[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

US3899288A - Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid - Google Patents

Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid Download PDF

Info

Publication number
US3899288A
US3899288A US471826A US47182674A US3899288A US 3899288 A US3899288 A US 3899288A US 471826 A US471826 A US 471826A US 47182674 A US47182674 A US 47182674A US 3899288 A US3899288 A US 3899288A
Authority
US
United States
Prior art keywords
sodium
carbonate
composition
baume
precursors
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.)
Expired - Lifetime
Application number
US471826A
Inventor
Jean Galerne
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to US471826A priority Critical patent/US3899288A/en
Application granted granted Critical
Publication of US3899288A publication Critical patent/US3899288A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/08Material containing basic nitrogen containing amide groups using oxidation dyes

Definitions

  • the present invention relates to novel dyeing compositions for dyeing keratinic fibres, notably human hair, which are free of the inconveniences characterizing conventional dyeing compositions.
  • Precursors of oxidation dyestuffs are usually employed and these intermediates, through an oxidation process consisting in utilizing a low oxidizing agent in an alkaline medium, lead to the formation of pigments distributed through the keratinic fibre to yield variegated hues depending on the nature and proportions of said precursors used in admixture and of which the total percentage in the dyeing composition, not including the oxidizer added just before the actual use, varies as a rule from about 0.2 to about 15% by weight.
  • the main precursors of oxidation dyestuffs generally employed consist essentially of aromatic diamines, such as p-phenylene diamine, p-toluylene diamine, mtoluylene diamine, and their substituted derivatives such as nitro p-phenylene diamine; the amino-phenols and their derivatives such as 2,4-diamine anisol sulfate and p-N-methylamino phenol sulfate; diphenols such as resorcinol and hydroquinone; etc.
  • the most widely used weak oxidizing agents are hydrogen peroxide in aqueous solution ranging as a rule from 3 to H 0 by weight, urea peroxide, and sodium perborate.
  • the alkaline medium is obtained by adding ammonia to the above-listed precursors for the triple purpose of preparing the hair to a maximum receptivity by swelling it and facilitating the penetration of the other components of the dyeing composition, creating favorable pH conditions for performing the oxidation and making the oxygenated water unstable.
  • ammonia in the dyeing composition in amounts as high at 12 to 15% by weight and in the form of an aqueous solution at 22 Baume is a constant source of inconveniences and discomfort both for the user and for the person to which the product is applied.
  • the suffocating odor of ammonia appears unavoidably when the other component elements of the dyeing composition are mixed up with the oxidizer just before the actual use, then during the application of the product and even during the time necessary for allowing this product to exert its activity.
  • one compartment consisting of a flexible bag or bladder or plastic or elastomeric material, enclosed in the other compartment, generally of suitable metal, which may advantageously contain the oxidizing agent for these compositions, which is adapted to be mixed up with the actual composition when using the product; in fact, it is well known that the ammonia diffused through the walls of said bag or bladder would decompose the oxygen peroxide constituting the most usual oxidizing agent, so that large amounts of oxygen would be released and cause the internal pressure of the container to rise rapidly until an explosion occurs while rendering the product gradually inefficient, in any case, due to the decomposition of the oxygenated water which had to be put in contact with the other components and was normally expected to become effective only at the actual time of use of the product, not before.
  • the Applicants succeeded in developing products free of any unpleasant feelings as described hereinabove, of any problem concerning their application from the point'of view of their aggressiveness with respect to the scalp.
  • Another highly appreciable advantage of the products of this invention is that the aesthetic appearance of the hair treated therewith is better preserved and even enhanced.
  • the hair or other keratinic fibre has a rather lusterless and harsh appearance. as if it were dried up, when using ammonia-containing formulae, on the contrary, the fibre appears as brilliant and smooth, is disentangled much more easily, and has finally a much more attractive and aesthetic appearance.
  • the present invention provides dyeing compositions containing precursors of oxidation dyestuffs, alkalinizing agents, and a weak oxidizing agent to be added at the time of the actual application, said compositions being characterized in that they contain as an alkalinizing agent the carbonate of an amino acid alkali metal or ammonium salt, as an at least partial substitute for ammonia. Said carbonate is a non-volatile and non-aggressive alkaline agent.
  • the amino acid consists of glycine or glycocoll, or amino-acetic acid, but it may also consist of lysine, methionine, tyrosine, glutamic acid, leucine, valine, alanine. These amino acids may be used in the racemic form or in the form of their optical isomers.
  • the alkaline salt may be the sodium salt, the potassium salt or the lithium salt.
  • This carbonate of amino acid alkali metal or ammonium salt may be associated with organic bases such as morpholine, monoethanolamine, diethanolamine, triethanolamine, etc.
  • the dyeing compositions according to this invention may be used in the form of aqueous solutions of gelling liquids (before use, converted into gels by the addition of the oxidizing agent) containing non-ionic or anionic surface-active products, and aqueous emulsions generally of cream consistency.
  • the proportion of the novel alkalinizing agent in these compounds is advantageously from 1 to 10% by weight and the proportion of the possible organic bases ranges preferably from I to 7% by weight, these proportions being calculated on the weight of the compound, not including the oxidizing agent.
  • the disodium salt of EDTA ethylenediamine-tetracetic acid
  • sodium o-phenyl phenate as a bactericidal preserver
  • sodium bisulfite as a reducing agent for stabilizing the composition against oxidation during the storage
  • the quaternary ammonium compound as an agent for protecting or softening the hair (among suitable protection agents lauryl pyridinium chloride, cetyl trimethyl ammonium bromide, cetyl benzene dimethyl ammonium bromide, l-hydroxyethyl Z-heptadecenyl imidazoline may also be cited
  • cetyl alcohol selfemulsified by means of oxyethylenated cetyl alcohol
  • Example 22 Demineralized water Carbonate of sodium glutamate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 23.
  • Demineralized water Carbonate of sodium valinate EDTA (disodium salt) sodium o-phenyl phenate Sodium bisulfite at 36 Baume Monoethanolamine Perfume Precursors of oxidation dyestuffs Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to EXAMPLES 28 to 30: JELLlFlABLE LIQUIDS balance to lSOg -Continued Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phcnate 0.5 g Sodium bisulfite at 36 Baume g Monoethanolamine 30 g Perfume 2 8 Precursors of oxidation dyestuffs q.s.
  • Example 29 Oxyethylenated nonyl phenol (with 9 moles of ethylene oxide) 150 g Oxyethylcnated nonyl phenol with 4 moles of ethylene oxide) 150 g Propylene glycol 160 g Demineralizcd water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenatc 0.5 g Sodium bisulfite at 36 Baume 10 g Triethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 30.
  • the above examples do not yield sufficient results when hues lighter than the hair color are desired, or more generally lighter than the color of the support to which the dyeing composition is applied.
  • the presence of oxygenated water and ammonia is attended, concurrently to the obtaining of the artificial shade, by a lighter color or clearing of the natural hair shade.
  • This result is obtained in general by the use of high ammonia concentrations in the dyeing composition, and thus so-called clearing dyeing products are obtained. This is due to the alteration of the natural pigments of the hair on account of the action exerted by oxygenated water in a medium having a relatively high ammonia content.
  • ammonia is present in reduced proportions ranging from 0 to 6% by weight in the form of an aqueous solution at 22 Baume in relation to the weight of the composition, not including the oxidizing agent.
  • Example 32 Dcmineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol l g Quaternary ammonium compound 20 g Ammonia at 22 Baume 60 g Morpholine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 33.
  • this method permits of taking advantage of the relative proportions of alkali metal carbonate or ammonium carbonate in relation to the amino-acid.
  • alkali metal carbonate such as sodium carbonate
  • a composition for dyeing keratinic fibres and human hair comprising an aqueous mixture containing about 0.2 to 15 wt. of an oxidation dyestuff precursor selected from the group consisting of pphenylenediamine, p-toluylenediamine, mtoluylenediamine, nitro p-phenylenediarnine,2,4 diamino anisol sulfate, p-N-methylamino phenol sulfate, resorcinol, hydroquinone and mixtures thereof and about 1 to 10 wt.
  • an oxidation dyestuff precursor selected from the group consisting of pphenylenediamine, p-toluylenediamine, mtoluylenediamine, nitro p-phenylenediarnine,2,4 diamino anisol sulfate, p-N-methylamino phenol sulfate, resorcinol, hydro
  • amino acid being selected from the group consisting of glycine, lysine, methionine, tyrosine, glutamic acid, leucine, valine and alanine
  • alkali metal being selected from the group consisting of sodium, potassium and lithium.
  • composition of claim 1 further including about 1 to 7 wt. of an organic base selected from the group consisting of morpholine, monoethanolamine, diethanolamine and triethanolamine.
  • composition of claim 1 further including about 5 to 6 wt. of ammonium hydroxide in the form of an aqueous solution at 22 Baume based on the weight of said composition.
  • composition of claim 2 further including about 5 to 6 wt. of ammonium hydroxide in the form of an aqueous solution at 22 Baume based on the weight of said composition.
  • composition of claim 1, wherein said alkalizer is the carbonate of sodium glycinate.
  • composition of claim 1, wherein said alkalizer is the carbonate of sodium glutamate.
  • composition of claim 2 wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.
  • composition of claim 4 wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.

