Method for manufacturing emulsified compositions

TWI942951BActive Publication Date: 2026-10-21KAO CORP
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Patent Information

Application Number
TW111140383
Authority / Receiving Office
TW · TW
Patent Type
Patents
Current Assignee / Owner
Priority Date
2022-07-27
Filing Date
2022-10-25
Publication Date
2026-10-21
Estimated Expiration
2042-10-24

AI Technical Summary

Technical Problem

Existing emulsion compositions containing polyion complexes, such as hair conditioners, suffer from low stability and fail to prevent frizz under high humidity conditions, despite the use of cationic surfactants and higher alcohols.

Method used

A method for producing an emulsified composition comprising cationic and amphoteric polymers, anionic polymers, organic acids, and water, with specific steps to form a polyion complex that is dispersed in the emulsion, ensuring the total mass percentage of these components is less than 1.0% and using a controlled mixing process to maintain stability and improve touch and humidity resistance.

Benefits of technology

The resulting emulsified composition exhibits high stability and provides a good touch when applied to hair, effectively inhibiting frizz under high humidity conditions, making it suitable for use in hair cosmetic compositions.

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Abstract

This invention relates to a method for manufacturing an emulsified composition, the emulsified composition comprising: component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers; component (B): anionic polymer; component (C): organic acid; and component (D): water. The manufacturing method includes any one of the following steps (1), (2-1), or (2-2), wherein the total amount of the above-mentioned components (A) and (B) in the above-mentioned emulsified composition is less than 1.0 mass of 100% of the total amount of the above-mentioned emulsified composition. Step (1) is the step of preparing mixture A containing the above components (A) to (D). Step (2-1) involves mixing the above mixture A with an oil phase component containing emulsion-forming components to prepare emulsion (I). Step (2-2): Mix the oil phase component containing the emulsion-forming components with the aqueous phase component other than mixture A to prepare emulsion (II), and then mix the above mixture A.
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Description

[Technical Field]

[0001] This invention relates to a method for manufacturing an emulsified composition. [Previous Technology]

[0002] Cosmetic compositions containing cationic polymers and anionic polymers are known. For example, Japanese Patent Application Publication No. 53-139734 (Patent Document 1) describes the following: By using a composition for treating keratin substances characterized by containing at least one anionic polymer and at least one cationic polymer in a solvent medium, the anionic polymer can be fixed to keratin substances, particularly hair, skin, or nails. Furthermore, the reason for obtaining the above-mentioned effect is assumed to be related to the complex formed by the interaction between the anionic polymer and the cationic polymer.

[0003] As a composition containing a complex formed by a cationic polymer and anionic polymer (hereinafter also referred to as "polyionic complex"), there are known emulsion compositions in the form of oil-in-water or water-in-oil. Generally, the issue with emulsion compositions is the improvement of their stability over time, and research is also being conducted on stable emulsion compositions or methods for manufacturing stable emulsion compositions.

[0004] For example, Japanese Patent Application Publication No. 11-116445 (Patent Document 2) discloses a hair treatment composition that can be easily manufactured by using the following steps: emulsifying oil and water with a surfactant, dissolving a powdered cationic polymer and a powdered anionic polymer in water, and mixing the two.

[0005] Japanese Patent Application Publication No. 2019-1728 (Patent Document 3) discloses a stable composition containing polyionic complex particles with diverse cosmetic functions, comprising (a) at least one type of particle and (b) at least one physiologically permissible volatile medium, wherein (a) at least one type of particle comprises: at least one cationic polymer and at least one amphoteric polymer, at least one anionic polymer and at least one amphoteric polymer, or at least one amphoteric polymer, and at least one nonpolymeric acid or salt thereof having two or more pKa values ​​or at least one nonpolymeric base or salt thereof having two or more pKb values. [Summary of the Invention]

[0006] This invention relates to the following. A method for manufacturing an emulsified composition, the emulsified composition comprising: component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers; component (B): anionic polymer; component (C): organic acid; and component (D): water; the manufacturing method comprising step (1) and any one of step (2-1) or step (2-2) below, wherein the total amount of component (A) and component (B) in the emulsified composition is less than 1.0% by mass of 100% of the total amount of the emulsified composition. Step (1) Preparing mixture A containing the above components (A) to (D) Step (2-1) Mixing mixture A with an oil phase component containing emulsion-forming components to prepare emulsion (I) Step (2-2) Mixing the oil phase component containing emulsion-forming components with an aqueous phase component other than mixture A to prepare emulsion (II), and then mixing mixture A

Implementation Method

[0007] As disclosed in Patent Documents 1-3, research has been conducted on emulsion compositions containing polyionic complexes with high stability and methods for manufacturing them. However, there is still room for improvement in the performance of emulsion compositions containing polyionic complexes when used as cosmetic compositions. For example, for hair conditioners, which are a type of hair cosmetic composition, there is a requirement for a pleasant feel when applied to hair, and for the treated hair to remain frizz-free even under high humidity conditions and have excellent moisture resistance.

[0008] Methods for improving the feel of hair when applied to or after treatment include the formulation of cationic surfactants, higher alcohols, etc., into conditioners. However, emulsion compositions formulated with these ingredients into compositions containing polyionic complexes suffer from low stability. Furthermore, prior art has not achieved particularly effective results in suppressing hair frizz under high humidity conditions.

[0009] The object of the present invention is to provide a method for manufacturing an emulsion composition comprising a polyion complex, which has high stability and, when used as a hair cosmetic composition, has a good feel when applied to hair and can suppress frizziness of treated hair under high humidity conditions.

[0010] The inventors have discovered that by mixing one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers, anionic polymers, organic acids, and water to prepare a mixture, and by using the mixture to manufacture an emulsion composition using specific steps, the above-mentioned problems can be solved.

[0011] According to the present invention, a method for manufacturing an emulsion composition is provided, the emulsion composition comprising a polyion complex having high stability, and when used as a hair cosmetic composition, it has a good feel when applied to hair, and can suppress frizziness of treated hair under high humidity conditions.

[0012] [Method for manufacturing emulsion composition] The method for manufacturing emulsion composition of the present invention (hereinafter also referred to as "the method for manufacturing the present invention") is a method for manufacturing an emulsion composition containing: component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers, component (B): anionic polymer, component (C): organic acid, and component (D): water. The manufacturing method includes any one of the following steps (1) and (2-1) or (2-2), wherein the total amount of the above components (A) and (B) in the above emulsion composition is less than 1.0% by mass of 100% of the total amount of the above emulsion composition. Step (1) Preparation of mixture A containing the above-mentioned components (A) to (D) Step (2-1) Mixing the above-mentioned mixture A with an oil phase component containing an emulsion-forming component to prepare emulsion (I) Step (2-2) Mixing the oil phase component containing an emulsion-forming component with an aqueous phase component other than mixture A to prepare emulsion (II), and then mixing the above-mentioned mixture A The manufacturing method of the present invention, by having the above-mentioned structure, can manufacture an emulsion composition containing polyionic complexes, which has high stability, and when used as a hair cosmetic composition, it has a good feel when applied to hair and can suppress hair frizz under high humidity conditions. Hereinafter, steps (2-1) and (2-2) are sometimes referred to as "step (2)".

[0013] <Definitions> In this specification, the term "emulsion-forming component" refers to the oily component contained in the emulsion composition obtained by the manufacturing method of the present invention for forming an emulsion. In this specification, the term "aqueous phase component" refers to the component that constitutes the aqueous phase in the manufacturing steps of the emulsion composition, and the term "oil phase component" refers to the component that constitutes the oil phase in the manufacturing steps of the emulsion composition.

[0014] The reason why the manufacturing method of the present invention achieves the above-mentioned effects is not determined, but it can be considered as follows. The emulsion composition manufactured by the present invention contains a polyionic complex formed by component (A) and component (B). The polyionic complex is an aggregate formed by the chemi-electrostatic interaction between component (A) and component (B). The polyionic complex is poorly soluble in water and exists in the emulsion composition of the present invention in a state of dispersion in the aqueous phase. It can be considered that by applying the emulsion composition containing the polyionic complex to the surface of skin, hair, etc., a hydrophobic film can be formed. By forming the hydrophobic film, the feel when applied to hair is improved, and the moisture resistance is improved, which can suppress the frizz of hair under high humidity conditions.

[0015] In the manufacturing method of the present invention, in step (1), components (A) to (D) are premixed to obtain a mixture A (aqueous phase component) containing a polyionic complex formed by components (A) and (B). Here, components (A) and (B) are dispersed in water in the presence of an organic acid as component (C), thereby the resulting polyionic complex is also stably dispersed in the emulsion composition. Furthermore, in the total amount of the obtained emulsion composition, 100% by mass, the total amount of components (A) and (B) is set to less than 1.0% by mass, thereby improving the stability of the emulsion composition.

[0016] Furthermore, in this invention, after preparing the mixture A containing the above-mentioned polyionic complex in step (1), in step (2-1) or step (2-2), the mixture A is mixed with the oil phase component containing the emulsion-forming component and the aqueous phase component other than the mixture A in a specific order. It can be considered that by going through this step, even if other aqueous and oil phase components are mixed in step (2) to form an emulsion, the polyionic complex formed in step (1) is well dispersed without agglomeration or separation, thus improving the stability of the emulsion composition. Furthermore, it can be considered that when this emulsion composition is used as a hair cosmetic composition such as a conditioner, the well emulsified and dispersed polyionic complex is uniformly attached to the hair, improving the feel when applied to the hair and the effect of suppressing hair frizz under high humidity conditions.

[0017] Furthermore, as described below, the amount of component (C) used to prepare mixture A in step (1) is adjusted to a specific range, thereby obtaining a polyion complex that is dispersed in mixture A but is not dissolved in the suspension. It can also be considered that if mixture A in a suspension state is used in step (2-1) or (2-2), even if other aqueous and oil phase components are added in step (2), the resulting emulsion composition can easily maintain a stable polyion complex state, and the stability of the emulsion composition, the feel when applied to hair, and the effect of suppressing hair frizz under high humidity conditions are further improved.

[0018] From the viewpoints of stability and improved user experience, the emulsified composition obtained by the manufacturing method of the present invention is preferably an oil-in-water emulsified composition. The emulsified composition can be preferably used as a hair cosmetic composition, a skin cosmetic composition, or other cosmetic composition. Among these, from the viewpoints of a good feel when applied to hair and the ability to suppress hair frizz under high humidity conditions, a hair cosmetic composition is preferred. Examples of hair cosmetic compositions include: shampoos, conditioners, hair treatments (including non-rinsing types), hair styling products, etc. Among these, from the viewpoint of the effectiveness of the present invention, conditioners, hair treatments, or hair styling products are preferred. The components formulated in the emulsified composition will be described below.

[0019] (Component (A): One or more polymers selected from the group consisting of cationic polymers and amphoteric polymers) Component (A) is one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers that can form polyionic complexes through interaction with component (B). The cationic polymer of component (A) preferably refers to a polymer having cationic groups and substantially lacking anionic and amphoteric groups. "Substantially lacking anionic and amphoteric groups" means that the molar amount of anionic and amphoteric groups relative to the cationic groups is preferably 0.1% or less. Furthermore, the amphoteric polymer of component (A) is preferably a polymer having both cationic and anionic groups, and the pH value of a 1% aqueous solution of the polymer at 25°C is less than 5.1, and the total charge of the polymer is positively charged. This pH value can be measured using a pH meter. In this specification, the term "cationic group" refers to a cationic group or a group that can be ionized to become a cationic group. Specifically, examples include primary amino groups, secondary amino groups, tertiary amino groups, and quaternary ammonium groups. The term "anionic group" refers to anionic groups or a group that can be ionized to become anionic groups. Specifically, examples include one or more groups selected from the group composed of acidic groups such as carboxyl groups, sulfonic acid groups, and phosphate groups, preferably one or more groups selected from carboxyl groups and sulfonic acid groups, and more preferably carboxyl groups. At least a portion of the anionic group can also be neutralized to form a salt.

[0020] From the viewpoint that it is easy to form a polyionic complex through interaction with component (B), the cationic charge density of component (A) is preferably 0.1 meq / g or more, more preferably 0.5 meq / g or more, and even more preferably 1.0 meq / g or more, and even more preferably 2.0 meq / g or more. From the viewpoint of the stability of the emulsion composition, it is preferably 10 meq / g or less, more preferably 8.0 meq / g or less, and even more preferably 7.0 meq / g or less. Furthermore, the cationic charge density of component (A) is preferably 0.1 meq / g or more and 10 meq / g or less, more preferably 0.5 meq / g or more and 8.0 meq / g or less, even more preferably 1.0 meq / g or more and 7.0 meq / g or less, and even more preferably 2.0 meq / g or more and 7.0 meq / g or less. The cationic charge density of component (A) can be calculated by multiplying (the number of moles of cationic groups per 1 g of polymer) by 1000 (meq / g). The emulsion composition may also use two or more polymers as component (A). In this case, the cationic charge density of component (A) is determined by weighted averaging of the cationic charge densities of each polymer with the amount mixed.

[0021] From the viewpoints of ease of formation of polyionic complexes, stability of emulsion compositions, improved feel when applied to hair as a hair cosmetic composition, and suppression of hair frizz under high humidity conditions, the weight-average molecular weight (Mw) of component (A) is preferably 5,000 or more, more preferably 8,000 or more, and preferably 2 million or less, more preferably 1.5 million or less. Furthermore, the weight-average molecular weight (Mw) of component (A) is preferably 5,000 or more, 2 million or less, and more preferably 8,000 or more, 1.5 million or less. The weight-average molecular weight of component (A) can be determined by gel permeation chromatography (GPC).

[0022] Specific examples of polymers used as component (A) include: cationic guar gum, cationic tara gum, cationic locust bean gum, cationic starch, cationic cellulose, cationic hydroxyalkyl cellulose, cationic polyvinyl alcohol, polyethyleneimine, quaternized dialkylaminoalkyl (meth)acrylate polymer, diallyl quaternized ammonium salt polymer, methacrylamide propyltrimethylammonium salt polymer, methacrylamide ethyltrimethylammonium salt polymer, vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16), vinylpyrrolidone-alkylamino (meth)acrylate copolymer, vinylpyrrolidone-alkylamino (meth)acrylate-vinylcaprolactam copolymer, alkylacrylamide-(meth)acrylate-alkylaminoalkylacrylamide-polyethylene glycol (meth)acrylate copolymer, adipic acid-dimethylaminohydroxypropyltriethyltriamine copolymer, etc., and one or more of these may be used.

[0023] Among the above, examples of cationic hydroxyalkyl cellulose include cationic hydroxyethyl cellulose and cationic hydroxypropyl cellulose. Examples of cationic hydroxyethyl cellulose include chloro-[2-hydroxy-3-(trimethylammonium)propyl]hydroxyethyl cellulose (polyquaternary ammonium salt-10). Examples of quaternary dialkylaminoalkyl (meth)acrylate polymers include vinylpyrrolidone-N,N-dimethylaminoethyl methacrylate diethyl acrylate sulfate copolymer (polyquaternary ammonium salt-11) and N,N-dimethylaminoethyl methacrylate diethyl acrylate sulfate-N,N-dimethylacrylamide-polyethylene glycol dimethacrylate copolymer (polyquaternary ammonium salt-52). Examples of diallyl quaternary ammonium salt polymers include: dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6), dimethyl diallyl ammonium chloride-acrylic acid copolymer (polyquaternary ammonium salt-22), diallyl dimethyl ammonium chloride-acrylamide copolymer (polyquaternary ammonium salt-7), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polyquaternary ammonium salt-39), etc.

[0024] Examples of methacrylamide propyltrimethylammonium salt polymers include: chloromethacrylamide propyltrimethylammonium polymer, vinylpyrrolidone-chloromethacrylamide propyltrimethylammonium copolymer, acrylate-methyl acrylate-chloromethacrylamide propyltrimethylammonium copolymer (polyquaternary ammonium salt-47), acrylate-acrylamide-chloromethacrylamide propyltrimethylammonium copolymer (polyquaternary ammonium salt-53), etc. Furthermore, examples of methacrylic acid ethyl trimethylammonium salt polymers include: chloromethacrylic acid ethyl trimethylammonium polymer (polyquaternary ammonium salt-37), methacrylic acid ethyl dimethyl betaine-chloromethacrylic acid ethyl trimethylammonium-methoxy polyethylene glycol methacrylate copolymer (polyquaternary ammonium salt-49), and methacrylic acid ethyl dimethyl betaine-chloromethacrylic acid ethyl trimethylammonium-2-hydroxyethyl methacrylate copolymer (polyquaternary ammonium salt-48), etc.

[0025] Component (A) may be used in one or in combination of two or more. Among the above, from the viewpoints of ease of formation of polyionic complex, stability of emulsion composition, improved feel when applied to hair when used as a hair cosmetic composition, and suppression of hair frizz under high humidity conditions, component (A) is a polymer having at least a cationic group. From the viewpoints of the stability of the emulsified composition, the improved feel when applied to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, component (A) is preferably selected from one or more of the group consisting of tetraalkylaminoalkyl (meth)acrylate polymers, diallyl tetraalkylammonium salt polymers, methacrylamide propyltrimethylammonium salt polymers, methacrylamide ethyltrimethylammonium salt polymers, and vinylimidazolium trichloride-vinylpyrrolidone copolymers (polytetraalkylammonium salt-16), and more preferably selected from one or more of the group consisting of diallyl tetraalkylammonium salt polymers, methacrylamide propyltrimethylammonium salt polymers, and vinylimidazolium trichloride-vinylpyrrolidone copolymers (polytetraalkylammonium salt-16), and more preferably selected from chlorinated... One or more of the group consisting of dimethyl diallyl ammonium polymer (polyquaternary ammonium salt-6), dimethyl diallyl ammonium chloride-acrylic acid copolymer (polyquaternary ammonium salt-22), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polyquaternary ammonium salt-39), methyl acrylate-methyl methacrylate-propyltrimethylammonium chloride copolymer (polyquaternary ammonium salt-47), and vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16), and more preferably one or more of the group consisting of dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polyquaternary ammonium salt-39), and vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16).

