GB2132642A - Hair dyeing process and kit - Google Patents
Hair dyeing process and kit Download PDFInfo
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- GB2132642A GB2132642A GB08332591A GB8332591A GB2132642A GB 2132642 A GB2132642 A GB 2132642A GB 08332591 A GB08332591 A GB 08332591A GB 8332591 A GB8332591 A GB 8332591A GB 2132642 A GB2132642 A GB 2132642A
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- solution
- hair
- container
- hair dyeing
- dihydroxyindole
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- 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
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01K—ANIMAL HUSBANDRY; CARE OF BIRDS, FISHES, INSECTS; FISHING; REARING OR BREEDING ANIMALS, NOT OTHERWISE PROVIDED FOR; NEW BREEDS OF ANIMALS
- A01K15/00—Devices for taming animals, e.g. nose-rings or hobbles; Devices for overturning animals in general; Training or exercising equipment; Covering boxes
- A01K15/02—Training or exercising equipment, e.g. mazes or labyrinths for animals ; Electric shock devices ; Toys specially adapted for animals
-
- 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
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- 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
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
- A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
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- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/884—Sequential application
Abstract
A hair dyeing process comprises of steps of contacting the hair to be dyed with an aqueous solution of a metal salt that promotes melanogenses in air, wherein before or after the aforementioned step the hair is contacted with a solution of 5,6-dihydroxyindole, and the hair is rinsed between the two contacting steps, maintaining the contact with the second-used solution until a desired darker color is obtained. The hair is then rinsed or shampood then contacted with a solution of hydrogen peroxide until the desired color shade is obtained, followed by further rinsing.
Description
SPECIFICATION
Hair dyeing process and kit
Field of the invention
The present invention relates to a process for dyeing hair, particularly human hair, and a kit for carrying out that process.
Background of the invention
The color of human hair is due to the presence within its structure of discrete natural pigment particles-the melanins. The study of melanins and malanogenesis has intensified in the last 40 years, accompanied by some interest in the dyeing of hair with such materials that most closely resemble the natural materials which contribute the color to hair. The biosynthesis of melanin involves conversion of tyrosine via di hydroxyphenylalanine (dopa) to melanin through a number of intermediate steps, including 5,6dihydroxy-indole, to melanin.
In addition to the general desirability of dyeing hair in a simple fashion and with a dye which is the closest to the material that contributes the natural coloration of hair, a requirement also exists for a hair colorant which can also serve, if desired, as a temporary hair color which can be applied and removed at will and which can be applied in a reliable and fast manner.
Summary of the prior art
Patents issued which cover aspects of hair coloring with melanin precursors, e.g. tyrosine, Ldopa, L-dopa esters, and 5,6-dihydroxy-indole.
U.S. patents Nos. 2,539,202; 2,875,769; and 3,698,852 deal with using L-dopa as the starting material. U.S. patents Nos. 2,934,396; 3,194,734; and 3,993,436 disclose the use of 5,6-dihydroxyindole as the starting material. The major disadvantages of these systems are the time required for color development, the uncertainty of the development and the lack of control over it, and the necessity of adding compounds such as p-phenylene-diamine and various couplers for shade adjustment.
In the process disclosed in U.S. patent No.
2,934,396 hair is first treated with an acidic or
neutral solution of 5,6-dihydroxyindole, then the excess solution is blotted off and an oxidizing agent or an oxidation-inducing solution is applied to the hair until the desired shade is developed. In
one of the methods disclosed in the patent the oxygen of the ambient air is utilized wherein the second solution contains an alkalizer and a cobalt or manganese oxidation promoter. Mainly,
however, an ammoniacal solution of an oxidizing agent, such as of hydrogen peroxide or an alkali
metal or ammonium iodate, periodate or
persulfate, etc. is taught to be employed. When the desired shade is developed, the hair is rinsed,
shampooed, rinsed again and dried.
U.S patent No. 3,194,734 is characterized as
an improvement over the above-mentioned U.S.
patent No. 2,934,396, because in the process of the earlier patent the dyeing which is the oxidative polymerization of the 5,6-dihydroxyindole into melanin simultaneously competes with an oxidative destruction of the dye that is being formed, resulting in a waste of indole, producing uneven results on the hair and it is difficult to determine when to stop the process by rinsing. Therefore, this later patent proposes a process wherein an aqueous alkaline composition containing 5,6-dihydroxyindole and ammonia or an amine are used to contact the hair until the desired shade is obtained.Alternatively, certain methyl derivatives of 5,6-dihydroxyindole can be employed in a two step process to obtain lighter shades wherein the hair is first impregnated with an aqueous solution of such a methyl derivative in an acidic or neutral pH solution, then is briefly dried and then the color is developed in a second step by application of an aqueous solution containing an oxidizing agent.
Detailed description of the invention
The present invention is, in part, based on the discovery that, in contrast to the prior art where
H202 or other oxidants are used either in a separate step, or together with the 5,6-dihydroxyindole, to obtain a variety of shades, superior results can be obtained by utilizing a metal salt for promoting melanogenesis.
We discovered that a better variety of shades and more reiiable shade development and, if desired, improved temporary hair coloring can be achieved by a hair dyeing process which comprises the steps of contacting the hair to be dyed with a solution, suitably aqueous solution, of a metal salt which promotes melanin formation from 5,6-dihydroxyindole, before or after the aforementioned step contacting the hair with a solution, suitably aqueous solution, of 5,6dihydroxyindole, rinsing the hair between the two contacting steps, maintaining the contact with the second-used solution until a desired darker color is obtained, rinsing or shampooing the hair, then contacting the hair with a solution of hydrogen peroxide for a maximum of 1 5 minutes until the desired color shade is obtained, and then again rinsing the hair.
