Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/34—Alcohols
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair

Definitions

• the present invention relates to a hair cosmetic composition and a method for producing the same.
• This application claims priority based on Japanese Patent Application No. 2023-167533, filed on September 28, 2023, the contents of which are incorporated herein by reference.
• Cationic surfactants are used in hair cosmetics such as hair conditioners, treatments, and hair rinses.
• the cationic surfactants used in such applications are mainly quaternary ammonium salts whose counter anion is chloride ion.
• the use of quaternary ammonium salts whose counter anion is methyl sulfate ion has been considered in order to address irritation and formulation regulations.
• Patent Documents 1 and 2 disclose hair cosmetic compositions containing behentrimonium methosulfate (hereinafter also referred to as BTMS) (Patent Documents 1 and 2).
• hair cosmetic compositions containing BTMS have problems such as poor stability, no sticky feeling when applied, and poor adhesion to hair, which means that the effect on hair is not fully exerted. These problems are known to be caused by the chemical structure of BTMS. For this reason, there are not many hair cosmetic compositions that use only BTMS as the main base, and they are often used in combination with a quaternary ammonium salt whose main counter anion is chloride ion. Furthermore, BTMS has poor solubility due to its structural characteristics, which causes another problem that it takes a long time to produce a hair cosmetic composition.
• the present invention has been made in consideration of the above problems, and provides a hair cosmetic composition that is excellent in stability, usability, and effectiveness on hair, and a method for producing the same.
• Component (A) a quaternary ammonium salt represented by the following formula (a1)
• Component (B) a higher alcohol consisting of an alcohol (B1) having an aliphatic hydrocarbon group having 16 carbon atoms and an alcohol (B2) having an aliphatic hydrocarbon group having 18 carbon atoms
• Component (C) a polyhydric alcohol
• Component (D) water, Including, The content of the component (A) is 1 to 4 mass %, the molar ratio of the component (A) to the component (B) is 1:4 to 1:6; The content of the component (C) is 0.2 to 10 mass %.
• R 1 is a linear or branched alkyl group having 12 to 36 carbon atoms or a linear or branched alkenyl group having 12 to 36 carbon atoms
• R 2 , R 3 and R 4 each independently is an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms
• X ⁇ is an anion.
• ⁇ 2> The hair cosmetic composition according to ⁇ 1>, wherein the molar ratio of the alcohol (B1) to the alcohol (B2) is 4:1 to 1:4.
• ⁇ 3> The hair cosmetic composition according to ⁇ 1> or ⁇ 2>, wherein the mass ratio of the component (C) to the component (A) is 0.05 to 3.
• a method for producing the hair cosmetic composition according to any one of ⁇ 1> to ⁇ 4> comprising the steps of: A quaternary ammonium salt composition is produced, the composition comprising the component (A), the component (C) and a portion of the component (D), the content of the component (A) being 70% by mass or more and less than 85% by mass and the content of the component (C) being 15% by mass or more and less than 30% by mass; A method for producing a hair cosmetic composition, comprising dissolving an oil phase raw material containing the quaternary ammonium salt composition and the component (B) at a temperature of 80°C or higher to form an oil phase, adding an aqueous phase raw material containing the remainder of the component (D) to the oil phase at a temperature of 80°C or higher, stirring, and cooling.
• the present invention provides a hair cosmetic composition that is excellent in stability, usability, and effectiveness on hair, and a method for producing the same.
• a hair cosmetic composition according to one embodiment of the present invention comprises component (A), component (B), component (C) and component (D).
• hair cosmetics include hair conditioners, hair treatments, and hair creams.
• Component (A) is a quaternary ammonium salt represented by the following formula (a1).
• R 1 is a linear or branched alkyl group having 12 to 36 carbon atoms or a linear or branched alkenyl group having 12 to 36 carbon atoms.
• R 1 may be either an alkyl group or an alkenyl group, and is preferably an alkyl group.
• R 1 may be either a straight chain or a branched chain, and is preferably a straight chain.
• R 1 is a straight chain, the performance of the hair cosmetic composition can be further improved.
• the carbon number of R 1 is 12 to 36, preferably 14 to 30, and more preferably 16 to 22. When the carbon number of R 1 is within the above range, the performance of the hair cosmetic composition can be further improved.
• R 2 , R 3 and R 4 each independently represent an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group having 1 to 3 carbon atoms.
• R 2 , R 3 and R 4 are each preferably an alkyl group, more preferably a methyl group, and the performance of the hair cosmetic composition can be further improved when R 2 , R 3 and R 4 are each independently an alkyl group, more preferably a methyl group.
