WO2017208463A1 - Produit cosmétique capillaire - Google Patents

Produit cosmétique capillaire Download PDF

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Publication number
WO2017208463A1
WO2017208463A1 PCT/JP2016/066697 JP2016066697W WO2017208463A1 WO 2017208463 A1 WO2017208463 A1 WO 2017208463A1 JP 2016066697 W JP2016066697 W JP 2016066697W WO 2017208463 A1 WO2017208463 A1 WO 2017208463A1
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Prior art keywords
hair
group
carbon atoms
less
hair cosmetic
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PCT/JP2016/066697
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English (en)
Japanese (ja)
Inventor
古川　淳一
徳永　晋一
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花王株式会社
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Priority to PCT/JP2016/066697 priority Critical patent/WO2017208463A1/fr
Publication of WO2017208463A1 publication Critical patent/WO2017208463A1/fr

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    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • 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
    • A61K8/42—Amides
    • 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 that can change the shape of the hair semipermanently or permanently.
  • a method for transforming the hair shape semipermanently or permanently there are a method using a reducing agent such as permanent wave, and a method using a strong alkaline treatment agent having a pH of 12 to 14 typified by an alkali relaxer.
  • a strong alkaline treatment agent having a pH of 12 to 14 typified by an alkali relaxer.
  • these methods have a heavy load on the hair and damage is likely to remain on the hair.
  • a method for correcting curly hair using a large amount of formaldehyde has been developed as a method for causing little damage to hair in order to deform the shape of the hair semipermanently or permanently.
  • the method using highly toxic formaldehyde must be handled with care because of its high volatility, and it is never a preferable hair treatment method.
  • Patent Document 1 discloses a technique for applying a ⁇ -keto acid, particularly glyoxylic acid to hair, and heat-treating it at 200 ° C. ⁇ 50 ° C. with a flat iron to make strong curly hair straight.
  • Patent Document 2 discloses a method of permanently relaxing keratin fibers by applying a polyhydroxylated aromatic compound to hair and heating to 110 ° C. or higher.
  • Patent Document 3 discloses a hair composition in which glyceraldehyde and resorcin are heated to reflux in the presence of boric acid or silicic acid to form an oligomer. It is described that this composition has improved set holding power and moisture resistance, can be reshaped by wetting with water, and improves the mechanical strength of the hair.
  • Patent Document 4 undesired yellowing occurs over time in hair treated with the hair composition described in Patent Document 3, and this yellowing is caused by urea in the hair composition. It is described that it is suppressed by containing.
  • Patent Document 1 European Patent Application Publication No. 2538916 (Patent Document 2) Special Table 2009-537619 (Patent Document 3) US Patent No. 4278659 (Patent Document 4) US Patent No. 4338295
  • the present invention relates to a one-component hair cosmetic composed of a single composition or a multi-component hair cosmetic composed of a plurality of compositions, wherein the following components (A) to Provided is a hair cosmetic containing (D) and having a molar ratio [(B) + (C)] / (A) of components (A) to (C) applied to the hair of 2.5 or less. .
  • Q represents a polymethylene group having 2 to 5 carbon atoms which may be substituted by a carboxy group, or a carbonyl group
  • T 1 and T 2 may each independently be substituted by a hydrogen atom or a hydroxyl group. It represents a straight-chain or branched alkyl group having 1 to 5 carbon atoms, or both of them are combined to form a polymethylene group having 2 to 5 carbon atoms to form a ring together with —NH—Q—NH—.
  • D Water
  • the present invention provides a hair treatment method for transforming the hair shape semipermanently or permanently, comprising the following steps (i) and (ii). (i) A step of applying the hair cosmetic composition to hair (ii) A step of heating and shaping the hair coated with the hair cosmetic composition
  • Patent Documents 3 and 4 are characterized by the fact that they can be washed off with water by using an oligomer as a treatment agent, the hair shape returns to its original shape by repeatedly washing the hair. It is hard to say that the hair shape is semi-permanent or permanent.
  • the present invention is safe for the human body and less damaging to the hair, and can be semi-permanently or permanently imparted not only with straight hair shape but also with wave or curl shape. It can be changed to another semi-permanent or permanent hair shape easily and without damaging the hair without using hair cosmetics such as, and the coloring of the hair immediately after the hair treatment and the time of the treated hair
  • the present invention relates to a hair cosmetic and a hair treatment method in which various coloring is suppressed.
  • the hair treated with the hair cosmetic composition and hair treatment method of the present invention is also advantageous in terms of touch.
  • the present inventors have not only provided a hair cosmetic that employs a combination of glyoxylic acid and a specific phenol compound, but can semipermanently impart straight hair shape, curl, and wave shape to the hair. If the hair is treated with a hair treatment agent such as a reducing agent, it can be transformed into a completely different arbitrary hairstyle by simply using a heating means such as a hair iron or curler, Furthermore, the inventors have found that the hair cosmetic composition contains a specific amino compound, whereby coloring immediately after the hair treatment and coloring over time of the hair can be suppressed, and the invention has been completed.
  • the hair cosmetic composition of the present invention is highly safe for the human body, has little hair damage, can deform the shape of the hair semipermanently or permanently, and this hair deformation does not collapse even when washed with shampoo or the like. Further, once the treatment is performed, it is possible to freely and repeatedly transform the hair semipermanently or permanently by simply applying heat without having to make the hair cosmetic penetrate into the hair again. Furthermore, hair that has been repeatedly and repeatedly deformed by heat also has a high hair-washing resistance and does not lose its shape due to shampoo or water. Moreover, the coloring of the hair that occurs immediately after the hair treatment and over time due to these treatments is also effectively suppressed.
  • “semi-permanent or permanent hair deformation” means that the hair is extremely excellent in washing resistance and the shape of the hair does not change even when shampooing is repeated. Specifically, when the deformed hair is washed with shampoo, thoroughly rinsed with water, and then naturally dried, it means that the shape of the hair is maintained before and after shampooing. Note that the shape of the hair is maintained, for example, in the case of wave-shaped hair, the number of waves does not change substantially before and after shampooing. It does not occur.
  • “hair deformation” refers to deformation that is not caused by cleavage and recombination of the S—S bonds of proteins in the hair. In addition to deforming straight hair into curls, etc., It includes transforming hair that has undergone deformation such as curl or natural curly hair into straight hair.
  • the hair cosmetic composition of the present invention includes any form of a multi-component hair cosmetic composition composed of a plurality of compositions such as a one-component hair cosmetic composition and a two-component composition composed of a single composition. Is done.
  • the multi-component hair cosmetic is a single application type in which the first agent and the second agent are mixed and applied to the hair, and a sequential application type in which the first agent and the second agent are sequentially applied to the hair. being classified.
  • the “total composition of the hair cosmetic” refers to the composition of a single composition constituting the one-component hair cosmetic in the case of the one-component hair cosmetic, and is a single-application multi-agent.
  • compositions constituting the multi-component hair cosmetic are mixed before the hair is applied in such an amount ratio that the ratio of each component is within the range intended by the present invention.
  • the composition of the mixture is referred to as “total composition of hair cosmetic”.
  • component (A) Glyoxylic acid, glyoxylic acid hydrate, glyoxylate or glyoxylamide
  • component (A) includes glyoxylic acid hydrate, glyoxylic acid salt, and glyoxylamide.
  • the hydrate of glyoxylic acid include glyoxylic acid monohydrate.
  • glyoxylic acid salts include glyoxylic acid alkali metal salts and glyoxylic acid alkaline earth metal salts.
  • alkali metal salts include lithium salts, sodium salts, and potassium salts. Examples thereof include magnesium salt and calcium salt.
  • glyoxylamide include N-glyoxyloylcarbocysteine and N-glyoxyloylkeratin amino acid.
  • the content of the component (A) in the hair cosmetic composition of the present invention makes the change of the hair shape after treatment with the hair cosmetic composition of the present invention more remarkable, and the hair washing resistance of the hair shape is further improved.
  • Based on the total composition of hair cosmetics from the viewpoint of making the change in shape of the hair shape due to heating semi-permanently re-deformable and making the hair shape after re-deformation more excellent in washing resistance.
  • glyoxylic acid it is preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 2.5% by mass or more, and further preferably 3.0% by mass or more.
  • From the viewpoint of suppressing irritation it is preferably 30% by mass or less, more preferably 25% by mass or less, still more preferably 20% by mass or less, still more preferably 15% by mass or less, and further preferably 12% by mass or less.
  • Component (B) Phenolic compound of specific structure
  • Component (B) is a phenol compound having an electron donating group in at least one, preferably two, meta positions, and a hydrogen atom in at least one of the ortho and para positions.
  • the electron donating group at the meta position of the phenol compound may form a benzene ring with an adjacent carbon atom, and the benzene ring may be further substituted with a hydroxyl group.
  • the molecular weight of component (B) is preferably 100 or more, more preferably 110 or more, and preferably 1000 or less, more preferably 700 or less, and even more preferably 500 or less.
  • Examples of the phenol compound of component (B) include the following components (B1), (B2), and (B3).
  • Component (B1) is resorcin represented by the following formula.
  • Component (B2) is a compound represented by the following general formula (1).
  • R 1 represents a hydrogen atom or a methyl group
  • a 1 and A 2 may be the same or different and are a hydrogen atom, a linear or branched alkyl or alkenyl group having 1 to 12 carbon atoms, and an aralkyl having 7 to 12 carbon atoms which may have a substituent.
  • a group or an arylalkenyl group, a linear or branched alkoxy or alkenyloxy group having 1 to 6 carbon atoms, a halogen atom, or —CO—R 2 (wherein R 2 is a linear or branched alkyl having 1 to 12 carbon atoms)
  • B represents a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 12 carbon atoms, an aralkyl group or arylalkenyl group having 7 to 12 carbon atoms which may have a substituent, —OR 3 or — COOR 3 (R 3 represents a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 6 carbon atoms),
  • a 1 , A 2 , B and E are hydrogen atoms, and the remaining groups do not contain a sulfo group.
  • D is a hydrogen atom or a methyl group
  • a 1 and B or A 2 and B together with two adjacent carbon atoms form a benzene ring that may be substituted with a hydroxyl group.
  • the substituent when the aralkyl group, arylalkenyl group or aromatic hydrocarbon group has a substituent, examples of the substituent include a hydroxyl group, a linear or branched alkyl group or alkenyl having 1 to 6 carbon atoms. And alkoxy groups having 1 to 12 carbon atoms.
  • the carbon number of the aralkyl group, arylalkenyl group, and aromatic hydrocarbon group refers to the total number of carbon atoms including the number of carbon atoms of the substituent.
  • Examples of the linear or branched alkyl group or alkenyl group having 1 to 6 carbon atoms in R 3 and E include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec- Examples include butyl group, tert-butyl group, n-pentyl group, isopentyl group, neopentyl group, 1-methylpentyl group, n-hexyl group, isohexyl group, vinyl group, allyl group, butenyl group, hexenyl group and the like.
