WO2003047542A1 - Hair bleaching and colouring composition which comprise trasition metal catalysts - Google Patents

Hair bleaching and colouring composition which comprise trasition metal catalysts Download PDF

Info

Publication number
WO2003047542A1
WO2003047542A1 PCT/EP2002/013563 EP0213563W WO03047542A1 WO 2003047542 A1 WO2003047542 A1 WO 2003047542A1 EP 0213563 W EP0213563 W EP 0213563W WO 03047542 A1 WO03047542 A1 WO 03047542A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
hair
transition metal
water
complex
Prior art date
Application number
PCT/EP2002/013563
Other languages
English (en)
French (fr)
Inventor
John Brian Bartolone
Van Au
Stephen Alan Madison
Original Assignee
Unilever Plc
Unilever Nv
Hindustan Lever Limited
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 Unilever Plc, Unilever Nv, Hindustan Lever Limited filed Critical Unilever Plc
Priority to AU2002350721A priority Critical patent/AU2002350721A1/en
Publication of WO2003047542A1 publication Critical patent/WO2003047542A1/en

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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • 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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/08—Preparations for bleaching 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
    • 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
    • A61K2800/58—Metal complex; Coordination compounds

Definitions

  • bleach compositions have been used to lighten the colour of hair.
  • Bleach compositions have comprised, for example, inorganic peroxygen oxidizing agents, which can be water soluble, and which can include hydrogen peroxide, inorganic alkali metal peroxides, such as sodium periodate, and inorganic perhydrate salts such as metal salts of perborates.
  • these bleaching compositions have often included ammonia.
  • compositions often failed to bleach hair efficiently—that is to say, these compositions have often failed to provide for a large degree of hair lightening per amount of composition employed.
  • U.S. Patent 6,004,355 discloses hair colouring compositions which comprise (a) a water-soluble peroxygen oxidizing agent, (b) an organic peroxyacid precursor oxidizing aid, and (c) one or more oxidative hair colouring agents.
  • the compositions may be used in processes for colouring human or animal hair and may be conveniently provided in kits wherein each of the aforementioned components are individually packaged.
  • WO 97/24108 and WO 97/24107 disclose hair bleaching compositions comprising: a) a water - soluble peroxygen bleach and (b) a bleaching aid selected from organic peroxyacid bleach precursors and /or preformed organic peroxyacids.
  • the products can provide hair bleaching and in- use efficacy benefits including reduced hair damage at lower pH.
  • U.S. Patent 5,873,910 discloses a process for the two- stage oxidation dyeing of keratin fibers by applying to the keratin fibers:
  • composition A containing at least one manganese salt and/or a manganese complex
  • composition B having a pH of greater than or equal to 6, and resulting from the extemporaneous mixing of at least one composition Bl containing at least one 4- substituted 1-naphthol and at least one composition B2 containing at least one oxidizing agent, and corresponding multi-compartment dyeing kit.
  • This patent discloses 1, 4 , 7-trimethyl-l , 4 , 7- triazacyclononane as a manganese complex to be used in its process at column 10, lines 20-25.
  • DE 19852972 discloses the use of 1 , 4 , 7-trimethyl- 1 , 4 , 7-triazacyclononane in hair dye formation.
  • WO 99/33435 discloses the use of transitional metal complexes of a specified formula for dying keratin fibers.
  • the transitional metals include manganese, iron, cobalt, ruthenium, molybdenum, and vanadium.
  • WO 01/28508 discloses a hair bleaching and colouring composition
  • a hair bleaching and colouring composition comprising a) an oxidising agent b) an oxidative and/or non-oxidative hair colouring agent; and c) ammonium carbonate and/or carbamate; wherein the pH of the composition lies in the range of from about 7 to about 9.
  • the products can provide hair colouring, a wide variety of shades, grey coverage, reduced skin irritation and hair damage and reduced odour.
  • the present invention is related to hair bleaching compositions suitable for the treatment of human or animal hair. According to one aspect of the present invention, there are provided two hair bleaching compositions which are used successively to bleach and/or lighten hair.