• X ⁇ is an anion.
• X ⁇ is a counter ion of the quaternary ammonium ion.
• Examples of X - include chloride anion, iodide anion, bromide anion, alkyl sulfate ion having 1 to 5 carbon atoms (methyl sulfate anion, ethyl sulfate anion, etc.), hydrogen sulfate anion, lactate anion, citrate anion, etc.
• X - is preferably chloride anion or alkyl sulfate ion having 1 to 5 carbon atoms, more preferably alkyl sulfate ion having 1 to 5 carbon atoms, further preferably methyl sulfate anion or ethyl sulfate anion, and particularly preferably methyl sulfate anion.
• X - is any of these, the performance of the hair cosmetic composition can be further improved.
• alkyltrimethylammonium compounds in which R 1 is an alkyl group having 12 to 36 carbon atoms are preferred, alkyltrimethylammonium compounds in which R 1 is an alkyl group having 14 to 30 carbon atoms are more preferred, alkyltrimethylammonium compounds in which R 1 is an alkyl group having 16 to 22 carbon atoms are even more preferred, and alkyltrimethylammonium compounds in which R 1 is any one of an alkyl group having 22 carbon atoms (behenyl group), a stearyl group (having 18 carbon atoms) and a cetyl group (having 16 carbon atoms), or mixtures thereof, are particularly preferred.
• behentrimonium methosulfate, steartrimonium methosulfate, cetrimonium methosulfate, and alkyltrimethylammonium compounds in which these are mixed are preferred.
• the content of component (A) is 1 to 4% by mass, preferably 1 to 3% by mass, based on the total mass of the hair cosmetic composition.
• the content is equal to or greater than the lower limit, the stability is superior.
• the content is equal to or less than the upper limit, the stability, feel when used, and effect on hair are superior.
• Component (B) is a higher alcohol consisting of an alcohol (B1) having an aliphatic hydrocarbon group with 16 carbon atoms and an alcohol (B2) having an aliphatic hydrocarbon group with 18 carbon atoms.
• component (B) the stability, feel during use, and effect on hair are improved.
• the alcohol (B1) is represented, for example, by R 5 OH.
• R 5 is an aliphatic hydrocarbon group having 16 carbon atoms.
• R 5 may be either a straight chain or a branched chain, and is preferably a straight chain.
• R 5 may be either saturated or unsaturated, and is preferably saturated.
• cetanol is preferred.
• the alcohol (B2) is represented, for example, by R 6 OH.
• R 6 is an aliphatic hydrocarbon group having 18 carbon atoms.
• R 8 may be either a straight chain or a branched chain, and is preferably a straight chain.
• R 8 may be either saturated or unsaturated, and is preferably saturated.
• stearyl alcohol is preferred.
• the molar ratio of alcohol (B1) to alcohol (B2) (hereinafter also referred to as (B1):(B2)) is preferably 4:1 to 1:4, and more preferably 3:1 to 1:4.
• (B1):(B2) is within the above range, the stability, feel when used, and effect on hair are superior.
• the molar ratio of component (A) to component (B) is 1:4 to 1:6, and particularly preferably 1:5 to 1:6.
• the content of component (B) is set according to the content of component (A) so that (A):(B) falls within the above range.
• Component (C) is a polyhydric alcohol.
• component (C) the stability, feeling of use, and effect on hair are improved.
• component (C) in the quaternary ammonium salt composition described later the melting point of the quaternary ammonium salt composition can be adjusted to a melting point suitable for producing a hair cosmetic composition, and the blendability is improved.
• a part of component (C) may be blended separately from the quaternary ammonium salt composition.
• component (C) examples include butylene glycol, propylene glycol, pentanediol, hexanediol, hexylene glycol, trimethylpentanediol, heptanediol, octanediol, nonanediol, decanediol, undecanediol, dodecanediol, diglycerol, glycerin, triglycerol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, and mannitol.
• component (C) examples include polyhydric alcohols having 2 to 16 carbon atoms, of which polyhydric alcohols having 2 to 6 carbon atoms are preferred, dihydric alcohols having 2 to 6 carbon atoms are more preferred, and 1,3-butylene glycol and 1,2-propylene glycol are even more preferred.
• the content of component (C) is 0.2 to 10 mass% relative to the total mass of the hair cosmetic composition, preferably 0.2 to 5 mass%, more preferably 0.2 to 3 mass%, even more preferably 0.2 to 1.7 mass%, and particularly preferably 0.2 to 1.3 mass%.
