Textile product treatment agent composition

JP7866446B2Active Publication Date: 2026-05-27KAO CORP
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
KAO CORP
Filing Date
2022-08-01
Publication Date
2026-05-27

AI Technical Summary

Technical Problem

Existing textile treatment agents struggle with fragrance retention on fabrics, as fragrances quickly diffuse into the air or evaporate, especially during moisture exposure such as perspiration, and there are limitations in fragrance types that can be used with existing fragrance precursors.

Method used

A textile product treatment agent composition comprising microcapsules with a silica shell containing a fragrance compound core, combined with a fragrance precursor, where the microcapsules adhere to fibers and disintegrate upon drying, enhancing fragrance retention and release upon rewetting.

Benefits of technology

The composition provides improved fragrance retention on fabrics, especially during moisture exposure, and allows for a wider range of fragrance types to be used, ensuring a noticeable scent when the fabrics are worn or wetted.

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Abstract

To enhance the realistic perception of the fragrance of a fiber product treatment agent composition.SOLUTION: A fiber product treatment agent composition comprises (a) a microcapsule composed of a second shell that comprises silica, a core that contains a fragrance compound inside the second shell and a first shell that encases the core and comprises silica, (b) a fragrance precursor composed of an ester of a fragrance with a phenol structure or a hydroxy-4-pyrone structure and a C8-18 aliphatic monocarboxylic acid or a C3-20 aliphatic dicarboxylic acid, and (c) at least one selected from a tertiary amine compound represented by [R1c-C(=O)-O-(CpH2pO)r-CqH2q]mN(R2c)3-m, its salts, quaternized products.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] This invention relates to a textile product treatment agent composition. [Background technology]

[0002] Consumer interest in fragrances during washing, drying, and wearing clothes is increasing, and the market for liquid fabric softeners and fragrance enhancers that emphasize fragrance has grown significantly. However, because textile treatment compositions used in general households are applied to textile products via water, the fragrance may not adhere sufficiently to the fibers, or it may evaporate from the fabric during drying or over time after drying, resulting in a weakened scent. To address these problems, for example, Patent Document 1 discloses a fabric softening composition containing a specific long-lasting fragrance composition that improves the lifespan of fragrances on fabrics.

[0003] Patent Document 2 describes a dibasic acid monoester intended to prolong the fragrance for a long period of time. A ter and / or dibasic acid diester and ethylene glycol or propylene glycol A sustained-release fragrance composition that can be used in clothing made with mixtures of the above is disclosed. Furthermore, Patent Document 3 discloses that the fragrance can be sustained for a long time by using an aqueous liquid containing emulsion particles obtained by emulsifying and dispersing a mixture of oils and fats with a melting point of 30°C or higher at atmospheric pressure and a fragrance composition in water.

[0004] On the other hand, as a conventional technology to improve the lingering scent during wear, attempts have been made to incorporate fragrances by microencapsulating them. Patent document 4 describes an encapsulated fragrance containing a fragrance composition with a flash point in the range of 50 to 130°C as the core material. Patent document 5 describes that the lingering scent can be improved by using microcapsules containing fragrances manufactured by the core-shell method. Patent document 6 describes that by using microcapsules containing fragrances in combination with a polymer containing a specific amine, fragrances can be uniformly attached to multiple different surfaces at high concentrations.

[0005] Furthermore, Patent Document 7 discloses a liquid fabric softener composition that, in addition to normal fragrance persistence, aims to achieve excellent odor release when the wearer perspires, comprising: (A) component containing one or more selected from specific tertiary amine compounds and their salts and quaternary compounds; (B) component consisting of microcapsules containing a fragrance encapsulating 90% by mass or more of a fragrance compound having a logP value of 2.0 to 6.0; (C) component consisting of a fragrance precursor which is an ester of a specific fragrance and a specific fatty acid ester or fatty acid diester; and water, with a pH of 2.5 to 4.0 at 30°C. Furthermore, Patent Document 8 discloses a textile product treatment agent composition containing a silicic acid ester compound and a specific fragrance, which improves the lifespan of the fragrance on the fabric. Patent Document 9 discloses a fragrance composition for fabric softener containing a silicic acid ester compound and a specific highly persistent fragrance. The silicic acid ester compound has the property of releasing fragrance when its ester bond is hydrolyzed by moisture absorption. [Prior art documents] [Patent Documents]

[0006] [Patent Document 1] Special Publication No. 11-504994 [Patent Document 2] Japanese Patent Publication No. 2003-313580 [Patent Document 3] Japanese Patent Publication No. 2012-72539 [Patent Document 4] Japanese Patent Publication No. 2006-249326 [Patent Document 5] Special Publication No. 2011-517323 [Patent Document 6] Japanese Patent Publication No. 2018-172687 [Patent Document 7] Japanese Patent Publication No. 2017-008446 [Patent Document 8] Japanese Patent Publication No. 2009-256818 [Patent Document 9] Japanese Patent Publication No. 2011-063674 [Overview of the Initiative] [Problems that the invention aims to solve]

[0007] In recent years, several technologies have been proposed to provide lasting fragrance to textile products. However, the adsorption of fragrances added to textile treatment agents to textile products is difficult, and the scent remains on the surface of the textile product, causing it to quickly diffuse into the air. Depending on the base material, the scent may even disappear during drying. Microencapsulation of fragrances has been proposed as a means to improve the effectiveness of the fragrance, but there are still challenges in terms of fragrance release in situations involving moisture, such as during perspiration, where the release of fragrance from textile products is extremely important. Furthermore, the creation of fragrance precursors has been proposed as a means to improve effectiveness in situations involving moisture, but there are limitations in the types of fragrances that can be used, which limits the ability to satisfy a wider range of preferences. [Means for solving the problem]

[0008] The inventors of the present invention conducted research to improve the effectiveness of fragrance in situations involving moisture, and discovered that by combining a specific capsule that adheres to fibers in an aqueous medium and then disintegrates upon drying with a specific fatty acid ester-type fragrance precursor, not only is the residual fragrance of textile products improved, but the fragrance becomes noticeably stronger when the textile products are re-wetted, leading to the present invention.

[0009] The present invention relates to a textile product treatment agent composition containing component (a), component (b), and component (c). (a) Microcapsules having a shell containing silica and a core containing a fragrance compound inside the shell. (b) A fragrance precursor comprising an ester of a fragrance having a phenol structure or a hydroxy-4-pyrone structure with an aliphatic monocarboxylic acid having 8 to 18 carbon atoms or an aliphatic dicarboxylic acid having 3 to 20 carbon atoms. (c) A component containing one or more of the components (c1) and (c2) listed below. (Component (c1)): A tertiary amine compound represented by the following general formula (1) and its acid salt. (Component (c2)): A quaternized product of a tertiary amine compound represented by the following general formula (1). [R , -C(=O)-O-(C p H 2p O) r -C q H 2q m N(R 2c ) 3-m (C1) (In the formula, R 1c is a hydrocarbon group having 11 to 23 carbon atoms, R 2c is a hydrocarbon group having 1 to 3 carbon atoms and a group selected from the group consisting of HO-(C p H 2p O) r -C q H 2q groups, m is an integer of 1 or more and 3 or less, p and q are numbers of 2 or 3, and r is an integer of 0 or more and 5 or less. When there are a plurality of R 1c , R 2c , p, q, and r in the same molecule, they may be the same or different.

Advantages of the Invention

[0010] According to the present invention, there is provided a fiber product treatment agent composition that shows good fragrance retention when the fiber product is treated and worn after being stored for several days and when the fiber product is wetted with water due to sweating or the like.

Modes for Carrying Out the Invention

[0011] <Fiber Product Treatment Agent Composition> <Component (a)> Microcapsules having a shell containing silica and a core containing a perfume compound inside the shell.

[0012] <Shell> The shell of the silica capsule of the present invention contains silica as a constituent component. The shell of the silica capsule of the present invention is characterized in that part or substantially all of the structure constituting the shell is made of silica as a constituent component. The shell of the silica capsule of the present invention is formed by a polymerization reaction using an alkoxysilane as a precursor, and is preferably formed by a sol-gel reaction, for example. In this invention, "sol-gel reaction" refers to a reaction in which an alkoxysilane undergoes hydrolysis and polycondensation to form silica, a component of the shell, through sol and gel states. Specifically, for example, a tetraalkoxysilane is hydrolyzed, and the silanol compound generates a siloxane oligomer through dehydration condensation and dealcoholization condensation reactions, and silica is formed by further dehydration condensation reactions.

[0013] Furthermore, the shell of the silica capsule of the present invention may contain inorganic polymers other than silica as constituent components, to the extent that they do not impair the effects of the present invention. In the present invention, an inorganic polymer refers to a polymer containing inorganic elements. Examples of such inorganic polymers include polymers consisting only of inorganic elements, and polymers in which the main chain consists only of inorganic elements and has organic groups as side chains or substituents. The inorganic polymer is preferably a metal oxide containing a metal element or a metalloid element, and more preferably a polymer formed by a reaction similar to the silica sol-gel reaction described above, using a metal alkoxide [M(OR)x] as a precursor. Here, M is a metal or metalloid element, and R is a hydrocarbon group. Examples of metals or metalloid elements that make up metal alkoxides include titanium, zirconium, aluminum, and zinc.

[0014] The alkoxysilane is preferably a tetraalkoxysilane from the viewpoint of increasing the fragrance encapsulation rate and exhibiting good delivery performance. The tetraalkoxysilane is preferably one having an alkoxy group with 1 to 4 carbon atoms, from the viewpoint of promoting the sol-gel reaction, more preferably one or more selected from tetramethoxysilane, tetraethoxysilane, and tetraisopropoxysilane, even more preferably one or more selected from tetramethoxysilane and tetraethoxysilane, and even more preferably tetraethoxysilane.

[0015] (Manufacturing of silica capsules) The shell of the silica capsule of the present invention preferably contains silica formed by a two-step sol-gel reaction as a constituent component, from the viewpoint of increasing the encapsulation rate of the fragrance compound, improving long-term retention, and exhibiting good delivery performance of the fragrance compound. That is, the silica capsule of the present invention is preferably manufactured by a method comprising the following steps 1 and 2. Step 1: An emulsion obtained by emulsifying an aqueous phase component containing a cationic surfactant with an oil phase component containing a fragrance compound and a tetraalkoxysilane is subjected to a sol-gel reaction under acidic conditions to form a silica capsule (1) having a core and a first shell composed of silica, and an aqueous dispersion containing the silica capsule (1). Step 2: A step in which a tetraalkoxysilane is added to an aqueous dispersion containing the silica capsule (1) obtained in Step 1 to carry out a sol-gel reaction and form a silica capsule having a second shell that encloses the first shell.

[0016] [Process 1] Step 1 is a step in which an emulsion obtained by emulsifying an aqueous phase component containing a cationic surfactant with an oil phase component containing a fragrance compound and a tetraalkoxysilane is subjected to a sol-gel reaction under acidic conditions to form a silica capsule (1) having a core and a first shell composed of silica, and an aqueous dispersion containing the silica capsule (1) is obtained.

[0017] Examples of cationic surfactants in step 1 include alkylamine salts and alkyl quaternary ammonium salts. The alkylamine salt is preferably a salt of a secondary or tertiary amine, and more preferably a salt of a tertiary amine. The alkylamine salt and alkyl quaternary ammonium salt have at least one long-chain alkyl group, and preferably a compound having at least one group selected from a long-chain alkyl group, a short-chain alkyl group, and a benzyl group. The number of carbon atoms in the long-chain alkyl group is preferably 10 or more, more preferably 12 or more, even more preferably 14 or more, and preferably 22 or less, more preferably 20 or less, and even more preferably 18 or less. The number of carbon atoms in the short-chain alkyl group is preferably 1 or more, preferably 4 or less, more preferably 1 or 2, and even more preferably 1, i.e., a methyl group. Examples of alkylamine salts include long-chain monoalkylmonomethyl secondary amine salts and long-chain monoalkyldimethyl tertiary amine salts, in which the long-chain alkyl group is within the aforementioned range of carbon atoms. Examples of quaternary ammonium salts include long-chain alkyltri-short-chain alkyl quaternary ammonium salts, di-long-chain alkyldi-short-chain alkyl quaternary ammonium salts, and long-chain alkylbenzyl-di-short-chain alkyl quaternary ammonium salts, in which the long-chain alkyl and short-chain alkyl groups each have the aforementioned number of carbon atoms.

[0018] Examples of alkylamine salts include alkylamine acetates such as lauryldimethylamine acetate and stearyldimethylamine acetate. Examples of alkyltrimethylammonium salts include alkyltrimethylammonium chlorides such as lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, and stearyltrimethylammonium chloride; and alkyltrimethylammonium bromides such as lauryltrimethylammonium bromide, cetyltrimethylammonium bromide, and stearyltrimethylammonium bromide. Examples of dialkyldimethylammonium salts include dialkyldimethylammonium chlorides such as distearyldimethylammonium chloride, and dialkyldimethylammonium bromides such as distearyldimethylammonium bromide. Examples of alkylbenzyldimethylammonium salts include alkylbenzyldimethylammonium chloride and alkylbenzyldimethylammonium bromide. The cationic surfactant is preferably a quaternary ammonium salt, more preferably an alkyltrimethylammonium salt having an alkyl group with 10 to 22 carbon atoms, even more preferably an alkyltrimethylammonium chloride having an alkyl group with 10 to 22 carbon atoms, even more preferably one or more selected from lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, and cetyltrimethylammonium chloride, and even more preferably cetyltrimethylammonium chloride.

[0019] In step 1, other emulsifiers may be included in addition to the cationic surfactant, to the extent that they do not impede the effects of the present invention. Examples of other emulsifiers include polymer dispersants, nonionic surfactants, anionic surfactants, and amphoteric surfactants.

[0020] In step 1, the content of cationic surfactant in the aqueous phase component is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and even more preferably 0.4% by mass or more, from the viewpoint of the dispersion stability of the emulsion droplets, and from the viewpoint of suppressing the formation of emulsifier micelles by excess emulsifier that does not contribute to the dispersion stability of the emulsion and improving encapsulation efficiency, it is preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 2% by mass or less.