  • the first composition comprises:
  • the second composition is next applied to the hair, and comprises the following compositions which are mixed just prior to application to the hair:
  • oxidative hair bleaching agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol, a catechol and mixtures thereof.
  • % means weight % of the total composition unless otherwise designated.
  • the compositions of the invention are made using known ingredients or with ingredients analogous to those known in the art.
  • the packages or containers to be used with the compositions of the invention are made using known processes and materials or by processes and materials which are analogous to those known in the art .
  • compositions of the invention are used in a two step process for the bleaching and/or lightening of hair. That is, a first composition comprising transition metal catalysts is contacted with the hair, and then a second composition comprises (a) a water-soluble peroxygen oxidizing agent; and optionally (b) one or more oxidative hair colouring agents. If the (b) one or more oxidative hair colouring agents are present, then component (a) and
  • hair to be treated may be "living " i.e. on a living body or may be "non-living” i.e. in a wig, hairpiece or other aggregation of non-living fibres.
  • Mammalian, preferably human hair is preferred.
  • wool, fur and other melanin containing fibres are suitable substrates for the compositions according to the present invention.
  • final bleaching composition means the composition which is present in the hair after the transition metal composition and the bleaching composition have been added.
  • the final hair bleaching compositions can contain, in addition to a mixture of active oxidizing agents, transition metal salts or complexes and oxidative hair colouring agents such as, by way of example, an aromatic diamine, an aminophenol , a polyhydric phenol, a catechol and mixtures thereof; and also may contain sequestrants, thickeners, buffers, carriers, surfactants, solvents, polymers non-oxidative dyes and conditioners.
  • a hair bleaching composition comprising a first composition which comprises:
  • composition (a) a transition metal complex or salt; which is first applied to the hair; and a second composition, which comprises the following two compositions which are mixed just prior to application to the hair:
  • the invention also relates to a composition comprising a transition metal wherein the transition metal salt and/or transition metal complex is selected from group IB, 6B, 7B or 8B metals and an azamacrocycle .
  • the invention also relates to a composition wherein a water-soluble peroxygen oxidizing agent is selected from hydrogen peroxide, sodium perborate, sodium percarbonate, and urea peroxide complexes.
  • a water-soluble peroxygen oxidizing agent is selected from hydrogen peroxide, sodium perborate, sodium percarbonate, and urea peroxide complexes.
  • the invention also relates to a composition wherein the transition metal complex is formed from a manganese salt and 1,4, 7-trimethyl-l, 4 , 7-triazacyclononane .
  • the invention also relates to a composition wherein said manganese complex is bis (octahydro-1 , 4 , 7-trimethyl-lH-
  • the invention also relates to a composition wherein the weight ratio of water-soluble peroxygen oxidizing agent to transition metal complex is in the range of from about 6000:1 to about 1:2; or about 4000:1 to about 100:1; or about 600:1 to about 60:1.
  • the invention also relates to a composition wherein the weight ratio of water-soluble peroxygen oxidizing agent to transition metal complex is from about 2000:1 to about 1:1;
  • the invention also relates to a composition wherein the weight ratio of water-soluble peroxygen oxidizing agent to transition metal complex is from about from 600:1 to about 60:1;
  • the invention also relates to a composition wherein the said transition metal salt and/or transition metal catalyst are present in a concentration ranging from about 0.0001% to about 0.2%, or from about 0.001% to about 0.5% or from about 0.001% to about 0.1% by weight of metal equivalents relative to the total weight of the final bleach composition;
  • the invention also relates to a composition, which further comprises a buffering agent;
