Method for producing microcapsule-containing anionic surfactant composition

Abstract

To provide a method for producing a microcapsule-containing anionic surfactant composition having high dispersibility of microcapsules in the composition, and to provide a method for producing a microcapsule-containing anionic surfactant composition which has a good adsorption rate of a microcapsule to a textile product and can suppress white residue due to aggregation of the microcapsules.SOLUTION: There is provided a method for producing a microcapsule-containing anionic surfactant composition containing the following (A) component, (B) component and (C) component: (A) component: an anionic surfactant; (B) component: negatively charged microcapsules; (C) component: a cationic polymer. The method comprises mixing the (A) component, the (B) component and the (C) component by the following method (I) or (II). (I) While stirring the dispersion containing the (A) component, the (B) component is added to the dispersion, then the (C) component is added. (II) While stirring the dispersion containing the (A) component, the (C) component is added to the dispersion, then the (B) component is added.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a method for producing a microcapsule-containing anionic surfactant composition. [Background technology]

[0002] Functional agents such as fragrances, sensates, moisturizers, and bactericides are incorporated into products for various applications. For example, fragrances are used in products such as fabric softeners, laundry detergents, and body detergents to impart fragrance to the products themselves, clothing, and the body. In this case, it is required to stably retain the fragrance so that the fragrance is not lost in the product. In order to maintain the effects of such functional agents, attempts have been made to encapsulate the functional agents in microcapsules and incorporate them into products.

[0003] For example, Patent Document 1 discloses a core-shell microcapsule slurry comprising at least one microcapsule having a) an oil-based core; b) a polymer shell formed by interfacial polymerization in the presence of an anionic emulsifier; and c) a coating comprising at least one cationic polymer. Patent Document 1 also describes the combination of the presence of an anionic emulsifier and a cationic polymer according to a specific charge density range to optimize deposition in rinse-off applications.

[0004] Patent Document 2 discloses a method for producing microcapsules, which comprises the following steps (1) and (2) and further comprises the following step (1-1) prior to step (2). Step (1): Forming a capsule having a core and a first shell Step (2): Forming a capsule having a second shell encapsulating the first shell Step (1-1): A step of adding a cationic polymer compound to the aqueous dispersion containing the capsules obtained in step (1). Furthermore, Example 11 of Patent Document 2 describes the addition of a microcapsule dispersion containing a cationic polymer compound in the presence of a surfactant such as a liquid detergent. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Special Publication No. 2021-502956 [Patent Document 2] JP 2015-128762 A Summary of the Invention [Problem to be solved by the invention]

[0006] Patent Documents 1 and 2 leave room for improvement in terms of increasing the dispersibility of the microcapsules in the dispersion liquid, and suppressing the adsorption rate of the microcapsules to textile products and white residue caused by aggregation of the microcapsules.

[0007] Therefore, the present invention aims to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules are highly dispersible in the composition.Furthermore, the present invention aims to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules have a good adsorption rate to textile products and white residue due to aggregation of the microcapsules can be suppressed. [Means for solving the problem]

[0008] The present inventors have discovered that the above problem can be solved by specifying the order in which negatively charged microcapsules and a cationic polymer are added while stirring a dispersion liquid containing an anionic surfactant. That is, the present invention provides the following [1]. [1] A method for producing a microcapsule-containing anionic surfactant composition comprising the following components (A), (B), and (C): Component (A): Anionic surfactant (B) Component: negatively charged microcapsules Component (C): cationic polymer A method for producing a microcapsule-containing anionic surfactant composition, comprising mixing the above-mentioned components (A), (B), and (C) by the following method (I) or (II). (I) While stirring the dispersion containing the component (A), the component (B) is added, and then the component (C) is added. (II) While stirring the dispersion containing the component (A), the component (C) is added, and then the component (B) is added. Effect of the Invention

[0009] According to the present invention, it is possible to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules are highly dispersible in the composition.Furthermore, according to the present invention, it is possible to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules have a good adsorption rate to textile products and white residue due to aggregation of the microcapsules can be suppressed. [Brief description of the drawings]

[0010] [Figure 1] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 1. [Diagram 2] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 2. [Diagram 3] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 3. [Figure 4] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 4. [Diagram 5] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 5. [Figure 6] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 6. [Figure 7]1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 7. [Figure 8] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 8. [Figure 9] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Comparative Example 1. [Figure 10] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Comparative Example 2. [Figure 11] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 9. [Figure 12] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 10. [Figure 13] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 11. [Figure 14] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 12. [Figure 15] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 13. [Figure 16] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 14. [Figure 17] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 15. [Figure 18] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 16. [Figure 19] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 17. [Figure 20] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 18. [Figure 21]1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 19. [Figure 22] 1 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 20. [Figure 23] 2 is a micrograph of the microcapsule-containing anionic surfactant composition obtained in Example 21. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] The present invention will be described in detail below. However, the content of the present invention is not limited to the embodiments described below.

[0012] A method for producing the microcapsule-containing anionic surfactant composition of the present invention (hereinafter, also simply referred to as the "composition") is a method for producing a microcapsule-containing anionic surfactant composition containing the following components (A), (B), and (C): Component (A): Anionic surfactant (B) Component: negatively charged microcapsules Component (C): cationic polymer The above components (A), (B), and (C) are mixed by the following method (I) or (II). (I) While stirring the dispersion containing the component (A), the component (B) is added, and then the component (C) is added. (II) While stirring the dispersion containing the component (A), the component (C) is added, and then the component (B) is added.

[0013] The present invention has an effect of providing a method for producing a microcapsule-containing anionic surfactant composition having high dispersibility of the microcapsules in the composition.Furthermore, the present invention has an effect of providing a good adsorption rate of the microcapsules to textile products and suppressing white residue due to aggregation of the microcapsules. The reason for this is not entirely clear, but is thought to be as follows. Since component (C) is a polymer and therefore has a certain degree of adhesiveness, it is believed to act as an adsorption aid for component (B), which is not adhesive by itself. Also, since component (C) has a cationic group and is positively charged, it is believed to act electrostatically on component (B), whose capsule surface is negatively charged. According to a composition produced by adding a premix of the (B) and (C) components to a dispersion containing the (A) component, the (B) and (C) components are considered to be mixed in the dispersion containing the (A) component while being in close proximity to each other. In the composition produced in this way, the electrostatic interaction between the (B) and (C) components is too strong, and the dispersibility of the microcapsules is reduced. When such a composition is used to wash textile products, the (C) component acts well as an adsorption assistant for the (B) component, and the adsorption rate of the microcapsules to the textile products is good, but the microcapsules tend to form aggregates, and it is presumed that the white residue caused by the aggregates tends to occur. In contrast, according to a composition produced by adding the (B) component while stirring a dispersion containing the (A) component, and then adding the (C) component, or by adding the (C) component while stirring a dispersion containing the (A) component, and then adding the (B) component, it is considered that the (B) component and the (C) component are mixed in the dispersion containing the (A) component in a state where they are present at a moderate distance. In the composition produced in this way, the electrostatic interaction between the (B) component and the (C) component becomes moderate, and the dispersibility of the microcapsules is improved. When such a composition is used to perform a cleaning treatment of a textile product, it is presumed that the (C) component acts well as an adsorption assistant for the (B) component, and the adsorption rate of the microcapsules to the textile product becomes good, and the formation of aggregates of the microcapsules is difficult, and white residue due to the aggregates is difficult to occur. It is presumed that such an action effect is more easily obtained by adding the (B) component after adding the (C) component than by adding the (C) component after adding the (B) component.

