Fiber product treatment agent composition

JP2024019951A5Active Publication Date: 2025-06-23KAO CORP
View PDF 0 Cites 0 Cited by

Patent Information

Application Number
JP2022122745
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2022-08-01
Publication Date
2025-06-23
Estimated Expiration
2042-08-01

AI Technical Summary

Technical Problem

Existing textile treatment agents struggle to maintain fragrance on fabrics effectively, especially under conditions involving moisture, such as sweating, leading to rapid scent release and limited palatability.

Method used

A textile treatment agent composition comprising microcapsules with a silica shell containing a fragrance compound, combined with a fragrance precursor and tertiary amine compounds, designed to adhere to fibers and release fragrance upon wetting, ensuring sustained fragrance retention and intensity.

Benefits of technology

The composition provides noticeable fragrance when textiles are wetted, such as by perspiration, and maintains fragrance over time, enhancing fragrance retention and intensity during wear.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

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
Need to check novelty before this filing date? Find Prior Art

Description

[Technical field]

[0001] The present invention relates to a textile product treatment composition. [Background technology]

[0002] Consumer interest in scents when washing, drying, and wearing clothes is on the rise, and the market for liquid fabric softeners and fragrances that appeal to fragrance-related claims is growing significantly. However, since the fiber treatment compositions used in ordinary households are applied to fiber products via water, the fragrance may not adhere sufficiently to the fiber, or the fragrance may volatilize from the fabric during or over time after drying, resulting in a weaker scent. To address such problems, for example, Patent Document 1 discloses a fabric softening composition that contains a specific long-lasting perfume composition and improves the life of the perfume on fabric.

[0003] In Patent Document 2, a monoester of dibasic acid is used for the purpose of maintaining the fragrance for a long time. ester and / or dibasic acid diester, ethylene glycol or propylene glycol Patent Document 3 discloses a sustained-release fragrance composition that can be used for clothing that uses a mixture of a fragrance composition and an oil having a melting point of 30° C. or higher at normal pressure. Patent Document 3 also discloses that an aqueous liquid containing emulsion particles obtained by emulsifying and dispersing a mixture of a fragrance composition and an oil having a melting point of 30° C. or higher at normal pressure in water can be used to make the fragrance last for a long time.

[0004] On the other hand, as a conventional technique for improving the lingering of fragrance when worn, attempts have been made to incorporate microencapsulated fragrances. Patent Document 4 describes an encapsulated fragrance containing a fragrance composition having a flash point in the range of 50 to 130°C as a core material. Patent Document 5 describes that the lingering of fragrance is improved by using microcapsules containing fragrances produced by the core-shell method. Patent Document 6 describes that the fragrance can be attached uniformly at a high concentration to multiple different surfaces by using microcapsules containing fragrances in combination with a polymer containing a specific amine.

[0005] Patent Document 7 discloses a liquid fabric softener composition that contains component (A) including at least one selected from a specific tertiary amine compound and its acid salt and its quaternary product, component (B) consisting of microcapsules encapsulating a fragrance containing at least 90% by mass of a fragrance compound having a logP value of 2.0 to 6.0, component (C) consisting of a fragrance precursor that is an ester of a specific fragrance and a specific fatty acid ester or fatty acid diester, and water, and has a pH of 2.5 to 4.0 at 30°C, for the purpose of realizing not only normal fragrance persistence but also excellent odor release when the wearer sweats. Patent Document 8 discloses a textile product treatment composition that contains a silicate ester compound of a fragrance compound and a specific fragrance, and improves the life of the fragrance on fabric. Patent Document 9 discloses a fabric softener fragrance composition that contains a silicate ester compound and a specific highly persistent fragrance. The silicate ester compound has the property of releasing the fragrance by hydrolysis of the ester bond due to moisture absorption. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] Special Publication No. 11-504994 [Patent Document 2] JP 2003-313580 A [Patent Document 3] JP 2012-72539 A [Patent Document 4] JP 2006-249326 A [Patent Document 5] Special Publication No. 2011-517323 [Patent Document 6] JP 2018-172687 A [Patent Document 7] JP 2017-008446 A [Patent Document 8] JP 2009-256818 A [Patent Document 9] JP 2011-063674 A Summary of the Invention [Problem to be solved by the invention]

[0007] In recent years, several techniques have been proposed for sustaining the fragrance of textile products, but the fragrance added to textile treatment agents is difficult to adsorb onto textile products, and remains on the surface of the textile product, causing the odor to quickly diffuse into the air. Depending on the base, the odor may disappear during drying. Microencapsulation of fragrances has been proposed as a means of improving the effectiveness of fragrances, but there are still issues with fragrance release in situations involving moisture, such as when sweating, when fragrance release from textile products is very important. In addition, precursors of fragrances have been proposed as a means of improving the effectiveness of fragrances in situations involving moisture, but there is a limit to the types of fragrances that can be used, which is an issue in that there is a limit to satisfying as many preferences as possible. [Means for solving the problem]

[0008] The inventors conducted research into improving the effectiveness of fragrance in situations involving moisture, and discovered that by combining specific capsules that have the property of collapsing when dried after adhering to fibers in an aqueous medium with a specific fatty acid ester-type fragrance precursor, not only is it possible to improve the residual fragrance of a textile product, but the fragrance also becomes more pronounced when the textile product is re-wet, thereby arriving at the present invention.

[0009] The present invention relates to a textile product treatment composition containing components (a), (b) and (c). (a) A microcapsule having a shell containing silica and a core containing a fragrance compound inside the shell. (b) A fragrance precursor consisting of an ester of a fragrance having a phenol structure or a hydroxy-4-pyrone structure and 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 components selected from the following components (c1) and (c2): Component (c1): a tertiary amine compound represented by the following general formula (1), and an acid salt thereof: Component (c2): a quaternary 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 is a hydrocarbon group having 11 to 23 carbon atoms, R 2c is a hydrocarbon group having 1 to 3 carbon atoms and HO-(C p H 2p O) r -C q H 2q m is an integer of 1 or more and 3 or less, p and q are the numbers 2 or 3, and r is an integer of 0 or more and 5 or less. 1c , R 2c When multiple p, q, and r are present, they may be the same or different. Effect of the Invention

[0010] According to the present invention, there is provided a textile product treatment composition which, when a textile product is treated and then worn after storage for several days, gives off a pleasant fragrance when the textile product becomes wet with water due to sweating or the like. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] <Textile product treatment composition> <Component (a)> A microcapsule having a shell containing silica and a core containing a fragrance 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 a 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, for example, a sol-gel reaction. In the present invention, the "sol-gel reaction" refers to a reaction in which alkoxysilane undergoes hydrolysis and polycondensation reaction to form silica, which is a component of the shell, through a sol and gel state. Specifically, for example, tetraalkoxysilane is hydrolyzed, and a silanol compound undergoes a dehydration condensation reaction and a dealcoholization condensation reaction to generate a siloxane oligomer, and the dehydration condensation reaction proceeds to form silica.

[0013] In addition, the shell of the silica capsule of the present invention may contain inorganic polymers other than silica as a constituent component within a range that does not impair the effects of the present invention.In the present invention, the inorganic polymer refers to a polymer that contains inorganic elements.The inorganic polymer may include a polymer that is composed of only inorganic elements, a polymer whose main chain is composed of only inorganic elements and has an organic group as a side chain or a substituent, and the like. 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 above-mentioned sol-gel reaction of silica using a metal alkoxide [M(OR)x] as a precursor, where M is a metal or metalloid element and R is a hydrocarbon group. Examples of the metal or semi-metal element constituting the metal alkoxide include titanium, zirconium, aluminum, and zinc.

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

[0015] (Manufacturing of Silica Capsules) From the viewpoint of increasing the encapsulation rate of the flavor compound, improving the long-term retention, and favorably expressing the delivery performance of the flavor compound, the shell of the silica capsule of the present invention preferably contains silica formed by carrying out a sol-gel reaction in two stages as a constituent. That is, the silica capsule of the present invention is preferably produced by a method including the following steps 1 and 2. Step 1: A step of subjecting an emulsion obtained by emulsifying an aqueous phase component containing a cationic surfactant and an oil phase component containing a fragrance compound and a tetraalkoxysilane to a sol-gel reaction under acidic conditions to form silica capsules (1) having a core and a first shell containing silica as a constituent component, and obtaining an aqueous dispersion containing the silica capsules (1). Step 2: A step of adding tetraalkoxysilane to the aqueous dispersion containing the silica capsules (1) obtained in step 1 to carry out a sol-gel reaction to form silica capsules having a second shell that encapsulates the first shell.

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

[0017] Examples of the cationic surfactant in step 1 include alkylamine salts and alkyl quaternary ammonium salts. The alkylamine salt is preferably a salt of a secondary amine or a tertiary amine, more preferably a salt of a tertiary amine. The alkylamine salt and the alkyl quaternary ammonium salt are compounds having at least one long-chain alkyl group, and optionally, preferably, at least one group selected from a long-chain alkyl group, a short-chain alkyl group, and a benzyl group. The carbon number of 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, even more preferably 18 or less. The carbon number of the short-chain alkyl group is preferably 1 or more, and preferably 4 or less, more preferably 1 or 2, even more preferably 1, i.e., a methyl group. Examples of the alkylamine salt include alkylamine salts in which the long-chain alkyl group has a carbon number within the above range, such as long-chain monoalkyl monomethyl secondary amine salts and long-chain monoalkyl dimethyl tertiary amine salts. Examples of the quaternary ammonium salt include long-chain alkyl tri-short-chain alkyl quaternary ammonium salts, di-long-chain alkyl di-short-chain alkyl quaternary ammonium salts, and long-chain alkyl benzyl di-short-chain alkyl quaternary ammonium salts, each of which has a carbon number within the range described above.