  • Examples of the linear or branched alkoxy or alkenyloxy group having 1 to 6 carbon atoms in A 1 , A 2 , and E include groups in which an oxygen atom is bonded to the alkyl group or alkenyl group having 1 to 6 carbon atoms. It is done.
  • Examples of the straight chain or branched chain alkyl group or alkenyl group having 1 to 12 carbon atoms in A 1 , A 2 , R 2 , and B include, for example, n-heptyl other than the alkyl group or alkenyl group having 1 to 6 carbon atoms.
  • Group 2,4-dimethylpentyl group, 1-n-propylbutyl group, n-octyl group, 2-ethylhexyl group, n-nonyl group, 1-methylnonyl group, n-decyl group, 3,7-dimethyl group
  • Examples include octyl group, 2-isopropyl-5-methylhexyl group, n-undecyl group, n-dodecyl group, decenyl group and the like.
  • Examples of the linear or branched alkoxy group or alkenyloxy group having 1 to 12 carbon atoms in D include a group in which an oxygen atom is bonded to the alkyl group or alkenyl group having 1 to 12 carbon atoms.
  • Examples of the aralkyl group or arylalkenyl group having 7 to 12 carbon atoms that may have a substituent in A 1 , A 2 , R 2 , and B include benzyl group, hydroxybenzyl group, dihydroxybenzyl group, phenylethyl group, phenyl Ethenyl group, hydroxyphenylethyl group, dihydroxyphenylethyl group, hydroxyphenylethenyl group, dihydroxyphenylethenyl group, phenylpropyl group, phenylpropenyl group, phenylbutyl group, phenylbutenyl group, phenylpentyl group, phenylpentenyl group , Phenylhexyl group, phenylhexenyl group and the like.
  • Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent in R 2 include a phenyl group, a hydroxyphenyl group, a dihydroxyphenyl group, a trihydroxyphenyl group, a naphthyl group, a hydroxynaphthyl group, and a dihydroxynaphthyl group. Groups and the like.
  • Examples of the halogen atom in A 1 and A 2 include a fluorine atom, a chlorine atom, and a bromine atom.
  • the compound represented by the general formula (1) include a resorcin derivative represented by the following general formula (1-1), a benzophenone derivative represented by the general formula (1-2), and a general formula ( Examples thereof include naphthol derivatives represented by 1-3-a) or (1-3-b).
  • R 1 , A 1 , A 2 , B and E have the same meaning as described above, and D 1 represents a hydroxyl group or a methoxy group.
  • R 1 represents the same meaning as described above, D 2 represents a hydroxyl group or an alkoxy group having 1 to 12 carbon atoms, and G represents a hydroxyl group, a linear or branched alkyl group or alkenyl having 1 to 6 carbon atoms.
  • Group represents an alkoxy group having 1 to 6 carbon atoms, and n represents an integer of 0 to 2.
  • the following compounds (1-1-1) to (1-1-3) are preferable.
  • a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms is preferable, and a hydrogen atom is more preferable.
  • B is preferably a hydrogen atom, an alkyl or alkenyl group having 1 to 4 carbon atoms, an arylalkenyl group having 7 to 10 carbon atoms which may have a substituent, or a hydroxyl group, and has a hydrogen atom or substituent. More preferred are an arylalkenyl group having 7 to 10 carbon atoms and a hydroxyl group.
  • E is preferably a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms, and more preferably a hydrogen atom.
  • Examples of the compound corresponding to (1-1-1) include 1,3-dimethoxybenzene, 3,5-dimethoxyphenol, 2,6-dimethoxyphenol, 5- (hydroxyphenylethenyl) -1,3- And dimethoxybenzene (common name: pterostilbene).
  • a 1 and A 2 include a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 12 carbon atoms, an aralkyl group or arylalkenyl group having 7 to 12 carbon atoms which may have a substituent.
  • a hydrogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms, and an arylalkenyl group having 7 to 10 carbon atoms which may have a substituent are preferable.
  • R 3 is preferably a hydrogen atom, or a linear or branched alkyl or alkenyl group having 1 to 6 carbon atoms, and may have a hydrogen atom, an alkyl or alkenyl group having 1 to 4 carbon atoms, or a substituent.
  • arylalkenyl groups having 7 to 10 carbon atoms and hydroxyl groups are more preferred, and arylalkenyl groups and hydroxyl groups having 7 to 10 carbon atoms which may have a hydrogen atom and a substituent are more preferred.
  • E is preferably a hydrogen atom, a hydroxyl group, a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms, and a linear or branched alkoxy group or alkenyloxy group having 1 to 4 carbon atoms. Is preferred.
  • Examples of the compound corresponding to (1-1-2) include 3-methoxyphenol, 5-methoxyresorcin, 3-methoxybenzene-1,2-diol, 4-butyl-3-methoxyphenol, 3-methoxy- 4- (1-phenylethyl) phenol, 5- (4-hydroxyphenylethenyl) -1-hydroxy-3-methoxybenzene (common name: Pinostilbene) and the like can be mentioned.
  • Examples of the resorcin derivative represented by the general formula (1-1-3) include those represented by the following general formula (i) or (ii).
  • E 1 represents a hydroxyl group, a linear or branched alkyl or alkenyl group having 1 to 6 carbon atoms, or a linear chain having 1 to 6 carbon atoms. Alternatively, it represents a branched alkoxy group or alkenyloxy group.
  • a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 12 carbon atoms is preferable, and a hydrogen atom is more preferable.
  • B represents a hydrogen atom, an optionally substituted aralkyl group having 7 to 12 carbon atoms or an arylalkenyl group, —OR 3 (R 3 is a hydrogen atom or a straight chain or branched chain having 1 to 4 carbon atoms). An alkyl group or an alkenyl group) is preferred.
  • E 1 is preferably a hydroxyl group, a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms, or a linear or branched alkoxy group or alkenyloxy group having 1 to 4 carbon atoms.
  • Examples of the resorcin derivative represented by the general formula (i) include 2-alkylresorcin such as 2-methylresorcin, 2-ethylresorcin, 2-propylresorcin; Pyrogallol; 2-alkoxyresorcin such as 2-methoxyresorcin; Gallic acid esters such as gallic acid, methyl gallate, ethyl gallate, propyl gallate, butyl gallate; 5- (phenylethenyl) 2-isopropylresorcin and the like can be mentioned.
  • 2-alkylresorcin such as 2-methylresorcin, 2-ethylresorcin, 2-propylresorcin
  • Pyrogallol 2-alkoxyresorcin such as 2-methoxyresorcin
  • Gallic acid esters such as gallic acid, methyl gallate, ethyl gallate, propyl gallate, butyl gallate
  • a resorcin derivative represented by the general formula (ii) is more preferable.
  • resorcin derivative represented by the general formula (ii-1) 4-methylresorcin, 4-ethylresorcin, 4-propylresorcin, 4-isopropylresorcin (common name: Rucinol), 4-isobutyl resorcin, 4-sec-butyl resorcin, 4-tert-butyl resorcin, 4-pentyl resorcin, 4-isopentyl resorcin, 4-sec-pentyl resorcin, 4-tert-pentyl resorcin, 4-neopentyl resorcin, 4-hexyl resorcin, 4-isohexyl resorcin, 4-heptyl resorcin, 4-octyl resorcin, 4- (2-ethylhexyl) resorcin, 4-nonyl resorc
  • a 1 and A 2 have the same meaning as described above, and B 1 has a linear or branched alkyl group or alkenyl group having 1 to 12 carbon atoms and a substituent having 7 to 12 carbon atoms. And an aralkyl group or arylalkenyl group, —OR 3 or —COOR 3 (R 3 is a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 6 carbon atoms).
  • a resorcin derivative represented by the general formula (ii-2-a) or (ii-2-b) is more preferable.
  • Resorcin derivatives represented by the general formula (ii-2-a) include 5-methylresorcin, 5-ethylresorcin, 5-propylresorcin, 5-isopropylresorcin, 5-butylresorcin, 5-isobutylresorcin, 5- sec-butyl resorcin, 5-tert-butyl resorcin, 5-pentyl-resorcin (common name: Olivetol), 5-isopentyl resorcin, 5-neopentyl resorcin, 5-hexyl resorcin, 5-isohexyl resorcin, 5-alkylresorcins such as 5-heptylresorcin, 5-octylresorcin, 5- (2-ethylhexyl) resorcin, 5-nonylresorcin, 5-decylres
  • a 1 and A 2 are preferably a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 4 carbon atoms, an alkoxy group or alkenyloxy group having 1 to 4 carbon atoms.
  • Resorcin derivatives represented by the general formula (ii-2-b) include 2-methylbenzene-1,3,5-triol, 2-ethylbenzene-1,3,5-triol, 2-propylbenzene-1, 3,5-triol, 2-butylbenzene-1,3,5-triol, 2-hexylbenzene-1,3,5-triol, 2-octylbenzene-1,3,5-triol, 2-dodecylbenzene- 2-alkylbenzene-1,3,5-triol such as 1,3,5-triol; 2-Aralkyl- such as 2-benzylbenzene-1,3,5-triol, 2- (phenylethyl) benzene-1,3,5-triol, 2- (phenylpropyl) benzene-1,3,5-triol 1,3,5-triol, 2-acetylbenzene-1,3,5-triol, 2-propanoylbenzene-1,3,5-triol, 2-butanoyl
  • benzophenone derivative represented by the general formula (1-2) examples include 4-benzoylresorcin (common name: benzophenone-1), 4- (hydroxybenzoyl) resorcin, 4- (dihydroxybenzoyl) resorcin, 4- (2,4-dihydroxybenzoyl) resorcin (common name: Benzophenone-2), 4- (methylbenzoyl) resorcin, 4- (ethylbenzoyl) resorcin, 4- (dimethylbenzoyl) resorcin, 4 -(Diethylbenzoyl) resorcin, 4-naphthoylresorcin, 2-hydroxy-4-methoxybenzophenone (common names: benzophenone-3), 2,2'-dihydroxy-4,4'-dimethoxybenzophenone (common) Name: Benzophenone-6, 2,2'-dihydroxy-4-methoxybenzophen
  • R 1 is a hydrogen atom or Those having 1 to 4 carbon atoms or alkenyl are preferred, and those having a hydrogen atom are more preferred.
  • a 1 and A 2 are preferably a hydrogen atom, a hydroxyl group, a linear or branched alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and those having a hydrogen atom or a hydroxyl group. More preferred.
  • D is a hydrogen atom, a hydroxyl group, a linear or branched alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • E is a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.
  • Examples of such compounds include 1-naphthol, 2-naphthol, 3-methylnaphthalen-1-ol, naphthalene-1,4-diol, naphthalene-1,5-diol, naphthalene-1,8-diol, and the like. It is done.
  • m-dimethoxybenzene derivatives represented by the general formula (1-1-1), resorcin derivatives represented by the general formula (1-1-3), general formulas A benzophenone derivative represented by (1-2) and a naphthol derivative represented by the general formula (1-3-a) or (1-3-b) are preferred.
