GB802554A - Improvements in or relating to the dyeing of animal fibres - Google Patents

Improvements in or relating to the dyeing of animal fibres

Info

Publication number
GB802554A
GB802554A GB35618/56A GB3561856A GB802554A GB 802554 A GB802554 A GB 802554A GB 35618/56 A GB35618/56 A GB 35618/56A GB 3561856 A GB3561856 A GB 3561856A GB 802554 A GB802554 A GB 802554A
Authority
GB
United Kingdom
Prior art keywords
prepared
diaminophenol
reduction
amino
hydrogen atom
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
GB35618/56A
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
Monsavon LOreal SA
Original Assignee
LOreal SA
Monsavon 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, Monsavon LOreal SA filed Critical LOreal SA
Publication of GB802554A publication Critical patent/GB802554A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/418Amines containing nitro groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/445Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof aromatic, i.e. the carboxylic acid directly linked to the aromatic ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing 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)
  • Cosmetics (AREA)
  • Coloring (AREA)

Abstract

In Example (1) 6-nitro-2:4-diaminophenol is prepared by nitrating 2:4-diaminophenol. Similarly in Example (3) 2-amino-4-(N-methyl)-amino-6-nitrophenol is prepared by nitrating 4 - N - methylamino - 2 - aminophenol. In Example (2) 2:4:6-triaminophenol is prepared by reduction of picramic acid. Similarly in Example (4) 4-N-methylamino-2:6-diaminophenol is prepared by reduction of the compound of Example (3), and in Example (5) 2-N-methylamino-4:6-diaminophenol is prepared by reduction of N-methyl-picramic acid. In Example (6) 2-(N-b -hydroxyethyl) amino-4:6-diaminophenol is prepared by refluxing calcium picramate with glycol monochlorohydrin, followed by reduction of the product. Similarly in Example (7) 4-di-(b -hydroxyethyl)-amino-2:6-diaminophenol is prepared by condensing isopicramic acid with glycol bromohydrin followed by reduction. In Example (8) 1:2 - dihydroxy - 3:5 - diaminobenzene is prepared by simultaneously reducing and deacetylating dinitropyrocatechol diacetate. In Example (9) 1-bromo-2-hydroxy-3:5-diamino-benzene is prepared by brominating 2:4-dinitroaniline, refluxing the product with potassium hydroxide, acidifying and reducing. In Examples (10), (11) and (12) 6-methoxy-2:4-diaminophenol, 3:5-diamino salicylic acid and 2-methylamino-4-aminophenol are prepared by reduction of the corresponding nitro compounds. In Example (13) 4-b -hydroxyethylamino-2-aminophenol is prepared by condensing potassium 2-nitro-4-aminophenate with glycol chlorohydrin followed by reduction. In Example (14) 6 - methyl - 2:4 - diaminophenol is prepared by heating 4-nitro-o-toluidine with potassium hydroxide, the product then being nitrated and finally reduced.ALSO:Animal fibre, e.g. hair, is dyed with oxidation dyes by applying an aqueous solution of a compound of the formula <FORM:0802554/IV (c)/1> wherein R1 and R2 each represent a hydrogen atom, a lower alkyl or lower hydroxyalkyl group, R3 represents a hydrogen atom or a lower hydroxy alkyl group and X represents a halogen atom or an amino, hydroxyl, carboxyl, lower alkyl or lower alkoxy group or, when at least two of the radicals R1, R2 and R3 each represent a hydrogen atom, a nitro group or, when at least one of the radicals R1, R2 and R3 is other than a hydrogen atom, a hydrogen atom, allowing the compound to oxidize on the fibre and finally rinsing. Oxidation may be accelerated by the use of a peroxide, e.g. hydrogen peroxide. The compound may be employed in the form of a salt and the pH of the solution is preferably adjusted to 5-8 by the addition of an alkali or an acid. Examples are given.
GB35618/56A 1955-11-25 1956-11-21 Improvements in or relating to the dyeing of animal fibres Expired GB802554A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1137922T 1955-11-25

Publications (1)

Publication Number Publication Date
GB802554A true GB802554A (en) 1958-10-08

Family

ID=9640913

Family Applications (1)

Application Number Title Priority Date Filing Date
GB35618/56A Expired GB802554A (en) 1955-11-25 1956-11-21 Improvements in or relating to the dyeing of animal fibres

Country Status (2)

Country Link
FR (2) FR1137922A (en)
GB (1) GB802554A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149497B (en) * 1961-10-26 1963-05-30 Interpal S A Preparations for coloring human hair
US3666812A (en) * 1962-07-11 1972-05-30 Oreal Diamino phenol hair dyeing compounds
US4226595A (en) * 1977-12-27 1980-10-07 Henkel Kommanditgesellschaft Auf Aktien Oxidation hair-coloring preparation based upon N,N-bis-(β-hydroxyethyl)-m-phenylenediamines
DE4438129A1 (en) * 1994-10-27 1996-05-02 Schwarzkopf Gmbh Hans New substituted 2,4-diaminophenols, process for their preparation and hair dye
WO2002005767A1 (en) * 2000-07-17 2002-01-24 Henkel Kommanditgesellschaft Auf Aktien Oxidised hair colouring agents containing at least one disubstituited 2.4-diamino phenyl ether as a coupling component

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1144879B (en) * 1959-12-17 1963-03-07 Schwarzkopf Fa Hans Method of coloring hair
US4007228A (en) * 1964-11-19 1977-02-08 L'oreal Substituted-2-nitro-paraphenylenediamines and processes for producing same
CA1024071A (en) * 1972-08-09 1978-01-10 George Alperin Semi-permanent hair dye composition comprising a nitro-dye, a quaternary amine and certain n-oxyalkylated fatty acid amide
FR2430932A1 (en) * 1978-07-12 1980-02-08 Oreal METAPHENYLENEDIAMINES AND TINCTORIAL COMPOSITIONS CONTAINING THEM

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1149497B (en) * 1961-10-26 1963-05-30 Interpal S A Preparations for coloring human hair
US3666812A (en) * 1962-07-11 1972-05-30 Oreal Diamino phenol hair dyeing compounds
US4226595A (en) * 1977-12-27 1980-10-07 Henkel Kommanditgesellschaft Auf Aktien Oxidation hair-coloring preparation based upon N,N-bis-(β-hydroxyethyl)-m-phenylenediamines
DE4438129A1 (en) * 1994-10-27 1996-05-02 Schwarzkopf Gmbh Hans New substituted 2,4-diaminophenols, process for their preparation and hair dye
WO2002005767A1 (en) * 2000-07-17 2002-01-24 Henkel Kommanditgesellschaft Auf Aktien Oxidised hair colouring agents containing at least one disubstituited 2.4-diamino phenyl ether as a coupling component

Also Published As

Publication number Publication date
FR70497E (en) 1959-05-06
FR1137922A (en) 1957-06-05

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