[0021] From the viewpoint of manufacturing efficiency, the amount of oil phase components relative to the total amount of emulsified liquid obtained in step 1 is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 15% or more. From the viewpoint of obtaining a stable emulsified liquid, it is preferably 50% by mass or less, more preferably 45% by mass or less, and even more preferably 40% by mass or less.

[0022] The amount of tetraalkoxysilane added in step 1 is preferably 10% by mass or more, more preferably 12% by mass or more, and even more preferably 14% by mass or more, relative to the total amount of the fragrance compound in step 1, from the viewpoint of promoting the sol-gel reaction and forming a sufficiently dense shell, and preferably 60% by mass or less, more preferably 50% by mass or less, even more preferably 40% by mass or less, and even more preferably 35% by mass or less, from the viewpoint of suppressing the retention of excess tetraalkoxysilane in the fragrance compound.

[0023] Step 1 preferably includes the following steps 1-1 to 1-4. Step 1-1: Step to prepare an aqueous phase component containing a cationic surfactant. Step 1-2: A step to prepare the oil phase components by mixing the fragrance and tetraalkoxysilane. Step 1-3: A step to obtain an emulsion by mixing and emulsifying the aqueous phase component obtained in Step 1-1 and the oil phase component obtained in Step 1-2. Steps 1-4: A step in which the emulsion obtained in Steps 1-3 is subjected to a first-stage sol-gel reaction to form a silica capsule having a core and a first shell composed of silica.

[0024] The stirring means used to prepare the emulsified liquid is not particularly limited, but homogenizers with strong shear force, high-pressure dispersers, ultrasonic dispersers, etc. can be used. In addition, homomixers, "Disper" (product name, manufactured by Primix Co., Ltd.), "Creamix" (product name, manufactured by M-Technique Co., Ltd.), "Cavitron" (product name, manufactured by Taiheiyo Kiko Co., Ltd.), etc. can also be used.

[0025] Median diameter D of the emulsion droplet in the emulsion solution of step 1 50From the viewpoint of reducing the specific surface area relative to the environment outside the silica capsule and improving long-term retention, it is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more. From the viewpoint of the physical strength of the silica capsule, it is preferably 50 μm or less, more preferably 30 μm or less, even more preferably 10 μm or less, even more preferably 5 μm or less, and even more preferably 3 μm or less. Median diameter D of emulsion droplet 50 This can be measured by the method described in the examples.

[0026] The initial pH of the sol-gel reaction in step 1 is preferably 3.0 or higher, more preferably 3.3 or higher, and even more preferably 3.5 or higher, from the viewpoint of maintaining a balance between the hydrolysis and condensation reactions of the tetraalkoxysilane, and from the viewpoint of suppressing the formation of a highly hydrophilic sol and promoting the progress of encapsulation. Furthermore, from the viewpoint of suppressing the simultaneous occurrence of silica shell formation and emulsion droplet aggregation and obtaining silica capsules with a dense shell, the initial pH is preferably 4.5 or lower, more preferably 4.3 or lower, and even more preferably 4.1 or lower.

[0027] Depending on the acidity or alkalinity of the oil phase components containing the fragrance composition, any acidic or alkaline pH adjuster may be used to adjust to the desired initial pH. The pH of the emulsified solution may fall below the desired value. In such cases, it is preferable to adjust the pH using an alkaline pH adjusting agent, as described later. In other words, steps 1-4 may preferably be the following steps 1-4'. Step 1-4': The pH of the emulsion obtained in Step 1-3 is adjusted using a pH adjusting agent, and the first sol-gel reaction is carried out to form a silica capsule (1) having a core and a first shell, and an aqueous dispersion containing the silica capsule (1) is obtained.

[0028] Examples of acidic pH adjusters include solutions obtained by adding inorganic acids such as hydrochloric acid, nitric acid, and sulfuric acid, organic acids such as acetic acid and citric acid, and cation exchange resins to water or ethanol, with hydrochloric acid, sulfuric acid, nitric acid, and citric acid being preferred. Examples of alkaline pH adjusters include sodium hydroxide, sodium bicarbonate, potassium hydroxide, ammonium hydroxide, diethanolamine, triethanolamine, and trishydroxymethylaminomethane, with sodium hydroxide and ammonium hydroxide being preferred.

[0029] The reaction temperature for the sol-gel reaction in step 1 can be any value as long as it is above the melting point and below the boiling point of the water contained in the aqueous phase. However, from the viewpoint of controlling the balance between the hydrolysis reaction and the condensation reaction in the sol-gel reaction and forming a dense shell, it is preferable to keep the temperature within a certain range. This range is preferably 5°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and preferably 60°C or lower, more preferably 50°C or lower, and even more preferably 40°C or lower.

[0030] [Process 2] Step 2 is a step in which a tetraalkoxysilane is further added to the aqueous dispersion containing the silica capsule (1) obtained in Step 1 to carry out a sol-gel reaction, thereby forming a silica capsule having a second shell that encloses the first shell.

[0031] The amount of tetraalkoxysilane added in step 2 is preferably 7% by mass or more, more preferably 10% by mass or more, and even more preferably 15% by mass or more, relative to the fragrance compound in step 1, from the viewpoint of forming a second shell that encloses the first shell, and preferably 200% by mass or less, more preferably 170% by mass or less, and even more preferably 150% by mass or less, from the viewpoint of suppressing the formation of silica sol dispersed in the aqueous phase and improving the dispersion stability of the silica capsule.

[0032] In step 2, the tetraalkoxysilane to be added to the aqueous dispersion containing the silica capsule (1) obtained in step 1 may be added all at once, added intermittently in divided portions, or added continuously. However, from the viewpoint of forming a highly dense second shell, it is preferable to add it continuously by drop. When tetraalkoxysilane is added dropwise continuously, the dropwise addition time can be set appropriately according to the scale of production, but from the viewpoint of suppressing the separation of the added tetraalkoxysilane and the aqueous dispersion, it is preferably 5 minutes or more, more preferably 10 minutes or more, even more preferably 30 minutes or more, and preferably 1200 minutes or less, more preferably 1000 minutes or less, and even more preferably 500 minutes or less.

[0033] In the present invention, the total amount of tetraalkoxysilane added, that is, the total amount of tetraalkoxysilane used in steps 1 and 2, is preferably 30% by mass or more, more preferably 35% by mass or more, even more preferably 40% by mass or more, and preferably 250% by mass or less, more preferably 200% by mass or less, and even more preferably 150% by mass or less, relative to the fragrance compound in step 1. By keeping the total amount of tetraalkoxysilane added within the above range, the encapsulated fragrance compound can be retained for a long period of time.

[0034] In the present invention, the total amount of the fragrance compound and tetraalkoxysilane in step 1 relative to the total amount of the aqueous dispersion before the addition of tetraalkoxysilane in step 2 is preferably 20% by mass or less, more preferably 18% by mass or less, even more preferably 15% by mass or less, and even more preferably 10% by mass or less, from the viewpoint of improving the long-term retention of the fragrance compound, and from the viewpoint of production efficiency, it is preferably 2% by mass or more, more preferably 3% by mass or more, and even more preferably 5% by mass or more. The adjustment of the total amount of the fragrance compound and tetraalkoxysilane in Step 1 relative to the total amount of the aqueous dispersion before the addition of tetraalkoxysilane in Step 2 may be performed by carrying out Step 1 so that the amounts of the fragrance compound and tetraalkoxysilane in Step 1 and the total amount of the aqueous dispersion obtained in Step 1 are within the above range, or by further adding water to the aqueous dispersion obtained in Step 1 to dilute it.

[0035] From the viewpoint of production efficiency, in step 2, the aqueous dispersion obtained in step 1 may be diluted with water before adding the tetraalkoxysilane. The total amount of the fragrance compound and tetraalkoxysilane from step 1 relative to the total amount of the aqueous dispersion obtained in step 1 before dilution is preferably 3% by mass or more, more preferably 5% by mass or more, even more preferably 10% by mass or more, and even more preferably 15% by mass or more, and preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less. The dilution ratio is preferably 2 times or more, more preferably 2.5 times or more, and preferably 20 times or less, more preferably 10 times or less, and more preferably 7 times or less.

[0036] The reaction temperature for the sol-gel reaction in step 2 can be arbitrarily selected as long as it is above the melting point and below the boiling point of the water contained as the dispersion medium. However, from the viewpoint of controlling the balance between the hydrolysis reaction and the condensation reaction in the sol-gel reaction and forming a dense shell, it is preferably 5°C or higher, more preferably 10°C or higher, even more preferably 15°C or higher, and preferably 60°C or lower, more preferably 50°C or lower, and even more preferably 40°C. The sol-gel reaction in step 1 and the sol-gel reaction in step 2 may be carried out at different reaction temperatures.

[0037] In step 2 of the present invention, an organic polymer compound may be further added to the aqueous dispersion obtained in step 1 for the purpose of stabilizing the aqueous dispersion and suppressing aggregation. Here, an organic polymer compound means a compound with a weight-average molecular weight of 5,000 or more. Examples of the aforementioned organic polymer compounds include nonionic polymers, cationic polymers, and anionic polymers. The nonionic polymer refers to a water-soluble polymer that does not have an electric charge in water. By using a nonionic polymer, it is possible to impart functions to the silica capsule according to its intended use. When a nonionic polymer, cationic polymer, or anionic polymer is used as the organic polymer compound, for example, when the silica capsules according to the present invention are used in a fiber treatment composition such as a softener composition, an improvement in the adsorption of the silica capsules to fibers can be expected. In this specification, "water-soluble polymer" means a polymer that, when dried at 105°C for 2 hours to reach a constant weight, is dissolved in 100g of water at 25°C, and the amount dissolved is 1 mg or more.

[0038] Examples of nonionic polymers include polymers having structural units derived from nonionic monomers, water-soluble polysaccharides (cellulose-based, gum-based, starch-based, etc.), and their derivatives. Examples of nonionic monomers include (meth)acrylates having hydrocarbon groups derived from aliphatic alcohols with 1 to 22 carbon atoms; styrene monomers such as styrene; aromatic group-containing (meth)acrylates such as benzyl (meth)acrylate; vinyl acetate; vinylpyrrolidone; vinyl alcohol; polyalkylene glycol (meth)acrylates such as polyethylene glycol mono(meth)acrylate; alkoxy polyalkylene glycol mono(meth)acrylates such as methoxy polyethylene glycol mono(meth)acrylate and octoxy polyethylene glycol mono(meth)acrylate; and (meth)acrylamide. Note that (meth)acrylate means acrylate or methacrylate. Similarly, (meth)acrylic means acrylic or methacrylic.

[0039] Cationic polymers include polymers containing quaternary ammonium bases, polymers having nitrogen-based cationic groups, and polymers that may become cationic through pH adjustment. By using cationic polymers, the tendency of silica capsules (1) obtained in step 1 to aggregate in the aqueous dispersion can be mitigated, and the generation of coarse particles and the like can be suppressed in the subsequent step 2. Examples of cationic polymers include polydiallyldimethylammonium salts and copolymers thereof, such as poly(diallyldimethylammonium chloride), poly(co-diallyldimethylammonium acrylate), poly(acrylamide-co-diallyldimethylammonium chloride), and poly(acrylamide-co-acrylate-co-diallyldimethylammonium chloride), as well as poly(2-(methacryloyloxy)ethyltrimethylammonium chloride), polyethyleneimine, polyallylamine, cationized cellulose, cationized guar gum, cationized tara gum, cationized fenugreek gum, and cationized locust bing gum. Among these, polydiallyldimethylammonium salts and copolymers thereof are preferred, with one or more selected from poly(diallyldimethylammonium chloride), poly(co-diallyldimethylammonium acrylate), and poly(acrylamide-co-acrylate-co-diallyldimethylammonium chloride) being more preferred, and poly(diallyldimethylammonium chloride) being even more preferred.

[0040] The cationic group equivalent of the cationic polymer is preferably 1 meq / g or more, more preferably 3 meq / g or more, even more preferably 4.5 meq / g or more, and preferably 10 meq / g or less, even more preferably 8 meq / g or less, from the viewpoint of dispersibility of the silica capsule (1), suppression of the generation of coarse particles, and improvement of long-term retention. The cationic polymer may contain anionic groups, in which case the anionic group equivalent contained in the cationic polymer is preferably 3.5 meq / g or less, more preferably 2 meq / g or less, even more preferably 1 meq / g or less. In this invention, the cationic group equivalent of the cationic polymer is calculated based on the monomer composition.

[0041] Examples of anionic polymers include polymers containing monomer units having carboxyl groups, polymers containing monomer units having sulfonic acid groups, and polymers that become anionic when the pH is adjusted. Examples of anionic polymers include poly(meth)(acrylic acid), poly(maleic acid), poly((meth)acrylic acid-co-maleic acid), poly((meth)acrylic acid-co-maleic anhydride), poly((meth)acrylic acid-co-isobutylene), poly((meth)acrylic acid-co-styrene), poly(isobutylene-co-maleic acid), poly(styrene-co-maleic acid), and carboxymethylcellulose. Note that (meth)acrylic acid means acrylic acid or methacrylic acid.

[0042] The amount of organic polymer compound added is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.2% by mass or more, and preferably 5% by mass or less, more preferably 3% by mass or less, and even more preferably 2% by mass or less, relative to the aqueous dispersion obtained in step 1.

[0043] The silica capsules obtained in step 2 are dispersed in water. Depending on the application, they can be used as is, but in some cases, the silica capsules may need to be separated before use. Separation methods include filtration and centrifugation.

[0044] <core> The core of the silica capsule according to the present invention contains a fragrance compound. In this invention, from the viewpoint of fragrance release when the fibers become wet with moisture such as perspiration, it is preferable that the proportion of fragrance compounds having a logP of 2.0 or more and a vapor pressure of 0.01 Pa or more and 8.00 Pa or less at 25°C is 25% by mass or more of the total amount of fragrance compounds.