[0026] Furthermore, regarding the preferred ranges of the cationic charge density and weight-average molecular weight of the following polymers, from the viewpoints of ease of formation of polyionic complexes, stability of emulsion compositions, improved feel when applied to hair as a hair cosmetic composition, and suppression of hair frizz under high humidity conditions, the following are preferred: The cationic charge density of the dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6) is preferably 2.0 meq / g or more, more preferably 2.5 meq / g or more, and more preferably 6.5 meq / g or less. Also, the weight-average molecular weight is preferably 10,000 or more and 200,000 or less. The cationic charge density of the dimethyl diallyl ammonium chloride-acrylic acid copolymer (polyquaternary ammonium salt-22) is preferably 2.0 meq / g or more, preferably 3.0 meq / g or more, preferably 4.0 meq / g or more, preferably 6.5 meq / g or less, preferably 6.0 meq / g or less. Furthermore, the weight average molecular weight is preferably 20,000 or more, preferably 50,000 or more, preferably 100,000 or more, preferably 200,000 or more, preferably 300,000 or more, preferably 1,000,000 or less, preferably 600,000 or less, preferably 500,000 or less. The cationic charge density of the acrylamide-acrylic acid-dimethyldiallylammonium chloride copolymer (polyquaternary ammonium salt-39) is preferably 2.0 meq / g or more, preferably 2.5 meq / g or more, preferably 6.5 meq / g or less, preferably 5.0 meq / g or less, and preferably 4.0 meq / g or less. Furthermore, the weight average molecular weight is preferably 20,000 or more, preferably 50,000 or more, preferably 100,000 or more, preferably 1,000,000 or less, preferably 600,000 or less, preferably 500,000 or less, and preferably 300,000 or less. The cationic charge density of the acrylic acid-methyl acrylate-methyl methacrylate-propyltrimethylammonium chloride copolymer (polyquaternary ammonium salt-47) is preferably 2.0 meq / g or more, preferably 2.5 meq / g or more, preferably 6.5 meq / g or less, preferably 5.0 meq / g or less, and preferably 4.5 meq / g or less. Furthermore, the weight average molecular weight is preferably 200,000 or more, preferably 500,000 or more, preferably 1,000,000 or more, preferably 5,000,000 or less, preferably 3,000,000 or less, and preferably 1,500,000 or less. The cationic charge density of the vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16) is preferably 2.0 meq / g or more, preferably 6.5 meq / g or less, preferably 5.0 meq / g or less, and preferably 4.5 meq / g or less.Furthermore, the weight average molecular weight is preferably 20,000 or more, more preferably 50,000 or more, and more preferably less than 150,000.

[0027] Commercially available polymers may also be used as component (A). Specific examples include: MERQUAT 2001 Polymer (acrylate-methyl acrylate-methylacrylic acid propyltrimethylammonium chloride copolymer; polyquaternary ammonium salt-47, cationic charge density: 3.21 meq / g, Mw: 1.3 million) manufactured by Lubrizol Advanced Materials, Inc.; MERQUAT 100 (dimethyl diallyl ammonium chloride polymer; polyquaternary ammonium salt-6, cationic charge density: 6.18 meq / g, Mw: 150,000); MERQUAT 106 (dimethyl diallyl ammonium chloride polymer; polyquaternary ammonium salt-6, cationic charge density: 6.18 meq / g, Mw: 15,000); and MERQUAT 3940 POLYMER (acrylamide-acrylate-dimethyl diallyl ammonium chloride copolymer liquid; polyquaternary ammonium salt-39, cationic charge density: 2.97). MERQUAT 280 (dimethyl diallyl ammonium chloride-acrylic acid copolymer liquid; polyquaternary ammonium salt-22, cationic charge density: 4.99 meq / g, Mw: 450,000), MERQUAT 295 (dimethyl diallyl ammonium chloride-acrylic acid copolymer liquid; polyquaternary ammonium salt-22, cationic charge density: 6.04 meq / g, Mw: 190,000), MERQUAT 2003PR Polymer (acrylic acid-acrylamide-methylacrylamide propyltrimethylammonium chloride; polyquaternary ammonium salt-53), MERQUAT 550 (dimethyl diallyl ammonium chloride-acrylamide copolymer; polyquaternary ammonium salt-7), MERQUAT 740 (dimethyl diallyl ammonium chloride-acrylamide copolymer; polyquaternary ammonium salt-7, cationic charge density: 2.59 The following are product names and specifications: "Luviquat FC 550" (vinylimidazolium trichloride-vinylpyrrolidone copolymer; polyquaternary ammonium salt-16, cationic charge density: 3.91 meq / g, Mw: 80,000), "Luviquat Excellnce" (vinylimidazolium trichloride-vinylpyrrolidone copolymer; polyquaternary ammonium salt-16, cationic charge density: 6.65 meq / g, Mw: 40,000), "Luviquat FC 370" (vinylimidazolium trichloride-vinylpyrrolidone copolymer; polyquaternary ammonium salt-16, cationic charge density: 2.48 meq / g, Mw: 100,000), and "Poiz C-60H" (vinylimidazolium trichloride-vinylpyrrolidone copolymer; polyquaternary ammonium salt-16, cationic charge density: 1). These are all product names and specifications.Examples of products manufactured include: "KP Polymer E" (methyl methacrylate ethyl trimethylammonium chloride polymer (polytetramethylammonium salt-37), cationic charge density: 4.8 meq / g, Mw: 300,000) manufactured by Kao Corporation; "Plascize L-440" and "Plascize L-440W" (methyl methacrylate ethyl dimethyl betaine-methyl methacrylate ethyl trimethylammonium chloride-methoxy polyethylene glycol methacrylate copolymer; polytetramethylammonium salt-49), "Plascize L-450" and "Plascize L-450W" (methyl methacrylate ethyl dimethyl betaine-methyl methacrylate ethyl trimethylammonium chloride-2-hydroxyethyl methacrylate copolymer; polytetramethylammonium salt-48) manufactured by Mui-Ying Chemical Industry Co., Ltd., etc.

[0028] (Component (B): Anionic Polymer) Component (B) is a polymer that can form a polyionic complex through interaction with component (A). In this specification, "anionic polymer" means a polymer having anionic groups and substantially lacking cationic and amphoteric groups. "Substantially lacking cationic and amphoteric groups" means that the molar amount of cationic and amphoteric groups relative to the anionic groups is preferably 0.1% or less.

[0029] The anionic group of component (B) is preferably an acidic group such as a carboxyl group, a sulfonic acid group, or a phosphate group. From the viewpoint of easily forming a polyionic complex through interaction with component (A) and from the viewpoint of availability, a carboxyl group is more preferred. Furthermore, at least a portion of the anionic group in component (B) can also be neutralized to become a salt.

[0030] From the viewpoint that it is easy to form a polyionic complex through interaction with component (A), the anionic charge density of component (B) is preferably 0.1 meq / g or more, more preferably 0.5 meq / g or more, and even more preferably 1.0 meq / g or more, and even more preferably 2.0 meq / g or more. From the viewpoint of the stability of the emulsion composition, it is preferably 30 meq / g or less, more preferably 20 meq / g or less, and even more preferably 15 meq / g or less. Furthermore, the anionic charge density of component (B) is preferably 0.1 meq / g or more and 30 meq / g or less, more preferably 0.5 meq / g or more and 30 meq / g or less, even more preferably 1.0 meq / g or more and 20 meq / g or less, and even more preferably 2.0 meq / g or more and 15 meq / g or less. The anionic charge density of component (B) can be calculated by multiplying (the number of moles of anionic groups per 1 g of polymer) by 1000 (meq / g). Furthermore, when at least a portion of the anionic groups of component (B) become neutral salts, the aforementioned number of moles of anionic groups also includes the number of moles of anionic groups in a salt state. Two or more polymers may also be used as component (B) in the emulsion composition. In this case, the anionic charge density of component (B) is determined by weighted averaging of the anionic charge densities of each polymer with their mixing amounts.

[0031] From the viewpoints of ease of formation of polyionic complexes, stability of emulsion compositions, improved feel when applied to hair as a hair cosmetic composition, and suppression of hair frizz under high humidity conditions, the weight-average molecular weight (Mw) of component (B) is preferably 3,000 or more, more preferably 5,000 or more, and even more preferably 10,000 or more, and preferably 50,000 or less, more preferably 40,000 or less, and even more preferably 30,000 or less. Furthermore, the weight-average molecular weight (Mw) of component (B) is preferably 3,000 or more and 50,000 or less, more preferably 5,000 or more and 40,000 or less, and even more preferably 10,000 or more and 30,000 or less. The weight-average molecular weight of component (B) can be determined by gel permeation chromatography (GPC).

[0032] Examples of carboxyl-containing polymers used as component (B) include: cellulose derivatives containing carboxyl groups, carboxyl vinyl polymers, poly(meth)acrylic acid, (meth)acrylic acid copolymers, or salts thereof. Here, "(meth)acrylic acid" means acrylic acid or methacrylic acid. Among the above, examples of carboxyl-containing cellulose derivatives include: carboxymethyl cellulose, carboxyethyl cellulose, carboxymethyl ethyl cellulose, or salts thereof. Examples of (meth)acrylic acid copolymers include: (meth)acrylic acid / maleic acid copolymer, (meth)acrylic acid / econic acid copolymer, (meth)acrylic acid / fumaric acid copolymer, (meth)acrylic acid / vinyl acetate copolymer, (meth)acrylic acid / 2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymer, acrylic acid / alkyl acrylate / (N-alkyl)acrylamide copolymer, (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymer, (acrylic acid / diacetone acrylamide) copolymer AMP, (acrylic acid / alkyl acrylate / diacetone acrylamide) copolymer AMP, (meth)acrylic acid / alkyl acrylate / polyvinylpyrrolidone copolymer, 2-ethylhexyl acrylate-methyl acrylate-acrylic acid-glycidyl methacrylate copolymer, or salts thereof. Examples of the above-mentioned (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymers include (acrylic acid / octyl acrylate) copolymers, (acrylic acid / stearic acid) copolymers, and copolymers of (meth)acrylic acid with (meth)acrylic acid alkyl esters having 1 to 24 carbon atoms, preferably 8 to 22 carbon atoms.

[0033] Component (B) may be used in one or more combinations. Among the above, from the viewpoints of ease of formation of polyionic complex, stability of emulsion composition, improved feel when applied to hair, and suppression of hair frizz under high humidity conditions, component (B) is preferably selected from one or more of the group consisting of poly(meth)acrylic acid, (meth)acrylic acid copolymers, or salts thereof, more preferably selected from one or more of the group consisting of polyacrylic acid, (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymers, or salts thereof, and even more preferably selected from one or more of the group consisting of polyacrylic acid, (acrylic acid / stearic acid) copolymers, or salts thereof.

[0034] Commercially available polymers may also be used as component (B). Specific examples include: Carbopol 980 and Carbopol 981 (carboxyvinyl polymers) manufactured by Lubrizol Advanced Materials, Inc.; ACUSOL 445G Polymer (sodium polyacrylate) manufactured by The Dow Chemical Company; Sofcare SA-37W ((acrylate / stearyl acrylate) copolymer) manufactured by Kao Corporation; Diahold ((meth)acrylate / (meth)acrylate alkyl ester copolymer) manufactured by Mitsubishi Chemical Corporation; UltraHold 8, UltraHold Strong, and UltraHold Power manufactured by BASF JAPAN Corporation; Amphomer V-42 (acrylate / alkyl acrylate / (N-alkyl)acrylamide copolymer) manufactured by National Starch Corporation; and Plascize L-53P, Plascize L-75CB, and Plascize Chemical Industries, Inc. "L-9540B", "Plascize L-6466", "Plascize L-3200B" ((acrylic acid / diacetone acrylamide) copolymer AMP or (acrylic acid / alkyl acrylate / diacetone acrylamide) copolymer AMP), "Luviflex VBM35" ((meth)acrylic acid / alkyl acrylate / polyvinylpyrrolidone copolymer) manufactured by BASF, etc.

[0035] (Component (C): Organic acid) Component (C) contributes to the stable formation of polyionic complexes in mixture A in step (1). It can be considered that, through component (C), the ionic interactions between components (A) and (B) are weakened, thereby allowing the polyionic complexes to disperse in water without agglomeration. Examples of organic acids that can be component (C) include carboxylic acid compounds and sulfonic acid compounds other than component (B). From the viewpoint of distinguishing it from component (B), component (C) is preferably a compound with a molecular weight of 500 or less, and more preferably 200 or less.

[0036] Examples of carboxylic acid compounds used as component (C) include: aliphatic monocarboxylic acids with 4 or fewer carbon atoms such as acetic acid, propionic acid, and butyric acid; aromatic monocarboxylic acids such as benzoic acid; aliphatic dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, and trans-butenedioic acid; aromatic dicarboxylic acids such as phthalic acid and isophthalic acid; polycarboxylic acids such as polyglutamic acid; hydroxycarboxylic acids such as lactic acid, malic acid, glycolic acid, hydroxyacrylic acid, glyceric acid, tartaric acid, and citric acid; and acidic amino acids such as glutamic acid and aspartic acid. One or more of these compounds may be used. Examples of sulfonic acid compounds used as component (C) include: aliphatic sulfonic acids such as methanesulfonic acid and ethanesulfonic acid; and aromatic sulfonic acids such as p-toluenesulfonic acid and naphthalenesulfonic acid. One or more of these compounds may be used.

[0037] From the viewpoint of stably forming a polyionic complex in step (1) and forming a highly stable emulsion composition through step (2), and from the viewpoint of use in cosmetic compositions, component (C) is preferably one or more selected from the group consisting of aliphatic dicarboxylic acids, hydroxycarboxylic acids, and aromatic sulfonic acids, more preferably one or more selected from the group consisting of succinic acid, lactic acid, malic acid, glycolic acid, p-toluenesulfonic acid, and naphthalenesulfonic acid, further preferably one or more selected from the group consisting of succinic acid and lactic acid, and even more preferably lactic acid. Furthermore, component (C) may also be at least partially in the state of an organic acid salt during formulation. As a salt of organic acid, from the viewpoint of use in cosmetic compositions, etc., and from the viewpoint of ease of acquisition, it is preferably an alkali metal salt or alkali metal salt of organic acid, more preferably an alkali metal salt, further preferably one or more selected from the group consisting of sodium salt and potassium salt, and even more preferably a sodium salt. From the perspectives of the ease of forming polyionic complexes, the stability of emulsion compositions, the improved feel when applied to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, the ratio of organic acid salts in component (C) is preferably 70% by mass or less, more preferably 50% by mass or less, further preferably 35% by mass or less, further preferably 20% by mass or less, further preferably 10% by mass or less, further preferably 5% by mass or less, further preferably 2% by mass or less, and may also be 0% by mass. The ratio (by mass%) of organic acid salts in component (C) referred to here means the mass converted to organic acid.

[0038] (Component (D): Water) As component (D), deionized water or distilled water is preferred. Alternatively, tap water, groundwater, etc., sterilized with hypochlorous acid or the like can also be used within the range that does not impair the stability of the emulsion composition.

[0039] In the emulsified composition, it is preferable to incorporate an ionic surfactant and an amphiphilic substance with a hydrophobic group as emulsifying components, in addition to the components (A) to (D) used in step (1). Especially when the emulsified composition is used as a hair cosmetic composition, particularly as a conditioner, hair treatment agent, or hair styling agent, from the viewpoint of improving the feel when applied to the hair and further enhancing the feel of the treated hair, the ionic surfactant is preferably a cationic surfactant, and the amphiphilic substance with a hydrophobic group is preferably a higher alcohol. That is, the emulsified composition preferably contains component (E): a cationic surfactant and component (F): a higher alcohol as emulsifying components. Furthermore, component (G): an oil and component (H): an aqueous medium can be incorporated into the emulsified composition as arbitrary components.

[0040] (Component (E): Cationic surfactant) The cationic surfactant as component (E) is an emulsion-forming component contained in the oil phase of the emulsion composition. Examples of cationic surfactants include: (i) alkyl trimethylammonium salt, (ii) alkoxyalkyl trimethylammonium salt, (iii) dialkyl dimethylammonium salt, (iv) alkylamide alkyl trimethylammonium salt, (v) alkyl dimethylamine and its salt, (vi) alkoxyalkyl dimethylamine and its salt, and (vii) alkylamide alkyl dimethylamine and its salt, etc.

[0041] As (i) alkyltrimethylammonium salt, examples are preferably alkyltrimethylammonium salts having an alkyl group having 12 or more carbon atoms and less, more preferably having 16 or more carbon atoms and less. Specifically, examples include: cetirium chloride, steartrimonium chloride, behentrimonium chloride, etc. As (ii) alkoxyalkyltrimethylammonium salt, examples are preferably alkoxyalkyltrimethylammonium salts having an alkoxy group having 12 or more carbon atoms and less, more preferably having 16 or more carbon atoms and less than 20. Specifically, examples include: stearoxypropyltrimethylammonium chloride, stearoxyethyltrimethylammonium chloride, stearoxyhydroxypropyltrimethylammonium chloride, etc. As for (iii) dialkyl dimethylammonium salts, examples are preferably dialkyl dimethylammonium salts having an alkyl group having 12 to 22 carbon atoms, more preferably 16 to 20 carbon atoms, specifically, examples include distearate dimethylammonium chloride. As for (iv) alkylamide alkyl trimethylammonium salts, examples are alkylamide alkyl trimethylammonium salts having an alkyl group having 11 to 21 carbon atoms, more preferably 13 to 19 carbon atoms, specifically, examples include palmitamido propyl trimonium chloride.