In a particularly suitable embodiment of the process of the present invention the process comprises the steps of contacting the hair to be dyed with an alkaline solution, suitably an aqueous solution, containing cupric ions, before or after the aforementioned step containing the hair with a solution, suitably aqueous solution, of 5,6-dihydoxyindole, rinsing the hair between the two contacting steps, maintaining the contact with the second-used solution until a desired darker color is obtained, and rinsing or shampooing the hair. If a color other than grey or black is desired, the shade is obtained with a subsequent treatment with H202.Thus, it can be seen that a principal distinction of the present process over all prior proposals for dyeing with
5,6-dihydroxyindole is that in all cases, except when the desired ultimate color is black, the hair
is first dyed to a grey cr black color, and the ultimate desired shade is subsequently developed by lightening with the hydrogen peroxide solution.
A further feature of the present invention is a hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an aqueous alkaline pH solution of an effective amount of a metal which promotes melanin formation from 5,6-dihydroxyindole, a second container including therein a solution of 5,6-dihydroxyindole at an acidic pH, a vapor space being maintained above the solution in said second container and containing a nonoxidizing gas in said space, a third container including therein an alkalizer, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container with said vapor space, and a fourth container which contains a solution of hydrogen peroxide.
In a further feature the present invention provides a hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an aqueous alkaline pH solution of an effective amount of a metal which promotes malanin formation from 5,6-dihydroxyindole, a second container including therein an alkaline solution, a vapor space being maintained above the solution in said second container, a third container including therein a solution of an effective amount of 5,6-dihydroxyindole at acidic pH, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space, and a fourth container which contains a solution of hydrogen peroxide.
In yet another embodiment of the invention a hair dyeing kit is provided which includes in a single package a plurality of containers, comprising a first container including therein an alkaline pH solution containing an effective amount of copper, a second container including therein a solution of an effective amount of 5,6dihydroxyindole at an acidic pH a vapor space being maintained above the solution in said second container and containing a non-oxidizing gas in said space, and a third container including therein an alkalizer, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space.
A further embodiment of the invention is a hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an alkaline pH solution containing an effective amount of copper, a second container including therein an alkaline solution, a vapor space being maintained above the solution in said second container, and a third container including therein a solution of an effective amount of 5,6-dihydroxyindole at acidic pH, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space.
In accordance with the present invention, unless a black or grey shade is desired, the hair dyed with the melanin from 5,6-dihydroxy-indole is lightened with a hydrogen peroxide-containing solution. As used throughout the specification and the claims, the term "hydrogen peroxide" intends to denote hydrogen peroxide or any other ingredient which is an aqueous solution forms hydrogen peroxide, such as urea peroxide. This lightening or color shade-establishing step is different from the conventional oxidizing treatment employed in the conventional bleaching of hair. In conventional bleaching the natural color of hair is removed by bleaching when it is desired to color it to a shade that is lighter than the natural color of the hair.In that case the natural color of the hair is bleached out over a longer period of time with a strong oxidizing solution which usually contains hydrogen peroxide and additional bleach boosting persalts, around pH 10. This bleaching step generally tends to weaken or otherwise damage the hair. In the lightening step of the present invention we do not deal with the conventional kind of bleaching, because the hydrogen peroxide solution used in the present invention does not contain added bleach boosters such as persalts, it is suitably employed at a pH below 10, suitably around 9, and the lightening requires only up to about 1 5 minutes for the lightest shades.Hence the lightening, color-developing oxidizing step of the present invention is considerably faster than conventional bleaching and is not employed to carry the lightening further than the neutral color of the hair or the color that it had before the process of this invention was employed.
Without intending to be bound by the following explanation, we believe that the difference in the lightening in accordance with the present invention and conventional bleaching is attributable to the new dyeing step of the present invention. In naturally colored hair the melanin pigment is distributed throughout the cortex, i.e.
the inner core of the hair shaft. This means that in bleaching the natural melanin color in hair with a strong bleach, such as hydrogen peroxide as boosted by added persalts, considerable time is required for the bleach to penetrate through the unpigmented periphery or cuticle into the hair shaft. In the process of the present invention the dye is believed to be disposed principally along the periphery of the hair shaft and the lightening hydrogen peroxide does not require the presence of percompound boosters and prolonged exposure to reach and to bleach the dye. Due to the shorter exposure and the peripheral penetration, the lightening step of the present invention does not tend to damage or weaken the hair as is the case in conventional bleaching.
Furthermore, it is believed that the dyes produced in accordance with the present invention are unique in that the melanogenesispromoting metal forms a complex with the melanin formed during dyeing. The affinity of the complexed metal is viewed as being greater for
melanin than for the keratin of the hair. Therefore the reactivity of the melanin-metal complex dye is greater with hydrogen peroxide than that of melanin without the metal. This is borne out by the observation that the melanin/copper complex produced in accordance with the present invention can be lightened faster with hydrogen peroxide than a natural melanin, even if a copper salt is dissolved in the hydrogen peroxide used to lighten the natural melanin.Therefore, the metal not only promotes melanin formation in the dyeing step of the present invention, but is believed to contribute to the ease and rapidity of the lightening step. For this reason we distinguish the lightening step of the present invention which can be completed in under 1 5 minutes from conventional bleaching which is of a different kind and requires generally a time period that is well over twice as long and requires bleach boosters in addition to hydrogen peroxide.
Accordingly, another feature of the present invention is a complex melanin hair dye as a new composition of matter, said dye being prepared by contacting hair with a solution of 5,6-dihydroxyindole, and before or after the aforesaid step contacting the hair with a solution of a cupric salt.
The process of the present invention can also be used for dyeing hair which was previously dyed with conventional permanent or semipermanent hair dyes. As long as the original dye is stable to the lightening solution that is milder than conventional hair bleaches, the dyeing and lightening steps of the present process do not destroy the starting color of the hair within the times employed herein for lightening, whether or not the starting color is natural color of the hair.
Accordingly, hair colored by the present process can be relightened to that starting color, whether that re-lightening takes place the next day or a considerable time later,
If the present process is intended to color hair to a shade which is lighter than the natural shade of hair, or lighter than a shade to which hair was dyed by conventional techniques, then the hair has to be first bleached lighter, or even bleached completely, before employing the process of the present invention. In that case the lightening treatment of the present invention can be carried to any shade that is darker than the initially bleached shade, and then the hair can be lightened to any intermediate shade, or if desired, the initially bleached shade can be restored.