[0014] [Method for producing microcapsule-containing anionic surfactant composition] A method for producing a microcapsule-containing anionic surfactant composition comprising the following components (A), (B), and (C): Component (A): Anionic surfactant (B) Component: negatively charged microcapsules Component (C): cationic polymer A method for producing a microcapsule-containing anionic surfactant composition, comprising mixing the above-mentioned components (A), (B), and (C) by the following method (I) or (II). (I) While stirring the dispersion containing the component (A), the component (B) is added, and then the component (C) is added. (II) While stirring the dispersion containing the component (A), the component (C) is added, and then the component (B) is added. Here, "adding component (B) and then adding component (C)" includes the case where component (C) is added after the entire amount of component (B) is added, and the case where component (C) is added before the entire amount of component (B) is added. It is preferable to continue stirring during and after the addition of components (B) and (C). In the embodiment in which the (C) component is added before the entire amount of the (B) component is completely added, the (C) component is added after the addition of the (B) component in an amount of preferably 60 mass % or more, more preferably 70 mass % or more, even more preferably 80 mass % or more, and still more preferably 90 mass % or more of the total amount of the (B) component. In addition, "adding component (C) and then adding component (B)" includes both adding component (B) after adding the entire amount of component (C) and adding component (B) before completing the addition of the entire amount of component (C). In the embodiment in which the (B) component is added before the entire amount of the (C) component is completely added, the (B) component is added after the addition of the (C) component in an amount of preferably 60 mass % or more, more preferably 70 mass % or more, even more preferably 80 mass % or more, and still more preferably 90 mass % or more of the total amount of the (C) component.

[0015] The peripheral speed in stirring the dispersion containing component (A) is, from the viewpoint of enhancing the dispersibility of the microcapsules in the composition, preferably 0.1 m / s or more, more preferably 0.3 m / s or more, even more preferably 0.5 m / s or more, and even more preferably 0.7 m / s or more, and from the viewpoint of operational stability, is preferably 8 m / s or less, more preferably 5 m / s or less, even more preferably 3 m / s or less, and even more preferably 1.5 m / s or less. It is preferable to continue stirring the dispersion containing component (A) during or after the addition of components (B) and (C), and the peripheral speed of stirring at that time is preferably the same as the peripheral speed of stirring the dispersion containing component (A). The peripheral speed means the speed of the outer periphery of a stirring blade, agitator, etc. during rotation, and can be calculated by the following formula. Circumferential speed (m / s) = π × diameter (mm) × rotation speed (rpm) × 1 / 1000 (m / mm) × 1 / 60 (s / m) In the present invention, while stirring the dispersion containing component (A), component (B) is added, and then component (C) is added. The stirring time from the addition of component (B) until the addition of component (C) is preferably 30 seconds or more, more preferably 45 seconds or more, and even more preferably 1 minute or more. Alternatively, in the present invention, while stirring the dispersion containing component (A), component (C) is added, and then component (B) is added. The stirring time from the addition of component (C) until the addition of component (B) is preferably 30 seconds or more, more preferably 45 seconds or more, and even more preferably 1 minute or more.

[0016] <Component (A): Anionic surfactant> From the viewpoint of improving the dispersibility of the microcapsules in the composition, the component (A) is preferably one or more anionic surfactants selected from the following components (A1) to (A5). (A1) Component: Internal olefin sulfonate having 14 to 24 carbon atoms Component (A2): a sulfonic acid or a salt thereof represented by the following general formula (A2): R 1 -B-SO3M (A2) [In formula (A2), R 1 represents an alkyl or alkenyl group having 3 to 21 carbon atoms, B represents a benzene ring, and M represents a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2 atom), ammonium, or an organic ammonium. R bonded to B 1 In contrast, the sulfonic acid group is bonded to the ortho, meta or para position. (A3) Component: fatty acid salt having 8 to 20 carbon atoms Component (A4): a sulfate ester or a salt thereof represented by the following general formula (A4): R 2 -O-[(PO) m / (EO) n ]-SO3M (A4) [In formula (A4), R 2 represents an alkyl or alkenyl group having 8 to 22 carbon atoms, the carbon atom bonded to the oxygen atom is a primary carbon atom, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, EO and PO may be block or random bonds, / is a symbol indicating that the order of bonding of PO and EO does not matter, m and n represent the average number of moles added, m is 0 to 5 and n is 0 to 16, and M represents a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2 atom), ammonium or an organic ammonium. Component (A5): an α-sulfofatty acid ester represented by the following general formula (A5) or a salt thereof R 3 -CH(SO3M)COOR 4 (A5) [In formula (A5), R 3 represents an alkyl or alkenyl group having 6 to 20 carbon atoms; R 4 represents an alkyl group having 1 to 6 carbon atoms, and M represents a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2 atom), ammonium, or an organic ammonium.

[0017] Of the above, the component (A) is more preferably component (A1): an internal olefin sulfonate having 14 or more and 24 or less carbon atoms, from the viewpoint of enhancing dispersibility of the microcapsules in the composition. The internal olefin sulfonate of component (A1) preferably has 14 or more carbon atoms, more preferably 15 or more, even more preferably 16 or more, and preferably 24 or less, more preferably 22 or less, even more preferably 20 or less. The component (A1) includes not only internal olefin sulfonates but also hydroxyalkanesulfonates and α-olefin sulfonates that are produced during synthesis.

[0018] Examples of salts of component (A1) include one or more selected from the group consisting of hydrogen atoms, alkali metal salts such as sodium and potassium, alkaline earth metal salts such as calcium and magnesium, and organic ammonium salts (e.g., alkanol ammonium salts such as monoethanol ammonium, diethanol ammonium, triethanol ammonium), preferably one or more selected from alkali metal salts and alkaline earth metal salts, and more preferably an alkali metal salt.

[0019] From the viewpoint of enhancing dispersibility of the microcapsules in the composition, the content of the component (A) in the microcapsule-containing anionic surfactant composition is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 3% by mass or more, still more preferably 4% by mass or more, and preferably 40% by mass or less, more preferably 30% by mass or less, even more preferably 20% by mass or less, still more preferably 15% by mass or less, still more preferably 10% by mass or less, and still more preferably 8% by mass or less.

[0020] <Component (B): negatively charged microcapsules> In the method for producing the composition of the present invention, negatively charged microcapsules are used as component (B). The charge on the surface of the microcapsules can be confirmed by dispersing the microcapsules in water and measuring the zeta potential. For example, the measurement method described in WO 2020 / 195132 can be used as a reference. When the measured zeta potential is negative, the charge on the surface of the microcapsule can be determined to be negative. On the other hand, when the measured zeta potential is positive, the charge on the surface of the microcapsule can be determined to be positive. The zeta potential of the microcapsules, when dispersed in water, is preferably −10 to −80 mV, more preferably −20 to −70 mV, even more preferably −30 to −60 mV, and still more preferably −35 to −55 mV. The specific zeta potential can be measured by the method described in the Examples.

[0021] Examples of the negatively charged microcapsules of component (B) include those having a shell and a core that is encapsulated in the shell and contains one or more functional agents.

[0022] (shell) The shell of the negatively charged microcapsules of component (B) is preferably composed of a material containing one or more selected from silica, polyurea, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine urea resin, melamine glioxal resin, gelatin, and gum arabic.

[0023] The raw material for silica is preferably at least one selected from silicon tetrachloride, tetraalkoxysilane, arylalkoxysilane, alkylalkoxysilane, water glass, and metal silicate, and among these, at least one selected from tetraalkoxysilane, arylalkoxysilane, and alkylalkoxysilane is more preferable, and tetraalkoxysilane is even more preferable.

[0024] The tetraalkoxysilane is preferably at least one selected from tetramethoxysilane, tetraethoxysilane, and tetrapropoxysilane, more preferably at least one selected from tetramethoxysilane and tetraethoxysilane, and even more preferably tetraethoxysilane. Specific examples of arylalkoxysilanes and alkylalkoxysilanes include methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, dimethyldimethoxysilane, methylphenyldimethoxysilane, dimethyldiethoxysilane, diphenyldiethoxysilane, methylphenyldiethoxysilane, ethylphenyldimethoxysilane, diethyldiethoxysilane, ethylphenyldiethoxysilane, trimethylmethoxysilane, trimethylethoxysilane, dimethylphenylethoxysilane, triethylmethoxysilane, and triethylethoxysilane. These may be used alone or in combination of two or more. Condensates thereof may also be used.

[0025] The shell may have only a first shell encapsulating a core containing one or more functional agents, or may have a first shell encapsulating a core containing one or more functional agents and a second shell encapsulating the first shell.Furthermore, the shell may have a first shell encapsulating a core containing one or more functional agents, a second shell encapsulating the first shell, and a third shell encapsulating the second shell.

[0026] The thickness of the shell (the first shell when the first and second shells are present) is preferably 1 nm or more, more preferably 3 nm or more, even more preferably 5 nm or more, and preferably 20 nm or less, more preferably 15 nm or less, even more preferably 10 nm or less. In order to retain the encapsulated functional agent for a long period of time, the shell (first shell) is preferably a dense layer with as few pores as possible.

