EP0428538A1 - Haarfärbemittel-zubereitung - Google Patents
Haarfärbemittel-zubereitungInfo
- Publication number
- EP0428538A1 EP0428538A1 EP89907730A EP89907730A EP0428538A1 EP 0428538 A1 EP0428538 A1 EP 0428538A1 EP 89907730 A EP89907730 A EP 89907730A EP 89907730 A EP89907730 A EP 89907730A EP 0428538 A1 EP0428538 A1 EP 0428538A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- carbon atoms
- amines
- water
- liquid preparation
- 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.)
- Pending
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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
-
- 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
-
- 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
- A61K8/45—Derivatives containing from 2 to 10 oxyalkylene 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
Definitions
- the invention relates to a liquid preparation for oxidation hair dye.
- Such preparations consist of hair dye precursors and a carrier suitable for use on the hair.
- Preferred carriers are cream-type emulsions of the water-in-oil type and aqueous or aqueous-alcoholic solutions of soaps.
- Such oxidation hair dye bases based on liquid, aqueous or aqueous-alcoholic soap solutions form a viscous to gel-like, ready-to-use hair dye preparation after addition of the aqueous solution of the oxidizing agent required for the development of the oxidation colors.
- Oxidation hair dye preparations based on liquid, aqueous or aqueous-alcoholic soap solutions represent an advantageous form of confectioning because, after adding the aqueous solution of the oxidizing agent, they form a viscous to gel-like dye preparation which adheres to the hair when used.
- the task was therefore to find stabilizing substances, the use of which, even in lower concentrations, leads to a high increase in the viscosity of the formulation.
- the invention therefore relates to a liquid preparation for oxidation hair colorants, consisting of hair dye precursors and an aqueous or aqueous-alcoholic carrier, comprising soaps (A) and water-soluble cationic polymers (B), characterized in that they are used to stabilize amines of the structure (C )
- R 1 is an alkyl group with 8 to 22 C atoms
- R 2 is hydrogen or an alkyl group with 8 to 22 carbon atoms
- Liquid preparations for oxidation colorants which contain a combination of amines (C) with amines (D) for stabilization are therefore preferred.
- the amines of structure (C) can be obtained in a simple manner by reacting, for example, hydroxyethyl dialkylamines, hydroxypropyl dialkylamines, dihydroxyalkylalkylamines or trihydroxyalkylamines with sulfuric acid semiesters of the formula R 7 - ⁇ [OC 2 H 4 ] t, [OC 3 H 6 ] z ⁇ -OSO 3 -H, where R 7 represents an alkyl group with 8-22 C atoms and t and z are independently numbers from 0 to 6, with the restriction that t and z are not 0 at the same time are, or their alkali or alkaline earth metal salts accessible in the presence of strong bases.
- R 7 represents an alkyl group with 8-22 C atoms
- t and z are independently numbers from 0 to 6, with the restriction that t and z are not 0 at the same time are, or their alkali or alkaline earth metal salts accessible in the presence of strong bases.
- the degrees of alkoxylation given are the average degrees of alkoxylation of the present product mixture.
- Such amines usually show the better stabilizing effects whose degrees of ethoxylation and / or propoxylation are in the lower range of the values given for the numbers m to r.
- the amines can be both uniform products and mixtures. The latter will generally exist if natural, renewable raw materials such as oils and fats are used as a source for these alkyl groups.
- amines which, as alkyl groups, have a mixture of cetyl and stearyl groups in a ratio of 1: 4 to 2: 1, for example from vegetable or animal sebum can be obtained, very good stabilizing properties.
- Amines which are particularly preferred in the context of the inventive teaching are therefore, for example
- C16 / 18 H 33/37 stands for mixtures of alkyl groups which consist predominantly of cetyl (C 16 H 33 ) and stearyl (C 18 H 37 ) groups.
- fatty amines Both pure fatty amines and mixtures of fatty amines can be used for this. It is preferred to use amine mixtures which are obtained from natural fats and oils by the known processes.
