EP1675553A1 - Colorant pour fibres keratiniques - Google Patents

Colorant pour fibres keratiniques

Info

Publication number
EP1675553A1
EP1675553A1 EP04730864A EP04730864A EP1675553A1 EP 1675553 A1 EP1675553 A1 EP 1675553A1 EP 04730864 A EP04730864 A EP 04730864A EP 04730864 A EP04730864 A EP 04730864A EP 1675553 A1 EP1675553 A1 EP 1675553A1
Authority
EP
European Patent Office
Prior art keywords
amino
perfume
hydroxyethyl
acid
diamino
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP04730864A
Other languages
German (de)
English (en)
Inventor
Jürgen Schmenger
Petra Braun
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Deutschland GmbH
Original Assignee
Wella GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wella GmbH filed Critical Wella GmbH
Publication of EP1675553A1 publication Critical patent/EP1675553A1/fr
Withdrawn legal-status Critical Current

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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11—Encapsulated compositions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms

Definitions

  • the invention relates to alkali-containing coloring agents for keratin fibers, in particular human hair, which contain direct and / or oxidative dyes and encapsulated and non-encapsulated perfume oils.
  • Coloring preparations are usually in the form of aqueous, preferably thickened, solutions or emulsions and, in addition to dyes, contain, for example, fatty alcohols and / or other oil components, emulsifiers and surfactants and, if appropriate, alcohols.
  • Oxidation colorants generally consist of two components, (i) the dye carrier composition containing the dyes and (ii) the oxidizing agent preparation, which are mixed with one another shortly before use and are then applied to the hair to be colored. All oxidation coloring agents known from the prior art contain a certain amount of alkalizing agent in order to enable and accelerate the dye transport in cooperation with hydrogen peroxide. Most of these oxidation coloring agents contain ammonia or monoethanolamine as alkalizing agents.
  • Ammonia is known for its pungent smell, but because of its molecular size it has the best effect for developing the coloring dye molecules in an oxidation coloring agent.
  • Monoethanolamine is largely odorless, but develops a musty odor in an oxidation dye and has a lower effect than ammonia due to its molecular size.
  • WO 95/16432 describes a perfume system for use in care and styling agents, wherein the encapsulated perfume and the unencapsulated perfume must have a different aroma.
  • the present invention therefore relates to a colorant for keratin fibers containing direct and / or oxidative dyes, characterized in that it contains a perfume system consisting of an encapsulated (preferably microencapsulated) perfume and an unencapsulated perfume, each having the same perfume composition, the Ratio of encapsulated perfume to unencapsulated perfume is approximately equal to 0.5: 3 to 3: 0.5, preferably 1: 1 to 1: 2 or 2: 1.
  • the perfume can be encapsulated by methods known from the literature, for example WO 00/36931 A1.
  • the encapsulation of the perfume is preferably carried out using modified starch and / or oligosaccharides (in particular mannitol) as encapsulation material, the grain size of the encapsulated perfume being 5 nm to 5 mm, preferably 30 ⁇ m to 800 ⁇ m, is.
  • the content of perfume in the encapsulated material is preferably 35 to 65 percent by weight.
  • perfume oils can be used in the perfume system - alone or in combination with one another (in particular the perfumes known for hair colorants), provided they can be encapsulated.
  • the colorant according to the invention preferably contains oxidation dye precursors in which the coloring is produced under the action of oxidizing agents, such as hydrogen peroxide, or in the presence of atmospheric oxygen.
  • suitable oxidation dye precursors are the following developer substances and coupler substances and self-coupling compounds: (i) Developer substances: 1,4-diamino-benzene (p-phenylenediamine), 1,4-diamino-2-methyl-benzene (p -Toluenediamine), 1,4-diamino-2,6-dimethyl-benzene, 1,4-diamino-3,5-diethyl-benzene, 1,4-diamino-2,5-dimethyl-benzene, 1,4- Diamino-2,3-dimethyl-benzene, 2-chloro-1,4-diaminobenzene, 1,4-diamino-2- (thiophene-2-yl) benzene, 1,4-diamino
