WO2018079478A1 - Agent de traitement capillaire et promoteur de pénétration dans les cheveux - Google Patents

Agent de traitement capillaire et promoteur de pénétration dans les cheveux Download PDF

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Publication number
WO2018079478A1
WO2018079478A1 PCT/JP2017/038166 JP2017038166W WO2018079478A1 WO 2018079478 A1 WO2018079478 A1 WO 2018079478A1 JP 2017038166 W JP2017038166 W JP 2017038166W WO 2018079478 A1 WO2018079478 A1 WO 2018079478A1
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WO
WIPO (PCT)
Prior art keywords
hair
agent
treatment agent
hair treatment
alkyl ether
Prior art date
Application number
PCT/JP2017/038166
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English (en)
Japanese (ja)
Inventor
宗一 亀田
菜保子 山本
Original Assignee
モアコスメティックス株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by モアコスメティックス株式会社 filed Critical モアコスメティックス株式会社
Publication of WO2018079478A1 publication Critical patent/WO2018079478A1/fr

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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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
    • 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
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • 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
    • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • 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
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • 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
    • A61Q5/04—Preparations for permanent waving or straightening the hair

Definitions

  • the present invention relates to a hair treatment agent and a permanent wave or hair straightening treatment method using the hair treatment agent.
  • the present invention also relates to a hair penetration enhancer.
  • cystine (SS) inside the hair is used by using an agent that contains artificially deformed hair and a reducing agent.
  • a method of fixing the deformed hair by cleaving the bond and then re-bonding the cystine (SS) bond using an agent containing an oxidizing agent is mentioned.
  • These reducing agents use alkaline agents as penetration enhancers for breaking the cystine (SS) bond inside the hair.
  • reducing agents include thioglycolic acid (or its salt), cysteine (or its salt), cysteamine (or its salt), sulfite, butyrolactone thiol, glyceryl thioglycolate, thioglycerin, etc. Is mentioned.
  • alkaline agent in order to form a firm wave design, curl design, or straight design with hair.
  • alkaline agent include basic amino acids such as ammonia, amines, neutral salts, and arginine.
  • Alkaline agents soften and swell the hair to promote the action of the reducing agent, but because of volatility, there is an irritating odor, high persistence on the hair, and scalp and hair protein are damaged and irritating, etc. There is also a problem. Therefore, an acidic permanent wave solvent may be used, but it has problems such as low wave efficiency and weak damage prevention effect.
  • a permanent agent using a reducing agent can form a good wave design, curl design, or straight design on hair by making the pH weak to strong alkaline with an alkaline agent.
  • stimulation based on alkalinity is expressed during the treatment, and the scalp and hair proteins are damaged.
  • the penetration enhancer used in the permanent agent is not yet effective and has the disadvantage that irritation is expressed, so the bath ratio to the hair cannot be sufficiently improved, and the hair There is a problem that the wave efficiency and the wave holding ratio cannot be sufficiently improved.
  • the present invention does not require an alkaline agent, has an excellent hair design-forming action even in a neutral region, and is a hypoallergenic hair treatment agent, and a permanent wave or hair straightening treatment using the hair treatment agent It aims to provide a method.
  • Another object of the present invention is to provide a hair permeation enhancer that is low in irritation and excellent in promoting penetration into hair.
  • the present inventors can improve wave efficiency by blending a certain amount of alkyl ether carboxylic acid amino acid salt into a permanent agent blended with a reducing agent, As a result, it was found that the blending amount of the alkaline agent can be reduced, and the damage to the scalp and hair proteins is reduced, resulting in low irritation.
  • the present invention has been completed based on these findings, and has been completed.
  • the present invention provides the following hair treatment agent, permanent wave or curly hair straightening treatment method, and hair penetration enhancer.
  • R 1 -O- (CH 2 CH 2 O) n CH 2 COOM (I) (In the formula, R 1 represents a saturated or unsaturated hydrocarbon group, n represents a number of 1 to 10, and M represents lysine, histidine, or arginine.)