  • the invention also relates to a composition having one or more oxidative hair bleaching agents as described above which has a pH of about 5 to about 11.
  • the invention also relates to a composition as described above which further comprises a surfactant selected from the group consisting of anionic, nonionic, cationic, zwitterionic, amphoteric surfactants and mixtures thereof .
  • a surfactant selected from the group consisting of anionic, nonionic, cationic, zwitterionic, amphoteric surfactants and mixtures thereof .
  • the invention also relates to a hair bleaching kit comprising an individually packaged transition metal salt and/or transition metal complex with additional agents and individually packaged oxidizing or bleaching component with additional agents, which when mixed forms a composition of the invention.
  • a hair bleaching composition comprising:
  • composition comprising from about 0.01% to about 10% by weight of a water-soluble peroxygen oxidizing agent
  • composition comprising from about 0.0001% to about 7% by weight of one or more oxidative hair colouring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol, a catechol and mixtures thereof .
  • the invention also relates to compositions for bleaching human or animal hair wherein the hair bleaching composition comprises:
  • composition comprising from about 0.001% to about 1.0% by weight of a transition metal salt and/or transition metal complex
  • composition which comprises the following two compositions which are mixed just prior to application to the hair: (a) a composition comprising from about 0.5% to about 20% by weight of a water-soluble peroxygen bleaching compound
  • an oxidative hair colouring dye selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol, a catechol and mixtures thereof .
  • composition comprising from about 5% to 50% additional agents selected from surfactants, buffering agents, oxidation bases and/or couplers from about 20% to about 95.5% by weight of an inert diluent
  • the invention also relates to a process for bleaching human or animal hair wherein the hair bleaching composition comprises applying to the hair the compositions described above .
  • compositions of the present invention are unexpectedly effective for lightening and bleaching very dark brown or black hair.
  • transition metal complex composition of the present invention when (a) transition metal complex composition of the present invention is first applied to very dark brown hair or black hair;
  • compositions which comprise (a) a water-soluble peroxygen oxidizing agent; and (b) optionally a composition comprising the following compositions (which are mixed just prior to application to the hair) are applied to said very dark hair brown or black hair there is obtained a very dramatic change colour of the hair.
  • the first composition comprising a transition metal complex composition is applied first to the hair over the period of about a few seconds to about a minute .
  • the second composition comprising an oxidizing or bleaching agent is applied and left on the hair for a period of about 10 minutes to about 45 minutes.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the colour value. The higher the L, therefore, the lighter the hair, and the more fading that has occurred.
  • L indicates the lightness or darkness of the
  • compositions of the invention comprise a transition metal containing catalyst for the peroxide oxidizing agents.
  • a catalyst system comprising a heavy metal cation of defined catalytic activity, such as copper, iron or manganese cations, an auxiliary metal cation having little or no catalytic activity, such as zinc or aluminum cations, and a sequestrant having defined stability constants for the catalytic and auxiliary metal cations, particularly ethylenediaminetetraacetic acid, ethylenediaminetetra (methylenephosphonic acid) and water- soluble salts thereof.
  • ethylenediaminetetraacetic acid ethylenediaminetetra (methylenephosphonic acid) and water- soluble salts thereof.
  • Suitable catalysts include the manganese-based complexes disclosed in U.S. Patent No. 5,246,621 and U.S. Patent No.. 5,244,594 which is hereby incorporated by reference .
  • Preferred examples of these catalysts include Mn IV 2 ( ⁇ -O) 3 (1 ,4, 7-trimethyl-l , 4 , 7-triazacyclononane) 2- (PF6) 2, Mn IJI 2( ⁇ -O) 1 ( ⁇ -OAc) 2 ( 1,4, 7-trimethyl- 1,4, 7- triazacyclononane) 2- (CIO 4 ) 2, Mn IV 4 ( ⁇ -O) 6 ( 1,4,7- triazacyclononane) 4-(Cl0 4 )2, Mn Ii:[ Mn IV 4 ( ⁇ -O) 1 ( ⁇ -OAc)2-( 1, 4 , 7-trimethyl- 1,4, 7-triazacyclononane) 2-(Cl0 4 )3, and mixtures thereof.
