US3838966A - Permanent but removable hair-coloring system - Google Patents

Permanent but removable hair-coloring system Download PDF

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Publication number
US3838966A
US3838966A US00040423A US4042370A US3838966A US 3838966 A US3838966 A US 3838966A US 00040423 A US00040423 A US 00040423A US 4042370 A US4042370 A US 4042370A US 3838966 A US3838966 A US 3838966A
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United States
Prior art keywords
hair
solution
treating
color
agent
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
US00040423A
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English (en)
Inventor
M Barchas
M Gutierrez
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.)
Mennen Co
Original Assignee
Mennen Co
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
Priority to US00040423A priority Critical patent/US3838966A/en
Application filed by Mennen Co filed Critical Mennen Co
Priority to IT50525/71A priority patent/IT969070B/it
Priority to BR3168/71A priority patent/BR7103168D0/pt
Priority to GB1661271A priority patent/GB1345881A/en
Priority to DE19712125689 priority patent/DE2125689C3/de
Priority to GB4017072A priority patent/GB1345882A/en
Priority to NL7107063A priority patent/NL7107063A/xx
Priority to BE767623A priority patent/BE767623A/fr
Priority to FR7118832A priority patent/FR2090272B1/fr
Priority to PH14996A priority patent/PH10066A/en
Priority to SE7403601A priority patent/SE410390B/xx
Application granted granted Critical
Publication of US3838966A publication Critical patent/US3838966A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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