  • a hair treatment agent for permanent wave or hair straightening comprising an alkyl ether carboxylic acid amino acid salt represented by formula (1) and a reducing agent.
  • the reducing agent is at least one selected from the group consisting of cysteamine and salts thereof, cysteine and salts thereof, thioglycolic acid and salts thereof, sulfite, bisulfite, butyrolactone thiol, glyceryl thioglycolate, and thioglycerin.
  • Item 2. A hair treatment agent according to Item 1.
  • Item 3. Item 2.
  • Item 4. Item 4.
  • Item 5. The hair treatment agent according to any one of Items 1 to 4, wherein the pH is 6.0 to 9.6.
  • a permanent wave or curly hair straightening treatment method comprising a step of applying the hair treatment agent according to any one of Items 1 to 5 to all or part of the hair.
  • Item 7. Formula (I): R 1 -O- (CH 2 CH 2 O) n CH 2 COOM (I) (In the formula, R 1 represents a saturated or unsaturated hydrocarbon group, n represents a number of 1 to 10, and M represents lysine, histidine, or arginine.)
  • a hair permeation enhancer comprising an alkyl ether carboxylic acid amino acid salt represented by:
  • the hair treatment agent of the present invention has a wave design, curl design, and straight design equivalent or better than those in weak to strong alkalinity even when a small amount of alkaline agent is used or not used and the pH is in a neutral range. There is a design formation effect such as formation. Furthermore, since the hair treatment agent of the present invention contains an alkyl ether carboxylic acid amino acid salt that is known to be hypoallergenic, it is less irritating with less protein damage.
  • the hair permeation enhancer of the present invention is low in irritation and excellent in promoting permeation into hair.
  • amino acid means L-form, D-form or DL-form, preferably L-form.
  • the hair treatment agent for permanent wave or hair straightening of the present invention has the general formula (I): R 1 -O- (CH 2 CH 2 O) n CH 2 COOM (I) (In the formula, R 1 represents a saturated or unsaturated hydrocarbon group, n represents a number of 1 to 10, and M represents lysine, histidine, or arginine.) It contains the alkyl ether carboxylic acid amino acid salt represented by these, and a reducing agent, It is characterized by the above-mentioned.
  • the alkyl ether carboxylic acid amino acid salt represented by the general formula (I) is a so-called anionic surfactant and has low protein irritation and low irritation as described in Patent Document 1.
  • saturated or unsaturated hydrocarbon group represented by R 1 examples include aromatic hydrocarbons having 8 to 18 carbon atoms and linear or branched aliphatic hydrocarbons, of which aliphatic hydrocarbons (particularly, Alkyl groups and alkenyl groups) are preferred.
  • Examples of such aliphatic hydrocarbon groups include octyl, decyl, dodecyl, tridecel, tetradecyl, hexadecyl, octadecyl, docosyl, 2-ethylhexyl, 2-hexyldecyl, 2- An octylundecyl group and the like are mentioned as preferred examples, and among them, a dodecyl group, a tridecel group and a tetradecyl group are particularly preferred.
  • the polymerization degree n of polyoxyethylene is an average polymerization degree, generally 1 to 5, preferably 2 to 4, and more preferably 3.
  • M is lysine, histidine or arginine.
  • alkyl ether carboxylic acid amino acid salt represented by the general formula (I) is as described above, it can be used alone or in admixture of two or more.
  • the blending amount of the alkyl ether carboxylic acid amino acid salt represented by the general formula (I) in the hair treatment agent of the present invention can be appropriately set according to the type of the hair treatment agent, for example, 0.01 Up to 5% by mass, preferably 0.1 to 2% by mass can be mentioned.
  • the compound of the alkyl ether carboxylic acid amino acid salt represented by the general formula (I) to the hair treatment agent of the present invention can also be compounded by adding the alkyl ether carboxylic acid and the amino acid independently.
  • the alkyl ether carboxylic acid amino acid salt represented by the general formula (I) is considered to promote the penetration of the reducing agent into the hair in the hair treatment agent (in other words, functions as a hair penetration enhancer). it is conceivable that).
  • Examples of the reducing agent used in the present invention include cysteamine or a salt thereof (for example, hydrochloride), cysteine or a salt thereof (for example, hydrochloride), N-acetylcysteine or a salt thereof, glutathione or a salt thereof, thioglycolic acid Or a salt thereof (for example, ammonium salt, monoethanolamine salt), sulfite (for example, sodium salt), hydrogen sulfite (for example, sodium salt), butyrolactone thiol, glyceryl thioglycolate, thioglycerin, thiolactic acid or a salt thereof (For example, ammonium salt, monoethanolamine salt) and the like.
  • cysteamine or a salt thereof for example, hydrochloride