  • 2-methyl resorcin, 4-chlororesorcin, 4-alkyl resorcin, 4-aralkyl resorcin, 4-acylated resorcin, 5-alkyl resorcin, 5-aralkyl resorcin, 5-hydroxyarylalkenyl resorcin, phloroglucinate, gallic acid Acids and gallic acid esters are preferred.
  • 4-butylresorcin (common name: Rucinol), 4- (1-phenylethyl) resorcinol (common name: Symwhite377), 5- (hydroxyphenylethenyl) resorcinol (common name: Resveratrol), 3-hydroxyphenyl-1- (benzene-2,4,6-triol) propan-1-one (common names: Phloretin, 4- (2,4-dihydroxybenzoyl) Resorcin (common name: Benzophenone-2), 5- (hydroxyphenylethenyl) -1,3-dimethoxybenzene (common name: Pterostilbene), 1-naphthol are preferred.
  • the molecular weight of the compound represented by the general formula (1) is preferably 120 or more, and from the viewpoint of penetrability into the hair, it is preferably 1000 or less, more preferably 500 or less, and even more preferably 300 or less.
  • Component (B3) is a compound represented by the following general formula (2).
  • R 4 represents a hydrogen atom or a methyl group
  • X represents a hydrogen atom, a hydroxyl group or a methoxy group
  • Y represents a hydrogen atom, an oxygen atom, a hydroxyl group or a methoxy group
  • Z represents a hydrogen atom or a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms
  • R x represents a hydrogen atom, an oxygen atom, a hydroxyl group, a methoxy group, or an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane.
  • Show R y is a hydrogen atom, a hydroxyl group, a methoxy group, an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or a methoxy group, and may form a condensed ring with 1,3-dioxolane, a hydroxyl group, or An arylcarbonyloxy group or an aralkylcarbonyloxy group that may be substituted by up to 3 methoxy groups, A broken line shows that a double bond may be sufficient. However, the broken line and the solid line adjacent to the R x or Y, R x or Y represents only double bond when an oxygen atom, a single bond in other cases.
  • Z is a linear or branched alkyl or alkenyl group having 1 to 5 carbon atoms only when R x or R y is an o, p-dihydroxy aromatic hydrocarbon group. In other cases, it is a hydrogen atom.
  • Examples of the linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms in Z include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, Examples thereof include tert-butyl group, n-pentyl group, isopentyl group, sec-pentyl group, tert-pentyl group, neopentyl group, 1-methylpentyl group, vinyl group, allyl group, butenyl group and the like.
  • Examples of the aromatic hydrocarbon group for R x or R y include a phenyl group and a naphthyl group.
  • Examples of the aromatic hydrocarbon group that forms a condensed ring with 1,3-dioxolane include a 1,3-benzodioxol-5-yl group.
  • Examples of the arylcarbonyloxy group in R y include a benzoyloxy group, and examples of the aralkylcarbonyloxy group include a benzylcarbonyloxy group, a phenylethylcarbonyloxy group, a phenylpropylcarbonyloxy group, and a phenylbutylcarbonyloxy group. It is done.
  • Specific examples of the compound represented by the general formula (2) include the following (2-1) to (2-5).
  • R 4 and X have the same meaning as described above, Y 1 represents a hydrogen atom, a hydroxyl group or a methoxy group, R x1 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane; R y1 represents a hydrogen atom, a hydroxyl group, a methoxy group, an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or a methoxy group, and may form a condensed ring with 1,3-dioxolane, a hydroxyl group, or An arylcarbonyloxy group or an aralkylcarbonyloxy group which may be substituted with up to 3 methoxy groups is shown.
  • R x1 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane,
  • R 4 , X, Z and R x1 represent the same meaning as described above, and R y2 represents a hydrogen atom, a hydroxyl group or a methoxy group.
  • R y2 represents a hydrogen atom, a hydroxyl group or a methoxy group.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 , X, Z, R x1 and R y2 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • Y 2 represents a hydrogen atom or an oxygen atom
  • R x2 represents a hydrogen atom, a hydroxyl group or a methoxy group
  • R y3 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane.
  • the broken line and the solid line adjacent to Y 2 is, Y 2 represents only double bond when an oxygen atom, a single bond in other cases.
  • Z is a linear or branched alkyl or alkenyl group having 1 to 5 carbon atoms only when R y3 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 , X and R x1 have the same meanings as described above, and R y11 may be substituted with hydroxyl group, methoxy group, or up to 3 hydroxyl groups or methoxy groups, and 1,3-dioxolane condensation.
  • R 4 and X in the formula have the same meaning as described above, and R x1 is substituted with up to 3 hydroxyl groups or methoxy groups.
  • R y1 represents a hydrogen atom, a hydroxyl group, a methoxy group, or an arylcarbonyloxy group or an aralkylcarbonyloxy group which may be substituted with up to three hydroxyl groups or methoxy groups is preferable. .
  • catechin As compounds corresponding to (2-1-A), catechin (Catechin), epicatechin (Epicatechin), epigallocatechin (Meciadanol), Afzelechin, Epiafzelechin, catechin gallate ( Catechin gallate), epicatechin ⁇ gallate, epigallocatechin gallate, filoflavan, fisetinidol, guibourtinidol, robinetinidol, etc.
  • R 4 , X and R x1 have the same meaning as described above, and Y 11 represents a hydroxyl group or a methoxy group.
  • R 4 and X in the formula have the same meaning as described above, Y 11 represents a hydroxyl group, and R x1 represents a hydroxyl group or a methoxy group.
  • a compound showing an aromatic hydrocarbon group in which up to three groups may be substituted is preferred.
  • Examples of the compound corresponding to (2-1-B) include Apiforol and Luteoforol.
  • R 4 and X in the formula have the same meaning as described above, Y 11 represents a hydroxyl group or a methoxy group, R A compound in which x1 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and Ry1 represents a hydroxyl group or methoxy group is preferred.
  • Examples of the compound corresponding to (2-1-C) include leucoocyanidin, leucodelphinidin, leucopelargonidin, leucopeonidin, and leucosetinidin.
  • R 4 , X, Z and R x1 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 and X in the formula have the same meaning as described above, Z represents a hydrogen atom, and R x1 represents three hydroxyl groups or methoxy groups.
  • the compound which shows the aromatic hydrocarbon group which may be substituted is preferable.
  • the compounds corresponding to (2-2-A) include Eriodictyol, Naringenin, Pinocembrin, Hesperetin, Homoeriodictyol, Isosakuranetin, Sterubin (Sterubin), sakuranetin (Sakuranetin), alpinetin (Alpinetin), butin (Butin) and the like.
  • R 4 , X, Z and R x1 have the same meaning as described above, and R y21 represents a hydroxyl group or a methoxy group.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 and X in the formula have the same meaning as described above, Z represents a hydrogen atom, and R x1 has 3 hydroxyl groups or 3 methoxy groups.
  • a compound in which R y1 represents a hydroxyl group or a methoxy group is preferable.
  • Examples of the compound corresponding to (2-2-B) include aromadendrin, taxifolin, dihydrokaempferide and the like.
  • R 4 , X, Z and R x1 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 and X in the formula have the same meaning as described above, Z represents a hydrogen atom, and R x1 represents 3 hydroxyl groups or 3 methoxy groups.
  • the compound which shows the aromatic hydrocarbon group which may be substituted is preferable.
  • the compounds corresponding to (2-3-A) include luteolin, apigenin, chrysin, norartocarpetin, tricetin, diosmetin, and acacetin. ), Chrysoeriol, Genkwanin, techtochrysin, tricin, 4 ′, 7-dihydroxyflavone, Pratol and the like.
  • R 4 , X, Z, R x1 and R y21 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 and X in the formula have the same meaning as described above, Z represents a hydrogen atom, and R x1 represents up to 3 hydroxyl groups or methoxy groups.
  • a compound which represents an aromatic hydrocarbon group which may be substituted and wherein R y1 represents a hydroxyl group or a methoxy group is preferable.
  • Compounds that fall under (2-3-B) include quercetin, myricetin, morin, kaempferol, galangin, kaempferide, tamarixetin, and laricitrin.
  • R 4 , X, Z and R y3 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R y3 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 and X in the formula have the same meaning as described above, and Z is a hydrogen atom or a linear or branched chain having 1 to 5 carbon atoms.
  • Z is a hydrogen atom or a linear or branched chain having 1 to 5 carbon atoms.
  • R y3 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane.
  • the compounds corresponding to (2-4-A) include genistein, daidzein, olobol, biochanin A, platensein, 5-O-methylgenistein (5 -O-Methylgenistein, Prunetin, Calicosin, Formononetin, 7-O-Methylluteone, Luteone, Pseudobaptigenin, etc. It is done.
  • R 4 and X in the formula have the same meaning as described above, and R y3 may be substituted with up to 3 hydroxyl groups or methoxy groups.
  • R y3 may be substituted with up to 3 hydroxyl groups or methoxy groups.
  • a compound showing an aromatic hydrocarbon group which may form a condensed ring with 3-dioxolane is preferred.
  • Examples of the compound corresponding to (2-4-B) include equol.
  • R 4 and R x2 in the formula have the same meaning as described above, and R y3 may be substituted with up to 3 hydroxyl groups or methoxy groups.
  • R y3 may be substituted with up to 3 hydroxyl groups or methoxy groups.
  • a compound showing an aromatic hydrocarbon group that may form a condensed ring with 1,3-dioxolane is preferred.
  • Examples of the compound corresponding to (2-4-C) include Haginin D, Haginin E, 2-Methoxyjudaicin and the like.
  • Examples of the compound corresponding to (2-5) include umbelliferone.
  • a flavan-3-ol represented by the general formula (2-1-A), a general formula (2-3- Flavonols represented by B), Flavanones represented by general formula (2-2-A), Flavones represented by general formula (2-3-A), general Isoflavones represented by formula (2-4-A), isoflavanes represented by general formula (2-4-B), coumarins represented by general formula (2-5) ( Coumarin) is preferred, and more specifically, catechin (Catechin), epicatechin (Epicatechin), epigallocatechin, catechin gallate, epicatechin gallate, epigallocatechin gallate ( Epigallocatechin gallate), Quercetin, Morin, Hesperetin, Naringenin (N aringenin), chrysin, daidzein, equol, umbelliferone and the like are preferred. Furthermore, catechin, epigallocatechin, epigallocatechin gallate, naringenin and
  • the molecular weight of the compound represented by the general formula (2) is preferably 150 or more. Further, from the viewpoint of penetrability into the hair, a molecular weight of 1000 or less, further 700 or less, and further 500 or less is preferable.
  • Component (B) can be used alone or in combination of two or more, and two or more of (B1) to (B3) can be used in combination.
  • (B2) or (B3) is preferable from the viewpoint that the hair shape can be more firmly deformed by the constitution of the present invention.