If the desired shade is a lighter one, it is not necessary to dye the hair entirely black, but dyeing to a lighter or darker grey will suffice.
When the dye is then lightened in a subsequent step, it will initially lighten to a lighter or darker brown shade, depending on whether it was dyed to a lighter or darker grey in the initial steps. Of all the melanogenesis promoters that were tested, only Cu2+ was found to promote melanin formation all the way to an intense black color.
The other metal promoters that were tested appear to assist dyeing only to lighter or darker shades of grey. In our experiments longer exposure of the hair or larger concentrations of the metal promoter did not result in an increase of the resulting depth of color.
In the dyeing step the treatment of the hair with the solution of the melanogenesis promoter can generally precede or follow the treatment of the hair with the 5,6-dihydroxyindole-containing solution. Generally a better depth of color could be obtained when the treatment with the promoter solution preceded the contacting with the 5,6-dihydroxyindole solution. Any metal or transition metal ion which is capable of promoting melanogenesis is believed to be suitable for that purpose. These include, for example, solutions of iron, cobalt, manganese, copper, silver, titanium, zirconium, tantalum, chromium, nickel, palladium, platinum, gold, mercury, cadmium, zinc, tin, antimony, lead, bismuth, etc. The metal salts can be employed alone or in mixtures.Except for cupric solutions it was found that it is generally necessary to employ a chelating agent such as cirtric acid, a citrate, ethylenediamine tetraacetic acid, ascorbic acid and the like to keep the metal in solution.
Terms, such as "melanogenesis promoter", "melanogenesis-promoting metal salt" and variants of such terms, as used throughout the specification and the claims intend to refer to solutions of one or more metals which will promote color formation in hair within a maximum period of 20 minutes after the hair was contacted with a solution of 5,6-dihydroxyindole.
Whether or not a given metal or a given combination of metals can perform as a melanogenesis promoter, can be determined by routine experimentation by trying out its ability to form a melanin dye in accordance with the process of the present invention.
The melanogenesis promoter which was found most suitable is Cu2+ which provides a considerably faster dyeing and the resulting color can go all the way to solid black. While Fe2+ ion will also work well, it is less preferred than copper, due to solubility problems at certain pH levels and other considerations. Furthermore, when using the cupric ion at about pH 9 or above, suitably at pH 9.5, no chelating agent is required, because no insoluble traces can be found in the solution. Suitably monoethanolamine or other nitrogen-containing alkalizers, such as other alkanolamines, ammonia, etc. can be used for adjusting the desired pH. Alkali hydroxides work well only if a chelating agent is also employed to maintain the solution. The basic pH has the further advantage of swelling the hair and this allows a better dye take.In the case of using the cupric ion it is decidedly preferable to impregnate the hair first with the solution containing the cupric ion and, after rinsing or blotting the hair, impregnating it with the solution containing the 5,6-dihydroxyindole. The intermediate rinsing or blotting of the hair surface is required to prevent superficial dye formation which can be washed off, since dye formation within the hair shaft itself is desired. As used throughout the specification and the claims, in this context the term "rinsing" is intended to include blotting, wiping and any other method for removing a solution from the hair surface. It requires about 2-20 minutes to dye the hair to the maximum achievable depth of color when using a metal salt promoter for melanogenesis; but when using the cupric ion the time required is at the faster end of even this fast time range.Therefore, as can be seen, use of the cupric ion provides a plurality of benefits over and above those that can be achieved with other melanogenesis promoters.
The solution containing the 5,6-dihydroxyindole is suitably at pH 8 or above. It should preferably not exceed 9.5, since the solutions are increasingly unstable at increasing pH. At the conclusion of dyeing the hair black or grey, shampooing is preferred to a mere rinse. This is, because any dye that may have formed on the hair surface may not rinse off and then can later rub off the surface. A shampoo will remove such surface dye and thus prevent ruboff.
The concentration of the 5,6-dihydroxyindole is not critical, but suitably from about 0.5 to about 2% by weight of the solution can be employed for reasons of economy and suitable control over the rate of dyeing. As indicated, the concentrations of the respective ingredients are not critical.
Therefore, wherever a concentration is characterized in the specification and the claims as being an "effective amount", this characterization means that the amount employed be sufficient for the intended purpose.
Such purpose can be as diverse as a different depth of shade, greater economy in cost of ingredients, different reaction rate, solution stability, and the like. Whatever the purpose, the effectiveness of the amount of an ingredient can be determined by routine experimentation. All percentages throughout the specification and the claims are by weight, unless otherwise specified.
If the shade that is desired is other than black, then the hair, subsequent to dyeing and possible shampooing, is subjected to a lightening step by contacting it with a dilute hydrogen peroxide solution until the desired shade is obtained. Any suitable hydrogen perioxide solution useful in the bleaching or lightening of hair can be employed in this step, however, it was found that an H202 concentration of from about 1% to about 6% is sufficient. In lightening the hair from black or grey, the color will pass through various progressively lighter shades and the process can be stopped by rinsing the hair when it reached the shade that is desired. The natural shade of the hair can be readily re-established after a prior darker shade is no longer desired.The aqueous hydrogen peroxide solution is suitably employed above pH 8, suitably at pH 9. The relatively slow, but not too slow rate of lightening of up to 1 5 minutes provides sufficient control to the user for stopping at any desired shade or at the natural shade of the hair. In this manner the competing dyeing and bleaching reactions of the prior art and the attendant drawbacks are eliminated to provide a better, more positive control over the entire process, regardless of whether the dyeing is done in the salon or by the user.
The process of the present invention also enables the selective coloring of different portions of the hair to achieve highlights, streaks and other special cosmetic effects.
