AU2014312620A1 - Oxidative hair dye composition - Google Patents
Oxidative hair dye composition Download PDFInfo
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- AU2014312620A1 AU2014312620A1 AU2014312620A AU2014312620A AU2014312620A1 AU 2014312620 A1 AU2014312620 A1 AU 2014312620A1 AU 2014312620 A AU2014312620 A AU 2014312620A AU 2014312620 A AU2014312620 A AU 2014312620A AU 2014312620 A1 AU2014312620 A1 AU 2014312620A1
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- Australia
- Prior art keywords
- hair dye
- dye composition
- agent
- ester
- wax
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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
- A61K8/37—Esters of carboxylic 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
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
-
- 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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- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Abstract
The present invention relates to an oxidative hair dye composition and, more specifically, to an oxidative hair dye composition which contains at least one kind of ester having 30 or more carbon atoms, thereby suppressing the volatilization of ammonia and thus reducing eye and nose irritation.
Description
DESCRIPTION OXIDATIVE HAIR DYE COMPOSITION Technical Field 5 The present invention relates, in general, to an oxidative hair dye composition and, more specifically, to an oxidative hair dye composition containing at least one long chain ester having 30 or more carbon atoms, which suppresses the volatilization of ammonia in the composition to thereby 10 reduce eye irritation and nose irritation. Background Art For hair dyeing or bleaching, a two-agent type hair dye or bleach is generally used, which is composed of a first 15 agent that is a hair dyeing agent containing a dye and an alkaline agent, and a second agent that is an oxidizing agent containing aqueous hydrogen peroxide solution. General hair dyes or bleaches usually contain ammonia as an alkaline agent that swells hair and promotes the decomposition of hydrogen 20 peroxide to cause an oxidation reaction. When the first agent and the second agent are mixed with each other or the hair dye or bleach is applied to hair, ammonia that is a highly volatile alkaline agent produces an irritating odor that causes eye irritation, nose irritation and the like. 25 In order to mitigate irritation caused by ammonia, a 1 portion of the amount of ammonia used is substituted with ethanolamine, tromethamine, arginine or the like to thereby reduce the amount of ammonia used, or ethanolamine, sodium silicate, sodium metasilicate or the like is used as the 5 alkaline agent. However, in this case, there is a problem in that dyeing ability and bleaching ability are reduced or when the alkaline agent is used in large amounts, it remains on the scalp to increase scalp irritation. Prior Art Documents 10 Patent Documents Korean Patent Laid-Open Publication No. 2004-0099711. Disclosure Technical Problem 15 The present inventors have found that a hair dye composition containing at least one long-chain ester having 30 or more carbon atoms can reduce nose irritation and eye irritation, which are caused by ammonia when the first agent and second agent of a hair dye or bleach are mixed with each 20 other or when the hair dye or bleach is applied to hair, thereby completing the present invention. Technical Solution In order to accomplish the above object, the present 25 invention provides an oxidative hair dye composition 2 containing at least one long-chain ester having 30 or more carbon atoms. Advantageous Effects 5 The oxidative hair dye composition according to the present invention is effective in that it can suppress the volatilization of ammonia in the formulation thereof, thereby reducing nose irritation and eye irritation, which can occur when the first agent and second agent of a hair dye or bleach 10 are mixed with each other or when the hair dye or bleach is applied to hair. Mode for Invention The present invention is directed to a hair dye 15 composition containing at least one long-chain ester having 30 or more carbon atoms, which suppresses the volatilization of ammonia therein or reduce nose irritation or eye irritation. Hereinafter, the present invention will be described in further detail. 