CN110958870A - Oxidizing agent-containing composition and method for stabilizing oxidizing agent - Google Patents
Oxidizing agent-containing composition and method for stabilizing oxidizing agent Download PDFInfo
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- CN110958870A CN110958870A CN201880055391.3A CN201880055391A CN110958870A CN 110958870 A CN110958870 A CN 110958870A CN 201880055391 A CN201880055391 A CN 201880055391A CN 110958870 A CN110958870 A CN 110958870A
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
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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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/08—Preparations for bleaching the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
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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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
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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
- A61K8/31—Hydrocarbons
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Abstract
The present invention provides an oxidant-containing composition capable of improving the stability of an oxidant and a method for stabilizing an oxidant. The oxidant-containing composition of the present invention comprises (A) a stannate, (B) an aminocarboxylic acid chelating agent, and (C) an acid; the mass ratio of the content of the component (B) to the content of the component (A) is 0.01 to 35; the oxidant-containing composition has a pH of from 2 to 5. The oxidizing agent composition may further contain (D) a cationic surfactant, (E) a polyoxyethylene alkyl ether type nonionic surfactant, or (F) a hydrocarbon.
Description
Technical Field
The present invention relates to an oxidizing agent, and more particularly to an oxidizing agent-containing composition for improving the stability of hydrogen peroxide and a method for stabilizing an oxidizing agent.
Background
Generally, hair treatment compositions such as hair dyes, hair bleaching/bleaching agents, and hair perming agents that exhibit an effect by mixing a plurality of agents are known. As such a hair treatment composition, for example, an oxidation hair dye comprising a first agent containing an alkali agent and an oxidation dye and a second agent (composition containing an oxidizing agent) containing an oxidizing agent such as hydrogen peroxide is known.
Among them, for example, hydrogen peroxide, which is an unstable compound, is easily decomposed into water and oxygen, and thus it is difficult to maintain the stability of the hydrogen peroxide-containing composition for a long period of time. Conventionally, there are oxidant-containing compositions using a specific stabilizer for the purpose of improving the stability of an oxidizing agent. For example, patent document 1 discloses a composition for reducing decomposition of hydrogen peroxide by containing 1-hydroxyethane-1, 1-diphosphonic acid or the like. Further, patent document 2 discloses a hydrogen peroxide-containing composition containing pyrrolidonecarboxylate or the like.
Prior art documents:
patent document 1: japanese Kokai publication No. 2007-503409;
patent document 2: japanese patent No. 38450101.
Disclosure of Invention
Therefore, there is a demand for further improvement in the stability of the oxidizing agent in the conventional oxidizing agent-containing composition.
The present invention aims to provide an oxidant-containing composition and a method for stabilizing an oxidant, which can improve the stability of the oxidant.
The present invention is based on the finding that the stability of the oxidizing agent can be improved by using a specific acid simultaneously in a predetermined ratio. The numerical value indicating the mass% of the component content is a numerical value in a dosage form including those when a solubilizing agent such as water is used.
In order to achieve the above object, one embodiment of the present invention provides an oxidant-containing composition comprising (a) a stannate, (B) an aminocarboxylic acid-based chelating agent, and (C) an acid; the mass ratio of the content of the component (B) to the content of the component (A) is 0.01 to 35; the oxidant-containing composition has a pH of from 2 to 5.
The oxidant-containing composition may further contain (D) a cationic surfactant. It may further contain (E) a polyoxyethylene alkyl ether type nonionic surfactant. It may further contain (F) a hydrocarbon. It may be used as a hair dye or a hair bleaching/removing agent by mixing with a chemical containing an alkaline agent.
In another embodiment of the present invention, there is provided a method for stabilizing an oxidizing agent, comprising adding (a) a stannate, (B) an aminocarboxylic acid type chelating agent, and (C) an acid to a composition containing an oxidizing agent; the mass ratio of the content of the component (B) to the content of the component (A) is 0.01 to 35; the pH value of the composition is 2-5.
Effects of the invention
According to the present invention, the stability of the oxidizing agent can be improved.
Detailed Description
Hereinafter, an embodiment of the oxidizing agent-containing composition of the present invention will be described. The oxidant-containing composition is constituted, for example, as a second agent for a hair dye or a hair bleaching/removing agent containing an alkaline agent and an oxidizing agent. Specific examples of the hair dye or the hair decoloring/decoloring agent include a two-part type hair dye or hair decoloring/decoloring agent, a three-part type hair dye or hair decoloring/decoloring agent, and the like. Hereinafter, a component containing a second agent comprising an oxidant-containing composition, such as a hair dye or a hair bleaching/bleaching agent, will be described as an example.
Two-agent type hair decoloring/depigmenting agent
The two-part hair bleaching/depigmenting agent is composed of, for example, a first part containing at least an alkaline agent and a second part containing at least an oxidizing agent.
(two-part second agent for hair bleaching/depigmenting agent)
The second agent contains, in addition to the oxidizing agent, (A) a stannate, (B) an aminocarboxylic acid-based chelating agent, and (C) an acid. Preferably, the second agent further contains (D) a cationic surfactant, (E) a polyoxyethylene (hereinafter referred to as "POE") alkyl ether type nonionic surfactant, and (F) a hydrocarbon.
The oxidizing agent can improve the depigmenting property of melanin contained in hair. Specific examples of the oxidizing agent include hydrogen peroxide, urea peroxide, melamine peroxide, sodium percarbonate, sodium perborate, potassium perborate, ammonium persulfate, potassium persulfate, sodium peroxide, potassium peroxide, magnesium peroxide, barium peroxide, calcium peroxide, strontium peroxide, a hydrogen peroxide adduct of sulfate, a hydrogen peroxide adduct of phosphate, and a hydrogen peroxide adduct of pyrophosphate. Specific examples of these oxidizing agents may include only one kind alone, or two or more kinds in combination.