  • Mn(l, 4, 7-trimethyl-1,4, 7-triazacyclononane) (OCH 3 ) 3 - (PF6) is disclosed in U.S. Pat. 5,114,606, which is hereby incorporated by reference. It is a water-soluble complex of manganese (III) and/or (IV) with a ligand which is a noncarboxylate polyhydroxy compound having at least three consecutive C-OH groups .
  • binuclear Mn complexed with tetra-N-dentate and bi-N-dentate ligands including N 4 Mn II]: ( ⁇ -0) 2 Mn IV N 4 ) + and [Bipy2Mn I]: ⁇ ( ⁇ -0) 2 Mn Iv bipy2] - (C10 4 ) 3 .
  • Suitable catalysts include the manganese-based salts as described in U.S. Patent No. 5,873, 610 which is hereby incorporated by reference.
  • compositions of the invention comprise one or more transition metal catalysts.
  • concentration of each catalyst is from about 0.0001% to about 1% by weight and is preferably from about 0.001% to about 0.1% by weight.
  • the total combined level of catalysts in the compositions according to the present invention is from about 0.0001% to about 2%, preferably from about 0.001 % to about 0.2%, more preferably from about 0.001% to about 0.1% by weight .
  • compositions of the invention may comprise at least one water-soluble peroxygen oxidizing agent.
  • Water-soluble as described herein means a peroxygen oxidizing agent compound, which can be substantially solubilised in water.
  • the peroxygen oxidizing agents useful herein are generally inorganic peroxygen materials capable of yielding hydrogen peroxide in an aqueous solution.
  • Water-soluble peroxygen oxidizing compounds are well known in the art and include hydrogen peroxide, inorganic alkali metal peroxides such as sodium periodate and sodium peroxide and organic peroxides such as urea peroxide, melamine peroxide, and inorganic perhydrate salt oxidizing compounds, such as the alkali metal salts of perborates, percarbonates, perphosphates, persilicates, persulphates and the like. These inorganic perhydrate salts may be incorporated as monohydrates, tetrahydrates, and the like. Mixtures of two or more such oxidizing agents can be used if desired. Preferred for use in the compositions according to the present invention is hydrogen peroxide.
  • the peroxygen oxidizing agent is present in the compositions of the present invention at a level of from about 0.01% to about 9%, preferably from about 0.1% to about 6%, more preferably from about 0.2% to about 4% by weight.
  • compositions of the present invention comprising particular oxidising agents with particular transition metal salts or catalysts with oxidative dyes are valuable for the delivery of good high intensity colours with reduced levels of dye and peroxide.
  • good hair colouring results can be achieved using the oxidizing systems of the present invention and up to about 84% less dye versus conventional hair colouring compositions.
  • the compositions according to the present invention are valuable for the delivery of good initial colour and wash fastness over time in addition to having low hair damage attributes .
  • compositions of the present invention may optionally include one or more oxidative hair colouring agents.
  • oxidative hair colouring agents are used in combination with the oxidizing systems of the present invention to formulate permanent, hair dye compositions.
  • Permanent hair dye compositions as described herein are compositions, which once applied to the hair are substantially resistant to wash-out. Wash-out as described herein is the process by which hair colour is removed from the hair over time during normal hair cleansing regimen.
  • the concentration of each oxidative hair colouring agent is from about 0.0001% to about 7% by weight and is preferably from about 0.001% to about 2.0% by weight.
  • the total combined level of oxidative hair colouring agents in the compositions according to the present invention is from about 0.01% to about 15%, preferably from about 0.01 % to about 10%, more preferably from about 0.1% to about 5% by weight.
  • Oxidative hair colouring agents which can be used in compositions of the invention can be selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol, a catechol and mixtures thereof. Oxidative hair colouring agents which can also be called oxidative dyes are described in more detail below.