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)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Cosmetics (AREA)

Abstract

These dyeing compositions containing precursors of oxidizing dyestuffs, alkalinizing agents and a weak oxidizing agent added before using the compositions, contain as an alkalinizing agent the carbonate of an amino acid alkali metal or ammonium salt, as an at least partial substitute for ammonia previously used as an alkalinizing agent, possibly in conjunction with organic bases, said carbonate being neither volatile nor aggressive and making it possible to obtain dyeing compositions free of unpleasant odors and free of any aggressiveness for the scalp while yielding particularly attractive and aesthetic shades.

Description

United States Patent Galerne [4 Aug. 12, 1975 [5 KERATINIC FIBRES OXIDATION DYEING 3.200.040 8/1965 Lange 8/l().2 COMPOSITIONS CONTAINING A 3,210.252 10/1965 Blanke et a1. 8/10.2 3,337, 11 1 8/1967 Wilmsmann et a1. 21 102 CABONATE OF AN ALKALI METAL 3,415.608 12/1969 Tucker 8/1().2 AMINO ACID 3,558,259 1/1971 Kalopissis et a1. 1. 11/1112 Jean Galerne, 74 rue de la Folie Regnault, Paris 14, France Filed: May 20, 1974 Appl. No.: 471,826
Related US. Application Data Continuation of Ser. No. 204,379, Dec. 2, 1971, abandoned.
Inventor:
References Cited UNITED STATES PATENTS 2/1962 Reed 424/72 X 7/1965 Seemuller et al. 8/1012 Primary Examiner-Stanley J. Friedman Assistant Examiner Vera C. Clarke Attorney, Agent, or F irm-Amster & Rothstein [57] ABSTRACT These dyeing compositions containing precursors of oxidizing dyestuffs, alka1inizing agents and a weak oxidizing agent added before using the compositions, contain as an alka1inizing agent the carbonate of an amino acid alkali metal or ammonium salt, as an at least partial substitute for ammonia previously used as an alka1inizing agent, possibly in conjunction with organic bases, said carbonate being neither volatile nor aggressive and making it possible to obtain dyeing compositions free of unpleasant odors and free of any aggressiveness for the scalp while yielding particularly attractive and aesthetic shades.
9 Claims, N0 Drawings KERATINIC FIBRESOXIDATION DYEING COMPOSITIONS CONTAINING A CABONATE OF AN ALKALI METAL AMINO ACID This is a continuation of application Ser. No. 204,379, filed Dec. 2, 1971, now abandoned.
FIELD OF THE INVENTION The present invention relates to novel dyeing compositions for dyeing keratinic fibres, notably human hair, which are free of the inconveniences characterizing conventional dyeing compositions.
BACKGROUND OF THE INVENTION To dye keratinic fibres and more particularly human hair, chemical intermediates hereinafter referred to as Precursors of oxidation dyestuffs are usually employed and these intermediates, through an oxidation process consisting in utilizing a low oxidizing agent in an alkaline medium, lead to the formation of pigments distributed through the keratinic fibre to yield variegated hues depending on the nature and proportions of said precursors used in admixture and of which the total percentage in the dyeing composition, not including the oxidizer added just before the actual use, varies as a rule from about 0.2 to about 15% by weight.
The main precursors of oxidation dyestuffs generally employed consist essentially of aromatic diamines, such as p-phenylene diamine, p-toluylene diamine, mtoluylene diamine, and their substituted derivatives such as nitro p-phenylene diamine; the amino-phenols and their derivatives such as 2,4-diamine anisol sulfate and p-N-methylamino phenol sulfate; diphenols such as resorcinol and hydroquinone; etc..
The most widely used weak oxidizing agents are hydrogen peroxide in aqueous solution ranging as a rule from 3 to H 0 by weight, urea peroxide, and sodium perborate.
The alkaline medium is obtained by adding ammonia to the above-listed precursors for the triple purpose of preparing the hair to a maximum receptivity by swelling it and facilitating the penetration of the other components of the dyeing composition, creating favorable pH conditions for performing the oxidation and making the oxygenated water unstable.
The presence of ammonia in the dyeing composition, in amounts as high at 12 to 15% by weight and in the form of an aqueous solution at 22 Baume is a constant source of inconveniences and discomfort both for the user and for the person to which the product is applied. In fact, the suffocating odor of ammonia appears unavoidably when the other component elements of the dyeing composition are mixed up with the oxidizer just before the actual use, then during the application of the product and even during the time necessary for allowing this product to exert its activity.
On the other hand, when treating relatively sensitive scalps, ammonia produces in all cases reactions ranging from slight pricking to the impression of intense burns. This last effect is almost automatic whenever a dyeing operation is performed after a bleaching operation having already rendered the scalp more sensitive.
These inconveniences are extremely noxious and make the application rather unpleasant.
Moreover, since ammonia tends to become diffused through a great number of plastic materials and elastomers, these substances cannot be used for containing and storing known dyeing compositions for keratinic fibres, irrespective of the method employed. More particularly, it is not possible to pack these dyeing compositions in aerosol containers of any type known per se which comprise twin valves and twin compartments, i.e. one compartment consisting of a flexible bag or bladder or plastic or elastomeric material, enclosed in the other compartment, generally of suitable metal, which may advantageously contain the oxidizing agent for these compositions, which is adapted to be mixed up with the actual composition when using the product; in fact, it is well known that the ammonia diffused through the walls of said bag or bladder would decompose the oxygen peroxide constituting the most usual oxidizing agent, so that large amounts of oxygen would be released and cause the internal pressure of the container to rise rapidly until an explosion occurs while rendering the product gradually inefficient, in any case, due to the decomposition of the oxygenated water which had to be put in contact with the other components and was normally expected to become effective only at the actual time of use of the product, not before.