[0045] In this invention, the logP value is a coefficient that indicates the affinity of an organic compound for water and 1-octanol. The 1-octanol / water partition coefficient P is the ratio of the equilibrium concentrations of the compound in each solvent when a trace amount of the compound dissolves as a solute in a solvent consisting of two liquid phases, 1-octanol and water, and reaches partition equilibrium. It is generally expressed in the form of its logarithm logP with respect to base 10. Today, the value of "calculated logP (sometimes called ClogP)", which is calculated by a calculation program that uses the fragment value of the atomic group determined by the number of atoms constituting the compound molecule and the type of chemical bond, is widely used, and in this invention as well, the value of ClogP is used when selecting compounds.

[0046] In this invention, the ClogP value is calculated using the EPI Suite (registered trademark; The EstimationsProgramsInterface for Windows version 4.11), software jointly developed by the U.S. Environmental Protection Agency and Syracuse.

[0047] In this invention, the vapor pressure at 25°C is determined by measurement or estimation from the boiling point, and is estimated from the melting point if the chemical substance is solid at room temperature. Vapor pressure can be estimated by several known methods (Antoine method, Modified Grain method, Mackay method, etc.), but in this invention, the value is calculated using MPBPWIN, which is incorporated into the EPI suite available from the U.S. Environmental Protection Agency (EPA). If the average value of the value calculated by the Antoine method and the value calculated by the Grain method is displayed as a "Selected VP" in the calculation results, that average value is used. If there is no display of a "Selected VP," the value calculated by the Modified Grain method is used.

[0048] Examples of fragrance compounds having a logP of 2.0 to 5.0 and a vapor pressure of 0.01 Pa to 8.00 Pa at 25°C include γ-undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrhaldehyde, and ethyl tricyclo[5.2.1.0-2,6] Decane-2-carboxylate (Flutate), Citronellol, Geraniol, α-Ionone, Patchouli Alcohol, 6,7-Dihydro-1,1,2,3,3-Pentamethyl-4(5H)-Indanone, Methyldihydrojasmonate, Hexyl Cinnamic Aldehyde, Amyl Cinnamic Aldehyde, Allylcyclohexyl Propionate, Dimethylbenzylcarbin Butyrate, Tricyclodecenyl Propionate, Amyl Salicylate, γ-Methyl Ionone, α-Damasco N, β-Damascone, Neroline Yalayala, 2,4,6-Trimethyl-4-phenyl-1,3-dioxane, 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-Naphthylketone, Eugenol, Lilla, Dimethylbenzylcarbinyl acetate, Iso-Damascone, 2-Cyclohexylidene-2-Fe Nylacetonitrile, γ-decalactone, α-methyl-3,4-methylenedioxyhydrocinnamicaldehyde, 7-methyl-3,5-dihydro-2H-benzodioxepinone, tricyclodecinyl acetate (tricyclodecenyl acetate), tricyclodecinyl propionate, 2-pentyloxyglycolate allyl, 1-(2-tert-butylcyclohexyloxy)-2-butanol, citronellyloxyacetaldehyde, indole, 4-methyl-3-decen-5-ol, Lamentan-8-thiol-3-one, 3-(para-tert-butylphenyl)-propanal, ethyl cinnamate, 5-methyl-3-heptanone oxime, methyl anthranilate, terpineol, β-caryophyllene, citronellyl acetate, geranyl acetate, neryl acetate, pt-butylcyclohexyl acetate, tetrahydrogeraniol, 2-isobutyl-4-hydroxy-4-methyltetrahydropyranol (florosa), α-dynascone, cisjasmon, bicyclo[3.2.1) Octane-8-one-1,5-dimethyloxime, 2,4-dimethyl-4,4α,5,9β-tetrahydroindeno[1,2-d]-m-dioxin, 3-(para-ethylphenyl)-2,2-dimethylpropanal, ethyl-2-tert-butylcyclohexyl carbonate, hexyl benzoate, 4-acetoxy-3-amyltetrahydropyran, dodecylaldehyde, dihydro-β-ionone, methylcyclooctyl carbonate, methylphenyl Examples include ethyl glycidate, isoeugenol, methylisoeugenol, diphenyl oxide, 2,2,5-trimethyl-5-pentylcyclopentanone, thymol, nerolin bromeliad, 5,6-dimethyl-8-isopropenyl, bicyclo"4,4,0"-1-decen-3-one, 3-(4-isopropylphenyl)-propanal, 4-isopropylcyclohexanemethanol, methyl methylanthanthranilate, dodecanenitrile, and 3-dodecenal.

[0049] Furthermore, as the fragrance compound for component (a), a fragrance compound with a logP value lower than 2.0 can also be used. Examples of fragrance compounds with a logP value lower than 2.0 include coumarin (1.5), phenylethyl alcohol (1.6), cis-3-hexenol (1.6), raspberry ketone (1.5), and heliotropin (1.8). The numbers in parentheses are the logP values.

[0050] Furthermore, as the fragrance compound for component (a), a fragrance compound with a logP value higher than 5.0 can also be used. Examples of fragrance compounds with a logP value higher than 5.0 include 2-[2-(4-methyl-3-cyclohexen-1-yl)propyl]cyclopentanone (5.1), 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene (5.2), acetylcedrene (5.2), nerolidol (5.7), benzyl alcohol (7.1), and caryophyllene (6.3). The numbers in parentheses are the logP values.

[0051] Furthermore, as the fragrance compound for component (a), a fragrance compound with a vapor pressure lower than 0.01 Pa can also be used. Examples of fragrance compounds with a vapor pressure lower than 0.01 Pa include 1,4-dioxacycloheptadecane-5,17-dione (0.0000585) and ethylene blushylate (0.0000585). The numbers in parentheses represent the vapor pressure (in Pa).

[0052] Furthermore, as the fragrance compound for component (a), a fragrance compound with a vapor pressure higher than 8.00 Pa can also be used. Examples of fragrance compounds with a vapor pressure higher than 8.00 Pa include ethyl 2-methylbutyrate (1070), ethyl-2-methylpentanoate (384), limonene (193), allyl 2-pentyloxyglycolate (19.7), 2,4-dimethyl-3-cyclohexenylcarboxaldehyde (46.9), linalool (11.1), linalyl acetate (17.5), tetrahydrolinalool (9.51), 1,8-cineole (208), isobornyl acetate (14.3), ocimene (358), cis-3-hexenol (125), tripral (46.9), and styraryl acetate (14.9). The numbers in parentheses represent vapor pressure (in Pa).

[0053] Furthermore, the microcapsules of component (a) may contain one or more diluents, solvents, and solidifying agents in addition to the fragrance compound. Examples of diluents or solvents include ethylene glycol, propylene glycol, dipropylene glycol, and glycerin, as well as fatty acid alcohols, lower alcohol esters of fatty acids, and glycerin esters of fatty acids.

[0054] [Silica Capsules] The silica capsules of the present invention, for example, the silica capsules manufactured as described above, break down at the end of the process when water evaporates from a textile product after it has adhered to the textile product in an aqueous medium, allowing the contents to penetrate the textile product.

[0055] The silica capsule of the present invention is preferably a silica capsule having a core containing the fragrance compound, a first shell enclosing the core, and a second shell enclosing the first shell. The first shell of the silica capsule of the present invention encloses the core, contains silica as a constituent component, and preferably has an average thickness of 5 nm to 20 nm, and the second shell encloses the first shell, contains silica as a constituent component, and preferably has an average thickness of 10 nm to 100 nm. The average thickness of the first and second shells of a silica capsule can be measured by transmission electron microscopy (TEM). Specifically, the thickness of the first and second shells is measured on a photograph under transmission electron microscopy. This operation is performed by changing the field of view five times. From the obtained data, the distribution of the average thickness of the first and second shells is determined. The recommended magnification for the transmission electron microscope is between 10,000x and 100,000x, but this is adjusted appropriately depending on the size of the silica capsule. Here, a transmission electron microscope (TEM) such as the "JEM-2100" (manufactured by JEOL Ltd.) can be used.

[0056] Median diameter D of silica capsule according to the present invention 50 From the viewpoint of improving long-term retention and the dispersion stability of the silica capsule, the particle size is preferably 0.1 μm or more, more preferably 0.5 μm or more, and even more preferably 1 μm or more. Furthermore, from the viewpoint of improving the physical strength of the silica capsule and improving long-term retention, the particle size is preferably 100 μm or less, more preferably 50 μm or less, even more preferably 30 μm or less, and even more preferably 10 μm or less. Silica capsule median diameter D 50 This can be measured by the method described in the examples.

[0057] The silica capsules according to the present invention are preferably incorporated as a silica capsule slurry when preparing a textile product treatment agent composition. From the viewpoint of improving the dispersibility of the silica capsule slurry among the components mixed when preparing the textile product treatment agent composition, a surfactant selected from cationic surfactants, nonionic surfactants, and anionic surfactants may be added to the silica capsule slurry.

[0058] Furthermore, the silica capsules of component (a) may be partially aggregated to the extent that it does not impair the fragrance.

[0059] The textile product treatment agent composition of the present invention contains component (a) as a fragrance compound contained in component (a) preferably in an amount of 0.05% by mass or more, more preferably 0.07% by mass or more, even more preferably 0.1% by mass or more, and preferably 1.0% by mass or less, more preferably 0.7% by mass or less, and even more preferably 0.5% by mass or less.

[0060] <(b) Component> In the present invention, component (b) is a fragrance precursor comprising an ester compound of a fragrance having a phenol structure or a hydroxy-4-pyrone structure (hereinafter also referred to as "component (b1)") and an aliphatic monocarboxylic acid having 8 to 18 carbon atoms (hereinafter also referred to as "component (b2-1)") or an aliphatic dicarboxylic acid having 3 to 20 carbon atoms (hereinafter also referred to as "component (b2-2)").

[0061] [(b1) component] The aforementioned component (b1) is a fragrance having a phenol structure or a hydroxy-4-pyrone structure. In this invention, "fragrance" refers to a substance that produces an odor, and specifically means "fragrance." The pKa of a fragrance having a phenol structure or a hydroxy-4-pyrone structure is preferably 13 or less, more preferably 7 to 12, and even more preferably 7.5 to 11.5, from the viewpoint of exhibiting a strong fragrance over a long period of time. In this invention, pKa is the acid dissociation constant, and is expressed as the negative common logarithm of the equilibrium constant Ka in a dissociation reaction in which hydrogen ions are released. A smaller pKa indicates a stronger acid. In this invention, the pKa was calculated using SPARC (SPARC Performs Automated Reasoning In Chemistry, ARChem, http: / / www.archemcalc.com / sparc.html), a chemical structure-properties calculation site built on the internet.

[0062] As for fragrances having a phenolic structure, from the viewpoint of sustained release of the fragrance over a long period of time, the number of carbon atoms is preferably 7 or more, more preferably 8 or more, even more preferably 9 or more, and preferably 14 or less, more preferably 10 or less, even more preferably 9 or less, with 9 being the most preferable. Specifically, vanillin (8 carbon atoms, pKa 7.8), ethyl vanillin (9 carbon atoms, pKa 7.8), iso-eugenol (10 carbon atoms, pKa 9.8), benzyl salicylate (14 carbon atoms, pKa 9.8), cis-3-hexenyl salicylate (13 carbon atoms, pKa 9.8), vanillin PGA (11 carbon atoms, pKa 9.8), cyclohexyl salicylate (13 carbon atoms, pKa 10.0), eugenol ( Examples include glycerol (10 carbon atoms, pKa 10.0), gingerone (11 carbon atoms, pKa 10.0), vanilope (11 carbon atoms, pKa 10.0), raspberry ketone (10 carbon atoms, pKa 10.1), methyl salicylate (8 carbon atoms, pKa 10.1), hexyl salicylate (13 carbon atoms, pKa 10.1), carvacrol (10 carbon atoms, pKa 10.5), and thymol (10 carbon atoms, pKa 10.9).

[0063] The fragrance having a hydroxy-4-pyrone structure preferably has 6 or more carbon atoms, more preferably 7 or more, and preferably 10 or less, more preferably 7 or less, with 7 being even more preferable. When the number of carbon atoms is within the above range, the fragrance can be released slowly over a long period of time. Specifically, examples include maltol (6 carbon atoms, pKa 11.2) and ethyl maltol (7 carbon atoms, pKa 11.3). Among the components of (b1) mentioned above, maltol, ethyl maltol, vanillin, ethyl vanillin, and raspberry ketone are preferred, with ethyl maltol and ethyl vanillin being more preferred, from the viewpoint of improving storage stability and sustained release performance. These fragrances may be used individually or in combination of two or more.

[0064] [Aliphatic monocarboxylic acids] [(b2-1) component] The aforementioned component (b2-1) is an aliphatic monocarboxylic acid having 8 to 18 carbon atoms. By using an aliphatic monocarboxylic acid with a carbon number within the aforementioned range, the ester bond portion of component (b) in the textile product treatment agent composition becomes less likely to come into contact with water, suppressing the progression of hydrolysis and improving the storage stability of the textile product treatment agent composition. As a result, changes in the liquid color of the product in the textile product treatment agent composition can be suppressed. From the viewpoint of improving storage stability in the textile product treatment agent composition, the carbon number of the aliphatic monocarboxylic acid is 8 or more, preferably 10 or more, more preferably 11 or more, and even more preferably 12 or more. From the viewpoint of the atomic efficiency of the consumed fragrance and initial fragrance development, the carbon number is 18 or less, preferably 16 or less, more preferably 14 or less, and even more preferably 12 or less, with 12 being even more preferable.

[0065] Specific examples of aliphatic monocarboxylic acids include enanthic acid, caprylic acid, berargonic acid, capric acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, dimethyloctanoic acid, octenic acid, 10-hydroxy-2-decenoic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, oleic acid, vaccenic acid, linoleic acid, and linolenic acid. In the present invention, from the viewpoint of the atomic efficiency of the consumed fragrance and the initial fragrance release, among these, lauric acid, myristic acid, palmitic acid, stearic acid, and oleic acid are preferred, and lauric acid, stearic acid, and oleic acid are more preferred.

