Water-in-oil hair treatment

A water-in-oil hair treatment agent combining specific silicones and ester oil enhances stability and reduces frizz, addressing the inadequacies of conventional agents by improving hair smoothness and manageability.

JP2026079211APending Publication Date: 2026-05-15HOYU CO LTD
View PDF 1 Cites 0 Cited by

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
HOYU CO LTD
Filing Date
2024-10-30
Publication Date
2026-05-15

AI Technical Summary

Technical Problem

Conventional water-in-oil type hair treatment agents are insufficient in suppressing frizzy hair, despite their stability and moisture retention benefits.

Method used

A water-in-oil hair treatment agent combining cross-linked polyether-modified silicone, cross-linked polyglycerin-modified silicone, silicone resin, and optionally low-polymerization silicone, ester oil, and highly polymerized silicone to enhance stability and reduce frizz.

Benefits of technology

The agent provides excellent stability and effectively suppresses frizz while improving hair smoothness and manageability.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 2026079211000001
    Figure 2026079211000001
  • Figure 2026079211000002
    Figure 2026079211000002
  • Figure 2026079211000003
    Figure 2026079211000003
Patent Text Reader

Abstract

To provide a water-in-oil type hair treatment agent that offers excellent stability and suppresses frizz. [Solution] The present invention provides a water-in-oil hair treatment agent containing (A) at least one selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, and (B) silicone resin.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to a water-in-oil type hair treatment agent.

Background Art

[0002] Generally, in the hair care product market, water-in-oil type emulsified cosmetics containing silicone oil are known. As such water-in-oil type emulsified cosmetics, for example, treatments that are applied to the hair and then dried as they are, that is, treatments that are not rinsed off, are in circulation.

[0003] Conventionally, water-in-oil type emulsified cosmetics as described in Patent Document 1 are known. Such emulsified cosmetics disclose a high internal water phase water-in-oil type emulsified cosmetic containing one or more kinds of a predetermined crosslinked polyether-modified silicone and one or more kinds of a predetermined polyether-modified silicone. Such water-in-oil type emulsified cosmetics are excellent in stability, and since the external phase is an oil component, they are excellent in moisture retention and a moist feeling.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] Due to aging, damage caused by chemical treatments, daily damage, etc., keratin is cut and the cuticle is peeled off. As a result, when the hair is regarded as a surface, the hair that protrudes from the surface, that is, the amount of frizzy hair increases. Also, when there is a lot of such hair, even if the hair tips are gathered, when looking down at the whole hair, it gives an impression of not being gathered. Conventional water-in-oil type hair treatment agents have insufficient effect of suppressing frizzy hair. Therefore, a water-in-oil type hair treatment agent that is excellent in stability and can suppress frizzy hair has been desired. [Means for solving the problem]

[0006] This invention is based on the discovery that, in a water-in-oil type hair treatment agent, the combined use of a predetermined modified silicone and silicone resin results in excellent stability and suppression of frizz. Note that the mass percentage values ​​indicating the content of the components include solubilizers such as organic solvents within the dosage form.

[0007] The following describes various methods for solving the above problems. The water-in-oil hair treatment agent of embodiment 1 contains (A) at least one selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, and (B) silicone resin.

[0008] Embodiment 2 is the water-in-oil type hair treatment agent described in Embodiment 1, wherein the (B) silicone resin is a cross-linked silicone containing a resin structure. Embodiment 3 is a water-in-oil type hair treatment agent according to Embodiment 1 or 2, further containing (C) low-polymerization silicone.

[0009] Embodiment 4 is a water-in-oil hair treatment agent according to any one embodiment of Embodiments 1 to 3, further containing (D) ester oil. Embodiment 5 is a water-in-oil type hair treatment agent according to any one embodiment of Embodiments 1 to 4, further containing (E) highly polymerized silicone.

[0010] Embodiment 6 is the water-in-oil hair treatment agent described in Embodiment 3, further containing (D) ester oil, wherein the mass ratio of the content of component (D) to the total content of component (A) and component (C) in the water-in-oil hair treatment agent is 0.00001 or more and 1 or less.

[0011] Embodiment 7 is the water-in-oil hair treatment agent described in Embodiment 3, further containing (D) ester oil, wherein the mass ratio of the total content of component (B) and the total content of component (D) to the total content of component (A) and component (C) in the water-in-oil hair treatment agent is 0.001 or more and 5 or less. [Effects of the Invention]

[0012] According to the present invention, the water-in-oil type hair treatment agent offers excellent stability and can suppress frizz. [Modes for carrying out the invention]

[0013] The following describes one embodiment of the water-in-oil hair treatment agent of the present invention. The water-in-oil hair treatment agent contains (A) at least one modified silicone selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, and (B) a silicone resin. The water-in-oil hair treatment agent may further contain (C) a low-polymerization silicone, (D) an ester oil, and (E) a high-polymerization silicone.

[0014] ((A) Modified silicone) The water-in-oil hair treatment agent contains (A) at least one modified silicone selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, which can improve the feel of the hair after treatment with the water-in-oil hair treatment agent, particularly its manageability and smoothness. It can also improve the stability of the water-in-oil hair treatment agent, particularly its emulsification stability.