To maintain stability, suitably the 5,6dihydroxyindole solution is maintained at an acid pH, advantageously around pH 4.5. Furthermore, the solution at the acid pH should suitably be maintained under anaerobic conditions, such as under nitrogen, whereby during packaging the atmosphere above the solution in the bottle is established with nitrogen rather than air. One method of dealing with the problem is to maintain a small volume of nitrogen above the solution in the bottle, the space being sufficient to allow the addition of an alkalizer before use. This can be, however, inconvenient, and, therefore suitably a concentrated, such as 12.5%, aqueous alcoholic or entireiy alcoholic solution of the 5,6-dihydroxyindole, in which it is easily soluble, can be maintained at acidic pH in a small, fuli container until it is intended to be used.Immediately before use the contents of this small bottle can be transferred to a larger bottle which can contain a pre-thickened alkaline solution to obtain the alkaline 5,6-dihydroxyindole solution immediately before its use. Another way is to maintain the alkalizer in a small pouch made of a selectively soluble material and then the entire pouch can be dropped into the space above the acidified 5,6dihydroxyindole-containing solution to avoid the need for the consumer being required to handle a possibly strong alkalizer. Alternatively, when a small, concentrated solution of acidified 5,6dihydroxyindole is intended to be added to an alkaline solution, then the former could be maintained in a selectively soluble pouch which could in its entirety be transferred to the aqueous alkaline solution to avoid the need of the user having to pour a liquid from one container into another.
It was found that adding a small amount, such as 1% by weight, of a surfactant, such as sodium lauryl sulfate to at least one of the metal and the 5,6-dihydroxyindole solutions, can improve the flow-on properties of the compositions for better applicability to the hair. Similarly, scalp staining can be reduced and the desirable flow properties of the solutions can be improved by adding a small amount, such as 0.5% by weight of a thickener to both of the solutions, such as carbomer 940, a polymer of acrylic acid crosslinked with a polyfunctional agent and sold by the
Goodrich Chemical Company under the name of
Carbopol 940. The identity of other agents for adjusting desirable flow properties can be determined by routine experimentation, since such flow property-adjusting agents are well known in the field of compounding hair treatment compositions. It is also known in the art of hair treatment compositions that certain flow property-changing additives may be incompatible with certain compositions. It was found, for example, that additives such as cocamidopropyl hydroxy-sultaine, sold by Lonza Chemical Co.
under the name of Lonzaine CS, and hydroxypropyl methylcellulose sold by Dow Chemical Co.
under the name Methocel, were apparently not compatible with compositions of the present invention, because the resulting color was not as deep when these materials were included. Other ingredients known per se, such as conditioners, perfumes, anti-static agents and the like, can be included in the compositions or can be subsequently applied to the hair.
The following examples serve as further illustrations of the present invention
Example 1
The following promoter composition was prepared: CuSO4.5H2O 1%
carbomer 940 0.5%
sodium lauryl sulfate 1% monethanolamine to pH 9.5
water q.s. to 100
The following dye composition was prepared:
sodium acetate 1.2%
5,6-dihydroxyindole 1.2%
carbomer 940 0.47%
ethanol 19.7%
sodium hydroxide to pH 8.5
Hair was saturated with the catalytic composition for five minutes and then rinsed with water. Next the hair was saturated with the 5,6dihydroxyindole-containing composition for a period of 5 minutes. The resulting black dyed hair was shampooed to remove any malanin from the surface of the hair.
Example 2
Light brown hair was dyed black with the procedure of Example 1. Subsequently the hair was saturated with a 6% aqueous solution of hydrogen peroxide at pH 9. After 10 minutes when the original light brown shade of the hair was reached, the hair was rinsed. The same procedure was repeated but the hair was lightened for 6 minutes to a darker brown shade.
Three weeks later the hair was further lightened for 3 1/2 minutes to its original light brown shade.
Example 3
The same process was carried out as in
Example 1, on blond hair, except that the concentration of the 5,6-dihydroxyindole was only 0.5%. Dyeing was carried out only for 2 minutes to a light to medium gray color. After shampooing, a 6% aqueous hydrogen peroxide solution at pH 9 was employed to lighten the hair to a light brown shade within 6 minutes.
Example 4
The copper sulfate solution of Example 1 was replaced by employing 0.25% FeSO based on the composition premixed with citric acid in an amount suitable to prevent precipitation of the iron at alkaline pH, and monethanolamine was used to adjust the pH to 9.5.
The procedure of Example 1 was repeated, except that no carbomer 940 was contained in the 5,6-dihydroxyindole-containing solution. The hair was exposed to the catalyst solution for 10 minutes, then rinsed and saturated with the 5,6dihydroxyindole-containing solution for 10 minutes until the initially light brown-colored hair turned distinctly darker.
Example 5
The same procedure as in Example 1 was repeated, except that the 5,6-dihydroxyindolecontaining solution was applied first, followed, after a rinse by the catalyst-containing solution.
The resulting color on the hair was less intense than in the case of Example 1.
Claims (22)
1. A hair dyeing process which comprises of steps of contacting the hair to be dyed with a solution of a metal that promotes melanin formation from 5,6-dihydroxyindole, before or after the aforementioned step contacting the hair with a solution of 5,6-dihydroxyindole, rinsing the hair between the two contacting steps, maintaining the contact with the second-used solution until a desired darker color is obtained, rinsing or shampooing the hair, then contacting the hair with a solution of hydrogen peroxide for a maximum period of 1 5 minutes until the desired color shade is obtained, and then again rinsing the hair.
2. A hair dyeing process which comprises the steps of contacting the hair to be dyed with an alkaline solution containing cupric ion, before or after the aforementioned step contacting the hair with a solution of 5,6-dihydroxyindole, rinsing the hair between the two contacting steps, maintaining contact with the second-used solution until a desired darker color is obtained, and rinsing or shampooing the hair.
3. The hair dyeing process of claim 1, wherein the metals are at least one of iron, cobalt, manganese, copper, silver, titanium, zirconium, tantalum, chromium, nickel, palladium, platinum, gold, mercury, cadmium, zinc, tin, antimony, lead, and bismuth.
4. The hair dyeing process of claim 1 wherein the pH of the solution of the metal is at least 8.
5. The hair dyeing process of claim 1 wherein the pH of the solution containing 5,6-dihydroxy
indole is at least 8.
6. The hair dyeing process of claim 3 wherein the pH of the solution containing the metal is at
least 8 and wherein the pH of the solution
containing 5,6-dihydroxyindole is at least 8.