The lower limit of the content of the oxidizing agent in the second agent may be set as appropriate, and is preferably 0.1% by mass or more, more preferably 2.0% by mass or more, and still more preferably 3.0% by mass or more. When the content of the oxidizing agent is 0.1% by mass or more, the depigmenting property of melanin can be improved more effectively. The upper limit of the content of the oxidizing agent in the second agent may be set as appropriate, and is preferably 15.0% by mass or less, more preferably 9.0% by mass or less, and still more preferably 6.0% by mass or less. When the content of the oxidizing agent is 15.0% by mass or less, damage to hair and the like can be suppressed.
When hydrogen peroxide is blended as an oxidizing agent in the second agent, the second agent preferably contains a stabilizer such as ethylene glycol phenyl ether (phenoxyethanol) or hydroxydiphosphonic acid or a salt thereof in order to improve the stability of hydrogen peroxide. Specific examples of the salt of a hydroxydiphosphate include tetrasodium hydroxydiphosphate and disodium hydroxydiphosphate.
(A) Stannate, which can improve the stability of the oxidizing agent. Specific examples of the stannate (a) include sodium stannate and potassium stannate. Specific examples of the component (a) may include only one kind alone, or may include a combination of two or more kinds. The lower limit of the content of the component (a) in the second agent may be appropriately set, and is preferably 0.001% by mass or more, more preferably 0.005% by mass or more, and still more preferably 0.007% by mass or more. When the content of the component (a) is 0.001% by mass or more, the stability of the oxidizing agent can be further improved. The upper limit of the content of the component (a) in the second agent may be set as appropriate, and is preferably 1% by mass or less, more preferably 0.6% by mass or less, and still more preferably 0.45% by mass or less. When the content of the component (a) is 1% by mass or less, the stability of the oxidizing agent can be further improved. Also, the formulation stability of the second agent can be further improved.
(B) The aminocarboxylic acid chelating agent can improve the stability of the oxidant. Specific examples of the aminocarboxylic acid type chelating agent include ethylenediaminetetraacetic acid (EDTA, oxalic acid), hydroxyethylaminetriacetic acid (HEDTA), dihydroxyethylethylenediaminediacetic acid (dhedd), 1, 3-propylenediaminetetraacetic acid (1, 3 PDTA), diethylenetriaminepentaacetic acid (DTPA), triethylenetetraminehexaacetic acid (TTHA), nitrilotriacetic acid (NTA), hydroxyethyliminodiacetic acid (HIMDA), L-aspartic acid-N, N-diacetic acid (ASDA), salts thereof, derivatives thereof, and salts of derivatives thereof. As the salt, there may be mentioned alkali metal salts such as sodium salt, potassium salt and the like. Specific examples of the component (B) may include only one kind alone, or may include a combination of two or more kinds. Among them, EDTA, HEDTA, DTPA, or sodium salts thereof are preferable from the viewpoint of having an excellent effect of improving the stability of the oxidizing agent.
The lower limit of the content of the component (B) in the second agent may be appropriately set, and is preferably 0.0001% by mass or more, more preferably 0.001% by mass or more, and still more preferably 0.005% by mass or more. When the content of the component (B) is 0.0001% by mass or more, the stability of the oxidizing agent can be further improved. The upper limit of the content of the component (B) in the second agent may be set as appropriate, and is preferably 1% by mass or less, more preferably 0.5% by mass or less, and still more preferably 0.25% by mass or less. When the content of the component (B) is 1% by mass or less, the stability of the oxidizing agent can be further improved.
The lower limit of the mass ratio of the content of the component (B) to the content of the component (a) in the second agent may be 0.01 or more, preferably 0.03 or more, and more preferably 0.07 or more. The upper limit of the mass ratio may be 35 or less, preferably 25 or less, more preferably 20 or less, and still more preferably 10 or less. By setting the mass ratio within the above range, the stability of the oxidizing agent can be further improved.
(C) Acid, can improve the stability of the oxidizing agent. (C) The acid may be any of an inorganic acid or an organic acid. As specific examples of the inorganic acid, for example, phosphoric acid, hydrochloric acid, nitric acid, sulfuric acid, boric acid, and the like can be given. As further specific examples of phosphoric acid, orthophosphoric acid, polyphosphoric acid, pyrophosphoric acid, metaphosphoric acid, and the like are included. As specific examples of the organic acid, citric acid, tartaric acid, lactic acid, malic acid, succinic acid, fumaric acid, maleic acid, gluconic acid, glucuronic acid, benzoic acid, and the like can be given. Specific examples of the component (C) may include only one kind alone, or may include a combination of two or more kinds. Among them, from the viewpoint of having an excellent effect of improving the stability of the oxidizing agent, inorganic acids, citric acid, and tartaric acid are preferable, and phosphoric acid is more preferable.
The lower limit of the content of the component (C) in the second agent may be appropriately set from the viewpoint of pH adjustment, and is preferably 0.005% by mass or more, more preferably 0.01% by mass or more, and still more preferably 0.02% by mass or more. When the content of the component (C) is 0.005% by mass or more, the pH of the second agent can be adjusted to an appropriate acidic range, and the stability of the oxidizing agent can be further improved. The upper limit of the content of the component (C) in the second agent may be appropriately set from the viewpoint of pH adjustment, and is preferably 2% by mass or less, more preferably 1% by mass or less, and still more preferably 0.5% by mass or less. When the content of the component (C) is 2% by mass or less, the pH of the second agent can be adjusted to an appropriate acidic range, and the stability of the oxidizing agent can be further improved.