Definitions

  • ABSTRACT Hair is colored by treating it with a solution containing [52] Cl 2 a transition metal compound having a valence less [51] Int Cl D06 1/36 than the maximum and then oxidizing the compound [58] Fieid g 111 to an insoluble form. Colors so imparted and colors imparted to other procedures using transition metal compounds may be removed by treatment with a re- [56] uNlTE g gfigfgs gg rENTs ducing agent or a chelating agent.
  • Prior metal coloring systems depended for the most part on the formation of metal sulfides, either by reaction of the dyeing solution with the keratinous sulfur in the hair itself or with sulfur from someexternal source; or on the reduction of the metal from-a higher valence state to a lower state, as for example by the reduction of a permanganate to manganese dioxide. None of these techniques have been particularly successful. Moreover there was no practicable technique for removing the color from the hair once it had been developed.
  • the present invention provides a novel method of hair coloring which will give a wide range of shades permanent to normal washing but whose coloration is readily removed if desired.
  • the invention also provides methods of removing hair color applicable to hair dyed in accordance with the invention and also to hair colored in more conventional ways.
  • hair is dyed by contacting it with a solution of a transition metal compound in which the metal is in a first valence state less than the maximum, to deposit the compound on the hair, and then oxidizing the compound to form an insoluble oxide in which the metal has a higher valence state.
  • color so imparted to hair may be removed by treating the hair with a suitable reducing agent or with a chelating agent. This removal technique, it will be recognized, may also be used where the original color was imparted by oxides formed by reduction of transition metal compounds in accordance with known dyeing techniques; and, if a chelating agent is used, where the color was imparted by deposition of certain transition metal sulfides.
  • the transition metals used for dyeing in accordance with the invention are those forming water soluble compounds capable of being oxidized to form an insoluble, colored oxide.
  • Manganese, iron and cobalt are of principal interest, and of these manganese is preferred.
  • the form in which the metal is initially applied to the hair is not important, so long as it is in a lower state of oxidation.
  • Various salts e.g., the halides (especially the chlorides), sulfates, or nitrates may be used, as may stable salts of organic acids, such as the acetates.
  • Manganese is preferably used in the form of manganous salts such as manganous sulfate or chloride. Iron and cobalt are used as the corresponding ferrous or cobaltous salts.
  • the conditions under which the metallic compounds are applied to the hair are capable of considerable variation. Normally the compounds will be applied as aqueous solutions, 0.26 to 1.05 formal, at moderate temperature, say from about to about 40C., and at a pH of from about 4 to about 10. Where the initial metal solution is followed by a separate oxidizing solution, it will be allowed to remain on the hair for say 5 to 30 minutes before the oxidizing solution is applied, so that the metal may penetrate into the interior of the hair.
  • dyeing according to the invention can be carried out using a single solution containing an alkali metal peroxydisulfate, e.g., sodium peroxydisulfate, as the oxidizing agent.
  • an alkali metal peroxydisulfate e.g., sodium peroxydisulfate
  • a metal salt solution e.g., a solution of MnCl
  • the efficacy of the peroxydisulfate as an oxidizing solution depends on its decomposition according to the reaction This reaction, however, is relatively slow, permitting the manganous ions to penetrate the hair filaments before they are oxidized.
  • the solution applied to the hair will normally have a metal compound concentration of 0.05 to 0.50 gram formula weight (GFW)/liter, a per-oxydisulfate concentration of 0.08 to 0.60 mols/liter and a pH of between about 8.0 and about 10.0. It may be applied at temperatures of say about 10 to about 40C., and is left in contact with the hair for between about 5 and about 60 minutes.
  • an oxidizing solution is applied.
  • oxidizing agents may be used, the criteria being merely that they be effective to convert the soluble, lower valence metallic compound to a higher valence state in a condition under which it becomes insoluble, and not be injurious to the hair or scalp under the effective oxiziding conditions.
  • oxidizing agents which have beenfound useful are the permanganates, perborates, persulfates, periodates, perphosphates and monopersulfates, used alone or in combination, as the alkali metal salts, or in the case of the periodates, as the acid (paraperiodic acid, H 10 Hydrogen peroxide may also be used.
  • the conditions of treatment with the oxidizing agent are, again, subject to considerable variation. In general it will be used in a concentration of say 0.01 to 0.30
  • the shade of dyeing may be varied by varying the kinds of metals used and their proportions as well as by varying the reaction conditions, especially concentration, pH and contact time.
  • Both the initial metal solutions and the oxidation or fixation solutions may contain various auxiliary materials such as buffers, wetting agents, perfumes and the like.
  • the hair may be shampooed using any conventional soap or synthetic detergent composition.
  • One of the advantages of dyeing in accordance with the invention is that the color may easily be removed, if desired, even though it is permanent under normal washing conditions.
  • alkali metal metabisulfites e.g.,'
  • sodium metabisulfite Na S O
  • Other equivalent reducing agents such as other reducing salts of the oxy acids based on S e.g., sodium sulfite (Na SO sodium thiosulfate (Na S O and sodium hydrosulfite (Na S O may also be used.
  • the reducing agent is employed in a concentration of say 0.05 to 0.5 mols/liter, normally at say to 40C., and at a pH of from about 1.5 to about 7.
  • the time of treatment is, of course, dependent on the other conditions. Normally substantially all the color can be removed in a matter of say 0.5 to 20 minutes.
  • the hair may be washed in normal manner.
  • color may be removed from hair dyed in accordance with the present invention by using a chelating or complexing agent.
  • chelating agents may be used, depending on the metal concerned. Thiourea has been found especially useful, but other materials in which the donor is sulfur may be used as may chelating agents in which the donor is nitrogen, e.g., EDTA, or oxygen, e.g., citric acid.
  • the conditions under which the chelating agent is used will vary widely depending on the agent and the metal to be removed. In general the concentration of agent will range between about 0.1 and about 1.0 mols/liter.
  • the solution will usually have a pH from say 2.5 to 5.0 and will be applied at temperatures of say 10 to 40C.. Contact time is determined by the speed of the particular reaction. Normally an application of say 1 to minutes will remove substantially all color. However, in certain instances times of an hour or even longer may be required. Sulfide colors generally require longer times or higher temperatures than oxide colors.