[0027] When component (B) has a second shell, the thickness of the second shell is preferably 10 nm or more, more preferably 20 nm or more, even more preferably 25 nm or more, and preferably 100 nm or less, more preferably 80 nm or less, even more preferably 50 nm or less.

[0028] (core) The core of component (B) contains one or more functional agents. The functional agents are preferably one or more selected from fragrances, fragrance precursors, oils, antioxidants, cooling agents, warming agents, antibacterial agents, dyes, pigments, UV absorbers, silicones, solvents, and oil-soluble polymers. When a fragrance is used as the functional agent, component (B) encapsulates the fragrance inside the shell, and when the shell is broken, the fragrance is released and gives off an aroma.

[0029] Examples of fragrances include γ-undecalactone, 2-cyclohexylidene-2-phenylacetonitrile, damascenone, δ-damascone, α-methyl-β-(pt-butylphenyl)-propionaldehyde, β-ionone, myrrh aldehyde, ethyl tricyclo[5.2.1.0-2,6]decane-2-carboxylate, citronellol, geraniol, α-ionone, patchouli alcohol, 6,7-dihydro-1,1,2,3,3-pentamethyl-4(5H)-indanone, methyl dihydrojasmonate, and hexyl cinnamic aldehyde. , amyl cinnamic aldehyde, allyl cyclohexyl propionate, dimethyl benzyl carbinyl butyrate, tricyclodecenyl propionate, amyl salicylate, γ-methyl ionone, α-damascone, β-damascone, nerolin yarayara, phenylhexanol, 2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, γ-nonalactone, methyl β-naphthyl ketone, eugenol, lyral, dimethyl acetate benzyl carbinil, iso-damascone, 2-cyclohexylidene-2-phenylacetonitrile, gamma-decalactone, alpha-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-de Sen-5-ol, para-menthane-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, ot-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, ethyl methylphenylglycidate, isoeugenol, diphenyl oxide, 2,2,5-trimethyl-5-pentylcyclopentanone, thymol, nerolin bromeliad, 5,6-dimethyl-8-isopropenyl, bicyclo"4.4.0]-1-Decen-3-one, 3-(4-isopropylphenyl)-propanal, 4-isopropylcyclohexanemethanol, methyl anthranilate methyl, dodecanenitrile 3-dodecenal, octanal, nonanal, decanal, lilial, pt-butylhydrocinnamic aldehyde, dimethyltetrahydrobenzaldehyde, hexyl acetate, linalyl acetate, terpinyl acetate, allyl caproate, hexyl salicylate, benzyl salicylate, cyclohexyl salicylate, cis-3-hexenyl salicylate, methyl dihydrojasmonate, cyclamen aldehyde, limonene, linalool, tetrahydrolinalool, dihydromyrcenol, methyl β-naphthyl ketone, iso E super, cedryl methyl ether, Javanol (Givaudan), Examples of such oils include ambroxan, 1,8-cineole, geranyl nitrile, citronellyl nitrile, 11-oxa-16-hexadecanolide (musk R-1, manufactured by Givaudan), ethylene brassylate, ethylene dodecanedioate, cashmeran, cyclopentadecanolide, cyclohexadecanolide, ambrettelide, (12E)-oxacyclohexadec-12-en-2-one, rose oxide, I-menthone, hexyl butyrate, isobornyl acetate, eucalyptus oil, coumarin, nerolidol, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, camphor, 1-octen-3-yl acetate, p-cymene, β-naphthyl ethyl ether, cuminaldehyde, (3R,5E)-3-methyl-5-cyclopentadecen-1-one, and nectaryl. The fragrance may be a fragrance composition containing a plurality of these fragrances.

[0030] Examples of the fragrance precursor include compounds that react with water to release fragrance components.Specific examples of the fragrance precursor include silicate ester compounds having an alkoxy component derived from fragrance alcohol, fatty acid ester compounds having an alkoxy component derived from fragrance alcohol, acetal compounds or hemiacetal compounds obtained by reacting a carbonyl component derived from fragrance aldehyde or fragrance ketone with an alcohol compound, Schiff base compounds obtained by reacting a carbonyl component derived from fragrance aldehyde or fragrance ketone with a primary amine compound, and hemiaminal compounds or hydrazone compounds obtained by reacting a carbonyl component derived from fragrance aldehyde or fragrance ketone with a hydrazine compound.

[0031] Other types of fragrance precursors include compounds that react with light to release fragrance components. For example, 2-nitrobenzyl ether compounds having an alkoxy component derived from fragrance alcohol, α-ketoester compounds having a carbonyl component derived from fragrance aldehyde or fragrance ketone, and coumaric acid ester compounds having an alkoxy component derived from fragrance alcohol may be used. These fragrance precursors may be used as polymers such as reaction products of some carboxy groups of polyacrylic acid and fragrance alcohol. Among these, silicate ester compounds having an alkoxy component derived from fragrance alcohol are preferred. The above-mentioned fragrance precursors may be used alone or in combination.

[0032] The ClogP value of the functional agent is preferably 2 or more, more preferably 2.5 or more, even more preferably 2.9 or more, and preferably 30 or less, more preferably 20 or less, even more preferably 10 or less. When the ClogP value of the functional agent is 2 or more, the encapsulation rate of the functional agent in component (B) (hereinafter also referred to as "initial encapsulation rate") is improved. Here, the same applies when the functional agent is a fragrance composition containing multiple fragrances, and when the ClogP value of the fragrance composition is 2 or more, the encapsulation rate of the fragrance composition in component (B) (initial encapsulation rate) can be improved. Here, the ClogP value is the "calculated logP (ClogP)" calculated by the method described in A. Leo in "Comprehensive Medicinal Chemistry", Vol.4, (C. Hansch, PG Sammes, JB Taylor and CARamsden, Eds.), p.295, Pergamon Press, 1990, and is the ClogP value calculated by the program CLOGP v4.01. In the case of a fragrance composition containing multiple fragrances, the ClogP value of the fragrance composition can be determined by multiplying the ClogP value of each fragrance by its volume ratio in the fragrance composition and calculating the sum of the results.

[0033] The volume average particle size of component (B) is preferably 0.5 μm or more, more preferably 0.7 μm or more, even more preferably 1 μm or more, still more preferably 1.5 μm or more, and preferably 30 μm or less, more preferably 20 μm or less, even more preferably 10 μm or less, still more preferably 8 μm or less, and still more preferably 5 μm or less. The volume average particle size of the component (B) can be determined by the method described in the Examples.

[0034] When component (B) has a first shell encapsulating a core containing one or more functional agents, and a second shell encapsulating the first shell, component (B) can be obtained, for example, by a production method including the following steps (1) and (2). Step (1): A step of mixing and emulsifying an organic phase containing one or more functional agents and raw silica (e.g., tetraalkoxysilane) in an aqueous phase containing a surfactant (e.g., a cationic surfactant), and then forming a shell by a sol-gel reaction under acidic conditions to form a capsule encapsulating the functional agent. Step (2): A step of adding raw silica (e.g., tetraalkoxysilane) to the capsule-containing dispersion obtained in step (1) to carry out a sol-gel reaction to form microcapsules having a second shell that encapsulates the first shell.

[0035] The manufacturing method can be carried out by referring to, for example, JP 2015-128762 A and JP 2017-114802 A. In the manufacturing method, the component (B) is usually obtained in a state of being dispersed in water. Depending on the application, this aqueous dispersion can be used as it is, but in some cases, the component (B) is separated and used. As a separation method, filtration, centrifugation, etc. can be adopted. When the (B) component is obtained in a dispersed state in water, the content of the (B) component in the aqueous dispersion containing the (B) component is, from the viewpoint of enhancing the dispersibility of the microcapsules in the composition, preferably 0.1% by mass or more, more preferably 1% by mass or more, even more preferably 5% by mass or more, and preferably 50% by mass or less, more preferably 30% by mass or less, even more preferably 25% by mass or less.

[0036] In the (B) component, the content of the functional agent is preferably 20% by mass or more, more preferably 30% by mass or more, even more preferably 40% by mass or more, even more preferably 50% by mass or more, even more preferably 60% by mass or more, even more preferably 70% by mass or more, even more preferably 80% by mass or more, and preferably 99% by mass or less, more preferably 97% by mass or less, and even more preferably 95% by mass or less.