(D) The cationic surfactant can improve the preparation stability of the second agent. As specific examples of (D) the cationic surfactant, for example, there can be: lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, alkyltrimethyl ammonium chloride, distearyl dimethyl ammonium chloride, cetyl trimethyl bromide, stearyl trimethyl ammonium bromide, lanolin ethyl sulfate fatty acid aminopropyl ethyl dimethyl ammonium, stearyl trimethyl ammonium saccharin, cetyl trimethyl ammonium saccharin, methacryloyloxyethyl trimethyl ammonium chloride, behenyl trimethyl ammonium sulfate, behenyl dimethyl amine, behenic diethylaminoacetamide, behenic dimethylaminopropylamine, behenic dimethylaminoacetamide, stearyl dimethyl amine, palmitoyl propyl dimethylamine, stearyl propyl dimethylamine, stearic dimethyl aminopropyl amine, and the like. Specific examples of the alkyltrimethylammonium chloride may be, for example, behenyltrimethylammonium chloride, aralkyltrimethylammonium chloride, and the like. In these specific examples, only one kind may be contained alone, or a combination of two or more kinds may be contained. Among them, lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, and alkyltrimethyl ammonium chloride are preferable from the viewpoint of improving the stability of the preparation.
The lower limit of the content of the (D) cationic surfactant in the second agent may be set as appropriate, and is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, and still more preferably 0.05% by mass or more. When the content of the cationic surfactant is 0.01% by mass or more, the formulation stability of the second agent can be further improved. The upper limit of the content of the (D) cationic surfactant in the second agent may be set as appropriate, and is preferably 5% by mass or less, more preferably 2% by mass or less, and still more preferably 1% by mass or less. When the content of the cationic surfactant is 5% by mass or less, the formulation stability of the second agent can be further improved. Further, the stability of the oxidizing agent can be further improved.
The lower limit of the mass ratio of the content of the component (a) to the content of the component (D) in the second agent may be appropriately set, and is preferably 0.01 or more, more preferably 0.05 or more, and still more preferably 0.1 or more. The upper limit of the mass ratio can be set as appropriate, and is preferably 5 or less, more preferably 4 or less, and still more preferably 3 or less. By setting the mass ratio within the above range, the stability of the oxidizing agent and the stability of the preparation can be further improved.
(E) The POE alkyl ether type nonionic surfactant can improve the preparation stability of the second agent. Specific examples of the (E) alkyl ether type nonionic surfactant include POE cetyl ether (ceteth), POE octadecyl ether (stearyl ether), POE behenyl ether, POE oleyl ether (oleyl ether), POE lauryl ether (lauryl ether), POE octyldodecyl ether, POE hexyldecyl ether, POE isostearyl ether, POE polyoxypropylene cetyl ether, POE polyoxypropylene decyltetradecyl ether, and the like. These specific examples may include only one kind alone, or may include a combination of two or more kinds. Among them, POE cetyl ether (ceteth), POE octadecyl ether (stearyl ether), and POE lauryl ether (laureth) are preferable, and POE cetyl ether (ceteth) is more preferable, from the viewpoint of being superior in the effect of improving the stability of the preparation.
The lower limit of the content of the component (E) in the second agent may be appropriately set, and is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and still more preferably 0.1% by mass or more. When the content of the component (E) is 0.01% by mass or more, the formulation stability of the second agent can be further improved. The upper limit of the content of the component (E) in the second agent may be set as appropriate, and is preferably 10% by mass or less, more preferably 7% by mass or less, and still more preferably 5% by mass or less. When the content of the component (E) is 10% by mass or less, the formulation stability of the second agent can be further improved.
The lower limit of the mass ratio of the content of the component (a) to the total of the content of the component (D) and the content of the component (E) in the second agent may be appropriately set, and is preferably 0.001 or more, more preferably 0.002 or more, and still more preferably 0.005 or more. The upper limit of the mass ratio can be set as appropriate, and is preferably 0.5 or less, more preferably 0.4 or less, and still more preferably 0.3 or less. By setting the mass ratio within the above range, the stability of the oxidizing agent and the stability of the preparation can be further improved.
(F) Specific examples of the hydrocarbon (F) include paraffin, olefin oligomer, polyisobutylene, hydrogenated polyisobutylene, mineral oil, squalane, polybutene, polyethylene, microcrystalline wax, vaseline, liquid paraffin, light isoparaffin, light liquid isoparaffin, α -olefin oligomer, and synthetic squalane, and among these, only one kind of the component (F) may be contained alone or a combination of two or more kinds of the component (F) may be contained.
The lower limit of the content of the component (F) in the second agent may be appropriately set, and is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and still more preferably 0.5% by mass or more. When the content of the component (F) is 0.01% by mass or more, the formulation stability of the second agent can be further improved. The upper limit of the content of the component (F) in the second agent may be set as appropriate, and is preferably 10% by mass or less, more preferably 7% by mass or less, and still more preferably 4% by mass or less. When the content of the component (F) is 10% by mass or less, the formulation stability of the second agent can be further improved.
The hair decoloring/decoloring agent may contain, for example, a solvent, a water-soluble polymer, an inorganic polymer, an oily component other than the above, a polyhydric alcohol, a surfactant other than the above, a pH adjuster other than the above, a sugar, a preservative, a stabilizer, a plant extract, a herb extract, a vitamin, a perfume, an antioxidant, a chelating agent other than the above, an ultraviolet absorber, and the like, in addition to the above components, as required.
Examples of the usable solvent include water and an organic solvent (solvent), and specific examples of the organic solvent include ethanol, N-propanol, isopropanol, methyl cellosolve, ethyl cellosolve, methyl carbitol, ethyl carbitol, benzyl alcohol, phenethyl alcohol, γ -phenylpropyl alcohol, cinnamyl alcohol, anise alcohol, P-methylbenzyl alcohol, α -dimethylbenzyl alcohol, α -phenethyl alcohol, ethylene glycol phenyl ether (phenoxyethanol), phenoxy isopropyl alcohol, 2-benzyloxyethanol, N-alkylpyrrolidone, a carbonate group, and an alkyl ether.
