WO2004073667A1 - 染毛料 - Google Patents
染毛料 Download PDFInfo
- Publication number
- WO2004073667A1 WO2004073667A1 PCT/JP2004/001628 JP2004001628W WO2004073667A1 WO 2004073667 A1 WO2004073667 A1 WO 2004073667A1 JP 2004001628 W JP2004001628 W JP 2004001628W WO 2004073667 A1 WO2004073667 A1 WO 2004073667A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- hair
- water
- weight
- hair dye
- dye
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
-
- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
Definitions
- the present invention relates to a hair manicure type hair dye of a cumulative hair dyeing type, which does not require hair washing immediately after use and is repeatedly used as a temporary coloring agent, whereby the hair is gradually dyed.
- Japanese Patent Application Publication No. 2001-172141 discloses a coloring agent.
- the acid dye is 0.01 to 3% by weight
- the nonionic or anionic silicone resin is 1.5 to 10% by weight
- the hair dyeing aid is 3 to 20% by weight
- the lower alcohol is 30 to 80% by weight.
- a cumulative hair coloring temporary hair coloring material comprising 5 to 50% by weight of water, having a pH of 2 to 5, and a viscosity of not more than lOOmPa's
- JP-A-2002-104942 discloses that 0.01 to 1% of one or more acid dyes, 0.1 to 10% of an acid as a pH adjuster, and an aromatic alcohol as a penetrant 1-20%, lower alcohol 1-20% as solvent, thickener such as xantham as thickener
- An acidic hair dye composition containing 0.01 to 5% of a molecular compound is disclosed.
- the hair dye disclosed in the former publication is excellent in that it can cumulatively dye hair, but if sufficient water resistance is to be obtained, the initial viscosity of the inner solution is 10 to 20 O.
- the inner solution When filling this hair dye into the applicator, the inner solution must be introduced into the applicator by knocking, and the viscosity is high. It takes time for the internal solution to ooze out, and it is difficult to control the amount of liquid to be applied to the application site.Due to excessive dripping by the user, the clothes, skin, furniture, etc. may be stained. It is a matter of concern.
- the first impression was that the internal solution had a high viscosity, so that it took a long time for the liquid to ooze out after knocking operation, and that staining was poor. There are some issues such as the user may have.
- the present invention has been made in view of the above-mentioned problems of the prior art, and has been made to solve the problem.
- the present invention is excellent in cumulative hair dyeing property, water resistance, and usability, and reduces the viscosity of the hair dye composition so that a user has special
- An object of the present invention is to provide a hair dye suitable for a batting-type hair applicator capable of exuding a hair dye to an application part without performing a complicated operation. Disclosure of the invention
- the present inventors have conducted intensive studies on the above-mentioned problems of the prior art and the like, and have found that a water-soluble dye, a nonionic or anionic silicone resin, a hair dyeing assistant, a lower alcohol It has been found that by containing a specific component in a specific amount in a system containing water and water, the hair dye of the above object can be obtained, thereby completing the present invention.
- the present invention resides in the following (1) to (5).
- hair dyeing aid 3 20% by weight
- lower alcohol 30 80% by weight
- water 550% by weight and a pH adjusted to 25 Hair.
- nonionic or anionic silicone resin is a block copolymer of polydimethylsiloxane and methacrylic acid and Z or methacrylic acid ester.
- amphoteric acrylic resin is represented by the following formula (I): N-metaclooxyshethyl N, N-dimethylammonium- ⁇ '_ ⁇ ⁇ ⁇ -methylcarboxybenzyme-methacrylic acid alkyl ester
- R is an alkyl group having 1 to 18 carbon atoms, and has an average molecule of 80,000 to 220,000.