[0066] [(b2-2) component] The aforementioned component (b2-2) is an aliphatic dicarboxylic acid having 3 to 20 carbon atoms. By using an aliphatic dicarboxylic acid with a carbon number within the aforementioned range, the ester bond portion of component (b) in the textile product treatment agent composition becomes less likely to come into contact with water, suppressing the progression of hydrolysis and improving the storage stability of the textile product treatment agent composition. As a result, changes in the liquid color of the product in the textile product treatment agent composition can be suppressed. The carbon number of the aliphatic dicarboxylic acid is 3 or more, preferably 6 or more, more preferably 8 or more, even more preferably 9 or more, and even more preferably 10 or more, from the viewpoint of improving the storage stability of the textile product treatment agent composition, and 20 or less, preferably 16 or less, more preferably 14 or less, and even more preferably 12 or less, from the viewpoint of the atomic efficiency of the consumed fragrance and initial fragrance development. Specific examples of aliphatic dicarboxylic acids include malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, dodecanediic acid, and tetradecanediic acid. In the present invention, from the viewpoint of the atomic efficiency of the consumed fragrance and the initial fragrance release, among these, adipic acid, suberic acid, azelaic acid, sebacic acid, and dodecanediic acid are preferred, adipic acid and sebacic acid are more preferred, and sebacic acid is even more preferred.

[0067] [(b) Method for producing component] The ester constituting component (b) can be produced, for example, by the following methods (i) to (iv). (i) A method of producing the fragrance by directly esterifying the fragrance with the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid. (ii) A method of producing by transesterifying an ester obtained by reacting an aliphatic monocarboxylic acid or aliphatic dicarboxylic acid with a lower alcohol such as methanol with the fragrance. (iii) A method of producing by reacting the fragrance with an acid halogen of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid. (iv) A method of producing the fragrance by reacting the fragrance with an anhydride of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid. Among these methods, from the viewpoint of manufacturing efficiency, the method of reacting the fragrance with the acid halogenated aliphatic monocarboxylic acid or aliphatic dicarboxylic acid is preferred.

[0068] (Oxygen halides) The acid halides of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid can be obtained, for example, by the reaction of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid with various halogenating reagents such as thionyl chloride, phosphorus trichloride, phosphorus pentachloride, and phosphorus tribromide. Among these, from the viewpoint of reactivity and availability of reagents, acid halides obtained by the reaction of aliphatic monocarboxylic acids or aliphatic dicarboxylic acids with phosphorus trichloride are preferred, and specifically, acid chlorides of aliphatic monocarboxylic acids are preferred.

[0069] (Amount of fragrance used) (b) The amount of fragrance used when manufacturing component is preferably 0.9 moles or more, more preferably 0.95 moles or more, and even more preferably 0.98 moles or more per mole of aliphatic monocarboxylic acid or aliphatic dicarboxylic acid acid halogen, from the viewpoint of allowing the reaction to proceed quickly and reducing the amount of unreacted aliphatic monocarboxylic acid or aliphatic dicarboxylic acid, and preferably 1.1 moles or less, more preferably 1.05 moles or less, and even more preferably 1.02 moles or less, from the viewpoint of reducing the amount of unreacted fragrance.

[0070] (solvent) (b) There are no particular restrictions on the solvent used in the production of component (b), and examples include halogenated hydrocarbons such as chloroform and dichloromethane, aliphatic esters such as ethyl acetate and isopropyl acetate, aromatic hydrocarbons such as benzene, toluene, xylene and ethylbenzene, alicyclic hydrocarbons such as cyclopentane, cyclohexane, methylcyclohexane, decalin and tetralin, and aliphatic hydrocarbons such as pentane, hexane, heptane and octane. Among these, from the viewpoint of solubility of the fragrance, the aliphatic monocarboxylic acid, and the aliphatic dicarboxylic acid, one or more selected from halogenated hydrocarbons, aliphatic esters, and aromatic hydrocarbons are preferred, and one or more selected from dichloromethane, ethyl acetate, and toluene are more preferred. These solvents may be used individually or in combination of two or more.

[0071] (Reaction temperature) (b) The reaction temperature when producing the component is preferably below the boiling point of the fragrance, aliphatic monocarboxylic acid, or aliphatic dicarboxylic acid, from the viewpoint of carrying out the reaction without losing raw materials. Specifically, from the viewpoint of improving the reaction rate, the reaction temperature is preferably -20°C or higher, more preferably -18°C or higher, even more preferably -15°C or higher, and even more preferably -12°C or higher. Also, from the viewpoint of controlling the reaction, it is preferably 50°C or lower, more preferably 40°C or lower, even more preferably 30°C or lower, and even more preferably 20°C or lower. In the present invention, after carrying out the reaction within the aforementioned temperature range, it is preferable to stir the mixture at a predetermined temperature and time in order to allow the reaction to proceed sufficiently. The temperature during stirring is preferably 10°C or higher, more preferably 15°C or higher, even more preferably 20°C or higher, and preferably 90°C or lower, more preferably 80°C or lower, even more preferably 70°C or lower, even more preferably 60°C or lower, and even more preferably 50°C or lower. The stirring is preferably carried out for 0.5 hours or more, more preferably for 0.8 hours or more, and more preferably for 4 hours or less, more preferably for 3 hours or less, and even more preferably for 1.5 hours or less.

[0072] (Reaction pressure) (b) The component can be manufactured under atmospheric pressure or reduced pressure, and from the viewpoint of being able to be manufactured with simple equipment, it is preferable to manufacture it under atmospheric pressure. (b) The specific pressure used when manufacturing component is preferably 80 kPa or more, more preferably 90 kPa or more, even more preferably 95 kPa or more, and preferably 101 kPa or less. Furthermore, the production of component (b) is preferably carried out in the presence of an inert gas, from the viewpoint of suppressing side reactions and preventing water from entering the reaction system. Examples of inert gases include nitrogen, helium, and argon, and among these, nitrogen is preferred from the viewpoint of reducing production costs.

[0073] (Basic substances) In the method for producing component (b) described above, it is preferable to use a basic substance from the viewpoint of carrying out the reaction efficiently. Examples of the basic substances include aliphatic amines such as triethylamine and tributylamine, aromatic amines such as pyridine and picoline, and DBU (diazabicycloundecene). Among these, aliphatic amines are preferred from the viewpoint of availability and ease of handling, and triethylamine is more preferred. The amount of the basic compound used is preferably 1 mole or more, more preferably 1.01 mole or more, even more preferably 1.02 mole or more, and even more preferably 1.04 mole or more, per mole of aliphatic monocarboxylic acid or aliphatic dicarboxylic acid acid halide, and, considering the balance between the amount used and the cost, preferably 1.2 mole or less, more preferably 1.15 mole or less, even more preferably 1.1 mole or less, and even more preferably 1.06 mole or less.

[0074] The textile product treatment agent composition of the present invention contains component (b) preferably in an amount of 0.001% by mass or more, more preferably 0.005% by mass or more, even more preferably 0.01% by mass or more, and preferably 0.5% by mass or less, more preferably 0.3% by mass or less, and even more preferably 0.1% by mass or less.

[0075] The textile product treatment agent composition of the present invention preferably has a mass ratio [(b) component / (a) component] of component (b) to the fragrance compound in component (a) of 0.5 / 99.5 or more, more preferably 1 / 99 or more, even more preferably 5 / 95 or more, and preferably 30 / 70 or less, more preferably 25 / 75 or less, and even more preferably 20 / 80 or less.

[0076] <(c) component> The textile product treatment agent composition of the present invention may contain the following component (c). (c) Component: One or more compounds selected from the following components (c1) and (c2). (c1) Components: One or more compounds selected from tertiary amine compounds represented by the following general formula (C1) and their salts. (c2) Components: One or more compounds selected from quaternary compounds of tertiary amine compounds represented by the following general formula (C1). [R 1c -C(=O)-O-(C p H 2p O) r -C q H 2q ] m N(R 2c ) 3-m (C1) [In the formula, R 1c R is a hydrocarbon group having 11 to 23 carbon atoms. 2c This includes hydrocarbon groups with 1 to 3 carbon atoms and HO-(C p H 2p O) r -C q H 2q A group is selected from the group, where m is an integer between 1 and 3, p and q are independently numbers between 2 and 3, and r is an integer between 0 and 5. 1c , R 2c If there are multiple instances of p, q, and r, they may be identical or different.

[0077] [(c1) component] In the present invention, component (c1) is one or more compounds selected from tertiary amine compounds represented by the general formula (C1) and their salts.

[0078] R in general formula (C1) 1c R is a hydrocarbon group having 11 to 23 carbon atoms, and from the viewpoint of making textile products more flexible, an acyclic hydrocarbon group having 13 to 21 carbon atoms is preferred. 1c Specific examples of hydrocarbon groups include linear or branched alkyl groups and alkenyl groups, with linear alkyl groups and alkenyl groups being more preferred. R 1c More specific examples include linear or branched alkyl groups having 13 to 21 carbon atoms, and linear or branched alkenyl groups having 13 to 21 carbon atoms, and groups selected from linear alkyl groups having 13 to 21 carbon atoms and linear alkenyl groups having 13 to 21 carbon atoms.

[0079] When an emulsion-type composition is desired, from the viewpoint of ease of manufacturing the composition, R 1c It is preferably a group selected from alkyl groups having 11 to 23 carbon atoms and alkenyl groups having 11 to 23 carbon atoms, and more preferably a group selected from alkyl groups having 13 to 21 carbon atoms and alkenyl groups having 13 to 21 carbon atoms. In the present invention, component (c1) is R in the general formula (C1) above. 1c It is preferable that the mixture is composed of compounds with different substituents, 1c However, it is more preferable that the compound be a mixture of an alkyl group and an alkenyl group. R 1c Compounds in which R is an alkyl group 1c The ratio of the alkyl group to the alkenyl group compound can be determined by the composition of the starting fatty acid or fatty acid ester. The amount of alkyl group and alkenyl group can be adjusted by hydrogenation of the starting material having an alkenyl group, or R 1c This can be achieved by hydrogenating a compound that has an alkenyl group.

[0080] The unsaturated group contained in the aforementioned alkenyl group exists in both cis and trans forms. The molar ratio of the cis form to the trans form [cis / trans] is preferably 30 / 70 or more and 99 / 1 or less, and more preferably 50 / 50 or more and 97 / 3 or less from the viewpoint of the availability of alkenyl groups. In the present invention, the ratio of the cis to the trans form is 1 It can be calculated using the integral ratio of H-NMR.

[0081] In general formula (C1), p and q are each the number 2 or 3. From the viewpoint of retaining the absorbency of the treated fabric, p is preferably 2. From the viewpoint of ease of production of component (c1), q is preferably 2. In general formula (C1), r is preferably a number between 0 and 2, and more preferably 0, from the viewpoint of making the textile product more flexible. R 2c From the perspective of water absorption, HO-(C p H 2p O) r -C q H 2q A base group, and more preferably an HO-C2H4 group, is preferred. m is preferably 1 or 2 from the viewpoint of water absorption.

[0082] As described above, component (c1) in the present invention is one or more compounds selected from tertiary amine compounds represented by general formula (C1) and their salts. However, depending on the pH of the textile product treatment agent composition of the present invention, almost all of component (c1) may be present in the textile product treatment agent composition in the form of its salt. (c1) When the tertiary amine compound constituting component exists as an acid salt, examples of acids include inorganic acids or organic acids. Examples of inorganic acids include hydrochloric acid and sulfuric acid. Examples of organic acids include alkyl sulfates having 1 to 3 carbon atoms, monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, and monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms. Specific examples of organic acids include methyl sulfate, ethyl sulfate, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, and salicylic acid.

[0083] The method for producing the amine compound represented by general formula (C1), which is component (c1), is not particularly limited, but for example, it can be obtained by an esterification reaction between an alkanolamine compound represented by the following general formula (C1-1) and a fatty acid, or by a transesterification reaction between an alkanolamine compound represented by general formula (C1-1) and a fatty acid ester. As the aforementioned fatty acids, fatty acids derived from palm kernel oil, coconut oil, beef tallow, rapeseed oil, and sunflower oil can be used, and the fatty acid ratio may be adjusted, or fatty acids of different origins may be used in combination. [HO-(C p H 2p O) r -C q H 2q ] n N(R 3c ) 3-n (C1-1) [In the formula, R 3c [where n is a group selected from hydrocarbon groups having 1 to 3 carbon atoms, n is an integer between 1 and 3, and p, q, and r have the same meaning as in the general formula (C1) above.]

[0084] As an example of an esterification reaction, the method described on pages 8-9 of Japanese Patent Publication No. 2000-510171 can be applied. As an example of a transesterification reaction, the method described in paragraphs

[0013] to

[0016] of Japanese Patent Publication No. 7-138211 can be applied.

[0085] [(c2) component] Component (c2) in the present invention is one or more compounds selected from the quaternary compounds of the tertiary amine compound represented by the general formula (C1), and can be obtained by a quaternization reaction using the tertiary amine compound represented by the general formula (C1) and an alkylating agent.

[0086] Examples of alkylating agents include dimethyl sulfate, diethyl sulfate, methyl chloride, methyl bromide, and methyl iodide, with one or more selected from methyl chloride, dimethyl sulfate, and diethyl sulfate being preferred among these. In other words, as component (c2) in the present invention, a quaternary compound obtained by quaternizing a tertiary amine compound represented by general formula (C1) with one or more alkylating agents selected from methyl chloride, dimethyl sulfate, and diethyl sulfate is preferred. For example, the method described in paragraphs

[0017] to

[0023] of Japanese Patent Publication No. 7-138211 or the manufacturing method described in Japanese Patent Publication No. 11-106366 can be applied as the quaternization reaction.

[0087] (c) Component may be a single compound or a mixture of two or more compounds. (c) When the component is a mixture of two or more compounds, m can preferably be a mixture of 1.2 to 2.5. From the viewpoint of softening the textile product, m is preferably 1.3 or more, more preferably 1.4 or more, and preferably 2.0 or less, more preferably 1.9 or less.