In order to obtain dyeing compositions free of any aggressiveness and adapted to be stored and packed in the manner set forth hereinabove, the Applicants provide novel formulae for products of the type disclosed hereinabove which are free, or contain only very small amounts of ammonia.
By eliminating or at least reducing to a substantial degree the ammonia content, the Applicants succeeded in developing products free of any unpleasant feelings as described hereinabove, of any problem concerning their application from the point'of view of their aggressiveness with respect to the scalp. Another highly appreciable advantage of the products of this invention is that the aesthetic appearance of the hair treated therewith is better preserved and even enhanced. Whereas in the presence of ammonia the hair or other keratinic fibre has a rather lusterless and harsh appearance. as if it were dried up, when using ammonia-containing formulae, on the contrary, the fibre appears as brilliant and smooth, is disentangled much more easily, and has finally a much more attractive and aesthetic appearance.
SUMMARY OF THE INVENTION Since the alkaline medium is definitely necessary for accomplishing the oxidation operation, the present invention provides dyeing compositions containing precursors of oxidation dyestuffs, alkalinizing agents, and a weak oxidizing agent to be added at the time of the actual application, said compositions being characterized in that they contain as an alkalinizing agent the carbonate of an amino acid alkali metal or ammonium salt, as an at least partial substitute for ammonia. Said carbonate is a non-volatile and non-aggressive alkaline agent.
Preferably, the amino acid consists of glycine or glycocoll, or amino-acetic acid, but it may also consist of lysine, methionine, tyrosine, glutamic acid, leucine, valine, alanine. These amino acids may be used in the racemic form or in the form of their optical isomers. The alkaline salt may be the sodium salt, the potassium salt or the lithium salt.
This carbonate of amino acid alkali metal or ammonium salt may be associated with organic bases such as morpholine, monoethanolamine, diethanolamine, triethanolamine, etc.
The dyeing compositions according to this invention may be used in the form of aqueous solutions of gelling liquids (before use, converted into gels by the addition of the oxidizing agent) containing non-ionic or anionic surface-active products, and aqueous emulsions generally of cream consistency.
The proportion of the novel alkalinizing agent in these compounds is advantageously from 1 to 10% by weight and the proportion of the possible organic bases ranges preferably from I to 7% by weight, these proportions being calculated on the weight of the compound, not including the oxidizing agent.
By using the carbonate of an amino acid alkali metal or ammonium salt possibly associated with an organic base and free of ammonia as an alkalinizing agent, the Applicants observed that it was thus possible to obtain formulae giving very good results for dyeing applications made on hair having a color lighter than, or of same hue as, the desired shade, and on previously bleached hair. These are ideal application cases; the comfort of the person to whom the treatment is applied is complete; there are neither unpleasant odor nor any aggressiveness to the scalp; the shades thus obtained are extremely aesthetic; the hair is brilliant, smooth and easily disentangled. The advantages are identical with those obtained in the case of keratinic fibres in general.
DESCRIPTION OF THE PREFERRED EMBODIMENT p-toluylcne diaminc 2,4-diamino anisol sulfate rcsorcinol In these formulae the disodium salt of EDTA (ethylenediamine-tetracetic acid) is used as a sequestrant, sodium o-phenyl phenate as a bactericidal preserver, sodium bisulfite as a reducing agent for stabilizing the composition against oxidation during the storage, the quaternary ammonium compound as an agent for protecting or softening the hair (among suitable protection agents lauryl pyridinium chloride, cetyl trimethyl ammonium bromide, cetyl benzene dimethyl ammonium bromide, l-hydroxyethyl Z-heptadecenyl imidazoline may also be cited); cetyl alcohol (selfemulsified by means of oxyethylenated cetyl alcohol) as a base in an emulsion or cream for the compositions utilized in the form of emulsion or cream, oxyethylenated nonyl phenol as a surface-active agent and propylene glycol as a dissolving intermediary for preventing the gelling before use in the case of compositions utilized in the form of a gel formed by adding the oxidizing agent.
EXAMPLES l to 14: EMULSIONS OR CREAMS Example I.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol g Quaternary ammonium compound 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 2.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume l0 g Self-emulsified cetyl alcohol I60 g Quaternary ammonium compound 20 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 3.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume l0 g Self-emulsified cetyl alcohol 160 g Quaternary ammonium compound 20 g Morpholine 30 g Triethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 4.
Demineralized water Balance to 1 kg Carbonate of potassium glycinate 32 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol 160 g Quaternary ammonium compound 20 g Perfume 2 g Precursors of oxidation dyestulTs q.s. Example 5.
Demineralized water Balance to 1 kg Carbonate of lithium glycinate 21 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol 160 g Quaternary ammonium compound 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 6.
Demineralized water Balance to l kg Carbonate of sodium methionate 44 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol 160 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 7.
Demineralized water Balance to I kg Carbonate of sodium glutamate 44 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcoho I60 g PerfiJme 2 8 Precursors of oxidation dyestuffs q.s. Example 8.
Demineralized water Balance to l kg Carbonate of sodium valinate 37 g EDTA (disodium salt) 2 g Sodium ophenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol I60 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 9.