- FIG. 1 is a side view showing an example of an embodiment of the present invention
- FIG. 2 is a longitudinal sectional view of a side aspect of FIG. 1
- FIG. 3 is a longitudinal section of a front aspect of FIG. FIG. BEST MODE FOR CARRYING OUT THE INVENTION
- the hair dye of the present invention comprises at least one of water-soluble dyes in an amount of 0.1 to 3% by weight, a nonionic or anionic silicone resin in an amount of 1.5 to 10% by weight, and an amphoteric acrylic resin in an amount of 0.01 to 1%. 1.5% by weight, hair dyeing aid 3 to 20% by weight, lower alcohol 30 to 80% by weight, water 5 to 50% by weight, and pH 2 to 5 It is characterized by being adjusted.
- the water-soluble dye used in the present invention is not particularly limited as long as it is a water-soluble dye usually used for temporary hair dyes and semi-permanent hair dyes. Preferably, from the viewpoint of excellent hair dyeability. The use of acid dyes is preferred.
- pigments that are permitted to be used for coloring pharmaceuticals, quasi-drugs, and cosmetics that do not show harmful effects on the human body. It can be used as one or a mixture of two or more kinds selected from those specified by the Ministry Ordinance (Notification of Showa 41, Ministry of Health and Welfare).
- acid dyes include Red No. 3 (Eris Mouth Shin), Red No. 102 (Nyu-Kokushin), Red No. 227 (First Acid Magen), Orange No. 205 (Orange II) , Yellow No. 4 (Yuichi Thorazin), Yellow No. 402 (Pola Ero 5G), Yellow No. 40 (1) (Naphthol Ero I S), Green No. 3 (Fast Darin FCF), Green 204 (Vilaninconk), Blue 1 (Brilliant Bull) No. FCF), Blue No. 202 (Patent Bull No. NA), Purple No. 401 (Arizu No. 1 Le Purple), Brown No. 201 (Resorcinol Brown), Black No.
- % 0.1 to 3% by weight (hereinafter simply referred to as "%") based on the total amount of the hair dye, and is preferably 0.1 to 1%. % Is desirable.
- the hair dyeing effect is not sufficiently exhibited, and if it exceeds 3%, contamination of the skin and the like is liable to occur.
- the nonionic or anionic silicone resin means a nonionic monomer unit and / or a block copolymer of anionic monomer units and polysiloxane units.
- polysiloxane unit polydimethylsiloxane is preferable.
- anionic monomers include acrylic acid acrylic acid, maleic acid, itaconic acid, maleic acid, and fumaric acid. Among them, acrylic acid and acrylic acid are preferred.
- nonionic monomers include aromatic hydrocarbons such as styrene, methyl methacrylate, ethyl methacrylate, methyl methacrylate, methyl acrylate, methyl acrylate, ethyl acrylate, and methacrylic acid such as butyl acrylate.
- alkyl ester include, but among them, an ester of methacrylic acid and an aliphatic alcohol having 6 or less carbon atoms is preferable, but is not limited thereto.
- the above-mentioned silicone resin used in the present invention is preferably made of polydimethylsiloxane, methacrylic acid and / or methacrylic acid, and an aliphatic alcohol having 6 or less carbon atoms, from the viewpoint of further improving secondary adhesion and water resistance.
- a block copolymer with an ester of the above is preferred.
- the polymer can be obtained by leaving polymerization activity at the end of the oxane compound, and adding a nonionic monomer or an anionic monomer to the mixture and polymerizing. Usually, it is obtained by leaving a living polymer in the presence of an anionic polymerization initiator and copolymerizing the above-mentioned nonionic monomer or anionic monomer.
- the composition ratio of the polysiloxane compound in the block copolymer which is a silicone resin is not particularly limited, but is preferably from 10 to 80%, more preferably from 20 to 70%. If this ratio is less than 10%, the texture becomes poor, and if it exceeds 80%, the solubility in water and solvents such as lower alcohols deteriorates, which is not preferable. Further, the number average molecular weight of the block copolymer is not particularly limited.However, if the molecular weight is too small, the moisture resistance of the block copolymer deteriorates, and the block copolymer becomes discolored due to sweat or rain.
- the content of the nonionic or anionic silicone resin in the present invention is preferably 50,000 or more, more preferably 60,000 or more, in terms of solid content, 1.5 to 10% based on the total amount of the hair dye. It is necessary, and preferably, 2 to 5%.
