Fiber product treatment agent composition
Patent Information
- Application Number
- JP2022132982
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2022-08-24
- Publication Date
- 2025-06-23
- Estimated Expiration
- 2042-08-24
AI Technical Summary
Existing textile treatment agents struggle to effectively retain fragrances on fabrics, particularly when moisture is involved, as hydrophilic compounds with low logP values do not adhere well, and microencapsulation methods often require physical destruction of capsules for fragrance release, limiting fragrance longevity and consumer preferences.
A textile treatment agent composition containing microcapsules with a silica shell and a fragrance core, combined with amino acids and cationic surfactants, which adhere to fibers in an aqueous medium and release fragrance upon rewetting, enhancing fragrance retention and longevity.
The composition ensures a noticeable fragrance when textiles are moistened, such as by perspiration, improving fragrance adsorption and longevity on fabrics.
Abstract
Description
[Technical field]
[0001] The present invention relates to a textile product treatment composition and a method for producing the 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 textile product treatment compositions used in ordinary households are applied to textile products via water, the fragrance may not adhere sufficiently to the textile, 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] Patent Document 2 discloses a sustained release fragrance composition that can be used for clothing and uses a mixture of a dibasic acid monoester and / or a dibasic acid diester with ethylene glycol or propylene glycol for the purpose of sustaining the fragrance for a long time. Patent Document 3 discloses that the fragrance can be sustained for a long time by using an aqueous liquid containing emulsion particles obtained by emulsifying and dispersing a mixture of a fragrance composition and an oil having a melting point of 30° C. or higher at normal pressure in water.
[0004] On the other hand, as a conventional technique for improving the lingering of fragrance when worn, attempts have been made to incorporate a fragrance in microencapsulation. 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 incorporating microcapsules produced by the core-shell method, in liquid detergents and rinse cycle fabric softeners, in which silica containing a fragrance is used as a shell structure. Patent Document 6 describes silica shell microcapsules having first and second shell structures containing a fragrance produced by a sol-gel reaction, and discloses an example of the microcapsules being incorporated in a commercially available fabric softener. Patent Document 7 describes that the fragrance can be attached uniformly at a high concentration to multiple different surfaces by using microcapsules containing a fragrance in combination with a polymer containing a specific amine.
[0005] Patent Document 8 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 an excellent odor release when a clothing wearer sweats in addition to the usual fragrance persistence. Patent Document 9 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 10 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. Patent Document 11 describes the use of an amine compound having a structural formula containing an alkanoylaminopropyldialkylamine to suppress the evaporation of alcohol-based fragrances from textile products, and Patent Document 12 describes a liquid fabric softener composition having excellent fragrance longevity, which contains an ester-type cationic compound, an N-alkanoylaminoalkyl-N-dialkylamine or a salt thereof, and an alcohol-based fragrance residual structure, and describes a microencapsulated fragrance as an alcohol-based fragrance precursor. [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 2015-128762 A [Patent Document 7] JP 2018-172687 A [Patent Document 8] JP 2017-008446 A [Patent Document 9] JP 2009-256818 A [Patent Document 10] JP 2011-063674 A [Patent Document 11] JP 2020-23766 A [Patent Document 12] JP 2020-23773 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 it is difficult for fragrances added to textile treatment agents to be adsorbed on textile products, and when they are added to textile treatment agents for bath treatment such as fabric softeners, hydrophilic fragrance compounds with low logP do not remain on the surface of the textile product but flow away. In addition, when they are directly sprayed onto textile products, fragrance compounds with high vapor pressure disappear during drying. Microencapsulation of fragrances has been proposed as a means of improving the effectiveness of fragrances, but the capsules must be physically destroyed to release the fragrance, and since some of the fragrance is released on the surface of the fibers, it is effective in releasing the fragrance in situations where moisture is involved, such as when sweating, but it is not sufficient and there are still problems. In addition, as a means of improving the effectiveness in situations where moisture is involved, it has been proposed to turn alcohol-based fragrance compounds into precursors of fragrances by esterifying them with silicate esters or fatty acids, but there is a limit to the types of fragrances that can be used, and this is an issue in that there is a limit to how many preferences can be satisfied.
[0008] The present invention provides a textile product treatment composition which gives off a pleasant fragrance when the treated textile product is moistened with water, for example, by sweating during use of the textile product, and a method for producing the same. [Means for solving the problem]
[0009] The inventors conducted research into ways to improve the effectiveness of fragrance in situations involving moisture, and discovered that by combining specific capsules that have the property of adhering to fibers in an aqueous medium and then collapsing when dried with amino acids, not only is adsorption to textile products improved, but the fragrance is also significantly enhanced when the textile product is re-wet, leading to the present invention.
[0010] That is, the present invention relates to a textile product treatment composition containing the following components (a), (b), and (c), and water: Component (a): a microcapsule having a shell containing an inorganic metal and a core containing a fragrance compound inside the shell. (b) Ingredients: Amino acids (c) Component: Cationic surfactant
[0011] The present invention also relates to a method for producing a textile product treatment composition, which comprises mixing the above-mentioned components (a), (b), (c), and water. Effect of the Invention
[0012] According to the present invention, there are provided a textile product treatment composition which gives off a pleasant fragrance when the treated textile product is moistened with water, for example, due to sweating during use of the textile product, and a method for producing the same. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0013] <Textile product treatment composition> <Component (a)> The component (a) may be a microcapsule having a shell containing silica as a constituent and a core containing a fragrance compound inside the shell. Silica is a substance whose structural unit is silicon dioxide. Hereinafter, a microcapsule having a shell containing silica as a constituent and a core containing a fragrance compound inside the shell is also referred to as a silica capsule. The fragrance compound can be blended into the silica capsule as a fragrance composition containing multiple fragrance compounds.
[0014] <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 preferably formed by a polymerization reaction using an alkoxysilane as a precursor, and more preferably formed by a sol-gel reaction using an alkoxysilane as a precursor. 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.
[0015] 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.
[0016] 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.
[0017] (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 composed of silica, 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.
[0018] [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).
[0019] 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.
[0020] 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.
[0021] 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.
[0022] 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.
[0023] 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.
[0024] 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.
[0025] Step 1 preferably includes the following steps 1-1 to 1-4. Step 1-1: preparing an aqueous phase component containing a cationic surfactant Step 1-2: Mixing the fragrance and tetraalkoxysilane to prepare the 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.
[0026] 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.).
[0027] Median diameter D of emulsion droplets in the emulsion of step 1 50 From 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.
[0028] 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.
[0029] Depending on the strength of acidity or alkalinity of the oil phase components including the fragrance compound, 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).
[0030] 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.
[0031] 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.
[0032] [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.
[0033] 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.
[0034] 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.
[0035] 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.
[0036] 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.
[0037] 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.
[0038] 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.
[0039] In the present invention, in step 2, an organic polymer 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 means a compound having a weight average molecular weight of 5,000 or more. The organic polymer 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. 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.
[0040] 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.
[0041] 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.
[0042] 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.
[0043] 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.
[0044] The amount of the organic polymer 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, based on the aqueous dispersion obtained in step 1.
[0045] 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.
[0046] <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 or more and 8.00 or less is 25 mass% or more of the total amount of fragrance compounds.
[0047] 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.
[0048] 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.
[0049] 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.
[0050] 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 or more and 8.00 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 (Flutate), 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, Dimethylbenzylcarbinyl Butyrate, Tricyclodecenyl Propionate, Amyl Salicylate, γ-Methyl Ionone, α-Damascone , 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 anthranilate, and dodecanenitrile 3-dodecenal.
[0051] 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), heliotropin (1.8), and benzyl alcohol (1.1). The numbers in parentheses are logP values.
[0052] 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), acetylcedrene (5.2), nerolidol (5.7), and caryophyllene (6.3). The numbers in parentheses are logP values.
[0053] 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.
[0054] 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.
[0055] 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.
[0056] [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.
[0057] From the viewpoint of stably retaining the contents in the textile product treatment composition and breaking down when dried after being attached to a textile product in an aqueous medium, the silica capsule of the present invention is preferably a silica capsule having a core containing the fragrance 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.
[0058] The median diameter D of the component (a) and 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. (a) Component, and further the median diameter D of the silica capsule 50 can be measured by the method described in the Examples.
[0059] The silica capsules according to the present invention are preferably blended as an aqueous dispersion containing silica capsules when preparing a textile product treatment composition. From the viewpoint of improving the dispersibility of the aqueous dispersion containing silica capsules 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 aqueous dispersion containing silica capsules.