Demineralized water Balance to l kg Carbonate of sodium alaninate 3] kg EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g -Continued Selfemulsified cetyl alcohol 160 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 10.
Demineralized water Balance to 1 kg Carbonate of sodium methioninate 44 g EDTA (disodium salt) 2 g Sodium o-phenyl phenatc 0.5 g Sodium bisulfite at 36 Baume g Self-emulsified cetyl alcohol 160 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 1 l.
Demineralized water Balance to 1 kg Carbonate of sodium glutamate 44 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodoum bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol 160 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 12.
Demineralized water Balance to 1 kg Carbonate of sodium valinate 37 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume l0 g Self-emulsified cetyl alcohol l6O g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 13.
Demineralized water Balance to 1 kg Carbonate of sodium alaninate 31 g EDTA (disodium salt) 2 g Sodium o-phenyl pherlate 0.5 g Sodoum bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol 160 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 14.
Demineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol I60 g Quaternary ammonium compound 20 g Diethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s.
EXAMPLES to 27: AQUEOUS SOLUTIONS Example 15.
Demineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt 2 g Sodium 0 phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 16.
Demineralized water Balance to l kg Carbonate of sodium alaninate 31 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Monoethanolamine g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 17.
Demineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 18.
Demineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g
Sodium bisulfite at 36 Baume Morpholine Triethanolaminc Perfume Precursors of oxidation dyestuffs Example 19.
Dcmineralized water Carbonate of potassium glycinate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestufi's Example 20. Demineralized water Carbonate of lithium glycinate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 21.
Demineralized water Carbonate of sodium methioninate EDTA (disodium salt) Sodium 0 phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 22. Demineralized water Carbonate of sodium glutamate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 23.
Demineralized water Carbonate of sodium valinate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 24.
Demineralized water Carbonate of sodium alaninate EDTA (disodium salt) Sodium o-phenyl phenatc Sodium bisulfite at 36 Baume Perfume Precursors of oxidation dyestuffs Example 25.
Dcmineralized water Carbonate of sodium methioninate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Monoethanolamine Perfume Precursors of oxidation dyestuffs Example 26.
Demineralized water Carbonate of sodium glutamate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Monoethanolamine Perfume Precursors of oxidation dyestufis Example 27.
Demineralized water Carbonate of sodium valinate EDTA (disodium salt) sodium o-phenyl phenate Sodium bisulfite at 36 Baume Monoethanolamine Perfume Precursors of oxidation dyestuffs Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to Balance to EXAMPLES 28 to 30: JELLlFlABLE LIQUIDS balance to lSOg -Continued Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phcnate 0.5 g Sodium bisulfite at 36 Baume g Monoethanolamine 30 g Perfume 2 8 Precursors of oxidation dyestuffs q.s. Example 29. Oxyethylenated nonyl phenol (with 9 moles of ethylene oxide) 150 g Oxyethylcnated nonyl phenol with 4 moles of ethylene oxide) 150 g Propylene glycol 160 g Demineralizcd water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenatc 0.5 g Sodium bisulfite at 36 Baume 10 g Triethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 30. Qxyethylenated nonyl phenol (with 9 moles of ethylene oxide) 150 g Oxycthylenated nonyl phenol (with 4 moles of ethylene oxide) 150 g Propylene glycol 160 g Demineralizcd water Balance to 1 kg Carbonate of potassium glycinate 30 g EDTA (disodium salt) 2 g Sodium o-phcnyl phcnate 0.5 g Sodium bisulfite at 36 Baume l() g Perfume 2 g Precursors of oxidation dyestuffs q.s.
On the other hand, the above examples do not yield sufficient results when hues lighter than the hair color are desired, or more generally lighter than the color of the support to which the dyeing composition is applied. in fact, in these specific cases and according to the well-known methode the presence of oxygenated water and ammonia is attended, concurrently to the obtaining of the artificial shade, by a lighter color or clearing of the natural hair shade. This result is obtained in general by the use of high ammonia concentrations in the dyeing composition, and thus so-called clearing dyeing products are obtained. This is due to the alteration of the natural pigments of the hair on account of the action exerted by oxygenated water in a medium having a relatively high ammonia content.
Now, since this shading off reaction is superposed to that causing the formation of artificial pigments, it is possible to obtain hues very considerably lighter than the initial natural shade, without inasmuch producing a real bleaching action.
This technique-scarcely approved by the majority of professional hair-dessers due to the strong proportions of ammonia required for its application and therefore to the resulting inconveniences already discussed hereinaboveis nevertheless becoming increasingly popular on account of the relative facility with which it can be carried out, the time spared and the economy obtained for the user due to the elimination of one operation (i.e. bleaching) which is always relatively expensive.
Now, as far as hair clearing is concerned, the formulae given in the above Examples do not perform sufficiently to deserve the term ofclearing dyeing compositions. To obtain an appreciable and satisfactory clearing action the operation must be carried out at a higher pH value than that obtained with the carbonate of an amino acid alkali metal or ammonium salt, and therefore formulae containing complementary ammonia in addition to the organic bases possibly included therein, had to be developed.
in these additional formulae ammonia is present in reduced proportions ranging from 0 to 6% by weight in the form of an aqueous solution at 22 Baume in relation to the weight of the composition, not including the oxidizing agent.