[0037] The content of component (B) in the microcapsule-containing anionic surfactant composition is preferably 0.01 mass% or more, more preferably 0.03 mass% or more, even more preferably 0.08 mass% or more, and preferably 10 mass% or less, more preferably 5 mass% or less, even more preferably 3 mass% or less, still more preferably 2 mass% or less, and even more preferably 1 mass% or less.

[0038] <Component (C): Cationic Polymer> A cationic polymer is used as component (C) from the viewpoint of improving the adsorption rate of the microcapsules on the textile product. The cationic polymer means a polymer having a cationic group or a group that can be ionized to become a cationic group, and examples of the cationic group include a primary amino group, a secondary amino group, a tertiary amino group, and a quaternary ammonium group.

[0039] From the viewpoint of improving the adsorption rate of the microcapsules on the textile product, the cationic charge density of component (C) is preferably 0.05 meq / g or more, more preferably 0.1 meq / g or more, even more preferably 0.2 meq / g or more, even more preferably 0.3 meq / g or more, and preferably 10 meq / g or less, more preferably 8.0 meq / g or less, even more preferably 6.5 meq / g or less, and even more preferably 6.0 meq / g or less. The cationic charge density of the component (C) refers to the number of moles of cationic groups contained per gram of cationic polymer x 1000 (meq / g).

[0040] From the viewpoint of improving the adsorption rate of the microcapsules on the textile product, the weight average molecular weight of component (C) is preferably 100,000 or more, more preferably 150,000 or more, even more preferably 500,000 or more, even more preferably 1 million or more, even more preferably 1.5 million or more, and preferably 5 million or less, more preferably 4 million or less, even more preferably 3 million or less, even more preferably 2.5 million or less, and even more preferably 2 million or less. The weight average molecular weight of the component (C) can be calculated in terms of polyethylene glycol by GPC (gel permeation chromatography).

[0041] Specific examples of component (C) include cationized guar gum, cationized tara gum, cationized locust bean gum, cationic starch, cationized cellulose, cationized hydroxyalkyl cellulose, alkyl cationized hydroxyalkyl cellulose, cationized polyvinyl alcohol, polyethyleneimine, quaternized dialkylaminoalkyl (meth)acrylate polymers, diallyl quaternized ammonium salt polymers, methacrylamidepropyl trimethylammonium salt polymers, methacryloylethyl trimethylammonium salt polymers, vinylimidazolium trichloride / vinylpyrrolidone copolymers (polyquaternium-16), vinylpyrrolidone / alkylamino(meth)acrylate copolymers, vinylpyrrolidone / alkylamino(meth)acrylate / vinylcaprolactam copolymers, alkylacrylamide / (meth)acrylate / alkylaminoalkylacrylamide / polyethylene glycol(meth)acrylate copolymers, adipic acid / dimethylaminohydroxypropylethylenetriamine copolymers, and the like. One or more of these may be used. Among these, from the viewpoint of improving the adsorption rate of the microcapsules to the textile product, one or more selected from the group consisting of cationized hydroxyalkyl cellulose, alkyl cationized hydroxyalkyl cellulose, and diallyl quaternary ammonium salt polymers are preferred.

[0042] Among the above, examples of the cationized hydroxyalkyl cellulose include cationized hydroxyethyl cellulose, cationized hydroxypropyl cellulose, etc., and examples of the cationized hydroxyethyl cellulose include o-[2-hydroxy-3-(trimethylammonio)propyl]hydroxyethyl cellulose chloride (polyquaternium-10). Examples of the alkyl cationized hydroxyalkyl cellulose include alkyl cationized hydroxyethyl cellulose and alkyl cationized hydroxypropyl cellulose. Examples of the quaternized dialkylaminoalkyl (meth)acrylate polymer include vinylpyrrolidone / N,N-dimethylaminoethyl diethyl methacrylate sulfate copolymer (Polyquaternium-11), N,N-dimethylaminoethyl diethyl methacrylate sulfate / N,N-dimethylacrylamide / polyethylene glycol dimethacrylate copolymer (Polyquaternium-52), and the like. Examples of diallyl quaternized ammonium salt polymers include dimethyldiallylammonium chloride polymer (Polyquaternium-6), dimethyldiallylammonium chloride / acrylic acid copolymer (Polyquaternium-22), dimethyldiallylammonium chloride / acrylamide copolymer (Polyquaternium-7), and acrylamide-acrylic acid / dimethyldiallylammonium chloride copolymer (Polyquaternium-39). Among these, from the viewpoint of improving the adsorption rate of the microcapsules to the textile product, one or more selected from cationized hydroxyethyl cellulose, alkyl cationized hydroxyethyl cellulose, and dimethyldiallylammonium chloride / acrylamide copolymer are more preferred.

[0043] From the viewpoint of improving the adsorption rate of the microcapsules to the textile product, the content of the (C) component in the microcapsule-containing anionic surfactant composition is preferably 0.001% by mass or more, more preferably 0.003% by mass or more, even more preferably 0.005% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less, even more preferably 3% by mass or less, still more preferably 1% by mass or less, and even more preferably 0.1% by mass or less.

[0044] (Preparation of Dispersion Containing Component (A)) The dispersion containing component (A) is a dispersion prepared using component (A) as an essential component. From the viewpoint of improving the dispersibility of the microcapsules in the composition, however, it is preferable to prepare the dispersion by appropriately mixing the following components (D), (E), (F), and (G). Component (D): Nonionic surfactant Component (E): Organic solvent having a hydroxyl group (F) Ingredient: pH adjuster (G) Ingredients: Other ingredients

[0045] The order of mixing the component (A), the component (D), etc. is not particularly limited, but an example of a method for preparing a dispersion containing the component (A) is to add the component (E) and the component (D) in this order, then add the component (A), and if necessary, add ion exchanged water and the component (F) in this order, and after confirming that the pH of the dispersion is around 7, add the component (G). From the viewpoint of enhancing the dispersibility of the microcapsules in the composition, the content of the component (A) in the dispersion liquid containing the component (A) is preferably 0.5% by mass or more, more preferably 1% by mass or more, even more preferably 3% by mass or more, still more preferably 4% by mass or more, and preferably 40% by mass or less, more preferably 30% by mass or less, even more preferably 20% by mass or less, still more preferably 15% by mass or less, still more preferably 10% by mass or less, and still more preferably 8% by mass or less. During or after the addition of each component, it is preferable to appropriately mix the components by stirring or the like.

[0046] <Component (D): Nonionic surfactant> Examples of component (D) include polyoxyethylene alkyl ethers having 8 to 22 carbon atoms, sorbitol fatty acid esters, sorbitan fatty acid esters, glycerin fatty acid esters, pentaerythritol fatty acid esters, polyoxyethylene fatty acid esters, alkylphenol ethylene oxide adducts, higher alkylamine ethylene oxide adducts, and polypropylene glycol ethylene oxide adducts. Among these, polyoxyethylene alkyl ethers having 8 to 22 carbon atoms are preferred from the viewpoint of improving the dispersibility of the microcapsules in the composition.

[0047] From the viewpoint of improving the dispersibility of the microcapsules in the composition, the content of the (D) component in the microcapsule-containing anionic surfactant composition is preferably 1 mass % or more, more preferably 2 mass % or more, even more preferably 5 mass % or more, still more preferably 10 mass % or more, and preferably 50 mass % or less, more preferably 40 mass % or less, even more preferably 35 mass % or less, still more preferably 30 mass % or less, and still more preferably 20 mass % or less.