[0018] Examples of the alkylamine salt include alkylamine acetates such as lauryl dimethylamine acetate and stearyl dimethylamine 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 the dialkyldimethylammonium salt include dialkyldimethylammonium chlorides such as distearyldimethylammonium chloride; and dialkyldimethylammonium bromides such as distearyldimethylammonium bromide. Examples of the alkylbenzyldimethylammonium salt include alkylbenzyldimethylammonium chloride and alkylbenzyldimethylammonium bromide. Of these, 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, still more preferably one or more selected from lauryltrimethylammonium chloride, stearyltrimethylammonium chloride, and cetyltrimethylammonium chloride, and even more preferably cetyltrimethylammonium chloride.

[0019] In step 1, in addition to the cationic surfactant, other emulsifiers may be further contained within a range that does not impair 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 the 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 dispersion stability of the emulsion droplets, and is preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 2% by mass or less, from the viewpoint of suppressing the formation of emulsifier micelles due to excess emulsifier that does not contribute to the dispersion stability of the emulsion and improving encapsulation efficiency.

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

[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 is 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 preventing excess tetraalkoxysilane from remaining in the fragrance compound.

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

[0024] The stirring means used in preparing the emulsion is not particularly limited, and may be a homogenizer having a strong shearing force, a high-pressure disperser, an ultrasonic disperser, etc. Also usable are homomixers such as "Disper" (product name, manufactured by Primix Corporation), "Clearmix" (product name, manufactured by M Technique Co., Ltd.), and "Cavitron" (product name, manufactured by Pacific Machinery Works, Ltd.).

[0025] Median diameter D of emulsion droplets in the emulsion of step 1 50From the viewpoint of reducing the specific surface area relative to the environment outside the silica capsule and enhancing 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, and 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 of emulsion droplets D 50 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 more, more preferably 3.3 or more, and even more preferably 3.5 or more, from the viewpoint of maintaining a balance between the hydrolysis reaction and the condensation reaction of the tetraalkoxysilane, and from the viewpoint of suppressing the production of a highly hydrophilic sol and promoting the progress of encapsulation, and is preferably 4.5 or less, more preferably 4.3 or less, and even more preferably 4.1 or less, from the viewpoint of suppressing the simultaneous formation of a silica shell and the aggregation of emulsion droplets and obtaining silica capsules having a dense shell.

[0027] Depending on the strength of acidity or alkalinity of the oil phase components including the fragrance composition, any acidic or alkaline pH adjuster may be used from the viewpoint of adjusting the initial pH to a desired level. The pH of the emulsion may be lower than the desired value, in which case it is preferable to adjust it using an alkaline pH adjuster, which will be described later. That is, step 1-4 may preferably be the following step 1-4'. Step 1-4': A step of adjusting the pH of the emulsion obtained in step 1-3 using a pH adjuster, carrying out a first-stage sol-gel reaction to form silica capsules (1) having a core and a first shell, and obtaining an aqueous dispersion containing the silica capsules (1).

[0028] Examples of acidic pH adjusters include inorganic acids such as hydrochloric acid, nitric acid, and sulfuric acid, organic acids such as acetic acid and citric acid, and solutions in which cation exchange resins or the like have been added to water or ethanol, and preferred are hydrochloric acid, sulfuric acid, nitric acid, and citric acid. Examples of alkaline pH adjusters include sodium hydroxide, sodium hydrogen carbonate, potassium hydroxide, ammonium hydroxide, diethanolamine, triethanolamine, trishydroxymethylaminomethane, and the like, with sodium hydroxide and ammonium hydroxide being preferred.

[0029] The reaction temperature of the sol-gel reaction in step 1 can be any value as long as it is equal to or higher than the melting point and equal to or lower than the boiling point of water contained as the aqueous phase, but 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 set the temperature within a certain range, 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, even more preferably 40°C or lower.

[0030] [Process 2] Step 2 is a step in which tetraalkoxysilane is further added to the aqueous dispersion containing the silica capsules (1) obtained in step 1 to carry out a sol-gel reaction to form silica capsules having a second shell that encapsulates 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 encapsulates the first shell, and is 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 production of silica sol that disperses in the aqueous phase and improving the dispersion stability of the silica capsules.

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

[0033] In the present invention, the total amount of tetraalkoxysilane added, i.e., the total amount of tetraalkoxysilane used in step 1 and step 2, is preferably 30% by mass or more, more preferably 35% by mass or more, even more preferably 40% by mass or more, and is preferably 250% by mass or less, more preferably 200% by mass or less, even more preferably 150% by mass or less, relative to the fragrance compound in step 1. By setting the total amount of tetraalkoxysilane added within the above range, the encapsulated fragrance compound can be maintained 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, from the viewpoint of improving the long-term retention of the fragrance compound, 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, and from the viewpoint of production efficiency, 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 in step 1 such 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-mentioned ranges, or may be performed by further adding water to the aqueous dispersion obtained in step 1 to dilute it.

[0035] From the viewpoint of production efficiency, the present invention may dilute the aqueous dispersion obtained in step 1 with water before the addition of tetraalkoxysilane in step 2. The total amount of the fragrance compound and tetraalkoxysilane in 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, still more preferably 15% by mass or more, and is 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, more preferably 7 times or less.

[0036] The reaction temperature of the sol-gel reaction in step 2 can be selected arbitrarily so long as it is equal to or higher than the melting point and equal to or lower than the boiling point of water contained as the dispersion medium, but 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, the reaction temperature is preferably equal to or higher than 5° C., more preferably equal to or higher than 10° C., even more preferably equal to or higher than 15° C., and is preferably equal to or lower than 60° C., more preferably equal to or lower than 50° C., even more preferably equal to or lower than 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 the present invention, in step 2, 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, the organic polymer compound means a compound having a weight-average molecular weight of 5,000 or more. The organic polymer compound includes a nonionic polymer, a cationic polymer, and an anionic polymer. The nonionic polymer means a water-soluble polymer that has no electric charge in water. By using the nonionic polymer, it is possible to impart a function to the silica capsule according to the application of the silica capsule. When a nonionic polymer, cationic polymer, or anionic polymer is used as the organic polymer compound, for example, when the silica capsules of the present invention are used in a fabric treatment composition such as a fabric softener composition, improved adsorption of the silica capsules to fibers can be expected. As used herein, the term "water-soluble polymer" refers to a polymer that, when dried at 105°C for 2 hours and allowed to reach a constant weight, dissolves in 100 g of water at 25°C in an amount of 1 mg or more.

[0038] Examples of the nonionic polymer include polymers having a structural unit derived from a nonionic monomer, water-soluble polysaccharides (cellulose-based, gum-based, starch-based, etc.) and derivatives thereof. Examples of nonionic monomers include (meth)acrylates having a hydrocarbon group derived from an aliphatic alcohol having 1 to 22 carbon atoms; styrene-based 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; alkoxypolyalkylene glycol mono(meth)acrylates such as methoxypolyethylene glycol mono(meth)acrylate and octoxypolyethylene glycol mono(meth)acrylate; (meth)acrylamide, etc. Note that (meth)acrylate means acrylate or methacrylate. Similarly, (meth)acrylic means acrylic or methacrylic.

[0039] Examples of the cationic polymer include a polymer containing a quaternary ammonium salt group, a polymer having a nitrogen-based cationic group, a polymer that may become cationic by adjusting the pH, etc. By using a cationic polymer, the situation in which the silica capsules (1) obtained in step 1 tend to aggregate in the aqueous dispersion can be alleviated, and the generation of coarse particles, etc. can be suppressed in the subsequent step 2. Examples of cationic polymers include polydiallyldimethylammonium salts such as poly(diallyldimethylammonium chloride), poly(acrylic acid-co-diallyldimethylammonium chloride), poly(acrylamide-co-diallyldimethylammonium chloride), and poly(acrylamide-co-acrylic acid-co-diallyldimethylammonium chloride) and copolymers thereof, poly(2-(methacryloyloxy)ethyltrimethylammonium chloride), polyethyleneimine, polyallylamine, cationized cellulose, cationized guar gum, cationized tara gum, cationized fenugreek gum, and cationized locust bean gum. Among these, polydiallyldimethylammonium salts and copolymers thereof are preferred, and one or more selected from poly(diallyldimethylammonium chloride), poly(acrylic acid-co-diallyldimethylammonium chloride), and poly(acrylamide-co-acrylic acid-co-diallyldimethylammonium chloride) are more preferred, and poly(diallyldimethylammonium chloride) is 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 is preferably 10 meq / g or less, more preferably 8 meq / g or less, from the viewpoint of dispersibility of the silica capsule (1), suppression of generation of coarse particles, and improvement of long-term retention. The cationic polymer may contain an anionic group, and in that 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 the present invention, the cationic group equivalent of the cationic polymer is calculated based on the monomer composition.

[0041] Examples of the anionic polymer include polymers containing monomer units having a carboxyl group, polymers containing monomer units having a sulfonic acid group, and polymers that become anionic upon pH adjustment. Examples of the anionic polymer 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), carboxymethyl cellulose, etc. Incidentally, (meth)acrylic acid means acrylic acid or methacrylic acid.

[0042] The amount of the 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 is preferably 5% by mass or less, more preferably 3% by mass or less, even more preferably 2% by mass or less, relative to the aqueous dispersion obtained in step 1.

[0043] The silica capsules obtained by step 2 are obtained in a state of being dispersed in water. Depending on the application, this may be used as is, but in some cases, the silica capsules are separated and used. As a separation method, a filtration method, a centrifugation method, etc. may be adopted.

[0044] <Core> The core of the silica capsule according to the present invention comprises a flavour compound. In the present invention, from the viewpoint of the release of fragrance when the fiber becomes wet with moisture such as sweat, it is preferable that the proportion of fragrance compounds having a logP of 2.0 or more and 5.0 or less and a vapor pressure at 25°C of 0.01 Pa or more and 8.00 Pa or less is 25 mass% or more of the total amount of fragrance compounds.