it was found that the presence of the carbonate of an amino acid alkali metal or ammonium salt made it possible to obtain hair clearing results comparable to those usually obtained by using ammonia proportions corresponding to two or three times those contemplated in this invention. It is thus possible to take advantage of the attractive technique consisting in applying a color clearing composition with an ammonia proportion definitely inferior to the conventional proportions, thus reducing to a very appreciable extent the inconveniences of ammonia which are described hereinabove.
Typical formulae of clearing dyeing compositions in the form of emulsions or creams comprising limited amounts of ammonia, due to the presence of carbonate of sodium glycinate with or without an organic base such as monoethanolamine, diethanolamine, triethanolamine, morpholine and the like, will now be given in detail:
Example 31.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-pheneyl phenate 0.5 g Sodium bisulfite at 36 Baume l0 g Self-emulsified cetyl alcohol l60 g Quaternary ammonium compound 20 g Ammonia at 22 Baume g Triethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs qis. Example 32 Dcmineralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol l g Quaternary ammonium compound 20 g Ammonia at 22 Baume 60 g Morpholine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 33.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfitc at 36 Baume l0 g Self-emulsified cetyl alcohol I60 g Quaternary ammonium compound 20 g Ammonia at 22 Baume 60 g Perfume 2 g Precursors of oxidation dyestuffs q.s. Example 34.
Demineralized water Balance to l kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume 10 g Self-emulsified cetyl alcohol l60 g Quaternary ammonium compound 20 g Ammonia at 22 Baume 60 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestufi's qs. Example 35.
Demincralized water Balance to 1 kg Carbonate of sodium glycinate 28 g EDTA (disodium salt) 2 g Sodium o-phenyl phenate 0.5 g Sodium bisulfite at 36 Baume l0 g Selfemulsified cetyl alcohol I60 g Quaternary ammonium compound 20 g Ammonia at 22 Baume 50 g Monoethanolamine 30 g Perfume 2 g Precursors of oxidation dyestuffs q.s.
For preparing these products on a commercial scale, it is deemed more advantageous and economical to prepare the carbonate of an amino acid alkali metal of ammonium salt extemporaneously during the manufacturing process.
To this end, it is only necessary to dissolve together in demineralized water the equivalent of one molecule of alkali metal carbonate or ammonium carbonate and two molecules of amino acid. These proportions actually permit of obtaining, for example, carbonate of sodium glycinate:
3- [NH3 CH COONA] In addition, this method permits of taking advantage of the relative proportions of alkali metal carbonate or ammonium carbonate in relation to the amino-acid. Thus, it is possible, by using certain formulae, to operate in the presence of an excess of alkali metal carbonate such as sodium carbonate, and, thus improve the performances in the case of-moderately receptive fibres or hair.
A few examples of these formulae are given hereinafter in the form of emulsions or creams:
Example 36.
Dcmineralized water Carbonate of sodium glycinate Sodium carbonate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Self-emulsified cetyl alcohol Quaternary ammonium compound Monoethanolamine Ammonia at 22 Baume Perfume Precursors of oxidation dyestuffs Example 37.
Demineralized water Carbonate of sodium glycinate Sodium carbonate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume Self-emulsified cetyl alcohol Quaternary ammonium compound Monoethanolamine Ammonia at 22 Baume Perfume Precursors of oxidation dyestuffs. Example 38.
Demineralized water Carbonate of sodium glycinate Sodium carbonate EDTA (disodium salt) Sodium ophenyl phenate Sodium bisulfite at 36 Baume Self-emulsified cetyl alcohol Quaternary ammonium compound Ammonia at 22 Baume Monoethanolamine Perfume Precursors of oxidation dyestuffs Example 39.
Demineralized water Carbonate of sodium glycinate Sodium carbonate EDTA (disodium salt) Sodium ophenyl phenate Sodium bisulfite at 36 Baume Sclfemulsified cetyl alcohol Quaternary ammonium compound Ammonia at 22 Baume Monoethanolaminc Precursors of oxidation dyestuffs Example 40.
Balance to Balance to Balance to Balance to Carbonate of sodium glycinate Sodium carbonate EDTA (disodium salt) Sodium o-phenyl phenate Sodium bisulfite at 36 Baume l Self-emulsified cetyl alcohol Quaternary ammonium compound 20 g Ammonia at 22 Baume 50 g Monoethanolamine 20 g Perfume 2 g Precursors of oxidation dyestuffs q.s.
What I claim is:
l. A composition for dyeing keratinic fibres and human hair comprising an aqueous mixture containing about 0.2 to 15 wt. of an oxidation dyestuff precursor selected from the group consisting of pphenylenediamine, p-toluylenediamine, mtoluylenediamine, nitro p-phenylenediarnine,2,4 diamino anisol sulfate, p-N-methylamino phenol sulfate, resorcinol, hydroquinone and mixtures thereof and about 1 to 10 wt. of a carbonate of an alkali metal salt of an amino acid as an alkalizer, said amino acid being selected from the group consisting of glycine, lysine, methionine, tyrosine, glutamic acid, leucine, valine and alanine, and said alkali metal being selected from the group consisting of sodium, potassium and lithium.
2. The composition of claim 1, further including about 1 to 7 wt. of an organic base selected from the group consisting of morpholine, monoethanolamine, diethanolamine and triethanolamine.
3. The composition of claim 1, further including about 5 to 6 wt. of ammonium hydroxide in the form of an aqueous solution at 22 Baume based on the weight of said composition.
4. The composition of claim 2, further including about 5 to 6 wt. of ammonium hydroxide in the form of an aqueous solution at 22 Baume based on the weight of said composition.
5. The composition of claim 1, further including sodium carbonate.
6. The composition of claim 1, wherein said alkalizer is the carbonate of sodium glycinate.
7. The composition of claim 1, wherein said alkalizer is the carbonate of sodium glutamate.
8. The composition of claim 2, wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.
9. The composition of claim 4, wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.