  • the dye forming intermediates used in oxidative dyes can be aromatic diamines, aminophenols and their derivatives. These dye-forming intermediates can be classified as; primary and secondary intermediates. Primary intermediates are chemical compounds, which by themselves will form a dye upon oxidation. The secondary intermediates, are also known as colour modifiers or couplers and are used with other intermediates for specific colour effects or to stabilise the colour.
  • the oxidation dye intermediates which are suitable for use in the compositions and processes herein include aromatic diamines, polyhydric phenols, aminophenols and derivatives of these aromatic compounds (e.g., N-substituted derivatives of the amines, and ethers of the phenols) .
  • Primary oxidation dye intermediates are generally colourless molecules prior to oxidation.
  • the oxidation dye colour is generated when the primary intermediate is activated and subsequently joined with a secondary intermediate (coupling agent), which is also generally colourless, to form a coloured, conjugated molecule.
  • oxidation hair dye precursors or intermediates include those monomeric materials which, on oxidation, form oligomers or polymers having extended conjugated systems of electrons in their molecular structure. Because of the new electronic structure, the resultant oligomers and polymers exhibit a shift in their electronic spectra to the visible range and appear coloured.
  • oxidation dye precursors capable of forming coloured polymers include materials such as aniline, which has a single functional group and which, on oxidation, forms a series of conjugated imines and quinoid dimers, trimers, and the like, ranging in colour from green to black.
  • oxidation dye precursors such as those detailed hereinafter, are preferably used in conjunction with the oxidation dye precursors herein.
  • Colour modifiers such as those detailed hereinafter, are preferably used in conjunction with the oxidation dye precursors herein.
  • a representative list of oxidation dye precursors suitable for use is found in Sagarin, "Cosmetic Science and Technology Interscience, Special Edn. Vol 2 pages 308 to 310, which is hereby incorporated by reference.
  • the typical aromatic diamines, polyhydric phenols, aminophenols, and derivatives thereof, described above as primary dye precursors can also have additional substituents on the aromatic ring, e.g. halogen, aldehyde, carboxylic acid, nitro, sulfonic acid and substituted and unsubstituted hydrocarbon groups, as well as additional substituents on the amino nitrogen and on the phenolic oxygen, e.g. substituted and unsubstituted alkyl and aryl groups.
  • Nonlimiting examples of suitable aromatic diamines, aminophenols, polyhydric phenols and derivatives thereof, respectively, are the following compounds:
  • N,N-diisopropyl-p-phenylenediamine bicarbonate N,N-dimethyl -p-phenylenediamine
  • Additional oxidation dye couplers suitable for use herein include catechol species and in particular catechol "dopa" species which includes dopa itself as well as homologs, analogs and derivatives of DOPA.
  • Other suitable dye precursors are dihydroxyindole (DHI) , dihydroxyindolecarboxylic acid (DHICA) and derivatives thereof, indolines and derivatives thereof.
  • DHI dihydroxyindole
  • DHICA dihydroxyindolecarboxylic acid
  • suitable catechol species include cysteinyl dopa, alpha alkyl dopa having 1 to 4 , preferably 1 to 2 carbon atoms in the alkyl group, epinephrine and dopa alkyl esters having 1 to 6, preferably 1 to 2 carbon atoms in the alkyl group.
  • oxidation dye couplers can be used herein alone or in combination with other oxidation dye couplers (precursors) mentioned above.
  • the choice of a single dye coupler (precursor) will be determined by the colour, shade and intensity of colouration which is desired.
  • oxidation dye couplers which can be used herein, singly or in combination, to provide oxidation hair dyes having a variety of shades ranging from ash blonde to black; these are: pyrogallol, resorcinol, p-toluenediamine, o- phenylenediamine, m-phenylenediamine, o-aminophenol , p- aminophenol, 4-amino-2-nitrophenol , nitro-p- phenylenediamine, N-phenyl-p-phenylenediamine, m- aminophenol , 2-amino-3 -hydroxypyridine, N,N bis (2- hydroxyethyl) p-phenylenediamine, 4-amino-2-hydroxytoluene, 1, 5-dihydroxynapthalene 2 , 4-diaminoanisole, hydroquinone, 4- amino-2-hydroxytoluene, 2 -methyl resorcino
  • compositions of the present invention comprising particular oxidizing agents with particular transition metal salts or catalysts with oxidative dyes are valuable for the delivery of good high intensity colours with reduced levels of dye and peroxide.