[0015] Crosslinked polyether-modified silicone refers to silicone crosslinked with divalent polyoxyalkylene groups. Crosslinked polyglycerin-modified silicone refers to silicone crosslinked with divalent polyglyceryl groups. The divalent polyoxyalkylene groups are preferably polyoxy C2-C8 alkylene groups, and more preferably polyoxy C2-C4 alkylene groups. Specifically, examples include polyoxyethylene groups, polyoxypropylene groups, and polyoxybutylene groups.

[0016] The above crosslinked polyether-modified silicone and crosslinked polyglycerin-modified silicone may or may not have a branched chain in the silicone chain. When the silicone chain has a branched chain, examples of such a branched chain include, for example, a branched chain represented by the following chemical formula (I).

[0017]

Chemical formula

[0018] Further, the above crosslinked polyether-modified silicone and crosslinked polyglycerin-modified silicone may or may not be covariant with an alkyl group. When it is covariant with an alkyl group, the alkyl group may be linear or branched. The carbon number of this alkyl group is, for example, 8 to 20, and specific examples include a capryl group, a lauryl group, a myristyl group, etc.

[0019] Specific examples of the crosslinked polyether-modified silicone include (PEG-15 / lauryl polydimethylsiloxyethyl dimethicone) copolymer, (dimethicone / (PEG-10 / 15)) copolymer, (PEG-15 / lauryl dimethicone) copolymer, (PEG-10 / lauryl dimethicone) copolymer, etc. Specific examples of the crosslinked polyglycerol-modified silicone include (polyglyceryl-3 / lauryl polydimethylsiloxyethyl dimethicone) copolymer, (dimethicone / polyglyceryl-3) copolymer, (lauryl dimethicone / polyglyceryl-3) copolymer, etc. Among these specific examples of the component (A), (dimethicone / (PEG-10 / 15)) copolymer, (dimethicone / polyglyceryl-3) copolymer, and (PEG-15 / lauryl polydimethylsiloxyethyl dimethicone) copolymer are preferred.

[0020] In addition, crosslinked polyether-modified silicone and crosslinked polyglycerol-modified silicone of the component (A) in a gel form with an oil agent such as hydrocarbon oil, silicone oil, ester oil, etc. are commercially available. For example, KSG-320Z, KSG-820Z, KSG-320, KSG-820, KSG-210, KSG-240, KSG-310, KSG-330, KSG-340, KSG-710, KSG-810, KSG-830, KSG-840, etc. (all manufactured by Shin-Etsu Chemical Co., Ltd.) can be mentioned.

[0021] These component (A) may be used alone or in appropriate combination of two or more. The lower limit of the content of component (A) in the mixture of the water-in-oil hair treatment agent at the time of use is set as appropriate, but is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, particularly preferably 0.1% by mass or more, and most preferably 0.5% by mass or more. When the content of component (A) is 0.005% by mass or more, the feel of the hair after treatment with the water-in-oil hair treatment agent, especially its manageability, can be further improved. Furthermore, the emulsification stability of the water-in-oil hair treatment agent can be further improved. On the other hand, the upper limit of the content of such component (A) is set as appropriate, but is preferably 10% by mass or less, more preferably 5% by mass or less, and even more preferably 2.5% by mass or less. When the content of component (A) is 10% by mass or less, the effects of the present invention can be efficiently improved. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0022] ((B) Silicone resin) Component (B) is an organopolysiloxane having a three-dimensional network structure, specifically, polymethylsilsesquioxane, polypropylsilsesquioxane, trimethylsiloxysilicate, etc., having a three-dimensional network crosslinked structure. Component (B) is preferably a crosslinked silicone containing a resin structure. Using such a compound can further suppress hair frizz after treatment with an oil-in-water type hair treatment agent.

[0023] Specific examples of component (B) include, for example, polymethylsilsesquioxane, polypropylsilsesquioxane, trimethylsiloxysilicate, (trimethylsiloxysilicate / dimethiconol) crosspolymer, (dimethicone / vinyltrimethylsiloxysilicate) crosspolymer, (vinyldimethyl / trimethylsiloxysilicate / dimethicone) crosspolymer, and (vinyldimethyl / stearyldimethicone trimethylsiloxysilicate) crosspolymer. Among these, (dimethicone / vinyltrimethylsiloxysilicate) crosspolymer, trimethylsiloxysilicate, and polymethylsilsesquioxane are preferred from the viewpoint of superior effects of the present invention, and (dimethicone / vinyltrimethylsiloxysilicate) crosspolymer is more preferred.

[0024] These (B) components may be used individually or in combination of two or more as appropriate. The lower limit of the content of component (B) in the mixture of the water-in-oil hair treatment agent at the time of use is set as appropriate, but is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, and particularly preferably 0.1% by mass or more. When the content of component (B) is 0.005% by mass or more, hair frizz after treatment with the water-in-oil hair treatment agent can be further suppressed. On the other hand, the upper limit of the content of such component (B) is set as appropriate, but is preferably 10% by mass or less, more preferably 7.5% by mass or less, even more preferably 5% by mass or less, and particularly preferably 2% by mass or less. When the content of component (B) is 10% by mass or less, the effects of the present invention can be efficiently improved. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0025] ((C) Low Polymer Silicone) The water-in-oil hair treatment agent may contain component (C). By including component (C), the feel of the hair after treatment with the water-in-oil hair treatment agent, especially its manageability, can be improved.