[0042] (v) alkyl dimethylamine, (vi) alkoxyalkyl dimethylamine, and (vii) alkylamide alkyl dimethylamine react with an acid to form a tertiary amine salt, thereby becoming a cationic surfactant. Preferably, the alkyl group in (v) alkyl dimethylamine and its salt, and the alkoxy group in (vi) alkoxyalkyl dimethylamine and its salt, has 12 to 22 carbon atoms, more preferably 16 to 20 carbon atoms. Preferably, the alkyl group in the alkylamide portion of (vii) alkylamide alkyl dimethylamine and its salt has 11 to 21 carbon atoms, more preferably 15 to 19 carbon atoms.

[0043] The amines (v) to (vii) can be reacted with acids beforehand and formulated into the emulsion composition as salts. Alternatively, they can be directly formulated into the emulsion composition as amines, and then acids can be incorporated into the emulsion composition to form salts in the composition. Therefore, the above-mentioned amines and their salts are defined here as cationic surfactants. Furthermore, their content or formulation amount is calculated based on the mass of the above-mentioned amines. Salts of amines (v) to (vii) can be examples of salts of organic or inorganic acids. Examples of organic acids include: monocarboxylic acids such as acetic acid and propionic acid; dicarboxylic acids such as malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, and phthalic acid; polycarboxylic acids such as polyglutamic acid; hydroxycarboxylic acids such as glycolic acid, lactic acid, hydroxyacrylic acid, glyceric acid, malic acid, tartaric acid, and citric acid; and acidic amino acids such as glutamic acid and aspartic acid. Examples of inorganic acids include hydrochloric acid, sulfuric acid, and phosphoric acid. Among these, organic acids are preferred, and more preferably, one or more acids selected from the group consisting of dicarboxylic acids, hydroxycarboxylic acids, and acidic amino acids. As a dicarboxylic acid, one or more acids selected from the group consisting of maleic acid and succinic acid are preferred. As a hydroxycarboxylic acid, one or more acids selected from the group consisting of glycolic acid, lactic acid, and malic acid are preferred. As an acidic amino acid, glutamic acid is preferred.

[0044] Examples of (v) alkyl dimethylamine and its salts include: N,N-dimethylbenzylamine, N,N-dimethylstearylamine, and organic acid salts thereof, preferably lactate of N,N-dimethylbenzylamine, glycolate of N,N-dimethylstearylamine, etc.

[0045] As (vi) alkoxyalkyl dimethylamine and its salts, examples include: N,N-dimethyl-3-hexadecyloxypropylamine, N,N-dimethyl-3-octadecyloxypropylamine (stearyloxypropyl dimethylamine), and organic acid salts thereof, preferably N,N-dimethyl-3-hexadecyloxypropylamine or its lactate, N,N-dimethyl-3-octadecyloxypropylamine (stearyloxypropyl dimethylamine) or its lactate.

[0046] Examples of (vii) alkyl amides and their salts include: N-[3-(dimethylamino)propyl]docosahexamine, N-[3-(dimethylamino)propyl]stearoylamine, and their organic acid salts, preferably lactate of N-[3-(dimethylamino)propyl]docosahexamine or glycolate of N-[3-(dimethylamino)propyl]stearoylamine.

[0047] One or more ingredients (E) may be used. Of the above, as ingredient (E), from the viewpoint of further improving the feel of the emulsified composition when applied to the hair as a hair cosmetic composition, preferably as a conditioner, hair treatment agent, or hair styling agent, and the feel of the treated hair, it is preferable to select one or more from the group consisting of (i) alkyltrimethylammonium salt, (ii) alkoxyalkyltrimethylammonium salt, (iii) dialkyldimethylammonium salt, (iv) alkylamide alkyltrimethylammonium salt, (v) alkyldimethylamine and its salts, (vi) alkoxyalkyldimethylamine and its salts, and (vii) alkylamide alkyldimethylamine and its salts, more preferably selected from (ii) alkoxy... It is selected from one or more of the group consisting of (v) alkyltrimethylammonium and (v) alkyldimethylamine and their salts, and more preferably from one or more of the group consisting of stearoxypropyltrimethylammonium chloride, stearoxyethyltrimethylammonium chloride, stearoxyhydroxypropyltrimethylammonium chloride, N,N-dimethyl-3-hexadecyloxypropylamine or its lactate, and N,N-dimethyl-3-octadecyloxypropylamine (stearoxypropyldimethylamine) or its lactate, and more preferably from one or more of the group consisting of stearoxypropyltrimethylammonium chloride, and N,N-dimethyl-3-octadecyloxypropylamine (stearoxypropyldimethylamine) or its lactate.

[0048] (Component (F): Higher Alcohol) The higher alcohol as component (F) is an emulsifying component contained in the oil phase of the emulsified composition. Examples of component (F) include aliphatic monohydric alcohols with 12 or more carbon atoms, preferably 12 or more carbon atoms but less than 22 carbon atoms. Examples of such higher alcohols include one or more selected from the group consisting of lauryl alcohol, cetyl alcohol, myristyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanool, betaine alcohol, and cetearyl alcohol. Among the above, from the viewpoint of further improving the feel of the hair when the emulsified composition is applied to the hair as a hair cosmetic composition, preferably as a conditioner, hair treatment agent, or hair styling agent, and the feel of the treated hair, it is preferable to select one or more selected from the group consisting of cetyl alcohol, myristyl alcohol, stearyl alcohol, and betaine alcohol, and more preferably stearyl alcohol.

[0049] (Component (G): Oil) The oil used as component (G) is any component other than component (F) contained in the oil phase of the emulsified composition. Component (G) may be formulated into an oil phase component containing the emulsion-forming component described above, or it may be formulated as other oil phase components. Examples of component (G) include: (a) polysiloxane oil, (b) ester oil, (c) ether oil, (d) hydrocarbon oil, (e) higher fatty acids, (f) waxes, etc., of which one or more may be used.

[0050] As (a) polysiloxane oil, it is preferably selected from one or more of the group consisting of dimethyl polysiloxane (dimethicone), polydimethylsiloxane alcohol (dimethyl polysiloxane with hydroxyl groups at the end), methylphenyl polysiloxane, and modified polysiloxane. Examples of modified polysiloxanes include: amino-modified polysiloxanes (such as amino-terminated polydimethylsiloxanes, which are dimethyl polysiloxanes with amino groups), polyether-modified polysiloxanes, amino-polyether-modified polysiloxanes (polysiloxanes with amino groups and polyether structures), glycerol-modified polysiloxanes, carboxyl-modified polysiloxanes, fatty acid-modified polysiloxanes, alcohol-modified polysiloxanes, aliphatic alcohol-modified polysiloxanes, epoxy-modified polysiloxanes, fluorine-modified polysiloxanes, and alkyl-modified polysiloxanes. From the viewpoint of further improving the feel of the hair when the emulsified composition is applied to the hair as a hair cosmetic composition, preferably as a conditioner, hair treatment agent, or hair styling agent, and the feel of the treated hair, (a) the polysiloxane oil is preferably selected from one or more of the group consisting of dimethylpolysiloxane, polydimethylsiloxane alcohol, methylphenylpolysiloxane, and modified polysiloxane, more preferably selected from one or more of the group consisting of dimethylpolysiloxane, polydimethylsiloxane alcohol, amino-modified polysiloxane, polyether-modified polysiloxane, and amino-polyether-modified polysiloxane, and even more preferably selected from one or more of the group consisting of dimethylpolysiloxane, amino-modified polysiloxane, and amino-polyether-modified polysiloxane.

[0051] As for (b) ester oil, examples include synthetic ester oils, natural oils, etc., such as esters of monocarboxylic acids and monohydric alcohols, esters of monocarboxylic acids and polyhydric alcohols, and esters of polycarboxylic acids and monohydric alcohols.

[0052] As an ester of a monocarboxylic acid and a monohydric alcohol, an ester represented by the following general formula (1) can be cited as an example. R 1-COO-R 2 (1) In general formula (1), R 1 represents a straight-chain or branched alkyl or alkenyl group with 1 to 25 carbon atoms that can be substituted by a hydroxyl group, or an aromatic hydrocarbon group with 6 to 24 carbon atoms, and R 2 represents a straight-chain or branched alkyl or alkenyl group with 1 to 30 carbon atoms.

[0053] When R1 is an alkyl or alkenyl group, the number of carbon atoms is preferably 7 or more, and preferably 23 or less, more preferably 21 or less, further preferably 19 or less, and further preferably 17 or less. When R1 is a hydrocarbon group containing an aromatic group, the number of carbon atoms is preferably 6 or more, and preferably 22 or less, and more preferably 20 or less. The number of carbon atoms in R2 is preferably 2 or more, and preferably 28 or less, more preferably 24 or less, and further preferably 20 or less. Further preferably, in general formula (1), R1 is a straight-chain or branched alkyl group with 7 or more but less than 17 carbon atoms, and R2 is an ester of a straight-chain or branched alkyl group with 2 or more but less than 24 carbon atoms.

[0054] As a specific example of an ester represented by general formula (1), examples include cetyl isooctanoate, stearyl isooctanoate, isononyl isononanoate, isotraceratyl isononanoate, hexyl laurate, isostearyl laurate, butyl myristate, isopropyl myristate, decyl myristate, isotraceratyl myristate, isocetyl myristate, isostearyl myristate, 2-octyl dodecyl myristate, isopropyl palmitate, and 2-ethylhexyl palmitate. One or more of the group consisting of esters, isostearyl palmitate, 2-hexyldecyl palmitate, 2-ethylhexyl stearate, 2-hexyldecyl stearate, isopropyl isostearate, 2-hexyldecyl isostearate, ethyl oleate, isodecyl oleate, oleic acid ester, octyl dodecyl oleate, ethyl linoleate, isopropyl linoleate, lanolin acetate, castor oil fatty acid methyl ester (methyl ricinoleate), and alkyl benzoate (alkyl group having 12 to 15 carbon atoms).

[0055] As an ester of a monocarboxylic acid and a monohydric alcohol, an ester represented by the following general formula (2) can also be cited as an example. R 3-COO-(AO) nR 4 (2) In general formula (2), R 3 represents a straight-chain or branched alkyl or alkenyl group with 1 to 25 carbon atoms that can be substituted by a hydroxyl group, and R 4 represents an aromatic hydrocarbon group with 6 to 24 carbon atoms. AO represents an alkoxy group with 2 to 4 carbon atoms, and n represents an average addition mole number of 1 to 50. R 3 is preferably an alkyl group with 7 or more carbon atoms, and more preferably 23 or less, more preferably 21 or less, and even more preferably 19 or less. R 4 is preferably an aromatic hydrocarbon group with 6 or more carbon atoms, and more preferably 22 or less, more preferably 20 or less, and even more preferably 18 or less, and even more preferably benzyl. The AO group is preferably propoxy, and n is preferably 1 to 10, more preferably 1 to 5. Specific examples of esters represented by general formula (2) include: esters of myristic acid and benzyl alcohol in propylene oxide 3-molar adduct (Crodamol STS manufactured by Croda), esters of 2-ethylhexanoic acid and benzyl alcohol in propylene oxide 3-molar adduct (Crodamol SFX manufactured by Croda), etc.

[0056] As an ester of a monocarboxylic acid and a polyol, an ester represented by the following general formula (3) can be cited as an example. R 5-(OCOR 6) p (3) In general formula (3), R 5 represents a polyol residue, preferably a hydrocarbon group with 2 to 10 carbon atoms, R 6 represents a monocarboxylic acid residue with 1 to 25 carbon atoms, and p represents an integer of 2 to 10. Furthermore, R 5 may also have an ether bond, preferably a straight-chain or branched hydrocarbon group with 2 to 10 carbon atoms. Also, p is the same number as the hydroxyl groups present in the above-mentioned polyol. R 6 preferably has 7 or more carbon atoms, and for the same reason as above, preferably 23 or less, more preferably 21 or less, and even more preferably 19 or less alkyl groups. Furthermore, more preferably, in general formula (3), R 5 is a glycerol residue or a pentaerythritol residue, and R 6 is an alkyl group with 7 to 19 carbon atoms.

[0057] Specific examples of esters represented by general formula (3) include: propylene glycol didecanoate, propylene glycol dioleate, neopentyl glycol didecanoate, neopentyl glycol di(2-ethylhexanoate), propylene glycol di(octanoate / decanoate), propylene glycol diisostearate, ethylene glycol di(2-ethylhexanoate), glyceryl tri(octanoate / decanoate), glyceryl tri(2-ethylhexanoate), glyceryl tri(2-heptylundecanoate), trimethylolpropane tri(2-ethylhexanoate), trimethylolpropane triisostearate, pentaerythritol tetra(2-ethylhexanoate), and natural oils. Examples of natural oils include: triglycerides of pear oil, olive oil, sesame oil, rice bran oil, safflower oil, soybean oil, corn oil, rapeseed oil, castor oil, cottonseed oil, and mink oil.

[0058] As an ester of a polycarboxylic acid and a monohydric alcohol, an ester represented by the following general formula (4) can also be cited. R 7-(COOR 8) q (4) In general formula (4), R 7 is a polycarboxylic acid residue with 2 to 10 carbon atoms, R 8 represents a monohydric alcohol residue with 1 to 24 carbon atoms, and q is an integer of 2 to 10. Also, q is the same number of carboxyl groups as the polycarboxylic acid described above. R 8 is preferably 3 or more carbon atoms, more preferably 6 or more carbon atoms, and, in the same viewpoint as above, preferably 22 or less, more preferably 20 or less, and even more preferably 18 or less. Even more preferably, in general formula (4), R 7 is a trimellitic acid residue, and R 8 is an ester of a branched alkyl group with 6 to 18 carbon atoms.

[0059] Specific examples of esters represented by general formula (4) include: diisostearate malate, di(2-ethylhexyl) succinate, diisobutyl adipate, di(2-heptylundecyl) adipate, di(2-ethylhexyl) sebacate, diisopropyl sebacate, tri(2-ethylhexyl) trimellitate, etc.

[0060] Among these, from the viewpoint of further improving the feel of the emulsified composition when applied to hair as a hair cosmetic composition, preferably as a conditioner, hair treatment, or hair styling agent, and the feel of the treated hair, it is preferred to be an ester of a monocarboxylic acid and a monohydric alcohol represented by general formula (1), an ester of a monocarboxylic acid and a polyhydric alcohol represented by general formula (3), or an ester of a polycarboxylic acid and a monohydric alcohol represented by general formula (4), and more preferably one or more selected from the group consisting of the following esters: in general formula (1), R1 is a straight-chain or branched alkyl group having 7 to 17 carbon atoms, and R2 is a straight-chain or branched alkyl group having 2 to 24 carbon atoms; in general formula (3), R5 is a glycerol residue, and R6 is an alkyl group having 7 to 19 carbon atoms; and in general formula (4), R7 is a trimellitic acid residue, R 8 is an ester of a branched alkyl group with 6 to 18 carbon atoms.

[0061] Examples of (c) ether oils include dialkyl ether compounds represented by the following general formula (5) or polyoxyalkylene ether compounds represented by the following general formula (6). R 9-OR 10 (5) In general formula (5), R 9 and R 10 independently represent straight-chain or branched alkyl or alkenyl groups having 6 to 22 carbon atoms, or aromatic hydrocarbon groups having 6 to 24 carbon atoms. From the viewpoint of further improving the feel of the emulsified composition when applied to hair as a hair cosmetic composition, preferably as a conditioner, hair treatment agent, or hair styling agent, and the feel of the treated hair, R 9 and R 10 are preferably alkyl groups, preferably having 8 or more carbon atoms, and preferably 18 or less, more preferably 16 or less, and even more preferably 12 or less.

[0062] R 11-O-(PO) r(EO) sH (6) In general formula (6), R 11 represents an alkyl or alkenyl group with 6 to 22 carbon atoms, PO represents an alkylpropoxy group, and EO represents an alkylethoxy group. r represents the average addition mole number with 0.1 to 15, and s represents the average addition mole number with 0 to 10. When s is not 0, the addition form of PO and EO can be random or block. The number of carbon atoms in R 11 is preferably 8 or more, and preferably 20 or less, more preferably 18 or less, and even more preferably 12 or less. From the viewpoint of further improving the feel of the emulsified composition when applied to hair as a hair cosmetic composition, preferably as a conditioner, hair treatment agent, or hair styling agent, and the feel of the treated hair, the average addition mole number r is preferably 1 or more, more preferably 2 or more, and even more preferably 3 or more, and preferably 13 or less, more preferably 10 or less; the average addition mole number s is preferably 5 or less, more preferably 1 or less, and even more preferably 0. As a polyoxyalkylene ether compound represented by general formula (6), it is preferably one or more selected from the group consisting of polyoxypropylene octyl ether, polyoxypropylene decyl ether, and polyoxypropylene lauryl ether, with an average addition mole number r of 3 or more and 10 or less for polypropylene glycol and propoxy.

[0063] Examples of (d) hydrocarbon oils include: squalene, squalane, liquid paraffin, liquid isoparaffin, isohexadecane, isoeicosane, hydrogenated polyisobutylene, light liquid isoparaffin, heavy liquid isoparaffin, α-olefin oligomers, cyclic paraffins, etc.

[0064] As (e) higher fatty acids, examples include fatty acids with 8 or more carbon atoms, preferably 12 or more carbon atoms, such as: decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, benzyl acid, oleic acid, coconut oil fatty acid, lanolin fatty acid, isostearic acid, isopalmitic acid, etc.

[0065] As for (f) waxes, examples include: beeswax, whale wax, lanolin, carnauba wax, etc.

