DE1492198B2 - Hair dye - Google Patents
Hair dyeInfo
- Publication number
- DE1492198B2 DE1492198B2 DE1492198A DE1492198A DE1492198B2 DE 1492198 B2 DE1492198 B2 DE 1492198B2 DE 1492198 A DE1492198 A DE 1492198A DE 1492198 A DE1492198 A DE 1492198A DE 1492198 B2 DE1492198 B2 DE 1492198B2
- Authority
- DE
- Germany
- Prior art keywords
- hair
- dyes
- agents
- weight
- cream
- 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.)
- Granted
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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
- C07D231/48—Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Description
neutralem oder insbesondere alkalischem pH-Bereich angewendet werden. Die mit den oben beschriebenen Haarfärbemitteln erzielten Färbungen haben gute Licht-, Wasch- und Reibeigenschaften und lassen sich im Gegensatz zu den gebräuchlichen Mitteln auf Basis von Oxydationsfarbstoffen mit Reduktionsmitteln, wie Natrium-hydroxymethansulfinat, leicht abziehen.neutral or especially alkaline pH range can be used. The ones with the ones described above The colorations achieved by hair dyes have good light, washing and rubbing properties and can be in contrast to the usual agents based on oxidizing dyes with reducing agents, like sodium hydroxymethanesulfinate, easily peel off.
Man bereitet eine Lösung aus 2 Gewichtsteilen 3-Metoyl-4-aminopyrazolonhydrochlorid, 1 Gewichtsteil Resorcin und 0,5 Gewichtsteilen Natriumsulfit in 80 Gewichtsteilen Wasser, stellt durch Zusatz von Ammoniak auf pH 9,5 ein und füllt mit Wasser auf 100 Gewichtsteile auf. Kurz vor der Anwendung vermischt man mit 4 Gewichtsteilen Wasserstoffperoxyd (30%ig) und läßt die Färbelösung bei Zimmertemperatur auf natürlich ergraute menschliche Haare einwirken. Nach einer Einwirkungszeit von 20 Minuten wird gespült und gründlich shampoomert. Man erhält eine kräftige rote Anfärbung. Verwendet man an Stelle des Resorcins 1 Gewichtsteil m-Toluylendiamin, so erhält man eine rotviolette Anfärbung.A solution is prepared from 2 parts by weight of 3-metoyl-4-aminopyrazolone hydrochloride, 1 part by weight Resorcinol and 0.5 part by weight of sodium sulfite in 80 parts by weight of water, provides by adding Ammonia to pH 9.5 and make up to 100 parts by weight with water. Mixed just before use one with 4 parts by weight of hydrogen peroxide (30%) and leaves the dye solution at room temperature act on naturally graying human hair. After an exposure time of 20 minutes is rinsed and shampooed thoroughly. A strong red color is obtained. If you use Place of resorcinol 1 part by weight of m-toluenediamine, this gives a red-violet coloration.
..
Eine Färbelösung analog Beispiel 1 wird durch Verwendung von 3 Gewichtsteilen 4-Aminopyrazolon-3-carbonsäureamid-hydrochlorid an Stelle des 3-Methyl-4-aminopyrazolons erhalten. Auch mit dieser Lösung erhält man unter gleichen Bedingungen eine kräftige rote Anfärbung.A staining solution analogous to Example 1 is obtained by using 3 parts by weight of 4-aminopyrazolone-3-carboxamide hydrochloride obtained in place of the 3-methyl-4-aminopyrazolone. Even with this one Solution, under the same conditions, a strong red coloration is obtained.
Eine durch Zusatz von 5 Gewichtsteilen Celluloseglykolat verdickte Farbstoff lösung aus 1,5 Gewichtsteilen 4-Aminopyrazolon-hydrochlorid, 1 Gewichtsteil m-Diaminoanisol und 1 Gewichtsteil Natriumsulfit in 90 Gewichtsteilen Wasser wird mit Ammoniak auf pH 9,0 eingestellt und mit Wasser auf 100 Gewichtsteile aufgefüllt. Diese Paste färbt graue Haare nach dem Vermischen mit 8 Gewichtsteilen Melamin· perhydrat innerhalb von 30 Minuten rotviolett.A dye solution thickened by the addition of 5 parts by weight of cellulose glycolate and composed of 1.5 parts by weight of 4-aminopyrazolone hydrochloride, 1 part by weight m-Diaminoanisole and 1 part by weight of sodium sulfite in 90 parts by weight of water is treated with ammonia adjusted to pH 9.0 and made up to 100 parts by weight with water. This paste colors gray hair after mixing with 8 parts by weight of melamine perhydrate, red-violet within 30 minutes.
. .
B e 1 s ρ 1 e 1 4. .
B e 1 s ρ 1 e 1 4
Mit einer Farbpaste gemäß Beispiel 3 mit einem Gehalt von 5 Gewichtsteilen 3-Phenyl-4-aminopyrazor lon-hydrochlorid an Stelle des 4-Aminopyrazolons erhält man bei pH 8,0 auf grauen Haaren unter analogen Bedingungen ebenfalls eine rotviolette Anfärbung. With a color paste according to Example 3 with a content of 5 parts by weight of 3-phenyl-4-aminopyrazor ion hydrochloride instead of 4-aminopyrazolone at pH 8.0, a red-violet coloration is also obtained on gray hair under analogous conditions.