The water-soluble polymer can impart a suitable viscosity to the hair bleaching/depigmenting agent. Therefore, the hair decoloring/decoloring agent may also contain a water-soluble polymer within a range not affecting the effect of the present invention. As the water-soluble polymer, for example, there may be mentioned: natural polymers, semisynthetic polymers, synthetic polymers, and the like. Specific examples of the natural polymer include: starch, guar gum, locust bean gum, citrus seeds, carrageenan, galactan, gum arabic, tragacanth gum, pectin, mannitol, xanthan gum, dextran, succinyl, curdlan, hyaluronic acid, gelatin, casein, albumin, collagen, dextrin, dextran (pullulan), and the like.
As specific examples of the semi-synthetic polymer, for example, there can be mentioned: crystalline cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose dimethyl diallyl ammonium chloride, hydroxypropyl cellulose, cationic cellulose, cationized guar gum, starch phosphate, propylene glycol alginate, etc.
As a specific example of the synthetic polymer, for example, a copolymer of the following compound and at least one monomer selected from acrylic acid, methacrylic acid and alkyl esters of acrylic acid or methacrylic acid can be used. The compound is: polyvinyl, polyvinyl alcohol (PVA), polyvinyl pyrrolidone (PVP), vinyl pyrrolidone-vinyl acetate (VP/VA) copolymer, polyvinyl butyral, polyvinyl methyl ether, carboxyvinyl polymer, sodium polyacrylate, polyacrylamide, polyethylene oxide, ethylene oxide/propylene oxide block copolymer, acrylic acid/alkyl acrylate copolymer, polyvinyl chloride dimethylmethylenepiperidinium (polyquaternium-6) (Merquat 100: merck pharmaceuticals Corp.), half ester of itaconic acid and POE alkyl ether, ester of methacrylic acid and POE alkyl ether. In these specific examples, only one type may be included alone, or a combination of two or more types may be included.
As specific examples of the inorganic polymer, for example, there may be mentioned: bentonite, magnesium aluminosilicate, hectorite, anhydrous silicic acid, etc. In these specific examples, only one type may be included alone, or a combination of two or more types may be included.
The oily component can impart hair moistening feeling. Therefore, the hair bleaching/depigmenting agent may contain other oily components than the above-mentioned oily components, within a range not affecting the effects of the present invention. Examples of the oily component include: fats and oils, waxes, ester oils, higher alcohols, higher fatty acids, alkyl glyceryl ethers, silicones, and the like.
As specific examples of the grease, for example, there may be: argan oil, olive oil, camellia oil, shea butter, almond oil, safflower oil, sunflower oil, soybean oil, cottonseed oil, sesame oil, corn oil, rapeseed oil, rice bran oil, rice germ oil, grape seed oil, avocado oil, macadamia nut oil, castor oil, coconut oil, evening primrose oil, almond oil, kernel oil, peach kernel oil, palm oil, egg yolk oil and the like. As specific examples of the wax, for example, there may be: lanolin, beeswax, candelilla wax, carnauba wax, jojoba oil, and the like.
As specific examples of ester oils, for example, there may be: diisopropyl adipate, isopropyl myristate, cetyl octanoate, isononyl isononanoate, octyldodecyl myristate, isopropyl palmitate, octadecyl stearate, myristyl myristate, isotridecyl myristate, 2-ethylhexyl palmitate, octyldodecyl ricinoleate, cholesterol/lanosterol fatty acid having a carbon number of 10 to 30, hexadecyl lactate, lanolin acetate, ethylene glycol di-2-ethylhexanoate, pentaerythritol fatty acid ester, dipentaerythritol fatty acid ester, hexadecyl decanoate, glyceryl tricaprylate, diisostearyl malate, dioctyl succinate, hexadecyl 2-ethylhexanoate, hydrogenated castor oil isostearate, and the like.
Specific examples of the higher alcohol include cetyl alcohol (cetyl alcohol), 2-hexyldecyl alcohol, stearyl alcohol, isostearyl alcohol, cetearyl alcohol, oleyl alcohol, aralkyl alcohol, behenyl alcohol, 2-octyldodecanol, lauryl alcohol, myristyl alcohol, decyltetradecyl alcohol, lanolin alcohol, and the like.
As specific examples of the higher fatty acid, for example, there may be mentioned: lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, isostearic acid, 12-hydroxystearic acid, oleic acid, lanolin fatty acid, and the like. As specific examples of the alkyl glyceryl ether, for example, there may be: ethanol, shark liver alcohol, batyl alcohol, isostearyl glyceryl ether, etc.
As specific examples of silicon, for example, there may be: dimethylpolysiloxane (polydimethylsiloxane), methylphenylpolysiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, terminal hydroxyl-modified dimethylpolysiloxane, highly polymerized silicone resin, polyether-modified silicone (for example, (PEG/PPG/butylene/dimethylpolysiloxane) copolymer), amino-modified silicon, betaine-modified silicon, alkyl-modified silicone, alkoxy-modified silicon, mercapto-modified silicon, carboxyl-modified silicon, fluorine-modified silicon, and the like. Among these oily components, only one kind may be contained alone, or a combination of two or more kinds may be contained.
Examples of the polyhydric alcohol include ethylene glycol and glycerin. As the ethylene glycol, for example, there may be mentioned: ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, highly polymerized polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, isoprene glycol, 1, 3-butanediol, and the like. Examples of the glycerin include glycerin, diglycerin, and polyglycerin. These polyols may be contained alone or in combination of two or more.
The surfactant, as an emulsifier or a component for dissolving other components, emulsifies or dissolves the hair bleaching/dye-removing agent at the time of use, and can adjust viscosity and improve viscosity stability. Therefore, the hair decoloring/decoloring agent may further contain a surfactant within a range not affecting the effect of the present invention. Examples of the surfactant include anionic surfactants, amphoteric surfactants, and nonionic surfactants other than those described above.
As specific examples of the anionic surfactant, there may be mentioned, for example, alkyl ether sulfate, alkyl ether sulfate, alkenyl sulfate, olefin sulfonate, alkane sulfonate, saturated or unsaturated fatty acid salt, alkyl or alkenyl ether carboxylate, α -sulfonate, N-amic acid type surfactant, mono-or di-phosphate type surfactant, sulfosuccinate, N-alkanoyl methyl taurate, derivatives thereof and the like.
