US3369970A - Dyeing human hair - Google Patents

Dyeing human hair Download PDF

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US3369970A
US3369970A US59358166A US3369970A US 3369970 A US3369970 A US 3369970A US 59358166 A US59358166 A US 59358166A US 3369970 A US3369970 A US 3369970A
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hair
dye
composition
dyes
water
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Terence P Mclaughlin
John B Wilkinson
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Lever Brothers Co
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Lever Brothers Co
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30Characterized by the absence of a particular group of ingredients
    • A61K2800/31Anhydrous
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42Colour properties
    • A61K2800/43Pigments; Dyes
    • A61K2800/432Direct dyes

Description

United States Patent ()ilfice Patented Feb. 20, 1968 3,369,970 DYEING HUMAN HAIR Terence P. McLaughlin, Twickenham and John B. Wilkinson, Hampton, England, assignors to Lever Brothers Company, New York, N.Y., a corporation of Maine No Drawing. Continuation-impart of application Ser. No. 486,222, Sept. 9, 1965. This application Nov. 10, 1966, Ser. No. 593,581 Claims priority, application Great Britain, Aug. 20, 1959, 28,459/ 59 3 Claims. (Cl. 167-88) ABSTRACT OF THE DISCLOSURE This specification is concerned with a hair dye composition which is a substantially anhydrous viscous mixture of a powdered basic dye and a water-immiscible 011.

This is a continuation-in-part of application Ser. No. 486,222 filed on Sept. 9, 1965, which in turn is a continuation of application Ser. No. 49,843 filed on Aug. 16, 1960. Both of the aforementioned applications are now abandoned.

This invention relates to the dyeing of human hair.

Hair dyeing with synthethic dyes is usually performed by applying either disperse dyes or the so-called oxida-.

tion dyes (which are oxidised to a dye proper while in contact with the hair) to the hair from an aqueous medium. However, oxidation dyes have the disadvantage that they are allergens, and have to be used with great care; and disperse dyes generally produce a hair colouration that tends to be rather easily removable by washing.

We have investigated the use of basic dyes for dyeing hair. Basic dyes are a well-known class of dyes which are used in dyeing wool and cotton and in which that part of the dye molecule which confers colour and fibre aflinity (substantivity) on the whole is a cation, in particular an ammonium, sulphonium or oxonium cation. Such dyes have marked afi'inity for human hair when applied to it from an aqueous medium, and can be used safely to produce a hair colouration which is generally of greater permanence on washing than that imparted by disperse dyes. Moreover, many basic dyes produce a hair colouration of intensity approaching that given by oxidation dyes.

However, there is serious diificulty in putting basic dyes into a form marketable as a hair dye composition. For if they are sold dry, either alone or admixed with another ingredient such as a thickener, they may badly stain the users fingers when he mixes the dry composition with the water that is required for the dyeing procedure; while if they are sold already mixed with part of or all the required water, the composition has too short a storage life to be acceptable, owing to the instability of basic dyes in the presence of water. Basic dyes have a marked tendency to change in the presence of water to non-substantive materials, through destruction of the cationic charge as a result of the fusion of a hydroxyl ion, OH, with the dye cation; and the rate of this change, although usually low in comparison with that of preparative reactions, is yet high enough to be serious in compositions which are required to be storable for an extended period. Moreover, the change is accelerated if the hair dye composition is formulated with a mildly alkaline-reacting water-soluble substance, such as borax or sodium carbonate, to improve uniformity of distribution of the dye along the length of the hair filaments during the actual dyeing procedure. Thus, many basic-dye-based aqueous hair dye compositions prepared with the use of sodium carbonate fade seriously within a week of their preparation.

We have now found that hair dye compositions of a form convenient for use and of good storage life can be obtained from a basic dye by mixing the powdered y with substantially water-immiscible oil or grease into the form of a viscous liquid or paste. (By grease is mean a semi-solid material which readily flows under applied pressure, as lubricating grease does.) The basic dye remains in solid form in the oil or grease medium, since such dyes are substantially insoluble in water-immiscible materials. Surprisingly enough, when the composition is eventually incorporated in the aqueous medium from which the dye will be transferred to the hair, and dyeing is performed in the usual manner, transfer of the dye to the hair is not appreciable hindered by the water-immiscible oil or grease.