Eine Emulsion vom pH 3,0 aus 10 Gewicbtsteilen Fettalkoholen mit 16 bis 18 C-Atomen, 10 Gewichtsteilen Fettalkoholsulfat, 2 Gewichtsteilen Hydrochlorid des ^Aminopyrazolon-S-carbonsäureäthylesters, 1 Gewichtsteil oc-Naphthol und 77 Gewichtsteilen Wasser wird mit 10 Gewichtsteilen Natriumperborat vermischt. Mit dieser Farbcreme erhält man innerhalb von 20 Minuten bei 25 0C auf grauem Haar eine tiefblaue Anfärbung. Diese Färbung läßt sich durch eine 20 Minuten lange Behandlung mit einer 3 %igen Lösung von Natriumhydroxymethansulfinat völlig entfernen.An emulsion of pH 3.0 from 10 parts by weight of fatty alcohols with 16 to 18 carbon atoms, 10 parts by weight of fatty alcohol sulfate, 2 parts by weight of the hydrochloride of ^ aminopyrazolone-S-carboxylic acid ethyl ester, 1 part by weight of oc-naphthol and 77 parts by weight of water is mixed with 10 parts by weight of sodium perborate. This color cream is obtained within 20 minutes at 25 0 C on gray hair, a deep blue staining. This color can be completely removed by treatment with a 3% solution of sodium hydroxymethanesulfinate for 20 minutes.
Mit einer Farbcreme wie im Beispiel 5, wobei jedoch an Stelle von «-Naphthol je ein Gewichtsteil der in der nachstehenden Tabelle angegebenen Kupplungskomponenten verwendet wird, erhält man bei sonst gleicher Arbeitsweise jeweils die unten angegebenen Haarfärbungen. With a color cream as in Example 5, but instead of "-naphthol" one part by weight of the The coupling components specified in the table below are used, but otherwise identical The hair colors specified below are used in each case.
4040
4545
m-Diaminoanisol
1,5-Dihydroxynaphthalin
o-AminophenolResorcinol
m-diaminoanisole
1,5-dihydroxynaphthalene
o-aminophenol
blauviolett
blau
gelbred-violet
blue-violet
blue
yellow
35 Beisüiel7 35 Example 7
Eine Färbecreme aus lOGewichtsteilen Fettalkoholen mit 16 bis 18 C-Atomen, 10 Gewichtsteilen Fettalkoholsulfat, 0,5 Gewichtsteilen Natriumsulfit, 0,5 Gewichtsteilen S-Nicotinoyl^-aminopyrazolon-hydrochlorid, 0,5 Gewichtsteilen a-Naphthol und 70 Gewichtsteilen Wasser wird durch Zusatz von Ammoniak auf pH 9,0 eingestellt und auf 100 Gewichtsteile mit Wasser aufgefüllt. Nach dem Vermischen mit 3 Gewichtsteilen Percarbamid erhält man mit dieser Färbecreme auf grauen Haaren innerhalb von 25 Minuten bei Zimmertemperatur eine kräftig blaue Anfärbung.A coloring cream made from 10 parts by weight of fatty alcohols with 16 to 18 carbon atoms, 10 parts by weight of fatty alcohol sulfate, 0.5 part by weight of sodium sulfite, 0.5 part by weight of S-nicotinoyl ^ aminopyrazolone hydrochloride, 0.5 parts by weight of a-naphthol and 70 parts by weight of water are obtained by adding ammonia adjusted to pH 9.0 and made up to 100 parts by weight with water. After mixing with 3 parts by weight of percarbamide one obtains with this coloring cream on gray hair within A strong blue coloration for 25 minutes at room temperature.
Claims (2)
■—CONR'R", wobei R' und R" einen niederen Alkyl- Die Haarfärbemittel können in schwach saurem,4-aminopyrazolones, for example, can be used in amounts customary for a purpose. There are alkyl radicals with 1 to 10 carbon atoms or, as wetting agent additives, in particular amounts of 0.5 an aryl or heterocyclic radical. up to 30% and, as thickener additives, quantities. Furthermore, functional groups such as from 0.1 to 25%, based in each case on the total - OH, - NH 2 , --NHCH 3 , --N (CH 3 ) 2 or halogen composition , into consideration. The concentration of atoms, especially chlorine, must be present. Furthermore, 65 dyes, depending on the intended use, come as the organic residue below up to 5%, but preferably 0.1 to 2%, also groups - COOH, - COOR ', - CONHR', based on the total composition.