As specific examples of the amphoteric surfactant, for example, there may be mentioned: coco betaine, lauramidopropyl betaine, coco amidopropyl betaine, sodium lauroamphoacetate, sodium coco amphoacetate, coconut oil fatty acid amidopropyl betaine, lauryl betaine (lauryl dimethyl glycine betaine), sodium lauroyl amidopropionate, and the like.
As specific examples of the nonionic surfactant, for example, there can be: ether nonionic surfactants other than the above, ester nonionic surfactants, alkyl glucosides, and the like. Specific examples of the ether nonionic surfactant include POE nonylphenyl ether, POE octylphenyl ether, and the like.
As specific examples of the ester-based nonionic surfactant, for example, there can be mentioned: POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan monopalmitate, POE sorbitan monolaurate, POE sorbitan trioleate, POE glycerol monostearate, POE glycerol monomyristate, POE sorbitol tetraoleate, POE sorbitol hexastearate, POE sorbitol monolaurate, POE sorbitol beeswax, polyethylene glycol monooleate, polyethylene glycol monostearate, polyethylene glycol monolaurate, oleophilic glycerol monooleate, oleophilic glycerol monostearate, self-emulsifying glycerol monostearate, glycerol monomyristate, sorbitan sesqui, sorbitan trioleate, monostearyl sorbitol, sorbitan monopalmitate, sorbitan monolaurate, sucrose fatty acid ester, monolaurate, decaglycerol monostearate, decaglycerol laurate, Decaglycerol monooleate, decaglycerol monomyristate and POE reduced lanolin.
As specific examples of the alkyl glucoside, for example, there may be: alkyl (C8-C16) glucosides, POE methyl glucoside, POE dioleate methyl glucoside, etc. Specific examples of these surfactants may include only one kind alone, or two or more kinds in combination.
In order to adjust the pH of the hair bleaching/bleaching agent, a pH adjuster may be blended. The pH adjuster may be a salt of an organic acid, in addition to the above-mentioned acid component. Specific examples of the salt include sodium salt, potassium salt, and ammonium salt. The content of the pH adjustor in the second agent may be such an amount that the pH of the second agent is within the range of 2 to 5, and preferably such an amount that the pH of the second agent is within the range of 2 to 4. By adjusting the pH of the second agent within this range, the stability of the oxidizing agent contained in the second agent can be improved. The pH of the second preparation is measured at 25 ℃ in the stock solution of the second preparation.
Specific examples of the sugar include: monosaccharides such as glucose and galactose; disaccharides such as maltose, sucrose, fructose, and trehalose; and sugar alcohols and the like. Specific examples of the preservative include parabens, methylparaben, and sodium benzoate. Specific examples of the stabilizer include phenacetin, 8-hydroxyquinoline, acetanilide, sodium pyrophosphate, barbituric acid, uric acid, tannic acid and the like. Specific examples of the antioxidant include ascorbic acids and sulfites. Specific examples of the complexing agent include hydroxyethane diphosphonic acid (HEDP) and salts thereof.
The form of the second agent is not particularly limited, and specific examples thereof at 25 ℃ include a liquid form such as an aqueous solution or an emulsion, a gel form, a foam form, and a cream form. Further, the composition may be formed into an aerosol or a non-aerosol. When it is formed as a non-aerosol, it may take various forms such as a squeeze type or a pump type. When it is formed into an aerosol, it may take various forms such as a well-known propellant or foaming agent. Specific examples of the propellant and the foaming agent include Liquefied Petroleum Gas (LPG), dimethyl ether (DME), nitrogen, and carbon dioxide. These specific examples may be used alone, or two or more kinds may be used in combination.
(two-agent type first agent of hair decolorization/dye removal agent)
The first agent contains an alkaline agent. The alkaline agent contained in the first agent exerts the following effects: promoting the action of the second agent containing oxidant, and improving the decolorizing effect and/or depigmenting effect of hair. In addition, in the hair dye described below, the hair dyeing property can be improved.
Specific examples of the alkaline agent include ammonia, alkanolamines, silicates, carbonates, bicarbonates, metasilicates, sulfates, chlorides, phosphates, organic amines, basic amino acids, hydroxides of alkali metals or alkaline earth metals, and the like. Specific examples of the alkanolamine include monoethanolamine and triethanolamine. Specific examples of the silicate include sodium silicate and potassium silicate. Specific examples of the carbonate include sodium carbonate and ammonium carbonate. Specific examples of the bicarbonate include sodium bicarbonate and ammonium bicarbonate. Specific examples of the metasilicate include sodium metasilicate and potassium metasilicate. Specific examples of the sulfate include ammonium sulfate and the like. Specific examples of the chloride include ammonium chloride and the like. Specific examples of the phosphate include monoammonium phosphate, diammonium phosphate, monosodium phosphate, disodium phosphate, trisodium phosphate, and the like. Specific examples of the organic amine include 2-amino-2-methyl-1-propanol (AMP), 2-amino-2-methyl-1, 3-propanediol, guanidine, and 1-amino-2-propanol (MIPA). Specific examples of the basic amino acid include arginine and lysine. Specific examples of the hydroxide of an alkali metal or an alkaline earth metal include sodium hydroxide and potassium hydroxide. These alkaline agents may be contained alone or in combination of two or more. Among them, from the viewpoint of an effect of effectively enhancing the brightness of hair, ammonia, ammonium salts, alkanolamines, and carbonates are preferably used.
The content of the alkaline agent in the hair decoloring/decoloring agent (i.e., the mixture of the first agent and the second agent) when used is preferably adjusted so that the pH value is in the range of 7 to 12, and more preferably adjusted so that the pH value is in the range of 9 to 12, when the hair decoloring/decoloring agent is applied to a general decoloring/decoloring treatment. By adjusting the pH of the mixture to 7 or more, the action of the oxidizing agent contained in the second agent can be promoted. By setting the pH of the mixture to 12 or less, damage to the hair when the hair bleaching/bleaching agent is applied can be suppressed. Further, the pH of the hair decoloring/decoloring agent refers to a pH measured at 25 ℃ of a stock solution of the hair decoloring/decoloring agent.
