US3011858A - Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes - Google Patents

Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes Download PDF

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Publication number
US3011858A
US3011858A US805136A US80513659A US3011858A US 3011858 A US3011858 A US 3011858A US 805136 A US805136 A US 805136A US 80513659 A US80513659 A US 80513659A US 3011858 A US3011858 A US 3011858A
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US
United States
Prior art keywords
solution
dihydroxyaminobenzene
hair
shade
value
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
US805136A
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English (en)
Inventor
Lantz Robert
Kalopissis Gregoire
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
Original Assignee
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.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
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Publication of US3011858A publication Critical patent/US3011858A/en
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Classifications

    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • 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 a process for dyeing hair, fur and other keratinic fibers, and particularly live human hair.
  • a process for the dyeing of hair, fur and other keratinic fibers comprises impregnating the said fibers with a composition comprising in aqueous solution at least one dihydroxyaminobenzene selected from 2,5-dihydroxyaminobenzene (aminohydroquinone), 2,4-dihydroxyaminobenzene (aminoresorcinol), and 3,4-dihydroxyaminobenzene (aminopyrocatechol) and the acid addition salts thereof, and subjecting the impregnated fibers to the action of an oxidizing agent (which may be the oxygen of the air).
  • an oxidizing agent which may be the oxygen of the air
  • the process is particularly valuable for dyeing live human hair.
  • the hydroxyaminobenzenes of the invention individually or in mixture, it gives natural shades suitable for this use, which range from blond to light brown and black.
  • the hair while in contact with the air, is impregnated with an aqueous solution of one or more of the aforesaid hydroxyaminobenzenes.
  • the results are particularly favourable when the pH-value of this solution is adjusted between 2 and 10 and preferably between 6 and 8.5.
  • the foregoing procedure may also be applied to furs and other keratinous substances.
  • the process is carried out in two steps, one in which hydroxyaminobenzene is fixed on the fiber to be dyed, while in the other one the oxidation is efiected.
  • the fixing of the aminohydroxyl derivative is advantageously effected in an aqueous medium of which the pH is lower than 9.
  • oxidation may be effected by the air after the fiber has been impregnated, with an alkaline solution of a pH-value higher than 7. This oxidation can be accelerated by the use of another oxidizing agent such as hydrogen peroxide.
  • aqueous dyeing compositions for use in the aforesaid process, more especially for dyeing live human hair, said compositions consisting essentially of an aqueous solution of at least one dihydroxyaminobenzene selected from 2,5'-dihydroxyaminobeuzene (aminohydroquinone) 2,4-dihydroxyaminobenzene (aminoresorcinol) and 3,4-dihydroxyaminobenzene (aminopyrocatechol) and the acid addition salts thereof, the pH-value of said solution being comprised between 2 and 10 and preferably between 6 and 8.5.
  • dihydroxyaminobenzene selected from 2,5'-dihydroxyaminobeuzene (aminohydroquinone) 2,4-dihydroxyaminobenzene (aminoresorcinol) and 3,4-dihydroxyaminobenzene (aminopyrocatechol) and the acid addition salts thereof, the pH-value of said solution being comprised between 2 and 10
  • the dyeing process of the invention permits of readily obtaining all the shades intermediate between those given individually by the specified dihydroxyaminobenzenes. These intermediate shades can be obtained by employing variable proportions of these derivatives in one and the same composition. it is therefore possible to prepare,
  • the pH-value of the solution obtained is about 9.
  • This solution is applied to grey hair and is allowed to act thereon for 20 minutes in contact with the air. After rinsing and drying, the hair is dyed in a golden blond shade.
  • Example 11 A solution is prepared by mixing:
  • Example 111 A solution is prepared by mixing:
  • the pH-value of the solution thus prepared is about 7. If this solution is applied for about 20 minutes to grey hair, there is obtained after rinsing and drying a golden blond shade which does not change in the course of time.
  • Example IV A solution is prepared by mixing:
  • Example V A solution prepared from:
  • Ammonium alkylsulfate (alkyl being taken as the average chain length of mixed fatty alcohols derived from coconut-oil) with a 20% content in free unreacted fatty alcohols l 2 N sodium carbonate solution in a quantity sufiicient to obtain a pH-value of 7.
  • Example VII (pH about 2.3), there is obtained under the same conditions a golden chestnut shade.
  • Example IX By replacing the 3,4-dihydroxyaminobenzene hydrochloride solution of Example VII by a 3% by weight aqueous solution of 2,4-dihydroxyaminobenzene hydrochloride (pH about 2.5) there is obtained, under the same conditions, a dull blond shade.
  • Example X A solution having the following composition is prepared:
  • the pH-value of the solution obtained is about 8. This solution is applied for 20 minutes to grey hair and a grey shade tinged with gold is obtained.
  • Example XI There is prepared a solution containing:
  • Example XII There is prepared a solution containing:
  • Example XIV There is prepared a solution containing:
  • This mixture is applied for 20 minutes to grey hair (containing 85-90% of white hair), whereby there is obtained, after rinsing and drying, a golden-chestnut shade.
  • Example XV There is prepared a solution containing:
  • Example XVI The procedure of Example XV is followed, the 2,5-dihydroaminobenzene hydrobromide being replaced by 2,4- dihydroxyarninobenzene hydrochloride in a quantity of 6 g. A stable black shade is obtained.
  • Example XVII There is prepared a solution containing:
  • the pH-value of the solution obtained is about 5.
  • Grey hair is impregnated with this solution and, after contact for 20 minutes, the hair is rinsed. A 1.2% hydrogen peroxide solution is thereafter applied for, 10 minutes and the hair is again rinsed. There is thus obtained a stable mahogany shade.
  • Example XVIII A solution is prepared as in Example XViI, but the 3,4-dihydroxyarninobenzene hydrochloride is replaced by 2,5-dihydroxyaminobenzene hydrobromide in a quantity of 3.8 g.
  • Example XIX A solution is prepared under the same conditions as in Example XVII but the 3,4-dihydroxyaminobenzene hydrochloride is replaced by 2,4-dihydroxyaminobenzene hydrochloride in a quantity of 3 g.
  • Example XVII After treatment under the same conditions as in Example XVII, a dark ash-blond shade is obtained.
  • Example XX A piece of unmord'anted rabbit skin is introduced into (b) Mordanted with chromium, there is obtained a brownish-black shade.
  • Example XXI Under the same conditions as in Example XX, but replacing the 2,4-dihydroxyaminobenzene hydrochloride by an equivalent quantity of 2,4-dihydroxyaminobenzene hydrobromide, a brown shade is obtained on an unmordanted rabbit skin, and a dark brown shade is obtained on a rabbit skin mordanted with copper.
  • the process according to the invention also comprises, in a first step, the application of the dyeing composition and the impregnation of the hair for a period of about 20 minutes and in a second step after rinsing of the hair, the impregnation of the hair by means of a hydrogen peroxide solution for a period of the order of 10 minutes (Examples XVII to XIX).
  • the dyeing process according to the invention may comprise other forms of application within the ability of the. person skilled in the art, in the light of the present description.
  • any appropriate oxidizing agent already used with oxidation dyes may be employed.
  • agents of the type usually employed in hair dyeing e.g. reducing, thickening and foaming agents for the purpose 'of facilitating their preservation, their application and their penetration into the fiber.
  • a process for dyeing live human hair and other keratinous fibers which process comprises impregnating said fibers with an aqueous solution of at least one dihydroxyaminobenzene selected from the group consisting of 2.5 dihydroxyaminobenzene, 2.4 dihydroxyaminobenzene, 3.4 dihydroxyaminobenzene and acid addition' salts thereof, said solution being brought to a pH between 2 and 10 by addition of a base chosen from the group consisting of sodium carbonate, sodium bicarbonate and sodium acetate, the keratinous fibers being thereafter subjected to the action of an oxidizing agent.