The invention thus provides a hair dye composition in the form of a substantially anhydrous viscous liquid or paste comprising a powdered basic dye mixed with a water-immiscible oil or grease.

The oil (which is suitably of Redwood viscosity greater than about seconds at 70 F.) or grease medium employed should of course be one that is non-toxic. The use of a hydrocarbon as the water-immiscible medium is much to be preferred, although vegetable or animal oils or greases (whose molecules contain oxygen) can be used if an anti-oxidant or other stabiliser is also incorporated to inhibit the development of rancidity in them. Ordinary petroleum jelly is a suitable hydrocarbon grease; and suitable oils are parafiinic hydrocarbon oils such as refined light paraffin oil and medicinal parafiin.

Basic dyes, like disperse dyes and oxidation dyes, are applied to the hair from an aqueous medium in the presence of a surface-active agent, whose function is to reduce the natural water-repellency of hair and so facilitate intimate contact of the aqueous medium with the hair. It will usually be convenient to incorporate the surfaceactive agent in the composition itself, and for this purpose a cationic or non-ionic surface-active agent may be used. Anionic surface-active agents are not compatible with the basic dye. Suitable cationic surface-active agents are long chain alkyl quaternary ammonium salts, such as cetyltrimethylammonium bromide, tetradecyltrimethylammonium chloride, laurylpyridinium bromide, tetradecylpyridinium chloride and stearyldimethylbenzylammonium chloride; and suitable non-ionic surface-active agents are long chain alkanolamides, such as lauric acid diethanolamide, and the condensation products of ethylene oxide or propylene oxide with a compound containing a long chain alkyl group and an active hydrogen atom, for example, the condensation product of nonylphenol with from 10 to 15 molar proportions of ethylene oxide. Incorporating a surface-active agent in a composition containing an oil (liquid) as distinct from a grease (semi-solid) has the further advantage of reducing the tendency of the dye particles to partly separate out from the oil ingredient on prolonged storage.

The proportion of surface-active agent employed depends on whether the composition is intended to be applied direct to wetted hair or to be diluted with water immediately before application; a higher proportion will be required in the latter instance, in order to disperse the oil or grease medium in the larger volume of Water. In general, the surface-active agent suitably forms from 2 to 25% by Weight of the composition.

A thickener compatible with the dye is preferably incorporated in the composition, so that when the composition is brought into contact with water the aqueous mixture formed is sufficiently viscous to be worked about on the head without draining unduly quickly from it. Methyl cellulose is very satisfactory for the purpose. The proportion of thickener employed will be less when the composition is one intended for application direct to wetted hair than when the composition is to be diluted with water before being applied to the hair. In general, the thickener suitably forms from 1 to 25% by weight of the composition.

A mildly alkaline-reacting water-soluble substance can be incorporated in the composition, to improve distribution of the dye between the tips and roots of the hair during the dyeing procedure. Such substances are insoluble in the waterimmiscib1e oil or grease. Like the other ingredients of the composition, the alkaline-reacting substance should be substantially water-free, for even 1% of weight of water in the composition will normally serious- 13 afiect the dlyes stability. Anhydrous alkali metal carbonates, and anhydrous borax, are examples of suitable mildly alkaline-reacting water-soluble substances.

The amount of mildly alkaline-reacting substance employed is preferably such that a pH of 7 to about 10 is obtained when the composition is brought into contact with water in the dyeing procedure. Some basic dyes as commercially available contain acid fillers, which require to be neutralised; with these dyes it is usually convenient to employ an amount of alkaline-reacting substance equal in weight to that of the dye, as in Example 2 below, so as to ensure the obtaining of the preferred pH subsequently.

The composition can contain perfume, and also an inert filler to provide a suitable bulk. Suitable inert fillers are calcium carbonate, talc and anhydrous sodium sulphate.

.The powdered basic dye suitably forms from 2 to 40% by weight of the total composition, but concentrations well outside this range may be used, depending upon the condition and colour of the hair to be treated and on the intensity of colouration which it is desired to produce. The powdered basic dyes commercially available are generally useable direct (that is, without further subdivision) in preparing compositions according to the invention.