• the content is equal to or greater than the lower limit, the composition is excellent in blendability, stability, feel when used, and effect on hair.
• the content is equal to or less than the upper limit, the composition is excellent in stability, feel when used, and effect on hair.
• the mass ratio of component (C) to component (A) is preferably 0.05 to 10, more preferably 0.05 to 5, even more preferably 0.05 to 3, particularly preferably 0.05 to 1.7, and most preferably 0.07 to 1.3.
• (C)/(A) is equal to or greater than the above lower limit, blendability is better.
• (C)/(A) is equal to or less than the above upper limit, blendability, stability, feel when used, and effect on hair are better.
• Component (D) is water.
• Examples of the component (D) include pure water, ion-exchanged water, distilled water, tap water, and well water.
• the content of component (D) is appropriately determined depending on factors such as the formulation of the hair cosmetic composition.
• the hair cosmetic composition may further contain other components in addition to the components (A), (B), (C) and (D).
• other components include higher alcohols other than component (B), monoalcohols having 1 to 6 carbon atoms (hereinafter also referred to as component (E)), silicones, surfactants other than component (A), oily components other than higher alcohols and silicones, solvents, pH adjusters, viscosity adjusters, moisturizers, antistatic agents, plant extracts, polymers, vitamins, protein hydrolysates, amino acids, ultraviolet absorbers, hair protection components, hair softeners, antioxidants, preservatives, metal sequestering agents, excipients, colorants, and fragrances.
• the total amount of components (A) to (D) and other components is 100 mass %.
• the higher alcohol is an alcohol having an aliphatic hydrocarbon group having 10 to 36 carbon atoms.
• Examples of higher alcohols other than component (B) include lauryl alcohol, myristyl alcohol, eicosanyl alcohol, behenyl alcohol, undecanol, tridecanol, and pentadecanol. These higher alcohols may be used alone or in combination of two or more.
• Component (E) is a so-called short-chain monoalcohol.
• component (E) include ethanol, propanol, isopropanol, butanol, isobutanol, tert-butanol, heptanol, etc. These components (E) may be used alone or in combination of two or more.
• the content of component (E) is preferably 1.8% by mass or less, more preferably 0.75% by mass or less, and even more preferably substantially free of component (E), relative to the total mass of the hair cosmetic composition.
• “Substantially free of component (E)” means 0.16% by mass or less, relative to the total mass of the hair cosmetic composition.
• Silicones are blended to improve the feel of hair, such as finger-combing, etc.
• Specific examples of silicones include dimethyl silicone, methyl phenyl silicone, cyclic dimethyl silicone, cyclic silicone, methyl hydrogen silicone, alcohol-modified silicone, aliphatic alcohol-modified silicone, alkyl-modified silicone, polyether-modified silicone, epoxy-modified silicone, fluorine-modified silicone, dimethyl polysiloxane, amino-modified silicone, etc.
• octamethylcyclotetrasiloxane octamethyltrisiloxane, methylpolysiloxane (dimethicone), dimethylsiloxane-methylstearoxysiloxane copolymer, dimethylsiloxane-methylcetyloxysiloxane copolymer, dimethylsiloxane-methyl(polyoxyethylene)siloxane copolymer, dimethylsiloxane-methyl(polyoxyethylene)siloxane-methyl(polyoxypropylene)siloxane copolymer, dimethylsiloxane-methyl(polyoxypropylene)siloxane copolymer, stearyloxytrimethylsiloxane, stearoxymethylpolysiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, tetradecamethylcycloheptasiloxane, te
• surfactant other than component (A) examples include cationic surfactants other than component (A), nonionic surfactants, anionic surfactants, and amphoteric surfactants.
• nonionic surfactant examples include polyoxyethylene (hereinafter also referred to as POE) alkyl ethers, POE alkylphenyl ethers, POE-polyoxypropylene (hereinafter also referred to as POP) alkyl ethers, POE sorbitan fatty acid esters, POE propylene glycol fatty acid esters, etc.
• POE alkyl ethers include POE lauryl ether, POE cetyl ether, POE stearyl ether, POE behenyl ether, etc.
• anionic surfactant include sodium lauryl sulfate, sodium POE lauryl ether sulfate, sodium stearoyl methyl taurine, triethanolamine dodecylbenzenesulfonate, sodium tetradecenesulfonate, POE lauryl ether phosphate, and salts thereof.
• amphoteric surfactants examples include sodium 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline, cocoamidopropyl betaine, and lauryl dimethylaminoacetate betaine.