  • the total content of the component (B) in the hair cosmetic composition of the present invention as a whole makes the change in the hair shape after treatment with the hair cosmetic composition of the present invention more remarkable, and the hair shape has even better hair washing resistance.
  • the total composition of the hair cosmetic Is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, and further preferably 1.5% by mass or more. Therefore, it is preferably 40% by mass or less, more preferably 30% by mass or less, still more preferably 25% by mass or less, still more preferably 23% by mass or less, and further preferably 20% by mass or less.
  • the content of the component (B1) in the hair cosmetic composition of the present invention is preferably as the component (B) based on the total composition of the hair cosmetic composition.
  • the content is more preferably 2% by mass or more, further preferably 3% by mass or more, further preferably 4% by mass or more, and further preferably 5% by mass or more, and further preferably 17% from the viewpoint of formulation. It is below mass%.
  • component (B2) when component (B2) is used as component (B), the content of component (B2) in the hair cosmetic composition of the present invention is more preferably 2% by mass or more in the preferred content as component (B). In addition, from the viewpoint of formulation blendability, it is more preferably 17% by mass or less, further preferably 15% by mass or less, and further preferably 12% by mass or less.
  • the content of the component (B3) in the hair cosmetic composition of the present invention is more preferable from the viewpoint of formulation and formulation in the preferred content as the component (B).
  • the molar ratio (B) / (A) of components (A) and (B) applied to hair by the hair cosmetic composition of the present invention is a condensate of component (A) and component (B) formed in the hair.
  • it is preferably 0.001 or more, more preferably 0.1 or more, further preferably 0.2 or more, more preferably 0.25 or more, , Preferably less than 2.5, more preferably 2.3 or less, still more preferably 2.1 or less, still more preferably 1.9 or less, still more preferably 1.7 or less, still more preferably 1.6 or less.
  • the molar ratio (B1) / (A) of components (A) and (B1) applied to the hair with the hair cosmetic composition of the present invention is preferably 0.2. Or more, more preferably 0.3 or more, still more preferably 0.4 or more, still more preferably 0.5 or more, still more preferably 0.7 or more, and preferably less than 2.5, more preferably 2.3 or less, still more preferably 2.0 or less, still more preferably. 1.5 or less, more preferably 1.2 or less.
  • the molar ratio (B2) / (A) of components (A) and (B2) applied to the hair with the hair cosmetic composition of the present invention is preferably 0.001. Or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably 0.25 or more, preferably less than 2.5, more preferably 2.3 or less, still more preferably 2.0 or less, still more preferably 1.5 or less, still more preferably. 1.2 or less.
  • the molar ratio (B3) / (A) of the content of components (A) and (B3) applied to the hair by the hair cosmetic composition of the present invention is: Preferably it is 0.001 or more, more preferably 0.1 or more, more preferably 0.2 or more, further preferably 0.25 or more, preferably less than 2.5, more preferably 2.3 or less, still more preferably 2.0 or less, still more preferably 1.5 or less, More preferably, it is 1.2 or less.
  • Component (C) Compound represented by Formula (3)
  • Component (C) is a compound represented by the following general formula (3).
  • Q represents a polymethylene group having 2 to 5 carbon atoms which may be substituted by a carboxy group, or a carbonyl group
  • T 1 and T 2 may each independently be substituted by a hydrogen atom or a hydroxyl group. It represents a straight-chain or branched alkyl group having 1 to 5 carbon atoms, or both of them are combined to form a polymethylene group having 2 to 5 carbon atoms to form a ring together with —NH—Q—NH—.
  • the number of substitution is preferably 1, and the substitution position is preferably the terminal.
  • Examples of such Q include carbonyl group, ethylene group, propylene group, butylene group, 1-carboxy-1,3-propanediyl, 1-carboxy-1,4-butanediyl, 1-carboxy-1,5-pentanediyl and the like.
  • a carbonyl group, an ethylene group, and a 1-carboxy-1,5-pentanediyl group are preferable, and a carbonyl group is particularly preferable.
  • T 1 and T 2 include hydrogen atom, methyl group, ethyl group, propyl group, butyl group, 2-hydroxyethyl group, 3-hydroxypropyl group, 4-hydroxybutyl group, and ethylene formed by combining both Group, a propylene group, and a butylene group, and a hydrogen atom, a 2-hydroxyethyl group, and an ethylene group formed by combining both are preferable.
  • component (C) examples include urea, 2-hydroxyethylurea, ethyleneurea, lysine hydrochloride, ethylenediamine, and the like. Among them, urea and 2- Hydroxyethylurea is preferred and urea is preferred.
  • Component (C) can be used alone or in combination of two or more.
  • the content of the component (C) in the hair cosmetic composition of the present invention is preferably 0.1% by mass or more, more preferably 0.5% by mass, based on the total composition of the hair cosmetic composition, from the viewpoint of the coloration suppressing effect and the touch improving effect.
  • % Or more more preferably 1.5% by mass or more, more preferably 2% by mass or more, and preferably 30% by mass or less, more preferably 25% by mass or less from the viewpoint of achieving both the above effects and the shape-imparting effect. More preferably, it is 23 mass% or less, More preferably, it is 20 mass% or less, More preferably, it is 18 mass% or less, More preferably, it is 15 mass% or less.
  • the molar ratio [(B) + (C)] / (A) of the components (A) to (C) applied to the hair by the hair cosmetic composition of the present invention is preferable from the viewpoints of the coloring suppression effect and the touch improvement effect. Is 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably 0.3 or more, and is 2.5 or less, preferably 2.3 or less, from the viewpoint of coexistence of the above effects and the shape-imparting effect. More preferably, it is 2.1 or less, More preferably, it is 1.9 or less, More preferably, it is 1.7 or less, More preferably, it is 1.6 or less.
  • composition of the present invention uses (D) water as a medium.
  • first agent and the second agent use (D) water as a medium.
  • the hair cosmetic composition of the present invention can be in any form of a single agent type, a multi-agent type such as a two-component type, etc., but improves the penetration of the component (A) and the component (B) into the hair.
  • a sequential application type multi-drug type in which the component (A) and the component (B) are contained in separate agents, and further a two-drug type.
  • the first agent first applied to the hair contains the components (B) and (D), and the second agent applied to the hair after the first agent is applied. It is preferable to contain (A) and (D).
  • component (C) may be contained in the first agent or in the second agent, but is more preferably contained in the first agent, contained in both the first agent and the second agent. More preferably.
  • the pH of the hair cosmetic composition of the present invention is preferably 4.0 or less, more preferably 3.0 or less, still more preferably 2.5 or less, and even more preferably 2.0 or less in the case of a one-agent type. Moreover, from the viewpoint of suppressing hair damage and skin irritation, it is preferably 1.0 or more, more preferably 1.2 or more, and still more preferably 1.5 or more. In the case of a multi-drug type, it is preferable that the agent containing component (A), that is, the second agent is in the above range.
  • the pH of the agent containing component (B), that is, the first agent is preferably 6.0 or less, more preferably 5.0 or less, and still more preferably 4.5. And preferably 2.5 or more, more preferably 3.0 or more, and still more preferably 3.5 or more.
  • the pH of the hair cosmetic is obtained by directly measuring with a pH meter (made by HORIBA / model number: F-52) at room temperature (25 ° C.) without diluting the hair cosmetic. Refers to the value.
  • a pH adjuster can be used as appropriate.
  • a pH adjuster as an alkaline agent, ammonia or a salt thereof; an alkanolamine such as monoethanolamine, isopropanolamine, 2-amino-2-methylpropanol, 2-aminobutanol or a salt thereof; 1,3-propanediamine, etc.
  • Alkanediamines or salts thereof; carbonates such as guanidine carbonate, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate; hydroxides such as sodium hydroxide and potassium hydroxide can be used.
  • inorganic acids such as hydrochloric acid and phosphoric acid
  • hydrochlorides such as monoethanolamine hydrochloride
  • phosphates such as monopotassium dihydrogen phosphate and disodium monohydrogen phosphate, lactic acid, malic acid and other components
  • Organic acids other than (A) can be used.
  • a cationic surfactant in one or more compositions constituting the hair cosmetic.
  • the cationic surfactant is preferably a mono long-chain alkyl quaternary ammonium salt having one alkyl group having 8 to 24 carbon atoms and three alkyl groups having 1 to 4 carbon atoms.
  • the at least one mono long chain alkyl quaternary ammonium surfactant is selected from compounds represented by the following general formula:
  • R 5 represents a saturated or unsaturated linear or branched alkyl group having 8 to 22 carbon atoms, R 9 —CO—NH— (CH 2 ) m —, or R 9 —CO—O— (CH 2 ) m—
  • R 9 represents a saturated or unsaturated linear or branched alkyl chain having 7 to 21 carbon atoms, and m represents an integer of 1 to 4
  • R 6 , R 7 and R 8 independently represents an alkyl group having 1 to 4 carbon atoms and a hydroxylalkyl group having 1 to 4 carbon atoms
  • An ⁇ represents a chloride ion, bromide ion, methosulphate ion or ethosulphate ion.
  • Suitable cationic surfactants include, for example, long-chain quaternary ammonium compounds such as cetyltrimethylammonium chloride, myristyltrimethylammonium chloride, behentrimonium chloride, cetyltrimethylammonium bromide, stearamidepropyltrimonium chloride, These may be used alone or as a mixture thereof.
  • the content of the cationic surfactant in the hair cosmetic composition of the present invention is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, and preferably 10% by mass based on the total composition of the hair cosmetic product. It is 5 mass% or less, More preferably, it is 5 mass% or less.
  • the cationic surfactant may be contained in the first agent, in the second agent, or in both the first and second agents. May be.
  • the hair cosmetic composition of the present invention preferably contains silicone from the viewpoint of improving the feel of the hair after hair treatment and improving the unity.
  • silicone dimethylpolysiloxane and amino-modified silicone are preferable.
  • any cyclic or non-cyclic dimethylpolysiloxane polymer can be used, for example, SH200 series, BY22-019, BY22-020, BY11-026, B22-029, BY22-034, BY22. -050A, BY22-055, BY22-060, BY22-083, FZ-4188 (all are Toray Dow Corning), KF-9088, KM-900 series, MK-15H, MK-88 (all Shin-Etsu Chemical) Industrial Co., Ltd.).
  • any silicone having an amino group or an ammonium group can be used, and examples thereof include amino-modified silicone oils having all or some terminal hydroxyl groups end-capped with methyl groups or the like and end-capping. Amojimethicone that is not stopped.
  • a preferred amino-modified silicone for example, a compound represented by the following formula can be used.
  • R ′ represents a hydrogen atom, a hydroxyl group or R Z ;
  • R Z represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms;
  • J represents R Z , R ′′ — (NHCH 2 CH 2 ) a NH 2 , OR Z or a hydroxyl group,
  • R ′′ represents a divalent hydrocarbon group having 1 to 8 carbon atoms,
  • a represents a number of 0 to 3
  • b and c are the number average of the sum The number is from 10 to less than 20000, preferably from 20 to less than 3000, more preferably from 30 to less than 1000, and even more preferably from 40 to less than 800.