- the content of the silicone resin is less than 1.5%, the secondary adhesion and water resistance cannot be said to be sufficient, and if it exceeds 10%, the setting force is too strong in the finished product after use. This is undesirable.
- amphoteric acrylic resin used in the present invention is contained for further improving the water resistance and stably reducing the viscosity of the internal solution.
- amphoteric acryl resin used in the present invention examples include N-methacryloxyshethyl N, N-dimethylammonium-0; N-methylcarboxybetaine and alkyl methacrylate represented by the following formula (I): It is desirable to use an ester copolymer. Further, from the viewpoint of handleability and the like, it is desirable to use a solution of the above copolymer in water, ethanol, denatured alcohol, or a mixture thereof. [Formula 2]
- R is an alkyl group having 1 to 18 carbon atoms, and the average molecular weight is
- the copolymer represented by the above formula (I) is composed of N-methylcycloyloxethyl, N, N-dimethylammonium, N-methylcarboxybetaine, and alkyl methacrylate (C 1 to C4, C6, C8, C12, C13, C18, etc.).
- amphoteric acryl resins that can be used include commercially available Yukaforma-1 SM (solid content 30%, average molecular weight 130,000, ethanol 70% solution) and Yuka Former 202 (solid content 30%, average molecular weight 80,000, ethanol 70% solution) (all manufactured by Mitsubishi Chemical Co., Ltd.).
- the content of the amphoteric acrylic resin must be 0.01 to 1.5%, preferably 0.1 to 1.5%, based on the total amount of the hair dye in terms of solid content. 1.0% is desirable.
- the content of the amphoteric acrylic resin is less than 0.01%, the viscosity of the liquid cannot be reduced to the expected viscosity, and if it exceeds 1.5%, the viscosity rises sharply. Is not preferred.
- Examples of the hair dyeing assistant used in the present invention include benzyl alcohol and phenyle. Tyl alcohol, phenoxyethanol, propylene glycol, N-methylpiperidone, lactone dalconate, levulinic acid, urea, ethylene carbonate, N-methyl-2-pyrrolidone, Q! -Ketoglutaric acid, avetylolactone, Onamides, n-acetamides, etc. used in general acidic hair dyes (semi-permanent hair dyes) are used alone or as a mixture of two or more. From the viewpoint of stability, use of benzyl alcohol phenylethyl alcohol is preferred.
- the content of the hair dyeing assistant must be 3 to 20%, preferably 5 to 15%, based on the total amount of the hair dye.
- the content of the hair dyeing assistant is less than 3%, the hair dyeing effect is not sufficiently exhibited, and when it exceeds 20%, the drying property is lowered, which is not preferable.
- ethanol ethyl alcohol
- propanol puanol
- isopropanol isobutanol and the like
- safety, drying property, odor and the like are used.
- the content of the lower alcohol must be 30 to 80%, preferably 40 to 70%, based on the total amount of the hair dye.
- the drying property is reduced, and when it exceeds 80%, the hair dyeing effect is not sufficiently exhibited, which is not preferable.
- the water used in the present invention for example, purified water, ion-exchanged water, pure water, distilled water, deep sea water and the like can be used, and the content thereof is 5 to 50% based on the total amount of the hair dye. If the content of water is less than 5%, the hair cannot be sufficiently swollen, and the hair dyeing effect is reduced. If it exceeds 50%, the drying property decreases, which is not preferable.
- the hair dye of the present invention can appropriately contain other optional components as long as the effects of the present invention and the stability of the system are not impaired.
- the pH of the hair dye of the present invention needs to be adjusted to 2 to 5, and preferably 2 to 4.
- the pH of the hair dye is 2 or more, there may be irritation to the skin, and if the pH exceeds 5, the hair dyeing effect decreases, which is not preferable.
- the pH can be adjusted using an organic acid such as formic acid, acetic acid, lactic acid, tartaric acid, malic acid, citric acid, or glycolic acid, an inorganic acid or a salt thereof, and in some cases an alkali.