[0060] The silica capsules of component (a) may be partially aggregated to the extent that the fragrance is not impaired.
[0061] 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 3.0% by mass or less, more preferably 1.5% by mass or less, even more preferably 1.0% by mass or less, as a fragrance compound contained in component (a). The proportion of silica constituting the coating base for the fragrance compound, preferably the shell that encapsulates the fragrance compound, is preferably 3 parts by mass or more, more preferably 5 parts by mass or more, and preferably 40 parts by mass or less, more preferably 30 parts by mass or less, relative to 100 parts by mass of the encapsulated fragrance compound.
[0062] <(b) Component> The component (b) may be one or more selected from neutral amino acids, acidic amino acids, and basic amino acids.
[0063] Examples of neutral amino acids include aliphatic amino acids, aromatic amino acids, and heterocyclic amino acids, and among these, aliphatic amino acids are preferred. Examples of aliphatic amino acids include monoamino monocarboxylic acids such as glycine, alanine, valine, leucine, and isoleucine; hydroxymonoamino monocarboxylic acids such as serine and threonine; monoamino dicarboxylic acids such as aspartic acid and glutamic acid; diamino monocarboxylic acids such as acid amide amino acids such as asparagine and glutamine; and sulfur-containing amino acids such as cysteine, cystine, and methionine. Examples of acidic amino acids include glutamic acid and aspartic acid, and examples of basic amino acids include lysine, hydroxylysine, histidine, and arginine.
[0064] From the viewpoint of long-term performance retention, the (b) component is preferably one or more selected from neutral amino acids and acidic amino acids, more preferably a neutral amino acid, even more preferably a monoamino monocarboxylic acid, still more preferably one or more selected from glycine and alanine, and even more preferably glycine.
[0065] From the viewpoint of long-term performance retention, the textile product treatment composition of the present invention contains component (b) in an amount of preferably 0.00005% by mass or more, more preferably 0.0001% by mass or more, even more preferably 0.0008% by mass or more, and preferably 0.1% by mass or less, more preferably 0.01% by mass or less, even more preferably 0.005% by mass or less. It is preferable to add the component (b) to the textile product treatment composition by adding an aqueous dispersion containing the microcapsules of the component (a), particularly an aqueous dispersion containing shell microcapsules containing silica as a constituent. The component (b) is preferably added to the aqueous dispersion, for example, from the viewpoint of improving the fragrance performance of the component (a). Adding the component (b) to an aqueous dispersion containing the microcapsules of the component (a) is effective for the stability of the microcapsules. The aqueous dispersion containing the microcapsules of the component (a) contains the component (a) as a perfume compound contained in the microcapsules at preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, and preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass, and contains the component (b) at preferably 0.01% by mass or more, more preferably 0.05% by mass or more, even more preferably 0.08% by mass or more, and preferably 2% by mass or less, more preferably 1% by mass or less, and even more preferably 0.8% by mass or less. It is more preferable to prepare the aqueous dispersion containing the components (a) and (b) at such concentrations by adding it to the textile product treatment composition. The pH of the aqueous dispersion is preferably 8 to 11.
[0066] In the textile product treatment composition of the present invention, the mass ratio (b) / (a) of the content of the fragrance compound contained in component (a) to the content of component (b) is, from the viewpoint of long-term performance retention, preferably 0.0001 or more, more preferably 0.0004 or more, even more preferably 0.0008 or more, still more preferably 0.001 or more, and preferably 0.1 or less, more preferably 0.08 or less, even more preferably 0.04 or less, and still more preferably 0.01 or less.
[0067] <(c) component> Component (c) is a cationic surfactant. Component (c) is preferably a cationic surfactant having one to three chain hydrocarbon groups having 10 to 28 carbon atoms, which may be separated by ester bonds, amide bonds, and ether bonds, and more preferably at least one compound selected from tertiary amines represented by the following general formula (C1), acid salts thereof, and quaternized products of the amines. Component (c) is a component that is blended in the composition separately from component (a). Component (c) refers to a component that is present in the composition without being encapsulated in component (a).
[0068] [ka]
[0069] [In the formula, R c1 R is a hydrocarbon group having a total of 10 to 28 carbon atoms, which may be interrupted by one or more selected from an ester group, an amide group, and an ether group; c2 Groups and R c3 Each group is independently R c1 a group selected from the group consisting of an alkyl group having 1 to 3 carbon atoms, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, and a hydroxyalkyl ether alkylene group having 4 to 6 carbon atoms.
[0070] In the general formula (C1), R c1 The group is preferably a hydrocarbon group having a total of 10 or more, preferably 12 or more, preferably 14 or more, and 28 or less, preferably 26 or less carbon atoms, which is interrupted by one or more selected from ester groups, amide groups, and ether groups. In this case, the hydrocarbon group may be either saturated or unsaturated. The interrupted hydrocarbon group preferably has a linear or branched, more preferably linear, alkyl or alkenyl group, and the number of carbon atoms is preferably 7 or more, more preferably 11 or more, even more preferably 13 or more, and preferably 25 or less, more preferably 23 or less, even more preferably 21 or less. In this case, that is, the preferred R c1 Examples of the group include the following groups (i) to (iii). (i) An organic group in which a linear or branched alkyl group having preferably 7 or more, more preferably 11 or more, even more preferably 13 or more carbon atoms and preferably 25 or less, more preferably 23 or less, even more preferably 21 or less carbon atoms is bonded to a nitrogen atom via an alkylene group having 2 to 4 carbon atoms via a group selected from an ester group and an amide group. (ii) an organic group in which a linear or branched alkenyl group having preferably 7 or more, more preferably 11 or more, even more preferably 13 or more carbon atoms and preferably 25 or less, more preferably 23 or less, even more preferably 21 or less carbon atoms is bonded to a nitrogen atom via an alkylene group having 2 to 4 carbon atoms via a group selected from an ester group and an amide group; (iii) A mixture of the above groups (i) and (ii) The alkyl or alkenyl groups in the groups (i) to (iii) above are preferably derived from fatty acids.
[0071] Also, the preferred R c2 Groups and R c3 The groups are each independently selected from an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group having 1 to 3 carbon atoms, and a hydroxyalkyl ether alkylene group having 4 to 6 carbon atoms.
[0072] The component (c) can be obtained, for example, by subjecting a fatty acid or a fatty acid lower alkyl ester having a total carbon number of 8 to 28 to an esterification reaction, an amidation reaction, or an ester exchange reaction between an amine such as an alkanolamine having an alkanol group having 2 or 3 carbon atoms or an aminoalkylamine having an alkylamine group having 2 or 3 carbon atoms, or by reacting the alkanolamine with an alkylene oxide having 2 or 3 carbon atoms and then carrying out the above reaction.
[0073] The fatty acid or fatty acid lower alkyl ester is preferably a fatty acid having a total carbon number of 12 to 28 or a lower alkyl ester thereof (alkyl group having 1 to 3 carbon atoms), and one or a mixture of two or more kinds can be used. The fatty acid or fatty acid lower alkyl ester may be, as necessary, a fatty acid known in the Oil Chemistry Handbook (4th edition, Japan Oil Chemists' Society, Maruzen Co., Ltd., November 20, 2001) or the like, and may be a single fatty acid or a fatty acid mixture containing fatty acids of different chain lengths or unsaturated fatty acids derived from natural fats and oils such as coconut oil, palm oil, and beef tallow. Mixtures of different types of fatty acids, for example fatty acids derived from natural fats and oils, may be those obtained by hydrogenation reaction of unsaturated bonds, isomerization reaction of unsaturated bonds, or by adjusting the alkyl chain length by distillation operation, bottom cut, or top cut, or by mixing a plurality of fatty acids.
[0074] The aminoalkylamine is preferably an amine having at least two or more kinds of amino groups selected from a primary amino group, a secondary amino group, and a tertiary amino group in the molecule, and the alkanolamine is preferably an amine having a primary to tertiary amino group, and essentially having a hydroxyl group in the molecule. More specific examples include, but are not limited to, dialkylmonoalkanolamines (preferably dimethylmonoethanolamine or dimethylmonopropanolamine), monoalkyldialkanolamines (preferably methyldiethanolamine or methyldipropanolamine), or trialkanolamines (preferably triethanolamine or tripropanolamine), or di(aminoalkyl)alkylamines (e.g., N-methyl-N,N-di(3-aminopropyl)amine), dialkylaminoalkylamines (e.g., N,N-dimethyl-N-(3-aminopropyl)amine), and alkylaminopropylmonoalkylalkanolamines (preferably, N-methyl-N-(2-hydroxyethyl)-N-(3-aminopropyl)amine). More preferred are N-methyldiethanolamine, triethanolamine, N-methyl-N-(2-hydroxyethyl)-N-(3-aminopropyl)amine, N,N-dimethyl-N-(3-aminopropyl)amine, and N,N-dimethyl-N-(2-hydroxyethyl)amine.