  • the following compounds are particularly preferred: 2,5-diamino-toluene, 2,4-diaminophenoxyethanol, resorcinol, 2-methylresorcinol, m-aminophenol, 4-amino-m-cresol, 4 -Amino-2-hydroxy-toluene, 6-amino-m-cresol, 2-amino-4-hydroxyethyl-aminoanisole, 1-naphthol, hydroxyethyl-3,4-methylenedioxyaniline, 2,5-diaminophenylethanol, N, N -Bis (2-hydroxyethyl) -p-phenylenediamine, phenyl-methyl-pyrazolone, 1-hydroxyethyl-4,5-diamino-pyrazole and 2-amino-6-chloro-4-nitro-phenol or their salts.
  • the total amount of the oxidation dye precursors contained in the agent according to the invention is about 0.01 to 12 percent by weight, in particular about 0.2 to 6 percent by weight.
  • conventional natural and / or synthetic direct dyes for example so-called plant dyes such as henna or indigo, triphenylmethane dyes, aromatic nitro dyes, azo dyes, quinone dyes, cationic or anionic dyes, can also be present in the colorant.
  • plant dyes such as henna or indigo, triphenylmethane dyes, aromatic nitro dyes, azo dyes, quinone dyes, cationic or anionic dyes
  • Suitable synthetic dyes are: hydroxyethyl-2-nitro-p-toluidine, 2-hydroxyethyl-picraminic acid, 4-nitrophenyl-amino urea, tri (4-amino-3-methylphenyl) carbenium chloride (Basic Violet 2) , 1,4-diamino-9,10-anthracendione (Disperse Violet 1), 1,4-bis [(2-hydroxyethyl) amino] -2-nitrobenzene, 1- (2-hydroxyethyl) - amino-2-nitro-4- [di (2-hydroxyethyl) amino] benzene ( HC Blue No.
  • hydroxyethyl-2-nitro-p-toluidine 2-hydroxyethyl-picraminic acid
  • 4-nitrophenyl-amino-urea tri (4-amino-3-methylphenyl) ) -carbenium chloride
  • Base Violet 2 1, 4-diamino-9,10-anthracendione
  • Dise Violet 1 1, 4-diamino-9,10-anthracendione
  • Dise Violet 1 1 - (2-hydroxyethyl) -amino-2-nitro-4- [di (2-hydroxyethyl ) -amino] -benzene
  • the total amount of direct dyes in the agent according to the invention is about 0.01 to 7 percent by weight, preferably about 0.2 to 4 percent by weight.
  • antioxidants such as, for example, ascorbic acid, thioglycolic acid or sodium sulfite, and complexing agents for heavy metals, for example ethylenediaminetetraacetate or nitriloacetic acid, can be present in the agent according to the invention in an amount of up to about 0.1% by weight.
  • the hair colorant described above can optionally further additives customary for hair colorants, such as higher fatty alcohols, thickeners, for example homopolymers of acrylic acid, vegetable gums, cellulose and starch derivatives, algal polyasaccharides, amphiphilic associative thickeners, and further preservatives;
  • Antioxidants for example sodium sulfite, thioglycolic acid or ascorbic acid; complexing; Solvents such as water, lower aliphatic alcohols, for example aliphatic alcohols having 1 to 4 carbon atoms such as ethanol, propanol and isopropanol, or glycols such as glycerol and 1,2-propylene glycol;
  • the pH of the colorant according to the invention is in the range of about 5 to 10, preferably 6 to 9, in the case of non-oxidative colorants based on direct dyes, while the pH in a range of about in the case of oxidative colorants based on oxidation dye precursors 6 to 12, preferably 9 to 11, the pH of the ready-to-use oxidizing hair dye (ie the mixture of the hair dye according to the invention with the oxidizing agent) being about ⁇ , 5 to 10, preferably 6 to 9.
  • the pH is preferably adjusted with ammonia or organic amines, such as, for example, glucamines, aminomethyl propanol, monoethanolamine or triethanolamine, inorganic bases, for example sodium hydroxide, potassium hydroxide, sodium carbonate or calcium hydroxide, or organic or inorganic acids, such as lactic acid, citric acid, acetic acid or phosphoric acid.
  • ammonia or organic amines such as, for example, glucamines, aminomethyl propanol, monoethanolamine or triethanolamine
  • inorganic bases for example sodium hydroxide, potassium hydroxide, sodium carbonate or calcium hydroxide
  • organic or inorganic acids such as lactic acid, citric acid, acetic acid or phosphoric acid.
  • the agent according to the invention is preferably packaged in the form of an aqueous or aqueous-alcoholic preparation, for example as a thickened solution, as an emulsion, as a cream or as a gel.
  • the coloring agent described above is generally mixed with an oxidizing agent immediately before use and one is used for coloring sufficient amount, usually about 60 to 200 grams, of the ready-to-use preparation on the fiber.
  • the colorant according to the invention contains no oxidation dye precursors or contains oxidation dye precursors which can be easily oxidized with atmospheric oxygen, it can be applied directly to the keratin fiber without prior mixing with an oxidizing agent.