- an organic acid such as formic acid, acetic acid, lactic acid, tartaric acid, malic acid, citric acid, or glycolic acid, an inorganic acid or a salt thereof, and in some cases an alkali.
- the viscosity of the hair dye of the present invention is desirably 8 mPa ⁇ s or less, preferably 3 to 6 mPa's, from the viewpoint of smooth application to hair.
- the hair dye of the present invention is preferably produced.
- polydimethylsiloxane and methacrylic acid are used as silicone resins.
- the block copolymer of an acid and / or a methacrylic ester aggregates and precipitates with water in an acidic region (pH 2 to 5), which is an essential requirement of the present invention, and once aggregates.
- the resin will not be redissolved by simply adding the soluble solvent, ethyl alcohol.
- the block copolymer of polydimethylsiloxane and methacrylic acid and Z or methacrylic acid ester was used. It is desirable to mix water and other components with the mixing vehicle of the polymer and ethyl alcohol, and to stir and mix uniformly. In order to prevent the polydimethylsiloxane and the block copolymer of methacrylic acid and Z or methacrylic acid ester from being precipitated so as not to hinder the operation, the ratio of ethyl alcohol in the mixed vehicle and water to be mixed is determined. However, it is preferable to make the ratio of ethyl alcohol larger than the weight ratio of ethyl alcohol: water of 3: 5.
- the order of addition of the other components constituting the present invention is not particularly limited, and may be added at any stage.
- a hair applicator is used, but the shape, structure, etc. of the hair applicator to be used are not particularly limited.
- an applicator for hair that can be cut the interior is dyed from the viewpoint of applicability to the hair, control of the amount of liquid contained in the application area, less contamination of clothes, skin, furniture, etc.
- An applicator body having a hair dye storage section for storing hair with a storage material such as a batting, and an applicator provided at the tip of the applicator main body, and a hair dye storage section for dyeing the application section. It is desirable to use a batting-type hair applicator in which hair is guided by a guide member and hair coloring is applied to the hair. Examples of the hair applicator having such a configuration are shown in FIGS. 1 to 3.
- this hair applicator A for hair is mentioned. As shown in Fig. 1 to Fig. 3, this hair applicator A has an occluder 11 having the above-described hair dye occluded inside a shaft 10 forming a main body of the applicator.
- a cap body 20 is detachably attached to the tip of the core 10 by screwing, and a core tip receiving member 21 such as a felt to which the tip of the core body 12 comes into contact is attached, and a comb part is attached to a side thereof.
- the middle cap 23 provided with the recess 22 for accommodating therein is disposed inside the cap body 20 so as to be movable in the axial direction and rotatable in the circumferential direction, and the middle cap 23 is provided as a spring member 24. Accordingly, the cap body 20 is urged in the opening direction.
- the hair applicator A having such a configuration, it is necessary to extend from the occluder 11 having the above-described hair dye of the present invention occluded in the storage section 10a to the tip of the core body 12 as the application section. While supplying essential hair dyes, it does not cause dripping or unintentional ejection of liquid, is excellent in portability and handling, and has excellent usability, water resistance and cumulative hair dyeing properties. Tool.
- the hair dye of the present invention When using the hair dye of the present invention using such a hair applicator A, since the core body 12 is used as a tip application body, contamination of the scalp during use should be avoided as much as possible.
- the hair dye can be applied to the hair (hairline) near the scalp, and the properties of the hair dye of the present invention can be sufficiently utilized to temporarily hold the hair dye in the occlusion body, and to apply a coating material such as a pen core.
- a suitable amount of hair dye can be applied to the hair via the hair.
- Each hair dye was obtained by uniformly stirring and mixing with a general-purpose propeller mixer in the composition shown in Table 1 below.
- the silicone resin is composed of an azo group-containing polysiloxane amide having a polysiloxane segment (average number of azo group bonds: 4.3), methyl methacrylate, and butyl methacrylate (weight ratio of 37 : 45: 18) was dissolved in ethanol, and reacted at 70 to 80 ° C for 10 hours under nitrogen reflux.Methacrylic acid was obtained by using butyl methacrylate / dimethyl polysiloxane block copolymer. .