20 The ester that is used in the present invention is composed of a combination of an alcohol and a fatty acid, which has a long carbon chain having 30 or more carbon atoms. The alcohol in the ester is an aliphatic alcohol having 30 to 36 carbon atoms, preferably 30 to 34 carbon atoms, and 25 specific examples thereof include myricyl alcohol, 1 3 dotriacontanol, 1-tetratriacontanol, 1-hexatriacontanol, and the like. If the alcohol has less than 30 carbon atoms, the effect of suppressing the volatilization of ammonia will be insufficient, and if the alcohol has more than 36 carbon atoms, 5 an emulsion during preparation will be unstable. The fatty acid in the ester is a fatty acid having 10 to 22 carbon atoms, preferably 14 to 18 carbon atoms, and specific examples thereof include myristic acid, palmitic acid, stearic acid, and the like. If the fatty acid has less than 10 carbon 10 atoms, the effect of suppressing the volatilization of ammonia will be insufficient, and if the alcohol has more than 22 carbon atoms, an emulsion during preparation will be unstable. Specific examples of the ester composed of the alcohol and the fatty acid include triacontanyl palmitate, triacontanyl 15 palmitoleate, triacontanyl myristate, triacontanyl stearate, dotriacontanyl palmitate, tetratriacontanyl palmitate, and the like. In place of the ester that is used in the present invention, a wax comprising the ester may also be used to 20 achieve the effect of the present invention. The wax is a wax containing an ester having 30 or more carbon atoms, and specific examples thereof include beeswax, Chinese wax, shellac wax, lanolin, candelilla wax, jojoba wax, rice bran oil, montan wax, and the like. 25 The hair dye composition according to the present 4 invention may contain the ester in an amount of 0.1-5 wt%, preferably 0.5-3 wt%, based on the total weight of the composition. If the content of the ester in the composition is less than 0.1 wt%, the effect of suppressing the volatilization 5 of ammonia will be insufficient, and if the content of the ester is more than 5 wt%, the effect of suppressing the volatilization of ammonia will no longer increase, and the stability of the formulation will be impaired. In an embodiment of the present invention, the oxidative 10 hair dye composition is an oxidative hair dye composition composed of: a first agent containing an oxidative dye precursor, a coupler, an alkaline agent, a water-soluble antioxidant, and a reducing agent; and a second agent containing an oxidizing agent. 15 Meanwhile, the first agent in the oxidative hair dye composition may be in various forms, including liquid, lotion, cream and gel, and the formulation thereof is not specifically limited. In addition, the first agent may contain an oxidative dye 20 precursor and a coupler, which are generally used in the art. Preferably, it may contain two or more oxidative dye precursors and couplers. Examples of the oxidative dye precursor include, but are not limited to, o-aminophenol, p-aminophenol, p phenylenediamine, toluene-2,5-diamine hydrochloride, p 25 phenylenediamine hydrochloride, toluene-2,5-diamine, p 5 phenylenediamine sulfate, p-methylaminophenol sulfate, o aminophenol sulfate, p-aminophenol sulfate, toluene-2,5-diamine sulfate, p-phenylenediamine sulfate, and the like. The coupler that is used in the present invention may be 5 any coupler that is mixed with the oxidative dye precursor to show various colors on hair, and examples thereof include, but are not limited to, 2-methyl-5-hydroxyethyl aminophenol, p amino-o-cresol, m-aminophenol, 2,4-diaminophenoxyethanol hydrochloride, m-phenylenediamine hydrochloride, m 10 phenylenediamine, af-naphthol, resorcinol, 2-methylresorcinol, and the like. In addition, the first agent in the hair dye composition may further contain a conventional direct dye within a range that does not impair the purpose of the present invention. 