  • the main oxidizing agents used to develop the color are hydrogen peroxide or its addition compounds with urea, melamine or sodium borate in the form of a 1 to 12 percent, preferably 1.5 to 6 percent aqueous solution.
  • the mixing ratio of colorant to oxidizing agent depends on the concentration of the oxidizing agent and is usually about 5: 1 to 1: 2, preferably 1: 1, the content of oxidizing agent in the ready-to-use preparation preferably being about 0.5 to 8 percent by weight, in particular 1 to 4 percent by weight.
  • the ready-to-use colorant is allowed to act on the keratin fiber (for example human hair) at 15 to 50 ° C. for about 10 to 45 minutes, preferably for about 15 to 30 minutes, the fiber is then rinsed out with water and dried. If necessary, this rinse is washed with a shampoo and possibly rinsed with a weak organic acid, such as tartaric acid. The keratin fiber is then dried.
  • the combination according to the invention of encapsulated (preferably microencapsulated) perfume and unencapsulated perfume with each The same composition can be contained both in the paint carrier composition and in the oxidizing agent preparation.
  • Another object of the present application is the use of a perfume system consisting of an encapsulated (preferably microencapsulated) perfume and an unencapsulated perfume, each with the same composition, the ratio of encapsulated perfume to unencapsulated perfume being approximately equal to 0.5: 3 to 3: 0 , 5, preferably 1: 1 to 1: 2 or 2: 1, for eliminating or masking the unpleasant odors of alkalizing agents, in particular in hair colorants.
  • a perfume system consisting of an encapsulated (preferably microencapsulated) perfume and an unencapsulated perfume, each with the same composition, the ratio of encapsulated perfume to unencapsulated perfume being approximately equal to 0.5: 3 to 3: 0 , 5, preferably 1: 1 to 1: 2 or 2: 1, for eliminating or masking the unpleasant odors of alkalizing agents, in particular in hair colorants.
  • encapsulated perfume and unencapsulated perfume each with the same composition, enables excellent coverage of the unpleasant odor of alkalizing agents (such as ammonia or organic amines), in particular in colorants for keratin fibers.
  • alkalizing agents such as ammonia or organic amines
  • Example 1 Anionic oxidation hair dye, cream-shaped
  • the above hair dye are mixed with 50 g of a 6 percent aqueous hydrogen peroxide solution immediately before use. A homogeneous, cosmetically appearing dye preparation is obtained. The mixture thus obtained is then applied to natural blonde hair. After an exposure time of 30 minutes at 40 ° C, the hair is rinsed with water and dried. The Hair gets a bright, copper-red color.
  • the agent according to the invention has only a slight ammonia odor during the mixing and during the exposure time.
  • Example 2 Cationic oxidation hair dye for lightening, cream-shaped
  • liquid coloring material (A) are mixed with 80 g of the hydrogen peroxide emulsion (B), corresponding to a mixing ratio of (A) :( B) of 1: 2, and 120 g of this mixture are applied to gray, human Hair on. After an exposure time of 20 minutes at room temperature, the hair is rinsed with water and dried. The hair treated in this way is colored evenly light brown from the hairline to the ends of the hair. The smell of ammonia from the agent is low, both during mixing and during the exposure time.
  • Example 3 Cationic oxidation hair dye, cream-shaped
  • the agent according to the invention has only a slight amine odor during mixing and during the contact time.
  • Components A and B are mixed 1: 1 with each other before use and the creamy-colored dye obtained is then applied to washed and towel-dried blond natural hair, after an exposure time of about 20 to 2 ⁇ minutes, the hair is rinsed with water and washed with a shampoo and then rinsed again with water. A shiny, intense red shade is obtained.
  • the ready-to-use product has only a slight amine smell.
  • Example 5 Anionic oxidation hair dye
  • a homogeneous, cosmetically appearing dye preparation is obtained.
  • the mixture thus obtained is then applied to natural blonde hair. After an exposure time of 30 minutes at 40 ° C, the hair is rinsed with water and dried. The hair gets a fashionable red color.
  • the agent according to the invention has only a slight ammonia odor during the mixing and during the exposure time.