7. The hair dyeing process of claim 2, where"'.
the pH of the solution containing the metal is at
least 8 and wherein the pH of the solution
containing 5,6-dihydroxyindole is at least 8.
8. The hair dyeing process of claim 2, further comprising contacting the hair with a solution of hydrogen peroxide until the desired color is obtained.
9. The hair dyeing process of claim 8, wherein the pH of the solution containing the cupric ion is at least 9.
10. The hair dyeing process of claim 9, wherein the pH of the solution containing the hydrogen peroxide is at least 8.
11. The hair dyeing process of claim 10, wherein the pH of the solution containing 5,6dihydroxyindole is at least 8.
12. The hair dyeing process of claim 2, 7, 8 or 9 further comprising at least one of said solutions containing 5,6-dihydroxyindole and containing cupric ion, further containing at least one of a thickener, surfactant, anti-static additive, and perfume.
1 3. The hair dyeing process of claim 10 or 11 further comprising at least one of said solutions containing 5,6-dihydroxyindole and containing cupric ion, further containing at least one of a thickener, surfactant, anti-static additive, and perfume.
14. A hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an alkaline pH solution of an effective amount of metal which promotes melanin formation, a second container including therein a solution of an effective amount of 5,6-dihydroxyindole at an acidic pH, a vapor space being maintained above the solution in said second container and containing an non-oxidizing gas in said space, a third container including therein an alkalizer, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said container within said vapor space, and a fourth container which contains a solution of hydrogen peroxide.
1 5. A hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an alkaline pH solution of an effective amount of a metal which promotes melanin formation, a second container including therein an alkaline solution, a vapor space being maintained above the solution in said second container, a third container including therein a solution of an effective amount of 5,6dihydroxyindole at acidic pH, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space, and a fourth container which contains a solution of hydrogen peroxide.
1 6. A hair dyeing kit which includes in a single package of plurality of containers, comprising a first container including therein an alkaline pH solution containing an effective amount of copper, a second container including therein a solution of an effective amount of 5,6-dihydroxyindole at an acidic pH, a vapor space being maintained above the solution in said second container and containing a non-oxidizing gas in said space, and a third container including therein an alkalizer, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space.
17. A hair dyeing kit according to claim 16, wherein the kit further comprises a fourth container which contains a solution of hydrogen peroxide.
1 8. A hair dyeing kit which includes in a single package a plurality of containers, comprising a first container including therein an alkaline pH solution containing an effective amount of copper, a second container including therein an alkaline solution, a vapor space being maintained above the solution in said second container, and a third container including therein a solution of an effective amount of 5,6-dihydroxyindole at acidic pH, said vapor space in said second container being of sufficient volume to accept said third container or the contents of said third container within said vapor space.
19. A hair dyeing kit according to claim 19, wherein the kit further comprises a fourth container which contains a solution of hydrogen peroxide.
20. A melanin hair dye as a composition of matter, said dye being prepared by contacting hair with a solution of 5,6-dihydroxyindole, and before or after the aforesaid step contacting the hair with a solution of a cupric salt.
21. A hair dyeing process as claimed in claim 1 or 2, substantially as described in any of the foregoing Examples.
22. A hair dyeing kit as claimed in claim 14,
1 5, 1 6 or 1 8, wherein the contents of the first
container specified comprise a solution substantially as described in respect of the promoter composition in any of the foregoing
Examples, and the contents of the second and third container specified comprise solutions which taken together are substantially equivalent to the
5,6-dihydroxyindole containing solution in the
respective one of the foregoing Examples.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SG78888A SG78888G (en) | 1982-12-07 | 1988-11-24 | Hair dyeing process and kit |
MY8800123A MY8800123A (en) | 1982-12-07 | 1988-12-30 | Hair dyeing process and keith |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US44755782A | 1982-12-07 | 1982-12-07 |
Publications (3)
Publication Number | Publication Date |
---|---|
GB8332591D0 GB8332591D0 (en) | 1984-01-11 |
GB2132642A true GB2132642A (en) | 1984-07-11 |
GB2132642B GB2132642B (en) | 1986-05-21 |
Family
ID=23776818
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB08332591A Expired GB2132642B (en) | 1982-12-07 | 1983-12-07 | Hair dyeing process and kit |
Country Status (22)
Country | Link |
---|---|
JP (3) | JPS59144712A (en) |
KR (1) | KR890000189B1 (en) |
