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
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/35—Ketones, e.g. benzophenone
  • A61K8/355—Quinones
• • 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
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
  • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
  • C09B1/501—Amino-hydroxy-anthraquinones; Ethers and esters thereof containing onium groups
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
  • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
  • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
  • C09B1/51—N-substituted amino-hydroxy anthraquinone
  • C09B1/514—N-aryl derivatives
  • C09B1/5145—N-aryl derivatives only amino and hydroxy groups

Definitions

• R is a lower alkyl radical (for instance a methyl, ethyl, propyl or butyl radical); and A- is an anion, such as a halogen or a methylsulphate ion.
• Examples of two compounds falling within the scope of the above-indicated Formula I are: bis-methyl-[lhydroxy 2,4 (p-trimethylammoniumphenyl)aminoanthraquinone]sulphate, that is the compound of Formula I where R is methyl and A" is methylsulphate, and [1- hydroxy-2,4 (p trimethyl-ammoniumphenyl) aminoanthraquinone] iodide, that is the compound of Formula I where R is methyl and A- is iodide.
• the quaternary salts of this invention when applied to the hair give attractive grey shades of great intensity for which there is need in the art of hair-dyeing. They also have the advantage that they are very soluble in water over a very wide pH range, the aqueous solutions obtained being, in general, tolerant of all the practical conditions under which hair dyeing is carried out. Moreover, the quaternary salts when applied to hair have a 3,531 ,502 Patented Sept. 29, 1970 high resistance to sunlight, which is a most valuable property for hair dyes, and they also well withstand the presence of ingredients generally incorporated in dyeing compositions, such as hair penetrating and swelling agents, lustre-producing products and thickening agents.
• 1 hydroxy 2,4 (p-dimethylaminophenyl) aminoanthraquinone can be obtained by the reaction of N,N-dimethyl-p-phenylenediamine with purpurin, that is, 1,2,4- trihydroxyanthraquinone.
• the quaternary salts of l-hydroxy 2,4 (p dimethylaminophenyl)aminoanthra quinone can be obtained by reacting the latter compound with a quaternising agent such as methyl iodide or methyl sulphate.
• the present invention also relates to a method of dyeing keratinic fibres, more particularly hair, by applying to the fibres a quaternary salt of this invention, allowing sufficient time to elapse for the said compound to exert its dyeing effect and then removing any unwanted excess of the compound from the hair.
• the quaternary salt is conveniently used in the form of an aqueous solution that is left in contact with the hair for about 15 to 60 minutes at ambient temperature, after which the hair is rinsed and washed.
• the invention also comprises dyeing compositions suitable for dyeing keratinic fibres, which may take the form of solutions, emulsions, gels or creams, containing a quaternary salt of this invention.
• the dyeing composi tions preferably have a pH value of from 3 to 9.
• the dye compositions of the" invention may be used in combination with other dyestufis which may or may not be quaternary salts of this invention or belong to the family of the anthraquinone dyestuffs.
• a dyeing solution according to the invention is prepared by mixing:
• This solution is applied to 100% white hair and left in contact therewith for 20 minutes at ambient temperature, whereafter the hair is washed, rinsed and dried.
• the coloration thus obtained in the hair is violet-grey.
• a dyeing solution according to the invention is prepared by mixing: 1-hydroXy-2,4- (p-trimethylammoniumphenyl) arninoanthraquinone] iodide-10 g. Sodium carbonate, q.s. for pH 7 Water, q.s. for 1000 cc.
• This solution is applied to 100% white hair and left in contact therewith for 20 minutes at ambient temperature, whereafter the hair is rinsed, shampooed, rinsed again and dried.
• the coloration thus obtained in the hair is blue-grey.
• a dyeing solution according to the invention is prepared by mixing:
• N-monomethylnitro-p-phenylenediamine 6.5 l-(v-dimethylaminopropyl)-amino, 2-amino-4- nitrobenzene monohydrochloride 12
• Sodium carbonate q.s. for pH 8.5. Water, q.s. for 1000 cc.
• R is a lower alkyl having 1-4 carbon atoms and A* is a halide or methyl sulfate.

Landscapes

• Health & Medical Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Public Health (AREA)
• Organic Chemistry (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Chemical & Material Sciences (AREA)
• Veterinary Medicine (AREA)
• Emergency Medicine (AREA)
• Birds (AREA)
• Epidemiology (AREA)
• Cosmetics (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Applications Claiming Priority (1)

Publications (1)

Family

ID=8822443

Family Applications (2)

Family Applications After (1)

Country Status (8)

Cited By (4)

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Citations (4)

• 0
  • NL NL125671D patent/NL125671C/xx active
  • GB GB1050863D patent/GB1050863A/en active Active
• 1964
  • 1964-02-05 FR FR962659A patent/FR1430091A/fr not_active Expired
• 1965
  • 1965-01-28 US US428867A patent/US3531502A/en not_active Expired - Lifetime
  • 1965-01-28 CH CH154867A patent/CH435507A/fr unknown
  • 1965-01-28 CH CH119865A patent/CH440558A/fr unknown
  • 1965-01-30 DE DE19651492073 patent/DE1492073A1/de not_active Withdrawn
  • 1965-02-02 NL NL6501324A patent/NL6501324A/xx unknown
  • 1965-02-02 BE BE659168D patent/BE659168A/xx unknown
  • 1965-02-02 AT AT868065A patent/AT269359B/de active
  • 1965-02-02 AT AT90865A patent/AT251145B/de active
• 1970
  • 1970-05-15 US US37903A patent/US3692461A/en not_active Expired - Lifetime

Patent Citations (4)

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