15 Examples of this direct dye include Arianol dyes, p-nitro-o phenylenediamine, nitro-p-phenylenediamine, 2-amino-4 nitrophenol, 2-amino-5-nitrophenol, nitro-p-phenylenediamine hydrochloride, picramic acid, and other vegetable dyes such as Henna. 20 The first agent in the hair dye composition may be used at a pH 6-12 of the neutral to alkaline pH range. Preferably, it is used at an alkaline pH of 8-11. If the pH is lower than 6, the decomposition of the oxidizing agent contained in the second agent will not be easy, and the effect of widening the 25 hair cuticle and effectively penetrating the treatment agent 6 into hair will be insignificant, and if the pH is higher than 12, damage to hair protein or skin irritation can occur. The alkaline agent that is used in the first agent may be selected from among ammonia, monoethanolamine, aminomethylpropanol, 5 isopropanolamine, sodium hydroxide, potassium hydroxide and the like, which are generally used in hair dyes. In addition, the first agent in the hair dye composition contains a water-soluble antioxidant and a reducing agent, which are generally used in the art. Specifically, examples of 10 the water-soluble antioxidant include ascorbic acid, erythorbic acid, and their salts, and examples of the reducing agent include sodium sulfite, sodium pyrosulfite, thioglycolic acid, thiolactic acid, cysteine, and their salts. The first agent in the hair dye composition of the present 15 invention may contain conventional components that do not impair the effect of the present invention. Examples of such conventional components include, but are not specifically limited to, antioxidants, metal ion sequestering agents, solvents, surfactants, thickeners, fragrances, and conditioning 20 agents, which may be generally used in hair dyes. Examples of the antioxidant include butylhydroxyanisole, dibutylhydroxytoluene, tert-butylhydroquinone, tocopherols, etc., and examples of the metal ion sequestering agent include EDTA, disodium EDTA, tetrasodium EDTA, pentasodium pentetate, 25 etc. Examples of the solvent include ethanol, propyl alcohol, 7 isopropyl alcohol, propylene glycol, hexylene glycol, diethylene glycol, etc. Examples of the surfactant include cationic surfactants, anionic surfactants, and nonionic surfactants, and examples of the thickener include C12-C22 higher 5 alcohols and mixtures thereof, polymeric thickeners, non-ionic polymers, anionic polymers, paraffin, light liquid isoparaffin, etc., and examples of the conditioning agent include a cationic polymer, a quaternary ammonium salt, silicone, etc. The second agent in the oxidative hair dye composition of 10 the present invention contains an oxidizing agent. The oxidizing agent that is used in the present invention may be one or more selected from the group consisting of hydrogen peroxide, urea peroxide, alkali metal bromate, ferricyanide, perborate and persulfate, which are generally used in the art. 15 Preferably, the oxidizing agent is hydrogen peroxide. In addition, the second agent in the hair dye composition of the present invention may also contain components, which are generally used in the art, within a range that does not impair the effect of the present invention. Examples of such 20 components include emulsifiers such as paraffin, light liquid isoparaffin, higher fatty alcohols and higher fatty acid esters, cationic or non-ionic surfactants, stabilizers such as phenacetin, metal ion sequestering agents such as disodium EDTA, pH adjusters such as phosphoric acid, etc. 25 Furthermore, the first agent and second agent in the 8 oxidative hair dye composition of the present invention generally contain, in addition to the above-described components, water. Water that is used in the present invention is preferably purified water such as ion-exchanged water or 5 distilled water. The content of water in the composition is not specifically limited, and may be an amount capable