• the content of the surfactant other than component (A) is, for example, 0 to 5.0% by mass relative to the total mass of the hair cosmetic composition.
• oily components other than higher alcohols and silicones include hydrocarbons, oils and fats, waxes, higher fatty acids, alkyl glyceryl ethers, esters, and the like.
• hydrocarbon include ⁇ -olefin oligomers, light isoparaffin, light liquid isoparaffin, synthetic squalane, vegetable squalane, squalane, polybutene, liquid isoparaffin, liquid paraffin, mineral oil, ozokerite, ceresin, paraffin, polyethylene powder, microcrystalline wax, and petrolatum.
• fats and oils examples include shea butter, jojoba oil, olive oil, camellia oil, tea seed oil, sasanqua oil, safflower oil, sunflower oil, soybean oil, cottonseed oil, sesame oil, beef tallow, cacao butter, corn oil, peanut oil, rapeseed oil, rice bran oil, rice germ oil, wheat germ oil, pearl barley oil, grape seed oil, almond oil, avocado oil, carrot oil, macadamia nut oil, castor oil, linseed oil, coconut oil, mink oil, and egg yolk oil.
• waxes examples include beeswax, candelilla wax, carnauba wax, jojoba seed oil, and lanolin.
• Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, hydroxystearic acid, oleic acid, undecylenic acid, linoleic acid, ricinoleic acid, and lanolin fatty acid.
• alkyl glyceryl ethers include batyl alcohol (monostearyl glyceryl ether), chimyl alcohol (monocetyl glyceryl ether), selachyl alcohol (monooleyl glyceryl ether), and isostearyl glyceryl ether.
• esters include triethylhexanoin, 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, butyl stearate, stearyl stearate, hexyl laurate, myristyl myristate, decyl oleate, oleyl oleate, hexyldecyl dimethyloctanoate, ...
• the hair cosmetic composition may be in the form of a gel, cream, or the like.
• the hair cosmetic composition may be filled in a container.
• a preferred method for producing the hair cosmetic composition includes producing a quaternary ammonium salt composition (hereinafter also referred to as a "quaternary salt composition") containing the component (A), the component (C), and a part of the component (D), in which the content of the component (A) is 70% by mass or more and less than 85% by mass and the content of the component (C) is 15% by mass or more and less than 30% by mass, dissolving the oil phase raw material containing the quaternary salt composition and the component (B) at a temperature of 80°C or more to form an oil phase, adding an aqueous phase raw material containing the remainder of the component (D) to the oil phase at a temperature of 80°C or more, stirring, and cooling.
• quaternary salt composition a quaternary ammonium salt composition
• the solubility is improved.
• the flaking suitability is improved, and the composition can be easily made into flakes.
• the flake-shaped composition is easy to handle when producing the hair cosmetic composition. This improves blendability, and can also shorten the time required to produce the hair cosmetic composition.
• the quaternary salt composition contains component (A), component (C), and a part of component (D) among the components constituting the hair cosmetic composition.
• the quaternary salt composition preferably contains all of the component (A) to be blended in the hair cosmetic composition.
• the quaternary salt composition may contain a part or all of the component (C) to be blended in the hair cosmetic composition.
• the content of component (A) is 70% by mass or more and less than 85% by mass, and preferably 70% by mass or more and less than 80% by mass, relative to the total mass of the quaternary salt composition.
• the content is equal to or more than the lower limit, the concentration of the quaternary ammonium salt is increased, making it easy to handle.
• the quaternary salt composition has excellent solubility and flaking suitability.
• the content of component (C) is 15% by mass or more and less than 30% by mass, and preferably 20% by mass or more and less than 30% by mass, relative to the total mass of the quaternary salt composition.
• the quaternary salt composition has excellent solubility and flaking suitability.
• the quaternary salt composition has excellent solubility and flaking suitability.
• the total content of component (B) and higher alcohols other than component (B) is preferably 40% by mass or less, more preferably 20% by mass or less, and even more preferably substantially free, relative to the total mass of the quaternary salt composition.
• substantially free refers to an amount that does not affect the effect when incorporated.
• substantially free means 5% by mass or less, relative to the total mass of the quaternary salt composition.

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• 2024
  • 2024-08-27 CN CN202480059283.9A patent/CN121866040A/zh active Pending
  • 2024-08-27 WO PCT/JP2024/030425 patent/WO2025069857A1/ja active Pending
  • 2024-08-27 JP JP2025548624A patent/JPWO2025069857A1/ja active Pending

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