[0048] <Component (E): Organic solvent having a hydroxyl group> Examples of the component (E) include the following components (E1) to (E6). (E1) Monohydric alcohols with 2 to 4 carbon atoms, such as ethanol and isopropanol (E2) Polyhydric alcohols having 2 to 8 carbon atoms, such as ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, and glycerin, and having a valence of 2 to 6. (E3) Glycol ethers having 4 to 12 carbon atoms, such as diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, and tripropylene glycol (E4) Alkyl (carbon number 1 to 10) ethers of polyhydric alcohols having a divalent or more and a tetravalent or less, such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monopropyl ether, diethylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, tripropylene glycol monomethyl ether, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, 1-methyl glyceryl ether, 2-methyl glyceryl ether, 1,3-dimethyl glyceryl ether, 1-ethyl glyceryl ether, 1,3-diethyl glyceryl ether, 1-pentyl glyceryl ether, 2-pentyl glyceryl ether, 1-octyl glyceryl ether, 2-ethylhexyl glyceryl ether, and diethylene glycol monobutyl ether. (E5) Aromatic ethers of glycols such as phenoxyethanol, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, polyethylene glycol monophenyl ether having an average molecular weight of about 480, 2-benzyloxyethanol, and diethylene glycol monobenzyl ether. (E6) Organic solvents other than the above (E1) to (E5), such as 3-methoxy-3-methyl-1-butanol

[0049] Among the above, from the viewpoint of enhancing the dispersibility of the microcapsules in the composition, component (E) is preferably one or more selected from phenoxyethanol, diethylene glycol monobutyl ether, 3-methoxy-3-methyl-1-butanol, ethanol, ethylene glycol, propylene glycol, and butylene glycol, more preferably one or more selected from phenoxyethanol, diethylene glycol monobutyl ether, 3-methoxy-3-methyl-1-butanol, ethylene glycol, and propylene glycol, and even more preferably one or more selected from diethylene glycol monobutyl ether and propylene glycol.

[0050] From the viewpoint of improving the dispersibility of the microcapsules in the composition, the content of the (E) component in the microcapsule-containing anionic surfactant composition is preferably 1 mass % or more, more preferably 3 mass % or more, even more preferably 5 mass % or more, still more preferably 8 mass % or more, and preferably 20 mass % or less, more preferably 18 mass % or less, and even more preferably 15 mass % or less.

[0051] <(F) Ingredient: pH adjuster> Examples of the component (F) include the following components (F1) and (F2). (F1) One or more acidifying agents selected from inorganic acids such as hydrochloric acid and sulfuric acid, and organic acids such as p-toluenesulfonic acid, (o-, m-, p-)xylenesulfonic acid, citric acid, succinic acid, malic acid, fumaric acid, tartaric acid, malonic acid, and maleic acid. (F2) One or more alkaline agents selected from sodium hydroxide, potassium hydroxide, ammonia, its derivatives, amine salts such as monoethanolamine, diethanolamine, and triethanolamine, sodium carbonate, and potassium carbonate.

[0052] The (F) component may be used appropriately to obtain the desired pH, and the amount of the (F) component used is, for example, in the microcapsule-containing anionic surfactant composition, preferably 0.01 mass% or more, more preferably 0.03 mass% or more, even more preferably 0.05 mass% or more, still more preferably 0.1 mass% or more, still more preferably 0.2 mass% or more, and preferably 2 mass% or less, more preferably 1.5 mass% or less, still more preferably 1.0 mass% or less, and still more preferably 0.8 mass% or less.

[0053] <(G) Ingredients: Other ingredients> Examples of the component (G) include the following components (G1) to (G8). (G1) Anti-redeposition agents and dispersants such as polyacrylic acid, polymaleic acid, and carboxymethyl cellulose (G2) One or more bleaching agents selected from hydrogen peroxide, sodium percarbonate, sodium perborate, etc. (G3) One or more bleach activators selected from tetraacetylethylenediamine and bleach activators represented by general formulas (I-2) to (I-7) of JP-A-6-316700. (G4) One or more enzymes selected from cellulase, amylase, pectinase, protease, and lipase (G5) Fluorescent dyes, such as those commercially available as Tinopal CBS (trade name, manufactured by Ciba Specialty Chemicals) and Whitex SA (trade name, manufactured by Sumitomo Chemical Co., Ltd.) (G6) One or more antioxidants selected from butylated hydroxytoluene, distyrenated cresol, sodium sulfite, sodium hydrogen sulfite, etc. (G7) Colorants, fragrances, antibacterial preservatives such as diclosan, and antifoaming agents such as silicone (G8) Thickeners such as hydrogenated castor oil, hydroxyethyl cellulose, and xanthan gum

[0054] The (G) component can be selected appropriately depending on the purpose. For example, when the (G8) component is used, the content of (G8) in the microcapsule-containing anionic surfactant composition is preferably 0.08% by mass or more, more preferably 0.5% by mass or more, even more preferably 1% by mass or more, still more preferably 1.5% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less, even more preferably 10% by mass or less, and still more preferably 8% by mass or less.

[0055] <Water> The balance of the microcapsule-containing anionic surfactant composition of the present invention is water. The water used is the same as that used in liquid detergents, but deionized water (ion-exchanged water) or water to which sodium hypochlorite has been added at 1 mg / kg to 5 mg / kg of ion-exchanged water can also be used. Distilled water and tap water can also be used.

[0056] The water content in the microcapsule-containing anionic surfactant composition is preferably 50% by mass or more, more preferably 55% by mass or more, even more preferably 60% by mass or more, and preferably 80% by mass or less, more preferably 75% by mass or less, even more preferably 70% by mass or less.

[0057] (Ingredients Mixture Ratio) The blending ratio (A / B) of the (A) component to the (B) component is, in terms of mass ratio, preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, and is preferably 100 or less, more preferably 80 or less, even more preferably 60 or less, even more preferably 55 or less, from the viewpoints of improving the dispersibility of the microcapsules in the composition and improving the adsorption rate of the microcapsules to the textile product.

[0058] From the viewpoints of improving the dispersibility of the microcapsules in the composition and improving the adsorption rate of the microcapsules to the textile product, the blending ratio (A / C) of the (A) component to the (C) component is, in mass ratio, preferably 30 or more, more preferably 50 or more, even more preferably 80 or more, even more preferably 100 or more, even more preferably 130 or more, even more preferably 150 or more, and is preferably 1000 or less, more preferably 900 or less, even more preferably 850 or less.

[0059] The blending ratio (B / C) of the (B) component to the (C) component, from the viewpoints of improving the dispersibility of the microcapsules in the composition and improving the adsorption rate of the microcapsules to the textile product, is preferably 1 or more, more preferably 3 or more, even more preferably 5 or more, and is preferably 150 or less, more preferably 100 or less, even more preferably 80 or less, and even more preferably 70 or less, in terms of mass ratio.

[0060] The blending ratio (A / D) of the (A) component to the (D) component, from the viewpoints of improving the dispersibility of the microcapsules in the composition and improving the adsorption rate of the microcapsules to the textile product, is preferably 0.05 or more, more preferably 0.1 or more, even more preferably 0.2 or more, and is preferably 3 or less, more preferably 2 or less, even more preferably 1 or less, and even more preferably 0.5 or less, in terms of mass ratio.

[0061] The microcapsule-containing anionic surfactant composition of the present invention can be suitably used for cleaning textile products. The fibers to be washed with the microcapsule-containing anionic surfactant composition of the present invention may be either hydrophobic or hydrophilic. Examples of hydrophobic fibers include protein fibers (milk protein casein fibers, Promix, etc.), polyamide fibers (nylon, etc.), polyester fibers (polyester, etc.), polyacrylonitrile fibers (acrylic, etc.), polyvinyl alcohol fibers (vinylon, etc.), polyvinyl chloride fibers (polyvinyl chloride, etc.), polyvinylidene chloride fibers (vinylidene, etc.), polyolefin fibers (polyethylene, polypropylene, etc.), polyurethane fibers (polyurethane, etc.), polyvinyl chloride / polyvinyl alcohol copolymer fibers (polycral, etc.), polyalkylene paraoxybenzoate fibers (benzoate, etc.), polyfluoroethylene fibers (polytetrafluoroethylene, etc.), glass fibers, carbon fibers, alumina fibers, silicone carbide fibers, rock fibers (rock fibers), slag fibers (slag fibers), and metal fibers (gold thread, silver thread, steel fiber). Examples of hydrophilic fibers include seed hair fibers (cotton, cotton, kapok, etc.), bast fibers (hemp, flax, ramie, hemp, jute, etc.), leaf vein fibers (Manila hemp, sisal, etc.), palm fibers, rush, straw, animal hair fibers (wool, mohair, cashmere, camel hair, alpaca, vicuna, angora, etc.), silk fibers (domestic silk, wild silk), feathers, and cellulosic fibers (rayon, polynosic, cupra, acetate, etc.).