  • cysteine or a salt thereof for example, hydrochloride
  • N-acetylcysteine or a salt thereof glutathione or a salt thereof, thioglycolic acid Or
  • the reducing agent is preferably cysteamine or a salt thereof, more preferably cysteamine hydrochloride.
  • Reducing agents can be used alone or in admixture of two or more.
  • the blending amount of the reducing agent in the hair treatment agent of the present invention can be appropriately set according to the type of the hair treatment agent and the like, for example, 0.5 to 11% by mass, preferably 4.0 to 6.0% by mass. Can be mentioned.
  • an alkali agent can be blended as necessary.
  • alkaline agents that can be incorporated into the hair treatment agent of the present invention include ammonia, alkanolamines (eg, monoethanolamine, isopropanolamine, 2-amino-2-methyl-1-propanol), and basic amino acids (eg, Arginine), morpholine, carbonate (for example, ammonium carbonate, sodium carbonate, sodium bicarbonate), potassium hydroxide, sodium hydroxide and the like.
  • the blending amount in the case of blending the alkaline agent with the hair treatment agent of the present invention can be appropriately set according to the type of the hair treatment agent and the like.
  • an alkaline agent can be blended within a range having less irritation than usual.
  • the hair treatment agent of the present invention can be blended with known components blended in permanent agents, curling agents, hair straighteners, etc.
  • flavor, a solvent, a propellant, etc. are mentioned.
  • the pH of the hair treatment agent of the present invention is not particularly limited, and is usually pH 6.0 to 10.0, preferably pH 6.0 to 9.6, more preferably pH 6.0 to 8.0, still more preferably pH 6.5 to 7.5, or can be acidic or neutral.
  • the “neutral region” means a range of pH 6.0 to 8.0.
  • the hair treatment agent of the present invention is a thing used for permanent wave or hair straightening, that is, it can also be called a permanent agent, curling agent, hair straightener, etc. It can also be referred to as a permanent wave first agent, a first hair straightening agent, or the like.
  • the dosage form of the hair treatment agent of the present invention is not limited to a specific form, and examples thereof include forms such as cream, gel, foam, spray, mist, liquid, etc. using water as a medium.
  • the hair treatment agent of the present invention can be of a one-component type used as it is or a two-component type comprising the hair treatment agent and a second agent containing an oxidizing agent as constituent components. Moreover, if the effect of the hair treatment agent of this invention is not impaired, it can be set as the 3 agent type used in combination with another agent, or a multi-agent type. Similarly, if the effect of the hair treatment agent of the present invention is not impaired, the second treatment agent used in combination with the hair treatment agent or the hair treatment agent should be a time-adjustable type that is mixed with other agents immediately before use. Can do.
  • the hair treatment agent of the present invention can be used in the same manner as conventional permanent wave or hair straightening treatment.
  • the hair treatment agent of the present invention can be used in either a cold type or a warming type in permanent wave or curly hair straightening treatment.
  • design formation tools such as rods, high-temperature hairdressing irons, trowels, etc.
  • these design forming tools are not necessarily used.
  • hair deformation (design formation) is performed using the hair treatment agent of the present invention, hair deformation (design formation) that maintains a wave, curl, or straight state semipermanently can be performed.
  • the semi-permanently sustained hair deformation (design formation) means that the hair deformation state as described above cannot be obtained in several hair washing operations, as in a normal permanent wave or the like.
  • the permanent wave or curly hair straightening treatment method of the present invention includes a step of applying the above-described hair treatment agent to all or part of the hair.
  • hair deformation can be performed before, during and after application of the hair treatment agent.
  • Examples of the design forming tool used for hair deformation include those described above.
  • heating can be performed during application of the hair treatment agent, and examples of such temperature include 40 to 60 ° C.
  • the time for applying the hair treatment agent to the hair can be appropriately set according to the hair quality and the like, for example, 10 to 30 minutes.
  • the hair treatment agent is applied to the hair for an appropriate time to react, and then washed away with water or the like.
  • a step of applying the second agent containing an oxidizing agent to all or part of the hair is carried out following the step of the first agent.