  • suitable commercially available amino-modified silicones include SF8452C, SS3551 (all are Toray Dow Corning Co., Ltd.), KF-8004, KF-867S, KF-8015 (all Shin-Etsu Chemical Co., Ltd.), etc.
  • Amodimethicone emulsions such as amino-modified silicone oil, SM8704C, SM8904, BY22-079, FZ-4671, FZ4672 (all of which are Toray Dow Corning Co., Ltd.).
  • the silicone content in the hair cosmetic composition of the present invention is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, still more preferably 0.5% by mass or more, based on the total composition of the hair cosmetics.
  • the amount is preferably 20% by mass or less, more preferably 10% by mass or less, and still more preferably 5% by mass or less.
  • silicone may be contained in the first agent, in the second agent, or in both the first and second agents.
  • a cationic polymer in one or more compositions constituting the hair cosmetic.
  • the cationic polymer refers to a polymer having a cationic group or a group that can be ionized to a cationic group, and includes an amphoteric polymer that becomes cationic as a whole. That is, an aqueous solution containing an amino group or an ammonium group in the side chain of the polymer chain or containing a diallyl quaternary ammonium salt as a structural unit, such as a cationized cellulose derivative, a cationic starch, a cationized guar gum derivative, a diallyl quaternary Examples thereof include a polymer or copolymer of an ammonium salt, a quaternized polyvinylpyrrolidone derivative, and the like.
  • diallyl quaternary ammonium salt is used from the viewpoint of the softness of touch during rinsing and shampooing, smoothness and ease of fingering, ease of consolidation during drying and moisturizing effect, and the stability of the agent.
  • Polymers contained as structural units, quaternized polyvinylpyrrolidone derivatives, and cationized cellulose derivatives are preferred, and polymers or copolymers of diallyl quaternary ammonium salts and cationized cellulose derivatives are more preferred.
  • diallyl quaternary ammonium salt polymers or copolymers include dimethyldiallylammonium chloride polymer (Polyquaternium-6, eg, Marquat 100; Lubrizol Advanced Materials), dimethyldiallylammonium chloride / Acrylic acid copolymer (Polyquaternium-22, eg Marquat 280, 295; Lubrizol Advanced Materials), Dimethyldiallylammonium chloride / acrylamide copolymer (Polyquaternium-7, eg Marquat 550; Lubrizol Advanced Materials, Inc.).
  • dimethyldiallylammonium chloride polymer Polyquaternium-6, eg, Marquat 100; Lubrizol Advanced Materials
  • dimethyldiallylammonium chloride / Acrylic acid copolymer Polyquaternium-22, eg Marquat 280, 295; Lubrizol Advanced Materials
  • Dimethyldiallylammonium chloride / acrylamide copolymer Polyquaternium-7, eg Marquat
  • suitable quaternized polyvinylpyrrolidone derivatives include polymers obtained by polymerizing a vinylpyrrolidone copolymer and dimethylaminoethyl methacrylate (polyquaternium 11, such as Guffcut 734, Guffcut 755, Guffcut 755N (above Ashland)) ).
  • Suitable cationized cellulose include polymers loaded with glycidyltrimethylammonium chloride on hydroxycellulose (Polyquaternium 10, such as Leogard G, GP (above, Lion)), polymers JR-125, JR-400, JR-30M, LR-400, LR-30M (above, Amercor) and hydroxyethylcellulose dimethyl diallylammonium chloride (Polyquaternium-4, eg Cellcoat H-100, L-200 (above, Akzo Nobel) ) And the like.
  • Polyquaternium 10 polymers loaded with glycidyltrimethylammonium chloride on hydroxycellulose
  • Polyquaternium 10 such as Leogard G, GP (above, Lion)
  • Polymers JR-125, JR-400, JR-30M, LR-400, LR-30M above, Amercor
  • hydroxyethylcellulose dimethyl diallylammonium chloride Polyquaternium-4, eg Cellcoat H
  • the content of the cationic polymer in the hair cosmetic of the present invention is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, and still more preferably 0.05% by mass or more, based on the total composition of the hair cosmetic. Moreover, it is preferably 20% by mass or less, more preferably 10% by mass or less.
  • the cationic polymer may be contained in the first agent, may be contained in the second agent, or may be contained in both the first and second agents. Good.
  • compositions constituting the hair cosmetic may contain an antioxidant in an amount usually contained.
  • Any antioxidant that is generally used in the field of hair cosmetics may be used, and examples thereof include ascorbic acid.
  • the hair cosmetic of the present invention can appropriately contain components that are usually blended in hair cosmetics.
  • the hair cosmetic composition of the present invention does not substantially contain a precursor that is blended with an oxidative hair dye that dyes hair by an oxidation reaction between a precursor and a coupler. That is, the hair cosmetic composition of the present invention has at least one amino group, has another amino group or hydroxyl group at the ortho-position or para-position of one amino group, and has a closed shell quinoid structure when oxidized. Contains substantially no Group compounds.
  • the compound of component (B) is a compound having a structure similar to that of a typical resorcinol as a coupler used in an oxidative hair dye, but the present invention polymerizes component (A) and component (B) in the hair.
  • the hair shape can be freely deformed by subsequent heating, which is a technique completely different from the use of resorcin in an oxidative hair dye.
  • the hair cosmetic composition of the present invention forms an oligomer of glyceraldehyde and resorcin using boric acid or silicic acid
  • it may contain substantially no boric acid or silicic acid. preferable.
  • the hair cosmetic composition of the present invention preferably contains substantially no hair reducing agent.
  • the present invention is characterized in that the hair can be deformed regardless of the cleavage of the SS bond of the protein in the hair, and the hair is removed by cleaving the SS bond in the hair using a reducing agent. This technique is completely different from the permanent agent to be deformed.
  • the hair reducing agent include thioglycolic acid, dithioglycolic acid, thiols such as cysteine, acetylcysteine, and butyrolactone thiol, hydrogen sulfite, and salts thereof.
  • substantially free means that the content of the target compound in the hair cosmetic is preferably less than 0.1% by mass, more preferably 0.01% by mass, based on the total composition of the hair cosmetic. % Means that the target compound is not contained in the hair cosmetic.
  • the hair cosmetic composition of the present invention is highly safe for the human body and has little hair damage, so it can be suitably used especially for human hair.
  • Hair treatment that transforms the hair shape semipermanently or permanently using the hair cosmetic composition of the present invention can be performed by a hair treatment method including the following steps (i) and (ii).
  • the term “hair cosmetic” simply refers to a composition that is actually applied to the hair, and is a one-part hair cosmetic, a single-application multi-agent. A mixture of the first agent and the second agent of the formula hair cosmetic, and any of the first agent and the second agent of the sequential application type multi-component hair cosmetic.
  • the hair cosmetic may be applied to dry hair or wet hair, but in order to swell the hair and promote penetration of the hair cosmetic into the hair, Prior to (i), it is preferable to wet the hair with water.
  • the mass of the hair cosmetic applied to the hair in step (i) is preferably a ratio of bath to the mass of the hair (mass of hair cosmetic / mass of hair), preferably 0.05 or more, more preferably 0.10 or more, and still more preferably 0.25. More preferably, it is 0.5 or more, preferably 5 or less, more preferably 3 or less, still more preferably 2 or less.
  • the above-described bath ratio is preferable for each of the first agent and the second agent from the viewpoint of applicability.
  • the hair to be treated may be all or part of the hair.
  • step (i) in the case of sequential application type multi-component hair cosmetics, from the viewpoint of promoting the penetration of the hair cosmetics and enhancing the effect, the hair to which the hair cosmetics are applied after applying the first agent May be allowed to stand for a certain period of time, after which the second agent may be applied.
  • the standing time is preferably 1 minute or more, more preferably 3 minutes or more, still more preferably 5 minutes or more, and preferably 1 hour or less in order to allow the hair cosmetic to penetrate and diffuse into the hair. More preferably, it is 30 minutes or less, More preferably, it is 20 minutes or less.
  • the first agent in the case of a sequential application type multi-component hair cosmetic, after the first agent is applied and allowed to stand, the first agent is washed before applying the second agent (hereinafter, intermediate May be included).
  • the intermediate rinsing step it is preferable not to include an intermediate rinsing step.
  • the molecular weight of the component (B) contained in the first agent is preferably 100 to 180, and more preferably 100 to 140, from the viewpoint of further enhancing the hair deformation effect.
  • it is preferable to include an intermediate rinsing step from the viewpoint of improving the feel after the hair deformation treatment.
  • the molecular weight of the component (B) contained in the first agent is preferably 140 to 1000 from the viewpoint of further enhancing the hair deformation effect and improving the feel after deformation, and 180 More preferably, it is ⁇ 1000.
  • the application amount of the first agent and the second agent is not particularly defined.
  • the molar ratio [(B) + (C)] / (A) of the components (A) to (C) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably
  • the coating is carried out so that it becomes 0.3 or more, preferably 2.5 or less, more preferably 2.3 or less, further preferably 2.1 or less, more preferably 1.9 or less, still more preferably 1.7 or less, and still more preferably 1.6 or less.
  • the amount of component (A), component (B), and component (C) applied to the hair is the amount of the first agent and second agent applied to the hair, and the first or second agent of each component. It means the value obtained by calculating from the content in the inside.
  • the molar ratio (B) / (A) of the components (A) and (B) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, and further preferably 0.25 or more. In addition, it is preferably applied so that it is less than 2.5, more preferably 2.3 or less, still more preferably 2.0 or less, and still more preferably 1.5 or less.
  • a step of leaving the hair to which the hair cosmetic is applied for a certain period of time may be included.
  • the standing time is preferably 1 minute or more, more preferably 3 minutes or more, still more preferably 5 minutes or more, and preferably 1 hour or less in order to allow the hair cosmetic to penetrate and diffuse into the hair. More preferably, it is 30 minutes or less, More preferably, it is 20 minutes or less.
  • the hair may be heated from the viewpoint of promoting the penetration of the hair cosmetic. When heating, it is preferable to heat at 40 to 90 ° C. This heating is also preferable in that the step (ii) can be proceeded more advantageously because the lower-order oligomer can be polymerized in the hair before the step (ii).
  • the hair to which the hair cosmetic is applied may be rinsed or not rinsed, but the hair cosmetic component is sufficiently retained in the hair, From the viewpoint of imparting a semi-permanent shape to the hair and further enhancing the effect of deforming the hair shape semi-permanently again by heat, it is preferable that no soot is present.
  • the heating temperature in step (ii) is preferably 50 ° C. or higher, more preferably 60 ° C. or higher, from the viewpoint of imparting a semi-permanent shape to the hair, and further transforming the once-made style again semi-permanently by heat.