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

Abstract

L'invention concerne un colorant pour fibres kératiniques renfermant des colorants directs et/ou oxydants, caractérisé en ce qu'il présente un système de parfums comprenant un parfum encapsulé et un parfum non encapsulé, chacun d'eux étant de même composition, et en ce que le rapport du parfum encapsulé au parfum non encapsulé est compris entre environ 0,5 : 3 et 3 : 0,5. L'invention concerne en outre l'utilisation du système de parfums précité en vue d'éliminer ou de masquer les odeurs gênantes des agents d'alcalinisation.
EP04730864A 2003-10-10 2004-05-03 Colorant pour fibres keratiniques Withdrawn EP1675553A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10347243A DE10347243A1 (de) 2003-10-10 2003-10-10 Färbemittel für Keratinfasern
PCT/EP2004/004631 WO2005044207A1 (fr) 2003-10-10 2004-05-03 Colorant pour fibres keratiniques

Publications (1)

Publication Number Publication Date
EP1675553A1 true EP1675553A1 (fr) 2006-07-05

Family

ID=34399444

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04730864A Withdrawn EP1675553A1 (fr) 2003-10-10 2004-05-03 Colorant pour fibres keratiniques

Country Status (6)

Country Link
US (1) US7320711B2 (fr)
EP (1) EP1675553A1 (fr)
JP (1) JP2007508252A (fr)
BR (1) BRPI0410862B1 (fr)
DE (1) DE10347243A1 (fr)
WO (1) WO2005044207A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007077114A (ja) * 2005-09-16 2007-03-29 Hoyu Co Ltd 染毛剤組成物及び脱色剤組成物
DE102007053952A1 (de) 2007-11-09 2009-05-14 Henkel Ag & Co. Kgaa Mittel enthaltend Esterverbindung mit Wachsalkoholkomponente
JP6859028B2 (ja) * 2016-05-25 2021-04-14 高砂香料工業株式会社 粉末染毛剤用香料組成物
EP3697370B1 (fr) * 2018-01-26 2024-06-12 Firmenich SA Composition de soin capillaire contenant des microcapsules
FR3102361B1 (fr) * 2019-10-28 2022-06-10 Oreal Particules solides colorantes enrobées comprenant au moins un colorant direct et/ou un précurseur de colorant d’oxydation

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4407231A (en) 1981-09-28 1983-10-04 The Clorox Company Movement activated odor control animal litter
US5320835A (en) 1989-10-25 1994-06-14 Avon Products, Inc. Cosmetic formulation having a palette of color shades renewable by mechanical action
SG54200A1 (en) * 1993-03-31 1998-11-16 Procter & Gamble Absorbent articles for odor control with positive scent signal
WO1995016432A2 (fr) 1993-12-07 1995-06-22 The Procter & Gamble Company Composition cosmetique de nettoyage avec systeme de parfum diffusant deux aromes
US6287550B1 (en) * 1996-12-17 2001-09-11 The Procter & Gamble Company Animal care system and litter with reduced malodor impression
DE19822579A1 (de) * 1997-06-12 1999-06-10 Daimler Benz Ag Bremsscheibe, insbesondere für ein Kraftfahrzeug
EP1139791B1 (fr) 1998-12-18 2004-10-13 Symrise GmbH & Co. KG Preparations d'aromes et/ou de parfums encapsulees
DE19933452A1 (de) * 1999-07-16 2000-02-17 Wella Ag Verkapselte Duft- oder Wirkstoffe enthaltendes Haarkonditioniermittel in Gelform
DE60015795T2 (de) 1999-12-13 2005-12-15 Symrise Gmbh & Co. Kg Geruchsneutralisierungsmittel
DE10008305A1 (de) * 2000-02-23 2001-09-06 Henkel Kgaa Mittel zur Reinigung und Pflege von Haut und/oder Haaren
JP2003277246A (ja) * 2002-03-22 2003-10-02 Takasago Internatl Corp 消臭剤組成物

Non-Patent Citations (1)

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Title
See references of WO2005044207A1 *

Also Published As

Publication number Publication date
US20060121070A1 (en) 2006-06-08
DE10347243A1 (de) 2005-05-04
BRPI0410862B1 (pt) 2015-11-24
WO2005044207A1 (fr) 2005-05-19
JP2007508252A (ja) 2007-04-05
US7320711B2 (en) 2008-01-22
BRPI0410862A (pt) 2006-07-04

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