[0088] In obtaining a mixture that satisfies the above conditions, the compound of general formula (C1-1) used as a raw material may be a mixture of compounds with different structures. It is also preferable to react a compound of general formula (C1-1) where n is 3 with a fatty acid or fatty acid ester to obtain a mixture in which m is within the above range.

[0089] [Mass ratio of component (c1) to component (c2)] In the present invention, component (c) may contain both component (c1) and component (c2). In this case, the mass ratio of the content of component (c1) to the content of component (c2) in component (c) [(c1) / (c2)] is preferably 1 / 99 or more, preferably 40 / 60 or less, and more preferably 35 / 65 or less. The ratio of component (c1) to component (c2) in the mixture can be determined from the amine value in the mixture.

[0090] [Preferred component (c) in the present invention] In the present invention, it is preferable to use component (c) obtained, for example, as follows. That is, as a compound represented by general formula (C1), methyldiethanolamine [in the general formula (C1-1), R 3cPreferably, a tertiary amine compound is obtained by using an alkanolamine (c0-1) selected from [a compound in which n=2, q=2, r=0 is represented by the general formula (C1-1) above] and triethanolamine [a compound in which n=3, q=2, r=0 is represented by the general formula (C1-1)], and esterifying this alkanolamine (c0-1) with a fatty acid having 12 to 24 carbon atoms or a lower alkyl ester thereof (c0-2) such that the ratio of the moles [moles of hydroxyl groups in (c0-1) / moles of (c0-2)] is 1 / 1 or more and 1 / 0.5 or less, and then quaternizing the resulting compound with an alkylating agent selected from methyl chloride, dimethyl sulfate, and diethyl sulfate, thereby obtaining a component (c) containing components (c1) and (c2). Furthermore, triethanolamine is preferred as the alkanolamine (c0-1), and the alkyl group of the lower alkyl ester in (c0-2) is preferably an alkyl group having 1 to 3 carbon atoms, and more preferably a methyl group. Furthermore, dimethyl sulfuric acid is preferred as the alkylating agent used for quaternization. Here, the trikanolamine is esterified with a fatty acid and alkylated with an alkylating agent to quaternize and produce a salt together with the counteranion derived from the alkylating agent. On the other hand, unreacted amine in which the reaction with the alkylating agent did not proceed is treated as component (c1) in this application. That is, both components (c1) and (c2) may be produced as component (c) by quaternization with an alkylating agent. The mass ratio of component (c1) to component (c2) in component (c) obtained by the method described above [(c1) component / (c2) component] is preferably 3 / 97 or more, more preferably 5 / 95 or more, and preferably 40 / 60 or less, more preferably 35 / 65 or less, from the viewpoint of the economic efficiency of manufacturing component (c) and from the viewpoint of obtaining the effects of the present invention and sufficient flexibility. Furthermore, in component (c) obtained by the method described above, it is preferable that the sum of component (c1) and component (c2) accounts for 90% or more by mass of the solid content.

[0091] (c) Component (c) may be obtained as a mixture containing impurities such as unreacted fatty acids, unreacted alkanolamines, fatty acid methyl esters, and their quaternary derivatives during its synthesis. However, by devising the manufacturing method, the impurities can be reduced, and from the viewpoint of manufacturing costs, these impurities do not need to be removed as long as they do not impair the effects or flexibility of the present invention.

[0092] Furthermore, as component (c), a mixture containing a compound in which m is 1, a compound in which m is 2, and a compound in which m is 3 in general formula (C1) may be used. The molar ratio in the mixture [(compound m=1) / (total of compound m=1, compound m=2, and compound m=3)] is preferably 10 / 100 or more and 40 / 100 or less from the viewpoint of flexibility effect. Furthermore, the molar ratio in the mixture [(compound with m=2) / (total of compound with m=1, compound with m=2, and compound with m=3)] is preferably 30 / 100 or more and 90 / 100 or less from the viewpoint of flexibility effect. Furthermore, the molar ratio in the mixture [(compound with m=3) / (total of compound with m=1, compound with m=2, and compound with m=3)] is preferably 5 / 100 or more and 40 / 100 or less from the viewpoint of flexibility effect. Here, the compounds in general formula (C1) where m is 1, where m is 2, and where m is 3 may each include salts and / or quaternaries. In the present invention, component (c) preferably satisfies two or more molar ratios selected from the three molar ratios mentioned above, from the viewpoint of the flexibility effect.

[0093] If the textile product treatment agent composition of the present invention contains component (c), its content is preferably 3.0% by mass or more, more preferably 4.0% by mass or more, even more preferably 5.0% by mass or more, and preferably 25% by mass or less, more preferably 22% by mass or less, and even more preferably 20% by mass or less, in the composition.

[0094] The textile product treatment agent composition of the present invention preferably has a mass ratio [(c) component / (a) component] of the content of component (c) to the content of component (a) component to the fragrance compound [(c) component / (a) component] of 80 / 20 or more, more preferably 85 / 15 or more, even more preferably 90 / 10 or more, and preferably 99.9 / 0.1 or less, more preferably 99.5 / 0.5 or less, and even more preferably 99 / 1 or less.

[0095] <(d) component> The textile product treatment agent composition of the present invention may contain, as component (d), a fragrance compound other than the fragrance compound contained in component (a). In this invention, even if a fragrance compound is the same as a fragrance compound encapsulated in the microcapsules of component (a), a fragrance compound that is not encapsulated in the microcapsules of component (a) is treated as component (d). In other words, the fragrance compounds of component (d) are fragrance compounds dispersed in the textile product treatment agent composition, and these fragrance compounds are sometimes referred to as external fragrances.

[0096] (d) There are no particular restrictions on the fragrance compounds that can be used as component (d), and the same fragrance compounds used in component (a) may be used. Component (d) can be incorporated into the textile product treatment agent composition of the present invention as a fragrance composition containing multiple fragrance compounds. (d) As fragrance compounds that can be used as components, in addition to fragrances listed in "Basic Knowledge of Fragrances and Perfumery, edited by Motoki Nakajima, published by Sangyo Tosho Co., Ltd., 4th printing April 20, 2005" and fragrance compounds known to be incorporated into fabric softeners, etc. through patent documents, etc., fragrance components or fragrance compositions themselves that have been independently prepared by fragrance manufacturers can also be used. (d) Examples of components include β-ionone (4.4), γ-undecalactone (3.1), γ-nonalactone (2.1), γ-methylionone (4.8), ambroxan (4.8), iso E super (5.2), ethyl vanillin (1.6), ethylene blushylate (4.7), eugenol (2.7), cashmeran (manufactured by IFF) (4.5), coumarin (1.5), geraniol (3.5), o,t-butylcyclohexyl acetate (4.4), citronellyl acetate (4.6), dimethylbenzylcarbin acetate (3.4), sandal mysore core (4.7), dihydrogenated ammonium compounds. Examples include methyl smonate (3.5), dihydromyrcenolate (3.5), dimethyltetrahydrobenzaldehyde (2.9), javanol (manufactured by Divaudan) (4.7), nerolin jalayala (3.3), habanolide (manufactured by Firmenig) (4.9), fluate (Kao Corporation) (3.6), paeonyl (manufactured by Divaudan) (4.3), hexyl cinnamic aldehyde (4.8), heliotropin (1.8), methyl β-naphthyl ketone (2.9), methyl anthranilate (2.3), raspberry ketone (1.5), limonene (4.8), and lilial (4.4). The values ​​in parentheses are logP values.

[0097] Furthermore, the textile product treatment agent composition of the present invention may contain diluents and fixatives for fragrance compounds. Examples of diluents and fixatives include dipropylene glycol, isopropyl palmitate, diethyl phthalate, benzyl benzoate, liquid paraffin, isoparaffin, and oils and fats. When diluents and fixatives are used, the amount of diluents and fixatives relative to the total amount of component (d) and the diluents and fixatives is preferably 0% by mass or more and 20% by mass or less. These diluents and fixatives can also be used in fragrance compounds encapsulated in microcapsules of component (a).

[0098] By using component (d) in combination with component (a), it becomes possible to design fragrances with greater flexibility than before. Therefore, when a textile product is treated with the textile product treatment composition of the present invention that uses component (d) in combination, for example, a fresh and rich fragrance can be imparted.

[0099] If the textile product treatment agent composition of the present invention contains component (d), its content is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and even more preferably 0.5% by mass or more, and from the viewpoint of the storage stability of the textile product treatment agent composition (hereinafter also referred to as storage stability) and the balance of fragrance with other fragrance components, it is preferably 2.5% by mass or less, more preferably 2.0% by mass or less, and even more preferably 1.8% by mass or less. The content of component (d) in the textile product treatment agent composition can be adjusted according to the product.

[0100] Furthermore, when the textile product treatment composition of the present invention contains component (d), the total content of component (a) and component (d) is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of sufficiently fragrance the textile product, and preferably 2.8% by mass or less, more preferably 2.5% by mass or less, and even more preferably 2.0% by mass or less, from the viewpoint of storage stability and fragrance balance with other fragrance components.

[0101] Furthermore, when the textile product treatment composition of the present invention contains component (d), the mass ratio of the content of component (d) to the fragrance compound in component (a) [(d) component / (a) component] is preferably 25 / 75 or more, more preferably 40 / 60 or more, even more preferably 50 / 50 or more, and preferably 99 / 1 or less, more preferably 95 / 5 or less, and even more preferably 90 / 10 or less.

[0102] <(e) component> The textile product treatment agent composition of the present invention may contain, as component (e), one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers having an alkyl group with 8 to 24 carbon atoms and polyoxyalkylene alkenyl ethers having an alkenyl group with 8 to 24 carbon atoms.

[0103] (e) The component is preferably at least one selected from nonionic surfactants represented by the following general formula (E1). R 1e -A-[(R 2e O) p1 -R 3e ] q1 (E1) [In the formula, R 1e R is an alkyl group or alkenyl group having 8 or more carbon atoms, preferably 10 or more, and 24 or less, preferably 18 or less, more preferably 16 or less. 2e R is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group, 3e A is an alkyl group or hydrogen atom having 1 to 3 carbon atoms, p1 is an integer of 2 or more, preferably 5 or more, more preferably 10 or more, and 100 or less, more preferably 80 or less, and even more preferably 60 or less, and the addition form may be random addition or block addition. A is -O-, -COO-, -CONH-, -NH-, -CON< or -N<, and when A is -O-, -COO-, -CONH- or -NH-, q1 is 1, and when A is -CON< or -N<, q1 is 2.

[0104] Specific examples of compounds with general formula (e1) include those represented by the following formulas (E1-1) to (E1-4). R 1e -O-(C2H4O) p11 -H (E1-1) [In the formula, R 1e The above means: p11 is an integer of 8 or greater, preferably 10 or greater, and 100 or less, preferably 60 or less. R 1e -O-(C2H4O) s (C3H6O)t -H (E1-2) [In the formula, R 1e The above meaning is indicated. s and t are each independent integers of 2 or greater, preferably 5 or greater, and 40 or less, and (C2H4O) and (C3H6O) may be random or block adducts. R 1e -O-(C2H4O) x1 -(C3H6O) y -(C2H4O) x2 -H (E1-3) [In the formula, R 1e The above indicates the meaning. x1, y, and x2 are the average number of moles added, where x1 is between 1 and 13, y is between 1 and 4, and x2 is between 1 and 13. (C2H4O), (C3H6O), and (C2H4O) are block adducts.

[0105] [ka]

[0106] [In the formula, R 1e The above means: B is -N< or -CON<, u and v are each independent integers between 0 and 40, and u+v is an integer between 5 and 60, preferably 40. 4e , R 5e Each of these is independently either a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0107] If the textile product treatment agent composition of the present invention contains component (e), its content is preferably 1.0% by mass or more, more preferably 1.5% by mass or more, even more preferably 2.0% by mass or more, and preferably 5.0% by mass or less, more preferably 4.5% by mass or less, and even more preferably 4.0% by mass or less, in the composition.

[0108] Furthermore, when the textile product treatment composition of the present invention contains component (e), the mass ratio of the content of component (e) to the fragrance compound in component (a) [(e) / (a)] is preferably 60 / 40 or more, more preferably 70 / 30 or more, even more preferably 80 / 20 or more, and preferably 99.9 / 0.1 or less, more preferably 99 / 1 or less, and even more preferably 95 / 5 or less.

[0109] <(f) component> The textile product treatment composition of the present invention may contain an ester of a polyhydric alcohol and a fatty acid as component (f) from the viewpoint of improving storage stability. As esters of polyhydric alcohols and fatty acids, ester compounds of polyhydric alcohols having 3 to 6 carbon atoms and a valency of 3 to 6 are preferred, and fatty acids having 12 to 22 carbon atoms. More specifically, the ester compound is a polyhydric alcohol having preferably 3 or more carbon atoms, more preferably 4 or more, and preferably 6 or less, and preferably trivalent or higher, more preferably tetravalent or higher, and preferably hexavalent or lower, and a fatty acid having preferably 12 or more carbon atoms, more preferably 14 or more, even more preferably 16 or more, and preferably 22 or less, and more preferably 20 or less. (f) The polyhydric alcohol constituting component is preferably one or more selected from glycerin, trimethylolethane, trimethylolpropane, 1,3,5-pentatriol, erythritol, arabitol, pentaerythritol, sorbitan, sorbitol, xylitol, and mannitol, and more preferably one or more selected from pentaerythritol and sorbitan. (f) The fatty acids constituting the component are preferably one or more selected from saturated fatty acids such as lauric acid, myristic acid, stearic acid, and palmitic acid; unsaturated fatty acids such as oleic acid, elaidic acid, linoleic acid, and linolenic acid; fatty acids derived from vegetable oils such as palm oil fatty acids and hydrogenated palm oil fatty acids; and fatty acids derived from animal oils such as beef tallow fatty acids and hydrogenated beef tallow fatty acids. More preferably, one or more selected from saturated fatty acids, fatty acids derived from vegetable oils, and fatty acids derived from animal oils are selected, and even more preferably, one or more selected from stearic acid, hydrogenated palm oil fatty acids, and hydrogenated beef tallow fatty acids are selected. In the present invention, component (f) is preferably one or more selected from ester compounds of pentaerythritol and fatty acids having 16 to 22 carbon atoms (hereinafter also referred to as "pentaerythritol fatty acid ester") and ester compounds of sorbitan and fatty acids having 16 to 22 carbon atoms (hereinafter also referred to as "sorbitan fatty acid ester").