  • the removal techniques themselves represent a separate aspect of the present invention and are capable of being used to remove transition metal oxide or sulfide coloring materials regardless of how they have been applied.
  • cobalt or nickel salts may be applied to the hair from aqueous solution, and fixed by treatment with a dithionite (hyposulfite) solution.
  • potassium permanganate may be applied to the hair and reduced by the use of sodium sulfide or pyrogallol, to give a color which may be removed either by reduction using metabisulfite, or by a thiourea complexing solution.
  • Varying the pH of the second solution from 10.2 to 2.5 whilst holding the first solution at pH 8 gave a range of colors from dark warm brown through medium and light warm brown to medium and light ash blond. Maintaining the pH of the second solution at 10.2 and varying the pH of the first from 2.5 to 8 with NaOH or NH,OH gave a range of colors from dark warm brown to light reddish brown.
  • EXAMPLE III A solution was prepared containing Ingredient Proportion (WU?!) MnCl 15 sodium perhorate 2 water [N HCl to pH 4.5 balance This was applied to human hair for five minutes at pH 4.5 The hair was rinsed with water and then an aqueous solution of 0.4% KMnO, was applied for about 35 minutes at a pH of A black color was obtained.
  • EXAMPLE lV Human hair was treated with a solution containing 6 EXAMPLE v
  • the procedure of Example I was repeated, but the firstsplution was a simple 10 percent aqueous solution of MnCl Treatment with this was at pH 4.7 for minutes at room temperature.
  • the oxidizing solution was an aqueous solution containing 2.1 percent sodium perborate at pH 10.2, and room temperature.
  • the hair assumed a medium ash brown color. Decreasing the perborate concentration gave lighter colors with a medium ash brown at 1 percent, light ash brown at 0.05 percent and ash blond at 0.25 percent.
  • the colors from these perborate treatements tended, in general, to be more drab than similar treatments using permanganate.
  • EXAMPLE VI A solution was prepared containing Weight with sufficient 0.5 N HCl to give a pH of 1.6. Three bleached human hair swatches (Nos. 1, 2 and 3) were treated for 45, 10 and 20 minutes respectively and rinsed with water. They were then treated with a 0.44% KMnO; solution for l0, l0 and 20 minutes respectively, shampooed and examined. Swatch No. 1, was dark brown; No. 2, very dark brown and No. 3 black.
  • Examples Vll X gave ash colors, while Examples XI XVI gave warm colors.
  • the intensity of the colors seems proportional to the porosity of the hair, which is increased by bleaching. Lighter colors minutes. After rinsing, the hair was treated with 0.4% should therefore be expected when treating hair KMnO for about 5 minutes. The color was brown but bleached to a lesser extent. Black may still be obtained much less warm (less red) than was observed when the under these circumstances by increasing the proportion cobalt was omitted. of perborate in solution 1.
  • Hair dyed according to Examples VI, XI and XVI were 7 treated with the above solution for 5 minutes min. 1 for Example XI) at pH 2.5. The color was completely removed in each case.
  • Hair treated in accordance with this example was then treated with the thiourea solution of Example XX for 15 minutes at room temperature, with complete removal of color. The same result was obtained in 3 min. at 40C.
  • hair may be dyed with a wide range of permanent colors, and these colors, as well as colors more conventionally obtained, may be readily removed with simple and inexpensive reagents.
  • the color is understood to be due to the formation of manganese dioxide.
  • cobaltous or ferrous salts are oxidized the color apparently results from the formation of one or more oxides in which the metal, or some of it, has a valence greater than two.
  • a method for removing color from hair dyed with a coloring material which is an oxide or a sulfide of a transition metal which comprises treating said hair with a solubilizing agent which, when the coloring material is an oxide, is a reducing agent or a chelating agent and when the coloring material is a sulfide, is a chelating agent.
  • a method for coloring hair which comprises treating the hair with an aqueous solution of a transition metal compound in which the metal is present in less than its highest valence state to deposit said compound on the hair and oxidizing said compound to an insoluble compound in which the metal is in a higher valence state, to impart to the hair a color which is permanent under ordinary washing conditions.
  • a method of removing the color from hair colored according to claim 4 which comprises treating the colored hair with a reducing or chelating agent.
  • transition metal is manganese, cobalt or iron.
  • oxidizing agent is a permanganate, persulfate, perborate or periodate.
  • a method of coloring hair which comprises treating the hair with an aqueous solution of a manganous salt to deposit said manganous salt thereon, and treating the so treated hair with an aqueous perborate, persulfate, periodate or permanganate solution to precipitate an insoluble manganese oxide on the hair.
  • a method of coloring hair which comprises treating the hair with an aqueous solution of a cobaltous salt to deposit said cobaltous salt thereon and treating the so treated hair with an aqueous solution of a perborate,
  • a method of coloring hair which comprises treating the hair with an aqueous solution of a ferrous salt to deposit said salt thereon and subsequently treating the so treated hair with an aqueous solution of a perborate, persulfate, periodate or permanganate to insolubilize said ferrous salt.
  • a method for treating hair which comprises coloring hair by depositing thereon a coloring material which is a sulfide or an oxide of a transition metal and subsequently removing the color by treating the hair with a solubilizing agent which, when the coloring material is an oxide, is a reducing agent or a chelating agent, and when the coloring material is a sulfide, is a chelating agent.
  • transition metal is manganese, nickel, cobalt or iron.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
US00040423A 1970-05-25 1970-05-25 Permanent but removable hair-coloring system Expired - Lifetime US3838966A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
US00040423A US3838966A (en) 1970-05-25 1970-05-25 Permanent but removable hair-coloring system
BR3168/71A BR7103168D0 (pt) 1970-05-25 1971-05-24 Processo para o tratamento de cabelos
GB1661271A GB1345881A (en) 1970-05-25 1971-05-24 Hair colouring system
DE19712125689 DE2125689C3 (de) 1970-05-25 1971-05-24 Verfahren zum temporären Färben von Haar
GB4017072A GB1345882A (en) 1970-05-25 1971-05-24 Process for removing artificial colouration from hair
NL7107063A NL7107063A (fr) 1970-05-25 1971-05-24
IT50525/71A IT969070B (it) 1970-05-25 1971-05-24 Composizione per la tintura di capelli
BE767623A BE767623A (fr) 1970-05-25 1971-05-25 Procede de traitement des cheveux et des poils
FR7118832A FR2090272B1 (fr) 1970-05-25 1971-05-25
PH14996A PH10066A (en) 1970-05-25 1973-09-06 Method for colouring hair
SE7403601A SE410390B (sv) 1970-05-25 1974-03-18 Foerfarande foer faergning av haar genom anvaendning av en vattenoloeslig foerening av en oevergaangsmetall