[0075] Examples of the acid salt of the tertiary amine represented by the general formula (C1) include acid salts neutralized with inorganic acids and organic acids. Preferred inorganic acids are hydrochloric acid, sulfuric acid, and phosphoric acid, and preferred organic acids are monovalent or polyvalent carboxylic acids having 1 to 10 carbon atoms, monovalent or polyvalent sulfonic acids having 1 to 20 carbon atoms, alkyl sulfates having 6 to 36 carbon atoms, and polyoxyalkylene alkyl (alkyl group having 6 to 36 carbon atoms) sulfates. More preferred are methyl sulfate, ethyl sulfate, p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, benzenesulfonic acid, dodecylbenzenesulfonic acid, glycolic acid, citric acid, benzoic acid, salicylic acid, alkyl sulfates having 12 to 36 carbon atoms, and polyoxyalkylene alkyl (alkyl group having 12 to 36 carbon atoms) sulfates.
[0076] The quaternary amine represented by the general formula (C1) may be a compound obtained by quaternizing the tertiary amine represented by the general formula (C1) with an alkylating agent such as an alkyl halide, a dialkyl sulfate, or an alkylene oxide. The alkyl halide is preferably methyl chloride, the dialkyl sulfate is preferably dimethyl sulfate or diethyl sulfate, and the alkylene oxide is preferably ethylene oxide. The quaternary reaction using the alkylating agent can be carried out in the presence of a solvent (e.g., ethanol), but can also be carried out without a solvent from the viewpoint of maintaining the odor and storage stability of the synthesized product and / or suppressing the generation of impurities.
[0077] The component (c) may be one or more selected from the following components (c1) and (c2), which are preferred when the textile product treatment composition of the present invention is used as a liquid fabric softener composition. Component (c1): a tertiary amine compound represented by the following general formula (C2), and an acid salt thereof. Component (c2): A quaternized tertiary amine compound represented by the following general formula (C2). In this case, the organic group bonded to the nitrogen atom by quaternization is represented by R c14 and the counter ion is X - Let us assume that. [R c11 -C(=O)-O-(C p H 2p O) r -C q H 2q 〕 m N(R c12 ) 3-m (C2) [In the formula, R c11 is a hydrocarbon group having 11 to 23 carbon atoms, R c12 is a hydrocarbon group having 1 to 3 carbon atoms and HO-(C p H 2p O) r -C q H 2q is a group selected from the group m is a number of 1 or more and 3 or less; p and q are each independently a number of 2 or 3; r is a number of 0 or more and 5 or less. R in the same molecule c11 , R c12 When there are multiple p, q, and r, they may be the same or different. c11 -C(=O)-O-(C p H 2p O) r -C q H 2q The total number of carbon atoms is 14 to 28.
[0078] R in general formula (C2) c11 has 11 or more and 23 or less carbon atoms, and from the viewpoint of softening textile products, a non-cyclic hydrocarbon group having 13 or more and 21 or less carbon atoms is preferable. R c11 Specific examples of the alkyl group include linear or branched alkyl groups having 13 to 21 carbon atoms, and linear or branched alkenyl groups having 13 to 21 carbon atoms, and include groups selected from linear alkyl groups having 13 to 21 carbon atoms and linear alkenyl groups having 13 to 21 carbon atoms.
[0079] The component (c1) is R in the general formula (C2). c11 It is preferable that R is a mixture of compounds having different substituents. c11 More preferably, the alkyl group is a mixture of compounds having an alkyl group and a compound having an alkenyl group. The ratio of the alkyl group-containing compound to the alkenyl group-containing compound can be determined by the composition of the fatty acid or fatty acid ester used as the raw material. The amount of the alkyl group and the amount of the alkenyl group can be adjusted by hydrogenation of the raw material having an alkenyl group, or by addition of R c11 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 (C2), 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, q is preferably 2. In the general formula (C2), r is a number of 0 or 1, preferably 0, from the viewpoint of softening the textile product. R c12 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. From the viewpoint of water absorbency, m is preferably 1 or more and 2 or less.
[0082] As described above, the component (c1) is a tertiary amine compound represented by the general formula (C2) or an acid salt thereof. Depending on the pH of the textile product treatment composition of the present invention, for example, a liquid softener composition, almost all of the component (c1) may be present in the 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 (C2), which is component (c1), is not particularly limited. For example, it can be obtained by an esterification reaction between an alkanolamine compound represented by the following general formula (C2-1) and a fatty acid, or a transesterification reaction between an alkanolamine compound represented by general formula (C2-1) 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.
[0084] 〔HO-(C p H 2p O) r -C q H 2q 〕 n N(R c13 ) 3-n (C2-1) [In the formula, R c13 is a group selected from hydrocarbon groups having 1 to 3 carbon atoms, n is a number of 1 to 3, and p, q, and r have the same meanings as in the general formula (C2).
[0085] 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.
[0086] The component (c2) is a quaternary amine compound represented by the general formula (C2) and can be obtained by a quaternization reaction using a tertiary amine compound represented by the general formula (C2) and an alkylating agent. c14 Examples of the counter ion X in the component (c) include a methyl group, an ethyl group, and a benzyl group, and preferably a methyl group or an ethyl group. - Examples of the ions include chloride ion, bromide ion, methyl sulfate ion, and ethyl sulfate ion.
[0087] The textile product treatment composition of the present invention contains component (c) in an amount of preferably 1 mass % or more, more preferably 3 mass % or more, even more preferably 5 mass % or more, and preferably 20 mass % or less, more preferably 18 mass % or less, even more preferably 15 mass % or less.
[0088] In the textile product treatment composition of the present invention, the mass ratio (c) / (a) of the content of the component (a) as a fragrance compound to the content of the component (c) is preferably 1 or more, more preferably 2 or more, even more preferably 5 or more, still more preferably 10 or more, and is preferably 150 or less, more preferably 100 or less, and even more preferably 60 or less.
[0089] <Components that may be contained in the textile product treatment composition of the present invention> The textile product treatment composition of the present invention may further contain the following components.
[0090] <(d) component> <(d) component> The component (d) is a polymer containing a structural unit having an anionic group, and examples thereof include an anionic polymer and an amphoteric polymer containing a structural unit having an anionic group and a structural unit having a cationic group.
[0091] The component (d) may be a polymer made of an anionic monomer or a copolymer of an anionic monomer and a monomer copolymerizable with the anionic monomer. The copolymerizable monomer may be a cationic monomer or a nonionic monomer. The cationic monomer is, for example, a monomer having a cationic group, such as a quaternary ammonium group, an amino group, or a quaternary phosphonium group, in the molecule. The nonionic monomer is, for example, a monomer having an unsaturated bond copolymerizable with the anionic monomer and having no ionic group.
[0092] The anionic monomer may be a monomer having an anionic group in the molecule, such as a carboxyl group, a sulfate group, a sulfonic acid group, a phosphoric acid group, a phosphonic acid group, etc. The anionic monomer is preferably a monomer having an anionic group selected from a carboxyl group and a sulfonic acid group, and more preferably a monomer having a carboxyl group.
[0093] The anionic polymer is preferably a polymer containing a structural unit having at least one anionic group selected from a carboxy group and a sulfonic acid group. The polymer containing a structural unit having a carboxy group can be obtained by polymerizing a vinyl monomer having a carboxy group or a salt thereof. The polymer containing a structural unit having a carboxy group preferably contains a structural unit derived from at least one carboxy group-containing vinyl monomer selected from acrylic acid, methacrylic acid, maleic acid, and maleic anhydride. Examples of the polymer containing a structural unit having a carboxy group include at least one selected from acrylic acid homopolymer (polyacrylic acid), methacrylic acid homopolymer (polymethacrylic acid), acrylic acid / maleic acid copolymer, methacrylic acid / maleic acid copolymer, acrylic acid / maleic anhydride copolymer, methacrylic acid / maleic anhydride copolymer, and salts thereof. The polymer containing a structural unit having a sulfonic acid group can be obtained by polymerizing a vinyl monomer having a sulfonic acid group or a salt thereof. The polymer containing a structural unit having a sulfonic acid group includes a structural unit derived from a vinyl monomer containing a sulfonic acid group, such as styrene sulfonic acid or a salt thereof, 2-acrylamido-2-methylpropanesulfonic acid or a salt thereof, (meth)allyl sulfonic acid or a salt thereof, vinyl sulfonic acid or a salt thereof, or naphthalenesulfonic acid. The polymer containing a structural unit having a sulfonic acid group includes, for example, a salt of an aromatic sulfonic acid formalin condensate, such as the sodium salt of a β-naphthalenesulfonic acid formalin condensate.