of sufficiently dissolving or dispersing the components that are used in the oxidative hair dye composition. Immediately before application to hair, the oxidative hair 10 dye composition is used after mixing the first agent with the second agent. Herein, the first agent and the second agent are generally mixed at a weight ratio of 1:1 to 1:3, but are not specifically limited to this ratio. Hereinafter, the present invention will be described in 15 further detail with reference to examples and test examples. It is to be understood, however, that these examples and test examples are only for the understanding of the present invention and are not intended to limit the scope of the present invention, and modifications, substitutions and 20 additions, which are generally known in the art, may be made within the scope of the present invention. Preparation Example 1 According to the compositions (unit: wt%) shown in Tables 1 and 2 below, hair dye compositions of Examples 1 to 7 and 25 Comparative Examples 1 to 4 were prepared. As esters, 9 triacontanyl palmitate, triacontanyl myristate, triacontanyl stearate, dotriacontanyl palmitate and tetratriacontanyl palmitate were used, and cetyl palmitate and stearyl palmitate were used in the Comparative Examples, because they do not 5 satisfy the conditions of the present invention. As waxes, beeswax and candelilla wax were used. In addition, p phenylenediamine was used as an oxidative dye precursor, and m aminophenol was used as a coupler. As an alkaline agent, ammonia water (28%) was used, and as a metal ion sequestering 10 agent, disodium EDTA was used. In addition, as an oxidizing agent, hydrogen peroxide (35%) was used. Table 1 First agent composition No. Components Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex.5 Ex. 6 Ex. 7 Comp. Comp. Comp. Comp. Ex.1 Ex.2 Ex.3 Ex.4 1 Cetostearyl alcohol 8.0 8.0 8.0 8.0 8.0 8.0 8.0 8.0 8.0 8.0 8.0 2 Mineral oil 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3 Polyoxyethylene 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 stearyl ether 4 Polyoxyethylene 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 cetostearyl ether 5 Triacontanyl palmitate 1 - - - - - - - - - 6 6 Triacontanyl myristate - 1 - - - - - - - - 7 Triacontanyl stearate - - 1 - - - - - - - 8 Dotriacontanyl - - - 1 - - - - - - palmitate 9 Tetratriacontanyl - - - - 1 - - - - - palmitate 10 Beeswax - - - - - 1 - - - - 11 Candelillawax - - - - - - 1 - - - 12 Cetyl palmitate - - - - - - - 1 - - 13 Stearylpalmitate - - - - - - - - 1 - 14 p-phenylenedianine 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 15 m-aminophenyl 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 10 16 Ammonia water 14.45 14.45 14.45 14.45 14.45 14.45 14.45 14.45 14.45 14.45 14.45 (28%) 17 DisodiumEDTA 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 18 Erythorbic acid 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 19 Sodium sulfite 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 20 Resorcinol 1.3 1.3 1.3 1.3 1.3 1.3 1.3 1.3 1.3 1.3 1.3 21 Monoethanolamine 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 22 Fragrance 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 0.3 23 Purified water To To To To To To To To 100 TO 100 To 100 To 100 100 100 100 100 100 100 100 Table 2 Second agent composition No. Component Content 1 Cetearyl alcohol 3.5 2 Mineral oil 1.0 3 Light liquid isoparaffin 1.5 4 Polyoxyethylene lauryl ether 0.5 5 Polyoxyethylene stearyl ether 1.5 6 Phenacetin 0.03 7 DisodiumEDTA 0.2 8 Phosphoric acid 0.16 9 Hydrogen peroxide water (35%) 17 10 Purified water To 100 Test Example 1: Sensory Evaluation 5 In order to evaluate irritation caused by the ammonia odor of the hair dye compositions of Examples 1 to 7 and Comparative Examples 1 to 4, each of the hair dye compositions of Examples 1 to 7 and Comparative Examples 1 to 4, which are the first agent compositions in Table 1 above, and the oxidizing agent 10 composition which is the second agent composition in Table 2 above, were mixed at a ratio of 1:2, and then olfactory 11 evaluation of each of the mixtures was performed by ten panels, and the evaluation scores of each of the mixtures were averaged. The hair dye compositions of Examples 1 to 7 and 5 Comparative Examples 1 to 4 were evaluated on the following scale: 10 = the ammonia odor intensity of the composition of Comparative Composition 3, which does not contain the ester disclosed in the present invention; and 0 = no ammonia odor. The results of the evaluation are shown in Table 3 below. 