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00040423A US3838966A (en) 1970-05-25 1970-05-25 Permanent but removable hair-coloring system

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US3838966A true US3838966A (en) 1974-10-01

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US00040423A Expired - Lifetime US3838966A (en) 1970-05-25 1970-05-25 Permanent but removable hair-coloring system

Country Status (9)

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US (1) US3838966A (fr)
BE (1) BE767623A (fr)
BR (1) BR7103168D0 (fr)
FR (1) FR2090272B1 (fr)
GB (2) GB1345881A (fr)
IT (1) IT969070B (fr)
NL (1) NL7107063A (fr)
PH (1) PH10066A (fr)
SE (1) SE410390B (fr)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3965283A (en) * 1974-12-18 1976-06-22 Moore Willard S Fibrous sorbing materials and preparations thereof
US4173453A (en) * 1976-04-09 1979-11-06 CDC Research Inc. Topical hair coloring formulation in the form of suspension, lotion and cream
US4302199A (en) * 1980-12-29 1981-11-24 The Procter & Gamble Company Hair dyeing method
US4847075A (en) * 1981-06-12 1989-07-11 Yakurigaku Chuo Kenkyusho Hydrated aluminum silicate adsorbent supporting reductive substance
US5064441A (en) * 1989-04-24 1991-11-12 Kao Corporation Hair treatment composition, bleaching composition and hair color tone modifier composition
US5196029A (en) * 1989-04-24 1993-03-23 Kao Corporation Hair-treatment composition, bleaching composition and hair color tone modifier composition
US5769902A (en) * 1995-06-21 1998-06-23 L'oreal Compsitions for dyeing keratinous fibers comprising an ortho-diaminopyrazoles, a coupler or direct dye, and a manganese salt, and processes for dyeing keratinous fibers with these compositions
US5873910A (en) * 1996-12-23 1999-02-23 L'oreal Process for the two-stage oxidation dyeing of keratin fibers with a manganese complex or salt and a 4-substituted 1-naphthol, and dyeing kit
US6106579A (en) * 1998-03-12 2000-08-22 Wella Aktiengesellschaft Compositions and methods for dyeing and safe decolorizing of fibers, especially hair, and multi-part kit for repeatedly changing dyed fiber color
EP1046390A1 (fr) * 1999-04-20 2000-10-25 Calgon Corporation Compositions et procédés de nettoyage et de décontamination des cheveux
WO2006066640A1 (fr) * 2004-12-20 2006-06-29 Henkel Kommanditgesellschaft Auf Aktien Kit de traitement des cheveux comprenant des produits de coloration et de decoloration
WO2012069599A2 (fr) 2010-11-25 2012-05-31 L'oreal Procédé pour le décapage de fibres de kératine utilisant une composition comprenant un dérivé d'acide sulfinique et une composition aqueuse acide
CN103243543A (zh) * 2013-05-27 2013-08-14 宁夏荣昌绒业集团有限公司 一种有色山羊绒散纤维的脱色方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2657781B1 (fr) * 1990-02-06 1994-10-14 Oreal Procede d'eclaircissement ou d'effacement de la couleur de cheveux teints et compositions mises en óoeuvre.