[0026] In this embodiment, component (C) refers to a silicone with an average degree of polymerization of 100 or less. For example, a silicone with an average degree of polymerization of 1 to 100 is preferred for component (C), a silicone with an average degree of polymerization of 1 to 90 is more preferred, and a silicone with an average degree of polymerization of 1 to 80 is even more preferred. Examples of such a component (C) include dimethylpolysiloxane with an average degree of polymerization of 1 to 100, dimethiconol with an average degree of polymerization of 1 to 100, and so on. Ranges arbitrarily combining the above upper and lower limits are also conceivable. Furthermore, since the degree of polymerization of dimethylpolysiloxane and its kinematic viscosity are approximately proportional, commercially available products specified by kinematic viscosity and having a kinematic viscosity below the specified average degree of polymerization may also be used. For example, the kinematic viscosity of component (C) at 25°C is 0.65 mm². 2 / s or more 100mm 2Examples of components (C) include disiloxane with an average degree of polymerization of 2, trisiloxane with an average degree of polymerization of 3, and dimethicone or dimethiconol with an average degree of polymerization of 4 or higher.

[0027] These (C) components may be used individually or in combination of two or more as appropriate. The lower limit of the content of component (C) in the mixture of the water-in-oil hair treatment agent at the time of use is set as appropriate, but is preferably 0.1% by mass or more, more preferably 1% by mass or more, even more preferably 2% by mass or more, particularly preferably 5% by mass or more, and most preferably 10% by mass or more. When the content of component (C) is 0.1% by mass or more, the feel of the hair after treatment with the water-in-oil hair treatment agent, especially the manageability of the hair, can be further improved. On the other hand, the upper limit of the content of such component (C) is set as appropriate, but is preferably 30% by mass or less, more preferably 25% by mass or less, and even more preferably 20% by mass or less. When the content of component (C) is 30% by mass or less, the effects of the present invention can be efficiently improved. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0028] ((D) Ester oil) The water-in-oil hair treatment agent may contain ingredient (D). By including ingredient (D), frizziness of the hair after treatment with the water-in-oil hair treatment agent can be further suppressed.

[0029] (D)Specific examples of components include, for example, lactone derivatives, diisopropyl adipate, diisobutyl adipate, dioctyl adipate, 2-hexyldecyl adipate, diisostearyl adipate, isopropyl myristate, cetyl octanoate, cetyl isooctanoate, isononyl isononanoate, isodecyl isononanoate, isotridecyl isononanoate, diisopropyl sebacate, octyldodecyl myristate, isopropyl palmitate, octyl palmitate, butyl stearate, stearyl stearate, hexyl laurate, myristyl myristate, oleyl oleate, decyl oleate, hexyldecyl dimethyloctanoate, triisodecyl myristate, isostearyl myristate, 2-ethylhexyl palmitate, octyldodecyl ricinoleate, fatty acids (C 10 -C 30 Examples include (cholesteryl / lanosteryl), lauryl lactate, cetyl lactate, myristyl lactate, octyldodecyl lactate, dioctyl succinate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, cetyl caprate, glyceryl tricaprylate, triethylhexanoin, caprylic / capric triglyceride, neopentyl glycol dicaprate, diisostearyl malate, and lanolin derivatives. Among these, lactone derivatives are preferred from the viewpoint of further improving the effects of the present invention.

[0030] Examples of lactone derivatives include γ-lactone derivatives having a five-membered ring and δ-lactone derivatives having a six-membered ring. These lactone derivatives are preferably derivatives in which a saturated or unsaturated hydrocarbon group having 9 to 22 carbon atoms in a straight or branched chain is added (substituted with hydrogen) to one of the carbon atoms constituting the five-membered or six-membered ring. Furthermore, from the viewpoint of stability, a saturated hydrocarbon group is even more preferable. Specifically, examples include nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicosyl group, henicosyl group, docosyl group, etc. Examples of specific substances include γ-docosalactone, meadowfoam-δ-lactone, mevalonolactone, and gluconolactone. Among these, γ-docosalactone and meadowfoam-δ-lactone are preferred.

[0031] These (D) components may be used individually or in combination of two or more as appropriate. The lower limit of the content of component (D) in the mixture of the water-in-oil hair treatment agent at the time of use is set as appropriate, but is preferably 0.001% by mass or more, more preferably 0.002% by mass or more, and even more preferably 0.005% by mass or more. When the content of component (D) is 0.001% by mass or more, frizziness of the hair after treatment with the water-in-oil hair treatment agent can be further suppressed. On the other hand, the upper limit of the content of such component (D) is set as appropriate, but is preferably 5% by mass or less, more preferably 3% by mass or less, even more preferably 2% by mass or less, and particularly preferably 0.5% by mass or less. When the content of component (D) is 5% by mass or less, the feel of the hair after treatment with the water-in-oil hair treatment agent can be improved. In particular, stickiness can be suppressed. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0032] In the mixture of the water-in-oil hair treatment agent used, the lower limit of the mass ratio of the content of component (D) to the sum of the content of component (A) and the content of component (C) is preferably 0.00001 or more, more preferably 0.00005 or more, even more preferably 0.0001 or more, and particularly preferably 0.0005 or more. When the lower limit of this mass ratio is 0.00001 or more, the frizziness of the hair after treatment with the water-in-oil hair treatment agent can be further suppressed.

