evaluated by five panelists who are experts in fragrance evaluation. The cotton towels that had been dried in a dryer using the fragrance processing method described above, and the cotton towels that had been naturally dried at 20°C and 40% RH were each moistened to 10-20% OWF by spraying with a sprayer container filled with tap water. After wetting, the towels were left to stand for 5 minutes. The fragrance intensity of the cotton towels that had been dried in a dryer and the cotton towels that had been naturally dried at 20°C and 40% RH was then evaluated on the following scale, and the average of the five panelists' evaluations was used as the evaluation result. <Evaluation criteria for fragrance strength> 3: Feel the scent 2: Weakly detectable scent 1: A faint scent is detectable

[0147] [Table 5]

[0148] [Table 6]

[0149] As shown in the results of Tables 4 and 5, it can be seen that the scent intensity of the cotton towel softened with the aqueous composition containing component (A), which is an example of the present application, becomes even stronger when a process of drying in a dryer is added. On the other hand, the scent intensity of the cotton towel softened with the aqueous composition containing component (A'), which is a comparative example of the present application, is weaker than that of the example of the present application, and when a process of drying in a dryer is added, no increase in scent intensity is observed, remaining at the same level or less.

Claims

1. A method for perfumery of a textile product containing cotton fibers, comprising the following steps (I) and (II): Step (I): A step of contacting an aqueous composition containing the following component (A) with a textile product containing cotton fibers. Step (II): A drying step in which the textile product treated in step (I) is heat-treated with a gas having a temperature of 60°C or higher and lower than 100°C. Component (A): A fragrance composition comprising at least eight fragrance compounds selected from the fragrance compounds (A1) below, wherein the fragrance compounds (A1) comprise one or more of the fragrance compounds (a1) below, and the content of the fragrance compound (A1) in the fragrance composition is 10% by mass or more and 65% by mass or less. (A1) γ-Undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrhaldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, hexyl cinnamic aldehyde, amyl cinnamic aldehyde, allyl cyclohexyl propionate, dimethyl benzyl carbinyl butyrate, tricyclodecenyl propionate, amyl salicylate, γ-methyl ionone, α- Damascone, β-damascone, Neorolin Yarayara, Phenylhexanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, Dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, γ-nonalactone, Methyl β-naphthyl ketone, Eugenol, Lyral, Dimethylbenzylcarbinyl acetate, Iso-damascone, 2-cyclohexylidene-2-phenylacetonitrile, γ-decalactone, α-methyl-3,4-methylenedioxyhydrocinnamic aldehyde, 7-methyl-3,5-dihydro-2H-benzodioxepinone, Tricyclodecenyl acetate, Tricyclodecenyl propionate, Allyl 2-pentyloxyglycolate (a1) γ-Undecalactone, damascenone, δ-damascone, β-ionone, myrrhaldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, allylcyclohexyl propionate, tricyclodecenyl propionate, γ-methyl ionone Non, α-damascone, β-damascone, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, dodecahydro-3a,6,6,9a-tetramethylnaphtho〔2,1-b〕furan, γ-nonalactone, lyral, iso-damascone, γ-decalactone, tricyclodecynyl acetate, tricyclodecynyl propionate, 2-pentyloxyglycolic acid allyl, 2-pentyloxyglycolic acid allyl

2. 2. The method for perfumery of claim 1, wherein component (A) further comprises a fragrance compound (A2) having a log Kow of 3.00 or more and 5.00 or less, and a vapor pressure at 25°C of more than 3.69 Pa and 1000 Pa or less.

3. 3. The method for perfumery of cotton-containing textile products according to claim 2, wherein the total proportion of the fragrance compound (A1) and the fragrance compound (A2) in the fragrance composition of component (A) is 20% by mass or more and 85% by mass or less.

4. 4. The method for perfumery of a textile product containing cotton fiber according to claim 1, wherein the step (II) is a drying step using a clothes dryer.

5. 5. The method for perfumery of a textile product containing cotton fibers according to claim 1, wherein step (I) is a step of immersing the textile product in the aqueous composition.

6. 5. The method for perfumery of a textile product containing cotton fibers according to claim 1, wherein step (I) is a step of applying or spraying the aqueous composition onto the textile product.

Citation Information

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