[0045] In the present invention, the logP value is a coefficient indicating the affinity of an organic compound to water and 1-octanol. The 1-octanol / water partition coefficient P is the ratio of the equilibrium concentrations of a compound in each solvent when a trace amount of the compound is dissolved as a solute in a solvent consisting of two liquid phases, 1-octanol and water, and reaches distribution equilibrium, and is generally expressed in the form of their logarithm logP to the base 10. Nowadays, the value of "calculated logP (sometimes called ClogP)" calculated by a calculation program using fragment values ​​of atomic groups determined by the number of atoms constituting the compound molecule and the type of chemical bond is widely used, and the ClogP value is also used in the present invention when selecting a compound.

[0046] In the present invention, the ClogP value is calculated using software EPI Suite (registered trademark; The Estimations Programs Interface for Windows version 4.11) jointly developed by the US Environmental Protection Agency and Syracuse.

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

[0048] Examples of fragrance compounds having a logP of 2.0 or more and 5.0 or less and a vapor pressure at 25°C of 0.01 Pa or more and 8.00 Pa or less include γ-undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrhaldehyde, ethyltricyclo[5.2.1.0-2,6] Decane-2-carboxylate (frutate), citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, hexyl cinnamic aldehyde, amyl cinnamic aldehyde, allyl cyclohexyl propionate, dimethyl benzyl carbinyl butyrate, tricyclodecenyl propionate, amyl salicylate, γ-methyl ionone, α-damascene β-damascone, nerolin yara yara, 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-naphthyl ketone, eugenol, lyral, dimethylbenzylcarbinyl acetate, iso-damascone, 2-cyclohexylidene-2-phenylene Nylacetonitrile, γ-decalactone, α-methyl-3,4-methylenedioxyhydrocinnamic aldehyde, 7-methyl-3,5-dihydro-2H-benzodioxepinone, tricyclodecenyl acetate, tricyclodecenyl propionate, 2-pentyloxyglycolic acid allyl, 1-(2-tert-butylcyclohexyloxy)-2-butanol, citronellyloxyacetaldehyde, indole, 4-methyl-3-decen-5-ol, paclitaxel, La-menthan-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, cis-jasmone, bicyclo[3.2.1) Octan-8-one-1,5-dimethyl-oxime, 2,4-dimethyl-4,4α,5,9β-tetrahydroindeno[1,2-d]-m-dioxine, 3-(para-ethylphenyl)-2,2-dimethylpropanal, ethyl-2-tert-butylcyclohexyl-carbonate, hexyl benzoate, 4-acetoxy-3-amyltetrahydropyran, dodecyl aldehyde, dihydro-β-ionone, methyl cyclooctyl carbonate, methyl phenyl These include ethyl glycidate, isoeugenol, methyl isoeugenol, diphenyl oxide, 2,2,5-trimethyl-5-pentyl cyclopentanone, thymol, nerolin bromeliad, 5,6-dimethyl-8-isopropenyl, bicyclo[4,4,0]-1-decen-3-one, 3-(4-isopropylphenyl)-propanal, 4-isopropylcyclohexanemethanol, methyl methyl anthranilate, dodecanenitrile, and 3-dodecenal.

[0049] In addition, as the fragrance compound of component (a), a fragrance compound with a logP value of less than 2.0 can also be used. Examples of fragrance compounds with a logP value of less 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 logP values.

[0050] As the fragrance compound of component (a), a fragrance compound having a logP value of more than 5.0 can also be used. Examples of fragrance compounds having a logP value of more 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), acetyl cedrene (5.2), nerolidol (5.7), benzyl alcohol (7.1), and caryophyllene (6.3). The numbers in parentheses are logP values.

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

[0052] In addition, as the fragrance compound of component (a), a fragrance compound having a vapor pressure of more than 8.00 Pa can also be used. Examples of fragrance compounds having a vapor pressure of more 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), triplral (46.9), and styraryl acetate (14.9). The numbers in parentheses are vapor pressures (units: Pa).

[0053] The microcapsules of component (a) may contain at least one selected from diluents, solvents, and solidifying agents in addition to the fragrance compound. Examples of the diluent or solvent include ethylene glycol, propylene glycol, dipropylene glycol, and glycerin, and also include fatty acid alcohols, lower alcohol esters of fatty acids, and glycerin esters of fatty acids.

[0054] [Silica capsule] The silica capsules of the present invention, for example, the silica capsules produced as described above, are attached to a textile product in an aqueous medium and then break down toward the end of the process in which water evaporates from the textile product, allowing the encapsulated material to penetrate into the textile product.

[0055] The silica capsule of the present invention is preferably a silica capsule having a core containing the flavor compound, a first shell encapsulating the core, and a second shell encapsulating the first shell. The first shell of the silica capsule of the present invention encapsulates the core, contains silica as a constituent component, and preferably has an average thickness of 5 nm or more and 20 nm or less, and the second shell encapsulates the first shell, contains silica as a constituent component, and preferably has an average thickness of 10 nm or more and 100 nm or less. The average thickness of the first shell and the second shell of the silica capsule can be measured by observation with a transmission electron microscope (TEM). Specifically, the thickness of the first shell and the second shell is measured on a photograph under observation with a transmission electron microscope. This operation is performed by changing the field of view five times. The distribution of the average thickness of the first shell and the second shell is obtained from the obtained data. The magnification of the transmission electron microscope is approximately 10,000 times or more and 100,000 times or less, but is appropriately adjusted depending on the size of the silica capsule. Here, as the transmission electron microscope (TEM), for example, the product name "JEM-2100" (manufactured by JEOL Ltd.) can be used.

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

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

[0058] The silica capsules of component (a) may be partially aggregated to the extent that the fragrance is not impaired.

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

[0060] <(b) Component> The component (b) in the present invention is a fragrance precursor consisting of 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 from 8 to 18 carbon atoms (hereinafter also referred to as "component (b2-1)") or an aliphatic dicarboxylic acid having from 3 to 20 carbon atoms (hereinafter also referred to as "component (b2-2)").

[0061] [(b1) component] The component (b1) is a fragrance having a phenol structure or a hydroxy-4-pyrone structure. In the present invention, the term "flavor" refers to a substance that gives rise to an odor, and refers to a "fragrance." From the viewpoint of producing a strong fragrance over a long period of time, the pKa of a fragrance having a phenol structure or a hydroxy-4-pyrone structure is preferably 13 or less, more preferably 7 or more and 12 or less, and even more preferably 7.5 or more and 11.5 or less. In the present invention, pKa refers to an acid dissociation constant, and is expressed by the negative common logarithm pKa of the equilibrium constant Ka in a dissociation reaction in which hydrogen ions are released. The smaller the pKa, the stronger the acid. In the present invention, pKa was calculated using SPARC (SPARC Performs Automated Reasoning In Chemistry, ARChem, http: / / www.archemcalc.com / sparc.html), a chemical structure-physical property calculation site built on the Internet.

[0062] From the viewpoint of sustained release of the fragrance over a long period of time, the fragrance having a phenol structure preferably has a carbon number of 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 even more preferred. Specifically, vanillin (carbon number 8, pKa 7.8), ethyl vanillin (carbon number 9, pKa 7.8), iso-eugenol (carbon number 10, pKa 9.8), benzyl salicylate (carbon number 14, pKa 9.8), cis-3-hexenyl salicylate (carbon number 13, pKa 9.8), vanillin PGA (carbon number 11, pKa 9.8), cyclohexyl salicylate (carbon number 13, pKa 10.0), eugenol ( C10, pKa 10.0), zingerone (C11, pKa 10.0), vanitrope (C11, pKa 10.0), raspberry ketone (C10, pKa 10.1), methyl salicylate (C8, pKa 10.1), hexyl salicylate (C13, pKa 10.1), carvacrol (C10, pKa 10.5), and thymol (C10, pKa 10.9).

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

[0064] [Aliphatic monocarboxylic acid] [(b2-1) component] The (b2-1) component is an aliphatic monocarboxylic acid having 8 to 18 carbon atoms. By using an aliphatic monocarboxylic acid having a carbon number within the above range, the ester bond portion of component (b) in the textile product treatment composition is less likely to come into contact with water, the progress of hydrolysis is inhibited, and the storage stability of the textile product treatment composition is improved, thereby making it possible to inhibit changes in the liquid color of the product in the textile product treatment composition. From the viewpoint of improving the storage stability in the textile product treatment composition, the number of carbon atoms 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, and from the viewpoint of the atom efficiency of the consumed fragrance and the initial fragrance release, the number of carbon atoms of the aliphatic monocarboxylic acid is 18 or less, preferably 16 or less, more preferably 14 or less, even more preferably 12 or less, and 12 is even more preferable.

[0065] Specific examples of aliphatic monocarboxylic acids include enanthic acid, caprylic acid, bellargonic acid, capric acid, undecylic acid, lauric acid, tridecylic acid, myristic acid, pentadecylic acid, palmitic acid, margaric acid, stearic acid, dimethyloctanoic acid, octenoic acid, 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 atom efficiency of the consumed fragrance and initial aroma 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 (b2-2) component is an aliphatic dicarboxylic acid having 3 to 20 carbon atoms. By using an aliphatic dicarboxylic acid having a carbon number within the above range, the ester bond portion of component (b) in the textile product treatment composition is less likely to come into contact with water, the progress of hydrolysis is inhibited, and the storage stability of the textile product treatment composition is improved, thereby making it possible to inhibit changes in the liquid color of the product in the textile product treatment composition. The number of carbon atoms 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 still more preferably 10 or more, from the viewpoint of improving the storage stability of the textile product treatment composition, and is 20 or less, preferably 16 or less, more preferably 14 or less, and still more preferably 12 or less, from the viewpoint of the atom efficiency of the consumed fragrance and the initial fragrance release. Specific examples of the aliphatic dicarboxylic acid include malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, dodecanedioic acid, and tetradecanedioic acid. In the present invention, from the viewpoints of atom efficiency of the consumed fragrance and initial odor release, among these, adipic acid, suberic acid, azelaic acid, sebacic acid, and dodecanedioic acid are preferred, adipic acid and sebacic acid are more preferred, and sebacic acid is even more preferred.

