US2975101A - Dyeing of hair and other keratinous materials - Google Patents

Dyeing of hair and other keratinous materials Download PDF

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Publication number
US2975101A
US2975101A US709479A US70947958A US2975101A US 2975101 A US2975101 A US 2975101A US 709479 A US709479 A US 709479A US 70947958 A US70947958 A US 70947958A US 2975101 A US2975101 A US 2975101A
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US
United States
Prior art keywords
hair
solution
dyeing
triphenol
employed
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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
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US709479A
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English (en)
Inventor
Charle Roger
Kalopissis Gregoire
Ghilardi Giuliana
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.)
LOreal SA
Monsavon LOreal SA
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LOreal SA
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.)
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Publication of US2975101A publication Critical patent/US2975101A/en
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/30Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts
    • D06P3/305Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts with oxidation dyes

Definitions

  • This invention relates to the dyeing of hair, including human hair, and other keratinous materials.
  • 2,4,5-trihydroxytoluene is capable of dyeing, wool in shades from light reddish-brown to dark brown, depending upon whether the solution is adjusted to an acid or an alkaline pH-value, by operating at 90 "C. for l hour.
  • a process for dyeing hair is also known, in which use is made of the 1,2,4-trihydroxy compounds of benzene (which may also contain other s'ubstituents) in the form of their corresponding'1,2,4- triacyl derivatives; such derivatives are saponified a few moments before their application by boiling them in aqueous alcoholic solution in the presence of an excess of an alkaline reactant, such as sodium carbonate.
  • thesesaponified derivatives are applied in alkaline medium; whatever the method of oxidation employed (simsirable because of the subsequent chemical treatments.
  • a process for dyeing hair and other keratinous material comprises subjectingthe same to the simultaneous action of at least one triphenol of the following general formula:
  • Rj represents a hydrogen orhalo gen atom'or an ing and drying the hair or other material.
  • the global triphenol concentration of the solution applied to the hair ,or other keratinous material may vary within fairly widelirnits but is preferably between 0.01
  • the pH-value of the solutions may vary between 1 V lathe-case where the solution employed contains one of thev aforesaid oxidising agents, account should be taken, in selecting the working pH, of the nature of this oxidising agent.
  • an alkali metal or ammo-i 5 nium iodate onperiodate. is employed asthe oxidising reactant, it is preferable not to reduce the pH below 3 alcoholic solutions of 1,2,4-trihydroxybenzene or of'2,4,5-
  • trihydroxytoluene which may advantageously be adjusted to an acid pH for application to the hair, the shade being thereafter developed on ⁇ the hair itself by the addition of analiphatic'o'r araliphatic primary amineor again, if-
  • u aqueous or aqueous ⁇ alcoholic solution of thetriphenol or of the mixture of triphenols is' prepared, to which theiinorganicoxidiz-Q ,iug agent or agents is or are added at the time of apple The cation to. the hair or other keratinous product.
  • pH of the solution may beadjus te'dto the desired value
  • the use'of metallic salts does .in I V and the oxidizing agent
  • the pH theriresulting simply by the addition of any appropriate reactant. If preferred it is Iev'en'possible to usejthe solution as such that is to 1 1T sa'y,withoutanyothercOnstituent than the'triphenols p 2915.101 9, w e
  • the solution is preferably left in contact with the hair or other keratinous material for 5-60 minutes and the gair is then briefly rinsed, shampooed, rinsed again and ried.
  • the inorganic oxidizing agent or agents may be introduced into the triphenol solution either in the form of powder or in aqueous solution.
  • the process is carried out in two stages, by first applying the solution of the triphenol or triphenols, free from any oxidizing agent, and allowing this solution to remain in contact with the hair or with the product to be dyed for 5-60 minutes in order to complete the impregnation, partly drying the hair, if desired after rinsing with water, and then applying an aqueous solution of the selected oxidizing agent and leaving it in contact for the period necessary for the development of the shade, generally from 5-20 minutes, the hair then being rinsed, shampooed, rinsed again and dried.
  • the pH of the triphenol solution applied in the first stage is not adapted to the nature of the oxidizing agent employed or to the desired effect, or if the brief rinsing which has followed this first application has caused the pH on the hair to revert to a higher excessive value, said value may be modified by adding to the solution containing the oxidizing agent an appropriate reactant, for example an organic or inorganic acid, an acid hydrogen salt or a buffer.
  • an appropriate reactant for example an organic or inorganic acid, an acid hydrogen salt or a buffer.
  • the oxidising agent employed is an iodate or periodate it is preferable not to reduce the pH value below 3 and to avoid the use of strong inorganic acids for obtaining low pH values.
  • the concentration of the oxidizing agent in the solution containing it may be comprised between fairly wide limits, depending upon the desired shade and upon the own solubility of the oxidizing agents which may be employed.
  • the quantity of oxidizing agent to be employed corresponds to about 0.5 to g. per 100 cc. of the triphenol solution employed, whether or not this solution itself contains the oxidizing agent.
  • the volumes of triphenol solution and/ or of oxidizing agent to be employed are based in each case on the bulk of hair to be treated or on the quantity of other keratinous material to be dyed.
  • the dyeing process of the invention may be carried out not only by means of aqueous solutions as described above, but also by means of creams, pastes or jellies, the adjustment to the required consistency being effected by any conventional method used in hair dyeing.
  • Example I A solution having the following composition is prepared:
  • the pH of this solution is 4.
  • 2 g. of potassium periodate are added thereto.
  • the solution is left'in contact with the hair for 20 minutes, and the hair is then rinsed, shampooed, rinsed again and dried.
  • the shade obtained is light chestnut and has a very natural appearance.
  • Example III The following composition is employed:
  • Example VI A solution having the following composition is prepared:
  • the invention is of especial importance in relation to the dyeing of human hair it may also be applied, for example, to keratinous materials in the form of fibers, felts, furs and feathers.
  • a process for dyeing live human hair at room temperature which comprises applying thereto, a freshly prepared aqueous solution containing a triphenol of the general formula HO OH wherein R is selected from the group consisting of by drogen, halogen, alkyl, alkoxy and hydroxyalkyl, said solution being adjusted to a pH value of at most 7 and containing an oxidizing agent selected from the group consisting of alkali metal and ammonium iodates, periodates and persulphates.
  • a process for dyeing live human hair at room temperature which comprises applying thereto, a freshly prepared aqueous solution containing a triphenol of the general formula HO OH 3.
  • a process for dyeing live human hair at room temperature which comprises applying thereto, a freshly prepared aqueous solution containing -a triphenol of the gen: eral formula HO OH HO R wherein R is selected from the group consisting of hydrogen, halogen, alkyl, alkoxy and hydroxyalkyl, said solution being adjusted to a pH value of at least 3 and at most 7 and containing an oxidizing agent selected from the group consisting of alkali metal and ammonium iodates, periodates and presulphates, said solution containing 0.01 mole to 1 mole of said triphenol per litre and 0.5 to 10 grams of said oxidizing agent per cc.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Cosmetics (AREA)
  • Coloring (AREA)
US709479A 1957-01-22 1958-01-17 Dyeing of hair and other keratinous materials Expired - Lifetime US2975101A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR348511X 1957-01-22