Claims (9)

1. A NEW FINE-POWDERED FORM OF AMMONIUM TETRAMOLYBDATE COMPRISING AN AQUEOUS MIXTURE CONTAINING ABOUT 0.2 TO 15 WT. % OF AN OXIDATION DYESTUFF PRECURSOR SELECTED FROM THE GROUP CONSISTING OF P-PHENYLENEDIAMINE, P-TOLUYLENEDIAMINE, MTOLUYLENEDIAMINE, NITRO P-PHENYLENEDIAMINE,2,4 - DIAMINO ANISOL SULFATE, P-N-METHYLAMINO PHENOL SULFATE, RESORCINOL, HYDROQUINONE AND MIXTURES THEREOF AND ABOUT 1 TO 10 WT. % OF A CARBONATE OF AN ALKALI METAL SALT OF AN AMINO ACID AS AN ALKALIZER, SAID AMINO ACID BEING SELECTED FROM THE GROUP CONSISTING OF GLYCINE, LYSINE, METHIONINE, TYROSINE, GLUTAMIC ACID, LEUCINE, VALINE AND ALANINE, AND SAID ALKALI METAL BEING SELECTED FROM THE GROUP CONSISTING OF SODIUM, POTASSIUM AND LITHIUM.
2. The composition of claim 1, further including about 1 to 7 wt. % of an organic base selected from the group consisting of morpholine, monoethanolamine, diethanolamine and triethanolamine.
3. The composition of claim 1, further including about 5 to 6 wt. % of ammonium hydroxide in the form of an aqueous solution at 22* Baume based on the weight of said composition.
4. The composition of claim 2, further including about 5 to 6 wt. % of ammonium hydroxide in the form of an aqueous solution at 22* Baume based on the weight of said composition.
5. The composition of claim 1, further including sodium carbonate.
6. The composition of claim 1, wherein said alkalizer is the carbonate of sodium glycinate.
7. The composition of claim 1, wherein said alkalizer is the carbonate of sodium glutamate.
8. The composition of claim 2, wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.
9. The composition of claim 4, wherein said alkalizer is the carbonate of sodium glycinate and said organic base is monoethanolamine.
US471826A 1971-12-02 1974-05-20 Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid Expired - Lifetime US3899288A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US471826A US3899288A (en) 1971-12-02 1974-05-20 Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US20437971A 1971-12-02 1971-12-02
US471826A US3899288A (en) 1971-12-02 1974-05-20 Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid

Publications (1)

Publication Number Publication Date
US3899288A true US3899288A (en) 1975-08-12

Family

ID=26899430

Family Applications (1)

Application Number Title Priority Date Filing Date
US471826A Expired - Lifetime US3899288A (en) 1971-12-02 1974-05-20 Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid

Country Status (1)

Country Link
US (1) US3899288A (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3981678A (en) * 1970-03-03 1976-09-21 L'oreal Lyophilized dyes and the use thereof to color keratinic fibers
US3981676A (en) * 1970-03-03 1976-09-21 L'oreal Lyophilized dyes and the use thereof to color keratinic fibers
US4038995A (en) * 1976-02-27 1977-08-02 Helene Curtis Industries, Inc. Hair treating composition containing a mink oil fatty acid quaternary ammonium salt
US4169704A (en) * 1978-08-03 1979-10-02 Syntex (U.S.A.) Inc. Oxidative blond hair dye
US4837012A (en) * 1987-06-19 1989-06-06 S. C. Johnson & Son, Inc. Hair reviver composition containing film-forming amino acids
US5279313A (en) * 1990-08-18 1994-01-18 Wella Aktiengesellschaft Two component composition and method for bleaching hair
US5290562A (en) * 1987-11-27 1994-03-01 L V M H Recherche Compositions and methods employing liposomes including tyrosine or a tyrosine derivative
US5350424A (en) * 1992-10-13 1994-09-27 Combe Incorporated Dyestuff composition for the gradual dyeing of hair by atmospheric oxidation and process using the same
US5911978A (en) * 1996-10-31 1999-06-15 Helene Curtis, Inc. Hair treatment composition
US6649025B2 (en) 2001-12-31 2003-11-18 Kimberly-Clark Worldwide, Inc. Multiple ply paper wiping product having a soft side and a textured side
US20040237218A1 (en) * 2003-06-02 2004-12-02 Marsh Jennifer Mary Hair colouring compositions
EP1484048A1 (en) * 2003-06-02 2004-12-08 The Procter & Gamble Company Hair colouring compositions
US20060246022A1 (en) * 2005-04-29 2006-11-02 The Procter & Gamble Company Micelle thickening systems for hair colourant and bleaching compositions
FR2945738A1 (en) * 2009-05-19 2010-11-26 Oreal TINCTORIAL COMPOSITION COMPRISING A PARA-PHENYLENE DIAMINE SECONDARY OXIDATION BASE AND AN AMINO ACID

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3019796A (en) * 1957-08-19 1962-02-06 Gillette Co Hair waving device
US3194734A (en) * 1959-07-24 1965-07-13 Oreal Processes and compositions for dyeing hair and similar fibres
US3200040A (en) * 1961-03-22 1965-08-10 Hans Schwarzkopf Hair dye comprising diaminopyridines
US3210252A (en) * 1961-11-22 1965-10-05 Hans Schwarzkopf 1-methyl-2-hydroxy-4-aminobenzene as a modifier for oxidation dyes
US3337411A (en) * 1961-10-26 1967-08-22 Interpal S A Oxidation dyestuffs with ascorbic acid or salts thereof for dyeing living human hair
US3415608A (en) * 1968-01-26 1968-12-10 Lowenstein Dyes & Cosmetics In Stabilized oxidation dye compositions
US3558259A (en) * 1962-07-11 1971-01-26 Oreal Human hair dyeing with aminophenols

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3019796A (en) * 1957-08-19 1962-02-06 Gillette Co Hair waving device
US3194734A (en) * 1959-07-24 1965-07-13 Oreal Processes and compositions for dyeing hair and similar fibres
US3200040A (en) * 1961-03-22 1965-08-10 Hans Schwarzkopf Hair dye comprising diaminopyridines
US3337411A (en) * 1961-10-26 1967-08-22 Interpal S A Oxidation dyestuffs with ascorbic acid or salts thereof for dyeing living human hair
US3210252A (en) * 1961-11-22 1965-10-05 Hans Schwarzkopf 1-methyl-2-hydroxy-4-aminobenzene as a modifier for oxidation dyes
US3558259A (en) * 1962-07-11 1971-01-26 Oreal Human hair dyeing with aminophenols
US3415608A (en) * 1968-01-26 1968-12-10 Lowenstein Dyes & Cosmetics In Stabilized oxidation dye compositions