  • the temperature is more preferably 80 ° C. or higher, and preferably 250 ° C. or lower, more preferably 240 ° C. or lower, and further preferably 230 ° C. or lower in order to suppress rapid evaporation of moisture during heating.
  • Examples of the heating method include a method using a hair iron, an electric heating rod, a hot curler, and the like.
  • the heating time in the step (ii) is appropriately selected depending on the heating appliance to be used and the heating temperature. From the viewpoint of causing the hair cosmetic material to penetrate and diffuse into the hair and causing sufficient polymerization, it is preferably 1 second or more, more preferably Is 5 seconds or longer, more preferably 1 minute or longer, more preferably 5 minutes or longer, more preferably 15 minutes or longer, more preferably 30 minutes or longer, and preferably 2 hours or shorter to suppress hair damage. Preferably it is 1 hour or less, more preferably 45 minutes or less.
  • the shaping in step (ii) includes both straight shaping and curled shaping.
  • Methods for shaping hair straightly include a method of blowing hair with a tool such as hands, combs and brushes, a method of blowing with a dryer, a method of heating using a hair iron, etc. Therefore, a method using a hair iron is preferred.
  • the hair is slid from the root to the tip of the hair while being pinched with a flat iron, by hand, comb, brush or other tools. What is necessary is just to use the method etc. which hold
  • Step (ii) is preferably performed in an environment where rapid evaporation of moisture is suppressed.
  • Specific means for suppressing the evaporation of moisture include a method of covering hair coated with a hair cosmetic with a plastic film such as a food wrap film, a cap, or the like, and continuously spraying water vapor such as superheated water vapor on the hair. Methods and the like.
  • the hair may be rinsed or may not be rinsed, but rinsing is preferred from the viewpoint of preventing the hair feel from being reduced by excess polymer.
  • a step of applying heat to transform the hair semipermanently into another shape can be performed.
  • the heat applied upon re-deformation is preferably 30 ° C. or higher, more preferably 40 ° C. or higher, preferably 230 ° C. or lower, more preferably 220 ° C. or lower, and still more preferably 210 ° C. or lower.
  • the temperature at which the hair is heated is not limited to the type of the hair iron used, the material of the heating part, the set temperature, and the method of operating the iron.
  • the temperature of the hair is not limited to the type of the hair iron used, the material of the heating part, the set temperature, and the method of operating the iron.
  • the heating temperature of the hair can be measured using, for example, a radiation thermometer (model number ST653) manufactured by SENTRY.
  • the ultimate temperature at the time of heating the hair is preferably 30 ° C. or higher, more preferably 40 ° C. or higher, from the viewpoint of semipermanently or permanently deforming the hair shape. From the viewpoint of achieving both prevention and semi-permanent or permanent deformation of the hair shape, it is preferably 180 ° C. or less, more preferably 120 ° C. or less, still more preferably 100 ° C. or less, still more preferably 80 ° C. or less, and still more preferably 60 It is below °C.
  • the hair when it is heated, it may be a method of heating the hair in a dry state or a method of heating after wetting with water, but the hair shape is deformed semipermanently or permanently. From the viewpoint of achieving this, a method of heating after wetting with water is preferred.
  • the heating time of the hair when the hair is re-deformed is appropriately selected depending on the heating tool to be used and the heating temperature. From the viewpoint of semi-permanently or permanently deforming the hair shape, it is preferably 1 second or more, more preferably 5 2 seconds or more, more preferably 1 minute or more, more preferably 5 minutes or more, still more preferably 15 minutes or more, more preferably 30 minutes or more, and preferably 2 hours or less, more preferably for suppressing hair damage. 1 hour or less, more preferably 45 minutes or less.
  • Pattern 1 For 1-part hair cosmetics 1) Optionally wet the hair with water. 2)
  • the hair cosmetic composition of the present invention containing the following components (A) to (D) and having a molar ratio [(B) + (C)] / (A) of 2.5 or less is applied to the hair.
  • Pattern 2 In the case of a single-applied multi-component hair cosmetic 1) Optionally wet the hair with water. 2) A first agent containing the following components (B) and (D) and a second agent containing the components (A), (C) and (D), in a molar ratio [(B) + (C )] / (A) is applied to the hair with the hair cosmetic composition of the present invention mixed so as to be 2.5 or less.
  • Pattern 3 In the case of sequential application type multi-component hair cosmetics 1) Optionally wet water. 2) The first agent containing the following components (B) and (D) is applied to the hair.
  • Component (A) One or more compounds selected from glyoxylic acid, glyoxylic acid hydrate, glyoxylate, and glyoxylamide
  • Component (C) selected from compounds represented by general formula (3) 1 type or 2 types or more
  • the hair treatment method of the present invention is a technique that enables hair to be freely changed according to a completely different principle from a permanent treatment using a reducing agent and a relaxer treatment using a strong alkaline hair treatment agent having a pH of 12 to 14. Therefore, the step of applying to the hair a hair treatment agent containing a reducing agent or a strong alkaline hair treatment agent having a pH of 12 to 14 is not included. Therefore, it can be said that the hair treatment method of the present invention is advantageous over the above-described conventional hair deformation methods in that the hair can be deformed without damaging the hair.
  • Q represents a polymethylene group having 2 to 5 carbon atoms which may be substituted by a carboxy group, or a carbonyl group
  • T 1 and T 2 may each independently be substituted by a hydrogen atom or a hydroxyl group. It represents a straight-chain or branched alkyl group having 1 to 5 carbon atoms, or both of them are combined to form a polymethylene group having 2 to 5 carbon atoms to form a ring together with —NH—Q—NH—.
  • D Water
  • the molar ratio (B) / (A) of the components (A) and (B) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably 0.25 or more,
  • the hair cosmetic composition according to ⁇ 1> which is preferably less than 2.5, more preferably 2.3 or less, still more preferably 2.1 or less, still more preferably 1.9 or less, still more preferably 1.7 or less, and even more preferably 1.6 or less.
  • the molar ratio [(B) + (C)] / (A) of the components (A) to (C) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably Is not less than 0.3, preferably not more than 2.3, more preferably not more than 2.1, still more preferably not more than 1.9, still more preferably not more than 1.7, and still more preferably not more than 1.6.
  • Component (C) is preferably one or more selected from urea, 2-hydroxyethylurea, ethyleneurea, lysine hydrochloride and ethylenediamine, more preferably urea, ⁇ 1> to ⁇ 3> Hair cosmetics given in any 1 paragraph.
  • the content of component (A) is preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 2.5% by mass or more, more preferably, in terms of glyoxylic acid, based on the total composition of the hair cosmetic. 3 mass% or more, preferably 30 mass% or less, more preferably 25 mass% or less, still more preferably 20 mass% or less, still more preferably 15 mass% or less, and further preferably 12 mass% or less.
  • the hair cosmetic composition according to any one of 1> to ⁇ 4>.
  • the content of component (B) is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1% by mass or more, further preferably 1.5% by mass or more, based on the total composition of the hair cosmetic composition. Further, it is preferably 40% by mass or less, more preferably 30% by mass or less, further preferably 25% by mass or less, further preferably 23% by mass or less, and further preferably 20% by mass or less.
  • component (B) is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1% by mass or more, further preferably 1.5% by mass or more, based on the total composition of the hair cosmetic composition. Further, it is preferably 40% by mass or less, more preferably 30% by mass or less, further preferably 25% by mass or less, further preferably 23% by mass or less, and further preferably 20% by mass or less.
  • ⁇ 1> to ⁇ 5 > The hair cosmetic composition according to any one of the above.
  • the content of component (C) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, still more preferably 1.5% by mass or more, and further preferably 2% by mass or more, based on the total composition of the hair cosmetic composition. And preferably 30% by mass or less, more preferably 25% by mass or less, further preferably 23% by mass or less, further preferably 20% by mass or less, still more preferably 18% by mass or less, and further preferably 15% by mass or less.
  • the hair cosmetic according to any one of ⁇ 1> to ⁇ 6>, wherein
  • ⁇ 8> The hair cosmetic according to any one of ⁇ 1> to ⁇ 7>, wherein the component (B) is preferably (B1) resorcin.
  • the content of the component (B1) is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, still more preferably 1.5% by mass or more, based on the total composition of the hair cosmetic composition. More preferably, it is 2% by mass or more, more preferably 3% by mass or more, further preferably 4% by mass or more, more preferably 5% by mass or more, and preferably 40% by mass or less, more preferably 30% by mass or less.
  • the hair cosmetic according to ⁇ 8> further preferably 25% by mass or less, more preferably 23% by mass or less, further preferably 20% by mass or less, and further preferably 17% by mass or less.
  • the molar ratio (B1) / (A) of the components (A) and (B1) applied to the hair is preferably 0.2 or more, more preferably 0.3 or more, still more preferably 0.4 or more, still more preferably 0.5 or more, still more preferably
  • the hair makeup according to ⁇ 8> or ⁇ 9> which is 0.7 or more, preferably less than 2.5, more preferably 2.3 or less, further preferably 2 or less, further preferably 1.5 or less, and further preferably 1.2 or less. Fee.
  • Component (B) is preferably (B2) the following general formula (1)
  • R 1 represents a hydrogen atom or a methyl group
  • a 1 and A 2 may be the same or different and are a hydrogen atom, a linear or branched alkyl or alkenyl group having 1 to 12 carbon atoms, and an aralkyl having 7 to 12 carbon atoms which may have a substituent.
  • a group or an arylalkenyl group, a linear or branched alkoxy or alkenyloxy group having 1 to 6 carbon atoms, a halogen atom, or —CO—R 2 (wherein R 2 is a linear or branched alkyl having 1 to 12 carbon atoms)
  • B represents a hydrogen atom, a linear or branched alkyl group or alkenyl group having 1 to 12 carbon atoms, an aralkyl group or arylalkenyl group having 7 to 12 carbon atoms which may have a substituent, —OR 3 or — COOR 3 (R 3 represents a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 6 carbon atoms),
  • a 1 , A 2 , B and E are hydrogen atoms, and the remaining groups do not contain a sulfo group.
  • D is a hydrogen atom or a methyl group
  • a 1 and B or A 2 and B together with two adjacent carbon atoms form a benzene ring that may be substituted with a hydroxyl group.
  • R 1 , A 1 , A 2 , B and E have the same meaning as described above, and D 1 represents a hydroxyl group or a methoxy group.
  • R 1 represents the same meaning as described above, D 2 represents a hydroxyl group or an alkoxy group having 1 to 12 carbon atoms, and G represents a hydroxyl group, a linear or branched alkyl group or alkenyl having 1 to 6 carbon atoms.
  • Group represents an alkoxy group having 1 to 6 carbon atoms, and n represents an integer of 0 to 2.
  • R 1 , A 1 , E, D, G and n have the same meaning as described above.