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

[0068] (Acid Halides) The acid halide of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid can be obtained, for example, by reacting the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid with various halogenating agents such as thionyl chloride, phosphorus trichloride, phosphorus pentachloride, and phosphorus tribromide. Among these, from the viewpoints of reactivity and easy availability of the reagent, acid halides obtained by reacting an aliphatic monocarboxylic acid or an aliphatic dicarboxylic acid with phosphorus trichloride are preferred, and specifically, acid chlorides of aliphatic monocarboxylic acids are preferred.

[0069] (Amount of flavoring) The amount of the fragrance used when producing the component (b) is preferably 0.9 mol or more, more preferably 0.95 mol or more, and even more preferably 0.98 mol or more, per mol of the acid halide of the aliphatic monocarboxylic acid or aliphatic dicarboxylic acid, from the viewpoints of rapidly progressing the reaction and reducing the amount of unreacted aliphatic monocarboxylic acid or aliphatic dicarboxylic acid, and is preferably 1.1 mol or less, more preferably 1.05 mol or less, and even more preferably 1.02 mol or less, from the viewpoint of reducing the amount of unreacted fragrance.

[0070] (solvent) The solvent used in producing the component (b) is not particularly limited, 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 the 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 alone or in combination of two or more.

[0071] (Reaction temperature) The reaction temperature during the production of component (b) is preferably equal to or lower than 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. The specific 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, from the viewpoint of improving the reaction rate. In addition, from the viewpoint of controlling the reaction, the reaction temperature 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 the reaction is carried out within the above temperature range, it is preferable to carry out stirring at a predetermined temperature for a predetermined time from the viewpoint of sufficiently proceeding with the reaction. The temperature during stirring is preferably 10° C. or higher, more preferably 15° C. or higher, and even more preferably 20° C. or higher, and is preferably 90° C. or lower, more preferably 80° C. or lower, even more preferably 70° C. or lower, still more preferably 60° C. or lower, and even more preferably 50° C. or lower. The stirring is preferably performed for 0.5 hours or more, more preferably 0.8 hours or more, and preferably for 4 hours or less, more preferably 3 hours or less, and further preferably 1.5 hours or less.

[0072] (Reaction pressure) The production of component (b) can be carried out under atmospheric pressure or reduced pressure, and from the viewpoint of being able to produce it with simple equipment, it is preferably produced under atmospheric pressure. The specific pressure during production of component (b) 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. In addition, the production of component (b) is preferably carried out in the presence of an inert gas from the viewpoints of suppressing side reactions and suppressing the inclusion of water in the reaction system. Examples of the inert gas include nitrogen, helium, argon, etc., and among these, nitrogen is preferred from the viewpoint of suppressing production costs.

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

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

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

[0076] <(c) component> The textile product treatment composition of the present invention may contain the following component (c): Component (c): one or more compounds selected from the following components (c1) and (c2): Component (c1): one or more compounds selected from tertiary amine compounds represented by the following general formula (C1) and their acid salts: Component (c2): one or more compounds selected from quaternary 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 is a hydrocarbon group having 11 to 23 carbon atoms, R 2c is a hydrocarbon group having 1 to 3 carbon atoms and HO-(C p H 2p O) r -C q H 2q m is an integer of 1 or more and 3 or less, p and q are each independently the number 2 or 3, and r is an integer of 0 or more and 5 or less. 1c , R 2c When multiple p, q, and r are present, they may be the same or different.

[0077] [(c1) component] The component (c1) in the present invention is one or more compounds selected from the tertiary amine compounds represented by the above general formula (C1) and acid salts thereof.

[0078] R in general formula (C1) 1c R is a hydrocarbon group having 11 to 23 carbon atoms, and from the viewpoint of softening textile products, a non-cyclic hydrocarbon group having 13 to 21 carbon atoms is preferable. 1c Specific examples of the hydrocarbon group include linear or branched alkyl and alkenyl groups, with linear alkyl and alkenyl groups being more preferred. R 1c More specific examples of are preferably linear or branched alkyl groups having 13 to 21 carbon atoms, and linear or branched alkenyl groups having 13 to 21 carbon atoms, and include 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, R 1c is preferably a group selected from an alkyl group having 11 to 23 carbon atoms and an alkenyl group having 11 to 23 carbon atoms, and more preferably a group selected from an alkyl group having 13 to 21 carbon atoms and an alkenyl group having 13 to 21 carbon atoms. The component (c1) in the present invention is R in the general formula (C1). 1c It is preferable that R is a mixture of compounds having different substituents. 1c More preferably, the alkyl group is a mixture of compounds having an alkyl group and a compound having an alkenyl group. R 1c Compounds in which R is an alkyl group 1c The ratio of the compound having an alkenyl group to the compound having an alkenyl group can be determined by the composition of the fatty acid or fatty acid ester used as the raw material. The amount of alkyl group and the amount of alkenyl group can be adjusted by hydrogenation of the raw material having an alkenyl group, or 1c This can be achieved by hydrogenation of a compound in which is an alkenyl group.

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

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

[0082] As described above, the component (c1) in the present invention is one or more compounds selected from the tertiary amine compounds represented by the general formula (C1) and their acid salts. Depending on the pH of the textile product treatment composition of the present invention, almost all of the component (c1) may be present in the textile product treatment composition in the form of an acid salt. When the tertiary amine compound constituting the component (c1) exists as an acid salt, the acid may be an inorganic acid or an organic acid. Inorganic acids include hydrochloric acid and sulfuric acid. Examples of the organic acid include alkyl sulfuric acid having 1 to 3 carbon atoms, monovalent or polyvalent carboxylic acid having 1 to 10 carbon atoms, and monovalent or polyvalent sulfonic acid having 1 to 20 carbon atoms. Specific examples of the organic acid include 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.

[0083] The method for producing the amine compound represented by general formula (C1), which is component (c1), is not particularly limited. For example, the compound can be obtained by an esterification reaction between an alkanolamine compound represented by the following general formula (C1-1) and a fatty acid, or a transesterification reaction between an alkanolamine compound represented by general formula (C1-1) and a fatty acid ester. As the fatty acid, fatty acids derived from palm kernel oil, coconut oil, beef tallow, rapeseed oil, or 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 is a group selected from hydrocarbon groups having 1 to 3 carbon atoms, n is an integer of 1 to 3, and p, q, and r have the same meanings as in formula (C1).

[0084] As an example of the esterification reaction, for example, the method described on pages 8 and 9 of JP-A-2000-510171 can be applied. As an example of the transesterification reaction, for example, the method described in paragraphs

[0013] to

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

[0085] [(c2) component] The component (c2) in the present invention is one or more compounds selected from the quaternization products 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 the alkylating agent include dimethyl sulfate, diethyl sulfate, methyl chloride, methyl bromide, and methyl iodide, and among these, one or more selected from methyl chloride, dimethyl sulfate, and diethyl sulfate are preferred. That is, the component (c2) in the present invention is preferably a quaternized product 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. As the quaternization reaction, for example, the method described in paragraphs

[0017] to

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

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

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

[0089] [Mass ratio of component (c1) to component (c2)] The component (c) in the present invention may contain both the component (c1) and the component (c2). In this case, the mass ratio of the content of the component (c1) to the content of the component (c2) in the component (c) [component (c1) / component (c2)] is preferably 1 / 99 or more, and preferably 40 / 60 or less, more preferably 35 / 65 or less. The ratio of the components (c1) and (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, for example, the component (c) obtained in the following manner. That is, as the compound represented by the general formula (C1), methyldiethanolamine (in the general formula (C1-1), R 3cis a methyl group, and n=2, q=2, r=0] and triethanolamine (a compound represented by the above general formula (C1-1), where n=3, q=2, r=0), and subjecting this alkanolamine (c0-1) to an esterification reaction with a fatty acid having from 12 to 24 carbon atoms or a lower alkyl ester thereof (c0-2) such that the molar ratio [the number of moles of hydroxyl groups in (c0-1) / the number of moles of (c0-2)] is from 1 / 1 to 1 / 0.5, to obtain a tertiary amine compound, which contains components (c1) and (c2) and is obtained by quaternization reaction with an alkylating agent selected from methyl chloride, dimethyl sulfate, and diethyl sulfate. In addition, triethanolamine is preferable 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, more preferably a methyl group. Furthermore, the alkylating agent used for quaternization is preferably dimethyl sulfate. Furthermore, here, the trialkanolamine is esterified with a fatty acid and alkylated with an alkylating agent, thereby forming a salt together with a counter anion derived from the alkylating agent. On the other hand, the unreacted amine that did not react with the alkylating agent is treated as the (c1) component in this application. In other words, the quaternization with the alkylating agent may form both components (c1) and (c2) as the (c) component. The mass ratio of component (c1) to component (c2) in component (c) obtained by the above-mentioned method [component (c1) / component (c2)] is preferably 3 / 97 or more, more preferably 5 / 95 or more, and is preferably 40 / 60 or less, more preferably 35 / 65 or less, from the viewpoint of economical production efficiency of component (c) and from the viewpoint of obtaining the effects of the present invention and sufficient flexibility. In addition, in component (c) obtained by the above-mentioned method, it is preferable that the total of components (c1) and (c2) accounts for 90 mass% or more of the solid content.

[0091] During synthesis, component (c) can be obtained as a mixture containing impurities such as unreacted fatty acids, unreacted alkanolamines, fatty acid methyl esters, and their quaternary derivatives. However, the amount of impurities can be reduced by devising a production method, and from the standpoint of production costs, it is not necessary to remove these impurities as long as the effects of the present invention and the softening effect are not impaired.