[0062] Examples of textile products include fabrics such as woven fabrics, knitted fabrics, and nonwoven fabrics using the hydrophobic or hydrophilic fibers, and products obtained using the same, such as undershirts, T-shirts, dress shirts, blouses, slacks, hats, handkerchiefs, towels, knitwear, socks, underwear, tights, and masks. EXAMPLES

[0063] Next, the method for producing the microcapsule-containing anionic surfactant composition of the present invention will be described in detail with reference to examples and comparative examples, but the present invention is not limited to these.

[0064] Various measurements in the examples and comparative examples were carried out by the following methods. (1) Volume average particle size The volume average particle size of the emulsion droplets and microcapsules was measured using a laser diffraction / scattering type 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 of the dispersoid was set to 1.45-0i. In the production of component (B) described below, the emulsion obtained in step 1 or the aqueous dispersion containing silica capsules obtained in step 2 was added to a flow cell, and measurements were performed at a concentration showing a transmittance of approximately 90%, and the average particle size was calculated on a volume basis.

[0065] (2) Zeta potential The aqueous dispersion containing the silica capsules (B) was diluted 1000 times with Wakayama City water and the zeta potential was measured using a dynamic light scattering measuring device "Zetasizer Ultra" (product name, MALVERN). The measurement was performed using a DTS1070 cell. The zeta potential of the silica capsules was -40 to -50 mV.

[0066] <Model Fragrance> As the organic compound to be encapsulated in the microcapsules, a model fragrance A (volume average cLogP: 4.14, specific gravity: 0.92) having the composition shown in Table 1 was used. The volume average cLogP value of the model fragrance was calculated as the sum of the cLogP values ​​of all fragrance components contained in the model fragrance multiplied by their volume ratios in the model fragrance.

[0067] [Table 1]

[0068] The components used in the examples and comparative examples are as follows. <Component (A): Anionic surfactant> a-1: Potassium salt of internal olefin sulfonate with 18 carbon atoms (C18IOS (Octadecene, reaction products with sulfur trioxide, hydrolyzed, potassium salts)). The mass ratio of the olefin (potassium olefin sulfonate) / hydroxyl (potassium hydroxyalkanesulfonate) in the C18IOS is 16 / 84. The mass ratio of the positional distribution of sulfonic acid groups of the HAS form in the C18IOS is as follows: 1st / 2nd / 3rd / 4th / 5th / 6th to 9th = 1.5 / 22.1 / 17.2 / 21.8 / 13.5 / 23.9. In addition, (IO-1S) / (IO-2S) = 1.6 (mass ratio). The position distribution of sulfonic acid groups of HAS bodies contained in the C18IOS was measured by a liquid chromatograph mass spectrometer (hereinafter abbreviated as LC-MS). Note that the peaks of internal olefin sulfonates with double bonds at the 6th position or higher overlapped and could not be clearly separated. The equipment and analytical conditions used for the measurement are as follows. [Measuring equipment] LC device: "LC-20ASXR" (Shimadzu Corporation) LC-MS device: "LCMS-2020" (manufactured by Shimadzu Corporation) Column: ODS Hypersil (length: 250 mm, inner diameter: 4.6 mm, particle size: 3 μm, manufactured by Thermo Fisher Scientific) Detector: ESI (-), m / z = 349.15 (C18), 321.10 (C16), 293.05 (C14) 〔solvent〕 Solvent A: 10 mM ammonium acetate aqueous solution Solvent B: acetonitrile / water = 95 / 5 solution with 10 mM ammonium acetate added [Elution conditions] Gradient: Solvent A 60% Solvent B 40% (0-15 min) → Solvent A 30% Solvent B 70% (15.1-20 min) → Solvent A 60% Solvent B 40% (20.1-30 min) Flow rate: 0.5mL / min Column temperature: 40℃ Injection volume: 5μL

[0069] <Component (B): negatively charged microcapsules> b-1: Fragrance-containing silica capsules (1) produced by the following method (Production of b-1) Process 1 6.0g of Coatamin 60W (trade name, manufactured by Kao Corporation, cetyltrimethylammonium chloride, active content 30% by mass) was diluted with 1494g 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 400g of model fragrance A in the blending ratio shown in Table 1 and 100g of tetraethoxysilane (hereinafter also referred to as "TEOS"). The mixture was emulsified at a rotation speed of 11,500 rpm using a homomixer (manufactured by HsiangTai, model: HM-310, the same applies below) to obtain an emulsion. The volume average particle size of the emulsified droplets at this time was 1.1 μm. The pH of the obtained emulsion was adjusted to 3.6 using a 1% aqueous sulfuric acid solution, and then transferred to a separable flask equipped with a stirring blade and a cooler. While maintaining the liquid temperature at 30°C, the mixture was stirred at 200 rpm for 24 hours to obtain an aqueous dispersion containing silica capsules having a core made of model fragrance A and a first shell made of silica.

[0070] Process 2 While stirring the aqueous dispersion obtained in step 1 at a liquid temperature of 30°C, 60 g of TEOS was added dropwise over 420 minutes. After the addition, stirring was continued for another 17 hours, followed by cooling to form a second shell encapsulating the first shell, thereby obtaining an aqueous dispersion (content of model fragrance A (functional agent) in silica capsule (1) was 89.7% by mass) containing fragrance-containing silica capsule (1) in which model fragrance A was encapsulated in amorphous silica. The volume average particle size of the fragrance-containing silica capsule (1) at this time was 2.2 μm, the thickness of the first shell was about 5 nm, and the thickness of the second shell was 5 to 30 nm. The content of fragrance-containing silica capsule (1) in the aqueous dispersion was 21.7% by mass. The content of fragrance in the aqueous dispersion was 19.4% by mass.

[0071] b-2: Fragrance-containing silica capsules (2) manufactured by the following method (Production of b-2) In the production of b-1, an aqueous dispersion containing fragrance-containing silica capsules (2) having a core made of model fragrance A and a first shell made of silica was obtained in the same manner as in the production of b-1, except that step 2 was not performed. The content of model fragrance A (functional agent) in the silica capsules (2) was 93.3% by mass. The volume average particle size of the fragrance-containing silica capsules (2) at this time was 2.2 μm, and the thickness of the first shell was approximately 5 nm. The content of fragrance-containing silica capsules (2) in the aqueous dispersion was 21.4% by mass. The content of fragrance in the aqueous dispersion was 20.0% by mass.

[0072] <Component (C): Cationic Polymer> c-1: Dimethyldiallyl ammonium chloride / acrylamide copolymer = 50 / 50 (mass ratio), Mercoat 550, manufactured by Lubrizol Advanced Materials, Inc., weight average molecular weight 1.6 million, cationic charge density 5.2 meq / g c-2: Cationic hydroxyethyl cellulose (HydroxyethylCellulose Hydroxypropyl Trimethylammonium Chloride Ether), Poise C-150L, ​​Kao Corporation, weight average molecular weight 1.5 million, cationic charge density 1.1 meq / g c-3: Alkyl cationized hydroxyethyl cellulose (Cellulose, 3-(dodecyloxy)-2-hydroxypropyl 2-hydroxyethyl 2-hydroxy-3-(trimethylammonio)propyl ether, chloride), produced according to the synthesis example of AC-HEC described in JP 2021-088703 A, weight average molecular weight 150,000, cationic charge density 0.3 meq / g

[0073] <Component (D): Nonionic surfactant> d-1: Polyoxyethylene alkyl ethers (Polyoxyethylene(10) alkyl(C12-14) ethers), Emulgen 110L, manufactured by Kao Corporation d-2: Polyoxyethylene lauryl ether (Polyoxyethylene(16.5) polyoxypropylene(3.7) lauryl-myristyl ether), Emulgen MB120.2L, manufactured by Kao Corporation

[0074] <Component (E): Solvent> e-1: Propylene glycol, reagent, Fujifilm Wako Pure Chemical Industries, Ltd. e-2: Diethylene glycol monobutyl ether, reagent, Fujifilm Wako Pure Chemical Industries, Ltd.

[0075] <(F) Ingredient: pH adjuster> f-1: Citric acid, reagent, Fujifilm Wako Pure Chemical Industries, Ltd. f-2: Monoethanolamine, reagent, Fujifilm Wako Pure Chemical Industries, Ltd.