[0066] The oil used as component (G) may be one or more of the above-mentioned types. From the viewpoint of further improving the feel of the emulsified composition when applied to hair as a hair cosmetic composition, preferably as a conditioner, hair treatment, or hair styling agent, and the feel of the treated hair, it is preferable to select one or more types selected from the group consisting of (a) polysiloxane oil, (b) ester oil, (d) hydrocarbon oil, and (e) higher fatty acids; more preferably, it includes one or more types selected from the group consisting of (a) polysiloxane oil and (e) higher fatty acids; and even more preferably, it includes a mixture selected from dimethylpolysiloxane, polydimethylsiloxane alcohol, methylphenylpolysiloxane, modified polysiloxane, and fatty acids having 12 or more carbon atoms. The group consisting of one or more of the following, more preferably including one or more of the following: dimethylpolysiloxane, polydimethylsiloxane alcohol, amino-modified polysiloxane, polyether-modified polysiloxane, amino-polyether-modified polysiloxane, lauric acid, myristic acid, palmitic acid, stearic acid, benzyl acid, oleic acid, coconut oil fatty acid, lanolin fatty acid, isostearic acid, and isopalmitic acid; more preferably including one or more of the following: dimethylpolysiloxane, amino-modified polysiloxane, amino-polyether-modified polysiloxane, and lanolin fatty acid; more preferably including dimethylpolysiloxane, amino-modified polysiloxane, and lanolin fatty acid.

[0067] (Component (H): Aqueous Medium) The aqueous medium of component (H) refers to an aqueous medium other than water. Component (H) is a component contained in the aqueous phase of the emulsion composition, and may also be formulated into the oil phase containing emulsion-forming components. Examples of component (H) include: lower alcohols such as ethanol and isopropanol; low molecular weight diols and triols with 6 or fewer carbon atoms such as 1,3-butanediol, glycerol, ethylene glycol, propylene glycol, and dipropylene glycol. One or more of these may be used.

[0068] (Formulation Amount) From the viewpoints of stability of the emulsion composition, improved feel when applied to hair, and suppression of hair frizz under high humidity conditions, the formulation amount or content of each component in the emulsion composition is preferably as follows.

[0069] From the viewpoints of the ease of forming polyion complexes, the improved feel when applying the obtained emulsified composition to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, the amount of component (A) in the emulsified composition is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, and even more preferably 0.03% by mass or more, out of 100% by mass of the total emulsified composition. Furthermore, from the viewpoint of improving the emulsification state and improving the application feel when applying the obtained emulsified composition to hair as a hair cosmetic composition, it is preferably less than 0.50% by mass, more preferably less than 0.30% by mass, and even more preferably less than 0.20% by mass. Furthermore, the amount of component (A) in the emulsified composition is as follows: in 100% by mass of the total emulsified composition, it is preferably 0.01% by mass or more but less than 0.50% by mass, more preferably 0.02% by mass or more but less than 0.30% by mass, and even more preferably 0.03% by mass or more but less than 0.20% by mass.

[0070] From the viewpoints of the ease of forming polyion complexes, the improved feel when applying the obtained emulsified composition to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, the amount of component (B) in the emulsified composition is preferably 0.010% by mass or more, and more preferably 0.015% by mass or more, out of 100% by mass of the total amount of the emulsified composition. Furthermore, from the viewpoint of improving the emulsification state and making the application feel of the obtained emulsified composition to hair as a hair cosmetic composition more pleasant, it is preferably less than 0.50% by mass, more preferably less than 0.30% by mass, further preferably less than 0.20% by mass, further preferably less than 0.15% by mass, and further preferably less than 0.10% by mass. Furthermore, the amount of component (B) in the emulsifying composition is as follows: in 100% by mass of the total emulsifying composition, it is preferably 0.010% by mass or more but less than 0.50% by mass, more preferably 0.010% by mass or more but less than 0.30% by mass, further preferably 0.015% by mass or more but less than 0.20% by mass, further preferably 0.015% by mass or more but less than 0.15% by mass, and further preferably 0.015% by mass or more but less than 0.10% by mass.

[0071] From the viewpoint of the stability of the emulsion composition, the total amount of component (A) and component (B) in the emulsion composition is less than 1.0% by mass of 100% of the total amount of the emulsion composition, preferably 0.9% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0.3% by mass or less. Furthermore, from the viewpoint of suppressing hair frizz under high humidity conditions when the obtained emulsion composition is used as a hair cosmetic composition, it is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and even more preferably 0.05% by mass or more. Furthermore, the total amount of component (A) and component (B) in the emulsion composition is less than 1.0% by mass in 100% of the total amount of the emulsion composition, preferably 0.01% by mass or more and 0.9% by mass, more preferably 0.03% by mass or more and 0.9% by mass, further preferably 0.05% by mass or more and 0.9% by mass, further preferably 0.05% by mass or more and 0.5% by mass, and further preferably 0.05% by mass or more and 0.3% by mass.

[0072] From the viewpoint of improving the emulsification state and improving the feel when applied to hair when used as a hair cosmetic composition, the total amount of component (A) and component (B) in the emulsified composition is as follows: the molar ratio of the cationic charge of component (A) to the molar ratio of the anionic charge of component (B) is preferably 5 / 95 to 95 / 5, more preferably 10 / 90 to 90 / 10, further preferably 20 / 80 to 80 / 20, further preferably 20 / 80 to 60 / 40, and further preferably 40 / 60 to 60 / 40.

[0073] From the viewpoint that it is easy to form polyionic complexes, the amount of component (C) in the emulsion composition is as follows: in 100% by mass of the total amount of the emulsion composition, it is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, further preferably 0.03% by mass or more, further preferably 0.05% by mass or more, further preferably 0.1% by mass or more, further preferably 0.2% by mass or more, further preferably 0.3% by mass or more. Furthermore, from the viewpoint of easily forming polyionic complexes and improving the stability of the emulsion composition obtained through step (2-1) or (2-2), the amount of component (C) in the emulsion composition is as follows: preferably 5.0% by mass or less, more preferably 3.0% by mass or less, further preferably 2.0% by mass or less, further preferably 1.5% by mass or less, and further preferably 1.2% by mass or less. Furthermore, the amount of component (C) in the emulsifying composition is preferably 0.01% to 5.0% by mass, more preferably 0.02% to 5.0% by mass, further preferably 0.03% to 5.0% by mass, further preferably 0.05% to 3.0% by mass, further preferably 0.1% to 2.0% by mass, further preferably 0.2% to 1.5% by mass, and further preferably 0.3% to 1.2% by mass. Where the emulsifying composition contains any one of (v) alkyl dimethylamine and its salt, (vi) alkoxyalkyl dimethylamine and its salt, and (vii) alkylamide alkyl dimethylamine and its salt as component (E), the amount of component (C) in the emulsifying composition may exceed 5.0% by mass. The reason is that component (C) exists as a counterion to the aforementioned amine, thereby expecting to improve the stability of the emulsion composition and the feel when applied to hair as a hair cosmetic composition.

[0074] Furthermore, when component (C) is prepared in the form of an organic acid salt, the amount of component (C) prepared is the amount converted into the amount of organic acid. Also, the amount of component (C) prepared is the total amount prepared in steps (1) and (2-1) or (2-2).

[0075] From the viewpoint of the ease of forming polyionic complexes and the viewpoint of improving the emulsification state, the amount of component (D) in the emulsion composition is preferably 10% by mass or more, more preferably 20% by mass or more, further preferably 30% by mass or more, further preferably 40% by mass or more, further preferably 50% by mass or more, further preferably 60% by mass or more, further preferably 70% by mass or more, and further preferably 80% by mass or more. Furthermore, from the viewpoint of the stability of the obtained emulsion composition and the degree of freedom in formulation, the amount of component (D) in the emulsion composition is preferably 99% by mass or less, more preferably 95% by mass or less, and further preferably 90% by mass or less. Furthermore, the amount of component (D) in the emulsified composition is as follows: 10% to 99% by mass, more preferably 20% to 99% by mass, further preferably 30% to 99% by mass, further preferably 40% to 95% by mass, further preferably 50% to 95% by mass, further preferably 60% to 95% by mass, further preferably 70% to 95% by mass, and further preferably 80% to 90% by mass. The above-mentioned amount of component (D) is the total amount in steps (1) and (2-1) or (2-2).

[0076] When the emulsified composition is used as a hair cosmetic composition, preferably as a conditioner, hair treatment, or hair styling agent, from the viewpoint of further improving the feel when applied to hair and the feel of the treated hair, the amount of component (E): cationic surfactant in the emulsified composition is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.5% by mass or more, and even more preferably 1.0% by mass or more, out of 100% by mass of the total amount of the emulsified composition. Furthermore, from the viewpoint of the stability of the obtained emulsified composition, the amount of component (E): cationic surfactant in the emulsified composition is preferably 10% by mass or less, more preferably 5.0% by mass or less, and even more preferably 3.5% by mass or less. Furthermore, the amount of component (E) in the emulsified composition is as follows: preferably 0.1% by mass or more and 10% by mass or less, more preferably 0.2% by mass or more and 5.0% by mass or less, further preferably 0.5% by mass or more and 5.0% by mass or less, and further preferably 1.0% by mass or more and 3.5% by mass or less.

[0077] When the emulsified composition is used as a hair cosmetic composition, preferably as a conditioner, hair treatment, or hair styling agent, from the viewpoint of further improving the feel when applied to the hair and the feel of the treated hair, the amount of component (F): higher alcohol in the emulsified composition is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, further preferably 0.5% by mass or more, and further preferably 1.0% by mass or more, out of 100% by mass of the total amount of the emulsified composition. Furthermore, from the viewpoint of the stability of the obtained emulsified composition, the amount of component (F): higher alcohol in the emulsified composition is preferably 15% by mass or less, more preferably 12% by mass or less, and further preferably 10% by mass or less. Furthermore, the amount of component (F) in the emulsified composition is as follows: preferably 0.1% by mass or more and 15% by mass or less, more preferably 0.2% by mass or more and 12% by mass or less, further preferably 0.5% by mass or more and 12% by mass or less, and further preferably 1.0% by mass or more and 10% by mass or less.

[0078] Regarding the ingredient (G): In the case of an oil-based emulsion composition, the amount of ingredient (G) in the emulsion composition, when used as a hair cosmetic composition, preferably as a conditioner, hair treatment, or hair styling agent, is, from the viewpoint of further improving the feel when applied to the hair and the feel of the treated hair, preferably 0.1% by mass or more, more preferably 0.2% by mass or more, further preferably 0.5% by mass or more, and further preferably 1.0% by mass or more, out of 100% by mass of the total emulsion composition. Furthermore, from the viewpoint of improving the usability of the resulting emulsion composition, the amount is preferably 20% by mass or less, more preferably 10% by mass or less, and further preferably 8.0% by mass or less. Furthermore, the amount of component (G) in the emulsified composition is as follows: preferably 0.1% by mass or more and 20% by mass or less, more preferably 0.2% by mass or more and 10% by mass or less, further preferably 0.5% by mass or more and 10% by mass or less, and further preferably 1.0% by mass or more and 8.0% by mass or less.

[0079] When using an aqueous medium as component (H), from the viewpoint of dispersing the components of the emulsion, the amount of component (H) in the emulsion composition is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, further preferably 0.5% by mass or more, further preferably 1.0% by mass or more, and preferably 10% by mass or less, more preferably 5.0% by mass or less, further preferably 3.0% by mass or less. Furthermore, the amount of component (H) in the emulsion composition is preferably 0.1% by mass or more and 10% by mass or less, more preferably 0.2% by mass or more and 5.0% by mass or less, further preferably 0.5% by mass or more and 5.0% by mass or less, further preferably 1.0% by mass or more and 3.0% by mass or less.

[0080] In addition, anionic surfactants, nonionic surfactants, amphoteric surfactants, aromatic alcohols, antioxidants, anti-dandruff agents, vitamins, bactericides, anti-inflammatory agents, preservatives, chelating agents, moisturizers, pearlescent agents, cerebrosides, fragrances, plant extracts, ultraviolet absorbers, pH adjusters, etc. may be formulated into the emulsified composition.

[0081] (pH value) In view of improving the feel of the emulsified composition when applied to hair, the pH value of a 5% aqueous solution of the emulsified composition at 25°C is preferably 2.0 or higher, more preferably 3.0 or higher, and more preferably 10.0 or lower, more preferably 7.0 or lower, and even more preferably 5.0 or lower. The pH value of the 5% aqueous solution of the emulsified composition at 25°C is the value measured using a pH meter when a 5% aqueous solution is prepared by adding water to the emulsified composition.

[0082] Hereinafter, the method for manufacturing the emulsified composition of the present invention will be described.

[0083] <Step (1): Preparation of Mixture A> In step (1), the above-mentioned components (A) to (D) are mixed to prepare mixture A containing components (A) to (D). By performing step (1), mixture A containing a polyionic complex formed by components (A) and components (B) can be obtained. The components (A) to (D) and their details, as well as the preferred state, are as described above.

[0084] In the preparation of mixture A, there is no particular restriction on the mixing order of components (A) to (D). For example, components (A) to (C) can be added to component (D) simultaneously for mixing. From the viewpoint of the ease of forming polyionic complexes and the viewpoint of forming a more homogeneous polyionic complex in component (D), it is preferable to first add components (A) and (C) to component (D) for mixing, and then add component (B) for mixing. There is no particular restriction on the temperature during the mixing of components (A) to (D) in step (1). From the viewpoint of improving the dispersibility of components (A) and (B) and the ease of forming polyionic complexes, it is preferable to be 40°C or higher, more preferably 45°C or higher, and even more preferably 50°C or higher. From the viewpoint of suppressing the thermal degradation of the formulation components, it is preferable to be 90°C or lower, more preferably 80°C or lower, even more preferably 70°C or lower, and even more preferably 65°C or lower. Furthermore, the mixing temperature of components (A) to (D) in step (1) is preferably 40°C or higher and 90°C or lower, more preferably 45°C or higher and 80°C or lower, even more preferably 50°C or higher and 70°C or lower, and even more preferably 50°C or higher and 65°C or lower.

[0085] There is no particular limitation on the mixing time of components (A) to (D) in step (1). From the viewpoint of improving the emulsification state, it is preferable to be more than 1 minute, more preferably more than 3 minutes, and from the viewpoint of productivity, it is preferable to be less than 1 hour.

[0086] The mixing of components (A) to (D) in step (1) can be carried out using a known emulsifier or mixing device such as a high-pressure emulsifier, an ultrasonic emulsifier, or a homogenizer.

[0087] The mixture A obtained in step (1) may be a transparent solution, but is preferably in a suspension state. It can be considered that in the suspension state of mixture A, the polyionic complex formed by component (A) and component (B) is insoluble, precipitates in the solution, and is uniformly dispersed. Furthermore, it can be considered that if mixture A in a suspension state is used in step (2-1) or (2-2), the resulting emulsion composition also maintains a stable polyionic complex state, and the stability of the emulsion composition, the feel when applied to hair, and the effect of suppressing hair frizz under high humidity conditions are further improved.

[0088] In the mixture A prepared in step (1), the preferred proportions of each component are within the following range.

[0089] From the viewpoints of the ease of forming polyionic complexes, the improved feel when the obtained emulsified composition is applied to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, the amount of component (A) in mixture A is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and even more preferably 0.05% by mass or more, out of 100% by mass of the total amount of mixture A. Furthermore, from the viewpoint of improving the emulsification state, the amount of component (A) in mixture A is preferably less than 10% by mass, more preferably less than 5% by mass, even more preferably less than 1% by mass, and even more preferably less than 0.5% by mass. Furthermore, the amount of component (A) in mixture A is as follows: in 100% by mass of the total amount of mixture A, it is preferably 0.01% by mass or more but less than 10% by mass, more preferably 0.03% by mass or more but less than 5% by mass, even more preferably 0.03% by mass or more but less than 1% by mass, and even more preferably 0.05% by mass or more but less than 0.5% by mass.

[0090] From the viewpoints of the ease of forming polyionic complexes, the improved feel when the obtained emulsified composition is applied to hair as a hair cosmetic composition, and the suppression of hair frizz under high humidity conditions, the amount of component (B) in mixture A is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, and even more preferably 0.05% by mass or more, out of 100% by mass of the total amount of mixture A. Furthermore, from the viewpoint of improving the emulsification state, the amount of component (B) in mixture A is preferably less than 5% by mass, more preferably less than 3% by mass, even more preferably less than 1% by mass, and even more preferably less than 0.3% by mass. Furthermore, the amount of component (B) in mixture A is as follows: in 100% by mass of the total amount of mixture A, it is preferably 0.01% by mass or more but less than 5% by mass, more preferably 0.01% by mass or more but less than 3% by mass, further preferably 0.02% by mass or more but less than 1% by mass, further preferably 0.02% by mass or more but less than 0.3% by mass, and further preferably 0.05% by mass or more but less than 0.3% by mass.

[0091] From the viewpoint of the ease of forming polyionic complexes, the amount of component (C) in mixture A is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, and even more preferably 0.05% by mass or more, out of 100% by mass of the total amount of mixture A. Furthermore, from the viewpoint of easily preparing mixture A into a suspension, the amount of component (C) in mixture A is preferably less than 10% by mass, more preferably less than 6% by mass, even more preferably less than 1% by mass, even more preferably less than 0.75% by mass, and even more preferably less than 0.30% by mass. Furthermore, the amount of component (C) in mixture A is as follows: in 100% by mass of the total amount of mixture A, it is preferably 0.01% by mass or more but less than 10% by mass, more preferably 0.01% by mass or more but less than 6% by mass, further preferably 0.03% by mass or more but less than 1% by mass, further preferably 0.05% by mass or more but less than 0.75% by mass, and further preferably 0.05% by mass or more but less than 0.30% by mass. Moreover, the amount of component (C) used in the preparation of mixture A in step (1) can be a portion of the component (C) contained in the resulting emulsion composition.

[0092] From the viewpoint of improving the feel of hair when the obtained emulsified composition is applied to hair as a hair cosmetic composition, and from the viewpoint of suppressing hair frizz under high humidity conditions, the mass ratio of the total amount of component (A) and component (B) to the amount of component (C) in mixture A [(A+B) / C] is preferably 1 / 0.10 to 1 / 20, more preferably 1 / 0.15 to 1 / 15, further preferably 1 / 0.20 to 1 / 10, further preferably 1 / 0.20 to 1 / 8, and further preferably 1 / 0.22 to 1 / 4.

