US3485568A - 2,5 - dihydroxy - monomethyl- or diethyl-aminobenzene for dyeing living human hair,furs and other keratinous fibers - Google Patents
2,5 - dihydroxy - monomethyl- or diethyl-aminobenzene for dyeing living human hair,furs and other keratinous fibers Download PDFInfo
- Publication number
- US3485568A US3485568A US671610A US3485568DA US3485568A US 3485568 A US3485568 A US 3485568A US 671610 A US671610 A US 671610A US 3485568D A US3485568D A US 3485568DA US 3485568 A US3485568 A US 3485568A
- Authority
- US
- United States
- Prior art keywords
- dihydroxy
- dyeing
- aminobenzene
- human hair
- diethyl
- 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 - Lifetime
Links
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
- A61K8/40—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
- 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
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/30—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts
- D06P3/305—Material containing basic nitrogen containing amide groups furs feathers, dead hair, furskins, pelts with oxidation dyes
Definitions
- This invention relates to the. dycing of hair, furs and other keratinous fibers.
- the known hair-dyeing processes are based almost exclusively upon the'us of a' hammer aromatic paradiamines and aminophe'nols, that is to say, on the use of intermediate bases which are converted by oxidation to it has beenfound that aqueous solutions of 2,4-dihydroxyaminobenzene and of 3,4-dihydroxyaminobenzene, in contradistinction to those of 2,S-dihydroxyaminobenzene, have an inconvenient color instability even at a pH of 7, and that their dyeing power decreases. and may even dis appear at the end of several months.
- a process for dyeing live human hair, fur or other keratinous fibers which comprises impregnating said fibers with dyes which have a true dyeing action on;the. fiber, with the aid of modifiers such as metadiamines and phenols or polyphenols.
- US. Patent 3,011,858 describes a process for dyeing live human hair, fur and other keratinous fibers which comprises impregnating the fibers with an aqueous solution of at least one dihydroxyaminobenzene selected from 2,5 dihydroxyaminobenzene, 2,4 dihydroxyaminobenzene and 3,4-dihydroxyaminobenzene, and acid addition salts thereof, and subjecting the impregnated fibers to the action of an oxidizing agent. It has been possible by this process to obviate or greatly to lessen, the aforesaid disadvantages.
- aqueous dyeing compositions of this invention it is also possible to add to the aqueous dyeing compositions of this invention the conventional products employed in hair dyeing 'andintended to increase the yield or to produce other effects, such as, for example, wetting agents, thickening agents, foaming agents and reducing agents such as sodium sulphite.
- the compounds 2,5 dihydroxy -'monornethylaminobenzene, 2,5 dihydroxy diethylaminobenzene and 2,5- dihydroxy-(/8-diethylaminoethyl) aminobenzene are novel per se and the invention includes these compounds and the processesfor theirproduction, referred to later herein, and also dyeing compositions containing them.
- reaction mixture After cooling and extraction with methylisobutylketone to remove the unconverted products, the reaction mixture is made alkaline by the addition of 200 g. of 40% sodium bydroxide and again extracted with methylisobutylketone. The product is distilled in vacuo. It passes over at C. under 0.1 mm. Hg pressure. The yield is of the order of 78%.
- Example II In the same way as in Example I, there is prepared a solution containing:
- 2,S-dihydroxy-diethylarninobenzene hydrobromide 3 Fatty alcohol C -C condensed with 2 mol of ethylene oxide, sulphated, sodium salt containing 20% of initial hydroxy-ethylenated alcohol g 4 5 N sodium hydroxide solution, q.s. for pH 7. Water, q.s. for cc 100 When this solution is applied to grey hair for 20 minutes, and then rinsed and dried, a pink-tinged light blond shade is obtained.
- Example III When, under the same conditions as in Example II, there is applied to the hair a solution prepared from:
- a dye composition for live human hair, fur and other keratinous fibers comprising an aqueous solution containing an effective dyeing amount of 2,5-dihydroxymonomethylarninobenzene or its acid addition salt and having a pH of about 3 to 10.
- a dye composition for live human hair, fur and other keratinous fibers comprising an aqueous solution containing an effective dyeing amount of 2,5-dihydroxydiethylaminobenzene or its acid addition salt and having a pH of about 3 to 10.