The first agent may also contain various ingredients that are normally included in hair decolorization/decolorization agents and do not hinder the action of the aforementioned ingredients. For example, the component contained in the second agent may be appropriately contained within a range not to impair the effect of the present invention.
The form of the first agent is not particularly limited, and specific examples thereof at 25 ℃ include a liquid form such as an aqueous solution or an emulsion, a gel form, a foam form, a cream form, a solid form, and the like. Further, it may be formed into an aerosol or a non-aerosol. When it is formed into an aerosol, it may take various forms such as a known propellant, a foaming agent, and the like. The solid form may be, for example, a powder form, a granule form, a tablet form, or the like. In addition, when it is a solid dosage form, it can be mixed with dispersing agent, such as calcium stearate or magnesium stearate metal salt, sodium sulfate, talc, lactose and low substituted degree hydroxypropyl cellulose. In these specific examples, only one type may be used, or two or more types may be used in combination.
< three-agent type Hair Decoloration/Decoloration agent >
Three-agent hair depigmenting/depigmenting agents, for example, may include: a first agent having the same composition as the first agent of the two-agent hair-bleaching/depigmenting agent, a second agent having the same composition as the second agent of the two-agent hair-bleaching/depigmenting agent, and a third agent containing at least percarbonate. The three-agent hair bleaching/bleaching agent thus constituted can further improve the brightness of hair by using percarbonate as an oxidizing agent.
(three-agent type third agent for hair decoloring/decoloring agent)
The third agent may contain a dispersant in addition to percarbonate. Percarbonate can increase oxidation and thus further improve the brightness of the hair after treatment. As specific examples of the percarbonate, sodium percarbonate, potassium percarbonate, or the like can be given. In these specific examples, only one type may be used, or two or more types may be used in combination.
The form of the third agent is preferably a solid form at 25 ℃ from the viewpoint of formulation stability. The solid form may be, for example, a powder form, a granule form, a tablet form, or the like. The third agent may contain various components which are generally contained in a hair bleaching/bleaching agent and do not inhibit the action of the above-mentioned components. For example, the components contained in the first and second agents may be appropriately contained within a range not to impair the effects of the present invention.
< two-pack type hair dye >
The two-pack type hair dye may include, for example: a first agent containing at least an alkaline agent and an oxidation dye, and a second agent containing at least an oxidizing agent. Hereinafter, the difference from the above-described hair bleaching/bleaching agent will be mainly described.
(second agent for two-agent type hair dye)
The second agent for hair dye may have, for example, the same composition as the second agent for hair decoloring/decoloring agent described above.
(first agent of two-agent type hair dye)
The first part of the hair dye contains, for example, an alkaline agent and an oxidation dye. As an example of the alkaline agent contained in the first agent, the same ingredients as those described in the specific examples of the alkaline agent used in the above-described hair bleaching/bleaching agent can be used. The oxidation dye is a colorable compound formed by oxidation polymerization of an oxidizing agent and can be divided into a dye intermediate and a coupling agent, and the oxidation dye preferably contains the dye intermediate and the coupling agent at the same time.
As the dye intermediate, for example, there may be mentioned: p-phenylenediamine, toluene-2, 5-diamine (p-toluenediamine), N-phenyl-p-phenylenediamine, 4' -diaminodiphenylamine, p-aminophenol, o-aminophenol, p-methylaminophenol, N-bis (2-hydroxyethyl) -p-phenylenediamine, 2-hydroxyethyl-p-phenylenediamine, o-chloro-p-phenylenediamine, 4-amino-m-cresol, 2-amino-4-hydroxyethylaminoanisole, 2, 4-diaminophenol, 1-hydroxyethyl-4, 5-diaminopyrazole, and salts thereof. Specific examples of the salt include hydrochloride, sulfate, and the like. These dye intermediates may be used alone or in combination of two or more.
The coupler may be, for example, resorcinol, 5-amino-o-cresol, m-aminophenol, α -naphthol, 5- (2-hydroxyethylamino) -2-methylphenol, m-phenylenediamine, 2, 4-diaminophenoxy, toluene-3, 4-diamine, 2, 6-diaminopyridine, diphenylamine, N-diethyl-m-aminophenol, phenylmethylpyrazolone, 1, 5-dihydroxynaphthalene, and salts thereof, and specific examples of the salts may be, for example, hydrochloride, sulfate, and the like.
The lower limit of the content of the oxidation dye in the hair dye can be appropriately set, and is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and still more preferably 0.5% by mass or more. When the content of the oxidation dye is 0.01% by mass or more, the color tone can be further improved.
The upper limit of the content of the oxidation dye in the hair dye may be set as appropriate, and is preferably 10% by mass or less, more preferably 7% by mass or less, and still more preferably 5% by mass or less. When the content of the oxidation dye is 10% by mass or less, the solubility to a solvable agent can be improved in the case of using the solvable agent.
The first agent may contain, if necessary, components other than the above-described components, and for example, may further contain components contained in the first agent and the second agent of the above-described hair decoloring/decoloring agent.
< three-pack type hair dye >
The three-part hair dye, for example, may include: a first part having the same composition as the first part in the above-mentioned two-part hair dye, a second part having the same composition as the second part in the above-mentioned two-part hair dye, and a third part containing at least percarbonate. The three-component hair dye having such a structure can further improve the brightness of hair by using percarbonate as an oxidizing agent.
(third agent of three-agent type hair dye)
The third agent of the hair dye has, for example, the same composition as the third agent of the above-described hair decoloring/decoloring agent. Percarbonate can increase oxidation and improve the brightness of hair after hair treatment. Therefore, the concealment of white hair can be improved.