Publications (1)

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US2975101A true US2975101A (en) 1961-03-14

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Family Applications (1)

Application Number Title Priority Date Filing Date
US709479A Expired - Lifetime US2975101A (en) 1957-01-22 1958-01-17 Dyeing of hair and other keratinous materials

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US (1) US2975101A (US06573293-20030603-C00009.png)
BE (1) BE564088A (US06573293-20030603-C00009.png)
CH (1) CH348511A (US06573293-20030603-C00009.png)
DE (1) DE1126565B (US06573293-20030603-C00009.png)
GB (1) GB827439A (US06573293-20030603-C00009.png)
NL (1) NL224268A (US06573293-20030603-C00009.png)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3920384A (en) * 1974-07-17 1975-11-18 Clairol Inc Autoxidizable hair dye containing preparations
JPS5135441A (en) * 1974-07-17 1976-03-25 Bristol Myers Co Jidosankaseimohatsusenryoto sonoseiho
US4529404A (en) * 1976-06-30 1985-07-16 Clairol Incorporated Hair dye preparation
US4630621A (en) * 1985-09-27 1986-12-23 Susanne Pontani Method and composition for simultaneously permanently waving and dyeing human hair
US5161553A (en) * 1986-09-19 1992-11-10 Clairol Incorporated Process for simultaneously waving and coloring hair

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1489344A (en) * 1974-01-18 1977-10-19 Unilever Ltd Hair dyeing composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1663202A (en) * 1926-03-29 1928-03-20 Kritchevsky Wolf Hair dye
US2733186A (en) * 1951-04-19 1956-01-31 Compositions for the dyeing of hair
GB745531A (en) * 1953-01-01 1956-02-29 Gillette Industries Ltd Improvements in or relating to the dyeing of hair and other keratinous material
GB745532A (en) * 1953-01-01 1956-02-29 Gillette Industries Ltd Improvements in or relating to the dyeing of hair and other keratinous material

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE663781C (de) * 1936-05-08 1938-08-13 I G Farbenindustrie Akt Ges Haarfaerbemittel
AT179384B (de) * 1951-04-19 1954-08-25 Union Francaise Commerciale Et Industrielle Sa Verfahren zur Herstellung eines unschädlichen Haarfärbemittels
AT188027B (de) * 1951-11-19 1956-12-27 Union Francaise Commerciale Et Industrielle Sa Verfahren zur Herstellung eines unschädlichen Haarfärbemittels

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1663202A (en) * 1926-03-29 1928-03-20 Kritchevsky Wolf Hair dye
US2733186A (en) * 1951-04-19 1956-01-31 Compositions for the dyeing of hair
GB745531A (en) * 1953-01-01 1956-02-29 Gillette Industries Ltd Improvements in or relating to the dyeing of hair and other keratinous material
GB745532A (en) * 1953-01-01 1956-02-29 Gillette Industries Ltd Improvements in or relating to the dyeing of hair and other keratinous material

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3920384A (en) * 1974-07-17 1975-11-18 Clairol Inc Autoxidizable hair dye containing preparations
JPS5135441A (en) * 1974-07-17 1976-03-25 Bristol Myers Co Jidosankaseimohatsusenryoto sonoseiho
US4054413A (en) * 1974-07-17 1977-10-18 Clairol Incorporated Autoxidizable hair dye containing preparations
JPS6039645B2 (ja) * 1974-07-17 1985-09-06 ブリストル マイヤーズ カンパニー 自動酸化性毛髪染料とその製法
US4529404A (en) * 1976-06-30 1985-07-16 Clairol Incorporated Hair dye preparation
US4630621A (en) * 1985-09-27 1986-12-23 Susanne Pontani Method and composition for simultaneously permanently waving and dyeing human hair
US5161553A (en) * 1986-09-19 1992-11-10 Clairol Incorporated Process for simultaneously waving and coloring hair

Also Published As

Publication number Publication date
GB827439A (en) 1960-02-03
NL224268A (US06573293-20030603-C00009.png)
DE1126565B (de) 1962-03-29
BE564088A (US06573293-20030603-C00009.png)
CH348511A (fr) 1960-08-31

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