[0092] As the component (c), a mixture containing a compound in which m is 1 in general formula (C1), a compound in which m is 2, and a compound in which m is 3 may be used. The molar ratio in the mixture [(compound with m=1) / (total of compound with m=1, compound with m=2, and compound with m=3)] is preferably 10 / 100 or more and 40 / 100 or less from the viewpoint of softening effect. In addition, 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 softening 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 softening effect. Here, the compounds in which m is 1 in the general formula (C1), the compounds in which m is 2, and the compounds in which m is 3 may each be meant to include acid salts and / or quaternized products. From the viewpoint of softening effect, the component (c) in the present invention preferably satisfies two or more molar ratios selected from the above three molar ratios.

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

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

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

[0096] There is no particular limitation on the fragrance compound that can be used as component (d), and the same fragrance compound as that used in component (a) may be used. Component (d) can be blended in the textile product treatment composition of the present invention as a fragrance composition containing a plurality of fragrance compounds. As the fragrance compound that can be used as the component (d), for example, there can be used fragrance compounds described in "Basic Knowledge of Fragrances and Fragrances, edited by Nakajima Mototaka, published by Sangyo Tosho Co., Ltd., 4th printing, April 20, 2005" and fragrance compounds known to be blended in fabric softeners and the like through patent documents, as well as fragrance components prepared independently by fragrance manufacturers or fragrance compositions prepared by fragrance manufacturers themselves. Examples of the component (d) 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 brassylate (4.7), eugenol (2.7), cashmeran (IFF) (4.5), coumarin (1.5), geraniol (3.5), o,t-butylcyclohexyl acetate (4.4), citronellyl acetate (4.6), dimethylbenzylcarbinyl acetate (3.4), sandal mysore core (4.7), dihydrojasmine (1.5), ethyl ... Examples include methyl sulphonate (3.5), dihydromyrcenol (3.5), dimethyltetrahydrobenzaldehyde (2.9), Javanol (Givaudan) (4.7), Neroline Yara Yara (3.3), Habanolide (Firmenich) (4.9), Flute (Kao Corporation) (3.6), Peonyl (Givaudan) (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 numbers in parentheses are logP values.

[0097] The textile product treatment composition of the present invention may contain a diluent or a retaining agent for the fragrance compound, such as dipropylene glycol, palmitic acid isopropyl ester, diethyl phthalate, benzyl benzoate, liquid paraffin, isoparaffin, and oils and fats. When a diluent and a retaining agent are used, the amount of the diluent and the retaining agent relative to the total amount of the (d) component and the diluent and the retaining agent is preferably 0% by mass or more and 20% by mass or less. Note that these diluents and retaining agents can also be used for the fragrance compound encapsulated in the microcapsules of the (a) component.

[0098] The use of component (d) in combination with component (a) allows for greater freedom in perfume design than ever before. Therefore, when the textile product treatment composition of the present invention, which also contains component (d), is used to treat textile products, it is possible to impart a fresh and rich fragrance, for example.

[0099] When the textile product treatment composition of the present invention contains component (d), its content in the composition 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 composition (hereinafter also referred to as storage stability) and the balance of scent 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 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 components (a) and (d) is, from the viewpoint of sufficiently fragranced textile products, preferably 0.1 mass% or more, more preferably 0.3 mass% or more, and even more preferably 0.5 mass% or more, and from the viewpoint of storage stability and a balance of scent with other fragrance components, preferably 2.8 mass% or less, more preferably 2.5 mass% or less, and even more preferably 2.0 mass% or less.

[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) [component (d) / component (a)] is preferably 25 / 75 or more, more preferably 40 / 60 or more, even more preferably 50 / 50 or more, and is preferably 99 / 1 or less, more preferably 95 / 5 or less, even more preferably 90 / 10 or less.

[0102] <(e) component> The textile product treatment 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 from 8 to 24 carbon atoms and polyoxyalkylene alkenyl ethers having an alkenyl group with from 8 to 24 carbon atoms.

[0103] The component (e) 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 is an alkyl 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; R 2e is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group; R 3e is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom, 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 either 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 the compound of general formula (e1) include compounds represented by the following formulae (E1-1) to (E1-4). R 1e -O-(C2H4O) p11 -H (E1-1) [In the formula, R 1e has the above meaning. p11 is an integer of 8 or more, preferably 10 or more, and 100 or less, preferably 60 or less. R 1e -O-(C2H4O) s / (C3H6O)t -H (E1-2) [In the formula, R 1e has the same meaning as above. s and t are each independently an integer of 2 or more, preferably 5 or more and 40 or less, and (C2H4O) and (C3H6O) may be a random or block adduct. R 1e -O-(C2H4O) x1 -(C3H6O) y -(C2H4O) x2 -H (E1-3) [In the formula, R 1e has the same meaning as above. x1, y, and x2 are the average number of moles added, x1 is 1 or more and 13 or less, y is 1 or more and 4 or less, and x2 is 1 or more and 13 or less, and (C2H4O), (C3H6O), and (C2H4O) are block adducts.

[0105] [ka]

[0106] [In the formula, R 1e has the same meaning as above. B is -N< or -CON<, u and v are each independently an integer of 0 to 40, and u+v is an integer of 5 to 60, preferably 40. 4e , R 5e are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

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

[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) [component (e) / component (a)] is preferably 60 / 40 or more, more preferably 70 / 30 or more, even more preferably 80 / 20 or more, and is preferably 99.9 / 0.1 or less, more preferably 99 / 1 or less, even more preferably 95 / 5 or less.

[0109] <Component (f)> In order to improve storage stability, the textile product treatment composition of the present invention may contain an ester of a polyhydric alcohol and a fatty acid as the component (f). The ester of a polyhydric alcohol and a fatty acid is preferably an ester compound of a polyhydric alcohol having 3 to 6 carbon atoms and 3 to 6 valences and a fatty acid having 12 to 22 carbon atoms. More specifically, it is an ester compound of a polyhydric alcohol having a carbon number of preferably 3 or more, more preferably 4 or more, and preferably 6 or less, and preferably having a valence of 3 or more, more preferably 4 or more, and preferably 6 or less, and a fatty acid having a carbon number of preferably 12 or more, more preferably 14 or more, even more preferably 16 or more, and preferably 22 or less, more preferably 20 or less. The polyhydric alcohol constituting component (f) 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. The fatty acids constituting component (f) 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 acid and hydrogenated palm oil fatty acid; and fatty acids derived from animal oils such as beef tallow fatty acid and hydrogenated beef tallow fatty acid; more preferably one or more selected from saturated fatty acids, fatty acids derived from vegetable oils, and fatty acids derived from animal oils, and even more preferably one or more selected from stearic acid, hydrogenated palm oil fatty acid, and hydrogenated beef tallow fatty acid. The component (f) in the present invention is preferably at least one selected from ester compounds of pentaerythritol and a fatty acid having 16 to 22 carbon atoms (hereinafter also referred to as "pentaerythritol fatty acid esters"), and ester compounds of sorbitan and a fatty acid having 16 to 22 carbon atoms (hereinafter also referred to as "sorbitan fatty acid esters").

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

[0111] <(g) component> The textile product treatment 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] [Component (g1)] In the present invention, from the viewpoint of improving the storage stability of the liquid fiber product treatment composition, a cationic surfactant other than the component (b) can be used as the component (g1). Specific examples of component (g1) include tertiary amine compounds and acid salts thereof in which one or two of the groups bonded to the nitrogen atom are alkyl or alkenyl groups having from 10 to 22 carbon atoms, and the remainder are alkyl groups having from 1 to 4 carbon atoms which may have a hydroxyl group, benzyl groups, or preferably methyl groups, as well as quaternized products of the tertiary amine compounds. Of these, from the viewpoint of imparting a bactericidal effect to the textile product treatment composition, cationic surfactants having one alkyl or alkenyl group having from 10 to 22 carbon atoms and one benzyl group are preferred. As the alkylating agent used for the quaternization of the above compound, the compounds described in component (b) can be used.

[0113] The component (g1) is preferably one or more cationic surfactants selected from the following (I) to (IV), and more preferably a cationic surfactant selected from (II) to (IV). (I) Dilong-chain alkyl or alkenyl dimethyl ammonium salts having an alkyl or alkenyl group having 10 to 22 carbon atoms, (II) mono-long-chain alkyl or alkenyl trimethylammonium salts having an alkyl or alkenyl group having 10 to 22 carbon atoms; (III) Mono-long-chain alkyldimethylbenzyl ammonium salts having an alkyl or alkenyl group with 10 to 22 carbon atoms (IV) Acid salt of an amine compound represented by formula (G1)

[0114] [ka]

[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, R 3g , R 4g are each independently an alkyl group having 1 to 3 carbon atoms.

[0116] The acid of the acid salt of the amine compound represented by the general formula (G1) may be an inorganic acid or an organic acid. Examples of the inorganic acid include hydrochloric acid and sulfuric acid. Examples of the organic acid include alkylsulfuric acid having 1 to 3 carbon atoms, monovalent or polyvalent carboxylic acid having 1 to 10 carbon atoms, and monovalent or polyvalent sulfonic acid having 1 to 20 carbon atoms. Specific examples of the organic acid include methylsulfuric acid, ethylsulfuric acid, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, and salicylic acid.

[0117] Specific examples of the component (g1) include didecyl dimethyl ammonium chloride, lauryl trimethyl ammonium chloride, myristyl trimethyl ammonium chloride, lauryl dimethyl benzyl ammonium chloride, dimethyl aminopropyl stearyl amide salt, and dimethyl aminopropyl palmitylaminate salt.

[0118] [(g2) ingredient] In the present invention, an amphoteric surfactant can also be used as the component (g2). The component (g2) is not particularly limited as long as it can generally be incorporated into a liquid fabric softener composition, and examples thereof include alkyl (having 12 to 22 carbon atoms) amidopropyl carbobetaine, alkyl (having 12 to 22 carbon atoms) amidopropyl sulfobetaine, alkyl (having 12 to 22 carbon atoms) carbobetaine, alkyl (having 12 to 22 carbon atoms) sulfobetaine, alkyl (having 10 to 18 carbon atoms) dimethylamine oxide, and the like.