[0094] Of the (d) component, the anionic polymer is more preferably one or more selected from polymers containing a structural unit having a carboxy group, and even more preferably one or more selected from acrylic acid polymers, acrylic acid-maleic acid copolymers, acrylic acid-maleic anhydride copolymers, and salts thereof. The anionic polymer preferably contains acrylic acid as a structural monomer, and the proportion of acrylic acid in the structural monomers is preferably 40 mol % or more and 100 mol % or less.
[0095] Examples of cationic monomers copolymerizable with anionic monomers include 2-(N,N-dimethylamino)ethyl methacrylate, 2-(N,N-dimethylamino)ethyl acrylate, N-{3-(N,N-dimethylamino)propyl}acrylamide, N-{3-(N,N-dimethylamino)propyl}methacrylamide, 2-(methacryloyloxy)ethyl dimethylethyl ammonium ethyl sulfate, 2-(methacryloyloxy)ethyl trimethyl ammonium chloride, (meth)acrylamidopropyl trimethyl ammonium chloride, 4-vinylbenzyl trimethyl ammonium chloride, etc. Examples of cationic monomers include 2-(N,N-dimethylamino)ethyl, 2-(N,N-dimethylamino)ethyl methacrylate, N-{3-(N,N-dimethylamino)propyl}acrylamide, and N-{3-(N,N-dimethylamino)propyl}methacrylamide.
[0096] Examples of the nonionic monomer copolymerizable with the anionic monomer include methacrylates such as ethyl methacrylate, N,N-dimethylacrylamide, diacetone acrylamide, styrene, and vinyl acetate.
[0097] Among the (d) component, the amphoteric polymer contains a structural unit having an anionic group and a structural unit having a cationic group. The amphoteric polymer may have one structural unit having an anionic group and a cationic group. The amphoteric polymer may be a polymer in which the structural unit has an anionic group and a cationic group.
[0098] The cationic group-containing structural unit of the amphoteric polymer may be derived from the cationic monomer. The amphoteric polymer is preferably one or more selected from a copolymer of acrylic acid and a dialkyldiallyl ammonium salt, a copolymer of acrylic acid, acrylamide and a dialkyldiallyl ammonium salt, etc. The copolymer of acrylic acid and a dialkyldiallyl ammonium salt may be a copolymer obtained by copolymerizing acrylic acid and a dialkyldiallyl ammonium salt in equimolar amounts.
[0099] Examples of salts of component (d) include metal salts, ammonium salts, ammonium salts having an alkyl or alkenyl group having a total of 1 to 22 carbon atoms, alkyl- or alkenyl-substituted pyridinium salts having 1 to 22 carbon atoms, alkanolammonium salts having a total of 1 to 22 carbon atoms, and basic amino acids. Of these, alkali metal salts such as sodium salts and potassium salts are preferred.
[0100] The proportion of structural units having an anionic group that constitute the polymer of component (d) in all structural units of component (d) is preferably 20 mol % or more, more preferably 50 mol % or more, even more preferably 80 mol % or more, and preferably 100 mol % or less, and may be 100 mol %. The structural unit having an anionic group can be formed, for example, from a monomer having an anionic group. Examples of the monomer having an anionic group include a monomer selected from acrylic acid, maleic acid, maleic anhydride, and salts thereof. The structural unit of component (d) can further optionally contain a structural unit formed from another monomer known to be copolymerizable with these monomers. When the component (d) contains acrylic acid and optionally maleic acid and / or maleic anhydride as constituent monomers, the ratio of the constituent units of maleic acid and / or maleic anhydride to acrylic acid is preferably 0 or more, more preferably 0.1 or more, and preferably 0.6 or less, more preferably 0.5 or less, as a molar ratio of monomers. Furthermore, when the polymer of the component (d) contains acrylic acid, optionally maleic acid and / or maleic anhydride, and optionally other monomers copolymerizable therewith as constituent monomers, the molar ratio of the other copolymerizable monomers to the total of acrylic acid and maleic acid and / or maleic anhydride is preferably 0.5 or less, more preferably 0.2 or less, and even more preferably 0.1 or less. The molar ratio may be the blending ratio during polymerization, or may be determined by a known measurement method for the polymer after polymerization.
[0101] The weight average molecular weight of component (d) may be, for example, 2,000 or more, or even 5,000 or more, and 2,000,000 or less, or even 500,000 or less. When the weight average molecular weight of component (d) is not available as a catalog value or the like, it is measured by GPC (gel permeation chromatography) under the following conditions. 1. Conversion standard: Values obtained using a calibration curve based on a standard sample of polyacrylic acid (AMERICAN STANDARDS CORP) 2. Eluent: 0.2 mol / L phosphate buffer / CH3CN = 9 / 1 (volume ratio), pH = 7 3. Column: PWXL+G4000PWXL+G2500PWXL (manufactured by Tosoh Corporation) 4. Detector: RI 5. Sample concentration: 5mg / mL 6.Injection volume: 0.1mL 7.Measurement concentration: 40℃ 8.Flow rate: 1.0mL / min
[0102] The textile product treatment composition of the present invention contains component (d) in an amount of preferably 0.0005% by mass or more, more preferably 0.001% by mass or more, even more preferably 0.0015% by mass or more, still more preferably 0.003% by mass or more, and preferably 1% by mass or less, more preferably 0.5% by mass or less, even more preferably 0.3% by mass or less, still more preferably 0.1% by mass or less, still more preferably 0.05% by mass or less, and still more preferably 0.01% by mass or less. In addition, it is preferable to add the component (d) to the textile product treatment composition by adding an aqueous dispersion containing microcapsules of the component (a) in the same manner as the component (b), particularly an aqueous dispersion containing microcapsules with a shell containing silica as a constituent. The component (d) may be added, for example, as an organic polymer in step 2 when preparing the component (a), and the component (a) is less likely to aggregate and is easily dispersed stably in the textile product treatment composition, and can be used in combination with the component (b) to increase the adsorption to textile products. By adding the component (d) to an aqueous dispersion containing microcapsules of the component (a), the concentration of the microcapsules of the component (a) is high, making it easier to come into contact with the polymer of the component (d). The aqueous dispersion containing microcapsules of component (a) contains, as a fragrance compound encapsulated in the microcapsules, preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more of component (a), and preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass or less of component (d), and preferably 0.05% by mass or more, more preferably 0.1% by mass or more, even more preferably 0.2% by mass or more, and preferably 1% by mass or less, more preferably 0.8% by mass or less of component (d). The textile product treatment composition of the present invention is more preferably one obtained by adding a microcapsule aqueous dispersion containing components (a), (b), and optional component (d) to a base aqueous solution containing component (c) and some or all of the optional components.
[0103] In the textile product treatment composition of the present invention, or in the microcapsule aqueous dispersion containing components (a), (b), and (d), the mass ratio (d) / (a) of the content of the fragrance compound contained in the microcapsules of component (a) to the content of component (d) is preferably 0.001 or more, more preferably 0.002 or more, even more preferably 0.005 or more, and preferably 0.1 or less, more preferably 0.08 or less, even more preferably 0.05 or less.
[0104] <(e) component> The textile product treatment composition of the present invention may contain an organic amine as component (e), provided that component (e) excludes compounds that fall under component (c). Furthermore, component (e) is an organic amine having a total carbon number of preferably 2 or more and preferably 24 or less, more preferably 18 or less, and even more preferably 9 or less, the maximum number of carbon atoms constituting the organic group bonded to the nitrogen atom is preferably 9 or less, more preferably 8 or less, and even more preferably 4 or less, and the number of nitrogen atoms constituting the amine is preferably 1 or more and preferably 3 or less, and more preferably 2 or less. More specifically, the organic amine is an organic amine in which, in the above-mentioned total carbon number limitation, the organic group bonded to the nitrogen atom is preferably an alkylene group, an alkyl group, or a hydroxyalkyl group, the number of carbon atoms in the organic group is preferably 8 or less, more preferably 4 or less, even more preferably 3 or less, even more preferably 2 or less, and preferably 1 or more, and the number of nitrogen atoms constituting the amine is preferably 1.