  • an oxidizing agent include bromate (eg, sodium salt, potassium salt, ammonium salt), perborate (eg, sodium salt, potassium salt, ammonium salt), hydrogen peroxide, and the like.
  • An oxidizing agent can be used individually or in mixture of 2 or more types.
  • the time for applying the second agent to the hair can be appropriately set according to the hair quality and the like, and is, for example, 10 to 15 minutes.
  • the second agent is applied to the hair for an appropriate time and allowed to react, and then washed away with water or the like.
  • the hair penetration enhancer of the present invention can be used, for example, as a permanent agent, a curling agent, a hair straightener, a hair dye, a depigmenting agent, etc. You may use for any of the 2nd agent.
  • the hair treatment agent of the present invention has a wave design, curl design, and straight design equivalent to or better than those in weak to strong alkalinity even when a small amount of alkaline agent is used or not used and the pH is in a neutral range. There is a design formation effect such as formation. Furthermore, since the pH of the conventional hair treatment agent containing an alkaline agent is alkaline, the scalp and hair proteins are damaged and irritating, but the hair treatment agent of the present invention is known to be hypoallergenic. Since it contains an alkyl ether carboxylic acid amino acid salt, it is less irritating and less irritating.
  • the hair permeation enhancer of the present invention is low in irritation and has an action of promoting the penetration of an excellent reducing agent into the hair.
  • alkyl ether carboxylic acid lysine, the alkyl ether carboxylic acid histidine, and the alkyl ether carboxylic acid arginine used in this example were prepared or obtained according to the following method.
  • Alkyl ether carboxylic acid lysine was prepared by neutralizing polyoxyethylene lauryl ether acetic acid (manufactured by Sanyo Chemical Industries, Ltd., trade name “Bulite LCA-25NH”) in an aqueous lysine solution. .
  • alkyl ether carboxylic acid histidine was prepared by neutralizing polyoxyethylene lauryl ether acetic acid (trade name “Bulite LCA-25NH”, manufactured by Sanyo Chemical Industries, Ltd.) in an aqueous histidine solution.
  • arginine alkyl ether carboxylic acid Preparation of arginine alkyl ether carboxylic acid
  • the arginine alkyl ether carboxylate was prepared by neutralizing polyoxyethylene lauryl ether acetic acid (manufactured by Sanyo Chemical Industries, Ltd., trade name “Bulite LCA-25NH”) in an aqueous arginine solution.
  • the hair treatment agents employed in the examples are alkyl ether carboxylic acid amino acid salts [mixed in the amounts shown in Tables 2 and 3], reducing agents [mixed in the amounts shown in Tables 2 and 3], metal sequestering agent [pure content 60 masses].
  • a pH adjuster (arginine) arginine
  • ion-exchanged water was a mixture of the above three types.
  • Wave efficiency (%) 100-(100 x (BA)) / (CA)
  • the wave efficiency of the hair treatment agent containing cysteamine and an alkyl ether carboxylic acid amino acid salt was evaluated. It was improving.
  • the thioglycolate having the highest design forming action among the general reducing agents is used, and the hair treatment agent of the example in which the pH is in the neutral region is equivalent to that in the comparative example 2 in the alkaline region.
  • the above wave efficiency was obtained.
  • the alkyl ether carboxylic acid amino acid salt is used as a hair penetration enhancer for a hair treatment agent, the wave efficiency is improved, and the pH is adjusted from weak to strong alkali with an alkaline agent. It was found that even in the neutral region, it is possible to provide a hair treatment agent that can exhibit the same effect as the alkaline region and can solve the irritation to the hair and scalp by the alkaline agent.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne : un agent de traitement capillaire pour mise en forme permanente ou lisser les cheveux frisés, qui comprend un sel d'acide aminé d'acide alkyléthercarboxylique représenté par la formule générale (I): R1-O-(CH2CH2O)nCH2COOM (où R1 représente un groupe hydrocarboné saturé ou insaturé; n représente une valeur numérique de 1 à 10; et M représente un résidu lysine, un résidu histidine ou un résidu arginine) et un agent de réduction; un procédé de traitement pour mise en forme permanente ou lisser les cheveux frisés, qui comprend une étape d'application de l'agent de traitement capillaire sur l'ensemble ou une partie des cheveux; et un promoteur pour la pénétration dans les cheveux, qui comprend le sel d'acide aminé d'acide alkyléthercarboxylique.
PCT/JP2017/038166 2016-10-25 2017-10-23 Agent de traitement capillaire et promoteur de pénétration dans les cheveux WO2018079478A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2016208573A JP6522571B2 (ja) 2016-10-25 2016-10-25 毛髪処理剤及び毛髪浸透促進剤
JP2016-208573 2016-10-25

