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
  • A61K8/41—Amines
  • A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
• • 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
  • A61K8/41—Amines
  • A61K8/415—Aminophenols
• • 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
• • 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
  • D06P3/305—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts with oxidation dyes

Definitions

• This invention relates to a dyeing adjuvant and its use. More particularly, this invention is concerned with new compositions suitable for use in the dyeing of keratin fibers, such as human hair.
• 3-alkoxy-4-aminodiphenyl amines are inoperative in the presently used hair dyeing combinations. It has also been recommended to employ dimethyl aniline or 4-amino-dimethyl aniline in order to produce a dull color elfect.
• these modifiers are unsuitable for use in cosmetic preparations because of their unpleasant odor and pronounced toxicity.
• dyeings produced with these modifiers have an unsatisfactory light fastness.
• Another object of the present invention is to provide dyeing adjuvants which when added to amine-containing dyeing compositions will improve the properties of the colors produced therefrom.
• a further object of the present invention is to provide new amine-containing dyeing compositions suitable for use in the oxidative dyeing of keratin fibers including human hair.
• Yet another object of the present invention is to provide dyeing adjuvants which when applied to hair preserve its natural or artifical color.
• a further object of the present invention is to provide novel compositions which make it possible to dye human hair in such manner that the color obtained does not shift towards red under the action of light and/or perspiration.
• the present invention provides the m-dialkyl aminophenols as a new class of dyeing adjuvants. It has been found in accordance with the present invention that m-dialkyl aminophenols, in particular m-dimethyl aminophenol, produce an excellent modifying effect resulting in the formation of dull, green oxidation dyes. This elfect is all the more surprising since m-aminophenol, which is the parent substance of the m-dialkyl aminophenols and which is also used as a modifier, leads to blue-violet oxidation colors.
• the dialkyl amino phenols of the present invention When combined with an aromatic p-diamine, such as p-tolylene diamine, the dialkyl amino phenols of the present invention produce on human hair, depending upon the ratio of the components used, colors of excellent fastness which range from green to a natural-looking dull brown or blonde.
• the dyeings obtained with the aid of m-dialkyl aminophenols according to the present invention are fast to permanent waving (for example, by preparations based on thioglycolate), weather, washing and all influences of wear.
• a further advantage of the dyeing adjuvants of the present invention is that they can be used at the relatively high pH of the common hair dyeing compositions.
• m-dialkyl aminophenols such as m-dimethyl aminophenol
• these compounds when applied to the keratin of the hair form a greenish dyestufi" under the action of oxygen contained in the air. Therefore, the m-dialkyl aminophenols are capable of counteracting the shift towards red normally observed with hair colors.
• the dyeing adjuvants of the present invention have the added advantage of producing a shift towards green with all commonly used oxidation dyes, such as the aromatic p-diamines. Consequently, none of the mixtures commonly employed in the dyeing of hair will result in the formation of an abnormal color when an m-dialkyl aminophenol is present.
• Meta-dimethyl aminophenol and its homologues such as m-diethyl aminophenol, are physiologically harmless compounds. This finding is in agreement with the data obtained by S. Borelli (Hautmaschine 9, No. 1, 19, 21 (1958)), in studying the behavior of m-aminophenol.
• Example 1 8 parts of an aqueous solution containing 1% of toluylene diamine and 0.25% of resorcinol are mixed with 2 parts of a 1% solution of m-dimethyl aminophenol and 0.5 part of 25% aqueous ammonia. Shortly before the dyeing step, 10 parts of a 6% hydrogen peroxide solution are added to the mixture. The dyeing composition thus produced is allowed to act on human hair of medium brown color at a temperature of 32 C. for a period of 20 minutes. After rinsing and drying, the hair is of a dull, natural-looking brown color.
• Example 2 20 grams of cetyl alcohol, 2 grams of cetyl alcohol sulfate-sodium and 5 grams of wool wax are melted together and then emulsified with 40 grams of water at 70 C. To the hot emulsion there is added a hot solution of 0.3 gram of toluylene diamine, 0.08 gram of resorcinol, 0.01 gram of m-aminophenol and 0.1 gram of m-dimethyl aminophenol in 25 ml. of water, Subsequently, 10 ml. of a 25% ammonia solution are added and the mixture is stirred until cold. 50 grams of the cream thus prepared are mixed with 20 ml. of 6% hydrogen peroxide and the mixture is applied to human hair. After a dyeing time of 30 minutes, a dull, natural-looking blonde tone is obtained.
• a dyeing composition for use in the dyeing of human hair on human beings consisting essentially of a mononuclear aromatic p-diamine, an oxidizing agent and m-lower-clialkyl aminophenol.
• a dyeing composition for use in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine, hydrogen peroxide and m-dimethyl aminophenol.
• a dyeing composition for use in the dyeing of human hair on human beings, consisting essentially of p toluylene diamine, an oxidizing agent and m-lower-dialkyl aminophenol.
• a dyeing composition for use in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine, an oxidizing agent and m-dimethyl aminophenol.
• a dyeing composition for use in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine, an oxidizing agent and m-diethyl aminophenol.
• a dyeing composition for use upon oxidation in the dyeing of human hair on human beings consisting essentially of mononuclear aromatic p-diamine and m-lower-dialkyl aminophenol.
• a dyeing composition for use upon oxidation in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine and m-loWer-dialkyl aminophenol.
• a dyeing composition for use upon oxidation in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine and m-dimethyl aminophenol.
• a dyeing composition for use upon oxidation in the dyeing of human hair on human beings consisting essentially of p-toluylene diamine and m-diethyl aminophenol.
• a hair dye composition which comprises the dyeing composition of claim 1 and a hair dye modifier.
• a hair dye composition which comprises the dyeing composition of claim 1 and a hair dye modifier selected from the group consisting of resorcinol, pyrocatechol, orcinol, chlorohydroquinone, alpha naphthol and maminophenol.
• a hair dye composition which comprises the dyeing composition of claim 6 and a hair dye modifier.
• a hair dye composition which comprises the dyeing composition of claim 6 and a hair dye modifier selected from the group consisting of resorcinol, pyrocatechol, orcinol, chlorohydroquinone, alpha naphthol and m-aminophenol.

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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)

Applications Claiming Priority (1)

Publications (1)

Family

ID=7597839

Family Applications (1)

Country Status (6)

Cited By (2)

Families Citing this family (1)

Citations (2)

• 0
  • BE BE582334D patent/BE582334A/xx unknown
  • NL NL242906D patent/NL242906A/xx unknown
• 1958
  • 1958-11-13 DE DEW24442A patent/DE1151900B/de active Pending
• 1959
  • 1959-11-09 FR FR809651A patent/FR1239890A/fr not_active Expired
  • 1959-11-09 GB GB37946/59A patent/GB868325A/en not_active Expired
• 1964
  • 1964-05-05 US US365145A patent/US3216899A/en not_active Expired - Lifetime

Patent Citations (2)

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