[0105] Examples of the component (e) include one or more selected from hydroxyalkylamines and alkylamines.
[0106] Examples of hydroxyalkylamines include one or more selected from monomethanolamine, dimethanolamine, trimethanolamine, monoethanolamine, diethanolamine, triethanolamine, N-methylethanolamine, N-methyldiethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, N-methylpropanolamine, N-methyldipropanolamine, N-(2-aminoethyl)ethanolamine, 2-amino-2-methyl-1-propanol, and trishydroxymethylaminomethane. Examples of alkylamines include one or more selected from monomethylamine, dimethylamine, monoethylamine, diethylamine, triethylamine, mono-n-propylamine, monoisopropylamine, diisopropylamine, triisopropylamine, mono-n-butylamine, mono-tert-butylamine, mono-sec-butylamine, mono-2-ethylhexylamine, tri-n-octylamine, and N-methylethylamine.
[0107] From the viewpoints of ease of preparation, ease of availability, and the like, the component (e) is preferably one or more selected from hydroxyalkylamines and alkylamines, more preferably a hydroxyalkylamine, even more preferably one or more selected from monoethanolamine, diethanolamine, and triethanolamine, and still more preferably monoethanolamine.
[0108] From the viewpoint of fragrance release performance, the textile product treatment composition of the present invention contains component (e) in an amount of preferably 0.0001% by mass or more, more preferably 0.0005% by mass or more, even more preferably 0.001% by mass or more, and preferably 1% by mass or less, more preferably 0.5% by mass or less, even more preferably 0.1% by mass or less. The component (e) is preferably blended by adding an aqueous dispersion containing the microcapsules of the component (a), particularly an aqueous dispersion containing shell microcapsules containing silica as a constituent, to the textile product treatment composition. The component (e) is preferably blended into the aqueous dispersion, for example, as an alkaline agent when adjusting the pH of the component (a). Blending the component (e) into an aqueous dispersion containing the microcapsules of the component (a) is effective for stabilizing the microcapsules in the alkaline range. The aqueous dispersion containing microcapsules of component (a) contains component (a) as a perfume compound contained in the microcapsules at preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, and preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass, and contains component (e) at preferably 0.05% by mass or more, more preferably 0.08% by mass or more, even more preferably 0.1% by mass or more, and preferably 10% by mass or less, more preferably 8% by mass or less, and even more preferably 5% by mass or less. It is more preferable to prepare the aqueous dispersion containing components (a) and (e) at such concentrations by adding it to the textile product treatment composition. The pH of the aqueous dispersion is preferably 8 to 11.
[0109] In the textile product treatment composition of the present invention, or in the aqueous dispersion containing components (a) and (e), the mass ratio (e) / (a) of the content of the fragrance compound contained in the microcapsules of component (a) to the content of the organic amine of component (e) is, from the viewpoint of enhancing adsorption to textile products, preferably 0.002 or more, more preferably 0.004 or more, even more preferably 0.01 or more, and preferably 0.5 or less, more preferably 0.1 or less, even more preferably 0.04 or less.
[0110] <Component (f)> The textile product treatment composition of the present invention may contain, as component (f), a fragrance compound other than the fragrance compound encapsulated in component (f). In the present invention, even if the fragrance compound is the same as the fragrance compound encapsulated in the microcapsules of component (f), the fragrance compound that is not encapsulated in the microcapsules of component (a) is treated as component (f). In other words, the fragrance compound of component (f) is a fragrance compound dispersed in the textile product treatment composition, and these fragrance compounds are sometimes called external fragrances.
[0111] There is no particular limitation on the fragrance compound that can be used as component (f), and the same fragrance compound as that used in component (a) may be used. Component (f) can be blended in the textile product treatment composition of the present invention as a fragrance composition containing a plurality of fragrance compounds. Fragrance compounds that can be used as the (f) component include, for example, the fragrances described in "Fundamentals of Fragrance and Fragrance Blending, edited by Nakajima Mototaka, published by Sangyo Tosho Co., Ltd., 4th printing, April 20, 2005" and fragrance compounds known to be incorporated into fabric softeners and the like through patent documents, as well as fragrance ingredients prepared independently by fragrance manufacturers or fragrance compositions prepared by fragrance manufacturers themselves. Examples of the (f) component 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), Fultate (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.
[0112] 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 component (f) 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 component (a).
[0113] The use of component (f) 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 (f), is used to treat textile products, it is possible to impart a fresh and rich fragrance, for example.
[0114] When the textile product treatment composition of the present invention contains component (f), its content in the composition is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, even more preferably 0.5% by mass or more, and even more preferably 1.0% 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 (f) in the textile product treatment composition can be adjusted according to the product.
[0115] Furthermore, when the textile product treatment composition of the present invention contains component (f), the total content of component (a) as a fragrance compound and the content of component (f) is, from the viewpoint of sufficiently fragranced the textile product, preferably 0.1 mass% or more, more preferably 0.3 mass% or more, even more preferably 0.5 mass% or more, still more preferably 1.0 mass% or more, and still more preferably 1.5 mass% or more, and from the viewpoint of storage stability and scent balance with other fragrance components, is preferably 2.8 mass% or less, more preferably 2.5 mass% or less, and even more preferably 2.0 mass% or less.
[0116] <(g) component> The textile product treatment composition of the present invention may contain, as component (g), one or more nonionic surfactants selected from polyoxyalkylene alkyl ethers having an alkyl group having from 8 to 24 carbon atoms, and polyoxyalkylene alkenyl ethers having an alkenyl group having from 8 to 24 carbon atoms.
[0117] The component (g) is preferably at least one selected from nonionic surfactants represented by the following general formula (G1).
[0118] R 1g -A-〔(R 2g O) p -R 3g 〕 q (G1) [In the formula, R 1g 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 2g is an alkylene group having 2 or 3 carbon atoms, preferably an ethylene group; R 3g is an alkyl group having 1 to 3 carbon atoms or a hydrogen atom, p is a number 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-, q is 1, and when A is -CON< or -N<, q is 2.
[0119] Specific examples of the compound of general formula (G1) include compounds represented by the following formulae (G1-1) to (G1-4).
[0120] R 1g -O-(C2H4O) r -H (G1-1) [In the formula, R 1g has the above meaning. r is a number of 8 or more, preferably 10 or more, more preferably 20 or more, and 100 or less, preferably 60 or less, more preferably 40 or less. R 1g -O-(C2H4O) s / (C3H6O) t -H (G1-2) [In the formula, R 1g has the same meaning as above. s and t are each independently a number of 2 or more, preferably 5 or more and 40 or less, and (C2H4O) and (C3H6O) may be a random or block adduct. R1g -O-(C2H4O) x1 -(C3H6O) y -(C2H4O) x2 -H (G1-3) [In the formula, R 1g 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.
[0121] [ka]
[0122] [In the formula, R 1g has the same meaning as above. B is -N< or -CON<, u and v are each independently a number from 0 to 40, and u+v is a number from 5 to 60, preferably 40. 4g , R 5g are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
[0123] When the textile product treatment composition of the present invention contains component (g), 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.
[0124] <(h) component> The textile product treatment composition of the present invention may contain an inorganic salt as component (h) 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 (h), the content thereof in the composition is preferably 0.005 mass % or more, more preferably 0.01 mass % or more, and even more preferably 0.02 mass % or more from the viewpoint of improving the dispersibility of the textile product treatment composition, and from the viewpoint of improving the storage stability of the textile product treatment composition, it is preferably 1.0 mass % or less, more preferably 0.5 mass % or less, even more preferably 0.3 mass % or less, and even more preferably 0.1 mass % or less.
[0125] <Component (i)> From the viewpoint of improving storage stability, the textile product treatment composition of the present invention may contain an ester of a polyhydric alcohol and a fatty acid as component (i). 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 (i) 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 (i) 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 (i) in the present invention is preferably at least one selected from an ester compound of pentaerythritol and a fatty acid having from 16 to 22 carbon atoms (hereinafter also referred to as a "pentaerythritol fatty acid ester"), and an ester compound of sorbitan and a fatty acid having from 16 to 22 carbon atoms (hereinafter also referred to as a "sorbitan fatty acid ester").
[0126] When the textile product treatment composition of the present invention contains component (i), the content of component (i) in the composition 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.
[0127] <(j) component> The textile product treatment composition of the present invention may contain an amphoteric surfactant as component (j).
