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
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
• • 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
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
  • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
  • D06P3/02—Material containing basic nitrogen
  • D06P3/04—Material containing basic nitrogen containing amide groups
  • D06P3/30—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts

Definitions

• Dyes of this type generally do not have the disadvantages of dyes of the type referred to above, but they have other disadvantages owing to which they have rarely been used for dyeing hair.
• novel azo compounds for use in dyeing hair and other keratinous fibres which are azobenzenes which contain as substituents in one of the benzene rings at least two hydroxy groups or an amino group and at least one hydroxy group, and the other benzene ring of which carries no substituents or may carry at least one hydroxy substituent.
• compositions for dyeing hair or other keratinous fibre which comprise aqueous solutions of azobenzenes as just defined. 7
• a method of dyeing hair or other keratinous fibre which comprises applying thereto a composition containing an azobenzene as just set forth.
• the dye solutions of the present invention color hair very strongly, especially in the presence of 3,164,522 Patented Jan. 5, 1965 ammonia, and at pH 7 or higher, i.e. under the conditions normally employed in hair dyeing.
• azobenzene dyes according to the invention may be used in mixture with one another or even with other coloring agents which effect dyeing under similar conditions.
• the dyeing solutions according to the invention may conveniently be prepared by dissolving the substituted azobenzene either in water or in an aqueous solution of alkali salts of weak acids of pH between 7 and 11.
• the substituted azobenzene may be dissolved in ammonia or in a caustic alkali solution diluted with water and then, if necessary, there may be added to the resulting solution a product capable of lowering its pH, such as an acid-0r an acid salt such as sodium bicarbonate or monosodium phosphate.
• the substituted azobenzene is dissolved in aqueous caustic alkali without a subsequent addition of a product lowering the pH, it is essential that the quantity of this alkali be lower than that necessary for saturating the hydroxyl groups of the substituted azobenzene so as not to impair the keratinic fibre which it is desired to dye.
• These substituted azobenzenes may be prepared by coupling a salt of diazobenzene met a hydroxy-substituted diazobenzene with a polyhydroxyl derivative of benzene or with an amino, monoor polyhydroxyl, derivative of benzene.
• the dyeing solutions according to the invention may contain, in addition to the substituted azobenzene, various ingredients which it is known to use in hair dyes, more especially wetting agents, foaming products, thickeners, and products intended to swell the keratinic fibre and to increase the penetration of the dye.
• Example I 0.5 g. of 2-amino-4:4'-dihydroxyazobenzene(obtained by coupling diazotized p-aminophenol with m-aminophenol) is dissolved with the aid of 3 cc. of ammonia solution (22 B.) and then made up to cc. with water. The pH of the solution is about 10.5.
• Naturally white hair whichhas undergone no previous dyeing or Example 'I V
• the procedure of Example I is followed, using 0.5 g. of 2:4:2-trihydroxyazobenzene (obtained by coupling diazotized o-aminophenol with resorcinol). The hair is dyed an intense reddish yellow color.
• Example V The procedure of Example I is followed, using 0.5 g. of 2:4 :4'-trihydroxyazobenzene (obtained by coupling diazotized p-aminophenol with resorcinol). The hair is dyed an intense-greenish-yellow color.
• Example Vl The procedure of Example I is followed, using 0.5 g. of 2:4:6:4'-tetrahydroxyazobenzene (obtained by coupling diazotized p-aminophenol with phloroglucinol). The hair is dyed an intense yellow color.
• Example VII The procedure of Example I is followed, using 0.5 g. of a mixture of 2:3:4-trihydroxyazobenzene and 3:4:5-
• hair is dyed a deep greenish-yellow color.