[0110] If the textile product treatment agent composition of the present invention contains component (f), the content of component (f) is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.5% by mass or more, even more preferably 0.7% by mass or more, and preferably 5.0% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less.

[0111] <(g) component> The textile product treatment agent composition of the present invention may contain, as component (g), one or more surfactants selected from cationic surfactants other than component (b) (hereinafter also referred to as component (g1)) and amphoteric surfactants (hereinafter also referred to as component (g2)).

[0112] [(g1) Ingredients] In the present invention, from the viewpoint of improving the storage stability of the liquid fiber product treatment agent composition, a cationic surfactant other than component (b) can be used as component (g1). Specific examples of the component (g1) include, among the groups bonded to a nitrogen atom, one or two of them being an alkyl group or an alkenyl group having 10 to 22 carbon atoms, and the rest being an alkyl group having 1 to 4 carbon atoms which may have a hydroxy group, a benzyl group, preferably a tertiary amine compound which is a methyl group, and an acid salt thereof, and a quaternized product of the tertiary amine compound. Among these, from the viewpoint of imparting a bactericidal effect to the fiber product treatment composition, a cationic surfactant having one alkyl group or alkenyl group having 10 to 22 carbon atoms and one benzyl group is preferable. As the alkylating agent used for quaternizing the compound, the compound described in the component (b) can be used.

[0113] As the component (g1), one or more cationic surfactants selected from the following (I) to (IV) are preferable, and further a cationic surfactant selected from (II) to (IV) is preferable. (I) Dialkyl or alkenyldimethylammonium salts in which the alkyl group or alkenyl group has 10 to 22 carbon atoms (II) Monolalkyl or alkenyltrimethylammonium salts in which the alkyl group or alkenyl group has 10 to 22 carbon atoms (III) Monolalkyl dimethylbenzylammonium salts in which the alkyl group or alkenyl group has 10 to 22 carbon atoms (IV) Acid salts of amine compounds represented by the formula (G1)

[0114]

Chemical formula

[0115] 〔In the formula, R 1g is an alkyl group having 13 to 19 carbon atoms or an alkenyl group having 13 to 19 carbon atoms, R 2g is an alkylene group having 1 to 6 carbon atoms, and R 3g , R 4g are each independently an alkyl group having 1 to 3 carbon atoms.〕

[0116] Examples of acids for the salts of amine compounds represented by the general formula (G1) include inorganic acids and organic acids. Examples of inorganic acids include hydrochloric acid and sulfuric acid. Examples of organic acids include alkyl sulfuric acid having 1 to 3 carbon atoms, monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, and monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms. Specific examples of organic acids include methyl sulfuric acid, ethyl sulfuric acid, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, and salicylic acid.

[0117] (g1) Specifically, the components include didecyldimethylammonium chloride, lauryltrimethylammonium chloride, myristyltrimethylammonium chloride, and lauryldimethylbenzylammonium chloride, dimethylaminopropylstearylamido salt, and dimethylaminopropylpalmitylamido salt.

[0118] [(g2) ingredient] In the present invention, an amphoteric surfactant can also be used as component (g2). (g2) There are no particular restrictions on the components as long as they can be generally incorporated into liquid fabric softener compositions. Examples include alkyl (12 to 22 carbon atoms) amidopropyl carbobetaine, alkyl (12 to 22 carbon atoms) amidopropyl sulfobetaine, alkyl (12 to 22 carbon atoms) carbobetaine, alkyl (12 to 22 carbon atoms) sulfobetaine, alkyl (10 to 18 carbon atoms) dimethylamine oxide, etc.

[0119] When the textile product treatment agent composition of the present invention contains component (g), the content of component (g) is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of reducing the viscosity of the textile product treatment agent composition and improving its bactericidal properties, and preferably 4.0% by mass or less, more preferably 3.5% by mass or less, and even more preferably 2.5% by mass or less, from the viewpoint of suppressing a decrease in storage stability and softening effect.

[0120] Furthermore, when the textile product treatment composition of the present invention contains component (g), the mass ratio of the content of component (g) to the fragrance compound in component (a) [(g) component / (a) component] is preferably 50 / 50 or more, more preferably 60 / 40 or more, even more preferably 70 / 30 or more, and preferably 99 / 1 or less, more preferably 95 / 5 or less, and even more preferably 93 / 7 or less.

[0121] <(h) component> The textile product treatment agent composition of the present invention may contain a water-insoluble silicone compound as component (h). In this specification, "water-insoluble" of component (h) means that the amount of silicone compound that dissolves in 1 L of deionized water at 20°C is 1 g or less. (h)Specific examples of component 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.

[0122] (h) The component has a weight-average molecular weight of preferably 1,000 or more, more preferably 3,000 or more, even more preferably 5,000 or more, and preferably 1,000,000 or less, and a viscosity of preferably 2 mm at 25°C. 2 / s or more, more preferably 500mm 2 / s or more, more preferably 1,000 mm 2 / s or more, and preferably 1,000,000 mm 2 / s or less, and one or more selected from dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, and polyoxyalkylene (polyoxyethylene and / or polyoxypropylene, preferably polyoxyethylene) -modified dimethylpolysiloxane are preferred. The weight-average molecular weight in the component (h) is a value measured by gel permeation chromatography using polystyrene as a standard substance.

[0123] The amino equivalent (the amino equivalent is the molecular weight per nitrogen atom) of the amino-modified dimethylpolysiloxane is preferably 1,500 g / mol or more, more preferably 2,500 g / mol or more, still more preferably 3,000 g / mol or more, and preferably 40,000 g / mol or less, more preferably 20,000 g / mol or less, still more preferably 10,000 g / mol or less.

[0124] When the fiber product treatment agent composition of the present invention contains the component (h), the content of the component (h) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, from the viewpoint of giving a refreshing feeling as the finish of the fiber product, and preferably 5% by mass or less from the viewpoint of dispersibility. Also, when the fiber product treatment agent composition of the present invention contains the component (h), the content of the component (h) is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, still more preferably 0.01% by mass or more, from the viewpoint of suppressing foaming, and preferably 1.0% by mass or less, more preferably 0.5% by mass or less, still more preferably 0.1% by mass or less.

[0125] Furthermore, when the textile product treatment composition of the present invention contains component (h), the mass ratio of the content of component (h) to the fragrance compound in component (a) [(h) component / (a) component] is preferably 80 / 20 or more, more preferably 85 / 15 or more, even more preferably 90 / 10 or more, and preferably 99.5 / 0.5 or less, more preferably 99 / 1 or less, and even more preferably 95 / 5 or less.

[0126] <(i) Components> The textile product treatment agent composition of the present invention may contain an acidifying agent from the viewpoint of adjusting the pH of the textile product treatment agent composition. Examples of acidifying agents include inorganic acids and organic acids. Specific examples of inorganic acids include hydrochloric acid and sulfuric acid. Specific examples of organic acids include monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms, and alkyl sulfuric acids having 1 to 3 carbon atoms. More specifically, examples include methyl sulfuric acid, ethyl sulfuric acid, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, ethylenediaminetetraacetic acid, citric acid, benzoic acid, and salicylic acid. Among these, acidifying agents selected from hydrochloric acid and monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms are preferred, and acidifying agents selected from hydrochloric acid and citric acid are more preferred. If the textile product treatment agent composition of the present invention contains an acidic agent, the amount can be adjusted as appropriate, preferably within a range where the pH is within the aforementioned range and without impairing storage stability.

[0127] <(j) component> From the viewpoint of improving the softening effect, the textile product treatment composition of the present invention may contain a fatty acid as component (j) in addition to the fatty acid used in the production of component (c) and the fatty acid as component (i). Fatty acids may be included as unreacted products during the synthesis of component (c) or as decomposition products of component (c). Specific examples of fatty acids include saturated or unsaturated fatty acids with 12 to 22 carbon atoms, such as lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, erucic acid, and behenic acid, with fatty acids selected from palmitic acid, stearic acid, oleic acid, and linoleic acid being more preferred.

[0128] If the liquid fiber product treatment agent composition of the present invention contains component (j), the content of component (j) is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.1% by mass or more, and preferably 0.3% by mass or less, more preferably 0.2% by mass or less, and even more preferably 0.1% by mass or less.

[0129] <(k) component> The textile product treatment agent composition of the present invention may contain a water-soluble organic solvent as component (k) from the viewpoint of storage stability and viscosity. Examples of water-soluble organic solvents include general water-soluble organic solvents used in textile product treatment agent compositions. Note that in component (k), "water-soluble organic solvent" refers to an organic solvent that dissolves in 20 g or more of deionized water at 20°C. Specific examples of water-soluble organic solvents include propylene glycol, ethylene glycol, glycerin, diethylene glycol, monoethylene glycol monophenyl ether, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, isopropanol, and ethanol. Among these, water-soluble organic solvents selected from ethylene glycol, ethanol, and propylene glycol are preferred.

[0130] If the textile product treatment agent composition of the present invention is sufficiently stabilized by other components and has low viscosity, it may not contain the water-soluble organic solvent which is component (k). When the textile product treatment agent composition of the present invention contains component (k), the content of component (k) is preferably 15% by mass or less, more preferably 10% by mass or less, even more preferably 5% by mass or less, and preferably 0.3% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1.0% by mass or more.

[0131] Furthermore, when the textile product treatment composition of the present invention contains component (k), the mass ratio of the content of component (k) to the fragrance compound in component (a) [(k) component / (a) component] is preferably 50 / 50 or more, more preferably 60 / 40 or more, even more preferably 70 / 30 or more, and preferably 99.9 / 0.1 or less, more preferably 99 / 1 or less, and even more preferably 95 / 5 or less.

[0132] <(l) component> In the textile product treatment composition of the present invention, it is preferable to use a chelating agent as component (l) from the viewpoint of suppressing changes in hue, fading of dyes, and deterioration of fragrance during long-term storage of the textile product treatment composition. Furthermore, component (l) in the present invention may also function as the aforementioned acidifying agent.

[0133] Specific examples of chelating agents include ethane-1-hydroxy-1,1-diphosphonic acid, ethylenediaminetetraacetic acid, methylglycine diacetic acid, hydroxyethyliminodiacetic acid, ethylenediamine disuccinic acid, L-glutamic acid-N,N-diacetic acid, N-2-hydroxyethyliminodiacetic acid, citric acid, succinic acid, and their salts. As salts, alkali metal salts and ammonium salts are preferred, and sodium salts and potassium salts are more preferred.

[0134] If the textile product treatment agent composition of the present invention contains component (l), the content of component (l) is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, and preferably 2% by mass or less, more preferably 1.5% by mass or less, even more preferably 1.0% by mass or less, even more preferably 0.5% by mass or less, and even more preferably 0.1% by mass or less.

[0135] Furthermore, when the textile product treatment composition of the present invention contains component (l), the mass ratio of the content of component (l) to the fragrance compound in component (a) [component (l) / component (a)] is preferably 0.1 / 99.9 or more, more preferably 0.5 / 99.5 or more, even more preferably 1 / 99 or more, and preferably 5 / 95 or less, more preferably 10 / 90 or less, and even more preferably 20 / 80 or less.

[0136] Furthermore, the same compound may be used for the acidifying agent in component (i), the fatty acid in component (j), and the chelating agent in component (l), or different compounds may be used for each component. It is preferable to use different compounds in terms of stability during long-term storage.

[0137] <(m) component> The textile product treatment composition of the present invention may contain, as component (m), a fragrance compound encapsulated in microcapsules of component (a), or a fragrance compound other than the fragrance precursor of component (b). Component (m), when used in combination with components (a), (b), and (d), allows for a more flexible fragrance design than before. Component (m) can be an alcohol-based fragrance compound described in Japanese Patent Publication No. 8-502522 and an ester compound of an aliphatic monocarboxylic acid or aliphatic dicarboxylic acid.

[0138] If the textile product treatment composition of the present invention contains component (m), the content of component (m) is preferably 0.15% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.45% by mass or more, and preferably 0.65% by mass or less, more preferably 0.6% by mass or less, and even more preferably 0.55% by mass or less. If component (m) contains a fragrance precursor, the content of component (m) is calculated by the mass of the fragrance compound constituting the fragrance precursor of component (m).

[0139] When the textile product treatment composition of the present invention contains component (m), the total content of components (b), (d), and (m) is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint of sufficiently flavoring the textile product, and preferably 3.0% by mass or less, more preferably 2.5% by mass or less, and even more preferably 2.0% by mass or less, from the viewpoint of balancing storage stability and the palatability of the fragrance intensity. If component (m) is included, the mass of component (m) in the total content shall be calculated using the mass of the fragrance compound that constitutes the fragrance precursor of component (m).

[0140] <(n) component> In the textile product treatment composition of the present invention, antioxidants such as butylhydroxytoluene (BHT) can be used from the viewpoint of suppressing deterioration of the base material, and dyes and pigments commonly used in textile product treatment compositions can also be used from the viewpoint of aesthetics and preventing discoloration during long-term storage. Furthermore, antibacterial and antifungal agents commercially available under the trade name Proxel can also be used. Benzoic acid and its salts can also be used as antibacterial and antifungal agents.

[0141] If the textile product treatment agent composition of the present invention contains component (n), the content of component (n) is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.02% by mass or more, and preferably 0.2% by mass or less, more preferably 0.1% by mass or less, and even more preferably 0.05% by mass or less, from the viewpoint of suppressing deterioration of the base material.