[0128] The component (j) is not particularly limited as long as it can generally be incorporated into liquid fabric softener compositions, and examples include alkyl (carbon number 12 to 22) amidopropyl carbobetaine, alkyl (carbon number 12 to 22) amidopropyl sulfobetaine, alkyl (carbon number 12 to 22) carbobetaine, alkyl (carbon number 12 to 22) sulfobetaine, alkyl (carbon number 12 to 22) dimethylamine oxide, and the like.
[0129] When the textile product treatment composition of the present invention contains component (j), the content of component (j) in the composition 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%.
[0130] <(k) component> The textile product treatment composition of the present invention may contain a water-insoluble silicone compound as component (k). In this specification, the term "water-insoluble" for component (k) 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 (k) 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.
[0131] The component (k) is preferably one or more selected from dimethylpolysiloxane, amino-modified dimethylpolysiloxane, amide-modified dimethylpolysiloxane, and polyoxyalkylene (polyoxyethylene and / or polyoxypropylene, preferably polyoxyethylene)-modified dimethylpolysiloxane. The component (k) has a weight average molecular weight of preferably 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 component (k) preferably has a viscosity at 25°C of 2 mm 2 / s or more, preferably 500 mm 2 / s or more, more preferably 1,000 mm 2 / s or more, and preferably 1 million mm 2The weight average molecular weight of component (k) is a value measured by gel permeation chromatography using polystyrene as the standard substance.
[0132] 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.
[0133] When the textile product treatment composition of the present invention contains component (k), the content of component (k) in the composition 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 (k), the content of component (k) in the composition is, from the viewpoint of suppressing foaming, 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.
[0134] <(l) component> The textile product treatment composition of the present invention may contain an acidifying agent as component (l) from the viewpoint of adjusting the pH of the textile product treatment composition. The acid agent may be one or more selected from inorganic acids and organic acids, and specific examples of inorganic acids include one or more selected from hydrochloric acid and sulfuric acid. Specific examples of organic acids include mono- or polyvalent carboxylic acids having 1 to 10 carbon atoms, mono- or polyvalent sulfonic acids having 1 to 20 carbon atoms, and alkylsulfuric acids having 1 to 3 carbon atoms. More specific examples include one or more selected from methylsulfuric acid, ethylsulfuric 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 an amount that brings the pH into the range described below, for example, and does not impair storage stability.
[0135] <(m) component> The textile product treatment composition of the present invention may contain a fatty acid having 12 or more and 22 or less carbon atoms, from the viewpoint of improving the softening effect. The fatty acid of the component (m) may be contained as an unreacted product during the synthesis of the component (c) or as a decomposition product of the component (c). As the component (m), a saturated or unsaturated fatty acid having 12 to 22 carbon atoms is preferred, and specific examples thereof include fatty acids selected from 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.
[0136] When the textile product treatment composition of the present invention contains the component (m), the content of the component (m) in the composition 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.
[0137] <Component (n)> The textile product treatment composition of the present invention may contain a water-soluble organic solvent as component (n) 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 (n) 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 one or more selected from propylene glycol, ethylene glycol, glycerin, diethylene glycol, monoethylene glycol monophenyl ether, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, isopropanol, ethanol, etc. Among these, one or more water-soluble organic solvents selected from ethylene glycol, ethanol, and propylene glycol are preferred.
[0138] 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 (n). When the textile product treatment composition of the present invention contains component (n), the content of component (n) in the composition 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 mass % or more.
[0139] <(o) component> In the textile product treatment composition of the present invention, a chelating agent is preferably used as component (o) 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 (o) in the present invention may also function as the acid agent.
[0140] Specific examples of the chelating agent include one or more selected from 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.
[0141] When the textile product treatment composition of the present invention contains the component (o), the content of the component (o) in the composition is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, and preferably 2% by mass or less, more preferably 1.5% by mass or less, even more preferably 1.0% by mass or less, still more preferably 0.5% by mass or less, and even more preferably 0.1% by mass or less. In the present invention, the mass of the component (o) is defined as a value converted into a sodium salt.
[0142] <(p) component> The textile product treatment composition of the present invention may contain, as component (p), microcapsules other than component (a) encapsulating a fragrance compound, or a fragrance precursor. The component (p) can be used in combination with the components (a) and (f) to allow for greater freedom in designing fragrances than ever before. The component (p) can be a sustained-release fragrance such as a silicate ester compound described in JP 2014-125685 A or an ester compound of an alcohol-based fragrance compound described in JP 8-502522 A with an aliphatic monocarboxylic acid or aliphatic dicarboxylic acid.
[0143] When the textile product treatment composition of the present invention contains component (p), the content of component (p) in the composition is preferably 0.15 mass% or more, more preferably 0.3 mass% or more, even more preferably 0.45 mass% or more, and preferably 0.65 mass% or less, more preferably 0.6 mass% or less, even more preferably 0.55 mass% or less.
[0144] When the textile product treatment composition of the present invention contains the component (p), the total content of the components (a), (f) and (p) in the composition is preferably 0.1 mass% or more, more preferably 0.3 mass% or more, and even more preferably 0.5 mass% or more, from the viewpoint of adequately scenting the textile product, and is preferably 3.0 mass% or less, more preferably 2.5 mass% or less, and even more preferably 2.0 mass% or less, from the viewpoint of a balance between storage stability and preference for fragrance intensity.
[0145] The mass percentage of component (p) is calculated based on the mass of the fragrance compound encapsulated in the microcapsules of component (p) and the fragrance compound constituting the fragrance precursor of component (p).
[0146] <Component (q)> 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.
[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 60% by mass or more, more preferably 65% 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 20° 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 components (a), (b), (c), optional component (d), optional component (e), and water. That is, the present invention provides a method for producing a textile product treatment composition, which comprises mixing component (a), component (b), component (c), optional component (d), optional component (e), 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 microcapsule aqueous dispersion containing component (a), component (b), optional component (d), optional component (e), and water with an aqueous solution containing component (c) and water. In these production methods, the optional components described above can be mixed as appropriate. 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] In the method for producing the textile product treatment composition of the present invention, when the components (a), (b), (c), optional (d), optional (e), and water are mixed, from the viewpoint of enhancing the effectiveness of the fragrance, it is preferable to produce the composition by adding a microcapsule aqueous dispersion containing the components (a), (b), optional (d), optional (e), and water to a liquid containing the component (c) and water, and mixing them. Specifically, the textile product treatment composition of the present invention is preferably produced by preparing an aqueous dispersion (hereinafter sometimes referred to as an aqueous microcapsule dispersion) in which the (a) component, the (b) component and water are mixed in advance (step (I)), and mixing the aqueous microcapsule dispersion prepared in step (I) with an aqueous solution containing the (c) component and water (hereinafter sometimes referred to as a base aqueous solution) (step (II)). Furthermore, the aqueous microcapsule dispersion is preferably used in step (I) as an aqueous microcapsule dispersion further mixed with an optional (d) component and an optional (e) component. Other components may be added during the preparation of the aqueous microcapsule dispersion while taking into consideration the effect on stability, but are preferably added to the aqueous base solution, and may be added before or after mixing the aqueous microcapsule dispersion with the aqueous base solution, or may be added to the water before adding the (c) component. The pH of the microcapsule aqueous dispersion at 30°C is alkaline, preferably from 8 to 11. The base aqueous solution containing component (c) is preferably acidic. The pH after mixing with the microcapsule dispersion at 30°C is preferably 4.5 or less, more preferably 4 or less, and even more preferably 3 or less, and is preferably adjusted with an acid agent after mixing.
[0152] <Method of processing textile products> The present invention provides a method for treating a textile product, which comprises contacting the textile product with a treatment liquid obtained by mixing component (a), component (b), component (c) and water. The components (a), (b), and (c) used in the textile product treatment method of the present invention can be the components (a), (b), and (c) described in the textile product treatment composition of the present invention. The preferred aspects of the components (a), (b), and (c) are also the same as those in the textile product treatment composition of the present invention. The treatment liquid can also appropriately use any of 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.
[0153] 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.
[0154] 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.
[0155] 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.
[0156] 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
[0157] <Fragrance composition> Fragrance composition A-1 having the composition shown in Table 1 and fragrance composition A-2 having the composition shown in Table 2 were used as fragrance compounds to be encapsulated in microcapsules.