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Publication Number Publication Date
WO2018079478A1 true WO2018079478A1 (fr) 2018-05-03

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PCT/JP2017/038166 WO2018079478A1 (fr) 2016-10-25 2017-10-23 Agent de traitement capillaire et promoteur de pénétration dans les cheveux

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JP (1) JP6522571B2 (fr)
TW (1) TW201818914A (fr)
WO (1) WO2018079478A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6923955B2 (ja) * 2017-03-08 2021-08-25 モアコスメティックス株式会社 毛髪処理剤

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01110611A (ja) * 1987-10-22 1989-04-27 Shiseido Co Ltd パーマネントウェーブ用剤
JPH01149711A (ja) * 1987-12-04 1989-06-12 Shiseido Co Ltd パーマネントウエーブ用剤
JP2000507978A (ja) * 1997-10-03 2000-06-27 ロレアル 酸化組成物とケラチン繊維の染色、パーマネント処理又はブリーチ処理のための用途

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0253714A (ja) * 1988-08-12 1990-02-22 Seiwa Kasei:Kk パーマネントウェーブ用第１剤
JP5057337B2 (ja) * 2008-04-08 2012-10-24 モアコスメティックス株式会社 低刺激性液体洗浄組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01110611A (ja) * 1987-10-22 1989-04-27 Shiseido Co Ltd パーマネントウェーブ用剤
JPH01149711A (ja) * 1987-12-04 1989-06-12 Shiseido Co Ltd パーマネントウエーブ用剤
JP2000507978A (ja) * 1997-10-03 2000-06-27 ロレアル 酸化組成物とケラチン繊維の染色、パーマネント処理又はブリーチ処理のための用途

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
"Nippon Permanent Wave Eki Kogyo Kumiai", MOHATSU TO PERMA, 1 November 1980 (1980-11-01), pages 75 - 108 *
YASUSHI WATANABE ET AL.: "Hair Science, 2nd revised ed.", 10 January 1996, pages: 140 - 149 *

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JP2018070461A (ja) 2018-05-10
JP6522571B2 (ja) 2019-05-29
TW201818914A (zh) 2018-06-01

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