[0076] <(G) Ingredients: Other ingredients> g-1: Hydrogenated castor oil, iodine value 1.5g-I2 / 100g, Kao Wax 85P, Kao Corporation

[0077] <Water used for washing process> Water made by adding calcium chloride and magnesium chloride in a mass ratio of 8:2 to Wakayama City water to adjust the hardness to 4°dH.

[0078] [Examples 1 to 10] Using the above components, a dispersion containing component (A) was prepared in the following manner according to the component blend amounts shown in Table 2, to produce a microcapsule-containing anionic surfactant composition. (Preparation of Dispersion Containing Component (A)) A 5 cm long Teflon (registered trademark) octagonal stirrer was placed in a 200 mL capacity glass screw tube bottle, and the mass was measured. Component (E) and component (D) were placed in the screw tube bottle in this order, and stirred at room temperature for 5 minutes. However, component (D) was heated to 50°C before being placed. Next, component (A) was placed in the screw tube bottle, and stirred at room temperature for 5 minutes. Thereafter, ion-exchanged water and component (F) were placed in the order of the balance, and the composition was thoroughly stirred at room temperature. After confirming that the pH was 7 when the temperature of the composition in the screw tube bottle reached 25°C, component (G) was placed in the screw tube bottle and stirred for 30 minutes, to obtain a dispersion containing component (A) (content of component (A): 7.1% by mass).

[0079] (Production of Microcapsule-Containing Anionic Surfactant Composition) Component (B) was prepared by diluting four times with ion-exchanged water. A 20 mm long Teflon (registered trademark) octagonal stirrer was placed in a 30 mL capacity glass screw tube bottle and the mass was measured. 7.0 g of the dispersion containing the above-obtained component (A) was placed in the screw tube bottle, and the component (B) was added while stirring the octagonal stirrer at a rotation speed of 850 rpm (circumferential speed 0.89 m / s) using a magnetic stirrer (ASONE, REXIM RS-6RD), and stirring was continued for 1 minute. Next, while continuing the stirring, the component (C) was added and stirred for 1 minute, and the balance amount of ion-exchanged water was added and stirred for 2 minutes to obtain a microcapsule-containing anionic surfactant composition.

[0080] [Examples 11 to 21] Using the above components, a dispersion containing component (A) was prepared in the same manner as above according to the blending amounts shown in Table 3, and a microcapsule-containing anionic surfactant composition was produced in the following manner according to the blending amounts shown in Table 3. (Production of Microcapsule-Containing Anionic Surfactant Composition) Component (B) was prepared by diluting four times with ion-exchanged water. A 20 mm long Teflon (registered trademark) octagonal stirrer was placed in a 30 mL capacity glass screw tube bottle and the mass was measured. 7.0 g of the dispersion containing the above-obtained component (A) was placed in the screw tube bottle, and the component (C) was added while stirring the octagonal stirrer at a rotation speed of 850 rpm (circumferential speed of 0.89 m / s) using a magnetic stirrer (ASONE, REXIM RS-6RD), and stirring was continued for 1 minute. Next, while continuing the stirring, the component (B) was added and stirred for 1 minute, and the balance amount of ion-exchanged water was added and stirred for 2 minutes to obtain a microcapsule-containing anionic surfactant composition.

[0081] [Comparative Example 1] The component (B) was prepared by diluting it 2-fold with ion-exchanged water, and the component (C) was diluted to 0.2% by mass with ion-exchanged water to prepare a 0.2% by mass cationic polymer aqueous solution. A 20 mm long octagonal stirrer made of Teflon (registered trademark) was placed in a 100 mL glass beaker, and components (B) and (C) were added while stirring the octagonal stirrer at a rotation speed of 600 rpm (circumferential speed of 0.63 m / s) using a magnetic stirrer (ASONE, REXIM RS-6RD), to obtain a pre-mixed solution of components (B) and (C). A 20 mm long Teflon (registered trademark) octagonal stirrer was placed in a 30 mL capacity glass screw tube bottle and the mass was measured. 7.0 g of the dispersion containing the (A) component obtained in Example 1 was placed in the screw tube bottle, and while stirring the octagonal stirrer at 850 rpm (circumferential speed 0.89 m / s) using a magnetic stirrer (ASONE, REXIM RS-6RD), the pre-mixed liquid of the (B) and (C) components obtained above was added, and stirring was continued for 1 minute. Next, while continuing the stirring, the balance amount of ion-exchanged water was added and stirred for 2 minutes to obtain a microcapsule-containing anionic surfactant composition.

[0082] [Comparative Example 2] Component (B) was prepared by diluting four times with ion-exchanged water. A 20 mm long Teflon (registered trademark) octagonal stirrer was placed in a 30 mL glass screw tube, and the mass was measured. 7.0 g of the dispersion containing component (A) obtained in Example 1 was placed in the screw tube, and without stirring, component (B), component (C), and the balance of ion-exchanged water were added in that order, and then the mixture was stirred for 2 minutes with a magnetic stirrer (ASONE, REXIM RS-6RD) using the octagonal stirrer at a rotation speed of 850 rpm (circumferential speed 0.89 m / s) to obtain a microcapsule-containing anionic surfactant composition.

[0083] [evaluation] The microcapsule-containing anionic surfactant compositions obtained in the Examples and Comparative Examples were evaluated by the following methods, and the results are shown in Tables 2 and 3.

[0084] (1) Dispersibility A drop of each of the microcapsule-containing anionic surfactant compositions shown in Tables 2 and 3 was placed on a slide glass, a cover glass was placed thereon, and a micrograph was taken using the measuring equipment shown below. Image analysis was performed by the method shown below, and dispersibility was evaluated according to the criteria shown below. Note that the micrographs of the microcapsule-containing anionic surfactant compositions obtained in Examples 1 to 21 and Comparative Examples 1 and 2 used in the dispersibility evaluation are shown in Figures 1 to 23.

[0085] (Measuring equipment) VHX-5000 digital microscope (Keyence) Lens: VH-ZST swing head zoom lens

[0086] (Image analysis method) Pre-processing The obtained micrographs were subjected to image processing using image analysis software ImageJ (manufactured by the National Institutes of Health, USA) as follows. Three of the obtained micrographs were randomly selected for each Example and Comparative Example, and each image was converted to 8-bit grayscale pixel depth. Next, the images were duplicated for background processing. For the duplicated images, select "cool" from the LookupTables in the Image tab. Next, select "Subtract background" from the Process tab, set the rolling ball radius to 200 pixels, and check "Light background" and "Create background". The image was inverted from the Edit tab. The original image before duplication was also inverted in the same way, and then select "Image calculator" from the Process tab, change the Operation item to "Sabtract", and specify Image1 as the image before duplication and Image2 as the image after duplication. Since a new image is generated when processing is performed, the image was returned to its state before inversion. Image analysis Set a threshold for the newly generated image and convert it into a binary image. For the binary image, select Analyze particles from the Analyze tab and set the threshold to 5μm. 2 The detector was set to detect these particles and the area of ​​each aggregate was calculated.

[0087] (Evaluation Criteria) The dispersibility of the microcapsule-containing anionic surfactant compositions of Examples 1 to 21 and Comparative Examples 1 and 2 shown in Tables 2 and 3 was evaluated according to the following criteria, and the results are shown in Tables 2 and 3. A higher dispersibility means a higher dispersibility of the composition. Dispersity 4: No aggregates within the field of view, or average particle size of 25 μm within the field of view 2 Aggregates less than Dispersion level 3: Average value within the field of view is 25 μm 2 More than 100μm 2 Aggregates less than Dispersion level 2: Average value within the field of view is 100 μm 2 More than 400μm 2 Aggregates less than Dispersion level 1: Average value within the field of view is 400 μm 2 Those containing aggregates of