[0142] Furthermore, when the textile product treatment composition of the present invention contains component (n), the mass ratio of the content of component (n) to the fragrance compound in component (a) [(n) component / (a) component] is preferably 0.1 / 99.9 or more, more preferably 0.5 / 99.5 or more, even more preferably 1 / 99 or more, and preferably 20 / 80 or less, more preferably 15 / 85 or less, and even more preferably 10 / 90 or less.

[0143] <(o) component> The textile product treatment agent composition of the present invention may contain an inorganic salt as component (o) from the viewpoint of improving storage stability. As for the inorganic salt, from the viewpoint of improving storage stability, one or more selected from sodium chloride, calcium chloride, and magnesium chloride are preferred. If the textile product treatment agent composition of the present invention contains component (o), its content is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, and even more preferably 0.02% by mass or more, from the viewpoint of improving the dispersibility of the textile product treatment agent composition, and preferably 1.0% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0.3% by mass or less, from the viewpoint of improving the storage stability of the textile product treatment agent composition.

[0144] Furthermore, when the textile product treatment composition of the present invention contains component (o), the mass ratio of the content of component (o) to the fragrance compound in component (a) [(o) component / (a) component] is preferably 0.1 / 99.9 or more, more preferably 0.5 / 99.5 or more, even more preferably 1 / 99 or more, and preferably 50 / 50 or less, more preferably 40 / 60 or less, and even more preferably 30 / 70 or less.

[0145] <(p) component> In the textile product treatment composition of the present invention, antioxidants such as butylhydroxytoluene (BHT) can be used from the viewpoint of suppressing deterioration of the base material, and dyes and pigments commonly used in textile product treatment compositions can also be used from the viewpoint of aesthetics and preventing discoloration during long-term storage. Furthermore, antibacterial and antifungal agents commercially available under the trade name Proxel can also be used. Benzoic acid and its salts can also be used as antibacterial and antifungal agents.

[0146] If the textile product treatment agent composition of the present invention contains component (p), its content is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, and even more preferably 0.01% by mass or more, from the viewpoint of improving the dispersibility of the textile product treatment agent composition, and preferably 3% by mass or less, more preferably 1% by mass or less, and even more preferably 0.5% by mass or less, from the viewpoint of improving the storage stability of the textile product treatment agent composition.

[0147] <Other ingredients, etc.> The textile product treatment agent composition of the present invention preferably contains water. It is preferable that it is a liquid composition containing water. Water is usually the remainder of the composition and is used so that the total of the components is 100% by mass. The textile product treatment agent composition of the present invention preferably contains 50% by mass or more, more preferably 60% by mass or more, and preferably 95% by mass or less, and more preferably 90% by mass or less, of water.

[0148] The textile product treatment agent composition of the present invention has a pH at 30°C that is preferably 2.0 or higher, more preferably 2.2 or higher, and preferably 4.0 or lower, and more preferably 3.8 or lower.

[0149] The textile product treatment agent composition of the present invention is suitable for use in textile products, such as clothing, fabrics, bedding, towels, and the like. The textile product treatment composition of the present invention can be used for softening textile products. For example, the textile product treatment composition of the present invention may be a softening agent composition for textile products, or a liquid softening agent composition for textile products.

[0150] The textile product treatment agent composition of the present invention can be produced by mixing components (a) to (p) with water. The textile product treatment agent composition of the present invention can be produced, for example, by a method comprising steps 1 and 2 to produce component (a), and then by mixing the obtained component (a) with components (b) to (p) and water. In these production methods, any of the aforementioned optional components can be mixed as appropriate. In the method for producing the textile product treatment agent composition of the present invention, the embodiments described in the description of the textile product treatment agent composition of the present invention can be applied as appropriate. In the method for producing the textile product treatment composition of the present invention, the content and mass ratio of each component described in the textile product treatment composition of the present invention can be applied by replacing the content with the amount of mixture.

[0151] <Processing methods for textile products> The present invention provides a method for treating textile products, which involves mixing components (a) to (p) and water to obtain a treatment solution and then bringing the textile product into contact with the textile product. The components (a) to (p) used in the textile product treatment method of the present invention may be those described in the textile product treatment composition of the present invention. Preferred embodiments of components (a) to (p) are the same as those in the textile product treatment composition of the present invention. Furthermore, the treatment liquid may appropriately use any optional components described in the textile product treatment composition of the present invention. The matters described in the textile product treatment composition of the present invention can be appropriately applied to the textile treatment method of the present invention.

[0152] In the method for treating textile products of the present invention, it is preferable that the treatment liquid is obtained by mixing the textile product treatment agent composition of the present invention with water.

[0153] The present invention provides a method for processing textile products, comprising: attaching a functional component to a wet textile product; drying the textile product; and allowing the functional component to penetrate the fibers as the textile product dries, thereby obtaining a textile product that releases the functional component from the fibers upon contact with water after drying.

[0154] For example, the present invention provides a method for processing textile products, comprising attaching a fragrance compound to a wet textile product, drying the textile product, and allowing the fragrance compound to permeate the fibers as the textile product dries, thereby obtaining a textile product that releases the fragrance compound in the fibers upon contact with water after drying.

[0155] For example, the present invention provides a method for processing a textile product, comprising attaching a microcapsule (i.e., component (a) of the present invention) having a shell containing silica as a component and a core containing a fragrance composition containing a fragrance compound inside the shell to a wet textile product, drying the textile product, and allowing the fragrance compound to permeate the fibers as the textile product dries, wherein as the textile product dries, the shell of the microcapsule disintegrates and releases the fragrance compound, allowing the fragrance compound to permeate the fibers, and the textile product is obtained in which the fragrance compound in the fibers is released upon contact with water after drying. [Examples]

[0156] The components used in the examples and comparative examples are shown below.

[0157] <(a) Components> A fragrance composition (A) was prepared as shown in Table 1. Silica capsules (a1) and (a2) containing fragrance composition (A) were prepared according to Synthesis Example 1 below.

[0158] [Table 1]

[0159] [Synthesis Example 1: Synthesis of Silica Capsule (a1)] (Process 1) 0.91 g of Cotamin 60W (product name, manufactured by Kao Corporation, cetyltrimethylammonium chloride, 30% by mass of active ingredient) was diluted with 224.13 g of deionized water to obtain the aqueous phase component. To this aqueous phase component, an oil phase component prepared by mixing 60.03 g of fragrance composition (A1) or fragrance composition (A2) in the proportions shown in Table 1 and 15.10 g of tetraethoxysilane (hereinafter also referred to as "TEOS") was added, and the mixture was emulsified for 10 minutes at a rotation speed of 9,000 rpm using a homomixer (manufactured by HsiangTai, model: HM-310, the same applies hereinafter) to obtain the emulsion. The median diameter D of the emulsion droplet at this time 50 It was 1.3 μm. The pH of the resulting emulsion was adjusted to 3.7 using a 1% by mass aqueous sulfuric acid solution. The mixture was then transferred to a separable flask equipped with a stirring blade and a condenser, and stirred for 24 hours while maintaining the liquid temperature at 30°C to obtain aqueous dispersions containing silica capsules, each having a core made of fragrance composition (A1) or fragrance composition (A2) as shown in Table 3 and a first shell made of silica.

[0160] (Process 2) To 280.0 g of the aqueous dispersion obtained in step 1, 8.4 g of TEOS was added over 420 minutes. After dropwise addition, the mixture was stirred for a further 17 hours to form a second shell enclosing the first shell, yielding an aqueous dispersion containing silica capsules (a1) and (a2) in which the fragrance composition (A1) or fragrance composition (A2) shown in Table 3 was encapsulated in amorphous silica. The median diameter D of each silica capsule 50 The median diameter D of the emulsified droplets and silica capsules was 2.1 μm. 50 The particle size distribution was measured using a laser diffraction / scattering particle size distribution analyzer "LA-960" (product name, manufactured by Horiba, Ltd.). A flow cell was used for the measurement, with water as the medium and the refractive index set to 1.40-0i. An emulsion or aqueous dispersion containing silica capsules was added to the flow cell, and measurements were performed at a concentration showing a transmittance of approximately 90%. The median diameter D was measured by volume. 50 The following was determined. The thickness of the first shell was approximately 5 nm, and the thickness of the second shell was 5-30 nm.

[0161] <(b) Component> [Synthesis Example 2: Synthesis of b-1] Production of an ester of lauric acid and ethyl vanillin Under a nitrogen atmosphere, 8.95 g (0.041 mol) of laurate chloride and 40 mL of dichloromethane were placed in a 300 mL four-necked flask and cooled to 0°C. Meanwhile, 6.80 g (0.041 mol) of ethyl vanillin, 4.35 g (0.043 mol) of triethylamine, and 40 mL of dichloromethane were placed in a 100 mL dropping funnel. The solution was added dropwise from the dropping funnel to the flask over 40 minutes, maintaining the reaction temperature between -5°C and 0°C. After the addition was complete, the mixture was stirred at room temperature (25°C) for 2 hours. 10 mL of saturated ammonium chloride aqueous solution was added to the flask to stop the reaction. 150 mL of diethyl ether was added, and the resulting white solid was removed by filtration. The filtrate was transferred to a separatory funnel. 100 mL of deionized water was added to the separatory funnel, and the aqueous layer was extracted three times with 50 mL of diethyl ether. The extracted solution was collected, washed with saturated saline solution, and dried over 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.

[0162] The NMR and IR measurement results are shown below. NMR ( 1 H, 400MHz) 0.88(t, J=7Hz, 3H), 1.20~1.50(m, 19H), 1.78(quint., J=7Hz, 2H), 2.59(t, J=7H z, 2H), 4.13(t, J=7Hz, 2H), 7.20(d, J=8Hz, 1H), 7.46(d, J=8Hz, 2H), 9.93(s, 1H) IR(KBr):2918, 2850, 1763, 1693, 1273, 1115, 742cm -1

[0163] [Synthesis Example 3: Synthesis of b-2] Production of esters of lauric acid and ethyl maltol Under a nitrogen atmosphere, 10.00 g (0.046 mol) of laurate chloride and 45 mL of dichloromethane were placed in a 300 mL four-necked flask and cooled to 0°C. Meanwhile, 6.41 g (0.046 mol) of ethyl maltol, 4.86 g (0.048 mol) of triethylamine, and 45 mL of dichloromethane were placed in a 100 mL dropping funnel. The solution was added dropwise from the dropping funnel to the flask over 30 minutes, maintaining the reaction temperature between -5°C and 0°C. After the addition was complete, the mixture was stirred at room temperature (25°C) for 1 hour. 10 mL of saturated ammonium chloride aqueous solution was added to the flask to stop the reaction. 150 mL of diethyl ether was added, and the resulting white solid was removed by filtration. The filtrate was transferred to a separatory funnel. 100 mL of deionized water was added to the separatory funnel, and the aqueous layer was extracted three times with 50 mL of diethyl ether. The extracted solution was collected, washed with saturated saline solution, and dried over sodium sulfate. After removing the solvent under reduced pressure, 14.74 g (100% yield) of a pale yellow solid ester of lauric acid and ethyl maltol was obtained.

[0164] The NMR and IR measurement results are shown below. NMR ( 1 H, 400MHz) 0.88(t, J=7Hz, 3H), 1.20~1.45(m, 19H), 1.75(quint., J=7Hz, 2H), 2.59(m, 4H), 6.39(d, J=6Hz, 1H), 7.69(d, J=6Hz, 1H) IR(KBr):2923, 2854, 1768, 1658, 1160, 1133, 1106, 825cm -1

[0165] <(c) component> [Synthesis Example 4: Manufacturing of (c)-A] (c)-Component A is triethanolamine and R of the composition described below. 1c Quaternary esters of fatty acids represented by COOH were prepared. First, the R of general formula (C1) 1c An ester was synthesized using the acyl group of a fatty acid with the following composition: triethanolamine and R of the composition described later. 1cA fatty acid represented by COOH was subjected to an esterification reaction with a reaction molar ratio (fatty acid / triethanolamine) of 1.65 / 1 to obtain an esterified product containing an amine compound represented by general formula (C1). The esterified product contained 5% by mass of unreacted fatty acids. A quaternization reaction was carried out with dimethyl sulfuric acid to achieve a 0.96 equivalent amount of methyl groups relative to the amine in the amine compound of the esterified product, after which ethanol was added. In this manner, a reaction product containing the quaternized compound ((c)-A) was prepared.

[0166] The resulting reaction product was analyzed for the compositional ratio of each component by HPLC, and quantified using tetraoctylammonium bromide as an internal standard. The results showed that the resulting reaction product contained 12% by mass of component (c1), which is a methyl sulfate of general formula (C1), 75% by mass of component (c2), which is a quaternary compound, 10% by mass of ethanol, 2% of unreacted fatty acids, trace amounts of triethanolamine quaternary compound, and other trace components. (c1) The component is in general formula (C1) where m is 1, 2, or 3, r is 0, q is 2, R 2c It is a compound in which is C2H4OH. Also, in the (c2) component, in the general formula (C1), m is 1, r is 0, q is 2, R 2c A compound in which C2H4OH is methylated and the counterion is a methyl sulfate ion constitutes 28% by mass of component (c2), and of component (c2), in general formula (C1), m is 2, r is 0, q is 2, R 2c A compound in which C2H4OH is methylated and the counterion is a methyl sulfate ion constitutes 56% by mass of component (c2), and of component (c2), in general formula (C1), m is 3, r is 0, q is 2, R 2c The compound in which the parent compound is C2H4OH was methylated, and the counterion was a methyl sulfate ion, accounted for 16% by mass of the (c2) component. The quaternization rate was 80% by mass.

[0167] The fatty acid R used in the reaction to produce component c-(A) 1c The composition of COOH is shown below. Palmitic acid: 45% by mass Stearic acid: 25% by mass Oleic acid: 27% by mass Linoleic acid: 3% by mass The aforementioned composition was determined by analyzing the fatty acids used as raw materials using gas chromatography, and considering the area percentage of each fatty acid as its mass percentage. Note that the numerical values ​​for the amount of (c)-A in the compositions in Table 3 are converted to the total concentration of the above-mentioned (c1) and (c2) components.