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3981678A (en) * 1970-03-03 1976-09-21 L'oreal Lyophilized dyes and the use thereof to color keratinic fibers
US3981676A (en) * 1970-03-03 1976-09-21 L'oreal Lyophilized dyes and the use thereof to color keratinic fibers
US4038995A (en) * 1976-02-27 1977-08-02 Helene Curtis Industries, Inc. Hair treating composition containing a mink oil fatty acid quaternary ammonium salt
US4169704A (en) * 1978-08-03 1979-10-02 Syntex (U.S.A.) Inc. Oxidative blond hair dye
US4837012A (en) * 1987-06-19 1989-06-06 S. C. Johnson & Son, Inc. Hair reviver composition containing film-forming amino acids
US5290562A (en) * 1987-11-27 1994-03-01 L V M H Recherche Compositions and methods employing liposomes including tyrosine or a tyrosine derivative
US5279313A (en) * 1990-08-18 1994-01-18 Wella Aktiengesellschaft Two component composition and method for bleaching hair
US5350424A (en) * 1992-10-13 1994-09-27 Combe Incorporated Dyestuff composition for the gradual dyeing of hair by atmospheric oxidation and process using the same
US5911978A (en) * 1996-10-31 1999-06-15 Helene Curtis, Inc. Hair treatment composition
US6649025B2 (en) 2001-12-31 2003-11-18 Kimberly-Clark Worldwide, Inc. Multiple ply paper wiping product having a soft side and a textured side
US20040237218A1 (en) * 2003-06-02 2004-12-02 Marsh Jennifer Mary Hair colouring compositions
EP1484048A1 (en) * 2003-06-02 2004-12-08 The Procter & Gamble Company Hair colouring compositions
EP1484047A1 (en) * 2003-06-02 2004-12-08 The Procter & Gamble Company Hair colouring compositions
WO2004108102A1 (en) * 2003-06-02 2004-12-16 The Procter & Gamble Company Hair colouring compositions
JP2006526655A (en) * 2003-06-02 2006-11-24 ザ プロクター アンド ギャンブル カンパニー Hair coloring composition
US7204861B2 (en) 2003-06-02 2007-04-17 The Procter & Gamble Company Hair coloring compositions
AU2004245049B2 (en) * 2003-06-02 2008-01-24 Noxell Corporation Hair colouring compositions
CN100569212C (en) * 2003-06-02 2009-12-16 宝洁公司 Hair colouring compositions
US20060246022A1 (en) * 2005-04-29 2006-11-02 The Procter & Gamble Company Micelle thickening systems for hair colourant and bleaching compositions
US20090297463A1 (en) * 2005-04-29 2009-12-03 Andrei Serveevich Bureiko Micelle Thickening Systems for Hair Colourant and Bleaching Compositions
FR2945738A1 (en) * 2009-05-19 2010-11-26 Oreal TINCTORIAL COMPOSITION COMPRISING A PARA-PHENYLENE DIAMINE SECONDARY OXIDATION BASE AND AN AMINO ACID
WO2010133804A3 (en) * 2009-05-19 2012-03-22 L'oreal Dyeing composition comprising a secondary para-phenylenediamine oxidation base and an amino acid

Similar Documents

Publication Publication Date Title
US3899288A (en) Keratinic fibres oxidation dyeing compositions containing a carbonate of an alkali metal amino acid
US4840639A (en) Agent for dyeing hair
US4992077A (en) Agent for the oxidative dyeing of hair, method for the preparation of the agent and use of the agent
US5006127A (en) Agent for the oxidative dyeing of hair, method for the preparation of the agent and use of the agent
US4888027A (en) Process for dyeing keratinous fibers with 5,6-dihydroxyindole in combination with an iodide and a hydrogen peroxide composition at alkaline pH
TWI290834B (en) Hair dye compositions
US5021066A (en) Oxidative hair dye composition based on a gel vehicle and a process to dye hair
US3194734A (en) Processes and compositions for dyeing hair and similar fibres
US4883656A (en) Composition and method for the oxidative dyeing of hair
US5104413A (en) Hair dye composition
US3488138A (en) Stabilized nitro-aminobenzene dyeing compositions
GB2205111A (en) Dyeing keratinous fibres with couplers and/or "rapid" oxidation dyes together with iodide ions
JP5339374B2 (en) Catalytic air oxidation hair color
BRPI0707929A2 (en) hair dyeing compositions
JP3875273B2 (en) Agents and methods for dyeing keratin fibers
AU2005311861A1 (en) Hair colouring compositions
JP5866464B2 (en) 1-n-Hexyl-1H-pyrazole-4,5-diamine hemisulphate and its use in dyeing compositions
AU2005311858A1 (en) Hair colouring compositions
US2875769A (en) Keratinaceous fiber dye of hydroquinone and either dihydroxyphenylalanine or dihydroxyphenylglycine and method of its use
JP2004339179A (en) Oxidation hairdye composition, hair bleaching agent composition and oxidation hairdye set
JP2008521832A (en) High concentration carbonate and / or oxidant hair dyeing composition
JPH04117322A (en) Oxidative hair dye and hair dyeing method
JPH11349456A (en) Hair-lightener and dyeing composition having low water content and not containing vaporizable organic compound
US3864476A (en) Solution for permanent cold waving or straightening of hair
EP1082087A1 (en) Compositions and methods for removing the color from permanently dyed keratin fibers