[0088] (2) Adsorption rate of microcapsules The adsorption rate of the microcapsules was measured for Example 1, which represents the examples, and Comparative Examples 1 and 2. (Preparation of textile products for adsorption rate evaluation) 1.7 kg of cotton cloth (Cotton 2003 (Tanigashou Shoten)) was washed twice in a standard cycle of a fully automatic washing machine (Panasonic NA-F702P) (4.7 g of Emulgen 108 (Kao Corporation) during washing, 47 L of water, 9 minutes of washing, 2 rinses, 3 minutes of spin-drying), and then washed three times in water only (47 L of water, 9 minutes of washing, 2 rinses, 3 minutes of spin-drying), and dried for 24 hours in an environment of 23°C and 45% RH. The cotton cloth was then cut into pieces of 6 cm x 6 cm to prepare a number of textile products for evaluation. (Laundry treatment) A Tergotometer (manufactured by Ueshima Seisakusho Co., Ltd.) was used for the washing process. 0.6 L of water was placed in a 1-liter stainless steel beaker, and 3 g of the microcapsule-containing anionic surfactant composition of Example 1, Comparative Example 1, or Comparative Example 2 listed in Table 2 was added. Then, 30 g of the prepared textile product for evaluation was added, and the textile product for evaluation was washed and treated under conditions of 85 rpm and 10 minutes while maintaining the water temperature at 20°C. After washing, the treated textile product was subjected to a dehydration process for 1 minute in a two-layer washing machine (model number "PS-H35L") manufactured by Hitachi, Ltd. After dehydration, 0.6 L of water was added again to a 1-liter stainless steel beaker, and the textile product that had been subjected to the dehydration process was placed in it. A rinse process was performed under conditions of 85 rpm and 3 minutes while maintaining the water temperature at 20°C. After rinsing, the treated textile product was again subjected to a dehydration process for 2 minutes in a two-layer washing machine. Ten samples of the textile products after dehydration (hereinafter referred to as "post-rinsing samples") were taken. (Extraction process) After rinsing, 10 samples were placed in a No. 8 screw tube (Maruemu), and 50 mL of methanol (for HPLC, Fujifilm Wako Pure Chemical Industries, Ltd.) containing 10 μg / mL dodecane as an internal standard was added. The screw tube was subjected to extraction using an ultrasonic cleaner (BRANSON 2800, ice bath) for 1 hour, followed by extraction using a shaker (Yamato Shaker SA-300, speed: Max) for 15 minutes, and then extraction using the ultrasonic cleaner (same conditions) for 1 hour, extracting the fragrance components remaining on the cloth into methanol. (Quantitative analysis of residual fragrances in textile products) The amount of perfume contained in the above-mentioned methanol extract was quantified by gas chromatography using the following measuring equipment and under the following measuring conditions, and the amount of perfume adsorbed remaining on the textile product in the sample after rinsing was quantified from the total amount of perfume contained in the methanol extract, and the adsorption rate of the microcapsules was calculated. The adsorption rate of Example 1 was 35%, and the adsorption rates of Comparative Examples 1 and 2 were 39% and 24%, respectively. (Measuring equipment) GC device: "Agilent Technologies8890B" (manufactured by Agilent) MS device: "Agilent Technologies5977B" (Agilent) Column: HP-5MS (length: 30 m, inner diameter: 0.25 mm, film thickness: 0.25 μm, manufactured by Agilent) Inlet temperature: 280℃ Injection method: splitless Injection volume: 1μL Temperature: 60℃ → 8℃ / min heating → 200℃ → 10℃ / min heating → 280℃ → (15min hold) Carrier gas: Helium Average linear velocity: 47.525cm / sec MS temperature: ion source 230℃, quadrupole temperature 150℃ Ionization method: EI Capture mode: SIM

[0089] (3) White residue The evaluation of white residue was carried out for Examples 1 and 11 and Comparative Example 1 as representative examples. A test cloth was coated with 1 g of the microcapsule-containing anionic surfactant composition of Example 1, Comparative Example 1, or Example 11 of Table 3 on a black cotton cloth for testing (a crew neck T-shirt (manufactured by Uniqlo) cut to 6 cm x 6 cm), and the test cloth was dried overnight and fixed to a base cloth (plain weave cotton, approximately 40 cm x 40 cm) with a safety pin. The test cloth was placed in a laundry net and washed in a fully automatic washing machine (NA-F70PB15 manufactured by Panasonic) (42 L of water from Wakayama City at 20°C, 2.8 kg of clothes, wash for 10 minutes, spin dry for 8 minutes). At that time, the microcapsule-containing anionic surfactant composition of Example 1, Comparative Example 1, or Example 11 of Table 2 was added to the cloth so that the concentration was 1 g / 1 L. After washing, the test cloth was dried (naturally dried overnight at the rate of temperature and humidity), and visually evaluated. No white residue was observed in Examples 1 and 11, but white residue was observed in Comparative Example 1.

[0090] [Table 2]

[0091] [Table 3]

[0092] From the results shown in Tables 2 and 3, the following was confirmed: It was confirmed that the microcapsule-containing anionic surfactant compositions obtained in Examples 1 to 21 had high dispersibility of the microcapsules in the composition. Furthermore, it was confirmed that in Example 1, the adsorption rate of the microcapsules to the textile product was good and no white residue was left due to aggregation of the microcapsules. It was also confirmed that in Example 11, no white residue was left due to aggregation of the microcapsules to the textile product. Comparing Examples 5 and 17, Examples 9 and 20, and Examples 10 and 21, it was also confirmed that the dispersibility of the microcapsules in the composition was improved by adding component (C) while stirring a dispersion liquid containing component (A) and then adding component (B). Comparing Examples 3 to 5 and 10, it was confirmed that, under the condition that the blending ratio (A / C) is constant, the dispersibility of the microcapsules in the composition decreases as the content of the (B) component increases and the blending ratio (A / B) decreases. Comparing Examples 15 to 17 and 21, it was confirmed that there was a similar tendency. On the other hand, it was confirmed that the microcapsules had low dispersibility in the microcapsule-containing anionic surfactant compositions obtained in Comparative Examples 1 and 2. Furthermore, it was confirmed that in Comparative Example 1, which was produced by adding a premixed liquid of components (B) and (C) to a dispersion liquid containing component (A), white residue was generated on textile products due to aggregation of microcapsules. [Industrial Applicability]

[0093] According to the present invention, it is possible to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules are highly dispersible in the composition.Furthermore, according to the present invention, it is possible to provide a method for producing a microcapsule-containing anionic surfactant composition in which the microcapsules have a good adsorption rate to textile products and white residue due to aggregation of the microcapsules can be suppressed.

Claims

1. A method for producing a microcapsule-containing anionic surfactant composition comprising the following components (A), (B), and (C): Component (A): Anionic surfactant Component (B): negatively charged microcapsules Component (C): Cationic polymer A method for producing a microcapsule-containing anionic surfactant composition, comprising mixing the above-mentioned components (A), (B), and (C) by the following method (I) or (II). (I) While stirring the dispersion containing the component (A), the component (B) is added, and then the component (C) is added. (II) While stirring the dispersion containing the component (A), the component (C) is added, and then the component (B) is added.

2. 2. A method for producing the microcapsule-containing anionic surfactant composition according to claim 1, comprising mixing the components (A), (B), and (C) by the following method (II). (II) While stirring the dispersion containing the component (A), the component (C) is added, and then the component (B) is added.

3. 3. The method for producing a microcapsule-containing anionic surfactant composition according to claim 1, wherein a blending ratio (A / B) of the component (A) to the component (B) is 1 or more and 100 or less in mass ratio.

4. 3. The method for producing a microcapsule-containing anionic surfactant composition according to claim 1, wherein a blending ratio (B / C) of the component (B) to the component (C) is 1 or more and 150 or less in mass ratio.

5. 3. The method for producing a microcapsule-containing anionic surfactant composition according to claim 1, wherein a blending ratio (A / C) of the component (A) to the component (C) is 30 or more and 1,000 or less in mass ratio.

6. 3. The method for producing a microcapsule-containing anionic surfactant composition according to claim 1 or 2, wherein the shell of the negatively charged microcapsule of component (B) is composed of a material containing one or more selected from the group consisting of silica, polyurea, polyurethane, polyamide, polyacrylate, polysiloxane, polycarbonate, polysulfonamide, urea formaldehyde, melamine formaldehyde resin, melamine urea resin, melamine glioxal resin, gelatin, and gum arabic.

7. 3. The method for producing a microcapsule-containing anionic surfactant composition according to claim 1 or 2, wherein the functional agent encapsulated in the negatively charged microcapsules of component (B) is one or more selected from the group consisting of fragrances, fragrance precursors, oils, antioxidants, cooling agents, warming agents, antibacterial agents, dyes, pigments, ultraviolet absorbers, silicones, solvents, and oil-soluble polymers.

8. 3. A method for producing the microcapsule-containing anionic surfactant composition according to claim 1, which is used for cleaning textile products.

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