The invention can be applied to the formulation of hair dye compositions from a wide variety of basic dyes used either singly, or mixed with one another or with other dyes, particularly disperse dyes, according to the colouration which it is desired to impart to the hair. However, said dyes should not be included, for they are incompatible with basic dyes.

Suitable basic dyes, among others, are Meldolas Blue (Colour Index No. 51175), Ethyl Violet (Colour Index No. 42600), Malachite Green (Colour Index No. 42000), Para Rosaniline (Colour Index No. 42500), Rhodamine B (Colour Index No. 45170), Capri Blue GN (L) (Colour Index No. 51000), Methylene Blue (Colour Index No. 52015), Indolenine Yellow (Colour Index No. 48010), Crystal Violet (Colour Index 42555).

The compositions of the invention can be applied direct to wetted greasy hair, that is, without a preliminary washing to remove the grease.

The compositions of the invention are in general noncorrosive to metals, and accordingly those that are in paste form can be marketed in collapsible aluminum tubes having no protective internal coating. The liquid compositions can be marketed in bottles or in sachets of the usual kind.

The invention is illustrated by the following examples:

EXAMPLE 1 The following ingredients were mixed together in the stated weight proportions:

Meldolas Blue (No. 51175, The Colour Index,

2nd edition (1956), volume 3, page 3429) Anhydrous Borax 30 Refined parafiin oil 30 Cetyltrimethylammonium bromide 10 Methyl cellulose 14.5 Perfume 0.5

*The grade employed here and in Example 2 was water'- white, and had specific gravity 0.858 at 60 F. and Redwood viscosIi ties 120 to 130 seconds at 70 F., 65 to 70 seconds at 100 The composition thus formed was found to be substantially unfaded after a years storage in a closed container.

The paste composition was used as follows: 5 grams of the composition were mixed into a smooth paste with 42 grams of water, and the aqueous mixture (pH about 8) was applied in the usual manner to a head of greying Negro hair, on which it was allowed to remain for 20 minutes, The hair was then thoroughly washed ot remove surplus dye.

The hair was found to have acquired an intense blueblack shade. It had an attractive gloss, and its colouration was stable to washing.

EXAMPLE 2 The following ingredients were mixed together in the stated weight proportions:

Ethyl Violet (No. 42600, The Colour Index,

2nd edition (1956), volume 3, page 3360) 7 Anhydrous borax 35 Refined paraffin oil 33.5 Cetyltrimethylammonium bromide 10 Methyl cellulose 14 Perfume 0.5

This composition can be used in the manner described in Example 1. When applied to a head of greying hair for 20 minutes it produced an attractive amethyst shade.

What is claimed is:

1. A hair dye composition in the form of a viscous mixture comprising powdered basic dye, a water-immiscible paraflinic hydrocarbon oil of Redwood viscosity greater than about seconds at 70 F., a surface-active agent selected from the class consisting of cationic and non-ionic surface-active agents, and a mildly alkalinereacting water-soluble substance selected from the class consisting of anhydrous alkali metal carbonates and anhydrous borax, the composition containing about 2% to 40% by Weight of the basic dye and the basic dye being substantially insoluble in the water-immiscible medium, said composition being substantially anhydrous.

2. A hair dye composition according to claim 1, in which the oil is refined light paraffin oil.

3. A hair dye composition in the form of a viscous A References Cited UNITED STATES PATENTS 1,594,490 8/1926 Bertolet 894 1,996,391 4/1935 Straus 4459 X 2,087,597 7/1937 Gutzeit 4459 2,114,370 4/1938 Bickenheuser 167-58 2,306,863 12/1942 Bour 86 X 3,086,914 4/1963 Soloway -167-88 X FOREIGN PATENTS 723,290 1/ 1932 France.

OTHER REFERENCES Pharmaceutical Formulas, vol. I, The Chemist and Druggist, London, England, 1944, p. 681.

ALBERT T. MEYERS, Primary Examiner.

VERA C. CLARKE, Assistant Examiner.