[0093] From the viewpoint of the ease of forming polyionic complexes and the viewpoint of improving the emulsification state, the amount of component (D) in mixture A is preferably 50% or more, more preferably 60% or more, further preferably 70% or more, and further preferably 80% or more, out of a total mass of 100% of mixture A. Furthermore, from the viewpoint of the stability of the obtained emulsified composition and the degree of freedom in formulation, the amount of component (D) in mixture A is preferably 99.97% or less, and more preferably 99.8% or less. Furthermore, the amount of component (D) in mixture A is preferably 50% to 99.97% by mass, more preferably 50% to 99.8% by mass, further preferably 60% to 99.8% by mass, further preferably 70% to 99.8% by mass, and further preferably 80% to 99.8% by mass, out of a total mass of 100% by mass. Moreover, the amount of component (D) used in the preparation of mixture A in step (1) can be a portion of the component (D) contained in the resulting emulsion composition.

[0094] Mixture A may also contain components other than components (A) to (D). From the viewpoints of ease of formation of polyion complex, improvement of emulsion state, and stability of the resulting emulsion composition, the total content of components (A) to (D) in mixture A is preferably 70% by mass or more, more preferably 80% by mass or more, more preferably 90% by mass or more, more preferably 95% by mass or more, and less than 100% by mass.

[0095] From the viewpoint of making the polyionic complex more uniformly dispersed in mixture A in step (1), the pH value of mixture A at 25°C is preferably 1.5 or higher, more preferably 2.0 or higher, and preferably 4.0 or lower, more preferably 3.2 or lower, and even more preferably 3.0 or lower. Furthermore, the pH value of mixture A at 25°C is preferably 1.5 or higher and 4.0 or lower, more preferably 2.0 or higher and 4.0 or lower, even more preferably 2.0 or higher and 3.2 or lower, and even more preferably 2.0 or higher and 3.0 or lower. The pH value of mixture A at 25°C can be measured using a pH meter.

[0096] <Step (2)> The manufacturing method of the present invention includes either step (2-1) or step (2-2) after step (1). This allows for the manufacture of an emulsion composition with high stability containing the polyion complex obtained in step (1). Step (1) Step of preparing mixture A containing the above components (A) to (D) Step (2-1) Step of preparing emulsion (I) by mixing mixture A with an oil phase component containing emulsion-forming components Step (2-2) Step of preparing emulsion (II) by mixing the oil phase component containing emulsion-forming components with an aqueous phase component other than mixture A, and then mixing mixture A

[0097] (Step (2-1)) In step (2-1), the mixture A obtained in step (1) is first mixed with an oil phase component containing an emulsion-forming component to prepare an emulsion (I). Then, one or more components selected from the group consisting of an aqueous phase component other than the above-mentioned mixture A and an oil phase component without an emulsion-forming component may be mixed as needed. Regarding the mixing ratio of mixture A and the oil phase component containing an emulsion-forming component, there are no particular restrictions as long as the mixing is adjusted so that the total amount of component (A) and component (B) in the obtained emulsion composition is within a specific range. The "oil phase component containing an emulsion-forming component" is preferably an emulsion-forming component containing component (E): a cationic surfactant and component (F): a higher alcohol, and may also contain component (H) (aqueous medium). From the viewpoint of stably forming an emulsion, the content of the emulsion-forming component in the oil phase component used in step (2-1) is preferably 30% by mass or more, more preferably 50% by mass or more, and even more preferably 70% by mass or more, and less than 100% by mass. Examples of "aqueous phase components other than mixture A" include the remaining amounts of component (C) (organic acid) and component (D) (water), and component (H) (aqueous medium). Examples of "oil phase components without emulsion-forming components" include component (G) (oil agent). Hereinafter, the aqueous phase components other than mixture A and the oil phase components without emulsion-forming components will also be collectively referred to as "other components".

[0098] There is no particular limitation on the temperature at which mixture A in step (2-1) is mixed with the oil phase component containing the emulsifying agent. From the viewpoint of the stability of the resulting emulsion composition, it is preferably 40°C or higher, more preferably 45°C or higher, and even more preferably 50°C or higher. From the viewpoint of suppressing the thermal degradation of the formulation components, it is preferably 90°C or lower, more preferably 80°C or lower, and even more preferably 70°C or lower. Furthermore, the temperature at which mixture A in step (2-1) is mixed with the oil phase component containing the emulsifying agent is preferably 40°C or higher and 90°C or lower, more preferably 45°C or higher and 80°C or lower, and even more preferably 50°C or higher and 70°C or lower. There is no particular limitation on the mixing time of mixture A in step (2-1) with the oil phase component containing the emulsifying agent. From the viewpoint of improving the emulsification state, it is preferably 1 minute or higher, more preferably 3 minutes or higher, and from the viewpoint of productivity, it is preferably 1 hour or lower.

[0099] Subsequently, the obtained emulsion (I) is mixed with aqueous phase components other than mixture A, and / or oil phase components (other components) that do not contain emulsion-forming components, as needed. The emulsion (I) and other components may be mixed at once, or one component may be added to another component in multiple batches for mixing.

[0100] There is no particular limitation on the temperature at which the emulsion (I) is mixed with other components. From the viewpoint of improving the application feel when the obtained emulsion composition is used as a hair cosmetic composition and applied to hair, and from the viewpoint of the stability of the obtained emulsion composition, it is preferable to be 40°C or higher, more preferably 45°C or higher, and even more preferably 50°C or higher. From the viewpoint of suppressing the thermal degradation of the formulation components, it is preferable to be 90°C or lower, and even more preferably 80°C or lower. When heating is performed during the preparation of the emulsion (I), it is preferable to mix the emulsion (I) with other components while performing a cooling step. The cooling step can be performed by known methods such as air cooling. There is no particular limitation on the mixing time of the emulsion (I) with other components. It is preferable to be 1 minute or more, 5 minutes or more, and even more preferably 10 minutes or more. From the viewpoint of productivity, it is preferable to be 12 hours or less, even more preferably 5 hours or less, and even more preferably 1 hour or less.

[0101] (Step (2-2)) In step (2-2), the oil phase component containing the emulsion-forming components is first mixed with the aqueous phase component other than mixture A to prepare emulsion (II). Then, the emulsion is mixed with the mixture A. The "oil phase component containing the emulsion-forming components" and the "aqueous phase component other than mixture A" referred to here are the same as in step (2-1). The aqueous phase component other than mixture A used to prepare emulsion (II) does not need to be the total amount of the aqueous phase component used in step (2-2), as long as it is at least a portion of it. The aqueous phase component other than mixture A used to prepare emulsion (II) is preferably component (D): water.

[0102] There is no particular limitation on the temperature at which the oil phase component containing the emulsifying agent is mixed with the aqueous phase component other than mixture A in step (2-2). From the viewpoint of improving the application feel when the obtained emulsified composition is used as a hair cosmetic composition and applied to the hair, and from the viewpoint of the stability of the obtained emulsified composition, it is preferably 40°C or higher, more preferably 45°C or higher, and even more preferably 50°C or higher. From the viewpoint of suppressing the thermal degradation of the formulation components, it is preferably 90°C or lower, and even more preferably 80°C or lower. Furthermore, the temperature at which the oil phase component containing the emulsifying agent is mixed with the aqueous phase component other than mixture A in step (2-2) is preferably 40°C or higher and 90°C or lower, more preferably 45°C or higher and 90°C or lower, and even more preferably 50°C or higher and 80°C or lower. There is no particular limitation on the mixing time of the oil phase component containing the emulsion-forming components and the aqueous phase component other than mixture A in step (2-2). From the point of view of emulsion preparation, it is preferred to be more than 1 minute, more preferably more than 3 minutes, and from the point of view of production, it is preferred to be less than 1 hour.

[0103] Next, the obtained emulsion (II) is mixed with mixture A. Regarding the mixing ratio of mixture A and emulsion (II), there are no particular limitations as long as the total amount of component (A) and component (B) in the obtained emulsion composition is adjusted to a specific range. Emulsion (II) and mixture A can be mixed in one step or in multiple additions to the other. Furthermore, the remaining amount of aqueous phase components other than mixture A, and oil phase components (preferably component (G) (oil agent)) that do not contain emulsion-forming components can be added simultaneously with or before and after the mixing of emulsion (II) and mixture A.

[0104] There is no particular limitation on the temperature at which emulsion (II) and mixture A are mixed. From the viewpoint of the stability of the resulting emulsion composition, it is preferably 50°C or lower, more preferably 45°C or lower, and preferably 10°C or higher, more preferably 20°C or higher. Furthermore, the temperature at which emulsion (II) and mixture A are mixed is preferably 10°C or higher and 50°C or lower, more preferably 20°C or higher and 45°C or lower. There is also no particular limitation on the mixing time of emulsion (II) and mixture A. It is preferably 1 minute or higher, more preferably 3 minutes or higher, and from the viewpoint of productivity, it is preferably 1 hour or lower.

[0105] The mixing steps in steps (2-1) and (2-2) can be performed using the same apparatus as in step (1).

[0106] In the manufacturing method of the present invention, any one of steps (1) and (2-1) or (2-2) is acceptable. From the viewpoint of improving the emulsification state, the manufacturing method of the present invention preferably includes steps (1) and (2-1). By the manufacturing method of the present invention, the above-mentioned emulsified composition can be obtained. The emulsified composition has high stability and can be used as a cosmetic composition, preferably a hair cosmetic composition. If the emulsified composition is used as a hair cosmetic composition, it has a good feel when applied to hair and can suppress frizz under high humidity conditions after treatment.

[0107] Regarding the above-described embodiments, the present invention further discloses the following. <1> A method for manufacturing an emulsified composition, the emulsified composition comprising: component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers, component (B): anionic polymer, component (C): organic acid, and component (D): water, the manufacturing method comprising step (1) and any one of step (2-1) or step (2-2), wherein the total amount of component (A) and component (B) in the emulsified composition is less than 1.0% by mass of 100% of the total amount of the emulsified composition. Step (1) Preparing mixture A containing the above components (A) to (D) Step (2-1) Mixing the above mixture A with an oil phase component containing emulsion-forming components to prepare emulsion (I) Step (2-2) Mixing the oil phase component containing emulsion-forming components with an aqueous phase component other than mixture A to prepare emulsion (II), and then mixing the above mixture A Step <2> A method for manufacturing an emulsion composition, the emulsion composition containing: Component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers, Component (B): anionic polymer, Component (C): organic acid, and Component (D): water, the manufacturing method comprising step (1) below, and any one of step (2-1) or step (2-2) below, The total amount of the above-mentioned components (A) and (B) in the above-mentioned emulsified composition is less than 1.0% by mass of 100% of the total amount of the above-mentioned emulsified composition, and the ratio of the mole number of the cationic charge of component (A) to the mole number of the anionic charge of component (B) in the emulsified composition is 20 / 80 to 60 / 40.Step (1) Prepare a mixture A containing the above-mentioned components (A) to (D), wherein the amount of component (C) is 0.05% by mass or more but less than 0.30% by mass, and the mass ratio of the total amount of components (A) and (B) to the amount of component (C) [(A+B) / C] is 1 / 0.2 to 1 / 10. Step (2-1) Mix the above-mentioned mixture A with an oil phase component containing component (E): cationic surfactant and component (F): higher alcohol, which contains emulsion-forming components, at a temperature of 50°C to 70°C to prepare emulsion (I). Step (2-2) Mix the oil phase component containing component (E): cationic surfactant and component (F): higher alcohol, which contains emulsion-forming components, with an aqueous phase component other than the above-mentioned mixture A to prepare emulsion (II), and then mix the above-mentioned mixture A at a temperature of 20°C to 45°C. Step <3> A method for manufacturing an emulsified composition, the emulsified composition comprising: component (A): one or more polymers selected from the group consisting of dimethyl diallyl ammonium chloride polymer (polytetramethylammonium salt-6), dimethyl diallyl ammonium chloride-acrylic acid copolymer (polytetramethylammonium salt-22), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polytetramethylammonium salt-39), and methyl acrylate-methyl methacrylate-methyl propyltrimethylammonium chloride copolymer (polytetramethylammonium salt-47); component (B): one or more anionic polymers selected from the group consisting of polyacrylic acid, (acrylic acid / stearyl acrylate) copolymer, or salts thereof; component (C): organic acid; and component (D): water. The manufacturing method comprises step (1) and any one of step (2-1) or step (2-2). The total amount of the above-mentioned components (A) and (B) in the above-mentioned emulsified composition is less than 1.0% by mass of 100% of the total amount of the above-mentioned emulsified composition, and the ratio of the mole number of the cationic charge of component (A) to the mole number of the anionic charge of component (B) in the emulsified composition is 20 / 80 to 60 / 40.Step (1) Prepare a mixture A containing the above-mentioned components (A) to (D), wherein the amount of component (C) is 0.05% by mass or more but less than 0.30% by mass, and the mass ratio of the total amount of components (A) and (B) to the amount of component (C) [(A+B) / C] is 1 / 0.2 to 1 / 10. Step (2-1) Mix the above-mentioned mixture A with an oil phase component containing component (E): cationic surfactant and component (F): higher alcohol, which contains emulsion-forming components, at a temperature of 50°C to 70°C to prepare emulsion (I). Step (2-2) Mix the oil phase component containing component (E): cationic surfactant and component (F): higher alcohol, which contains emulsion-forming components, with an aqueous phase component other than the above-mentioned mixture A to prepare emulsion (II), and then mix the above-mentioned mixture A at a temperature of 20°C to 45°C. <4> The method for manufacturing an emulsified composition as described in <1> or <2>, wherein the cationic polymer is a polymer having cationic groups and substantially lacking anionic and amphoteric groups. <5> The method for manufacturing an emulsified composition as described in any one of <1>, <2>, and <4>, wherein the cationic polymer is a polymer having cationic groups, and the molar amount of anionic and amphoteric groups relative to the cationic groups is preferably 0.1% or less. <6> The method for manufacturing an emulsified composition as described in any one of <1>, <2>, <4>, and <5>, wherein the amphoteric polymer is preferably a polymer having cationic and anionic groups, and the pH value of a 1% aqueous solution of the polymer at 25°C does not reach 5.1, and the total charge of the polymer is positively charged. <7> In the method for manufacturing the emulsified composition as described in any one of <1> to <6>, the cationic charge density of the aforementioned component (A) is preferably 0.1 meq / g or more and 10 meq / g or less, more preferably 0.5 meq / g or more and 8.0 meq / g or less, further preferably 1.0 meq / g or more and 7.0 meq / g or less, and further preferably 2.0 meq / g or more and 7.0 meq / g or less. <8> In the method for manufacturing the emulsified composition as described in any one of <1> to <7>, the weight average molecular weight of the aforementioned component (A) is preferably 5,000 or more and 2,000,000 or less, more preferably 8,000 or more and 1,500,000 or less.<9> A method for manufacturing an emulsified composition as described in any one of <1>, <2>, <4> to <8>, wherein the above-mentioned component (A) is preferably selected from cationic guar gum, cationic tara gum, cationic locust bean gum, cationic starch, cationic cellulose, cationic hydroxyalkyl cellulose, cationic polyvinyl alcohol, polyethyleneimine, tetraalkylaminoalkyl(meth)acrylate polymer, diallyl tetraalkylammonium salt polymer, methacrylamide propyltrimethylammonium salt polymer, methacrylamide ethyltrimethylammonium salt polymer, etc. The group consisting of ammonium salt polymers, vinylimidazolium trichloride-vinylpyrrolidone copolymers (polytetramethylammonium salt-16), vinylpyrrolidone-alkylamino(meth)acrylate copolymers, vinylpyrrolidone-alkylamino(meth)acrylate-vinylcaprolactam copolymers, alkylacrylamide-(meth)acrylate-alkylaminoalkylacrylamide-polyethylene glycol (meth)acrylate copolymers, and adipic acid-dimethylaminohydroxypropyltriethylamine copolymers, preferably selected from dialkyl quaternium. The polymer comprises one or more polymers of alkylamino(meth)acrylates, diallyl quaternary ammonium salts, methacrylaminopropyltrimethylammonium salts, methacrylaminoethyltrimethylammonium salts, and vinylimidazolium trichloride-vinylpyrrolidone copolymers (polyquaternary ammonium salt-16), and preferably comprises one or more polymers of diallyl quaternary ammonium salts, methacrylaminopropyltrimethylammonium salts, and vinylimidazolium trichloride-vinylpyrrolidone copolymers (polyquaternary ammonium salt-16). One or more thereof, and more preferably one or more thereof selected from the group consisting of dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6), dimethyl diallyl ammonium chloride-acrylic acid copolymer (polyquaternary ammonium salt-22), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polyquaternary ammonium salt-39), acrylate-methyl acrylate-methyl methacrylate-propyltrimethyl ammonium chloride copolymer (polyquaternary ammonium salt-47), and vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16). <10> The method for manufacturing the emulsified composition as described in any one of <1> to <9>, wherein the above-mentioned component (A) is more preferably one or more selected from the group consisting of dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6), acrylamide-acrylic acid-dimethyl diallyl ammonium chloride copolymer (polyquaternary ammonium salt-39), and vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16).