[0033] In the mixture of the water-in-oil hair treatment agent used, the upper limit of the mass ratio of the content of component (D) to the sum of the content of component (A) and the content of component (C) is preferably 1 or less, more preferably 0.5 or less, even more preferably 0.1 or less, and particularly preferably 0.01 or less. When the upper limit of this mass ratio is 1 or less, the feel of the hair after treatment with the water-in-oil hair treatment agent can be improved. In particular, stickiness can be suppressed. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0034] In the mixture of the water-in-oil hair treatment agent used, the lower limit of the mass ratio of the total content of component (B) and component (D) to the total content of component (A) and component (C) is preferably 0.001 or more, more preferably 0.005 or more, and even more preferably 0.01 or more. When this lower limit of mass ratio is 0.001 or more, the frizziness of the hair after treatment with the water-in-oil hair treatment agent can be further suppressed.

[0035] In the mixture of the water-in-oil hair treatment agent used, the upper limit of the mass ratio of the total content of component (B) and component (D) to the total content of component (A) and component (C) is preferably 5 or less, more preferably 3 or less, even more preferably 2 or less, and particularly preferably 1 or less. When the upper limit of this mass ratio is 5 or less, the feel of the hair after treatment with the water-in-oil hair treatment agent, especially its smoothness, can be improved. In addition, stickiness can be particularly suppressed. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0036] ((E) High-polymer silicone) The water-in-oil hair treatment agent may contain ingredient (E). By including ingredient (E), the feel of the hair after treatment with the water-in-oil hair treatment agent, especially its smoothness, can be improved.

[0037] In this embodiment, component (E) refers to a silicone with an average degree of polymerization of 2,000 or more. For example, a silicone with an average degree of polymerization of 2,000 to 20,000 is preferred for component (E), and a silicone with an average degree of polymerization of 3,000 to 10,000 is even more preferred. Specific examples of such highly polymerized silicones include, for example, dimethylpolysiloxane with an average degree of polymerization of 2,000 to 20,000, dimethiconol with an average degree of polymerization of 2,000 to 20,000, and amino-modified silicone with an average degree of polymerization of 2,000 to 20,000.

[0038] Dimethylpolysiloxane is a polymer in which dimethylsiloxane is used as the unit structure, and many of these unit structures are polymerized, with both ends ending in trimethylsiloxane. Dimethiconol is a dimethylpolysiloxane with hydroxyl-terminated groups. Amino-modified silicone has a polysiloxane skeleton consisting of repeating "-Si-O-" groups, and some of the alkyl side chains of its silicon atoms are amino-modified.

[0039] Specific examples of amino-modified silicones include aminopropylmethylsiloxane-dimethylsiloxane copolymer (aminopropyl dimethicone), aminoethylaminopropylsiloxane-dimethylsiloxane copolymer (amodimethicone), and aminoethylaminopropylmethylsiloxane-dimethylsiloxane copolymer (trimethylsilyl amodimethicone).

[0040] These (E) components may be used individually or in combination of two or more as appropriate. The lower limit of the content of component (E) in the mixture of the water-in-oil hair treatment agent at the time of use is set as appropriate, but is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, even more preferably 0.05% by mass or more, and particularly preferably 0.2% by mass or more. When the content of component (E) is 0.005% by mass or more, the feel of the hair after treatment with the water-in-oil hair treatment agent can be further improved. On the other hand, the upper limit of the content of such component (E) is set as appropriate, but is preferably 25% by mass or less, more preferably 20% by mass or less, even more preferably 15% by mass or less, and particularly preferably 5% by mass or less. When the content of component (E) is 25% by mass or less, the feel of the hair after treatment with the water-in-oil hair treatment agent can be further improved. Ranges in which the above upper and lower limits are arbitrarily combined are also conceivable.

[0041] (solvent) The water-in-oil hair treatment agent contains water as a solvent. The water content in the mixture (content at the time of use) is set as appropriate, but is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more.

[0042] (Other ingredients) The water-in-oil hair treatment agent may further contain, as necessary, components other than those mentioned above, such as other solubilizers, water-soluble polymers, oily components, polyhydric alcohols, surfactants, chelating agents, pH adjusters, sugars, preservatives, stabilizers, plant extracts, herbal extracts, vitamins, fragrances, antioxidants, UV absorbers, etc., within a range that does not impair the effects of the present invention.

[0043] Examples of solubilizers include organic solvents. Specific examples of organic solvents include ethanol, n-propanol, isopropanol, methyl cellosolve, ethyl cellosolve, methyl carbitol, ethyl carbitol, benzyl alcohol, phenethyl alcohol, γ-phenylpropyl alcohol, cinnamon alcohol, anise alcohol, p-methylbenzyl alcohol, α-dimethylphenethyl alcohol, α-phenylethanol, ethylene glycol phenyl ether (phenoxyethanol), phenoxyisopropanol, 2-benzyloxyethanol, N-alkylpyrrolidone, alkylene carbonate, alkyl ethers, etc. Only one of these solubilizers may be included individually, or two or more may be included in combination.