• Example VIII nated with the solution by means of a brush and, after a period of contact of 20 minutes, the hair is rinsed and optionally treated with a shampoo and again rinsed.
• Example IX 05 of 2-amino-4:4'-dihydroxyazobenzene is worked up into a paste in 2cc..of normal caustic soda solution and then diluted to .100 cc. with water and heated to the'neighborhood of boiling point. Hair is treated with the cooled solution, which has apI-I of about 9.5, as indicated in Example VIII. It is dyed a yellow shade.
• Example X 0.5 g. ,of 2:4:6-trihydroxyazobenzene is dissolved in 5 1 'cc. of normal caustic soda solution, and water and 16.5 cc. of sodium bicarbonatesolution (85 g. per litre) are added to obtain a total volume of 100 cc.
• This dyeing solution which'has a pH of about 9.1, imparts a yellow shade verging on green to hair under the conditions indicated inExample VIII.
• Example XI Asolution is prepared by dissolving 0.5 g. of 2:4:6:4'- tetrahydroxyazobenzene in 4.15 cc. of normal caustic soda solution in the cold. There is then added 8.4 cc. of
• Example XIII 0.5. g. of 2-amino-4:4'-dihydroxyazobenzene is dissolved in 5 cc. of a solution containing a mixture of sodium carbonate and sodium bicarbonate, of pH 9, and this solution is diluted with lukewarm Water to a volume of 100 cc.
• the dyeing solution thus obtained, after cooling, is buflered and possesses a pH of about 9.
• a method of dyeing live human hair which consists in; bringing said fibres into contact with an aqueous solution containing an azo benzene selected from the group consisting of 2:3:4-trihydroxyazoben zene, 324:5- rtrihydroxyazobenzene, 2:4: G-trihydroxyazobenzene, 2 :4: 2-trihydroxyazobenzene, 2 :4 4'-trihydroxyazobenzene, 2- amino 4:2 dihydroxyazobenzene, 4-amino-2:2'-dihydroxyazobenzene, 2-amino-4:4'-dihydroxyazobenzene, 4- amino-Z 4'-,dihydroxyazobenzene, and 2 4 z 6 :4-tetrahydroxyazobenzene, said solution being adjusted to a pH of 7 to 11, and being allowed to remain in contact therewith for approximately 20 minutes, then shampooing, rinsing and drying.
• an azo benzene selected from the group consisting of 2:3:4-tri
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 2:3:4-Uihydroxyazobenzene adjusted to a pH of between 7 to 11, and allowing said hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 3:425-trihydroxyazobenzene adjusted to a pH of between 7 to 11 and allowing the said to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 2:4:6-trihydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which-cousists in bringing the hair into contact with an aqueous solution of '2:4:2-trihydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution is about 8.9. Under the conditions indicated 0.5g. of 2:4:6-trihydroxyazobenzene is dissolved in 5 cc. of a mixture of monosodium phosphate and disodium solution of 2:4:4'-trihydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 2-amino-4:2-dihydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 2-amino-4:4'-dihydrooryazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 4-amino-2z4-dihydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for appoximately 20 minutes, shampooing, rinsing and drying the hair.
• a method of dyeing live human hair which consists in bringing the hair into contact with an aqueous solution of 2:4:6:4-tetrahydroxyazobenzene, adjusted to a pH of between 7 to 11 and allowing the hair to remain in contact therewith for approximately 20 minutes, shampooing, rinsing and drying the hair.

Landscapes

• 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)

Applications Claiming Priority (1)

Publications (1)

Family

ID=8731613

Family Applications (1)

Country Status (7)

Cited By (6)

Families Citing this family (2)

Citations (2)

Family Cites Families (3)

• 0
  • NL NL264736D patent/NL264736A/xx unknown
  • DE DENDAT1163498D patent/DE1163498B/de active Pending
• 1960
  • 1960-05-17 FR FR827470A patent/FR1292212A/fr not_active Expired
• 1961
  • 1961-05-10 CH CH553661A patent/CH402284A/fr unknown
  • 1961-05-15 US US133000A patent/US3164522A/en not_active Expired - Lifetime
  • 1961-05-16 BE BE603878A patent/BE603878A/fr unknown
  • 1961-05-17 GB GB18046/61A patent/GB938045A/en not_active Expired

Patent Citations (2)

Also Published As

Similar Documents