  • Component (B2) is preferably 2-methyl resorcin, 4-chlororesorcin, 4-alkyl resorcin, 4-aralkyl resorcin, 4-acylated resorcin, 5-alkyl resorcin, 5-aralkyl resorcin, 5-hydroxyarylalkenyl resorcin , Phloroglucic acid ester, gallic acid, and one or more selected from gallic acid ester, more preferably 4-butylresorcin (common name: Rucinol), 4- (1-phenylethyl) resorcinol (conventional) Name: Simwhite 377), 5- (hydroxyphenylethenyl) resorcin (common name: resveratrol), 3-hydroxyphenyl-1- (benzene-2,4,6-triol) propane -1-one (common name: Phloretin, 4- (2,4-dihydroxybenzoyl) res
  • the content of the component (B2) is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, still more preferably 1.5% by mass or more, based on the total composition of the hair cosmetic composition. More preferably, it is 2% by mass or more, and from the viewpoint of formulation formulation, it is preferably 40% by mass or less, more preferably 30% by mass or less, still more preferably 25% by mass or less, still more preferably 23% by mass or less, The hair cosmetic according to ⁇ 11> or ⁇ 12>, more preferably 20% by mass or less, further preferably 17% by mass or less, further preferably 15% by mass or less, and further preferably 12% by mass or less.
  • the molar ratio (B2) / (A) of the components (A) and (B2) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably 0.25 or more,
  • Component (B) is preferably (B3) the following general formula (2)
  • R 4 represents a hydrogen atom or a methyl group
  • X represents a hydrogen atom, a hydroxyl group or a methoxy group
  • Y represents a hydrogen atom, an oxygen atom, a hydroxyl group or a methoxy group
  • Z represents a hydrogen atom or a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms
  • R x represents a hydrogen atom, an oxygen atom, a hydroxyl group, a methoxy group, or an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane.
  • Show R y is a hydrogen atom, a hydroxyl group, a methoxy group, an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or a methoxy group, and may form a condensed ring with 1,3-dioxolane, a hydroxyl group, or An arylcarbonyloxy group or an aralkylcarbonyloxy group that may be substituted by up to 3 methoxy groups, A broken line shows that a double bond may be sufficient. However, the broken line and the solid line adjacent to the R x or Y, R x or Y represents only double bond when an oxygen atom, a single bond in other cases.
  • Z is a linear or branched alkyl or alkenyl group having 1 to 5 carbon atoms only when R x or R y is an o, p-dihydroxy aromatic hydrocarbon group. In other cases, it is a hydrogen atom.
  • R x or R y is an o, p-dihydroxy aromatic hydrocarbon group. In other cases, it is a hydrogen atom.
  • R 4 and X have the same meaning as described above, Y 1 represents a hydrogen atom, a hydroxyl group or a methoxy group, R x1 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane; R y1 represents a hydrogen atom, a hydroxyl group, a methoxy group, an aromatic hydrocarbon group that may be substituted with up to three hydroxyl groups or a methoxy group, and may form a condensed ring with 1,3-dioxolane, a hydroxyl group, or An arylcarbonyloxy group or an aralkylcarbonyloxy group which may be substituted with up to 3 methoxy groups is shown.
  • R x1 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane,
  • R 4 , X, Z and R x1 represent the same meaning as described above, and R y2 represents a hydrogen atom, a hydroxyl group or a methoxy group.
  • R y2 represents a hydrogen atom, a hydroxyl group or a methoxy group.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • R 4 , X, Z, R x1 and R y2 have the same meaning as described above.
  • Z is a linear or branched alkyl group or alkenyl group having 1 to 5 carbon atoms only when R x1 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • Y 2 represents a hydrogen atom or an oxygen atom
  • R x2 represents a hydrogen atom, a hydroxyl group or a methoxy group
  • R y3 represents an aromatic hydrocarbon group which may be substituted with up to three hydroxyl groups or methoxy groups and may form a condensed ring with 1,3-dioxolane.
  • the broken line and the solid line adjacent to Y 2 is, Y 2 represents only double bond when an oxygen atom, a single bond in other cases.
  • Z is a linear or branched alkyl or alkenyl group having 1 to 5 carbon atoms only when R y3 is an o, p-dihydroxy aromatic hydrocarbon group, and otherwise. Is a hydrogen atom.
  • Component (B3) is preferably catechin (Catechin), epicatechin (Epicatechin), epigallocatechin, catechin gallate, epicatechin gallate, epigallocatechin gallate, One or two selected from Quercetin, Morin, Hesperetin, Naringenin, Chrysin, Daidzein, Equol, and Umbelliferone
  • the hair cosmetic composition according to ⁇ 15> which is the above compound.
  • the content of component (B3) is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, still more preferably 1.0% by mass or more, further preferably 1.5% by mass or more, based on the total composition of the hair cosmetic composition.
  • the hair cosmetic according to ⁇ 15> or ⁇ 16> more preferably 17% by mass or less, further preferably 15% by mass or less, and further preferably 12% by mass or less.
  • the molar ratio (B3) / (A) of the components (A) and (B3) applied to the hair is preferably 0.001 or more, more preferably 0.1 or more, still more preferably 0.2 or more, still more preferably 0.25 or more,
  • the pH is preferably 4.0 or less, more preferably 3.0 or less, further preferably 2.5 or less, further preferably 2.0 or less, preferably 1.0 or more, more preferably 1.2 or more, and even more preferably 1.5 or more ⁇ 19.
  • ⁇ 21> ⁇ 1> to ⁇ 1> which is a multi-component hair cosmetic comprising a first agent containing components (B) and (D) and a second agent containing components (A), (C) and component (D)
  • the hair cosmetic composition according to any one of 18>.
  • the pH of the first agent is preferably 6.0 or less, more preferably 5.0 or less, further preferably 4.5 or less, and preferably 2.5 or more, more preferably 3.0 or more, and further preferably 3.5 or more, ⁇ 21> Hair cosmetics.
  • the pH of the second agent is preferably 4.0 or less, more preferably 3.0 or less, still more preferably 2.5 or less, further preferably 2.0 or less, preferably 1.0 or more, more preferably 1.2 or more, still more preferably 1.5 or more.
  • a hair treatment method comprising transforming the hair shape semipermanently or permanently, comprising the following steps (i) and (ii): (i) The step of applying the hair cosmetic composition according to ⁇ 19> or ⁇ 20> to the hair (ii) The step of heating and shaping the hair coated with the hair cosmetic composition
  • the hair treatment method according to ⁇ 25>, wherein the hair shape is semipermanently or permanently transformed including the following steps. 1) Optionally wet the hair with water. 2) Apply the hair cosmetic according to ⁇ 19> or ⁇ 20> to the hair. 3) Optionally, the hair coated with the hair cosmetic is left for 1 minute to 1 hour. At this time, it may optionally be heated to 40 to 90 ° C. 4) Heat and shape the hair at 50-250 ° C. 5) Rinse hair optionally. 6) Re-transform the hair by optionally heating at 40-230 ° C. 7) Heat at 40-230 ° C optionally to deform the hair again.
  • a hair treatment method comprising transforming the hair shape semipermanently or permanently, comprising the following steps (i) and (ii): (i) The molar ratio [(B) + (C)] / (A) of the first and second agents of the hair cosmetic composition according to any one of ⁇ 21> to ⁇ 23> is 2.5 or less Mixing and applying to the hair (ii) heating and shaping the hair coated with the hair cosmetic
  • the hair treatment method according to ⁇ 26> comprising the following steps. 1) Optionally wet the hair with water. 2) The molar ratio [(B) + (C)] / (A) of the first and second agents of the hair cosmetic composition according to any one of ⁇ 21> to ⁇ 23> is 2.5 or less. And apply to the hair. 3) Optionally, the hair coated with the hair cosmetic is left for 1 minute to 1 hour. At this time, it may optionally be heated to 40 to 90 ° C. 4) Heat and shape the hair at 50-250 ° C. 5) Rinse hair optionally. 6) Re-transform the hair by optionally heating at 40-230 ° C. 7) Heat at 40-230 ° C optionally to deform the hair again.
  • a hair treatment method comprising transforming the hair shape semipermanently or permanently, comprising the following steps (i) and (ii): (i) The first hair cosmetic preparation according to any one of ⁇ 21> to ⁇ 23> is applied to the hair, and then the hair makeup according to any one of ⁇ 21> to ⁇ 23> Step of applying the second agent of the hair on the first agent application part of the hair so that the molar ratio [(B) + (C)] / (A) is 2.5 or less (ii) Heating and shaping the applied hair
  • the hair treatment method according to ⁇ 28> comprising the following steps. 1) Optionally wet the water. 2) Apply the first agent of the hair cosmetic according to any one of ⁇ 21> to ⁇ 23> to the hair. 3) Optionally, leave the hair for 1 minute to 1 hour. At this time, it is optionally heated to 40 to 90 ° C. 4) Optionally, wash away the first agent on the hair. 5) The second component of the hair cosmetic composition according to any one of ⁇ 21> to ⁇ 23>, wherein the molar ratio [(B) + (C)] / (A) is 2.5 or less. Apply over the first agent application part. 6) Optionally, leave the hair for 1 minute or more and 1 hour or less.
  • the hair treatment method according to any one of ⁇ 24> to ⁇ 29>, wherein the step of heating and shaping the hair is performed in an environment in which moisture evaporation is suppressed.
  • the hair treatment method according to any one of ⁇ 24> to ⁇ 30>, which does not include a step of applying a hair treatment agent containing a reducing agent to the hair.
  • the hair treatment method according to any one of ⁇ 24> to ⁇ 31> which does not include a step of applying a strongly alkaline hair treatment agent having a pH of 12 to 14 to the hair.
  • Example 1 and Comparative Example 1 Hair cosmetics shown in Table 1 were prepared and evaluated for shape-imparting effects, coloring after treatment, and feel according to the following methods and standards. The results are also shown in Table 1.
  • pH was measured as it was with a pH meter (manufactured by HORIBA / model number: F-52) at room temperature (25 ° C.) without dilution.
  • ⁇ I imparting semi-permanent curl shape (initial shape imparting effect)> 1.
  • 0.5 g of Caucasian straight hair (untreated hair) with a length of 25 cm in tap water at 30 ° C. for 30 seconds
  • the wet hair bundle was wound around a plastic rod with a diameter of 14 mm and fixed with a clip.
  • 1 g of hair cosmetic was applied to the hair bundle wound around the rod, the entire rod was covered with a wrap, sealed, and heated in an oven set at 90 ° C. for 1 hour. 3.
  • the hair bundle was removed from the oven and returned to room temperature. 4).
  • the hair bundle was removed from the rod, rinsed with running tap water at 30 ° C. for 30 seconds, and bubbled with an evaluation shampoo for 60 seconds. 5).
  • the tres length reduction rate (I) obtained according to the following formula was defined as the curling strength of the curl, where the tres length of the untreated hair was L 0 and the tres length after the treatment was L.
  • decrease rate of this tress length the comparative example 1 was standardized as 100, and it was set as 5-step evaluation of AE based on the following reference
  • Reduction rate after standardization is 150 or more
  • Decrease rate after standardization is less than 5
  • ⁇ II Semipermanent straight shape imparted to semipermanently curled hair (reshape imparting effect)> 1.