[0044] Examples of water-soluble polymers include anionic polymers, cationic polymers, nonionic polymers, and amphoteric polymers. Furthermore, water-soluble polymers can also include natural polymers, semi-synthetic polymers, and synthetic polymers.

[0045] Specific examples of anionic polymers include xanthan gum, carrageenan, sodium alginate, gum arabic, pectin, carboxyvinyl polymer, alkyl acrylate copolymer, alkyl acrylate copolymer AMP, methyl vinyl ether / alkyl maleate half-ester copolymer, vinyl acetate / crotonic acid copolymer, vinyl acetate / crotonic acid / vinyl neodecanoate copolymer, vinyl acetate / crotonic acid / vinyl propionate copolymer, vinyl acetate / N-vinyl-5-methyl-2-oxazoline copolymer, vinyl acetate / vinyl maleate / isobornyl acrylate copolymer, (alkyl acrylate / diacetone acrylamide) copolymer, (acrylates / diacetone acrylamide) copolymer AMP, (alkyl acrylate / octylacrylamide) copolymer, and the like.

[0046] Cationic polymers are not particularly limited, but examples include cationic polysaccharides and cationic polymers containing structural units derived from cationic monomers. The cationic polysaccharides described above are cationic sugar derivatives obtained by conferring cationic groups to polysaccharides. Cationic sugar derivatives have a structure in which some of the hydroxyl groups contained in the sugar are replaced with quaternary nitrogen-containing groups. The preferred quaternary nitrogen-containing group is a quaternary ammonium group. For example, cationic polysaccharides can be obtained by reacting sugars with quaternary ammonium salts such as glycidyltrialkylammonium salt and 3-halogeno-2-hydroxypropyltrialkylammonium salt, thereby introducing quaternary ammonium groups to some of the hydroxyl groups of the sugar.

[0047] Specific examples of nonionic polymers include, for example, hydroxyethylcellulose, hydroxypropylmethylcellulose, hydroxypropylcellulose, methylcellulose, polyvinyl alcohol, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, vinylpyrrolidone / methacrylic acid / methacrylic acid ester copolymer, vinylpyrrolidone / vinyl acetate / alkylaminoacrylate copolymer, vinylpyrrolidone / vinyl acetate / vinyl propionate copolymer, dimethylhydantoin formaldehyde resin, poly(meth)acrylic acid, (meth)acrylic acid copolymer, poly(meth)acrylic acid ester, (meth)acrylic acid ester copolymer, poly(meth)acrylamide, (meth)acrylamide copolymer, guar gum, dextrin, galactan, pullulan, and the like.

[0048] Specific examples of amphoteric polymers include, for example, N-methacryloylethyl N, N-dimethylammonium α-N-methylcarboxybetaine / butyl methacrylate copolymer, (ethyl methacrylate / acrylates) copolymer, hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer, dimethyldiallylammonium chloride / acrylic acid copolymer, dimethyldiallylammonium chloride / acrylamide / acrylic acid ternary polymer, acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymer, hydroxypropyl acrylate / butylaminoethyl methacrylate / octylamide acrylate copolymer, etc. These water-soluble polymers may be included individually or in combination of two or more types.

[0049] Oily components provide moisture to the hair. Therefore, water-in-oil hair treatment agents may contain oily components to the extent that they do not impair the effects of the present invention. Examples of oily components include oils and fats, waxes, higher alcohols, hydrocarbons, higher fatty acids, alkyl glyceryl ethers, and silicones other than those listed above.

[0050] Specific examples of fats and oils include, for example, argania spinosa kernel oil, lanolin, olive oil, camellia oil, shea butter, almond oil, safflower oil, sunflower oil, soybean oil, cottonseed oil, sesame oil, corn oil, rapeseed oil, rice bran oil, rice germ oil, grape seed oil, avocado oil, macadamia nut oil, castor oil, coconut oil, evening primrose oil, etc. Specific examples of waxes include, for example, beeswax, candelilla wax, carnauba wax, jojoba oil, lanolin wax, etc. Specific examples of higher alcohols include, for example, cetyl alcohol (cetanol), 2-hexyldecanol, stearyl alcohol, isostearyl alcohol, cetostearyl alcohol, oleyl alcohol, arachidodecanol, behenyl alcohol, 2-octyldodecanol, lauryl alcohol, myristyl alcohol, decyltetradecanol, lanolin alcohol, etc.

[0051] Specific examples of hydrocarbons include paraffin, olefin oligomers, polyisobutene, isododecane, hydrogenated polyisobutene, mineral oil, squalane, polybutene, polyethylene, microcrystalline wax, and petrolatum. Specific examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, 12-hydroxystearic acid, oleic acid, and lanolin fatty acids. Specific examples of alkyl glyceryl ethers include batyl alcohol, chymyl alcohol, ceracyl alcohol, and isostearyl glyceryl ether.

[0052] Specific examples of silicones include, for example, dimethylpolysiloxane (dimethicone), methylphenylpolysiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, hydroxyl-terminated dimethylpolysiloxane, polyether-modified silicone (e.g., (PEG / PPG / butylene / dimethicone) copolymer), amino-modified silicone, betaine-modified silicone, alkyl-modified silicone, alkoxy-modified silicone, mercapto-modified silicone, carboxy-modified silicone, and fluorine-modified silicone. Of these oily components, only one may be included alone, or two or more may be included in combination.