  • good hair colouring results can be achieved using the oxidizing systems of the present invention and up to about 84% less dye versus conventional hair colouring compositions.
  • the compositions according to the present invention are valuable for the delivery of good initial colour and wash fastness over time in addition to having low hair damage attributes .
  • Water is the preferred principal diluent for the compositions according to the present invention.
  • the compositions of present invention may also include one or more solvents as additional diluent materials.
  • the solvent is selected to be miscible with water and innocuous to the skin.
  • Solvents suitable for use herein include C ⁇ -C 2 o mono- or polyhydric alcohols and their ethers, glycerine, with monohydric and dihydric alcohols and their ethers preferred. In these compounds, alcoholic residues containing 2 to 10 carbon atoms are preferred.
  • a particularly preferred group includes ethanol , isopropanol, n-propanol, butanol, propylene glycol, ethylene glycol monoethyl ether, and mixtures thereof.
  • compositions of the invention may also include the following materials.
  • the colouring compositions of the present invention may have a pH in the range of from about 5 to about 11, more preferably from about 6 to about 8, and especially from about 6 to about 7.
  • the preferred colouring compositions of the present invention may contain one or more buffering agents and/or hair swelling agents (HSAs) to adjust the pH to the desired level.
  • HSAs hair swelling agents
  • Several different pH modifiers can be used to adjust the pH of the final composition or any constituent part thereof.
  • composition containing one or more oxidative hair colouring agents of the present invention may additionally include a thickener at a level of from about 0.05 % to about 20%, preferably from about 0.1 % to about 10%, more preferably from about 0.5% to about 5% by weight.
  • Thickening agents suitable for use in the compositions of the invention may be selected from the group consisting of oleic acid, cetyl alcohol, oleyl alcohol, sodium chloride, cetearyl alcohol, stearyl alcohol, and synthetic thickeners; and mixtures thereof.
  • compositions of the present invention may additionally contain a surfactant system.
  • Suitable surfactants for inclusion in the compositions of the invention generally have a lipophilic chain length of from about 8 to about 22 carbon atoms and can be selected from the group consisting of anionic, cationic, nonionic, amphoteric, zwitterionic surfactants and mixtures thereof.
  • compositions of the invention may be employed in the following ranges:
  • PPD p-phenylene-diamine
  • composition which comprises oxidative hair colouring agents (and which may optionally be included in the compositions of the invention) :
  • Buffering agent, surfactants, perfume oil and solvent are mixed at 55°C to obtain a homogenous solution (part 1) .
  • Deionized water is added to the beaker and mixing is continued.
  • Antioxidants are added followed by solvent and nitrogen blanketing is begun.
  • Dyes are added and the mixture is heated to 50-55°C and further mixed until the solution is clear.
  • the solution is cooled to 40-45°C and more water is added. How to use compositions of the invention
  • a first composition of the invention comprises:
  • composition of the invention comprises a mixture of the following two compositions :
  • oxidative hair colouring agents selected from the group consisting of an aromatic diamine, an aminophenol, a polyhydric phenol, a catechol and mixtures thereof .
  • the hair to be coloured can first be made wet with water. Then a transition metal salt or complex as described above, can be applied to the hair. Application temperatures may be in the range from about 15 to about 45 degrees C, or about 15 to 40 degrees C. Then a water-soluble peroxygen oxidizing agent; and one or more oxidative hair colouring agents as described above, are thoroughly mixed together, and soon after, this mixture is applied to the hair. Again, application temperatures may be in the range from about 15 to about 45 degrees C or about 15 to about 40 degrees C or also about 20 to about 50 degrees C. After a contact time of about 10 to about 45 minutes, or about 5 to about 30 minutes, the hair is thoroughly rinsed.