■ —CONR'R ", where R 'and R" are a lower alkyl- The hair dyes can be used in weakly acidic,
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DET0029157 | 1965-08-05 | ||
CH725366A CH489246A (en) | 1965-08-05 | 1966-05-18 | Hair dyes |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1492198A1 DE1492198A1 (en) | 1969-12-04 |
DE1492198B2 true DE1492198B2 (en) | 1974-02-21 |
DE1492198C3 DE1492198C3 (en) | 1974-10-17 |
Family
ID=25701025
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1492198A Expired DE1492198C3 (en) | 1965-08-05 | 1965-08-05 | Hair dye |
DE1617876A Expired DE1617876C3 (en) | 1965-08-05 | 1966-09-08 | Hair dye |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1617876A Expired DE1617876C3 (en) | 1965-08-05 | 1966-09-08 | Hair dye |
Country Status (10)
Country | Link |
---|---|
US (1) | US3617167A (en) |
AT (1) | AT272526B (en) |
BE (1) | BE688594A (en) |
DE (2) | DE1492198C3 (en) |
DK (1) | DK113867B (en) |
FR (1) | FR1488169A (en) |
GB (1) | GB1146061A (en) |
IT (1) | IT942002B (en) |
NL (1) | NL6609633A (en) |
SE (1) | SE342141B (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE756849A (en) * | 1969-10-02 | 1971-03-30 | Therachemie Chem Therapeut | METHOD AND AGENT FOR DYING HUMAN HAIR |
US3907494A (en) * | 1971-10-04 | 1975-09-23 | Therachemie Chem Therapeut | Hair dyes based on diamino-nitro-benzene compounds |
DE3422732A1 (en) * | 1984-06-19 | 1985-12-19 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW AMINOPYRAZOLINONES, THEIR PRODUCTION AND USE |
IT1280181B1 (en) * | 1995-06-05 | 1998-01-05 | Cirs Spa | PROCEDURE FOR THE PRODUCTION OF ANTI-INCROSTANT TO COAT THE POLYMERIZATION REACTORS AND THE RESPECTIVE RESULTING PRODUCT |
FR2763241B1 (en) | 1997-05-13 | 1999-07-02 | Oreal | KERATIN FIBER DYEING COMPOSITION COMPRISING A PYRAZOLIN-4,5-DIONE AND AN AROMATIC PRIMARY AMINE |
DE19945877A1 (en) | 1999-09-24 | 2001-04-05 | Goldwell Gmbh | Means and methods for decolouring colored hair |
DE10000460B4 (en) * | 2000-01-07 | 2004-05-06 | Wella Aktiengesellschaft | Means and processes for coloring hair |
DE10148848A1 (en) * | 2001-10-04 | 2003-04-17 | Henkel Kgaa | Treatment of keratinous fibers, especially human hair, to remove colorant or change nuance involves coloring in usual way, then treating with agent containing dithionite salt and surfactant |
FR2917737B1 (en) * | 2007-06-22 | 2012-06-01 | Oreal | COLORING COMPOSITION COMPRISING A PYRAZOLINONE-BASED AZOMETHINIC TYPE COMPOUND |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL224239A (en) * | 1957-01-21 | |||
NL102837C (en) * | 1958-04-15 | |||
DE1091707B (en) * | 1959-03-21 | 1960-10-27 | Wella Ag | Preparations for coloring human hair with oxidizing dyes |
NL254590A (en) * | 1959-08-08 | |||
US3200040A (en) * | 1961-03-22 | 1965-08-10 | Hans Schwarzkopf | Hair dye comprising diaminopyridines |
-
1965
- 1965-08-05 DE DE1492198A patent/DE1492198C3/en not_active Expired
-
1966
- 1966-07-08 NL NL6609633A patent/NL6609633A/xx unknown
- 1966-07-29 US US568750A patent/US3617167A/en not_active Expired - Lifetime
- 1966-08-02 FR FR71724A patent/FR1488169A/en not_active Expired
- 1966-08-02 IT IT17954/66A patent/IT942002B/en active
- 1966-08-03 AT AT745366A patent/AT272526B/en active
- 1966-08-04 GB GB34906/66A patent/GB1146061A/en not_active Expired
- 1966-08-04 DK DK404566AA patent/DK113867B/en unknown
- 1966-08-05 SE SE10654/66A patent/SE342141B/xx unknown
- 1966-09-08 DE DE1617876A patent/DE1617876C3/en not_active Expired
- 1966-10-20 BE BE688594D patent/BE688594A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
DE1492198C3 (en) | 1974-10-17 |
IT942002B (en) | 1973-03-20 |
DE1617876A1 (en) | 1971-06-03 |
NL6609633A (en) | 1967-02-06 |
FR1488169A (en) | 1967-07-07 |
DE1492198A1 (en) | 1969-12-04 |
SE342141B (en) | 1972-01-31 |
US3617167A (en) | 1971-11-02 |
AT272526B (en) | 1969-07-10 |
DE1617876B2 (en) | 1974-08-08 |
DK113867B (en) | 1969-05-05 |
BE688594A (en) | 1967-03-31 |
GB1146061A (en) | 1969-03-19 |
DE1617876C3 (en) | 1975-06-19 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
E77 | Valid patent as to the heymanns-index 1977 | ||
EGA | New person/name/address of the applicant | ||
8339 | Ceased/non-payment of the annual fee |