BE (1) | BE898397A (en) |
BR (1) | BR8306691A (en) |
CA (1) | CA1201067A (en) |
CH (1) | CH655654B (en) |
DE (1) | DE3341053A1 (en) |
DK (1) | DK167208B1 (en) |
ES (1) | ES8503506A1 (en) |
FI (1) | FI77572C (en) |
FR (1) | FR2536993B1 (en) |
GB (1) | GB2132642B (en) |
GR (1) | GR79092B (en) |
HK (1) | HK16089A (en) |
IT (1) | IT1194508B (en) |
MX (1) | MX158727A (en) |
NL (1) | NL8304157A (en) |
NO (1) | NO164215C (en) |
NZ (1) | NZ206182A (en) |
PT (1) | PT77787B (en) |
SE (1) | SE461702C (en) |
ZA (1) | ZA838098B (en) |
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DE3701026A1 (en) * | 1986-01-20 | 1987-07-23 | Oreal | COLORING METHOD FOR CERATINAL FIBERS WITH 5,6-DIHYDROXYINDOL IN COMBINATION WITH AN IODIDE AND COLORING AGENTS USED THEREOF |
FR2598318A1 (en) * | 1986-05-07 | 1987-11-13 | Oreal | PROCESS FOR DYEING HUMAN HAIR WITH BRASILINE OR ITS HYDROXYL DERIVATIVE AND COMPOSITIONS IMPLEMENTED |
FR2601587A1 (en) * | 1986-07-18 | 1988-01-22 | Oreal | METHOD FOR DYING HAIR WITH HYDROXYQUINONIC COLORANTS AND METAL SALTS |
FR2606636A1 (en) * | 1986-11-17 | 1988-05-20 | Oreal | PROCESS FOR DYING KERATIN FIBERS WITH INDOLE DERIVATIVES ASSOCIATED WITH IODIDE |
FR2613221A1 (en) * | 1987-04-02 | 1988-10-07 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXYINDOLE ASSOCIATED WITH IODIDE AND A HYDROGEN PEROXIDE COMPOSITION WITH ALKALINE PH |
EP0335477A2 (en) * | 1988-03-31 | 1989-10-04 | Bristol-Myers Squibb Company | The use of N-substituted-5,6-dihydroxyindoles as a hair coloring agent |
EP0342034A2 (en) * | 1988-05-12 | 1989-11-15 | Bristol-Myers Squibb Company | Process for dyeing hair by the sequential treatment with metal ion containing composition and dye composition containing 5,6-dihydroxyindole-2-carboxylic acid |
EP0348280A1 (en) * | 1988-06-21 | 1989-12-27 | L'oreal | Process for colouring keratinous fibres on the basis of 5,6-dihydroxy-indole or a derivative of indole and at least a salt of a rare-earth metal, and compositions for carrying out the process |
US4992077A (en) * | 1986-08-21 | 1991-02-12 | Goldwell Gmbh | Agent for the oxidative dyeing of hair, method for the preparation of the agent and use of the agent |
EP0475205A1 (en) * | 1990-09-11 | 1992-03-18 | Bristol-Myers Squibb Company | Method for reducing scalp staining |
WO1993018738A1 (en) * | 1992-03-16 | 1993-09-30 | Henkel Kommanditgesellschaft Auf Aktien | Dyeing of keratin fibres using indolines with metal catalysis |
US5273550A (en) * | 1991-09-26 | 1993-12-28 | Clairol Incorporated | Process and kit for dyeing hair |
US5279618A (en) * | 1991-09-26 | 1994-01-18 | Clairol Incorporated | Process and kit for dyeing hair |
FR2700266A1 (en) * | 1993-01-11 | 1994-07-13 | Oreal | Use of magnesium salt in a process for dyeing keratinous fibers using 5,6-dihydroxyindole or one of its derivatives, processes and compositions implementing them. |
US5346509A (en) * | 1988-05-12 | 1994-09-13 | Clairol Incorporated | Process for dyeing hair by the sequential treatment of hair with metal ion-containing composition and with a dye composition containing 5,6-dihydroxyindole-2-carboxylic acid and certain derivatives thereof |
EP0621029A1 (en) * | 1993-04-20 | 1994-10-26 | Bristol-Myers Squibb Company | Use of metal salts and chelates together with chlorites as oxidants in hair coloring |
FR2735976A1 (en) * | 1995-06-30 | 1997-01-03 | Oreal | METHOD FOR TWO-STAGE OXIDATION DYEING OF KERATIN FIBERS WITH MANGANESE SALT AND OXIDATION COLOR AND STAINING KIT |
US5665336A (en) * | 1992-06-03 | 1997-09-09 | Bristol-Myers Squibb Company | Acidic post-treatment of hair dyed with dihydroxyindole |
FR2838053A1 (en) * | 2002-04-09 | 2003-10-10 | Oreal | Use of a system comprising manganese or zinc salts and oxides, especially chlorides, and an alkali or alkaline earth bicarbonate to limit the penetration of the skin by ortho-diphenol hair colorants |
US7077871B2 (en) | 2002-04-09 | 2006-07-18 | L'oreal | Coloring composition for keratin fibres comprising a system limiting the transcutaneous passage of an oxidation dye |
US7166137B2 (en) | 2003-11-12 | 2007-01-23 | Revlon Consumer Products Corporation | Methods, compositions, and kits for coloring hair |
US7494514B2 (en) | 2003-12-11 | 2009-02-24 | Revlon Consumer Products Corporation | Method and compositions for coloring hair |
WO2011086282A1 (en) * | 2009-12-23 | 2011-07-21 | L'oreal | Composition for dyeing keratin fibers, including at least one ortho-diphenol derivative, one particular metal derivative, and one alkalinizing agent |
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LU86346A1 (en) * | 1986-03-06 | 1987-11-11 | Oreal | TINCTORIAL COMPOSITIONS FOR KERATINIC FIBERS BASED ON INDOLE DERIVATIVES AND NOVEL COMPOUNDS |
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LU86899A1 (en) * | 1987-05-25 | 1989-01-19 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH OXIDATION DYES ASSOCIATED WITH IODIDE AND TINCTORIAL COMPOSITION USED |
LU87338A1 (en) * | 1988-09-12 | 1990-04-06 | Oreal | USE OF INDOLE DERIVATIVES FOR DYEING KERATINIC MATERIALS, DYE COMPOSITIONS, NOVEL COMPOUNDS AND DYEING METHOD |
FR2649009B1 (en) * | 1989-07-03 | 1991-10-11 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS BASED ON MONOHYDROXYINDOLE AND 5,6-DIHYDROXYINDOLE AND COMPOSITION IMPLEMENTED |