[0168] [Synthesis Example 5: Manufacturing of (c)-B] (c)-Component B is triethanolamine and R of the composition described later. 1c Quaternary esters of fatty acids represented by COOH were prepared. First, the R of general formula (C1) 1c An ester was synthesized using the acyl group of a fatty acid with the following composition: triethanolamine and R of the composition described later. 1c A fatty acid represented by COOH was subjected to an esterification reaction with a reaction molar ratio (fatty acid / triethanolamine) of 1.87 / 1 to obtain an esterified product containing an amine compound represented by general formula (C1). The esterified product contained 1% by mass of unreacted fatty acids. The amine compound in the esterified product was subjected to a quaternization reaction with dimethyl sulfuric acid until the amount of methyl groups relative to the amine was 0.96 equivalents, after which ethanol was added. In this manner, a reaction product containing the quaternized compound ((c)-B) was prepared.

[0169] The resulting reaction product was analyzed for the compositional ratio of each component by HPLC, and quantified using tetraoctylammonium bromide as an internal standard. The results showed that the resulting reaction product contained 17% by mass of component (c1), which is a methyl sulfate of general formula (C1), 66% by mass of component (c2), which is a quaternary compound, 15% by mass of ethanol, 1% by mass of unreacted fatty acids, trace amounts of triethanolamine quaternary compound, and other trace components. (c1) The component is in general formula (C1) where m is 1, 2, or 3, r is 0, q is 2, R 2c It is a compound in which is C2H4OH. Also, in the general formula (C1) of the c2 components, m is 1, r is 0, q is 2, R 2cThe compound where C is C2H4OH is methylated and the counter ion is methyl sulfate ion, and this compound is 22% by mass in the (c2) component. In the general formula (C1), m is 2, r is 0, q is 2, R 2c The compound where C is C2H4OH is methylated and the counter ion is methyl sulfate ion, and this compound is 58% by mass in the (c2) component, m is 3, r is 0, q is 2, R 2c The compound where C is C2H4OH is methylated and the counter ion is methyl sulfate ion was 20% by mass in the (c2) component. Also, the quaternization rate was 80% by mass.

[0170] In addition, the fatty acid R used in the reaction for producing the (c)-B component 1c The composition of COOH is shown below. Oleic acid: 80% by mass Linoleic acid: 10% by mass Linolenic acid: 2% by mass Stearic acid: 2% by mass Palmitic acid: 6% by mass The above composition was obtained by analyzing the composition of the fatty acid used as the raw material by gas chromatography and regarding the area% of each fatty acid as% by mass. In addition, the numerical values of the blending amount of (c)-B in the composition in Table 3 are converted to the total concentration of the above (c1) component and (c2) component.

[0171] <(d) component> The fragrance (d1) described in Table 2 was used.

[0172]

Table 2

[0173] <(e) component> As the (e) component, a compound obtained by adding an average of 30 moles of ethylene oxide to lauryl alcohol, that is, in the general formula (e1-1), R 1e is a linear alkyl group having 12 carbon atoms and is bonded to an oxygen atom, and the carbon atom of R 1e is a primary carbon atom, and the nonionic surfactant (e1) where p1 is 30 was used.

[0174] <(g) component> (g) Dimethylaminopropyl stearyl adiamide (g1) was used as component (g).

[0175] <(h) component> The aqueous emulsion of dimethylpolysiloxane (h1) prepared in Synthesis Example 5 below was used. [Synthesis Example 5: Synthesis of Component (h1)] 5 g of polyoxyethylene lauryl ether with an average addition of 5 moles is added to dimethylpolysiloxane (viscosity at 25°C: 500,000 mm²). 2 300g of (s) was added under high shear force, and stirring continued under high shear force for another 10 minutes. Then, 30g of deionized water was added, followed by 2g of sodium polyoxyethylene lauryl ether sulfate with an average addition of 2 moles, and 15g of polyoxyethylene myristyl ether with an average addition of 40 moles. Stirring continued under high shear force for another 30 minutes, and then 248g of water was added and stirred to obtain an aqueous emulsion of dimethylpolysiloxane [(h1)]. The volume-average particle size of the emulsion particles in (h1) was 500nm. The dimethylpolysiloxane content in (h1) was 50% by mass. The volume-average particle size was measured at 20°C using an electrophoretic light scattering photometer (Otsuka Electronics Co., Ltd., model ELS-8000) after dispersing the aqueous emulsion in ethanol.

[0176] <(k) component> The following two compounds were used as component (k): (k1): Propylene glycol (k2): Ethylene glycol

[0177] <(l) component> (l) Trisodium methylglycine diacetate (l1) was used as the component.

[0178] <(n) component> (n) Proxel BDN (manufactured by Arch Chemical Japan, n1) was used as component (n).

[0179] <(o) component> (o) Calcium chloride (o1) was used as the component.

[0180] <(i) Components> Hydrochloric acid was used.

[0181] <Examples and Comparative Examples> [Preparation of textile product treatment agent composition] Textile product treatment agent compositions were prepared by mixing each component to achieve the formulation shown in Table 3. Specifically, the composition is as follows. Note that the mass percentages in the table represent the mass percentage of the effective portion. In a 300 mL beaker, an amount of deionized water equivalent to 85% by mass of the amount required to produce 200 g of the textile product treatment agent composition was added, along with hydrochloric acid as components (b), (e), (h), (k), (l), (n), and (i) as needed. The temperature of the deionized water was adjusted to 60 ± 2 °C using a water bath. A mixture was obtained by stirring with a stirring blade as needed to ensure that the added components in the aqueous layer dissolved uniformly in the deionized water. The stirring blade used was one with three blades, whose long side was positioned at a 90-degree angle to the rotational axis of a 5 mm diameter stirring rod, with a long side / short side ratio of 3 cm / 1.5 cm, and the blades positioned at a 45-degree angle to the rotational surface.

[0182] The mixture, heated to a temperature of 60±2℃, was stirred with the aforementioned stirring blade (300 rpm). Component (c), which had been heated and dissolved at 65℃, and optionally component (g), were added over a period of 3 minutes. After the addition was complete, the mixture was stirred for 15 minutes. Next, the mixture was cooled using a 5°C water bath until its temperature reached 30±2°C. Component (a), and optionally components (d) and (o), were added sequentially and stirred for 5 minutes. Furthermore, deionized water was added to achieve the final mass (200g), and the mixture was stirred for another 5 minutes to obtain the textile product treatment agent composition. The pH was adjusted as appropriate with an aqueous NaOH solution. The pH of the liquid fiber product treatment agent composition was measured as follows. A combined electrode for pH measurement (HORIBA general-purpose sleeve type) was connected to a pH meter (HORIBA pH meter D-51), and the power was turned on. A saturated potassium chloride aqueous solution (3.33 mol / L) was used as the internal solution of the pH electrode. Next, 100 ml beakers were filled with a pH 1.68 standard solution (oxalate standard solution), a pH 4.01 standard solution (phthalate standard solution), and a pH 6.86 (neutral phosphate standard solution), respectively, and immersed in a constant temperature bath at 30°C for 30 minutes. The pH measurement electrode was immersed in the temperature-adjusted standard solution for 3 minutes, and calibration operations were performed in the order of pH 6.86 → pH 4.01 → pH 1.68. When measuring the alkaline region, calibration is performed using a pH 9.18 standard solution (borate standard solution) instead of the pH 1.68 standard solution. The sample was filled into a 100 ml beaker and adjusted to 30°C in a constant temperature bath at 30°C. The pH measurement electrode was immersed in the temperature-adjusted sample for 3 minutes, and the pH was measured.

[0183] The visible light transmittance of the obtained fiber product treatment agent composition was measured. Specifically, a glass cell with an optical path length of 10 mm was used as the measurement cell, ion-exchanged water was put into the control cell, and measurement was performed using an ultraviolet-visible spectrophotometer (UV-2500PC manufactured by Shimadzu Corporation). The visible light transmittance (wavelength 660 nm) of the fiber product treatment agent compositions obtained in the examples and comparative examples was all less than 10%, and they were emulsion-type fiber product treatment agent compositions.

[0184] <Fragrance evaluation> In advance, 17 pieces of underwear (Gunze Co., Ltd., gentleman's round-neck short-sleeved shirt, L size) were repeatedly washed 5 times with a commercially available weakly alkaline detergent (Kao Corporation, Attack) using a fully automatic washing machine NW-6CY manufactured by Hitachi, Ltd., and dried indoors to remove excess chemicals. The washing conditions for each time were a detergent concentration of 0.0667% by mass, 47 L of tap water, a water temperature of 20°C, 10 minutes of washing, 2 rinses, and 6 minutes of dehydration.

[0185] In a Panasonic Corporation electric bucket N-BK2-A, 0.867g (10g / 1.5kg of underwear) of the textile product treatment agent composition, which had undergone the above storage conditions, was added to 4L of tap water. Then, one piece of underwear washed using the method described above was added, and the mixture was agitated for 5 minutes. After that, the underwear treated with the liquid fabric softener composition was spun dry for 3 minutes in the spin-drying tub of a Hitachi, Ltd. twin-tub washing machine, and then hung on a hanger in a room at 20°C and 40% RH to dry for 24 hours. This procedure was repeated three times for each liquid fabric softener composition, and five pieces of underwear treated with each composition were prepared.

[0186] The effectiveness of the fragrance was evaluated using the following method. One of the prepared undergarments was folded and stored in a room at 20°C / 60%RH for three days. A 20cm x 20cm piece of fabric was cut from the stored undergarment and used for fragrance evaluation. The evaluation method involved first smelling the fabric in its dry state, then moistening the fabric with 10-20% owf water using a spray, and then folding the fabric into quarters. After letting it stand for a few seconds, the fabric was unfolded and the scent at the intersection of the folds was smelled to evaluate the difference in fragrance intensity between the dry and wet states and the expressiveness of the fragrance, which was used to determine the effectiveness of moisture-induced fragrance release. The evaluation was conducted by five panelists specializing in fragrance evaluation. The evaluation was conducted using a sample treated with the formulation of Comparative Example 2, as shown in Table 3, as a reference (score 1), according to the following criteria, and the average of the evaluations from five people was used as the evaluation result. <Evaluation Criteria> Differences in fragrance intensity Score 3: Compared to the reference, I noticed a difference in fragrance intensity. Score 2: Compared to the reference, there is a slight difference in aroma intensity. Score 1: Compared to the reference, I perceive a similar difference in fragrance intensity. <Evaluation Criteria> The expressive power of scent Score 3: Compared to the reference, it has a richer and fresher scent. Score 2: Compared to the reference, it has a slightly richer yet fresher scent. Score 1: Compared to the reference, it has a similarly rich yet fresh aroma.

[0187] [Table 3]

[0188] The composition in Comparative Example 2 that did not contain component (a) had the lowest fragrance effectiveness among the examples and comparative examples, and was used as the reference (score 1). Comparative Example 1, which contained component (a) but did not contain component (b), had a higher fragrance effectiveness compared to Comparative Example 2. On the other hand, Examples 1 to 8, which included both component (a) and component (b), all showed a higher level of effectiveness than Comparative Examples 1 and 2.

Claims

1. A textile product treatment agent composition containing the following components (a), (b), and (c). (a) A microcapsule having a silica-containing shell and a core containing a fragrance compound inside the shell, The device comprises a silica-containing shell (second shell), a core containing a fragrance compound inside the shell, and a silica-containing shell (first shell) enclosing the core, wherein the average thickness of the first shell is 5 nm or more and 20 nm or less, and the average thickness of the second shell is 10 nm or more and 100 nm or less. Of the total amount of fragrance compounds contained in the core, the proportion of fragrance compounds having an octanol / water partition coefficient (logP) of 2.0 or more and 5.0 or less, and a vapor pressure of 0.01 Pa or more and 8.00 Pa or less at 25°C is 25% by mass or more. Furthermore, the microcapsule is characterized in that the mass ratio of component (b) to the total amount of fragrance compounds contained in the microcapsule in the composition [component (b) / fragrance compounds contained in the microcapsule in the composition] is 1 / 99 or more and 25 / 75 or less. (b) A fragrance precursor comprising an ester of a fragrance having a phenol structure or a hydroxy-4-pyrone structure with an aliphatic monocarboxylic acid having 8 to 18 carbon atoms or an aliphatic dicarboxylic acid having 3 to 20 carbon atoms. (c) A component comprising one or more components selected from the following components (c1) and (c2). (c1) Components: A tertiary amine compound represented by the following general formula (1), and its salt. (c2) Component: A quaternary compound of a tertiary amine compound represented by the following general formula (1). 〔R 1c -C(=O)-O-(C p H 2p O) r -C q H 2q 〕 m N(R 2c ) 3-m (C1) [In the formula, R 1c R is a hydrocarbon group having 11 to 23 carbon atoms. 2c This is a hydrocarbon group having 1 to 3 carbon atoms and HO-(C p H 2p O) r -C q H 2q A group selected from the group, where m is an integer between 1 and 3, p and q are numbers between 2 and 3, and r is an integer between 0 and 5. 1c , R 2c If there are multiple instances of p, q, and r, they may be the same or different.

2. Median diameter D of the microcapsule of component (a) 50 The textile product treatment agent composition according to claim 1, wherein the particle size is 0.1 μm or more and 50 μm or less.

3. The textile product treatment agent composition according to claim 1, wherein the shell of the microcapsule of component (a) is formed by a polymerization reaction using an alkoxysilane as a precursor.

4. (b) The textile product treatment composition according to claim 1, wherein the fragrance having a phenol structure of component (b) is one or more selected from vanillin, ethyl vanillin, iso-eugenol, benzyl salicylate, cis-3-hexenyl salicylate, vanillin PGA, cyclohexyl salicylate, eugenol, gingerone, vanilope, raspberry ketone, methyl salicylate, hexyl salicylate, carvacrol, and thymol.

5. (b) The textile product treatment agent composition according to claim 1, wherein the fragrance having a hydroxy-4-pyrone structure of component is one or more selected from maltol and ethylmaltol.

6. The textile product treatment agent composition according to claim 1, which contains a fragrance compound other than component (a) as component (d).