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

[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) [component (g) / component (a)] is preferably 50 / 50 or more, more preferably 60 / 40 or more, even more preferably 70 / 30 or more, and is preferably 99 / 1 or less, more preferably 95 / 5 or less, even more preferably 93 / 7 or less.

[0121] <(h) component> The textile product treatment composition of the present invention may contain a water-insoluble silicone compound as component (h). In this specification, the term "water-insoluble" for component (h) means that the amount of the silicone compound that dissolves in 1 L of ion-exchanged water at 20° C. is 1 g or less. Specific examples of the component (h) 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] The component (h) preferably has a weight average molecular weight of 1,000 or more, more preferably 3,000 or more, and even more preferably 5,000 or more, and is preferably 1,000,000 or less. The viscosity at 25° C. is preferably 2 mm 2 / s or more, preferably 500 mm 2 / s or more, and more preferably 1,000 mm 2 / s or more, and preferably 1,000,000 mm 2 Preferably, the compound is one or more selected from dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, and polyoxyalkylene (polyoxyethylene and / or polyoxypropylene, preferably polyoxyethylene)-modified dimethylpolysiloxane, each of which has a molecular weight of 1000 to 15000 kcal / s or less. The weight average molecular weight of component (h) is a value measured by gel permeation chromatography using polystyrene as the standard substance.

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

[0124] When the textile product treatment composition of the present invention contains component (h), the content of component (h) is preferably 0.1 mass % or more, more preferably 0.5 mass % or more, from the viewpoint of imparting a refreshing feeling to the finished textile product, and is preferably 5 mass % or less, from the viewpoint of dispersibility. Furthermore, when the textile product treatment composition of the present invention contains component (h), from the viewpoint of suppressing foaming, the content of component (h) is preferably 0.001 mass % or more, more preferably 0.005 mass % or more, even more preferably 0.01 mass % or more, and is preferably 1.0 mass % or less, more preferably 0.5 mass % or less, even more preferably 0.1 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) [component (h) / component (a)] is preferably 80 / 20 or more, more preferably 85 / 15 or more, even more preferably 90 / 10 or more, and is preferably 99.5 / 0.5 or less, more preferably 99 / 1 or less, even more preferably 95 / 5 or less.

[0126] <Component (i)> The textile product treatment composition of the present invention may contain an acidifying agent from the viewpoint of adjusting the pH of the textile product treatment composition. Examples of the acid agent include inorganic acids and organic acids, and 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 specific 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, an acid agent selected from hydrochloric acid and a mono- or polycarboxylic acid having 1 to 10 carbon atoms is preferred, and an acid agent selected from hydrochloric acid and citric acid is more preferred. When the textile product treatment composition of the present invention contains an acidic agent, the content thereof can be appropriately adjusted, and is preferably within a range in which the pH falls within the above-mentioned range and storage stability is not impaired.

[0127] <(j) component> In order to improve 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 producing component (c) and the fatty acid as component (i). The fatty acid may be contained as an unreacted product during the synthesis of the component (c) or as a decomposition product of the component (c). Specific examples of fatty acids include saturated or unsaturated fatty acids having 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, and more preferably fatty acids selected from palmitic acid, stearic acid, oleic acid, and linoleic acid.

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

[0129] <(k) component> The textile product treatment 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 the water-soluble organic solvent include typical water-soluble organic solvents used in textile product treatment compositions. Note that the "water-soluble organic solvent" in component (k) refers to an organic solvent that dissolves in an amount of 20 g or more in 100 g of deionized water at 20°C. Specific examples of the water-soluble organic solvent include propylene glycol, ethylene glycol, glycerin, diethylene glycol, monoethylene glycol monophenyl ether, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, isopropanol, ethanol, etc. Among these, water-soluble organic solvents selected from ethylene glycol, ethanol, and propylene glycol are preferred.

[0130] When the textile product treatment composition of the present invention is sufficiently stabilized by other components and has a low viscosity, it does not need to contain the water-soluble organic solvent which is the component (k). When the textile product treatment composition of the present invention contains component (k), the content of component (k) is preferably 15 mass % or less, more preferably 10 mass % or less, even more preferably 5 mass % or less, and preferably 0.3 mass % or more, more preferably 0.5 mass % or more, even more preferably 1.0 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) [component (k) / component (a)] is preferably 50 / 50 or more, more preferably 60 / 40 or more, even more preferably 70 / 30 or more, and is preferably 99.9 / 0.1 or less, more preferably 99 / 1 or less, even more preferably 95 / 5 or less.

[0132] <(l) component> In the textile product treatment composition of the present invention, a chelating agent is preferably used 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. Note that component (l) in the present invention may also function as the acid agent.

[0133] Specific examples of the chelating agent include ethane-1-hydroxy-1,1-diphosphonic acid, ethylenediaminetetraacetic acid, methylglycinediacetic acid, hydroxyethyliminodiacetic acid, ethylenediaminedisuccinic acid, L-glutamic acid-N,N-diacetic acid, N-2-hydroxyethyliminodiacetic acid, citric acid, succinic acid, and salts thereof. As the salt, alkali metal salts and ammonium salts are preferred, and sodium salts and potassium salts are more preferred.

[0134] When the textile product treatment composition of the present invention contains component (l), the content of component (l) is preferably 0.001 mass% or more, more preferably 0.005 mass% or more, and preferably 2 mass% or less, more preferably 1.5 mass% or less, even more preferably 1.0 mass% or less, still more preferably 0.5 mass% or less, and even more preferably 0.1 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 is preferably 5 / 95 or less, more preferably 10 / 90 or less, even more preferably 20 / 80 or less.

[0136] The acid agent (i), the fatty acid (j), and the chelating agent (l) may be the same compound or different compounds. From the viewpoint of stability during long-term storage, it is preferable to use different compounds.

[0137] <(m) component> The textile product treatment composition of the present invention may contain, as component (m), a fragrance compound other than the fragrance compound encapsulated in the microcapsules of component (a) or the fragrance precursor of component (b). The component (m) can be used in combination with the components (a), (b) and (d) to allow for greater freedom in designing fragrances than ever before. The component (m) can be an ester compound of an alcohol-based fragrance compound described in JP-A-8-502522 and an aliphatic monocarboxylic acid or aliphatic dicarboxylic acid.

[0138] When the textile product treatment composition of the present invention contains the component (m), the content of the 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, even more preferably 0.55% by mass or less. When the component (m) contains a fragrance precursor, the content of the component (m) is calculated based on the mass of the fragrance compound constituting the fragrance precursor of the component (m).

[0139] When the textile product treatment composition of the present invention contains the component (m), the total content of the components (b), (d) and (m) is preferably at least 0.1 mass%, more preferably at least 0.3 mass%, and even more preferably at least 0.5 mass%, from the viewpoint of sufficient fragrance of the textile product, and is preferably at most 3.0 mass%, more preferably at most 2.5 mass%, and even more preferably at most 2.0 mass%, from the viewpoint of a balance between storage stability and preference for fragrance intensity. When the component (m) is contained, the mass of the component (m) in the total content is calculated based on the mass of the fragrance compound that constitutes the fragrance precursor of the component (m).

[0140] <Component (n)> In the textile product treatment composition of the present invention, an antioxidant such as butylhydroxytoluene (BHT) can be used from the viewpoint of suppressing deterioration of the substrate, and dyes and pigments generally used in textile product treatment compositions can be used from the viewpoint of aesthetics and preventing coloration 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] When the textile product treatment composition of the present invention contains component (n), the content of component (n) is, from the viewpoint of suppressing deterioration of the substrate, 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, even more preferably 0.05% by mass or less.

[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) [component (n) / 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 is preferably 20 / 80 or less, more preferably 15 / 85 or less, even more preferably 10 / 90 or less.

[0143] <(o) component> The textile product treatment composition of the present invention may contain an inorganic salt as the component (o) from the viewpoint of improving storage stability. As the inorganic salt, from the viewpoint of improving storage stability, one or more types selected from sodium chloride, calcium chloride, and magnesium chloride are preferable. When the textile product treatment composition of the present invention contains component (o), the content thereof in the composition 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 composition, and is 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 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) [component (o) / 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 is preferably 50 / 50 or less, more preferably 40 / 60 or less, even more preferably 30 / 70 or less.

[0145] <(p) component> In the textile product treatment composition of the present invention, an antioxidant such as butylhydroxytoluene (BHT) can be used from the viewpoint of suppressing deterioration of the substrate, and dyes and pigments generally used in textile product treatment compositions can be used from the viewpoint of aesthetics and preventing coloration 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] When the textile product treatment composition of the present invention contains component (p), the content thereof in the composition is preferably 0.001 mass % or more, more preferably 0.005 mass % or more, and even more preferably 0.01 mass % or more, from the viewpoint of improving the dispersibility of the textile product treatment composition, and is preferably 3 mass % or less, more preferably 1 mass % or less, and even more preferably 0.5 mass % or less, from the viewpoint of improving the storage stability of the textile product treatment composition.

[0147] <Other ingredients, etc.> The textile product treatment composition of the present invention preferably contains water. It is preferably 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 composition of the present invention preferably contains water in an amount of 50% by mass or more, more preferably 60% by mass or more, and preferably 95% by mass or less, more preferably 90% by mass or less.

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

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

[0150] The textile product treatment composition of the present invention can be produced by mixing the components (a) to (p) and water. The textile product treatment composition of the present invention can be produced, for example, by producing component (a) by a method including steps 1 and 2, and mixing the resulting component (a) with components (b) to (p) and water. In these production methods, the above-mentioned optional components can be appropriately mixed. In the method for producing the textile product treatment composition of the present invention, the embodiments described in the textile product treatment composition of the present invention can be appropriately applied. In the method for producing the textile product treatment composition of the present invention, the contents of each component and the mass ratios described in the textile product treatment composition of the present invention can be applied to the method for producing the textile product treatment composition of the present invention by replacing the contents with the mixed amounts.