Landscapes

  • 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)
PCT/EP2002/013563 2001-12-05 2002-11-29 Hair bleaching and colouring composition which comprise trasition metal catalysts WO2003047542A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2002350721A AU2002350721A1 (en) 2001-12-05 2002-11-29 Hair bleaching and colouring composition which comprise trasition metal catalysts

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US595001A 2001-12-05 2001-12-05
US10/005,950 2001-12-05

Publications (1)

Publication Number Publication Date
WO2003047542A1 true WO2003047542A1 (en) 2003-06-12

Family

ID=21718514

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/013563 WO2003047542A1 (en) 2001-12-05 2002-11-29 Hair bleaching and colouring composition which comprise trasition metal catalysts

Country Status (3)

Country Link
AR (1) AR037706A1 (es)
AU (1) AU2002350721A1 (es)
WO (1) WO2003047542A1 (es)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005102263A1 (en) * 2004-04-23 2005-11-03 Lonza Inc. Personal care compositions and concentrates for making the same
US7758659B2 (en) 2006-08-10 2010-07-20 Combe Incorporated Catalyzed air oxidation haircolor
FR2954119A1 (fr) * 2009-12-23 2011-06-24 Oreal Composition comprenant au moins un derive d'orthodiphenol un derive metallique de managanese (iii) a (vii) et un agent alcalinisant, pour colorer les fibres keratiniques
FR2968946A1 (fr) * 2010-12-20 2012-06-22 Oreal Procede de coloration de fibres keratiniques a partir de derives du resorcinol, de sels de sulfate, d'agents oxydant et d'agent alcalinisant
WO2013083510A2 (en) 2011-12-06 2013-06-13 Unilever Plc Hair colour composition
FR2984147A1 (fr) * 2011-12-20 2013-06-21 Oreal Procede d'eclaircissement mettant en oeuvre une composition riche en corps gras et des catalyseurs metalliques, et dispositif approprie
US20140353200A1 (en) * 2011-12-20 2014-12-04 L'oreal Oxidation dyeing process using a composition rich in fatty substances and metal catalysts, and device suitable therefor
FR3124381A1 (fr) * 2021-06-28 2022-12-30 L'oreal Procédé d’éclaircissement des fibres kératiniques mettant en œuvre une composition à pH basique comprenant un ou plusieurs composés métalliques particuliers

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0507448A2 (en) * 1991-03-07 1992-10-07 Bristol-Myers Squibb Company Oxidative hair dyeing process with catalytic pretreatment
US5194416A (en) * 1991-11-26 1993-03-16 Lever Brothers Company, Division Of Conopco, Inc. Manganese catalyst for activating hydrogen peroxide bleaching
US5873910A (en) * 1996-12-23 1999-02-23 L'oreal Process for the two-stage oxidation dyeing of keratin fibers with a manganese complex or salt and a 4-substituted 1-naphthol, and dyeing kit
WO1999033435A1 (de) * 1997-12-23 1999-07-08 Henkel Kommanditgesellschaft Auf Aktien Verwendung von übergangsmetallkomplexen zum färben von keratinhaltigen fasern
DE19852972A1 (de) * 1998-11-17 2000-05-18 Henkel Kgaa Färbemittel mit Übergangsmetallkomplexen
WO2001028508A1 (en) * 1999-10-20 2001-04-26 The Procter & Gamble Company Hair coloring compositions and methods
WO2003011237A2 (en) * 2001-07-30 2003-02-13 Unilever Plc Transition metal complexes as dye forming catalysts in hair coloring compositions

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0507448A2 (en) * 1991-03-07 1992-10-07 Bristol-Myers Squibb Company Oxidative hair dyeing process with catalytic pretreatment
US5194416A (en) * 1991-11-26 1993-03-16 Lever Brothers Company, Division Of Conopco, Inc. Manganese catalyst for activating hydrogen peroxide bleaching
US5873910A (en) * 1996-12-23 1999-02-23 L'oreal Process for the two-stage oxidation dyeing of keratin fibers with a manganese complex or salt and a 4-substituted 1-naphthol, and dyeing kit
WO1999033435A1 (de) * 1997-12-23 1999-07-08 Henkel Kommanditgesellschaft Auf Aktien Verwendung von übergangsmetallkomplexen zum färben von keratinhaltigen fasern
DE19852972A1 (de) * 1998-11-17 2000-05-18 Henkel Kgaa Färbemittel mit Übergangsmetallkomplexen
WO2001028508A1 (en) * 1999-10-20 2001-04-26 The Procter & Gamble Company Hair coloring compositions and methods
WO2003011237A2 (en) * 2001-07-30 2003-02-13 Unilever Plc Transition metal complexes as dye forming catalysts in hair coloring compositions