FR2664498B1 (en) * | 1990-07-16 | 1993-08-06 | Oreal | PRODUCT BASED ON MINERAL AND ORGANIC LAMELLAR PARTICLES, COMPRISING A MELANIC PIGMENT, ITS PREPARATION METHOD AND ITS USE IN COSMETICS. |
DE102007027862A1 (en) * | 2007-06-13 | 2008-12-24 | Henkel Ag & Co. Kgaa | Method for filling hair color-changing agents |
GB0911493D0 (en) * | 2009-07-02 | 2009-08-12 | Univ Leeds | Catalysed dye systems |
JP5570161B2 (en) * | 2009-08-27 | 2014-08-13 | 月桂冠株式会社 | Dye solution containing melanin precursor and method for producing the same |
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NL107681C (en) * | 1957-02-02 | |||
BE549801A (en) * | 1959-07-24 | |||
DE2028818A1 (en) * | 1969-06-11 | 1970-12-17 | The Gillette Co,, Boston, Mass. (V.St.A,) | Process for coloring human hair |
JPS5147778B2 (en) * | 1973-12-01 | 1976-12-16 | ||
JPS5845401B2 (en) * | 1977-04-16 | 1983-10-08 | 株式会社資生堂 | hair dye |
FR2390158A1 (en) * | 1977-05-10 | 1978-12-08 | Oreal | LIQUID COMPOSITIONS OF DYES FROM THE INDOLES FAMILY FOR HAIR DYEING |
JPS5436683A (en) * | 1977-08-26 | 1979-03-17 | Hachirou Hirakawa | Scissors |
JPS588163Y2 (en) * | 1978-07-31 | 1983-02-14 | 家冨 岩間 | Container for hair dye solution |
-
1983
- 1983-07-25 CA CA000433076A patent/CA1201067A/en not_active Expired
- 1983-10-31 ZA ZA838098A patent/ZA838098B/en unknown
- 1983-11-07 NZ NZ206182A patent/NZ206182A/en unknown
- 1983-11-12 DE DE19833341053 patent/DE3341053A1/en active Granted
- 1983-11-21 KR KR1019830005509A patent/KR890000189B1/en not_active IP Right Cessation
- 1983-11-23 FR FR8318640A patent/FR2536993B1/en not_active Expired
- 1983-12-02 FI FI834430A patent/FI77572C/en not_active IP Right Cessation
- 1983-12-02 ES ES527728A patent/ES8503506A1/en not_active Expired
- 1983-12-02 NL NL8304157A patent/NL8304157A/en not_active Application Discontinuation
- 1983-12-05 NO NO834454A patent/NO164215C/en unknown
- 1983-12-06 MX MX199637A patent/MX158727A/en unknown
- 1983-12-06 DK DK561483A patent/DK167208B1/en not_active IP Right Cessation
- 1983-12-06 JP JP58229255A patent/JPS59144712A/en active Granted
- 1983-12-06 PT PT77787A patent/PT77787B/en not_active IP Right Cessation
- 1983-12-06 BR BR8306691A patent/BR8306691A/en unknown
- 1983-12-06 SE SE8306730A patent/SE461702C/en not_active IP Right Cessation
- 1983-12-06 IT IT24081/83A patent/IT1194508B/en active
- 1983-12-06 BE BE0/212003A patent/BE898397A/en not_active IP Right Cessation
- 1983-12-07 CH CH654583A patent/CH655654B/de unknown
- 1983-12-07 GR GR73176A patent/GR79092B/el unknown
- 1983-12-07 GB GB08332591A patent/GB2132642B/en not_active Expired
-
1989
- 1989-02-23 HK HK160/89A patent/HK16089A/en not_active IP Right Cessation
-
1990
- 1990-02-02 JP JP2022332A patent/JPH02237505A/en active Granted
-
1992
- 1992-11-10 JP JP4340878A patent/JPH0688893B2/en not_active Expired - Fee Related
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DE3701044C2 (en) * | 1986-01-20 | 1998-03-12 | Oreal | A method of coloring hair with 5,6-dihydroxyindole and hydrogen peroxide which is preceded or followed by treatment with an iodide and apparatus for use in said method |
DE3701044A1 (en) * | 1986-01-20 | 1987-07-23 | Oreal | Dyeing process for keratin fibres with 5,6-dihydroxyindole and hydrogen peroxide following or preceding a treatment with an iodide, and apparatus for use in said process |
FR2593062A1 (en) * | 1986-01-20 | 1987-07-24 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXY-INDOLE AND HYDROGEN PEROXIDE, PRECEDED OR FOLLOWED BY TREATMENT WITH IODIDE. |
FR2593061A1 (en) * | 1986-01-20 | 1987-07-24 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXY-INDOLE ASSOCIATED WITH AN IODIDE AND TINCTORIAL COMPOSITION IMPLEMENTED. |
US4808190A (en) * | 1986-01-20 | 1989-02-28 | L'oreal | Process for dyeing keratinous fibres with 5,6-dihydroxy-indole and hydrogen peroxide, preceded or followed by a treatment with an iodide |
US4804385A (en) * | 1986-01-20 | 1989-02-14 | L'oreal | Process for dyeing keratinous fibres with 5,6-dihydroxy-indole combined with an iodide and dyeing composition employed |
BE1000073A4 (en) * | 1986-01-20 | 1988-02-02 | Oreal | PROCESS FOR DYEING KERATIN FIBRES WITH 5-6-dihydroxyindole ASSOCIATED WITH A IODIDE AND DYEING COMPOSITION IMPLEMENTATION. |
BE1000074A4 (en) * | 1986-01-20 | 1988-02-02 | Oreal | DYEING METHOD WITH KERATIN FIBRE 5,6-dihydroxyindole AND HYDROGEN PEROXIDE, PRECEDED OR FOLLOWED BY A TREATMENT IODIDE. |
DE3701026A1 (en) * | 1986-01-20 | 1987-07-23 | Oreal | COLORING METHOD FOR CERATINAL FIBERS WITH 5,6-DIHYDROXYINDOL IN COMBINATION WITH AN IODIDE AND COLORING AGENTS USED THEREOF |
DE3701026C2 (en) * | 1986-01-20 | 1998-03-12 | Oreal | Keratin fiber coloring method with 5,6-dihydroxyindole in combination with an iodide and kit for use in this method |
FR2598318A1 (en) * | 1986-05-07 | 1987-11-13 | Oreal | PROCESS FOR DYEING HUMAN HAIR WITH BRASILINE OR ITS HYDROXYL DERIVATIVE AND COMPOSITIONS IMPLEMENTED |
BE1000231A3 (en) * | 1986-05-07 | 1988-09-20 | Oreal | DYEING METHOD OF HUMAN HAIR WITH HIS OR DERIVED HYDROXYL brasilin COMPOSITIONS AND IMPLEMENTED. |
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FR2601587A1 (en) * | 1986-07-18 | 1988-01-22 | Oreal | METHOD FOR DYING HAIR WITH HYDROXYQUINONIC COLORANTS AND METAL SALTS |
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US4992077A (en) * | 1986-08-21 | 1991-02-12 | Goldwell Gmbh | Agent for the oxidative dyeing of hair, method for the preparation of the agent and use of the agent |