[0151] <Method of processing textile products> The present invention provides a method for treating a textile product, which comprises mixing the components (a) to (p) and water to obtain a treatment liquid, and contacting the textile product with the treatment liquid. The components (a) to (p) used in the textile product treatment method of the present invention can be the components (a) to (p) described in the textile product treatment composition of the present invention. The preferred aspects of the components (a) to (p) are also the same as those in the textile product treatment composition of the present invention. The treatment liquid can also appropriately use the 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 a textile product of the present invention, the treatment liquid is preferably obtained by mixing the textile product treatment composition of the present invention with water.

[0153] The present invention provides a method for treating a textile product, comprising the steps of attaching a functional component to a wet textile product, drying the textile product, and penetrating the functional component into the fibers as the textile product dries, thereby obtaining a textile product that releases the functional component in the fibers upon contact with water after drying.

[0154] For example, the present invention provides a method for treating a textile product, comprising attaching a fragrance compound to a wet textile product, drying the textile product, and allowing the fragrance compound to penetrate into 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 treating a textile product, comprising attaching to a wet textile product microcapsules (i.e., component (a) of the present invention) having a shell containing silica as a constituent component and a core containing a fragrance composition containing a fragrance compound inside the shell, drying the textile product, and allowing the fragrance compound to permeate into the fibers as the textile product dries, wherein as the textile product dries, the shells of the microcapsules collapse, releasing the fragrance compound and allowing the fragrance compound to permeate into the fibers, thereby obtaining a textile product that releases the fragrance compound in the fibers upon contact with water after drying. EXAMPLES

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

[0157] <Component (a)> A fragrance composition was prepared as shown in Table 1 as fragrance composition (A). 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 Coatamin 60W (trade name, manufactured by Kao Corporation, cetyltrimethylammonium chloride, active content 30% by mass) was diluted with 224.13 g of ion-exchanged water to obtain an aqueous phase component. An oil phase component was added to this aqueous phase component, which was prepared by mixing 60.03 g of the fragrance composition (A1) or fragrance composition (A2) having the blending ratio shown in Table 1 and 15.10 g of tetraethoxysilane (hereinafter also referred to as "TEOS"). 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 below) to obtain an emulsion. The median diameter D of the emulsified droplets at this time was 50 was 1.3 μm. The pH of the obtained emulsion was adjusted to 3.7 using a 1% by mass aqueous sulfuric acid solution, and then the emulsion was transferred to a separable flask equipped with a stirring blade and a cooler. The emulsion was stirred for 24 hours while maintaining the liquid temperature at 30°C, to obtain an aqueous dispersion containing silica capsules having a core made of fragrance composition (A1) or fragrance composition (A2) 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 the dropwise addition, the mixture was stirred for an additional 17 hours to form a second shell encapsulating the first shell, thereby obtaining an aqueous dispersion containing silica capsules (a1) and (a2) in which the fragrance composition (A1) or fragrance composition (A2) in Table 3 was encapsulated in amorphous silica. The median diameter D of each silica capsule was 50 The median diameter D of the emulsion droplets and silica capsules was 2.1 μm. 50 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, the medium was water, and the refractive index was set to 1.40-0i. The emulsion or the aqueous dispersion containing silica capsules was added to the flow cell, and the measurement was performed at a concentration that showed a transmittance of approximately 90%, and the median diameter D 50 The thickness of the first shell was about 5 nm, and the thickness of the second shell was 5 to 30 nm.

[0161] <(b) Component> [Synthesis Example 2: Synthesis of b-1] Preparation of ester of lauric acid and ethyl vanillin Under a nitrogen atmosphere, 8.95g (0.041mol) of lauric acid chloride and 40mL of dichloromethane were placed in a 300mL four-neck flask and cooled to 0℃. Meanwhile, 6.80g (0.041mol) of ethyl vanillin, 4.35g (0.043mol) of triethylamine, and 40mL of dichloromethane were placed in a 100mL dropping funnel. Dropping was performed from the dropping funnel to the flask over 40 minutes so that the reaction temperature was kept at -5℃ to 0℃. After the dropwise addition was completed, stirring was performed at room temperature (25℃) for 2 hours. 10mL of saturated ammonium chloride aqueous solution was added to the flask to stop the reaction. 150mL of diethyl ether was added, the generated white solid was removed by filtration, and the filtrate was transferred to a separatory funnel. 100mL of ion-exchanged water was added to the separatory funnel, and the aqueous layer was extracted three times with 50mL of diethyl ether. The extracted solution was collected, washed with saturated saline, and the solution was dried with sodium sulfate. After removing the solvent under reduced pressure, 14.20 g (yield 99%) 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] Preparation of ester of lauric acid and ethyl maltol Under a nitrogen atmosphere, 10.00g (0.046mol) of lauric acid chloride and 45mL of dichloromethane were placed in a 300mL four-neck flask and cooled to 0℃. Meanwhile, 6.41g (0.046mol) of ethyl maltol, 4.86g (0.048mol) of triethylamine, and 45mL of dichloromethane were placed in a 100mL dropping funnel. The reaction was dropped into the flask over 30 minutes from the dropping funnel so that the reaction temperature was kept between -5℃ and 0℃. After the dropping was completed, the mixture was stirred at room temperature (25℃) for 1 hour. 10mL of saturated ammonium chloride aqueous solution was added to the flask to stop the reaction. 150mL of diethyl ether was added, the resulting white solid was removed by filtration, and the filtrate was transferred to a separatory funnel. 100mL of ion-exchanged water was added to the separatory funnel, and the aqueous layer was extracted three times with 50mL of diethyl ether. The extracted solution was collected, washed with saturated saline, and the solution was dried with sodium sulfate. After removing the solvent under reduced pressure, 14.74 g (yield 100%) 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: Preparation of (c)-A] (c)-A component is triethanolamine and R having the composition described below. 1c A quaternary product of a fatty acid ester represented by COOH was prepared. First, R 1c The ester was synthesized by combining triethanolamine and the R 1cA fatty acid represented by COOH was esterified at a reaction molar ratio (fatty acid / triethanolamine) of 1.65 / 1 to obtain an esterification reaction product containing an amine compound represented by general formula (C1). The esterification reaction product contained 5% by mass of unreacted fatty acid. After carrying out a quaternization reaction with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, ethanol was added. In this manner, a reaction product containing a quaternary product ((c)-A) was prepared.

[0166] The reaction product was analyzed by HPLC for the composition ratio of each component, and quantified using tetraoctylammonium bromide as an internal standard. As a result, the reaction product contained 12 mass% of component (c1), which is the methyl sulfate salt of general formula (C1), 75 mass% of component (c2), which is a quaternary product, 10 mass% of ethanol, 2% of unreacted fatty acid, a trace amount of triethanolamine quaternary product, and other trace components. The component (c1) is a compound represented by the general formula (C1), in which m is 1, 2 or 3, r is 0, q is 2, and R 2c In the compound (c2), m is 1, r is 0, q is 2, and R 2c In the component (c2), 28% by mass of a compound in which the compound having CHOH is methylated and the counter ion is a methyl sulfate ion is contained. In the component (c2), m is 2, r is 0, q is 2, and R 2c In component (c2), 56% by mass of a compound in which the compound having CHOH is methylated and the counter ion is a methyl sulfate ion is contained. In component (c2), the compound having m of 3, r of 0, q of 2, and R 2c The compound having the counter ion of C2H4OH was methylated, and the compound having the counter ion of methyl sulfate ion accounted for 16 mass% of component (c2). The quaternization rate was 80 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 weight Stearic acid: 25% by weight Oleic acid: 27% by weight Linoleic acid: 3% by weight The above composition was determined by analyzing the fatty acids used as raw materials by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The amounts of (c)-A in the compositions in Table 3 are calculated as the total concentrations of the above components (c1) and (c2).

[0168] [Synthesis Example 5: Preparation of (c)-B] (c)-B component is triethanolamine and R having the composition described below. 1c A quaternary product of a fatty acid ester represented by COOH was prepared. First, R 1c The ester was synthesized by combining triethanolamine and the acyl group of a fatty acid having the following composition: 1c A fatty acid represented by COOH was esterified at a reaction molar ratio (fatty acid / triethanolamine) of 1.87 / 1 to obtain an esterification reaction product containing an amine compound represented by general formula (C1). The esterification reaction product contained 1% by mass of unreacted fatty acid. After carrying out a quaternization reaction with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, ethanol was added. In this manner, a reaction product containing a quaternary product ((c)-B) was prepared.

[0169] The composition ratio of each component in the reaction product obtained was analyzed by HPLC and quantified using tetraoctylammonium bromide as an internal standard. As a result, the reaction product obtained contained 17% by mass of component (c1), which is the methyl sulfate salt of general formula (C1), 66% by mass of component (c2), which is a quaternary product, 15% by mass of ethanol, 1% by mass of unreacted fatty acid, a trace amount of triethanolamine quaternary product, and other trace components. The component (c1) is a compound represented by the general formula (C1), in which m is 1, 2 or 3, r is 0, q is 2, and R 2c In the compound c2, m is 1, r is 0, q is 2, and R 2cIn the component (c2), 22% by mass of a compound in which the compound having CHOH is methylated and the counter ion is a methyl sulfate ion is contained. In the general formula (C1), m is 2, r is 0, q is 2, and R 2c The compound in which C2H4OH is methylated and the counter ion is a methyl sulfate ion accounts for 58% by mass of component (c2), m is 3, r is 0, q is 2, and R 2c The compound having the counter ion of C2H4OH was methylated, and the compound having the counter ion of methyl sulfate ion accounted for 20 mass% of component (c2). The quaternization rate was 80 mass%.

