GB802554A - Improvements in or relating to the dyeing of animal fibres - Google Patents
Improvements in or relating to the dyeing of animal fibresInfo
- 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
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
- 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
- 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
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/445—Aminocarboxylic 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Coloring (AREA)
- Cosmetics (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.
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)
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)
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 |
-
1955
- 1955-11-25 FR FR1137922D patent/FR1137922A/en not_active Expired
-
1956
- 1956-10-18 FR FR70497D patent/FR70497E/en not_active Expired
- 1956-11-21 GB GB35618/56A patent/GB802554A/en not_active Expired
Cited By (5)
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 |
---|---|
FR1137922A (en) | 1957-06-05 |
FR70497E (en) | 1959-05-06 |
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