- composition of claim 1 wherein said compound is in the form of its acid addition salt.
- composition of claim 2, wherein said compound is in the form of its acid addition salt.
- a process for dyeing live human hair, fur and other keratinous fibers which comprises the steps of impregnating said fibers with dyeing amounts of the composition of claim 1 and allowing oxidation of the compound to take place on the fibers by exposing the same to air or an oxidizing agent.
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)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR874113A FR80568E (fr) | 1961-09-25 | 1961-09-25 | Procédé pour teindre les cheveux, fourrures et autres fibres kératiniques |
Publications (1)
Publication Number | Publication Date |
---|---|
US3485568A true US3485568A (en) | 1969-12-23 |
Family
ID=8763456
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US671620A Expired - Lifetime US3546294A (en) | 1961-09-25 | 1967-09-29 | 2,5-dihydroxy-monomethyl- or -diethylamino benzene and the salts thereof |
US671610A Expired - Lifetime US3485568A (en) | 1961-09-25 | 1967-09-29 | 2,5 - dihydroxy - monomethyl- or diethyl-aminobenzene for dyeing living human hair,furs and other keratinous fibers |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US671620A Expired - Lifetime US3546294A (en) | 1961-09-25 | 1967-09-29 | 2,5-dihydroxy-monomethyl- or -diethylamino benzene and the salts thereof |
Country Status (7)
Country | Link |
---|---|
US (2) | US3546294A (no) |
CH (1) | CH382376A (no) |
DE (1) | DE1492062C3 (no) |
FR (1) | FR80568E (no) |
GB (1) | GB951509A (no) |
IT (1) | IT972004B (no) |
NL (2) | NL110373C (no) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4212645A (en) * | 1974-01-18 | 1980-07-15 | Lever Brothers Company | Hair dyeing composition containing an aryldiamine and a substituted catechol |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1222700A (fr) * | 1959-01-20 | 1960-06-13 | Oreal | Nouveaux dérivés aminohydroxylés aromatiques utilisables comme colorants d'oxydation, procédé de préparation et procédé d'utilisation de ces dérivés |
US3011858A (en) * | 1958-04-15 | 1961-12-05 | Oreal | Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3214472A (en) * | 1962-08-29 | 1965-10-26 | Oreal | N-(substituted-phenyl)-2, 4-dihydroxy-anilines |
-
0
- NL NL281188D patent/NL281188A/xx unknown
-
1961
- 1961-09-25 FR FR874113A patent/FR80568E/fr not_active Expired
-
1962
- 1962-07-09 GB GB26337/62A patent/GB951509A/en not_active Expired
- 1962-07-12 CH CH839862A patent/CH382376A/fr unknown
- 1962-07-18 DE DE1492062A patent/DE1492062C3/de not_active Expired
- 1962-07-18 IT IT14630/62A patent/IT972004B/it active
- 1962-07-20 NL NL281188A patent/NL110373C/xx active
-
1967
- 1967-09-29 US US671620A patent/US3546294A/en not_active Expired - Lifetime
- 1967-09-29 US US671610A patent/US3485568A/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3011858A (en) * | 1958-04-15 | 1961-12-05 | Oreal | Process for dyeing hair, fur and other keratinic fibers with dihydroxyaminobenzenes |
FR1222700A (fr) * | 1959-01-20 | 1960-06-13 | Oreal | Nouveaux dérivés aminohydroxylés aromatiques utilisables comme colorants d'oxydation, procédé de préparation et procédé d'utilisation de ces dérivés |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4212645A (en) * | 1974-01-18 | 1980-07-15 | Lever Brothers Company | Hair dyeing composition containing an aryldiamine and a substituted catechol |
Also Published As
Publication number | Publication date |
---|---|
GB951509A (en) | 1964-03-04 |
CH382376A (fr) | 1964-09-30 |
NL281188A (no) | |
NL110373C (no) | 1964-11-17 |
DE1492062B2 (de) | 1974-05-02 |
FR80568E (fr) | 1963-05-17 |
IT972004B (it) | 1974-05-20 |
US3546294A (en) | 1970-12-08 |
DE1492062A1 (de) | 1972-04-20 |
DE1492062C3 (de) | 1974-12-19 |
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