[0108] <11> The method for manufacturing the emulsified composition as described in any one of <3>, <9>, and <10>, wherein the cationic charge density of the dimethyl diallyl ammonium chloride polymer (polyquaternary ammonium salt-6) is preferably 2.0 meq / g or more, preferably 2.5 meq / g or more, and preferably 6.5 meq / g or less, and the weight average molecular weight is preferably 10,000 or more and 200,000 or less. <12> The method for manufacturing the emulsified composition as described in <3> or <9>, wherein the cationic charge density of the dimethyl diallyl ammonium chloride-acrylic acid copolymer (polyquaternary ammonium salt-22) is preferably 2.0 meq / g or more, preferably 3.0 meq / g or more, preferably 4.0 meq / g or more, and preferably 6.5 meq / g or less, preferably 6.0 meq / g or less, and the weight average molecular weight is preferably 20,000 or more, preferably 50,000 or more, preferably 100,000 or more, preferably 200,000 or more, preferably 300,000 or more, and preferably 1,000,000 or less, preferably 600,000 or less, preferably 500,000 or less. <13> The method for manufacturing the emulsified composition as described in any one of <3>, <9>, and <10>, wherein the cationic charge density of the acrylamide-acrylic acid-dimethyldiallylammonium chloride copolymer (polyquaternary ammonium salt-39) is preferably 2.0 meq / g or more, preferably 2.5 meq / g or more, and preferably 6.5 meq / g or less, preferably 5.0 meq / g or less, and preferably 4.0 meq / g or less, and the weight average molecular weight is preferably 20,000 or more, preferably 50,000 or more, preferably 100,000 or more, and preferably 1,000,000 or less, preferably 600,000 or less, preferably 500,000 or less, and preferably 300,000 or less. <14> The method for manufacturing the emulsified composition as described in <3> or <9>, wherein the cationic charge density of the acrylic acid-methyl acrylate-chloromethacrylamide propyltrimethylammonium copolymer (polyquaternary ammonium salt-47) is preferably 2.0 meq / g or more, preferably 2.5 meq / g or more, and preferably 6.5 meq / g or less, preferably 5.0 meq / g or less, and preferably 4.5 meq / g or less, and the weight average molecular weight is preferably 200,000 or more, preferably 500,000 or more, preferably 1,000,000 or more, and preferably 5,000,000 or less, preferably 3,000,000 or less, and preferably 1,500,000 or less.<15> The method for manufacturing the emulsified composition as described in any one of <3>, <9>, and <10>, wherein the cationic charge density of the vinylimidazolium trichloride-vinylpyrrolidone copolymer (polyquaternary ammonium salt-16) is preferably 2.0 meq / g or more, and even more preferably 6.5 meq / g or less, even more preferably 5.0 meq / g or less, even more preferably 4.5 meq / g or less, and the weight average molecular weight is preferably 20,000 or more, even more preferably 50,000 or more, and even more preferably 150,000 or less. <16> The method for manufacturing the emulsified composition as described in any one of <1>, <2>, and <4> to <15>, wherein the above-mentioned component (B) is a polymer having anionic groups and substantially lacking cationic and amphoteric groups. <17> A method for manufacturing an emulsified composition as described in any one of <1>, <2>, <4> to <16>, wherein the aforementioned component (B) is a polymer having an anionic group, and the molar amount of the cationic group and the amphoteric group relative to the anionic group is preferably 0.1% or less. <18> A method for manufacturing an emulsified composition as described in any one of <1>, <2>, <4> to <17>, wherein the anionic group of the aforementioned component (B) is preferably one or more acidic groups selected from the group composed of carboxyl groups, sulfonic acid groups, and phosphate groups, and more preferably a carboxyl group. <19> In the method of manufacturing the emulsified composition as described in any one of <1> to <18>, the anionic charge density of the aforementioned component (B) is preferably 0.1 meq / g or more and 30 meq / g or less, more preferably 0.5 meq / g or more and 30 meq / g or less, further preferably 1.0 meq / g or more and 20 meq / g or less, further preferably 2.0 meq / g or more and 15 meq / g or less. <20> In the method of manufacturing the emulsified composition as described in any one of <1> to <19>, the weight average molecular weight of the aforementioned component (B) is preferably 3,000 or more and 50,000 or less, more preferably 5,000 or more and 40,000 or less, further preferably 10,000 or more and 30,000 or less.

[0109] <21> A method for manufacturing an emulsified composition as described in any one of <1>, <2>, <4> to <20>, wherein the aforementioned component (B) is preferably a polymer having a carboxyl group, more preferably a cellulose derivative containing a carboxyl group, a carboxyl vinyl polymer, poly(meth)acrylic acid, a (meth)acrylic acid copolymer, or a salt thereof, further preferably one or more selected from the group consisting of poly(meth)acrylic acid, a (meth)acrylic acid copolymer, or a salt thereof, further preferably one or more selected from the group consisting of polyacrylic acid, (meth)acrylic acid / (meth)acrylic acid alkyl ester copolymer, or a salt thereof, further preferably one or more selected from the group consisting of polyacrylic acid, (acrylic acid / stearic acid) copolymer, or a salt thereof. <22> A method for manufacturing an emulsified composition as described in any one of <1> to <21>, wherein the aforementioned component (C) is preferably a compound with a molecular weight of 500 or less, more preferably 200 or less. <23> The method for manufacturing an emulsified composition as described in any of <1> to <22>, wherein the above-mentioned component (C) is one or more selected from the group consisting of carboxylic acid compounds and sulfonic acid compounds other than component (B), preferably one or more selected from the group consisting of aliphatic dicarboxylic acids, hydroxycarboxylic acids and aromatic sulfonic acids, more preferably one or more selected from the group consisting of succinic acid, lactic acid, malic acid, glycolic acid, p-toluenesulfonic acid and naphthalenesulfonic acid, further preferably one or more selected from the group consisting of succinic acid and lactic acid, and more preferably lactic acid. <24> In a method for manufacturing an emulsified composition as described in any one of <1> to <23>, the ratio of organic acid salt in component (C) is preferably 70% by mass or less, more preferably 50% by mass or less, further preferably 35% by mass or less, further preferably 20% by mass or less, further preferably 10% by mass or less, further preferably 5% by mass or less, further preferably 2% by mass or less. <25> In a method for manufacturing an emulsified composition as described in any one of <1>, <4> to <24>, the emulsified composition preferably contains component (E): a cationic surfactant and component (F): a higher alcohol as an emulsion-forming component.<26> A method for manufacturing an emulsified composition as described in any one of <2>, <3>, and <25>, wherein the aforementioned component (E) is one or more selected from the group consisting of (i) alkyltrimethylammonium salt, (ii) alkoxyalkyltrimethylammonium salt, (iii) dialkyldimethylammonium salt, (iv) alkylamide alkyltrimethylammonium salt, (v) alkyldimethylamine and its salt, (vi) alkoxyalkyldimethylamine and its salt, and (vii) alkylamide alkyldimethylamine and its salt, preferably selected from (i) alkyltrimethylammonium salt, (ii) alkoxyalkyltrimethylammonium salt, (iii) dialkyldimethylammonium salt, (iv) alkylamide alkyltrimethylammonium salt, (v) alkyldimethylamine and its salt, (vi) alkoxyalkyldimethylamine and its salt, and (vii) alkylamide alkyldimethylamine and its salt. i) one or more of the group consisting of alkyl amides and alkyl dimethylamines and their salts, more preferably one or more of the group consisting of (ii) alkoxyalkyl trimethylammonium and (v) alkyl dimethylamines and their salts, further preferably one or more of the group consisting of stearoxypropyltrimethylammonium chloride, stearoxyethyltrimethylammonium chloride, stearoxyhydroxypropyltrimethylammonium chloride, N,N-dimethyl-3-hexadecyloxypropylamine or its lactate, and N,N-dimethyl-3-octadecyloxypropylamine (stearoxypropyl dimethylamine) or its lactate, further preferably one or more of the group consisting of stearoxypropyltrimethylammonium chloride, and N,N-dimethyl-3-octadecyloxypropylamine (stearoxypropyl dimethylamine) or its lactate. <27> The method for manufacturing the emulsified composition as described in any one of <2>, <3>, <25>, and <26>, wherein the aforementioned component (F) is an aliphatic monohydric alcohol having 12 or more carbon atoms, preferably having 12 or more carbon atoms but less than 22 carbon atoms, more preferably being one or more selected from the group consisting of lauryl alcohol, cetyl alcohol, myristyl alcohol, oleyl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanool, betaine alcohol, and cetearyl alcohol, further preferably being one or more selected from the group consisting of cetyl alcohol, myristyl alcohol, stearyl alcohol, and betaine alcohol, and more preferably being stearyl alcohol. <28> The method for manufacturing an emulsified composition as described in any one of <1> to <27>, wherein the amount of component (A) in the mixture A is as follows: in 100% by mass of the total amount of mixture A, it is preferably 0.01% by mass or more and less than 10% by mass, more preferably 0.03% by mass or more and less than 5% by mass, further preferably 0.03% by mass or more and less than 1% by mass, and further preferably 0.05% by mass or more and less than 0.5% by mass.<29> The method for manufacturing the emulsified composition as described in any one of <1> to <28>, wherein the amount of component (B) in the mixture A is as follows: in 100% by mass of the total amount of mixture A, preferably 0.01% by mass or more and less than 5% by mass, more preferably 0.01% by mass or more and less than 3% by mass, further preferably 0.02% by mass or more and less than 1% by mass, further preferably 0.02% by mass or more and less than 0.3% by mass, further preferably 0.05% by mass or more and less than 0.3% by mass. <30> The method for manufacturing the emulsified composition as described in any one of <1>, <4> to <29>, wherein the amount of component (C) in the mixture A is as follows: in 100% by mass of the total amount of mixture A, preferably 0.01% by mass or more and less than 10% by mass, more preferably 0.01% by mass or more and less than 6% by mass, further preferably 0.03% by mass or more and less than 1% by mass, further preferably 0.05% by mass or more and less than 0.75% by mass, further preferably 0.05% by mass or more and less than 0.30% by mass.

[0110] <31> The method for manufacturing the emulsified composition as described in any one of <1>, <4> to <30>, wherein the mass ratio of the total amount of component (A) and component (B) in the mixture A to the amount of component (C) [(A+B) / C] is preferably 1 / 0.10 to 1 / 20, more preferably 1 / 0.15 to 1 / 15, further preferably 1 / 0.20 to 1 / 10, further preferably 1 / 0.20 to 1 / 8, and further preferably 1 / 0.22 to 1 / 4. <32> In a method for manufacturing an emulsified composition as described in any one of <1> to <31>, the amount of component (D) in the mixture A is preferably 50% to 99.97% by mass, more preferably 50% to 99.8% by mass, further preferably 60% to 99.8% by mass, further preferably 70% to 99.8% by mass, and further preferably 80% to 99.8% by mass, out of a total of 100% by mass of the mixture A. <33> In a method for manufacturing an emulsified composition as described in any one of <1> to <32>, the total content of components (A) to (D) in the mixture A is preferably 70% by mass or more, more preferably 80% by mass or more, further preferably 90% by mass or more, and further preferably 95% by mass or more, and is 100% by mass or less. <34> The method for manufacturing an emulsified composition as described in any one of <1> to <33>, wherein the amount of component (A) in the emulsified composition is as follows: preferably 0.01% by mass or more and less than 0.50% by mass in 100% of the total amount of the emulsified composition, more preferably 0.02% by mass or more and less than 0.30% by mass, and even more preferably 0.03% by mass or more and less than 0.20% by mass. <35> The method for manufacturing an emulsified composition as described in any one of <1> to <34>, wherein the amount of component (B) in the emulsified composition is as follows: in 100% by mass of the total amount of the emulsified composition, preferably 0.010% by mass or more and less than 0.50% by mass, more preferably 0.010% by mass or more and less than 0.30% by mass, further preferably 0.015% by mass or more and less than 0.20% by mass, further preferably 0.015% by mass or more and less than 0.15% by mass, and further preferably 0.015% by mass or more and less than 0.10% by mass.<36> The method for manufacturing an emulsified composition as described in any of <1> to <35>, wherein the total amount of component (A) and component (B) in the emulsified composition is less than 1.0% by mass in 100% by mass of the total amount of the emulsified composition, preferably 0.01% by mass or more and 0.9% by mass, more preferably 0.03% by mass or more and 0.9% by mass, further preferably 0.05% by mass or more and 0.9% by mass, further preferably 0.05% by mass or more and 0.5% by mass, further preferably 0.05% by mass or more and 0.3% by mass. <37> The method for manufacturing an emulsified composition as described in any one of <1>, <4> to <35>, wherein the mole count of the cationic charge of component (A) and the mole count of the anionic charge of component (B) in the emulsified composition is preferably 5 / 95 to 95 / 5, more preferably 10 / 90 to 90 / 10, further preferably 20 / 80 to 80 / 20, further preferably 20 / 80 to 60 / 40, and further preferably 40 / 60 to 60 / 40. <38> The method for manufacturing an emulsified composition as described in any one of <1> to <37>, wherein the amount of component (C) in the emulsified composition is as follows: in 100% by mass of the total amount of the emulsified composition, preferably 0.01% by mass or more and 5.0% by mass, more preferably 0.02% by mass or more and 5.0% by mass, further preferably 0.03% by mass or more and 5.0% by mass, further preferably 0.05% by mass or more and 3.0% by mass, further preferably 0.1% by mass or more and 2.0% by mass, further preferably 0.2% by mass or more and 1.5% by mass, further preferably 0.3% by mass or more and 1.2% by mass. <39> The method for manufacturing an emulsified composition as described in any of <1> to <38>, wherein the amount of component (D) in the emulsified composition is as follows: in 100% by mass of the total amount of the emulsified composition, preferably 10% by mass or more and 99% by mass, more preferably 20% by mass or more and 99% by mass, further preferably 30% by mass or more and 99% by mass, further preferably 40% by mass or more and 95% by mass, further preferably 50% by mass or more and 95% by mass, further preferably 60% by mass or more and 95% by mass, further preferably 70% by mass or more and 95% by mass, further preferably 80% by mass or more and 90% by mass.<40> The method for manufacturing an emulsified composition as described in any one of <2>, <3>, <25> to <39>, wherein the amount of component (E) in the emulsified composition is as follows: preferably 0.1% by mass or more and 10% by mass or less, more preferably 0.2% by mass or more and 5.0% by mass or less, further preferably 0.5% by mass or more and 5.0% by mass or less, further preferably 1.0% by mass or more and 3.5% by mass or less.

[0111] <41> A method for manufacturing an emulsified composition as described in any one of <2>, <3>, <25> to <40>, wherein the amount of component (F) in the emulsified composition is as follows: preferably 0.1% to 15% by mass, more preferably 0.2% to 12% by mass, further preferably 0.5% to 12% by mass, and further preferably 1.0% to 10% by mass. <42> A method for manufacturing an emulsified composition as described in any one of <1> to <41>, wherein component (G): an oil is further formulated into the emulsified composition. <43> As described in <42>, in the method for manufacturing the emulsified composition, the aforementioned component (G) is one or more selected from the group consisting of (a) polysiloxane oil, (b) ester oil, (c) ether oil, (d) hydrocarbon oil, (e) higher fatty acids, and (f) waxes; more preferably, it is one or more selected from the group consisting of (a) polysiloxane oil, (b) ester oil, (d) hydrocarbon oil, and (e) higher fatty acids; even more preferably, it includes one or more selected from the group consisting of (a) polysiloxane oil and (e) higher fatty acids; and even more preferably, it includes dimethyl polysiloxane, polydimethylsiloxane alcohol, methylphenyl polysiloxane, modified polysiloxane, and having 12 or more carbon atoms. It comprises one or more of the group consisting of fatty acids, and more preferably includes one or more of the group consisting of dimethylpolysiloxane, polydimethylsiloxane alcohol, amino-modified polysiloxane, polyether-modified polysiloxane, amino-polyether-modified polysiloxane, lauric acid, myristic acid, palmitic acid, stearic acid, benzyl acid, oleic acid, coconut oil fatty acid, lanolin fatty acid, isostearic acid, and isopalmitic acid, and more preferably includes one or more of the group consisting of dimethylpolysiloxane, amino-modified polysiloxane, amino-polyether-modified polysiloxane, and lanolin fatty acid, and more preferably includes dimethylpolysiloxane, amino-modified polysiloxane, and lanolin fatty acid. <44> A method for manufacturing an emulsified composition as described in <42> or <43>, wherein the amount of component (G) in the emulsified composition is as follows: preferably 0.1% by mass or more and 20% by mass or less, more preferably 0.2% by mass or more and 10% by mass or less, further preferably 0.5% by mass or more and 10% by mass or less, and further preferably 1.0% by mass or more and 8.0% by mass or less. <45> A method for manufacturing an emulsified composition as described in any one of <1> to <44>, wherein component (H): an aqueous medium is further formulated into the emulsified composition. <46> The method for manufacturing the emulsified composition as described in <45>, wherein the above-mentioned component (H) is one or more selected from the group consisting of lower alcohols, low molecular weight diols with 6 or fewer carbon atoms and triols, preferably one or more selected from the group consisting of ethanol, isopropanol, 1,3-butanediol, glycerol, ethylene glycol, propylene glycol and dipropylene glycol.<47> In the method for manufacturing the emulsified composition as described in <45> or <46>, the amount of component (H) in the emulsified composition is preferably 0.1% by mass or more and 10% by mass or less, more preferably 0.2% by mass or more and 5.0% by mass or less, further preferably 0.5% by mass or more and 5.0% by mass or less, further preferably 1.0% by mass or more and 3.0% by mass or less. <48> In the method for manufacturing the emulsified composition as described in any one of <1> to <47>, the pH value of a 5% aqueous solution of the emulsified composition at 25°C is preferably 2.0 or more, more preferably 3.0 or more, and more preferably 10.0 or less, more preferably 7.0 or less, further preferably 5.0 or less. <49> In the method for manufacturing the emulsified composition as described in any one of <1> to <48>, the temperature during mixing of components (A) to (D) in step (1) is preferably 40°C to 90°C, more preferably 45°C to 80°C, further preferably 50°C to 70°C, and even more preferably 50°C to 65°C. <50> In the method for manufacturing the emulsified composition as described in any one of <1> to <49>, the mixing time of components (A) to (D) in step (1) is preferably 1 minute or more, more preferably 3 minutes or more, and preferably 1 hour or less.