US3369970A 1959-08-20 1966-11-10 Dyeing human hair Expired - Lifetime US3369970A (en)

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Cited By (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3515598A (en) * 1966-10-27 1970-06-02 Durand & Huguenin Ag Stable preparation for the production of prints on an oxide film artificially produced on aluminum
US4096243A (en) * 1976-02-09 1978-06-20 Clairol Incorporated Composition for lightening hair containing an oxidizing agent and certain quaternary amines
US4168144A (en) * 1970-11-06 1979-09-18 Lever Brothers Company Keratinous fibers colorant compositions containing basic dyes and an anionic-cationic detergent complex
US4184843A (en) * 1976-08-31 1980-01-22 Carl Viktor Danielson Composition for dyeing hair containing disperse dyes and a thickening agent
US4402700A (en) * 1976-02-09 1983-09-06 Clairol Incorporated Composition for coloring hair containing an oxidizing agent and certain quaternary amines
US4532127A (en) * 1976-02-09 1985-07-30 Clairol Incorporated Composition for lightening or coloring hair containing an oxidizing agent and certain quaternary amines
US5865853A (en) * 1996-05-09 1999-02-02 Wella Aktiengesellschaft Composition for dyeing keratin fibers containing vegetable dyes, a direct dye compound and oil and method of dyeing hair using same
US20040083560A1 (en) * 2001-03-08 2004-05-06 Jean-Marie Adam Method of clouring porous material
US20050235433A1 (en) * 1998-07-09 2005-10-27 L'oreal S.A. Composition for dyeing keratin fibers with a cationic direct dye and a thickening polymer
WO2006136518A2 (en) 2005-06-23 2006-12-28 Ciba Specialty Chemicals Holding Inc. Nitrosulfide dyes
WO2007025889A2 (en) 2005-08-30 2007-03-08 Ciba Specialty Chemicals Holding Inc. Dyes containing a thiol group
WO2007144280A2 (en) 2006-06-13 2007-12-21 Ciba Holding Inc. Tricationic dyes
US20090162309A1 (en) * 2007-12-21 2009-06-25 Leila Hercouet Method for lightening human keratin fibers using at least one anhydrous composition, at least one organic amine, and at least one oxidizing agent, and device for use thereof
US20090158533A1 (en) * 2007-12-21 2009-06-25 Leila Hercouet Method for dyeing in the presence of at least one oxidizing agent and at least one organic amine, device for use thereof and ready-to-use composition
EP2075036A1 (en) 2004-04-08 2009-07-01 Ciba Holding Inc. Disulfid dyes, composition comprising them and method of dyeing hair
WO2009090125A1 (en) 2008-01-17 2009-07-23 Basf Se Polymeric hair dyes
US20100154136A1 (en) * 2008-12-19 2010-06-24 Hercouet Leila Composition comprising at least one fatty substance and at least one cationic polymer, dyeing or lightening process using it and devices therefor
US20100158844A1 (en) * 2008-12-19 2010-06-24 Damarys Braida-Valerio Oxidizing composition for the treatment of keratin fibers comprising at least one oil, atleast one fatty alcohol and at least one oxyalkylenated fatty alcohol
US20100154137A1 (en) * 2008-12-19 2010-06-24 Hercouet Leila Method of coloring or lightening in the presence of an inorganic base and kit
US20100154142A1 (en) * 2008-12-19 2010-06-24 Marie-Pascale Audousset Composition for the oxidation dyeing of keratin fibers comprising at least one fatty substance and at least one N,N-bis(beta-hydroxyethyl)-para-phenylenediamine
US20100158839A1 (en) * 2008-12-19 2010-06-24 Damarys Braida-Valerio Oxidizing composition for the treatment of keratin fibers comprising at least one cationic polymer, at least one fatty amide and at least one anti-oxygen agent
US20100154140A1 (en) * 2008-12-19 2010-06-24 Simonet Frederic Ready-to-use composition for oxidation dyeing of keratin fibers comprising at least one fatty substance, at least one thickener, at least one dye precursor, at least one oxidizing agent, and at least one alkaline agent, and process and kits therewith
US20100154139A1 (en) * 2008-12-19 2010-06-24 Giafferi Marie Composition for the oxidation dyeing of keratin fibers comprising para-aminophenol, dipropylene glycol and at least one additional dye precursor
US20100154141A1 (en) * 2008-12-19 2010-06-24 Hercouet Leila Process for the lightening dyeing of keratin materials using an emulsion comprising a dye and an alkaline agent and an oxidizing composition
FR2940077A1 (en) * 2008-12-19 2010-06-25 Oreal Process for the lightening dyeing of keratin materials using a dye anhydrous composition comprising an alkaline agent and an oxidizing composition.
FR2940052A1 (en) * 2008-12-19 2010-06-25 Oreal Composition, useful for dyeing keratin fibers, preferably human hair, comprises fatty substance, surfactants and two reactive compounds capable of generating all colored species in the absence of any chemical oxidant