- the silicone resin of the block copolymer and ethyl alcohol A mixed vehicle with cole was prepared, and water and other components shown in Table 1 below were blended with the mixed vehicle and uniformly stirred * to obtain a hair dye.
- the hair dyes of Examples 1 to 5 and Comparative Examples 1 to 3 obtained above were measured for pH and viscosity by the following methods.
- the pH (25 ° C) was measured by a conventional method using a glass electrode pH meter.
- Core PET, Vertical and horizontal spacing between core: 3.4 mm, porosity 80% Comb: PBT
- the performance evaluation as a primary hair dye after application and drying on hair was evaluated according to the following evaluation criteria.
- ⁇ No practical problem. ⁇ : Slightly difficult to dye.
- the hair was repeatedly washed three times, and the cumulative hair dyeability was evaluated according to the following evaluation criteria.
- the applicability when applied to hair with a hair applicator was evaluated according to the following criteria.
- ⁇ The amount of liquid adhering to the hair was good, and the coatability was good.
- ⁇ The amount of liquid adhering to the hair was slightly reduced, and the coatability was slightly inferior to the above ⁇ .
- Examples 1 to 5 which are within the scope of the present invention, have water resistance, temporary coloring, and cumulative hair dyeing, as compared with Comparative Examples 1 to 3, which are outside the scope of the present invention. It was found to be excellent in all aspects of the properties, drying properties after coating, abrasion resistance, and applicability with a batting container.
- comparative example 1 was a case where the amphoteric acrylic resin was not included, and in this case, the coating performance with the batting container was inferior.
- Comparative Example 2 the content of the amphoteric acrylic resin was more than 1.5%. In this case, it was found that the finished viscosity was high and the application ability by a batting container was poor.
- Comparative Example 3 was a case where the content of the silicone resin was less than 1.5%. In this case, it was found that the water resistance was poor.
- the hair dye suitable for a batting-type hair applicator is provided.
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP04711473A EP1595526B1 (en) | 2003-02-21 | 2004-02-16 | Hair color |
DE602004029763T DE602004029763D1 (de) | 2003-02-21 | 2004-02-16 | Haarfarbe |
JP2005502695A JP4536003B2 (ja) | 2003-02-21 | 2004-02-16 | 染毛料 |
US10/545,202 US7901463B2 (en) | 2003-02-21 | 2004-02-16 | Hair color |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003043703 | 2003-02-21 | ||
JP2003-043703 | 2003-02-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2004073667A1 true WO2004073667A1 (ja) | 2004-09-02 |
Family
ID=32905434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2004/001628 WO2004073667A1 (ja) | 2003-02-21 | 2004-02-16 | 染毛料 |
Country Status (5)
Country | Link |
---|---|
US (1) | US7901463B2 (ja) |
EP (1) | EP1595526B1 (ja) |
JP (1) | JP4536003B2 (ja) |
DE (1) | DE602004029763D1 (ja) |
WO (1) | WO2004073667A1 (ja) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004250394A (ja) * | 2003-02-21 | 2004-09-09 | Mitsubishi Pencil Co Ltd | 染毛料 |
EP1752059A1 (en) * | 2004-06-04 | 2007-02-14 | Mitsubishi Pencil Co., Ltd. | Coater for hair and cosmetic paint container with the coater |