[0112] <51> A method for manufacturing an emulsified composition as described in any of <1>~<50>, wherein in step (1) above, component (A) and component (C) are added to component (D) and mixed, and then component (B) is added and mixed. <52> A method for manufacturing an emulsified composition as described in any of <1>~<51>, wherein the mixture A obtained by step (1) above is in a suspension state. <53> A method for manufacturing an emulsified composition as described in any of <1>~<52>, wherein the pH value of the mixture A obtained by step (1) above at 25°C is preferably 1.5 or more and 4.0 or less, more preferably 2.0 or more and 4.0 or less, further preferably 2.0 or more and 3.2 or less, and further preferably 2.0 or more and 3.0 or less. <54> In the method for manufacturing the emulsified composition as described in any one of <1>, <4> to <53>, the temperature during mixing of mixture A with the oil phase component containing the emulsifying agent in step (2-1) is preferably 40°C to 90°C, more preferably 45°C to 80°C, and even more preferably 50°C to 70°C. <55> In the method for manufacturing the emulsified composition as described in any one of <1> to <54>, the mixing time of mixture A with the oil phase component containing the emulsifying agent in step (2-1) is preferably 1 minute or more, more preferably 3 minutes or more, and preferably 1 hour or less. <56> In the method for manufacturing the emulsified composition as described in any one of <1> to <55>, the temperature during the mixing of the oil phase component containing the emulsifying agent and the aqueous phase component other than mixture A in step (2-2) is preferably 40°C to 90°C, more preferably 45°C to 90°C, and even more preferably 50°C to 80°C. <57> In the method for manufacturing the emulsified composition as described in any one of <1> to <56>, the mixing time during the mixing of the oil phase component containing the emulsifying agent and the aqueous phase component other than mixture A in step (2-2) is preferably 1 minute or more, more preferably 3 minutes or more, and preferably 1 hour or less. <58> In a method for manufacturing an emulsified composition as described in any one of <1>, <4> to <57>, the temperature during mixing of the emulsion (II) and mixture A in step (2-2) is preferably 10°C to 50°C, and more preferably 20°C to 45°C. <59> In a method for manufacturing an emulsified composition as described in any one of <1> to <58>, the mixing time of the emulsion (II) and mixture A in step (2-2) is preferably 1 minute or more, more preferably 3 minutes or more, and from a production point of view, preferably 1 hour or less. <60> In a method for manufacturing an emulsified composition as described in any one of <1> to <59>, the method comprises step (1) and step (2-1).<61> A method for improving the stability of an emulsion composition, comprising a method for manufacturing an emulsion composition as described in any one of <1> to <60>. <62> A method for suppressing frizziness of hair under high humidity conditions, comprising the step of applying an emulsion composition as described in any one of <1> to <60> to hair. <63> A method for improving the stability of an emulsion composition, comprising improving the stability of an emulsion composition containing: component (A): one or more polymers selected from the group consisting of cationic polymers and amphoteric polymers, and component (B): an anionic polymer, wherein the method comprises step (1) and any one of step (2-1) or step (2-2), wherein the total amount of component (A) and component (B) in the emulsion composition is less than 1.0% by mass of 100% of the total amount of the emulsion composition. Step (1) Preparation of mixture A containing the above-mentioned components (A), (B), (C): organic acid, and (D): water. Step (2-1) Mixing the above-mentioned mixture A with an oil phase component containing emulsion-forming components to prepare emulsion (I). Step (2-2) Mixing the oil phase component containing emulsion-forming components with an aqueous phase component other than mixture A to prepare emulsion (II), and then mixing the above-mentioned mixture A. [Example]

[0113] Hereinafter, the present invention will be described by way of examples, but the present invention is not limited to the scope of the examples. Furthermore, the various measurements and evaluations in the examples are performed by the following methods.

[0114] (pH Measurement) For each example of the emulsified composition (conditioner), water was added to the emulsified composition to prepare a 5% aqueous solution, and the pH value of the 5% aqueous solution at 25°C was measured using a pH meter (manufactured by Horiba Manufacturing Co., Ltd., F-51). The pH value was 3.4. Also, for mixture A or A', the pH value of mixture A or A' at 25°C was measured using the above-mentioned pH meter. Furthermore, the mixture prepared using step (1) that does not conform to the "mixture A" specified in this invention is referred to as "mixture A'".

[0115] (Emulsified State) 1 g of each conditioner was dropped onto a black plastic mat. The appearance and feel after rubbing with fingers 10 times were evaluated according to the following criteria: A: No visible aggregated particles, and a slippery feel when rubbed with fingers; B: No visible aggregated particles, but a rough feel when rubbed with fingers; C: Visible aggregated particles, and a rough feel when rubbed with fingers; D: Separation occurred.

[0116] (Storage Stability) The storage stability of each conditioner was evaluated using a cyclic test. Each conditioner was stored for two weeks under conditions of temperature variations ranging from 40°C to -28°C. Daily temperature cycles were defined as cycles with a temperature difference ΔT = 40°C, totaling four weeks / day. The presence or absence of separation in the stored conditioners was visually observed. In the table, those without separation and stable are marked "A", and those with confirmed separation are marked "D".

[0117] (Touch sensation upon application) A bleaching agent (a mixture of 7 mL of "Kao Foam Hair Bleach L" (liquid 1) and 14 mL of "Kao Foam Hair Dye D" (liquid 2)) was applied to a 30 cm long, 20 g Japanese hair bundle. After leaving it for 20 minutes, it was thoroughly rinsed with warm water at 35-40°C. The above treatment was repeated 4 times to create an evaluation hair bundle for Japanese hair damage. 1 mL of conditioner was applied to each of the above evaluation hair bundles and blended with the fingers. Five professional sensory examiners evaluated the touch sensation at this time using the following criteria on a 5-level scale, and the average value was taken as the evaluation result. 5: Very smooth 4: Smooth 3: Slightly smooth 2: Smoothness equivalent to that of ordinary conditioner with the following composition 1: Immediate disappearance of presence, not smooth

[0118] [Composition of Ordinary Conditioner] (mass%) Stearoxypropyl dimethylamine (*1) 0.9 Stearyl alcohol (*2) 3.0 Dipropylene glycol 0.5 Benzyl alcohol 0.2 Lactic acid (*3) 1.1 Purified water Remaining Total 100.0 (*1) "Farmin DM-E80" manufactured by Kao Corporation, 90% by mass of active ingredient (*2) "Kalcol 8098" manufactured by Kao Corporation, 100% by mass of active ingredient (*3) "PURAC ULTRAPURE 90" manufactured by PURAC Thailand Ltd., 90% by mass of active ingredient

[0119] (Moisture Resistance of Treated Hair) For the evaluation of damaged Japanese hair prepared using the above method, 1 mL of conditioner was applied to each hair strand and allowed to blend for 30 seconds. After leaving it in this state for 1 minute, it was rinsed with running water for 30 seconds and then dried completely using a hairdryer. Using a flat iron (AHI-938 manufactured by Miki Denki Sangyo Co., Ltd.) set to 160℃, the dried hair strands were straightened 10 times while being passed through the comb teeth, and a photograph was taken of the hair strands immediately after straightening. Subsequently, the straightened hair was hung in a high humidity environment of 35℃ and 80%RH for 30 minutes and photographed again. In both photographs, the width of the hair strand at a point 23.5 cm from the root was measured, and the change in hair strand width between immediately after straightening and after storage under high humidity was calculated using the following formula. Hair strand width variation value = (hair strand width after storage under high humidity) / (hair strand width after straightening and styling). When the above value exceeds 1.3, the hair strand also looks messy, so it is judged to have low moisture resistance.

[0120] Example 1 (Preparation of hair conditioner) <Step (1)> Using the ingredients listed in Table 1, mixture A was prepared according to the following steps. 1.52 g of polyquaternary ammonium salt-6 solution (as ingredient (A), 1 g of lactic acid (90% by mass) (as ingredient (C), and 318 g of water (equivalent to 63.59% by mass) (as ingredient (D)) were added to a 500 mL beaker and heated and stirred at 56°C using a stirring device (a mechanical stirrer equipped with two propeller blades). After confirming that it was a homogeneous solution, 0.37 g of sodium polyacrylate (as ingredient (B)) was added and mixed to obtain mixture A as a homogeneous suspension. <Step (2-1)> Subsequently, an emulsified composition (hair conditioner) was prepared according to the following steps. First, 22.22 g of stearoxypropyltrimethylammonium chloride (as component (E)) listed in Table 1, 10.19 g of stearyl alcohol (as component (F)) and 10.0 g of dipropylene glycol were premixed and dissolved at 85°C to prepare an oil phase component containing emulsion-forming components. This was added to the above mixture A and heated and stirred at 56°C for 10 minutes. After stirring for 10 minutes, heating was stopped and air cooling was started (preparation of emulsion (I)). Next, component (G) listed in Table 1 (1.0 g of amino-terminated polydimethylsiloxane and 10.0 g of polydimethylsiloxane) was added and mixed. Then, 120 g of water (equivalent to 24.00% by mass) at 30°C, 5 g of lanolin fatty acid, and 0.75 g of lactic acid (90% by mass) were added and cooled while stirring until the liquid temperature reached below 40°C to obtain 500 mL of conditioner. The obtained conditioner was evaluated using the method described above. The results are shown in Table 1. Furthermore, the dosage listed in the table of this embodiment is the dosage (mass%) of the wet weight of each component, and the "concentration of active ingredient" listed in the table of this embodiment is the content or dosage (mass%) of each component converted into the amount of active ingredient.

[0121] Examples 2-3, 5-9, 11-16, and Comparative Examples 2-6: The types and amounts of each ingredient used in steps (1) and (2-1) were changed as described in Tables 1-3. Otherwise, the conditioner was manufactured and evaluated using the same method as in Example 1. The results are shown in Tables 1-3.

[0122] Example 4 <Step (1)> Using the ingredients listed in Table 1, mixture A was prepared according to the following steps. 1.52 g of polyquaternary ammonium salt-6 solution (as ingredient (A), 1 g of lactic acid (90% by mass) (as ingredient (C), and 15 g of water (equivalent to 3.00% by mass) (as ingredient (D)) were added to a 100 mL beaker and heated and stirred at 56°C using a stirring device (a mechanical stirrer equipped with two propeller blades). After confirming that it was a homogeneous solution, 0.37 g of sodium polyacrylate (as ingredient (B)) was added and mixed to obtain mixture A as a homogeneous suspension. <Step (2-2)> Subsequently, an emulsified composition (conditioner) was prepared according to the following steps. First, 22.22 g of stearoxypropyltrimethylammonium chloride (as component (E)) listed in Table 1, 10.19 g of stearyl alcohol (as component (F)), and 10.0 g of dipropylene glycol were premixed and dissolved at 85°C to prepare an oil phase component containing emulsion-forming components. 303 g of water (equivalent to 60.59% by mass) was added to a 500 mL beaker, and the mixture was heated and stirred at 56°C using a stirring device (a mechanical stirrer equipped with two propeller blades). The above-mentioned oil phase component was added, and the mixture was heated and stirred at 56°C for 10 minutes. After stirring for 10 minutes, heating was stopped, and air cooling was initiated (preparation of emulsion (II)). After air cooling, mixture A was added, and the mixture was stirred for 10 minutes (mixing of emulsion (II) and mixture A). Next, the ingredients (G) listed in Table 1 (1.0 g of amino-terminated polydimethylsiloxane and 10.0 g of polydimethylsiloxane) were added and mixed. Then, 120 g of water (equivalent to 24.00% by mass) at 30°C, 5.0 g of lanolin fatty acid, and 0.75 g of lactic acid (90% by mass) were added. The mixture was stirred and cooled until the liquid temperature reached below 40°C to obtain 500 mL of conditioner. The obtained conditioner was evaluated using the above method. The results are shown in Table 1.

[0123] Example 10 <Step (1)> Using the ingredients listed in Table 2, mixture A was prepared according to the following steps. 1.52 g of polyquaternary ammonium salt-6 solution (as ingredient (A),) 1 g of lactic acid (90% by mass) (as ingredient (C),) and 438 g of water (87.59% by mass) (as ingredient (D)) were added to a 500 mL beaker and heated and stirred at 75°C using a stirring device (a mechanical stirrer equipped with two propeller blades). After confirming that it was a homogeneous solution, 0.37 g of sodium polyacrylate (as ingredient (B)) was added and mixed to obtain mixture A as a homogeneous suspension. <Step (2-1)> Subsequently, an emulsified composition (hair conditioner) was prepared according to the following steps. First, 22.22 g of stearoxypropyltrimethylammonium chloride (as component (E)) listed in Table 2, 10.19 g of stearyl alcohol (as component (F)) and 10.0 g of dipropylene glycol were premixed and dissolved at 85°C to prepare an oil phase component containing emulsion-forming components. This was added to the mixture A above, and the mixture was heated and stirred at 75°C for 10 minutes. After stirring for 10 minutes, heating was stopped, and air cooling was started (preparation of emulsion (I)). Then, component (G) listed in Table 2 (1.0 g of amino-terminated polydimethylsiloxane, 10.0 g of polydimethylsiloxane, and 5 g of lanolin fatty acid) was added, followed by 0.75 g of lactic acid (90% by mass). The mixture was stirred and cooled until the liquid temperature reached below 40°C to obtain 500 mL of conditioner. The obtained conditioner was evaluated using the above method. The results are shown in Table 2.

[0124] Example 17 <Step (1)> Using the ingredients listed in Table 2, mixture A was prepared according to the following steps. 1.52 g of polyquaternary ammonium salt-6 solution (as ingredient (A),) 3 g of lactic acid (90% by mass) (as ingredient (C), and 422.71 g of water (as ingredient (D)) (equivalent to 84.54% by mass) were added to a 500 mL beaker and heated and stirred at 80°C using a stirring device (a mechanical stirrer equipped with two propeller blades). After confirming that it was a homogeneous solution, 0.37 g of sodium polyacrylate (as ingredient (B)) was added and mixed to obtain mixture A as a homogeneous suspension. <Step (2-1)> Subsequently, an emulsified composition (conditioner) was prepared according to the following steps. First, 11.00 g of stearoxypropyl dimethylamine (as component (E)), 31.90 g of stearyl alcohol (as component (F)), and 10.0 g of dipropylene glycol, as listed in Table 2, were pre-mixed and dissolved at 75°C to prepare an oil phase component containing emulsion-forming components. This was added to the above mixture A and heated and stirred at 75°C for 10 minutes. After stirring for 10 minutes, heating was stopped, and air cooling was initiated (preparation of emulsion (I)). Next, component (G) (1.0 g of amino-terminated polydimethylsiloxane and 10.0 g of polydimethylsiloxane), as listed in Table 2, was added and mixed. Then, 5.0 g of lanolin fatty acid and 3.5 g of lactic acid (90% by mass) were added, and the mixture was stirred and cooled until the liquid temperature reached below 40°C to obtain 500 mL of conditioner. The obtained conditioner was evaluated using the above method. The results are shown in Table 2.

[0125] Comparative Example 1 22.22 g of stearoxypropyl dimethylammonium chloride (E), 10.19 g of stearyl alcohol (F), and 10.0 g of dipropylene glycol, as listed in Table 3, were premixed and dissolved at 75°C to prepare an oil phase component containing emulsifying components. 1.52 g of polyquaternary ammonium salt-6 solution (A), 1 g of lactic acid (90% by mass) (C), and 318 g of water (D) (equivalent to 63.59% by mass) were added to a 500 mL beaker and heated and stirred at 56°C using a stirring device (a mechanical stirrer equipped with two propeller blades) (preparation of mixture A'). After confirming that it was a homogeneous solution, the above-mentioned oil phase component was added, and the mixture was heated and stirred at 56°C for 10 minutes (mixing of mixture A' with the oil phase component containing emulsifying components). After stirring for 10 minutes, heating was stopped, and air cooling was initiated. Add 0.37 g of sodium polyacrylate (component B) to the mixture and stir for 10 minutes. Then, add component (G) (1.0 g of amino-terminated polydimethylsiloxane and 10.0 g of polydimethylsiloxane) as described in Table 3 and mix. Next, add 120 g of water (equivalent to 24.00% by mass) at 30°C, 5 g of lanolin fatty acid, and 0.75 g of lactic acid (90% by mass). While stirring, cool until the liquid temperature reaches below 40°C to obtain 500 mL of conditioner. The obtained conditioner was evaluated using the above method. The results are shown in Table 3.