US20100162492A1 (en) * 2008-12-19 2010-07-01 Hercouet Leila Ready-to-use composition for oxidation dyeing of keratin fibers comprising at least one fatty substance chosen from fatty amides and fatty acid esters, at least one dye precursor, at least one oxidizing agent and optionally at least one alkaline agent, and methods and kits therewith
US20100162493A1 (en) * 2008-12-19 2010-07-01 Marie-Pascale Audousset Composition for oxidation dyeing of keratin fibers comprising at least one fatty substance, at least one oxidation base, at least one dye precursor, at least one oxidizing agent, and optionally at least one alkaline agent, and processes and kits therewith
US20100166688A1 (en) * 2008-12-19 2010-07-01 Hercouet Leila Process for lightening keratin materials using an emulsion comprising an alkaline agent and an oxidizing composition
US20100175202A1 (en) * 2008-12-19 2010-07-15 Simonet Frederic Composition comprising at least one fatty substance and at least one silicate, dyeing or lightening process using it and devices or kits therefor
US20100175705A1 (en) * 2008-12-19 2010-07-15 Hercouet Leila Process for lightening or lightening direct dyeing or oxidation dyeing in the presence of at least one organic amine and at least one inorganic base, and device therefor
US20100175706A1 (en) * 2008-12-19 2010-07-15 Hercouet Leila Process for dyeing or lighten human keratin fibers using an anhydrous composition and a monoethyanolamine/basic amino acid mixture, and suitable device therefor
US20100178263A1 (en) * 2008-12-19 2010-07-15 Simonet Frederic Process for lightening keratin materials using an anhydrous composition comprising at least one fatty substance and at least one alkaline agent, and at least one oxidizing composition
US20100178264A1 (en) * 2008-12-19 2010-07-15 Hercouet Leila Process for lightening or process for direct dyeing or oxidation dyeing of keratin fibers in the presence of at least one ammonium salt and device therefor
US20100180389A1 (en) * 2008-12-19 2010-07-22 Leila Hercouet Composition comprising at least one fatty substance and at least one surfactant comprising ethylene oxide, dyeing or lightening process using it and devices therefor
US20100199441A1 (en) * 2008-12-19 2010-08-12 Hercouet Leila Lightening and dyeing of human keratin fibers using an anhydrous composition comprising a monoethyanolamine/basic amino acid mixture, and device therefor
WO2010097338A2 (en) 2009-02-25 2010-09-02 Basf Se Hair dyeing composition
WO2010097339A2 (en) 2009-02-25 2010-09-02 Basf Se Hair dyeing composition
US20100223739A1 (en) * 2008-12-19 2010-09-09 Hercouet Leila Process for lightening or lightening direct dyeing or oxidation dyeing in the presence of an aqueous composition comprising at least one fatty substance, and device
FR2944440A1 (en) * 2008-12-19 2010-10-22 Oreal Composition, useful for dyeing human keratin fibers, comprises fatty substance, and auto-oxidizable dyes in a medium
WO2011006946A2 (en) 2009-07-15 2011-01-20 Basf Se Polymeric hair dyes
US7901464B2 (en) 2007-12-21 2011-03-08 L'oreal S.A. Process for lightening direct dyeing or oxidation dyeing in the presence of at least one organic amine, device therefor and anhydrous composition
US7927382B2 (en) 2008-12-19 2011-04-19 L'oreal S.A. Ready-to-use composition for the oxidation dyeing of keratin fibers comprising at least one fatty substance, at least one oxidation chosen from 4,5-diaminopyrazoles and acid addition salts thereof, at least one additional dye precursor other than the at least one oxidation base, at least one oxidizing agent, and optionally at least one alkaline agent, and processes and kits therewith
US20110155166A1 (en) * 2009-12-22 2011-06-30 Gautier Deconinck Agent for dyeing and/or bleaching keratin fibers, comprising composition (a), anhydrous composition (b), and at least one fatty substance
US20110158925A1 (en) * 2009-12-22 2011-06-30 Jean-Marc Ascione Dyeing or lightening compositions comprising at least one fatty substance and at least one amphoteric polymer
US20110155167A1 (en) * 2009-12-22 2011-06-30 Gautier Deconinck Agent for dyeing and/or bleaching keratin fibers in two parts, comprising at least one fatty substance and at least one sequestrant
US20110232667A1 (en) * 2008-12-19 2011-09-29 Hercouet Leila Hair treatment process using a direct emulsion comprising an oxidizing agent and a composition containing an alkaline agent
US8070831B2 (en) 2008-12-19 2011-12-06 L'oreal S.A. Composition comprising at least one solid fatty alcohol, dyeing or lightening process using same and devices
US8114170B2 (en) 2009-12-22 2012-02-14 L'oreal S.A. Agent for coloring and/or bleaching keratin fibers comprising composition (A), composition (B), at least one fat and at least one reductone
WO2012022709A1 (en) 2010-08-17 2012-02-23 Basf Se Disulfide or thiol polymeric hair dyes
WO2015028543A1 (en) 2013-09-02 2015-03-05 Basf Se Styryl sulfide dyes