[0053] Examples of polyhydric alcohols include glycols and glycerin. Specific examples of glycols include monoalkylene glycols such as ethylene glycol, propylene glycol, and butylene glycol, as well as polyalkylene glycols such as diethylene glycol, triethylene glycol, polyethylene glycol, highly polymerized polyethylene glycol, dipropylene glycol, polypropylene glycol, isoprene glycol, and 1,3-butylene glycol. Specific examples of glycerin include glycerin, diglycerin, and polyglycerin. These polyhydric alcohols may be included individually or in combination of two or more types.

[0054] Surfactants adjust the viscosity of water-in-oil hair treatment agents and improve their viscosity stability. Therefore, water-in-oil hair treatment agents may contain surfactants within a range that does not hinder the effects of the present invention. Examples of surfactants include anionic surfactants, cationic surfactants, amphoteric surfactants, and nonionic surfactants.

[0055] Specific examples of anionic surfactants include alkyl ether sulfates, alkyl sulfates, alkyl ether sulfate esters, alkenyl ether sulfates, alkenyl sulfates, olefin sulfonates, alkanesulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, α-sulfone fatty acid salts, N-acyl amino acid type surfactants, phosphate mono or diester type surfactants, sulfosuccinate esters, and their derivatives. Specific examples of counterions for the anionic groups of these surfactants include sodium ions, potassium ions, and triethanolamine. More specifically, an example of an alkyl ether sulfate ester is sodium polyoxyethylene (hereinafter referred to as POE) lauryl ether sulfate. Specific examples of alkyl sulfates include sodium lauryl sulfate and sodium cetyl sulfate. Specific examples of alkyl sulfate derivatives include POE lauryl sulfate. Specific examples of sulfosuccinate esters include disodium lauryl sulfosuccinate.

[0056] Specific examples of cationic surfactants include, for example, lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, alkyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium bromide, stearyltrimethylammonium bromide, lanolin fatty acid aminopropylethyldimethylammonium ethyl sulfate, stearyltrimethylammonium saccharin, cetyltrimethylammonium saccharin, methacryloyloxyethyltrimethylammonium chloride, and behenyltrimethylammonium methyl sulfate.

[0057] Specific examples of amphoteric surfactants include, for example, cocobetaine, lauramidopropyl betaine, cocamidopropyl betaine, sodium lauroamphoacetate, sodium cocoamphoacetate, coconut oil fatty acid amidopropyl betaine, and lauryl betaine (lauryldimethylaminoacetate betaine).

[0058] Specific examples of nonionic surfactants include ether-type nonionic surfactants, ester-type nonionic surfactants, and alkyl glucosides. Specific examples of ether-type nonionic surfactants include POE cetyl ether (ceteth), POE stearyl ether (steareth), POE behenyl ether, POE oleyl ether (oleth), POE lauryl ether (laureth), POE octyldodecyl ether, POE hexyldecyl ether, POE isostearyl ether, POE nonylphenyl ether, and POE octylphenyl ether.

[0059] Specific examples of ester-type nonionic surfactants include, for example, POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan monopalmitate, POE sorbitan monolaurate, POE sorbitan trioleate, POE glycerin monostearate, POE glycerin monomyristate, POE sorbitan tetraoleate, POE sorbitan hexastearate, POE sorbitan monolaurate, POE sorbitan beeswax, polyethylene glycol monooleate, and polyethylene monostearate. Examples include polyethylene glycol, polyethylene glycol monolaurate, lipophilic glyceryl monooleate, lipophilic glyceryl monostearate, self-emulsifying glyceryl monostearate, sorbitan monooleate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monostearate, sorbitan monopalmitate, sorbitan monolaurate, sucrose fatty acid esters, decaglyceryl monolaurate, decaglyceryl monostearate, decaglyceryl monooleate, decaglyceryl monomyristate, and the like.

[0060] Specific examples of alkyl glucosides include alkyl (8-16 carbon atoms) glucosides, POE methyl glucosides, and POE methyl dioleate glucosides. These surfactants may be included individually or in combination of two or more types.

[0061] Specific examples of chelating agents include, for example, edetate (ethylenediaminetetraacetic acid (EDTA)), disodium edetate, tetrasodium edetate, diethylenetriaminepentaacetic acid and its salts, hydroxyethylethylenediaminetriacetic acid and its salts, and hydroxyethanediphosphonic acid (HEDP) and its salts. These may be used individually or in combination of two or more.

[0062] pH adjusters may be added to adjust the pH of the aqueous phase of water-in-oil hair treatment agents. Examples of pH adjusters include inorganic acids, organic acids, and their salts. Specific examples of inorganic acids include phosphoric acid, hydrochloric acid, nitric acid, sulfuric acid, and boric acid. Specific examples of phosphoric acid include orthophosphoric acid, polyphosphoric acid, pyrophosphoric acid, and metaphosphoric acid. Specific examples of organic acids include citric acid, tartaric acid, lactic acid, malic acid, succinic acid, fumaric acid, maleic acid, gluconic acid, glucuronic acid, and benzoic acid. Specific examples of salts include sodium salts, potassium salts, and ammonium salts.