Hereinafter, a method of using the oxidant-containing composition of the present embodiment as a hair dye or a hair decoloring/decoloring agent composed of a plurality of agents will be described.
First, the respective agents of the hair dye or the hair decoloring/decoloring agent composed of a plurality of agents are mixed to prepare a mixture of the hair dye or the hair decoloring/decoloring agent containing an alkaline agent, an oxidizing agent, and the like, and then the mixture is applied to the hair. The mixing method is not particularly limited, and for example, manual stirring using a stirring bar, brush, or the like, or a stirrer, an electric stirrer, or the like may be used. When the mixture is in the form of foam, a method such as shaking foaming may be employed. When applying the hair dye or mixture of hair bleaching/depigmenting agents to the hair, the hair can be applied by known methods, for example by means of a hand covered with a relatively thin glove, by means of a comb or brush to which the mixture is attached. In the case where the mixture is in the form of an aerosol, the mixture may be applied to hair after a plurality of medicines are discharged in a bubble form, or the medicines may be mixed with each other on the hair simultaneously with the application of the medicines to the hair.
After the mixture is applied to the hair, a step of rinsing the mixture applied to the hair with water is performed as in the conventional method after a certain period of time. Then, it is preferable to carry out a step of washing the hair with the hair washing composition and then washing the hair with water as is generally done. The hair cleansing composition is not particularly limited as long as it is a composition applicable to hair cleansing treatment, and known hair cleansing compositions can be used. Then, it is preferable to perform a hair-setting (hair care) treatment of the hair using a hair-setting composition as is generally done, and the hair-setting composition is not particularly limited as long as it is a composition applicable to hair-setting treatment, and a known hair-setting composition can be used. Finally, it is preferable to perform a hair drying process as is commonly done.
By using the oxidant-containing composition of the above embodiment, the following effects can be obtained.
(1) The oxidant-containing composition of the present embodiment can improve the stability of the oxidant (particularly, hydrogen peroxide) by the components (a) to (C) contained therein in addition to the oxidant. Further, the effect of dyeing or decoloring/decoloring can be sufficiently exhibited without lowering the effect.
(2) The oxidant-containing composition of the present embodiment contains the component (D) to the component (F). Therefore, the stability of the formulation of the oxidant-containing composition can be improved. In particular, even when the stannate (a) is incorporated in a large amount, the decrease in the stability of the preparation due to the stannate (a) can be suppressed.
The above embodiment may be modified as follows.
For example, the hair dye may contain, in addition to the oxidation dye, a direct dye as described in "standards for materials for pharmaceuticals department of medicine" in the standards for materials for pharmaceuticals department of external products (release 6.2006, japan), as long as the effects of the present invention are not impaired.
The respective components (a) to (F) in the oxidant-containing composition of the above embodiment may be directly blended into the oxidant-containing composition and stored, or a part of the other components constituting each drug may be constituted into another drug, and the number of dosage forms may be further increased. Such a constitution can also improve the stability of the oxidizing agent and the stability of the preparation.
The hair dye or hair decoloring/decoloring agent according to the above embodiment may be prepared by adding a part of each component contained in each agent constituting the hair dye or hair decoloring/decoloring agent to another agent to increase the number of formulations, within a range in which the effects of the present invention can be achieved.
For example, in the first agent of the above-mentioned hair dye or hair bleaching/depigmenting agent, an alkaline agent may be separately constituted as an additional agent from the components other than the alkaline agent. Furthermore, a multi-agent hair dye or a hair bleaching/removing agent in which a chemical agent containing an oxidation assistant such as persulfate is combined may be formed.
In the above embodiment, the form of the mixture obtained by mixing the respective medicines is not particularly limited, and specific examples thereof include emulsions, gels, foams, creams, and the like of emulsions, aqueous solutions, emulsions, and the like at 25 ℃.
The oxidant-containing composition according to the above embodiment can be used as a second agent for a multi-agent hair dye or a hair bleaching/removing agent. The oxidizing agent-containing composition may be used as a second agent for a permanent wave agent containing an oxidizing agent, in addition to the above embodiments. In this configuration, the stability of the oxidizing agent (particularly, hydrogen peroxide) in the second agent can be improved as well. Moreover, the effect of permanent wave can be fully exerted without reducing the effect of permanent wave.
The oxidant-containing composition according to the above embodiment can be used as a second agent for a multi-agent hair dye or a hair bleaching/removing agent. In the case of applying the above embodiment, it is also possible to use, as a method for stabilizing an oxidizing agent, a method in which in a composition containing an oxidizing agent, a) stannate, (B) an aminocarboxylic acid type chelating agent, and (C) an acid are prepared so that the mass ratio of the content of the component (B) to the content of the component (a) is 0.01 to 35, and the pH of the composition containing an oxidizing agent is adjusted to 2 to 5.
Examples
The embodiments will be described in more detail below with reference to the following examples and comparative examples. The present invention is not limited to the configurations described in the following examples.
A first agent for an oxidative hair dye and a second agent as an oxidant-containing composition, each containing the components shown in tables 1 to 4, were prepared separately. In each table, the numerical value in each column indicating each component represents the content of the component in the column, and the unit thereof is mass%. In the tables, "(A)" to "(F)" indicate compounds corresponding to the respective components (A) to (F) described in the claims of the present application. The values in parentheses for POE in the compound name indicate the additional moles of e.o. The first agent and the second agent of the oxidation hair dye shown in tables 1 to 4 were mixed in a mass ratio of 1:1 to prepare a milky oxidation hair dye.
The obtained oxidation hair dye was applied to a black or white hair strand (10 cm of a hair strand manufactured by BEALAX K.K.) by brushing, and left at 30 ℃ for 30 minutes. Then, after the oxidation hair dye applied to the hair strand was washed with water, the hair strand was subjected to shampooing 2 times (Vigene treatment shampoo manufactured by friend Co., Ltd.) and then to touch-off 1 time (Vigene treatment lotion manufactured by friend Co., Ltd.) as a touch-off composition. In addition, the hair cleansing composition and the hair rinse composition were rinsed with water after each treatment. Thereafter, the tress was dried by warm air and left for one day. The stability of the oxidizing agent in the second agent before mixing with the first agent and the formulation stability of the second agent were evaluated by the following methods.