  • the sample was rinsed with running tap water at 30 ° C. for 30 seconds, bubbled with an evaluation shampoo for 60 seconds, rinsed with running tap water at 30 ° C. for 30 seconds, and then towel-dried. 3.
  • the hair was dried while giving vibrations so that the natural shape of the hair appeared (without using a dryer), passed through a comb, and then suspended and visually observed from the side.
  • ⁇ III Semipermanent curling for semipermanent straight shape imparting hair (re-reshape imparting effect)> 1.
  • ⁇ II semipermanent curl shape imparting semipermanent straight shape> with tap water at 30 ° C. for 30 seconds, wrap the wet hair bundle around a plastic rod with a diameter of 14 mm, and Fixed. 2.
  • the entire rod was covered with a wrap, sealed, and heated in an oven set at 40 ° C. for 1 hour. 3.
  • the hair bundle was removed from the oven and returned to room temperature. 4).
  • the hair bundle was removed from the rod, rinsed with running tap water at 30 ° C. for 30 seconds, and bubbled with an evaluation shampoo for 60 seconds. 5).
  • the tres length reduction rate (I) obtained according to the following formula was defined as the curling strength of the curl, where the tres length of the untreated hair was L 0 and the tres length after the treatment was L.
  • decrease rate of this tress length the comparative example 1 was standardized as 100, and it was set as 5-step evaluation of AE based on the following reference
  • Reduction rate after standardization is 150 or more
  • B Reduction rate after standardization is 125 or more and less than 150
  • C Reduction rate after standardization is 20 or more and less than 125
  • D Reduction rate after standardization is 5 or more and 20 Less than E: Decrease rate after standardization is less than 5
  • ⁇ Coloring after treatment> 1 A hair bundle of 10 cm in length with 1.0 g of goat hair (untreated hair) was wet with tap water at 30 ° C. for 30 seconds, and then lightly drained with a towel. 2. Place the hair bundle on the wrap, apply 1.5g of hair cosmetic, blend well, cover the hair bundle from the top, fix it with mending tape, and bundle it in the bag-like space was sealed and heated in an oven set at 90 ° C. for 1 hour. 3. The hair bundle sealed with the wrap was taken out of the oven and returned to room temperature. 4).
  • Comparative Examples 2 and 3 Hair cosmetics shown in Table 2 were prepared and evaluated in the same manner as the hair cosmetics shown in Table 1.
  • Comparative Example 3 was set to 100, and the reduction rate after normalization was evaluated for each Example and Comparative Example. Further, the comparative example 3 was evaluated with respect to the shape imparting effect, discoloration suppression, and the relative evaluation of touch.
  • ⁇ I imparting semi-permanent curl shape (initial shape imparting effect)> 1.
  • 0.5 g of Caucasian straight hair (untreated hair) with a length of 25 cm in tap water at 30 ° C. for 30 seconds
  • the wet hair bundle was wound around a plastic rod with a diameter of 14 mm and fixed with a clip.
  • 1 g of the prescription agent was applied to the hair bundle wound around the rod, the entire rod was covered with a wrap, sealed, and heated in an oven set at 90 ° C. for 1 hour. 3.
  • the hair bundle was removed from the oven and returned to room temperature. 4).
  • the hair bundle was removed from the rod, rinsed with running tap water at 30 ° C for 30 seconds, bubbled with evaluation shampoo for 60 seconds, and rinsed with running tap water at 30 ° C for 30 seconds. 5).
  • the wet hair bundle was wound around a plastic rod having a diameter of 14 mm and fixed with a clip. 6). 1 g of the prescription was applied to the hair bundle wound around the rod, the entire rod was covered with a wrap, sealed, and heated in an oven set at 90 ° C. for 1 hour. 7). The hair bundle was removed from the oven and returned to room temperature. 8).
  • the hair bundle was removed from the rod, rinsed with running tap water at 30 ° C. for 30 seconds, and bubbled with an evaluation shampoo for 60 seconds. 9.
  • the tres length of untreated hair is defined as L 0
  • the tres length after treatment is defined as L.
  • ⁇ II Semipermanent straight shape imparted to semipermanently curled hair (reshape imparting effect)> 1.
  • the hair bundle evaluated in ⁇ I: semipermanent curling shape> was entangled through a comb and then slid 6 times with a flat iron at an actual measurement temperature of 180 ° C. at a speed of 5 cm / sec. 2.
  • the sample was rinsed with running tap water at 30 ° C. for 30 seconds, bubbled with an evaluation shampoo for 60 seconds, rinsed with running tap water at 30 ° C. for 30 seconds, and then towel-dried. 3.
  • the hair was dried while giving vibrations so that the natural shape of the hair appeared (without using a dryer), passed through a comb, and then suspended and visually observed from the side.
  • ⁇ III Semipermanent curling for semipermanent straight shape imparting hair (re-reshape imparting effect)> 1.
  • ⁇ II semipermanent curl shape imparting semipermanent straight shape> with tap water at 30 ° C. for 30 seconds, wrap the wet hair bundle around a plastic rod with a diameter of 14 mm, and Fixed. 2.
  • the entire rod was covered with a wrap, sealed, and heated in an oven set at 40 ° C. for 1 hour. 3.
  • the hair bundle was removed from the oven and returned to room temperature. 4).
  • the hair bundle was removed from the rod, rinsed with running tap water at 30 ° C. for 30 seconds, and bubbled with an evaluation shampoo for 60 seconds. 5).
  • the tres length of untreated hair is defined as L 0
  • the tres length after treatment is defined as L.
  • ⁇ Coloring after treatment> 1 A hair bundle of 10 cm in length with 1.0 g of goat hair (untreated hair) was wet with tap water at 30 ° C. for 30 seconds, and then lightly drained with a towel. 2. Place the hair bundle on the wrap, apply 1.5g of the prescription agent, let it blend well, cover the hair bundle with the wrap from the top, fix it with a mending tape, and put it in the bag-shaped space. Was sealed and heated in an oven set at 90 ° C. for 1 hour. 3. The hair bundle sealed with the wrap was taken out of the oven and returned to room temperature. 4).
  • Example 14 Comparative Example 7 Hair cosmetics shown in Table 4 were prepared and evaluated in the same manner as the hair cosmetics shown in Table 3. In addition, about the relative evaluation of the shape provision effect and the discoloration suppression, it evaluated on the basis of the comparative example 7.
  • FIG. 14 Comparative Example 7 Hair cosmetics shown in Table 4 were prepared and evaluated in the same manner as the hair cosmetics shown in Table 3. In addition, about the relative evaluation of the shape provision effect and the discoloration suppression, it evaluated on the basis of the comparative example 7.
  • Example 15 Comparative Examples 8 and 9 Treatment agents shown in Table 5 were prepared and evaluated in the same manner as the hair cosmetics in Table 3. In addition, about the relative evaluation of a shape provision effect and discoloration suppression, it evaluated on the basis of the comparative example 9.
  • Example 16 Comparative Example 10 Hair cosmetics shown in Table 6 were prepared and evaluated in the same manner as the hair cosmetics shown in Table 3. The relative evaluation of the shape imparting effect and the color change suppression was evaluated with reference to Comparative Example 10.

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Abstract

La présente invention concerne un produit cosmétique capillaire du type à un seul composant ou à plusieurs composants, qui comprend les composants (A) à (D) et qui doit être appliqué sur les cheveux de telle manière que le rapport molaire [(B)+(C)]/(A) ne dépasse pas 2,5 : (A) est un ou plusieurs types de composés choisis parmi l'acide glyoxylique, l'hydrate d'acide glyoxylique, un sel d'acide glyoxylique et un glyoxylamide ; (B) est un composé phénol ayant un groupe donneur d'électrons au moins à une position méta et un H à des positions ortho et/ou para (à condition que le groupe donneur d'électrons en position méta puisse former un noyau benzénique conjointement avec l'atome C adjacent à celui-ci, ledit noyau benzénique étant éventuellement substitué par un OH) ; (C) est un ou plusieurs éléments choisis parmi les composés représentés par la formule (3) [dans laquelle : Q représente un groupe polyméthylène en C2-5 éventuellement substitué par un COOH ou C=O ; T1 et T2 représentent indépendamment un H ou un groupe alkyle en C1-5 éventuellement substitué par un OH, ou T1 et T2 sont liés l'un à l'autre pour donner un groupe polyméthylène en C2-5 qui forme un cycle conjointement avec -NH-Q-NH-] ; (D) est de l'eau.
PCT/JP2016/066697 2016-06-03 2016-06-03 Produit cosmétique capillaire WO2017208463A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109946140A (zh) * 2019-04-13 2019-06-28 三门县人民医院 真菌染色液和真菌染色方法

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995008328A1 (fr) * 1993-09-24 1995-03-30 David Roberts Composition de traitement et traitement cosmetique du cuir chevelu
US20060127337A1 (en) * 2004-11-26 2006-06-15 L'oreal Process for relaxing keratin fibres
US20080075682A1 (en) * 2006-07-21 2008-03-27 Thorsten Cassier Method and composition for permanently shaping hair
JP2009537619A (ja) * 2006-05-24 2009-10-29 ロレアル 加熱手段および芳香族化合物を使用してケラチン線維をストレート化するための方法
DE102011017519A1 (de) * 2011-04-26 2012-10-31 Beiersdorf Ag Kosmetische Zubereitung zur Färbung von Haaren
JP2013520468A (ja) * 2010-02-24 2013-06-06 花王株式会社 カーリーヘア、癖毛又は縮れ毛の半永久的矯正方法
US20130306095A1 (en) * 2011-02-04 2013-11-21 Ali N. Syed Enhanced hair straightening system

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995008328A1 (fr) * 1993-09-24 1995-03-30 David Roberts Composition de traitement et traitement cosmetique du cuir chevelu
US20060127337A1 (en) * 2004-11-26 2006-06-15 L'oreal Process for relaxing keratin fibres
JP2009537619A (ja) * 2006-05-24 2009-10-29 ロレアル 加熱手段および芳香族化合物を使用してケラチン線維をストレート化するための方法
US20080075682A1 (en) * 2006-07-21 2008-03-27 Thorsten Cassier Method and composition for permanently shaping hair
JP2013520468A (ja) * 2010-02-24 2013-06-06 花王株式会社 カーリーヘア、癖毛又は縮れ毛の半永久的矯正方法
US20130306095A1 (en) * 2011-02-04 2013-11-21 Ali N. Syed Enhanced hair straightening system
DE102011017519A1 (de) * 2011-04-26 2012-10-31 Beiersdorf Ag Kosmetische Zubereitung zur Färbung von Haaren

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109946140A (zh) * 2019-04-13 2019-06-28 三门县人民医院 真菌染色液和真菌染色方法
CN109946140B (zh) * 2019-04-13 2021-05-11 三门县人民医院 真菌染色液和真菌染色方法

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