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005102263A1 (en) * 2004-04-23 2005-11-03 Lonza Inc. Personal care compositions and concentrates for making the same
US7758659B2 (en) 2006-08-10 2010-07-20 Combe Incorporated Catalyzed air oxidation haircolor
FR2954119A1 (fr) * 2009-12-23 2011-06-24 Oreal Composition comprenant au moins un derive d'orthodiphenol un derive metallique de managanese (iii) a (vii) et un agent alcalinisant, pour colorer les fibres keratiniques
CN103249392A (zh) * 2010-12-20 2013-08-14 莱雅公司 使用间苯二酚衍生物、硫酸盐、氧化剂和碱化剂对角蛋白纤维进行染色的方法
FR2968946A1 (fr) * 2010-12-20 2012-06-22 Oreal Procede de coloration de fibres keratiniques a partir de derives du resorcinol, de sels de sulfate, d'agents oxydant et d'agent alcalinisant
WO2012084473A1 (en) * 2010-12-20 2012-06-28 L'oreal Process for dyeing keratin fibres using resorcinol derivatives, sulfate salts, an oxidizing agent and a basifying agent
WO2013083510A2 (en) 2011-12-06 2013-06-13 Unilever Plc Hair colour composition
FR2984147A1 (fr) * 2011-12-20 2013-06-21 Oreal Procede d'eclaircissement mettant en oeuvre une composition riche en corps gras et des catalyseurs metalliques, et dispositif approprie
WO2013092888A3 (en) * 2011-12-20 2014-01-16 L'oreal Lightening process using a composition rich in fatty substances and metal catalysts, and device suitable therefor
US20140353200A1 (en) * 2011-12-20 2014-12-04 L'oreal Oxidation dyeing process using a composition rich in fatty substances and metal catalysts, and device suitable therefor
US20140373285A1 (en) * 2011-12-20 2014-12-25 L'oreal Lightening process using a composition rich in fatty substances and metal catalysts, and device suitable therefor
US9173821B2 (en) * 2011-12-20 2015-11-03 L'oreal Oxidation dyeing process using a composition rich in fatty substances and metal catalysts, and device suitable therefor
FR3124381A1 (fr) * 2021-06-28 2022-12-30 L'oreal Procédé d’éclaircissement des fibres kératiniques mettant en œuvre une composition à pH basique comprenant un ou plusieurs composés métalliques particuliers
WO2023275070A1 (en) * 2021-06-28 2023-01-05 L'oreal Method for lightening keratin fibres employing a composition having a basic ph comprising one or more specific metal compounds

Also Published As

Publication number Publication date
AU2002350721A1 (en) 2003-06-17
AR037706A1 (es) 2004-12-01

Similar Documents

Publication Publication Date Title
US6004355A (en) Hair coloring compositions comprising a peroxygen oxidizing agent, an organic peroxyacid precursor, and oxidative hair coloring agents
US6022381A (en) Oxidative hair coloring compositions which contain a preformed organic peroxyacid oxidizing agent
US6398821B1 (en) Hair coloring compositions
US20020053110A1 (en) Hair coloring compositions
JP2003512309A (ja) 毛髪着色組成物及び方法
US20040019980A1 (en) One step hair coloring compositions using salts
US6695888B2 (en) Transition metal complexes as dye forming catalysts in hair coloring compositions
US20020032933A1 (en) Hair coloring compositions
EP0876134B1 (en) Hair coloring compositions
US20020029429A1 (en) Hair coloring compositions
JPH11509235A (ja) ヘアカラーリング組成物
WO2003047542A1 (en) Hair bleaching and colouring composition which comprise trasition metal catalysts
CZ221499A3 (cs) Barvící prostředek na vlasy
AU734671B2 (en) Hair coloring compositions
US20030084520A1 (en) Hair colouring compositions
JP3045400B2 (ja) ヘアカラーリング組成物
MXPA99005973A (es) Composiciones para teñir el cabello
MXPA99005975A (es) Composiciones para teñir el cabello
MXPA99005972A (es) Composiciones de tinte para el cabello
MXPA99005974A (es) Composiciones para teñir el cabello
MXPA99005976A (es) Composiciones de tinte para el cabello

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ OM PH PL PT RO RU SC SD SE SG SI SK SL TJ TM TN TR TT TZ UA UG UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR IE IT LU MC NL PT SE SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Country of ref document: JP