FR2606636A1 (en) * | 1986-11-17 | 1988-05-20 | Oreal | PROCESS FOR DYING KERATIN FIBERS WITH INDOLE DERIVATIVES ASSOCIATED WITH IODIDE |
BE1000620A4 (en) * | 1986-11-17 | 1989-02-21 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH INDOLE DERIVATIVES ASSOCIATED WITH IODIDE. |
GB2204330B (en) * | 1987-04-02 | 1991-05-08 | Oreal | Process for dyeing keratinous fibres |
GR880100217A (en) * | 1987-04-02 | 1989-01-31 | Oreal | Preparation process for keratin fibres dyeing with the 5,6-dihydroxyindole associated with an iodide and with the peroxyde of hydrogen in ph alkaline |
US4888027A (en) * | 1987-04-02 | 1989-12-19 | L'oreal | Process for dyeing keratinous fibers with 5,6-dihydroxyindole in combination with an iodide and a hydrogen peroxide composition at alkaline pH |
FR2613221A1 (en) * | 1987-04-02 | 1988-10-07 | Oreal | PROCESS FOR DYEING KERATINIC FIBERS WITH 5,6-DIHYDROXYINDOLE ASSOCIATED WITH IODIDE AND A HYDROGEN PEROXIDE COMPOSITION WITH ALKALINE PH |
GB2204330A (en) * | 1987-04-02 | 1988-11-09 | Oreal | Process for dyeing keratinous fibres with 5,6-dihydroxy indole in conjunction with an iodide |
BE1001200A3 (en) * | 1987-04-02 | 1989-08-16 | Oreal | DYEING METHOD WITH KERATIN FIBRE 5,6-dihydro-XYINDOLE ASSOCIATED WITH AN IODIDE AND COMPOSITION OF HYDROGEN PEROXIDE PH ALKALINE. |
EP0335477A3 (en) * | 1988-03-31 | 1990-04-18 | Bristol-Myers Company | The use of n-substituted-5,6-dihydroxyindoles as a hair coloring agent |
EP0335477A2 (en) * | 1988-03-31 | 1989-10-04 | Bristol-Myers Squibb Company | The use of N-substituted-5,6-dihydroxyindoles as a hair coloring agent |
US5346509A (en) * | 1988-05-12 | 1994-09-13 | Clairol Incorporated | Process for dyeing hair by the sequential treatment of hair with metal ion-containing composition and with a dye composition containing 5,6-dihydroxyindole-2-carboxylic acid and certain derivatives thereof |
EP0342034A3 (en) * | 1988-05-12 | 1991-01-02 | Bristol-Myers Squibb Company | Process for dyeing hair by the sequential treatment with metal ion containing composition and dye composition containing 5,6-dihydroxyindole-2-carboxylic acid |
EP0342034A2 (en) * | 1988-05-12 | 1989-11-15 | Bristol-Myers Squibb Company | Process for dyeing hair by the sequential treatment with metal ion containing composition and dye composition containing 5,6-dihydroxyindole-2-carboxylic acid |
US5112360A (en) * | 1988-06-21 | 1992-05-12 | L'oreal | Processes for dyeing keratinous fibres based on 5,6 dihydroxyindole or an indole derivative and at least one rare earth salt and compositions for implementation thereof |
EP0348280A1 (en) * | 1988-06-21 | 1989-12-27 | L'oreal | Process for colouring keratinous fibres on the basis of 5,6-dihydroxy-indole or a derivative of indole and at least a salt of a rare-earth metal, and compositions for carrying out the process |
EP0475205A1 (en) * | 1990-09-11 | 1992-03-18 | Bristol-Myers Squibb Company | Method for reducing scalp staining |
US5273550A (en) * | 1991-09-26 | 1993-12-28 | Clairol Incorporated | Process and kit for dyeing hair |
US5279618A (en) * | 1991-09-26 | 1994-01-18 | Clairol Incorporated | Process and kit for dyeing hair |
US5279617A (en) * | 1991-09-26 | 1994-01-18 | Clairol Incorporated | Process and kit for dyeing hair |
WO1993018738A1 (en) * | 1992-03-16 | 1993-09-30 | Henkel Kommanditgesellschaft Auf Aktien | Dyeing of keratin fibres using indolines with metal catalysis |
US5609650A (en) * | 1992-03-16 | 1997-03-11 | Henkel Kommanditgesellschaft Auf Aktien | Dyeing of keratin fibres with indolines using metal salts as catalysts |
US5665336A (en) * | 1992-06-03 | 1997-09-09 | Bristol-Myers Squibb Company | Acidic post-treatment of hair dyed with dihydroxyindole |
FR2700266A1 (en) * | 1993-01-11 | 1994-07-13 | Oreal | Use of magnesium salt in a process for dyeing keratinous fibers using 5,6-dihydroxyindole or one of its derivatives, processes and compositions implementing them. |
WO1994015576A1 (en) * | 1993-01-11 | 1994-07-21 | L'oreal | Use of magnesium salt in a keratin fibre dyeing method using 5,6-dihydroxyindole or a derivative thereof, and methods and compositions therefor |
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EP0755669A2 (en) * | 1995-06-30 | 1997-01-29 | L'oreal | Oxidative two-step hair dyeing process with a manganese salt and an oxidative colorant and dyeing kit |
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FR2838053A1 (en) * | 2002-04-09 | 2003-10-10 | Oreal | Use of a system comprising manganese or zinc salts and oxides, especially chlorides, and an alkali or alkaline earth bicarbonate to limit the penetration of the skin by ortho-diphenol hair colorants |
US7077871B2 (en) | 2002-04-09 | 2006-07-18 | L'oreal | Coloring composition for keratin fibres comprising a system limiting the transcutaneous passage of an oxidation dye |
US7270685B2 (en) | 2002-04-09 | 2007-09-18 | L'oreal | Coloring composition for keratin fibres comprising a system limiting the transcutaneous passage of an oxidation dye |
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Legal Events
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732E | Amendments to the register in respect of changes of name or changes affecting rights (sect. 32/1977) | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 20031206 |