[0170] The fatty acid R used in the reaction for producing the component (c)-B 1c The composition of COOH is shown below. Oleic acid: 80% by weight Linoleic acid: 10% by weight Linolenic acid: 2% by weight Stearic acid: 2% by weight Palmitic acid: 6% by weight The above composition was determined by analyzing the fatty acids used as raw materials by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The amounts of (c)-B in the compositions in Table 3 are calculated in terms of the total concentration of the above components (c1) and (c2).

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

[0172] [Table 2]

[0173] <(e) component> As the component (e), a compound in which an average of 30 moles of ethylene oxide is added to lauryl alcohol, that is, a compound represented by the general formula (e1-1) in which R 1e is a linear alkyl group having 12 carbon atoms and bonded to an oxygen atom. 1e A nonionic surfactant (e1) in which the carbon atom is a primary carbon atom and p11 is 30 was used.

[0174] <(g) component> As the component (g), dimethylaminopropyl stearyl amide salt (g1) was used.

[0175] <(h) component> The aqueous emulsion of dimethylpolysiloxane (h1) produced in Synthesis Example 5 below was used. [Synthesis Example 5: Synthesis of component (h1)] 5 g of polyoxyethylene lauryl ether having an average addition mole number of 5 moles was dissolved in dimethylpolysiloxane (viscosity at 25°C: 500,000 mm 2 300g of dimethylpolysiloxane was added to the emulsion (h1) under high shear force, and the emulsion was stirred for 10 minutes under high shear force. After that, 30g of ion-exchanged water was added, followed by 2g of sodium polyoxyethylene lauryl ether sulfate with an average number of moles added of 2, and 15g of polyoxyethylene myristyl ether with an average number of moles added of 40. The emulsion was stirred for 30 minutes under high shear force, and then 248g of water was added and stirred to obtain an aqueous emulsion of dimethylpolysiloxane (h1). The volume average particle size of the emulsified particles in (h1) was 500nm. The content of dimethylpolysiloxane in (h1) was 50% by mass. The volume average particle size was measured by dispersing the aqueous emulsion in ethanol and using an electrophoretic light scattering photometer (manufactured by Otsuka Electronics Co., Ltd., model ELS-8000) at 20°C.

[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 component (l).

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

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

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

[0181] <Examples and Comparative Examples> [Preparation of Textile Product Treatment Composition] A textile product treatment composition was prepared by mixing the components so as to obtain the composition shown in Table 3. Specifically, it is as follows. Note that the mass % of the composition in the table is the mass % of the active component. In a 300 mL beaker, ion-exchanged water in an amount equivalent to 85% by mass of the amount required for the finished amount of the textile product treatment composition to be 200 g, and optionally hydrochloric acid as components (b), (e), (h), (k), (l), (n) and (i), were placed, and the temperature of the ion-exchanged water was adjusted to 60±2°C using a water bath. A mixed solution was obtained by stirring using a stirring blade as necessary so that the components added to the water layer were uniformly dissolved in the ion-exchanged water. The stirring blade was a stirring blade arranged so that the long side was in the 90° direction with respect to the rotation center axis of a stirring rod with a diameter of 5 mm, with three blades, long side / short side of the blade = 3 cm / 1.5 cm, and the blade was installed at an angle of 45 degrees to the rotation surface.

[0182] The mixture, whose temperature had been adjusted to 60±2° C., was stirred (300 rpm) with the stirring blade. Component (c) and, optionally, component (g), which had been dissolved by heating at 65° C., were added to the mixture over a period of 3 minutes, and after the addition was completed, the mixture was stirred for 15 minutes. Next, the mixture was cooled to 30±2°C using a 5°C water bath. Component (a), and optionally components (d) and (o) were added in sequence and stirred for 5 minutes. Ion-exchanged water was then added to the mixture to a final mass of 200g, and the mixture was stirred for 5 minutes to obtain a textile product treatment composition. The pH was appropriately adjusted with an aqueous NaOH solution. The pH of the liquid textile treatment composition was measured as follows. A composite electrode for measuring pH (a general-purpose sleeve type manufactured by HORIBA) was connected to a pH meter (a pH meter D-51 manufactured by HORIBA) and the power was turned on. A saturated aqueous solution of potassium chloride (3.33 mol / L) was used as the internal solution of the pH electrode. Next, a 100 ml beaker was filled with pH 1.68 standard solution (oxalate standard solution), pH 4.01 standard solution (phthalate standard solution), and pH 6.86 (neutral phosphate standard solution), and immersed in a thermostatic bath at 30°C for 30 minutes. The pH measurement electrode was immersed in the thermostatically adjusted standard solution for 3 minutes, and calibration was performed in the order of pH 6.86 → pH 4.01 → pH 1.68. When measuring in the alkaline range, calibration was performed using a pH 9.18 standard solution (borate standard solution) instead of the pH 1.68 standard solution. The sample was placed in a 100 ml beaker and adjusted to 30° C. in a thermostatic chamber at 30° C. A pH measurement electrode was immersed in the thermostatically adjusted sample for 3 minutes to measure the pH.

[0183] The visible light transmittance of the obtained textile product treatment 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 placed in the control cell, and the measurement was performed using an ultraviolet-visible spectrophotometer (Shimadzu UV-2500PC). The visible light transmittance (wavelength 660 nm) of the textile product treatment compositions obtained in the examples and comparative examples was all less than 10%, and they were emulsion-type textile product treatment compositions.

[0184] <Fragrance evaluation> In advance, 17 pieces of underwear (Gunze Ltd., men's round-neck short-sleeve shirt, size L) were washed five times in a Hitachi Ltd. fully automatic washing machine NW-6CY using a commercially available weak alkaline detergent (Attack, Kao Corporation), and excess chemicals were removed by drying indoors. The washing conditions for each wash were: detergent concentration 0.0667% by mass, tap water 47 L, water temperature 20°C, washing for 10 minutes, soaking and rinsing twice, and spin-drying for 6 minutes.

[0185] In a Panasonic electric bucket N-BK2-A, 0.867g (10g / 1.5kg) of the textile product treatment composition that had been stored under the above conditions was added to 4L of tap water, and one piece of underwear washed in the above-mentioned manner was added and stirred for 5 minutes. After that, the underwear finished with the liquid softener composition was dehydrated for 3 minutes in the dehydration tub of a Hitachi 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 operation was carried out three times for each liquid softener composition, and 5 pieces of underwear finished with the liquid softener composition were prepared.

[0186] The effectiveness of the scent was evaluated in the following manner. One of the prepared undergarments was folded and stored in a room at 20℃ / 60%RH for three days. A cloth measuring 20cm x 20cm was cut from the stored undergarment and used for scent evaluation. The evaluation method was to first smell the scent in a dry state, then use a spray to moisten the cloth with 10-20% owf water and fold it in four. After leaving it to stand for a few seconds, the cloth was opened and the scent at the intersection of the folds was smelled, and the difference in scent intensity between dry and wet and the expressiveness of the scent were evaluated, which was taken as the effectiveness of the moisture scent. The evaluation was performed by five panelists who are experts in scent evaluation. The evaluation was performed using the sample treated with the formulation of Comparative Example 2 shown in Table 3 as the reference (score 1) according to the following criteria, and the average value of the evaluations by five people was taken as the evaluation result. <Evaluation criteria> Differences in fragrance intensity Score 3: There is a noticeable difference in fragrance intensity compared to the reference. Score 2: There is a slight difference in fragrance intensity compared to the reference. Score 1: Perceived difference in scent intensity is equal to that of the reference. <Evaluation criteria> Expression of aroma Score 3: Compared to the reference, it has a richer and fresher scent. Score 2: Compared to the reference, the scent feels slightly richer and fresher. Score 1: Compared to the reference, it has the same rich and fresh scent.

[0187] [Table 3]

[0188] The composition not containing component (a) shown in Comparative Example 2 had the lowest fragrance effectiveness among the Examples and Comparative Examples, and was designated the reference (score 1). Comparative Example 1, which contained component (a) but not component (b), had a higher effectiveness than Comparative Example 2. On the other hand, Examples 1 to 8, which contained both the component (a) and the component (b), all had a higher feeling of execution than Comparative Examples 1 and 2.

Claims

1. A fiber product treatment composition containing the following components (a), (b), and (c). (a) Microcapsules having a shell containing silica and a core containing a perfume compound inside the shell. (b) A perfume precursor composed of an ester of a perfume having a phenol structure or a hydroxy-4-pyrone structure and 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 selected from the following components (c1) and (c2). 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 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 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 HO-(C p H 2p O) r -C q H 2q group, 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. ]

2. The fiber product treatment composition according to claim 1, wherein the component (a) is a microcapsule having a shell containing silica (second shell), a core containing a perfume compound inside the shell, and a shell containing silica that encapsulates the core (first shell).

3. The median diameter D of the microcapsules of the component (a) 50 The fiber product treatment composition according to claim 1 or 2, wherein the median diameter D is 0.1 μm or more and 50 μm or less.

4. The fiber product treatment agent composition according to claim 1 or 2, wherein the shell of the microcapsules of the component (a) is formed by a polymerization reaction using an alkoxysilane as a precursor.

5. The fiber product treatment composition according to claim 1, wherein the fragrance having a phenol structure of the component (b) is at least one selected from vanillin, ethyl vanillin, iso-eugenol, benzyl salicylate, cis-3-hexenyl salicylate, vanillin PGA, cyclohexyl salicylate, eugenol, zingerone, vanitrope, raspberry ketone, methyl salicylate, hexyl salicylate, carvacrol, and thymol.

6. The fiber product treatment composition according to claim 1, wherein the fragrance having a hydroxy-4-pyrone structure of the component (b) is at least one selected from maltol and ethyl maltol

7. The fiber product treatment composition according to claim 1, which contains a fragrance compound other than the component (a) as the component (d).