EP1769697A1 (en) * | 2004-07-08 | 2007-04-04 | Mitsubishi Pencil Co., Ltd. | Applicator for hair and cosmetic container with the applicator |
JP2007320895A (ja) * | 2006-05-31 | 2007-12-13 | Mitsubishi Pencil Co Ltd | 染毛料 |
JP2010037231A (ja) * | 2008-08-01 | 2010-02-18 | Mitsubishi Pencil Co Ltd | 染毛料組成物及びそれを用いた染毛料組成物塗布具 |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
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FR2910297A1 (fr) * | 2006-12-20 | 2008-06-27 | Oreal | Composition comprenant un compose x et un compose y dont l'un au moins est silcone, et un colorant direct hydrophile |
JP5495475B2 (ja) * | 2007-02-23 | 2014-05-21 | 三菱鉛筆株式会社 | 染毛料及びそれを用いた毛髪用塗布具 |
KR100863324B1 (ko) * | 2007-06-26 | 2008-10-15 | 동성제약주식회사 | 방수 피막제를 이용한 반영구 모발 염색제 조성물 |
CN102251395A (zh) * | 2011-06-16 | 2011-11-23 | 浙江工业职业技术学院 | 一种两性丙烯酸酯类聚合物在纺织经纱浆料上的应用 |
WO2019145425A1 (en) * | 2018-01-29 | 2019-08-01 | Firmenich Sa | Prevention of the oxidation of perfumery raw materials |
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EP1011617A1 (en) | 1997-09-17 | 2000-06-28 | The Procter & Gamble Company | Hair styling compositions comprising anionic optical brighteners |
JP2001130187A (ja) | 1999-11-05 | 2001-05-15 | Kurabo Ind Ltd | 透明ホルダーを有するボールペン |
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2004
- 2004-02-16 EP EP04711473A patent/EP1595526B1/en not_active Expired - Fee Related
- 2004-02-16 JP JP2005502695A patent/JP4536003B2/ja not_active Expired - Lifetime
- 2004-02-16 DE DE602004029763T patent/DE602004029763D1/de not_active Expired - Lifetime
- 2004-02-16 US US10/545,202 patent/US7901463B2/en not_active Expired - Fee Related
- 2004-02-16 WO PCT/JP2004/001628 patent/WO2004073667A1/ja active Application Filing
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JPH05105615A (ja) * | 1991-02-15 | 1993-04-27 | Shiseido Co Ltd | 頭髪用酸性染毛料組成物 |
JPH09110632A (ja) * | 1995-09-29 | 1997-04-28 | L'oreal Sa | 脂肪鎖を有する両親媒性ポリマーとシリコーングラフトポリマーを含有する局所用組成物 |
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JPH1029919A (ja) * | 1996-04-25 | 1998-02-03 | Shiseido Co Ltd | 整髪兼着色用毛髪化粧料 |
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2004250394A (ja) * | 2003-02-21 | 2004-09-09 | Mitsubishi Pencil Co Ltd | 染毛料 |
EP1752059A1 (en) * | 2004-06-04 | 2007-02-14 | Mitsubishi Pencil Co., Ltd. | Coater for hair and cosmetic paint container with the coater |
EP1752059A4 (en) * | 2004-06-04 | 2008-03-12 | Mitsubishi Pencil Co | APPARATUS FOR RECOVERING HAIR AND COSMETIC PAINT CONTAINER ACCOMPANYING THE APPARATUS |
EP1769697A1 (en) * | 2004-07-08 | 2007-04-04 | Mitsubishi Pencil Co., Ltd. | Applicator for hair and cosmetic container with the applicator |
EP1769697A4 (en) * | 2004-07-08 | 2008-03-05 | Mitsubishi Pencil Co | APPLICATOR FOR HAIR AND COSMETIC CONTAINER WITH APPLICATOR |
JP2007320895A (ja) * | 2006-05-31 | 2007-12-13 | Mitsubishi Pencil Co Ltd | 染毛料 |
JP2010037231A (ja) * | 2008-08-01 | 2010-02-18 | Mitsubishi Pencil Co Ltd | 染毛料組成物及びそれを用いた染毛料組成物塗布具 |
Also Published As
Publication number | Publication date |
---|---|
JPWO2004073667A1 (ja) | 2006-06-01 |
US7901463B2 (en) | 2011-03-08 |
US20060137109A1 (en) | 2006-06-29 |
EP1595526B1 (en) | 2010-10-27 |
JP4536003B2 (ja) | 2010-09-01 |
EP1595526A1 (en) | 2005-11-16 |
DE602004029763D1 (de) | 2010-12-09 |
EP1595526A4 (en) | 2008-02-13 |
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