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2183754A (en) * 1935-02-21 1939-12-19 Ig Farbenindustrie Ag Process of dyeing
US2215196A (en) * 1936-09-23 1940-09-17 Gen Aniline & Film Corp Process of producing color on textile materials
US3075821A (en) * 1960-08-18 1963-01-29 Shulton Inc Process of dyeing keratinous fibers
US3215605A (en) * 1962-04-25 1965-11-02 Revlon Method for coloring hair and other keratinaceous fibers with metal salts

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2183754A (en) * 1935-02-21 1939-12-19 Ig Farbenindustrie Ag Process of dyeing
US2215196A (en) * 1936-09-23 1940-09-17 Gen Aniline & Film Corp Process of producing color on textile materials
US3075821A (en) * 1960-08-18 1963-01-29 Shulton Inc Process of dyeing keratinous fibers
US3215605A (en) * 1962-04-25 1965-11-02 Revlon Method for coloring hair and other keratinaceous fibers with metal salts

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3965283A (en) * 1974-12-18 1976-06-22 Moore Willard S Fibrous sorbing materials and preparations thereof
US4173453A (en) * 1976-04-09 1979-11-06 CDC Research Inc. Topical hair coloring formulation in the form of suspension, lotion and cream
US4302199A (en) * 1980-12-29 1981-11-24 The Procter & Gamble Company Hair dyeing method
US4847075A (en) * 1981-06-12 1989-07-11 Yakurigaku Chuo Kenkyusho Hydrated aluminum silicate adsorbent supporting reductive substance
US5064441A (en) * 1989-04-24 1991-11-12 Kao Corporation Hair treatment composition, bleaching composition and hair color tone modifier composition
US5196029A (en) * 1989-04-24 1993-03-23 Kao Corporation Hair-treatment composition, bleaching composition and hair color tone modifier composition
US5769902A (en) * 1995-06-21 1998-06-23 L'oreal Compsitions for dyeing keratinous fibers comprising an ortho-diaminopyrazoles, a coupler or direct dye, and a manganese salt, and processes for dyeing keratinous fibers with these compositions
US5873910A (en) * 1996-12-23 1999-02-23 L'oreal Process for the two-stage oxidation dyeing of keratin fibers with a manganese complex or salt and a 4-substituted 1-naphthol, and dyeing kit
US6106579A (en) * 1998-03-12 2000-08-22 Wella Aktiengesellschaft Compositions and methods for dyeing and safe decolorizing of fibers, especially hair, and multi-part kit for repeatedly changing dyed fiber color
EP1046390A1 (fr) * 1999-04-20 2000-10-25 Calgon Corporation Compositions et procédés de nettoyage et de décontamination des cheveux
WO2006066640A1 (fr) * 2004-12-20 2006-06-29 Henkel Kommanditgesellschaft Auf Aktien Kit de traitement des cheveux comprenant des produits de coloration et de decoloration
WO2012069599A2 (fr) 2010-11-25 2012-05-31 L'oreal Procédé pour le décapage de fibres de kératine utilisant une composition comprenant un dérivé d'acide sulfinique et une composition aqueuse acide
EP3494956A2 (fr) 2010-11-25 2019-06-12 L'Oréal Process for stripping keratin fibres using a composition comprising a sulfinic acid derivative and an acidic aqueous composition
US11406578B2 (en) 2010-11-25 2022-08-09 L'oreal Process for stripping keratin fibres using a composition comprising a sulfinic acid derivative and an acidic aqueous composition
CN103243543A (zh) * 2013-05-27 2013-08-14 宁夏荣昌绒业集团有限公司 一种有色山羊绒散纤维的脱色方法

Also Published As

Publication number Publication date
FR2090272B1 (fr) 1974-09-06
FR2090272A1 (fr) 1972-01-14
GB1345882A (en) 1974-02-06
SE410390B (sv) 1979-10-15
PH10066A (en) 1976-08-03
IT969070B (it) 1974-03-30
GB1345881A (en) 1974-02-06
BR7103168D0 (pt) 1973-04-10
DE2125689B2 (de) 1975-11-06
BE767623A (fr) 1971-10-18
NL7107063A (fr) 1971-11-29
DE2125689A1 (de) 1971-12-09

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