GB1061515A - New hair dye and method of making the same - Google Patents

New hair dye and method of making the same

Info

Publication number
GB1061515A
GB1061515A GB49347/65A GB4934765A GB1061515A GB 1061515 A GB1061515 A GB 1061515A GB 49347/65 A GB49347/65 A GB 49347/65A GB 4934765 A GB4934765 A GB 4934765A GB 1061515 A GB1061515 A GB 1061515A
Authority
GB
United Kingdom
Prior art keywords
methylamino
nitro
ethylene
hydrogen atom
resulting product
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
Application number
GB49347/65A
Inventor
Gregoire Kalopissis
Andree Bugaut Born Ormancey
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
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
Publication of GB1061515A publication Critical patent/GB1061515A/en
Expired legal-status Critical Current

Links

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
    • A61K8/418—Amines containing nitro groups
    • 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
    • C09B51/00—Nitro or nitroso dyes

Landscapes

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

Abstract

The invention comprises 1-methylamino-2-nitro - 4 - (2 - hydroxyethyl) - methylamino benzene. The compound is prepared by acetylating the hydrogen atom of the 4-amino group of 1-amino-2-nitro-4-methylamino benzene with acetic anhydride, replacing a hydrogen atom of the 1-amino group by reaction with p-toluene-sulphonyl chloride, methylating the resulting product, e.g. with methyl sulphate, removing the p-toluene sulphonyl and acetyl groups by hydrolysis with H2SO4 and HCl respectively and refluxing the resulting product with an ethylene halohydrin. The ethylene halohydrin may be ethylene bromohydrin.ALSO:The invention comprises 1-methylamino-2-nitro - 4 - (2 - hydroxyethyl) - methylamino benzene. The compound is prepared by acetylating the hydrogen atom of the 4-amino group of 1-amino-2-nitro-4-methylamino benzene with acetic anhydride, replacing a hydrogen atom of the 1-amino group by reaction with p-toluene sulphonyl chloride, methylating the resulting product, e.g. with methyl sulphate, removing the p-toluene sulphonyl and acetyl groups by hydrolysis with H2SO4 and HCl respectively and refluxing the resulting product with an ethylene halohydrin. The ethylene halohydrin may be ethylene bromohydrin.ALSO:Compositions containing 1-methylamino-2-nitro-4-(2-hydroxyethyl)-methylamino benzene are used to dye hair. The composition may also include other nitro, azo or anthraquinone dyes. The dyes are preferably used at alkaline pH. Other additives that may be present include organic solvents, detergents, thickening agents and lacquers. The dyes do not require the presence of an oxidising agent.
GB49347/65A 1964-11-19 1965-11-19 New hair dye and method of making the same Expired GB1061515A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
LU47385A LU47385A1 (en) 1964-11-19 1964-11-19

Publications (1)

Publication Number Publication Date
GB1061515A true GB1061515A (en) 1967-03-15

Family

ID=19724034

Family Applications (1)

Application Number Title Priority Date Filing Date
GB49347/65A Expired GB1061515A (en) 1964-11-19 1965-11-19 New hair dye and method of making the same

Country Status (6)

Country Link
US (1) US3632292A (en)
BE (1) BE672400A (en)
DE (1) DE1569806C3 (en)
GB (1) GB1061515A (en)
LU (1) LU47385A1 (en)
NL (2) NL131840C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4601726A (en) * 1983-11-21 1986-07-22 L'oreal Dye composition for the direct dyeing of keratinic fibres, containing at least one N-substituted cosolubilized 2-nitroparaphenylenediamine and corresponding processes for dyeing keratinic fibres
US4863481A (en) * 1982-01-05 1989-09-05 L'oreal Dyeing compositions based on oxidation dyestuff precursors and on n-substituted ortho-nitroanilines and comprising an alkanolamine and bisulphite, and their use in the dyeing of keratin fibres

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU83686A1 (en) * 1981-10-08 1983-06-08 Oreal TINCTORIAL COMPOSITION FOR KERATINIC FIBERS BASED ON BENZENIC NITER DYES
LU85940A1 (en) * 1985-06-10 1987-01-13 Oreal DYE COMPOSITIONS FOR KERATINIC FIBERS BASED ON HALOGENATED METAPHENYLENEDIAMINES

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB190413956A (en) * 1904-06-20 1905-04-13 James Yate Johnson Improvements in the Manufacture and Production of Hydroxy-ethylaniline and of Derivatives thereof.
US2687431A (en) * 1950-12-20 1954-08-24 Gen Aniline & Film Corp Process of preparing nitro phenylenediamines
DE928909C (en) * 1951-02-07 1955-06-13 Kleinol Produktion G M B H Process for dyeing animal fibers, in particular human hair, without the aid of oxidizing agents
US2750327A (en) * 1953-06-01 1956-06-12 Lever Brothers Ltd Process of dyeing animal fibers and dyes and dyeing compositions therefor
FR1310072A (en) * 1964-06-12 1963-03-04

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4863481A (en) * 1982-01-05 1989-09-05 L'oreal Dyeing compositions based on oxidation dyestuff precursors and on n-substituted ortho-nitroanilines and comprising an alkanolamine and bisulphite, and their use in the dyeing of keratin fibres
US4601726A (en) * 1983-11-21 1986-07-22 L'oreal Dye composition for the direct dyeing of keratinic fibres, containing at least one N-substituted cosolubilized 2-nitroparaphenylenediamine and corresponding processes for dyeing keratinic fibres

Also Published As

Publication number Publication date
DE1569806B2 (en) 1974-11-14
NL6514989A (en) 1966-05-20
BE672400A (en) 1966-05-16
US3632292A (en) 1972-01-04
NL131840C (en) 1971-06-16
NL7019082A (en) 1971-03-25
LU47385A1 (en) 1966-05-20
DE1569806C3 (en) 1975-07-03
DE1569806A1 (en) 1970-07-09

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