10 Table 3 Evaluation Ex. Ex. Ex. Ex. Ex. Ex. Ex. Comp. Comp. Comp. Comp. item 1 2 3 4 5 6 7 Ex. 1 Ex. 2 Ex. 3 Ex. 4 Odor 4.2 4.9 4.3 4.4 6.3 3.9 6.3 10 9 10 5.1 intensity From the results in Table 3 above, it was shown that the hair dye compositions of Examples 1 to 7 and Comparative Example 4, which contain the ester disclosed in the present 15 invention or the wax containing the ester, showed odor intensities significantly lower than the hair dye composition of Comparative Example 3, which does not contain the ester, and the hair dye compositions of Comparative Examples 1 and 2, which contain the ester that does not satisfy the conditions of 20 the present invention. However, in the case of the hair dye composition of Comparative Example 4, which has an ester content of more than 5 wt%, it could be seen that, although the 12 effect of reducing the ammonia odor was excellent, the formulation stability of the first agent was inferior and the viscosity of the first agent was reduced when it was mixed with the second agent. 5 Test Example 2: Detector Tube Test In order to evaluate irritation caused by the ammonia odor of the hair dye compositions of Examples 1 to 7 and Comparative Examples 1 to 4, evaluation was performed using an ammonia detector tube. A test for evaluation was performed in the 10 following manner. 30 g of each of the hair dyes and 60 g of the oxidizing agent were mixed, and each of the mixtures was placed in a 500 ml flask and allowed to stand at room temperature for 30 minutes. An ammonia detector tube (GASTEC NO.3HM Ammonia, 15 GASTEC) was connected to the flask, and ammonia was sucked in the ammonia detector tube by pumping once. The scale of a discolored portion in the ammonia detector tube was read, and the value corresponding to the scale was recorded. The results of the measurement are shown in Table 4 below. 20 Table 4 Evaluation Ex. Ex. Ex. Ex. Ex.5 Ex. Ex. Comp. Comp. Comp. Comp. item 1 2 3 4 6 7 Ex. 1 Ex. 2 Ex. 3 Ex. 4
NH
3 (%) 0.52 0.60 0.55 0.55 0.70 0.55 0.75 0.97 0.93 1.0 0.60 From the results in Table 4 above, it was shown that the hair dye compositions of Examples 1 to 7 and Comparative 13 Example 4, which contain the ester disclosed in the present invention or the wax containing the ester, had lower ammonia concentrations in the flasks than the hair dye composition of Comparative Example 3, which does not contain the ester, and 5 the hair dye compositions of Comparative Examples 1 and 2, which contain the ester that does not satisfy the conditions of the present invention. This indicates that the hair dye compositions of Examples 1 to 7 and Comparative Example 4 suppressed the volatilization of ammonia therein. 10 14
Claims (7)
1. A hair dye composition containing at least one ester having 30 or more carbon atoms. 5
2. The hair dye composition of claim 1, wherein the ester is composed of a combination of an alcohol and a fatty acid, in which the alcohol is an aliphatic alcohol having 30 to 45 carbon atoms, and the fatty acid is a fatty acid having 10 10 to 22 carbon atoms.
3. The hair dye composition of claim 1, wherein the ester is at least one selected from the group consisting of triacontanyl palmitate, triacontanyl palmitoleate, triacontanyl 15 myristate, triacontanyl stearate, and dotriacontanyl palmitate.
4. The hair dye composition of claim 1, wherein the ester is contained in an amount of 0.1-5 wt% based on the total weight of the composition. 20
5. The hair dye composition of claim 1, wherein the composition suppresses volatilization of ammonia therein to thereby reduce eye irradiation and nose irritation. 25