(stability of oxidizing agent)
The hydrogen peroxide as the oxidizing agent in the second agent was placed in a polyethylene container, and then left at 60 ℃ for 7 days, and the amount of the remaining hydrogen peroxide was quantified by redox titration to calculate the remaining amount of hydrogen peroxide. The evaluation criteria were divided into the following 4 stages, and as a result of the evaluation, the residual rate of hydrogen peroxide was 99 mass% or more, as "good: 4 ", rated as" fair with 98% by mass or more and less than 99% by mass: 3 "is evaluated as" slightly poor "when 96% by mass or more and less than 98% by mass: 2 "and rated as" poor "at less than 96 mass%: 1".
(formulation stability of second agent)
Regarding the formulation stability of the second agent formed into a liquid state, it was put into a container made of polyethylene, and after being left at 50 ℃ for 1 day, judgment was made by evaluating the separation state of the second agent by visual observation by 5 judges. As the evaluation results, the score was excellent (5 points) in the case of no separation at all, good (4 points) in the case of no separation at all, fair (3 points) in the case of slight separation, poor (2 points) in the case of more separation, and poor (1 point) in the case of many separations, and the average value was calculated from the results of the scores of the respective judges. The evaluation was "excellent (5 points)" when the average value was 4.6 or more, "good (4 points)" when the average value was 3.6 or more and less than 4.6, "fair (3 points)" when the average value was 2.6 or more and less than 3.6, and "slightly poor (2 points)" when the average value was 1.6 or more and less than 2.6, and "poor (1 point)" when the average value was less than 1.6.
[ TABLE 1 ]
[ TABLE 2 ]
[ TABLE 3 ]
[ TABLE 4 ]
As shown in tables 1 and 2, it was confirmed that the results of the examples were acceptable according to the above evaluation items. As is clear from table 3, comparative example 1 containing no component (a) was inferior to the examples in evaluation of the stability of the oxidizing agent. On the other hand, comparative example 2 containing no component (B) was inferior to the examples in the evaluation of the stability of the oxidizing agent. On the other hand, in comparative example 3 in which the mass ratio of the content of the component (B) to the content of the component (a) exceeds 35, the evaluation of the stability of the oxidizing agent was inferior to that of each example. Comparative example 4, in which the pH of the second agent was 6, was inferior to the examples in the evaluation of the stability of the oxidizing agent.
Claims (6)
1. An oxidant-containing composition characterized in that,
comprises (A) stannate, (B) aminocarboxylic acid chelating agent, and (C) acid;
the mass ratio of the content of the component (B) to the content of the component (A) is 0.01 to 35;
the oxidant-containing composition has a pH of from 2 to 5.
2. The oxidant-containing composition of claim 1,
further comprises (D) a cationic surfactant.
3. The oxidant-containing composition of claim 1 or 2,
and (E) a polyoxyethylene alkyl ether type nonionic surfactant.
4. The oxidant-containing composition according to any one of claims 1 to 3,
also contains (F) a hydrocarbon.
5. The oxidant-containing composition according to any one of claims 1 to 4,
mixing with alkaline agent-containing agent, and using as hair dye or hair decolorization/dye removal agent.
6. A method for stabilizing an oxidizing agent,
a composition containing an oxidizing agent, which comprises (A) a stannate, (B) an aminocarboxylic acid-based chelating agent, and (C) an acid;
the mass ratio of the content of the component (B) to the content of the component (A) is 0.01 to 35;
the pH value of the composition is 2-5.
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JP2017129410A JP2019011294A (en) | 2017-06-30 | 2017-06-30 | Oxidant-containing composition and method for stabilizing oxidizing agent |
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PCT/JP2018/022870 WO2019003958A1 (en) | 2017-06-30 | 2018-06-15 | Oxidizer-containing composition and method for stabilizing oxidizer |
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JP3020406B2 (en) * | 1994-03-18 | 2000-03-15 | タカラベルモント株式会社 | Hydrogen peroxide-containing composition |
JPH08269077A (en) * | 1995-03-30 | 1996-10-15 | Shiseido Co Ltd | Beta-hydroxyalkyl glycoside and dermal preparation for external use containing the same ans detergent composition containing the same |
JPH09309855A (en) * | 1996-05-20 | 1997-12-02 | Shiseido Co Ltd | Monomer for saccharide-based polymer, saccharide-based polymer and preparation for external use for skin, antifogging coating film agent, coating agent for medical equipment and polymeric water absorbent comprising the same |
FR2824734B1 (en) * | 2001-05-16 | 2003-06-27 | Oreal | PULVERULENT COMPOSITION FOR THE DECOLORATION OF HUMAN KERATINIC FIBERS |
FR2940067B1 (en) * | 2008-12-19 | 2011-02-25 | Oreal | OXIDIZING COMPOSITION FOR THE TREATMENT OF KERATIN FIBERS COMPRISING A CATIONIC POLYMER, A FATTY AMIDE AND AN OXYGEN AGENT |
FR2940090B1 (en) * | 2008-12-19 | 2011-02-25 | Oreal | OXIDIZING COMPOSITION FOR THE TREATMENT OF KERATIN FIBERS COMPRISING OIL, FATTY ALCOHOL AND OXYALKYLENE FATTY ALCOHOL |
WO2012146526A2 (en) * | 2011-04-29 | 2012-11-01 | L'oreal | Dye composition using a 2-hydroxynaphthalene, (acylamino)phenol or quinoline coupler in a fatty-substance-rich medium, dyeing process and device therefor |
JP6247080B2 (en) * | 2013-11-12 | 2017-12-13 | 株式会社ダリヤ | Hair cosmetic composition |
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