[0063] Specific examples of sugars include monosaccharides such as glucose and galactose, disaccharides such as maltose, sucrose, fructose, and trehalose, oligosaccharides, and sugar alcohols. Examples of preservatives include parabens, methylparaben, and sodium benzoate. Examples of stabilizers include phenacetin, 8-hydroxyquinoline, acetanilide, sodium pyrophosphate, barbiturates, uric acid, and tannic acid. Examples of antioxidants include ascorbic acid and sulfites.

[0064] These other ingredients may be used individually or in combination of two or more. The water-in-oil hair treatment agent of the present invention can be manufactured by known methods for manufacturing water-in-oil hair treatment agents. One example of a manufacturing method is to mix the aqueous phase into the oil phase, which is a mixture of the above components (A) to (E).

[0065] (Application) This water-in-oil hair treatment agent may be used, for example, as a hair care agent to improve the feel of the hair, such as a shampoo, rinse, hair conditioner, or hair treatment agent containing a water-in-oil hair treatment agent. This water-in-oil hair treatment agent may also be used as a water-in-oil hair styling agent. This water-in-oil hair treatment agent may also be used as a water-in-oil hair dye composition, such as an acidic hair dye, by further incorporating a dye, for example. This water-in-oil hair treatment agent may also be used as a water-in-oil oxidative hair dye, bleaching agent, etc., by incorporating an oxidizing agent, for example. This water-in-oil hair treatment agent may also be used as a water-in-oil hair modifier, such as a permanent wave agent, a hair straightening agent, and a color remover, by incorporating a reducing agent, for example. This water-in-oil hair treatment agent may also be used as a post-treatment agent for chemical hair treatment agents, such as hair dyes, hair bleaches, color removers, and hair modifiers. This water-in-oil hair treatment can be used by rinsing it off with water or warm water after application, or by drying it without rinsing. In particular, this water-in-oil hair treatment is suitable for use as a "leave-in treatment" because it can achieve the desired effect without rinsing the hair after application.

[0066] (Effects of this embodiment) The effects of the water-in-oil type hair treatment agent of this embodiment will be explained. (1) The water-in-oil hair treatment agent of this embodiment is configured to contain at least one selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, as well as (B) silicone resin. Therefore, the water-in-oil hair treatment agent has excellent stability, especially emulsification stability, and can suppress frizz in the hair after treatment with the water-in-oil hair treatment agent. It can also improve the smoothness and manageability of the hair.

[0067] (2) If the water-in-oil hair treatment further contains (C) low-polymerization silicone, the feel of the hair after treatment with the water-in-oil hair treatment, especially its manageability, can be improved. (3) If the water-in-oil hair treatment agent further contains (D) ester oil, frizziness of the hair after treatment with the water-in-oil hair treatment agent can be further suppressed.

[0068] (4) If the water-in-oil hair treatment further contains (E) highly polymerized silicone, the feel of the hair after treatment with the water-in-oil hair treatment, especially its smoothness, can be further improved. (Example of change) The above embodiment may be modified as follows. The above embodiment and the following modifications can be combined and implemented to the extent that they do not contradict each other technically.

[0069] In the above embodiment, the water-in-oil hair treatment agent may be configured to be stored by further separating components (A) to (E) and other components into multiple formulations, which are then mixed immediately before use. Alternatively, the water-in-oil hair treatment agent may be used by applying some or all of the components in solid form and mixing them with the solvent at the time of use. [Examples]

[0070] Next, the embodiments described above will be explained in more detail with reference to examples and comparative examples. It should be noted that the present invention is not limited to the configurations described in the Examples section. (Test Example 1: Preparation and Evaluation of Water-in-Oil Hair Treatment Agent) Leave-in treatments were prepared as water-in-oil hair treatments containing each of the components shown in Tables 1-4. The numerical values ​​in the columns for each component in Tables 1-4 indicate the content of that component, and the unit is mass%.

[0071] For each component shown in the component name column of each table, the components corresponding to components (A) to (E) described in the claims of this application are indicated by the symbols (A) to (E) in the left column of the table, respectively. On the other hand, the notation "a" in the table indicates a comparative compound of component (A) described in the claims of this application. For "(E) Dimethiconol" in the table, dimethiconol with an average degree of polymerization in the range of 2,000 to 20,000 was used.

[0072] In the table, "(D) / (A)+(C)" indicates the mass ratio of the content of component (D) to the sum of the content of component (A) and component (C) in the water-in-oil type hair treatment agent.

[0073] In the table, "(B)+(D) / (A)+(C)" represents the mass ratio of the total content of component (B) and component (D) to the total content of component (A) and component (C) in the water-in-oil type hair treatment agent.

[0074] Next, hair bundle samples (same human hair, hair diameter: 75-95 micrometers) were treated with "Promaster EX LT" (Hoyu Co., Ltd., bleaching agent) at 30°C for 30 minutes, and then shampooed with shampoo (Hoyu Co., Ltd., Bigen Treatment Shampoo). Then, 0.1g of each treatment agent was applied to 10g of hair bundle, and the hair was dried with warm air.

[0075] We evaluated the treated hair for its manageability (smoothness), reduced stickiness, overall smoothness, and reduced frizz. We also evaluated the emulsification stability of each water-in-oil hair treatment agent.