6. The hair dye composition of claim 1, further 15 containing a wax containing an ester having 30 or more carbon atoms.
7. The hair dye composition of claim 6, wherein the wax 5 is at least one selected from the group consisting of beeswax, Chinese wax, shellac wax, lanolin, candelilla wax, jojoba wax, rice bran oil, and montan wax. 10 16
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020130100852A KR102108499B1 (en) | 2013-08-26 | 2013-08-26 | Composition for the oxidative dyeing of hair |
KR10-2013-0100852 | 2013-08-26 | ||
PCT/KR2014/006583 WO2015030370A1 (en) | 2013-08-26 | 2014-07-21 | Oxidative hair dye composition |
Publications (2)
Publication Number | Publication Date |
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AU2014312620A1 true AU2014312620A1 (en) | 2015-12-10 |
AU2014312620B2 AU2014312620B2 (en) | 2019-10-31 |
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AU2014312620A Active AU2014312620B2 (en) | 2013-08-26 | 2014-07-21 | Oxidative hair dye composition |
Country Status (6)
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KR (1) | KR102108499B1 (en) |
CN (1) | CN105392467A (en) |
AU (1) | AU2014312620B2 (en) |
HK (1) | HK1221907A1 (en) |
TW (1) | TWI635872B (en) |
WO (1) | WO2015030370A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
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KR101679334B1 (en) * | 2016-09-02 | 2016-11-24 | 이재일 | Hair dyeing composition having lowering effect of hair damage and scalp stimulation and ammonia odor caused by using ammonia and manufacturing thereof |
CN111278409B (en) * | 2017-10-27 | 2023-01-06 | 株式会社爱茉莉太平洋 | Hair dye composition |
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JPH0794372B2 (en) * | 1987-12-22 | 1995-10-11 | ホーユー株式会社 | Creamy hair dye first agent composition |
US6783052B2 (en) | 2002-11-21 | 2004-08-31 | Asm Technology Singapore Pte Ltd | Clamp actuation mechanism |
JP2005232075A (en) * | 2004-02-19 | 2005-09-02 | Takara Belmont Co Ltd | Cushioning composition for hair treatment, hair bleaching agent and hair dye |
JP3947756B2 (en) * | 2005-11-11 | 2007-07-25 | ホーユー株式会社 | Oxidative hair dye composition |
KR100754122B1 (en) * | 2006-02-28 | 2007-08-30 | 주식회사 엘지생활건강 | Hair dye composition for oxidation dyeing |
JP3936960B1 (en) * | 2006-06-02 | 2007-06-27 | 株式会社ダリヤ | Hair dye composition |
FR2940079B1 (en) * | 2008-12-19 | 2011-02-18 | Oreal | COMPOSITION COMPRISING AT LEAST ONE SOLID FATTY ALCOHOL, METHOD FOR COLORING THE SAME AND DEVICES THEREOF |
JP5702919B2 (en) * | 2009-06-01 | 2015-04-15 | ホーユー株式会社 | Hair cosmetic composition |
US8545821B2 (en) * | 2009-11-05 | 2013-10-01 | Avon Products, Inc. | Cosmetic use of water-redispersible powders |
FR2970173B1 (en) * | 2011-01-10 | 2013-07-05 | Oreal | COLORING OR LIGHTENING PROCESS USING A RICH BODY COMPOSITION COMPRISING A SOLID ALCOHOL AND ESTER, COMPOSITIONS AND DEVICE |
CN102871894A (en) * | 2011-07-15 | 2013-01-16 | 赵强 | Non-irritating hair dye |
KR20130084244A (en) * | 2012-01-16 | 2013-07-24 | 가부시키가이샤 미르본 | First agent for oxidation hair dye |
-
2013
- 2013-08-26 KR KR1020130100852A patent/KR102108499B1/en not_active Expired - Fee Related
-
2014
- 2014-07-21 WO PCT/KR2014/006583 patent/WO2015030370A1/en active Application Filing
- 2014-07-21 AU AU2014312620A patent/AU2014312620B2/en active Active
- 2014-07-21 HK HK16110124.0A patent/HK1221907A1/en unknown
- 2014-07-21 CN CN201480030612.3A patent/CN105392467A/en active Pending
- 2014-07-29 TW TW103125768A patent/TWI635872B/en active
Also Published As
Publication number | Publication date |
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CN105392467A (en) | 2016-03-09 |
AU2014312620B2 (en) | 2019-10-31 |
TW201536339A (en) | 2015-10-01 |
HK1221907A1 (en) | 2017-06-16 |
WO2015030370A1 (en) | 2015-03-05 |
TWI635872B (en) | 2018-09-21 |
KR20150024000A (en) | 2015-03-06 |
KR102108499B1 (en) | 2020-05-08 |
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