[0126] [Table 1] Table 1 (Wet weight: mass%) Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Step (1) Preparation of ingredients Mixture A or A' (A) Polyquaternary ammonium salt-6*1 0.304 0.304 0.304 0.304 0.289 Polyquaternary ammonium salt-39*2 0.363 Polyquaternary ammonium salt-16*3 0.365 Polyquaternary ammonium salt-22*4 0.332 Polyquaternary ammonium salt-47*5 0.733 (B) Sodium polyacrylate*6 0.074 0.074 0.074 0.074 0.044 0.054 0.064 0.046 (Acrylic acid / stearic acid) copolymer*7 0.80 (C) Lactic acid*8 0.20 0.05 0.35 0.20 0.20 0.20 0.20 0.20 0.20 (C') Sodium chloride (D) water 63.59 63.59 63.59 3.00 63.56 63.55 63.57 63.19 62.88 Step (2) Blending ingredients Oil phase components containing emulsion-forming components (E) Stearyl oxypropyltrimethylammonium chloride*9 4.44 4.44 4.44 4.44 4.44 4.44 4.44 4.44 4.44 10 stearoxypropyl dimethylamine (F) Stearyl*11 2.04 2.04 2.04 2.04 2.04 2.04 2.04 2.04 2.04 (H) Dipropylene glycol * 12 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Aqueous phase components other than mixture A or A' (C) Lactic acid*8 0.15 0.30 0.15 0.15 0.15 0.15 0.15 0.15 (D) water 24.00 24.00 24.00 84.59 24.00 24.00 24.00 24.00 24.00 Other oil phase components (G) Polydimethylsiloxane*13 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Amine-terminated polydimethylsiloxane*14 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 Lanolin fatty acids*15 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 The amount of components in mixture A or A' (concentration of active ingredient) (mass%) Ingredients(A) 0.20 0.20 0.20 3.53 0.24 0.25 0.21 0.24 0.19 Ingredient (B) 0.12 0.12 0.12 2.07 0.07 0.08 0.10 0.07 0.12 Ingredient (C) 0.28 0.07 0.49 5.03 0.28 0.28 0.28 0.28 0.28 Ingredient (D) 99.41 99.62 99.20 89.38 99.41 99.39 99.41 99.41 99.41 pH value of mixture A or A' 2.7 3.0 2.5 - - - - - - Manufacturing steps Using the mixture (A or A') prepared in step (1) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) The appearance of the mixture (A or A') prepared in step (1) Floating Floating Floating Floating Floating Floating Floating Floating Floating Step (2) (2-1) (2-1) (2-1) (2-2) (2-1) (2-1) (2-1) (2-1) (2-1) The mixing temperature in step (2) 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ Composition of the emulsion composition Blending amount of ingredient (A) (concentration of active ingredient) (mass%) 0.126 0.126 0.126 0.126 0.156 0.157 0.136 0.154 0.120 Component (B) dosage (concentration of active ingredient) (mass%) 0.074 0.074 0.074 0.074 0.044 0.054 0.064 0.046 0.080 The amount (concentration of active ingredient) of component (C) (mass%) formulated into mixture A or A' 0.18 0.05 0.32 0.18 0.18 0.18 0.18 0.18 0.18 Component (C) dosage (concentration of active ingredient) (mass %) 0.32 0.32 0.32 0.32 0.32 0.32 0.32 0.32 0.32 Blending amount (mass%) of component (D) 87.59 87.59 87.59 87.59 87.56 87.55 87.57 87.19 86.88 Component (E) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Blending amount of ingredient (F) (concentration of active ingredient) (mass%) 4.48 4.48 4.48 4.48 4.48 4.48 4.48 4.48 4.48 Blending amount of ingredient (G) (concentration of active ingredient) (mass%) 2.24 2.24 2.24 2.24 2.24 2.24 2.24 2.24 2.24 Component (H) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Total amount of ingredients (A) + (B) (concentration of active ingredient) (mass%) 0.20 0.20 0.20 0.20 0.20 0.21 0.20 0.20 0.20 The molar ratio of the cationic charge of component (A) to the anionic charge of component (B) 50 / 50 50 / 50 50 / 50 50 / 50 50 / 50 50 / 50 50 / 50 50 / 50 50 / 50 The mixing ratio in mixture A or A' is [(A+B) / C]. 1 / 0.9 1 / 0.25 1 / 1.6 1 / 0.9 1 / 0.9 1 / 0.9 1 / 0.9 1 / 0.9 1 / 0.9 Evaluation results emulsified state A A B C B A B A A Preservation stability A A A A A A A A A The feel when applying 4.2 4.4 3.6 3.2 4.8 4.0 3.8 3.8 3.6 Moisture resistance of treated hair (Change in hair strand width after storage in a high humidity environment) 1.0 1.0 1.2 1.2 1.2 1.0 1.0 1.0 1.1

[0127] [Table 2] Table 2 (Wet weight: mass%) Example 10 Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 Example 17 Step (1) Preparation of ingredients Mixture A or A' (A) Polyquaternary ammonium salt-6*1 0.304 0.455 0.082 0.453 0.386 0.205 0.077 0.304 Polyquaternary ammonium salt-39*2 Polyquaternary ammonium salt-16*3 Polyquaternary ammonium salt-22*4 Polyquaternary ammonium salt-47*5 (B) Sodium polyacrylate*6 0.074 0.110 0.016 0.012 0.040 0.115 0.168 0.074 (Acrylic acid / stearic acid) copolymer*7 (C) Lactic acid*8 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.60 (C') Sodium chloride (D) water 87.59 63.40 63.87 63.50 63.54 63.65 63.72 84.54 Step (2) Blending ingredients Oil phase components containing emulsion-forming components (E) Stearyl oxypropyltrimethylammonium chloride*9 4.44 4.44 4.44 4.44 4.44 4.44 4.44 10 stearoxypropyl dimethylamine 2.20 (F) Stearyl*11 2.04 2.04 2.04 2.04 2.04 2.04 2.04 6.38 (H) Dipropylene glycol * 12 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Aqueous phase components other than mixture A or A' (C) Lactic acid*8 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.70 (D) water 0.00 24.00 24.00 24.00 24.00 24.00 24.00 Other oil phase components (G) Polydimethylsiloxane*13 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Amine-terminated polydimethylsiloxane*14 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 Lanolin fatty acids*15 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 total 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 The amount of components in mixture A or A' (concentration of active ingredient) (mass%) Ingredients(A) 0.14 0.30 0.05 0.29 0.25 0.13 0.05 0.15 Ingredient (B) 0.08 0.17 0.02 0.02 0.06 0.18 0.26 0.09 Ingredient (C) 0.20 0.28 0.28 0.28 0.28 0.28 0.28 0.63 Ingredient (D) 99.57 99.25 99.64 99.41 99.41 99.41 99.41 99.13 pH value of mixture A or A' - - - - - - - 2.4 Manufacturing steps Using the mixture (A or A') prepared in step (1) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C) and (D) The appearance of the mixture (A or A') prepared in step (1) Floating Floating Floating Floating Floating Floating Floating Floating Step (2) (2-1) (2-1) (2-1) (2-1) (2-1) (2-1) (2-1) (2-1) The mixing temperature in step (2) 75℃ 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ 75℃ Composition of the emulsion composition Blending amount of ingredient (A) (concentration of active ingredient) (mass%) 0.126 0.189 0.034 0.188 0.160 0.085 0.032 0.126 Component (B) dosage (concentration of active ingredient) (mass%) 0.074 0.110 0.016 0.012 0.040 0.115 0.168 0.074 The amount (concentration of active ingredient) of component (C) (mass%) formulated into mixture A or A' 0.18 0.18 0.18 0.18 0.18 0.18 0.18 0.54 Component (C) dosage (concentration of active ingredient) (mass %) 0.32 0.32 0.32 0.32 0.32 0.32 0.32 1.17 Blending amount (mass%) of component (D) 87.59 87.40 87.87 87.50 87.54 87.65 87.72 84.54 Component (E) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 2.00 1.98 Blending amount of ingredient (F) (concentration of active ingredient) (mass%) 4.48 4.48 4.48 4.48 4.48 4.48 4.48 6.60 Blending amount of ingredient (G) (concentration of active ingredient) (mass%) 2.24 2.24 2.24 2.24 2.24 2.24 2.24 2.24 Component (H) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Total amount of ingredients (A) + (B) (concentration of active ingredient) (mass%) 0.20 0.30 0.05 0.20 0.20 0.20 0.20 0.20 The molar ratio of the cationic charge of component (A) to the anionic charge of component (B) 50 / 50 50 / 50 50 / 50 90 / 10 70 / 30 30 / 70 10 / 90 55 / 45 The mixing ratio in mixture A or A' is [(A+B) / C]. 1 / 0.9 1 / 0.6 1 / 3.6 1 / 0.9 1 / 0.9 1 / 0.9 1 / 0.9 1 / 2.7 Evaluation results emulsified state B A A B B A B A Preservation stability A A A A A A A A The feel when applying 4 4 4.4 3.4 3.6 3.8 3.8 4.2 Moisture resistance of treated hair (Change in hair strand width after storage in a high humidity environment) 1.1 1.2 1.2 1.1 1.2 1.2 1.2 1.0

[0128] [Table 3] Table 3 (Wet weight: mass%) Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 Comparative Example 6 Step (1) Preparation of ingredients Mixture A or A' (A) Polyquaternary ammonium salt-6*1 0.304 0.304 0.304 1.520 0.304 Polyquaternary ammonium salt-39*2 Polyquaternary ammonium salt-16*3 Polyquaternary ammonium salt-22*4 Polyquaternary ammonium salt-47*5 (B) Sodium polyacrylate*6 0.074 0.074 0.074 0.369 0.074 (Acrylic acid / stearic acid) copolymer*7 (C) Lactic acid*8 0.20 0.20 0.20 0.20 (C') Sodium chloride 1.00 (D) water 63.59 63.59 63.67 63.90 62.08 62.59 Step (2) Blending ingredients Oil phase components containing emulsion-forming components (E) Stearyl oxypropyltrimethylammonium chloride*9 4.44 4.44 4.44 4.44 4.44 4.44 10 stearoxypropyl dimethylamine (F) Stearyl*11 2.04 2.04 2.04 2.04 2.04 2.04 (H) Dipropylene glycol * 12 2.00 2.00 2.00 2.00 2.00 2.00 Aqueous phase components other than mixture A or A' (C) Lactic acid*8 0.15 0.35 0.15 0.15 0.15 0.35 (D) water 24.00 24.00 24.00 24.00 24.00 24.00 Other oil phase components (G) Polydimethylsiloxane*13 2.00 2.00 2.00 2.00 2.00 2.00 Amine-terminated polydimethylsiloxane*14 0.20 0.20 0.20 0.20 0.20 0.20 Lanolin fatty acids*15 1.00 1.00 1.00 1.00 1.00 1.00 total 100.00 100.00 100.00 100.00 100.00 100.00 The amount of components in mixture A or A' (concentration of active ingredient) (mass %) Ingredients(A) 0.20 0.20 0.20 0.00 1.00 0.20 Ingredient (B) 0.12 0.12 0.00 0.12 0.58 0.12 Ingredient (C) 0.28 0.00 0.28 0.28 0.28 0.00 Ingredient (D) 99.41 99.69 99.52 99.60 98.15 98.12 pH value of mixture A or A' - 3.4 - - - - Manufacturing steps Using the mixture (A or A') prepared in step (1) Mix (A), (C) and (D) Mix (A), (B) and (D) Mix (A), (C) and (D) Mix (B), (C) and (D) Mix (A), (B), (C) and (D) Mix (A), (B), (C') and (D) The appearance of the mixture (A or A') prepared in step (1) transparent Condensation and sedimentation transparent transparent Condensation and sedimentation transparent Step (2) - (2-1) (2-1) (2-1) (2-1) (2-1) The mixing temperature in step (2) 56℃ 56℃ 56℃ 56℃ 56℃ 56℃ Composition of the emulsion composition Blending amount of ingredient (A) (concentration of active ingredient) (mass%) 0.126 0.126 0.126 0.000 0.631 0.126 Component (B) dosage (concentration of active ingredient) (mass%) 0.074 0.074 0.000 0.074 0.369 0.074 The amount (concentration of active ingredient) of component (C) (mass%) formulated into mixture A or A' 0.18 0.00 0.18 0.18 0.18 0.00 Component (C) dosage (concentration of active ingredient) (mass %) 0.32 0.32 0.32 0.32 0.32 0.32 Blending amount (mass%) of component (D) 87.59 87.59 87.67 87.90 86.08 86.59 Component (E) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 Blending amount of ingredient (F) (concentration of active ingredient) (mass%) 4.48 4.48 4.48 4.48 4.48 4.48 Blending amount of ingredient (G) (concentration of active ingredient) (mass%) 2.24 2.24 2.24 2.24 2.24 2.24 Component (H) dosage (concentration of active ingredient) (mass %) 2.00 2.00 2.00 2.00 2.00 2.00 Total amount of ingredients (A) + (B) (concentration of active ingredient) (mass%) 0.20 0.20 0.13 0.07 1.00 0.20 The molar ratio of the cationic charge of component (A) to the anionic charge of component (B) 50 / 50 50 / 50 - - 50 / 50 50 / 50 The mixing ratio in mixture A or A' is [(A+B) / C]. - - - - 1 / 0.18 - Evaluation results emulsified state C B A C D D Preservation stability A A A A D D The feel when applying 1.4 1.6 2.2 2.8 Moisture resistance of treated hair (Change in hair strand width after storage in a high humidity environment) 1.4 1.6 1.3 1.4 -* -*

[0129] *: In Comparative Examples 5 and 6, the conditioner separated, therefore no evaluation was conducted. The ingredients listed in the table are as follows. <Ingredient (A): Cationic or Amphoteric Polymers> *1 Polytetramethylammonium Salt-6 (Dimethyldiallylammonium Chloride Polymer), "MERQUAT 100" manufactured by Lubrizol Advanced Materials, Inc., cationic charge density: 6.18 meq / g, Mw: 150,000, active ingredient content: 41.5% by mass *2 Polytetramethylammonium Salt-39 (Acrylamide-Acrylic Acid-Dimethyldiallylammonium Chloride Copolymer), "MERQUAT 3940 POLYMER" manufactured by Lubrizol Advanced Materials, Inc., cationic charge density: 2.97 meq / g, Mw: 150,000, active ingredient content: 43% by mass *3 Polytetramethylammonium Salt-16 (Vinylimidazolium Trichloride-Vinylpyrrolidone Copolymer), "Luviquat FC 550" manufactured by BASF SE, cationic charge density: 3.91 *4 Polytetraammonium Salt-22 (Dimethyl diallyl ammonium chloride-acrylic acid copolymer liquid), manufactured by Lubrizol Advanced Materials, Inc., "MERQUAT 280", cationic charge density: 4.99 meq / g, Mw: 450,000, active ingredient content: 41% by mass. *5 Polytetraammonium Salt-47 (Acrylic acid-methyl acrylate-methyl methacrylate-propyltrimethylammonium chloride copolymer), manufactured by Lubrizol Advanced Materials, Inc., "MERQUAT 2001 POLYMER", cationic charge density: 3.21 meq / g, Mw: 1,300,000, active ingredient content: 21% by mass.

[0130] <Ingredient (B): Anionic Polymer> *6 Sodium polyacrylate, "ACUSOL 445G POLYMER" manufactured by The Dow Chemical Company, anionic charge density: 10.6 meq / g, Mw: 25,000, active ingredient content: 100% by mass *7 (Acrylic acid / stearyl acrylate) copolymer, "Sofcare SA-37W" manufactured by Kao Corporation, anionic charge density: 9.3 meq / g, Mw: 20,000, active ingredient content: 10% by mass <Ingredient (C): Organic Acid> *8 Lactic acid, "PURAC ULTRAPURE 90" manufactured by PURAC Thailand Ltd., active ingredient content: 90% by mass <Ingredient (E): Cationic Surfactant> *9 Stearoxypropyltrimethylammonium chloride, "Quartamin E-80K" manufactured by Kao Corporation, active ingredient content: 45% by mass *10 *11. Stearyl propyl dimethylamine, Kao Corporation's "Farmin DM-E80", active ingredient content: 90% by mass, stearyl alcohol 10% by mass mixture <Component (F): Higher alcohols> *12. Stearyl alcohol, Kao Corporation's "Kalcol 8098", active ingredient content: 100% by mass <Component (H): Aqueous medium> *13. Dipropylene glycol, ADEKA Corporation's "DPG-RF", active ingredient content: 100% by mass <Component (G): Oil> *14. Polydimethylsiloxane, Shin-Etsu Chemical Industry Co., Ltd.'s "SILICONE KHS-3", active ingredient content: 100% by mass *15. Amino-terminated polydimethylsiloxane, Dow Toray Corporation's "SILICONE SF 8457 C", active ingredient content: 100% by mass Lanolin fatty acids, "18MEA-CL1" manufactured by Kao Corporation, active ingredient content: 3.5% by mass [Industrial applicability]

[0131] According to the present invention, a method for manufacturing an emulsion composition is provided, the emulsion composition comprising a polyion complex having high stability, and when used as a hair cosmetic composition, improving the feel when applied to hair, and suppressing hair frizz under high humidity conditions.

Claims

1. A method for manufacturing an emulsified composition, the emulsified composition comprising: component (A): one or more polymers selected from the group consisting of quaternary dialkylaminoalkyl (meth)acrylate polymers, diallyl quaternary ammonium salt polymers, methacrylic acid aminopropyl trimethylammonium salt polymers, methacrylic acid ethyl trimethylammonium salt polymers, and vinylimidazolium trichloride-vinylpyrrolidone copolymers (polyquaternary ammonium salt-16); component (B): one or more polymers selected from the group consisting of poly(meth)acrylic acid, (meth)acrylic acid copolymers, or salts thereof; component (C): one or more polymers selected from the group consisting of succinic acid, lactic acid, malic acid, glycolic acid, p-toluenesulfonic acid, and naphthalenesulfonic acid; and component (D): water, the manufacturing method comprising step (1) and any one of step (2-1) or step (2-2) below. The total amount of the above-mentioned components (A) and (B) in the above-mentioned emulsified composition is less than 1.0% by mass of 100% of the total amount of the above-mentioned emulsified composition. Step (1) is the step of preparing mixture A containing the above-mentioned components (A) to (D); Step (2-1) is the step of mixing the above-mentioned mixture A with the oil phase component containing the emulsion forming component to prepare emulsion (I); Step (2-2) is the step of mixing the oil phase component containing the emulsion forming component with the aqueous phase component other than the above-mentioned mixture A to prepare emulsion (II), and then mixing the above-mentioned mixture A. The above-mentioned emulsion forming component contains: Component (E): cationic surfactant and Component (F): higher alcohol.

2. The method for manufacturing the emulsified composition of claim 1, wherein in the mixture A, the mass ratio of the total amount of the above-mentioned component (A) and the above-mentioned component (B) to the amount of the above-mentioned component (C) [(A+B) / C] is in the range of 1 / 0.10 to 1 / 20.

3. A method for manufacturing the emulsified composition as claimed in claim 1 or 2, wherein the mixture A is in a suspension state.

Citation Information

Patent Citations

  • Composition comprising hyaluronic acid-based polyion complex particles

    JP2021095361A