[0158] [Table 1]
[0159] [Table 2]
[0160] <Component (a)> (a-1): Silica capsule obtained in Synthesis Example 1 below (a-2): Silica capsule obtained in Synthesis Example 2 below
[0161] <Synthesis Example 1> Synthesis of (a-1) (Process 1) 3.0 g of Coatamin 60W (trade name, manufactured by Kao Corporation, cetyltrimethylammonium chloride, active content 30% by mass) was diluted with 750 g of ion-exchanged water to obtain an aqueous phase component. An oil phase component prepared by mixing 200 g of the fragrance composition A-1 having the blending ratio shown in Table 1 and 50 g of tetraethoxysilane (hereinafter also referred to as "TEOS") was added to this aqueous phase component, and the mixture was emulsified at a rotation speed of 8,500 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 1.4 μm. The pH of the resulting emulsion was adjusted to 3.8 using a 1% aqueous sulfuric acid solution, and then the emulsion was transferred to a separable flask equipped with a stirring blade and a cooler. The liquid was stirred at 200 rpm for 24 hours while maintaining the liquid temperature at 30°C, to obtain an aqueous dispersion containing silica capsules (1-1) having a core made of fragrance composition A-1 and a first shell made of silica.
[0162] (Process 2) While stirring the aqueous dispersion obtained in step 1 at a liquid temperature of 30°C, 21g of TEOS was added dropwise over 420 minutes. After the dropwise addition, stirring was continued for another 17 hours, and then 5g of an organic polymer of the following optional component (d) and 5g of an organic amine of the following optional component (e) were added, and 0.1g, 1g or 10g of an amino acid compound of the following component (b) were added, and the mixture was stirred at 30°C for 30 minutes, and then cooled to obtain an aqueous dispersion containing silica capsules (a-1) in which a second shell was formed to encapsulate the first shell and in which the fragrance composition A-1 was encapsulated in amorphous silica, the amino acid component (b), the optional organic polymer component (d), and the optional organic amine component (e). The concentration of the silica capsules (a-1) in the aqueous dispersion was approximately 23% by mass, and the concentration of the encapsulated fragrance composition A-1 was 20% by mass. The concentration of the amino acid, which is the component (b), in the aqueous dispersion was 0.01 mass%, 0.1 mass%, or 1 mass%, and the concentration of the organic polymer, which is an optional component (d), was 0.5 mass%. The pH of the obtained aqueous dispersion at 30°C was in the range of 8 to 11. The aqueous dispersion containing the silica capsules (a-1) was also obtained. 50 The median diameter D of the emulsion droplets and silica capsules (a-1) 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 asked for. The thickness of the first shell was about 5 nm, and the thickness of the second shell was 5 to 30 nm.
[0163] <Synthesis Example 2> Synthesis of (a-2) (Process 1) 3.0 g of Coatamin 60W (trade name, manufactured by Kao Corporation, cetyltrimethylammonium chloride, active content 30% by mass) was diluted with 750 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 200 g of the fragrance composition A-2 having the blending ratio shown in Table 2 and 50 g of tetraethoxysilane (hereinafter also referred to as "TEOS"). The mixture was emulsified at a rotation speed of 8,500 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 1.4 μm. The pH of the resulting emulsion was adjusted to 3.8 using a 1% aqueous sulfuric acid solution, and then the emulsion was transferred to a separable flask equipped with a stirring blade and a cooler. The liquid was stirred at 200 rpm for 24 hours while maintaining the liquid temperature at 30°C, to obtain an aqueous dispersion containing silica capsules (1-1) having a core made of fragrance composition A-2 and a first shell made of silica.
[0164] (Process 2) While stirring the aqueous dispersion obtained in step 1 at a liquid temperature of 30°C, 21g of TEOS was added dropwise over 420 minutes. After the dropwise addition, stirring was continued for another 17 hours, and then 5g of an organic polymer of the following optional component (d) and 5g of an organic amine of the following optional component (e) were added, and 0.1g, 1g or 10g of an amino acid compound of the following component (b) were added, and the mixture was stirred at 30°C for 30 minutes, and then cooled to form a second shell encapsulating the first shell, thereby obtaining an aqueous dispersion containing silica capsules (a-2) in which the fragrance composition A-2 is encapsulated in amorphous silica, the component (b) which is an amino acid, the component (d) which is an optional organic polymer, and the component (e) which is an optional organic amine. The concentration of the silica capsules (a-2) in the aqueous dispersion was approximately 23% by mass, and the concentration of the encapsulated fragrance composition A-2 was 20% by mass. The concentration of the amino acid, which is the component (b), in the aqueous dispersion was 0.01 mass%, 0.1 mass%, or 1 mass%, and the concentration of the organic polymer, which is the optional component (d), was 0.5 mass%. The pH of the aqueous dispersion at 30°C was in the range of 8 to 11. The median diameter D 50 The median diameter D of the emulsion droplets and silica capsules (a-2) was 2.1 μm. 50was 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 asked for. The thickness of the first shell was about 5 nm, and the thickness of the second shell was 5 to 30 nm.
[0165] <(b) Component> (b-1): Glycine
[0166] <(c) component> (c-1): The reaction mixture obtained in Synthesis Example 3 below (c-2): The reaction mixture obtained in Synthesis Example 4 below (c-3): N-(3-alkanoylaminopropyl)-N,N-dimethylamine obtained in Synthesis Example 5 below
[0167] <Synthesis Example 3> Synthesis of (c-1) Triethanolamine and R 1 A 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 (the composition is described below). After a quaternization reaction was carried out with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, 10% by mass of ethanol was added.
[0168] The reaction product obtained was analyzed by HPLC for the composition ratio of each component, and tetraoctylammonium bromide was used as an internal standard substance to quantify the reaction product. As a result, the reaction product obtained was a mixture (total 100% by mass) consisting of the following components (c11-1), (c11-2), (c21-1) to (c21-3), and unreacted fatty acids. The quaternization rate was 86%. The quaternization rate can be calculated from the amine value.
[0169] The content in parentheses is the quaternary ammonium ion moiety (CH3OSO3 - The content of each component in the total of the fatty acids (excluding the fatty acids) and unreacted fatty acids is shown.
[0170] [ka]
[0171] In addition, R used in the reaction for producing (c-1) 1 CO The composition of OH is shown below. Palmitic acid: 45% by weight Stearic acid: 25% by weight Fatty acids with 18 carbon atoms and one unsaturated group: 27% by mass Fatty acids with 18 carbon atoms and two unsaturated groups: 3% by mass The composition of the fatty acids used as raw materials was analyzed by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The mass ratio of the cis / trans isomers of the unsaturated groups was 85 / 15 ( 1 H-NMR integral ratio. The values in the recipe are converted to component (c-1) concentrations.
[0172] <Synthesis Example 4> Synthesis of (c-2) Triethanolamine and a fatty acid represented by RCOOH were subjected to an esterification reaction at a reaction molar ratio (fatty acid / triethanolamine) of 1.87 / 1 to obtain an esterification reaction product. The esterification reaction product contained 1% by mass of unreacted fatty acid (the composition is described below). After a quaternization reaction was carried out with dimethyl sulfate so that the methyl group was 0.96 equivalents relative to the amine of the amine compound in the esterification reaction product, ethanol was added.
[0173] The reaction product obtained was analyzed by HPLC for the composition ratio of each component, and quantified using tetraoctylammonium bromide as an internal standard. As a result, the reaction product obtained contained 66% by mass of quaternized products of (c-2), which is component (c), 17% by mass of unreacted amine salts (as methyl sulfate salts) of (c-2), 15% by mass of ethanol, 1% by mass of unreacted fatty acid, a trace amount of triethanolamine quaternized products, and other trace components. In addition, the quaternized products of (c-2), which is component (c), are represented by the general formula (C2), R c11 is a hydrocarbon group having the formula RCOOH, r=0, q=2, and m=1, and a plurality of R c12 are both hydroxyethyl groups (r=0, q=2), and the organic group added by quaternization is R c14 is a methyl group, and X - The compound in which R is a methyl sulfate ion accounts for 22% by mass of the quaternary compounds of (c-2), and in the general formula (C2), c11 is a hydrocarbon group having the formula RCOOH, where r=0, q=2, and m=2; c12 is a hydroxyethyl group (r=0, q=2 structure), and the organic group R c14 is a methyl group, and X - The compound in which R is a methyl sulfate ion accounts for 58% by mass of the quaternary compounds of (c-2), and in the general formula (C2), c11 is a hydrocarbon group R in the composition RCOOH below, where r=0, q=2, and m=3, and an organic group R c14 is a methyl group, and X - The compound in which R is a methyl sulfate ion accounts for 20 mass% of the quaternized products of (c-2). The quaternization rate was 80 mass%. The amine salt of (c-2) is represented by the general formula (C2): c11 is a hydrocarbon group having the formula RCOOH, where r=0, q=2, and m=2; c12 is a hydroxyethyl group (structure where r=0, q=2); and c11 is a hydrocarbon group in the composition RCOOH shown below, and it was a mixture of amine compounds where r=0, q=2 and m=3.