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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)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Cosmetics (AREA)
  • Coloring (AREA)
US805136A 1958-04-15 1959-04-09 Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes Expired - Lifetime US3011858A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR348784X 1958-04-15

Publications (1)

Publication Number Publication Date
US3011858A true US3011858A (en) 1961-12-05

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ID=8892668

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US805136A Expired - Lifetime US3011858A (en) 1958-04-15 1959-04-09 Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes

Country Status (5)

Country Link
US (1) US3011858A (fr)
CH (1) CH348784A (fr)
DE (1) DE1135417B (fr)
GB (1) GB857070A (fr)
NL (2) NL238044A (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3236734A (en) * 1959-01-20 1966-02-22 Oreal Process for dyeing hair with aromatic aminohydroxyl derivatives
US3485568A (en) * 1961-09-25 1969-12-23 Oreal 2,5 - dihydroxy - monomethyl- or diethyl-aminobenzene for dyeing living human hair,furs and other keratinous fibers
US3546293A (en) * 1962-07-11 1970-12-08 Oreal Amino phenols
US3617167A (en) * 1965-08-05 1971-11-02 Therachemie Chem Therapeut Methods and compositions containing 4-aminopyrazolones for the dyeing of human hair
US3649159A (en) * 1968-06-03 1972-03-14 Fmc Corp Hair coloring method using a peroxydiphosphate oxidant
US3898032A (en) * 1971-06-11 1975-08-05 Zotos Int Inc Oxidative hair-coloring mixtures containing a conditioning agent
US4529404A (en) * 1976-06-30 1985-07-16 Clairol Incorporated Hair dye preparation

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE256794C (fr) *
DE80814C (fr) *
DE179881C (fr) * 1905-06-21
NL69995C (fr) * 1946-12-14

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3236734A (en) * 1959-01-20 1966-02-22 Oreal Process for dyeing hair with aromatic aminohydroxyl derivatives
US3485568A (en) * 1961-09-25 1969-12-23 Oreal 2,5 - dihydroxy - monomethyl- or diethyl-aminobenzene for dyeing living human hair,furs and other keratinous fibers
US3546294A (en) * 1961-09-25 1970-12-08 Oreal 2,5-dihydroxy-monomethyl- or -diethylamino benzene and the salts thereof
US3546293A (en) * 1962-07-11 1970-12-08 Oreal Amino phenols
US3617167A (en) * 1965-08-05 1971-11-02 Therachemie Chem Therapeut Methods and compositions containing 4-aminopyrazolones for the dyeing of human hair
US3649159A (en) * 1968-06-03 1972-03-14 Fmc Corp Hair coloring method using a peroxydiphosphate oxidant
US3898032A (en) * 1971-06-11 1975-08-05 Zotos Int Inc Oxidative hair-coloring mixtures containing a conditioning agent
US4529404A (en) * 1976-06-30 1985-07-16 Clairol Incorporated Hair dye preparation

Also Published As

Publication number Publication date
CH348784A (fr) 1960-09-15
NL238044A (fr)
NL102837C (fr)
DE1135417B (de) 1962-08-30
GB857070A (en) 1960-12-29

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