Classifications

• • 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
• • 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
  • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
• • C—CHEMISTRY; METALLURGY
  • C07—ORGANIC CHEMISTRY
  • C07D—HETEROCYCLIC COMPOUNDS
  • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
  • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
  • C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
  • C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring

Definitions

• the present invention relates to a new class of couplers which may be used with known oxidation dyes. It is the object of the invention to provide as a new article of manufacture a dye for keratinic fibers, and particularly for human hair, which is essentially characterized by the fact that it contains, in association with at least one conventional oxidation base, at least one benzomorpholine compound having the general formula:
• R represents hydroxyl or amino in position or 7
• R and R represent hydrogen, lower alkyl having 1-4 carbon atoms or lower hydroxyl alkyl having 14 carbon atoms
• R is H or lower alkyl having 1 to 4 carbon atoms.
• bases which may be advantageously used in association with the couplers of Formula I are: para-phenylene diamine, para-tolylene diamine, para-aminophenol, N-methyl-para-aminophenol, chloroparaphenylene diamine, methoxy-para-phenylene diamine, 6-methoxy-3-methyl-para-phenylene diamine, (N-ethyl, N- carbamylethyl)para-phenylene-diamine, 2,5-diamino-pyridine.
• couplers having Formula I are: 7-hydroxybenzomorpholine, 7-amino-benzomorpholine, S-hydroxybenzomorpholine, S-amino-benzomorpholine, 1-methyl-7- hydroxy-benzomorpholine, 2-methy1-7-hydroxy-benzomorpholine and 5-hydroxy-7methyl-benzomorpholine.
• the ratio of base to coupler in the dyeing compositions according to the invention may vary within broad limits, but an excess of coupler is preferably used.
• the dyeing compositions of this invention may contain other dyes suitable for use under the same conditions, including direct dyes (such as azo or anthraquinone dyes), or dyes obtained by the association of bases and couplers other than those constituting the subject matter of the present invention.
• direct dyes such as azo or anthraquinone dyes
• dyes obtained by the association of bases and couplers other than those constituting the subject matter of the present invention include direct dyes (such as azo or anthraquinone dyes), or dyes obtained by the association of bases and couplers other than those constituting the subject matter of the present invention.
• compositions of this invention may also contain wetting agents, dispersing agents, penetrating agents, or any other ingredients conventionally used in dyeing hair. They may take the form of an aqueous solution, a cream, a gel or an aerosol.
• compositions according to the invention are used in a conventional manner at an alkaline pH, preferably between 8 and 10. This pH may be obtained, for example, by adding ammonia or some other base.
• the composition is applied to the hair in the presence of an oxidizing solution, which is preferably a solution of hydrogen peroxide.
• -It is a further object of the present invention to provide a method of dyeing hair which is characterized by making the dye composition defined above alkaline, adding hydrogen peroxide thereto and applying the mixture to the hair. The hair is then rinsed, shampooed and dried.
• a further object of the invention is to provide new compounds having the Formula I in which R represents hydroxyl, that is to say those compounds having the formula:
• CH3 I 11 NH Ca 7 and the organic and mineral acid salts of the above compounds.
• the preferred organic acid salts are the salts of acetic acid, formic acid, propionic acid, etc.
• the preferred mineral acid salts are salts of the halogen acids, such as hydrochloric acid, hydrobromic acid, or of sulfuric acid, phosphoric acid, etc.
• the preferred hair dye compositions may contain 0.1 to 10% of the coupler compound and 0.1 to 10% of the oxidation base dye.
• oxidation dye-coupler compositions of this invention may be placed in any suitable carrier such as water, alcohol, etc. and they may be in any suitable form such as solution, gel, cream, aerosol, etc.
• suitable carriers, gelling agnts, aerosol compositions, etc. are set forth in many text books, such as Cosmetic Compositions, volumes I and II, by Harry.
• a hair dye composition for dyeing live human hair comprising an aqueous alkaline solution having a pH of 8-10 of an oxidation base consisting of a compound in which the molecule comprises an aromatic nucleus having either two amino groups or an amino group and a hydroxyl group in ortho or para position with respect to each other;
• a coupler selected from the group consisting of a compound having the formula wherein X is selected from the group consisting of sulfur and oxygen, R is selected from the group consisting of hydroxyl and NH in position 5 or 7, R and R are selected from the group consisting of hydrogen, lower alkyl and lower hydroxyl alkyl, R is selected from the group consisting of hydrogen and lower alkyl, and the acid addition salts of said compound, and an effective amount of an oxidizing agent, said oxidation base being present in amounts of 0.1-10% by weight of said composition and said coupler being present in amounts of 0.1-10 percent by weight of said composition.
• composition of claim 1 in which the base is selected from the group consisting of para-phenylene diamine, para toluylene diamine, para aminophenol, N-methyl-para-aminophenol, 6 methoxy-3-methyl-paraphenylene diamine, (N-ethyl, N-carbamyl-ethyl)-paraphenylene diamine and 2,5-diaminopyridine.
• composition of claim 1 in which the coupler is selected from the group consisting of 7-hydroXy-benzomorpholine, 5-hydroxy-benzomorpholine, 7-amino-benzomorpholine, S-amino-benzomorpholine, 1 methyl-7-hydroxy-benzomorpholiue, 2-methyl 7 hydroxy-benzomorpholine and S-hydroxy 7-methyl-benzornorpholine.
• a process for dyeing live human hair comprising applying in amounts effective to dye said hair, the composition of claim 1.

Landscapes

• Life Sciences & Earth Sciences (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Chemical & Material Sciences (AREA)
• Public Health (AREA)
• General Health & Medical Sciences (AREA)
• Animal Behavior & Ethology (AREA)
• Veterinary Medicine (AREA)
• Epidemiology (AREA)
• Birds (AREA)
• Cosmetics (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=19725694

Family Applications (1)

Country Status (10)

Cited By (7)

Families Citing this family (3)

Family Cites Families (5)

• 1968
  • 1968-08-13 LU LU56703D patent/LU56703A1/xx unknown
• 1969
  • 1969-08-04 US US847413A patent/US3690810A/en not_active Expired - Lifetime
  • 1969-08-06 DE DE1940085A patent/DE1940085C3/de not_active Expired
  • 1969-08-07 NL NL696912084A patent/NL140727B/xx not_active IP Right Cessation
  • 1969-08-08 BE BE737265D patent/BE737265A/xx not_active IP Right Cessation
  • 1969-08-11 CA CA059,250A patent/CA974993A/en not_active Expired
  • 1969-08-12 FR FR6927773A patent/FR2015589A1/fr active Pending
  • 1969-08-12 IT IT52979/69A patent/IT1036026B/it active
  • 1969-08-12 GB GB44531/70A patent/GB1245525A/en not_active Expired
  • 1969-08-12 GB GB40358/69A patent/GB1245524A/en not_active Expired
  • 1969-08-12 GB GB44532/70A patent/GB1245526A/en not_active Expired
  • 1969-08-13 CH CH1230069A patent/CH511605A/fr not_active IP Right Cessation

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