[0174] The composition of RCOOH used in the reaction for producing (c-2) is shown below. Oleic acid: 80% by weight Linoleic acid: 10% by weight Linolenic acid: 2% by weight Stearic acid: 2% by weight Palmitic acid: 6% by weight The above composition was determined by analyzing the fatty acids used as raw materials by gas chromatography, and the area percentage of each fatty acid was regarded as mass percentage. The values in the recipe are converted to component (c-2) concentrations.
[0175] <Synthesis Example 5> Synthesis of (c-3) A mixed fatty acid having a beef tallow hardened fatty acid composition and N-aminopropyl-N,N-dimethylamine were subjected to a dehydration condensation reaction in a molar ratio of fatty acid / amine=0.95 / 1 by a conventional method to obtain N-(3-alkanoylaminopropyl)-N,N-dimethylamine.
[0176] <(d) component> (d-1): Poise 520 (Kao Corporation), sodium salt of acrylic acid-maleic acid copolymer, acrylic acid / maleic anhydride = 71 / 29 (molar ratio), weight average molecular weight 30,000
[0177] <(e) component> (e-1): Monoethanolamine
[0178] <Component (f)> (f-1): Fragrance composition described in Table 3
[0179] [Table 3]
[0180] <(g) component> (g-1): A compound in which an average of 30 moles of ethylene oxide is added to lauryl alcohol That is, in general formula (G1-1), R1g is a linear alkyl group having 12 carbon atoms and bonded to an oxygen atom. 1g A nonionic surfactant in which the carbon atom in is a primary carbon atom and r is 30.
[0181] <(h) component> (h-1): Calcium chloride
[0182] <(k) component> (k-1): An aqueous emulsion of dimethylpolysiloxane produced in Synthesis Example 5 below.
[0183] <Synthesis Example 5> Synthesis of (k-1) 5 g of polyoxyethylene lauryl ether having an average addition mole number of 5 moles was dissolved in dimethylpolysiloxane (viscosity at 25°C: 500,000 mm 2 300g of dimethylpolysiloxane was added to the emulsion (k-1) while applying high shear force, and the emulsion was stirred for another 10 minutes at high shear force. Then, 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, and the mixture was stirred for another 30 minutes at high shear force. Then, 248g of water was added and stirred to obtain an aqueous emulsion of dimethylpolysiloxane (k-1). The volume average particle size of the emulsified particles in (k-1) was 500nm. The content of dimethylpolysiloxane in (k-1) 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.
[0184] <(l) component> (l-1): Hydrochloric acid (10% by mass hydrochloric acid aqueous solution)
[0185] <Component (n)> (n-1): Propylene glycol
[0186] <(o) component> (o-1): Trisodium methylglycine diacetate
[0187] <Component (q)> (q-1): Proxel BDN (Arch Chemical Japan)
[0188] <Examples and Comparative Examples> [Preparation of liquid textile product treatment composition] Liquid textile product treatment compositions were prepared by mixing the components to obtain the formulations shown in Tables 4 and 5. Specifically, they are as follows. Note that the mass % of the composition in the tables is the mass % of the active ingredient (the mass % of component (a) is the fragrance composition). In a 300 mL beaker, 85% by mass of ion-exchanged water required to produce a liquid textile product treatment composition of 200 g was placed, along with components (g), (k), (l), (n), (o) and (q), 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 the mixture using a stirring blade as necessary so that component (g) was uniformly dissolved in the ion-exchanged water. The stirring blade was a 5 mm diameter stirring rod with its long side at 90 degrees to the rotation center axis, with three blades, long side / short side = 3 cm / 1.5 cm, and the blades were installed at an angle of 45 degrees to the rotation surface.
[0189] The mixture, whose temperature had been adjusted to 60±2° C., was stirred (300 rpm) with the stirring blade. Component (c), which had been dissolved by heating at 65° C., was added to the mixture over a period of 3 minutes, and after the addition was completed, the mixture was stirred for 15 minutes. Next, the mixture was cooled to 30±2°C using a 5°C water bath. The microcapsule aqueous dispersion containing the (a) component, (b) component, water, optional (d) component, and optional (e) component obtained by the synthesis of the (a) component (step I) was added to the mixture (step II), and then the (f) component and the (h) component were added in sequence and stirred for 5 minutes. Further, ion-exchanged water was added to the mixture so that the final mass was (200g), and the mixture was stirred for 5 minutes to obtain a liquid textile product treatment composition. In addition, sodium hydroxide or hydrochloric acid, which is the (l) component, was used as necessary to adjust the pH of the liquid textile product treatment composition to the values listed in Tables 4 and 5.
[0190] 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.
[0191] The visible light transmittance of the obtained liquid 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 liquid textile product treatment compositions obtained in the examples and comparative examples was all less than 10%, and they were emulsion-type liquid textile product treatment compositions.
[0192] 〔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.
[0193] A treatment solution prepared by dispersing 0.867 g (10 g / 1.5 kg of underwear) of each of the textile product treatment compositions shown in Tables 4 and 5 in 4 L of tap water was added to an electric bucket N-BK2-A manufactured by Panasonic Corporation, and one piece of underwear washed by the above-mentioned method was added and stirred for 5 minutes. The underwear treated with the treatment solution was then dehydrated for 3 minutes in the dehydration tub of a two-tub washing machine manufactured by Hitachi, Ltd., 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 textile product treatment composition, and five pieces of underwear treated with each textile product treatment composition were prepared.
[0194] (1) Effectiveness of the scent A cloth measuring 20cm x 20cm was cut from the prepared underwear and used for the fragrance evaluation. The evaluation method was to first smell the fragrance in a dry state, then use a spray to moisten the fabric with 10-20% owf water and fold it in four. After leaving it to stand for a few seconds, the fabric was opened and the fragrance at the intersection of the folds was smelled, and the difference in fragrance intensity between the dry and wet states was evaluated as the effectiveness of the moisture fragrance. The evaluation was performed by five panelists who are experts in evaluating fragrances. The evaluation was performed according to the following criteria, and the average of the evaluations by the five people was recorded as the evaluation result.
[0195] <Evaluation criteria> (Evaluation criteria for fragrance strength) 3: Large difference in scent intensity 2: Small difference in fragrance intensity 1: No difference in scent intensity is felt (Evaluation criteria for aroma expression) 3: Feels very fresh 2: Feels weak and fresh 1: Doesn't feel fresh at all
[0196] [Table 4]
[0197] [Table 5]
Claims
1. A fiber product treatment agent composition containing the following components (a), (b), (c), and water. Component (a): Microcapsules having a shell containing an inorganic metal and a core containing a fragrance compound inside the shell Component (b): Amino acid Component (c): Cationic surfactant
2. The fiber product treatment agent composition according to claim 1, wherein component (b) is a neutral amino acid.
3. The fiber product treatment agent composition according to claim 1 or 2, further containing the following component (d). Component (d): A polymer containing a structural unit having an anionic group
4. The fiber product treatment agent composition according to claim 1 or 2, wherein the median diameter D50 of the microcapsules as component (a) is 0.1 μm or more and 100 μm or less.
5. The fiber product treatment agent composition according to claim 1 or 2, wherein the shell of the microcapsules of component (a) contains silica as a constituent component.
6. The fiber product treatment agent composition according to claim 5, wherein the shell of the microcapsules of component (a) is formed by a polymerization reaction using an alkoxysilane as a precursor.
7. A method for producing a fiber product treatment agent composition, comprising mixing components (a), (b), (c), and water. Component (a): Microcapsules having a shell containing a silicon compound and a core containing a fragrance inside the shell Component (b): Amino acid Component (c): Cationic surfactant
8. A method for producing the fiber product treatment agent composition according to claim 7, comprising mixing a microcapsule aqueous dispersion containing the following components (a), (b), and water with an aqueous solution containing component (c) and water.
9. The method for producing a fiber product treatment agent composition according to claim 8, further comprising the component (d) in the microcapsule aqueous dispersion containing the component (a), the component (b), and water. Component (d): a polymer containing a structural unit having an anionic group