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Cited By (82)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3515598A (en) * 1966-10-27 1970-06-02 Durand & Huguenin Ag Stable preparation for the production of prints on an oxide film artificially produced on aluminum
US4168144A (en) * 1970-11-06 1979-09-18 Lever Brothers Company Keratinous fibers colorant compositions containing basic dyes and an anionic-cationic detergent complex
US4096243A (en) * 1976-02-09 1978-06-20 Clairol Incorporated Composition for lightening hair containing an oxidizing agent and certain quaternary amines
US4119399A (en) * 1976-02-09 1978-10-10 Clairol Incorporated Composition for coloring hair containing an oxidizing agent and certain quaternary amines
US4402700A (en) * 1976-02-09 1983-09-06 Clairol Incorporated Composition for coloring hair containing an oxidizing agent and certain quaternary amines
US4532127A (en) * 1976-02-09 1985-07-30 Clairol Incorporated Composition for lightening or coloring hair containing an oxidizing agent and certain quaternary amines
US4184843A (en) * 1976-08-31 1980-01-22 Carl Viktor Danielson Composition for dyeing hair containing disperse dyes and a thickening agent
US5865853A (en) * 1996-05-09 1999-02-02 Wella Aktiengesellschaft Composition for dyeing keratin fibers containing vegetable dyes, a direct dye compound and oil and method of dyeing hair using same
US20070006396A9 (en) * 1998-07-09 2007-01-11 L'oreal S.A. Composition for dyeing keratin fibers with a cationic direct dye and a thickening polymer
US20050235433A1 (en) * 1998-07-09 2005-10-27 L'oreal S.A. Composition for dyeing keratin fibers with a cationic direct dye and a thickening polymer
US20040083560A1 (en) * 2001-03-08 2004-05-06 Jean-Marie Adam Method of clouring porous material
US7041143B2 (en) 2001-03-08 2006-05-09 Ciba Specialty Chemicals Corporation Method of coloring porous material
EP2075036A1 (en) 2004-04-08 2009-07-01 Ciba Holding Inc. Disulfid dyes, composition comprising them and method of dyeing hair
WO2006136518A2 (en) 2005-06-23 2006-12-28 Ciba Specialty Chemicals Holding Inc. Nitrosulfide dyes
WO2007025889A2 (en) 2005-08-30 2007-03-08 Ciba Specialty Chemicals Holding Inc. Dyes containing a thiol group
WO2007144280A2 (en) 2006-06-13 2007-12-21 Ciba Holding Inc. Tricationic dyes
US20090162309A1 (en) * 2007-12-21 2009-06-25 Leila Hercouet Method for lightening human keratin fibers using at least one anhydrous composition, at least one organic amine, and at least one oxidizing agent, and device for use thereof
US7909887B2 (en) 2007-12-21 2011-03-22 L'oreal S.A. Method for dyeing in the presence of at least one oxidizing agent and at least one organic amine, device for use thereof and ready-to-use composition
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GB880798A (en) 1961-10-25 application
DE1139607B (en) 1962-11-15 application
ES260485A1 (en) 1961-01-16 application

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