[0076] <Evaluation of smoothness / smoothness> The smoothness of the hair (how easily one can run their fingers through it) was evaluated by a panel of 10 panelists specializing in hair texture through a sensory test as follows: When the 10 panelists ran their fingers through a strand of hair, if 9 or more panelists evaluated it as having good smoothness, it was rated as "Excellent: 5"; if 7-8 panelists evaluated it as having good smoothness, it was rated as "Good: 4"; if 5-6 panelists evaluated it as having good smoothness, it was rated as "Acceptable: 3"; if 3-4 panelists evaluated it as having poor smoothness, it was rated as "Slightly Poor: 2"; and if 2 or fewer panelists evaluated it as having poor smoothness, it was rated as "Poor: 1". The evaluation results are shown in the "Smoothness (How easily one can run their fingers through it)" column of each table.

[0077] <Evaluation method for suppressing stickiness> The degree to which hair stickiness is suppressed was evaluated by a sensory test conducted by 10 panelists specializing in hair texture, as follows: When the 10 panelists ran their fingers through a strand of hair, if 9 or more panelists evaluated it as not sticky, it was rated as "Excellent: 5", if 7-8 panelists evaluated it as "Good: 4", if 5-6 panelists evaluated it as "Acceptable: 3", if 3-4 panelists evaluated it as "Slightly Poor: 2", and if 2 or fewer panelists evaluated it as not sticky, it was rated as "Poor: 1". The evaluation results are shown in the "Sticky Hair Suppression" column of each table.

[0078] <Smoothness evaluation> The smoothness of the hair was evaluated by a panel of 10 panelists specializing in hair texture through a sensory test, as follows: When the 10 panelists ran their fingers through a strand of hair, they rated it as "Excellent: 5" if 9 or more panelists rated it as smooth, "Good: 4" if 7-8 panelists rated it as smooth, "Acceptable: 3" if 5-6 panelists rated it as smooth, "Slightly Poor: 2" if 3-4 panelists rated it as smooth, and "Poor: 1" if 2 or fewer panelists rated it as smooth. The evaluation results are shown in the "Smoothness" column of each table.

[0079] <Evaluation of fluff suppression> The suppression of hair fluffiness was evaluated by a visual test conducted by 10 panelists specializing in hair feel, as follows: When the 10 panelists perceived hair as a surface, they evaluated the amount of hair that protruded from the surface, i.e., fluffiness, as suppressed. If 9 or more panelists evaluated it as suppressed, it was rated as "Excellent: 5", if 7-8 panelists evaluated it as "Good: 4", if 5-6 panelists evaluated it as "Acceptable: 3", if 3-4 panelists evaluated it as "Slightly Poor: 2", and if 2 or fewer panelists evaluated it as "Poor: 1". The evaluation results are shown in the "Fuzziness Suppression" column of each table.

[0080] <Evaluation of Emulsification Stability> The emulsification stability of the water-in-oil hair treatment agent was assessed by visually evaluating the separation state after placing it in a standard No. 4 bottle and leaving it at 60°C for one day. The separation state was scored on a 5-point scale: no separation at all was excellent (5 points), almost no separation was good (4 points), very slight separation was acceptable (3 points), some separation was slightly poor (2 points), and significant separation was poor (1 point). The average score of each panelist's score was calculated, and the evaluation results were categorized as follows: 4.6 points or higher was "Excellent: 5", 3.6 points or higher and less than 4.6 points was "Good: 4", 2.6 points or higher and less than 3.6 points was "Acceptable: 3", 1.6 points or higher and less than 2.6 points was "Slightly Poor: 2", and less than 1.6 points was "Poor: 1". The evaluation results are shown in the "Emulsification Stability" column of each table.

[0081] [Table 1]

[0082] [Table 2]

[0083] [Table 3]

[0084] [Table 4] As shown in Tables 1-4, each example was confirmed to have achieved results of "acceptable" or better in evaluations of smoothness (feel), stickiness suppression, smoothness, lint suppression, and emulsification stability. Comparative Example 1, which did not contain component (A), was found to be inferior to each example in the evaluation of emulsification stability. Comparative Example 2, which did not contain component (B), was found to be inferior to each example in the evaluation of lint suppression.

Claims

1. (A) At least one selected from cross-linked polyether-modified silicone and cross-linked polyglycerin-modified silicone, (B) Silicone resin A water-in-oil hair treatment agent containing [ingredient name].

2. The water-in-oil type hair treatment agent according to claim 1, wherein the (B) silicone resin is a cross-linked silicone containing a resin structure.

3. Furthermore, the water-in-oil hair treatment agent according to claim 1, further comprising (C) low-polymerization silicone.

4. Furthermore, the water-in-oil hair treatment agent according to claim 1, further comprising (D) ester oil.

5. Furthermore, the water-in-oil hair treatment agent according to claim 1, further comprising (E) a highly polymerized silicone.

6. Furthermore, (D) contains ester oil, The water-in-oil hair treatment agent according to claim 3, wherein the mass ratio of the content of component (D) to the sum of the content of component (A) and the content of component (C) in the water-in-oil hair treatment agent is 0.00001 or more and 1 or less.

7. Furthermore, (D) contains ester oil, The water-in-oil hair treatment agent according to claim 3, wherein the mass ratio of the total content of component (B) and the total content of component (D) to the total content of component (A) and the total content of component (C) in the water-in-oil hair treatment agent is 0.001 or more and 5 or less.