- One example is coconut alkylamine. Addition of ethylene oxide or propylene oxide to the fatty amines mentioned initially gives alkoxylated fatty amines of the general formula (D) in which R 4 and R 5 are hydrogen.
- Water-soluble soaps of fatty acids are preferably used as soaps (A).
- Fatty acids which are particularly suitable for this purpose are those which are liquid at 20 ° C. These are, for example, unsaturated linear fatty acids such as oleic acid, linoleic acid, palmitoleic acid, erucic acid or liquid mixtures of these fatty acids with one another and with small proportions of saturated linear fatty acids with 12-22 carbon atoms.
- Other preferably suitable liquid Fatty acids are branched fatty acids, for example 2-hexyl-decanoic acid, 2-octyldodecanoic acid or isostearic acid.
- Alkali metal hydroxides and alkali metal carbonates, ammonia and mono-, di- and trialkanolamines with 2 to 4 carbon atoms in the alkanol group are suitable for converting the fatty acids into water-soluble soaps.
- Oleic acid in the form of ammonium, mono-, di- and triethanolammonium soap is particularly suitable.
- Water-soluble homopolymers or copolymers (B1) with units of the general formula are particularly suitable.
- R 8 and R 9 are alkyl groups with 1 to 4 carbon atoms or hydroxyalkyl groups with 2 to 4 carbon atoms and ⁇ (-) is a chloride, bromide, hydrogen sulfate, methoxysulfate, phosphate or acetate anion.
- cationic polymers of this type are, for example, the commercial products Merquat (R) 100 and Merquat (R) 550 (Quaternium 41). The preparation of these polymers is known for example from DE-OS 2109 081.
- suitable cationic polymers are cellulose ethers (B2), the anhydroglucose units of which have 1 to 3 substituents with quaternary ammonium groups bonded via ether oxygen.
- Such polymers are known for example from DE-OS 15 93 657.
- a commercial product of this structure is, for example, Polymer JR (R) 400.
- quaternary polymeric urea derivatives (B3) as are known from US Pat. No. 4,157,388, are also particularly suitable.
- a commercial product of this type is Mirapol (R) A15, which consists of structural units of the general formula
- liquid preparations which contain 1-30% by weight of soaps (A), 0.5-10% by weight of water-soluble cationic polymers (B), 0.1-20% by weight, in particular 0.5-10% by weight, amines (C) and 0-20% by weight, in particular 0-5% by weight, amines (D).
- the hair dye preparations according to the invention contain, in addition to the carrier components mentioned, oxidation hair dye precursors.
- the known color bases or developer compounds and known modifiers or coupler compounds are used as such.
- the oxidation dyes are formed by oxidative coupling of one or more developer components with one another or with one or more coupler components in the presence of an oxidizing agent.
- Primary aromatic amines with a further free or substituted hydroxy or amino group in para or ortho position, diaminopyridine derivatives, heterocyclic hydrazone derivatives, 4-aminopyrazolone derivatives or tetraminopyrimidines are usually used as developer substances.
- Hair dye preparations can contain such oxidation hair dye precursors in an amount of 0.05 to 5.0% by weight, preferably 0.2 to 2.0% by weight.
- the hair dye preparations according to the invention can also contain synthetic anionic, non-ionic, ampholytic or zwitterionic detergent raw materials in amounts of up to 20% by weight.
- Suitable are, for example, linear alkyl sulfates with 12-18 C atoms in the alkyl group, alkyl polyglycol ether sulfates with 12-16 C atoms in the alkyl group and 1 to 6 glycol ether groups in the molecule, fatty alcohol polyglycol ethers which are formed by the addition of 6 to 20 moles of ethylene oxide to C 10 -C 18 fatty alcohols are obtained, adducts of 6 to 20 moles of ethylene oxide with nonyl or dodecylphenol, fatty alkyl dimethyl amine oxides, fatty acid mono- or diethanol amides, N-fatty alkyl dimethyl glycine, N-fatty alkyl aminopropionic acid and other known surfactants.
- the hair dye preparations according to the invention can contain 0 to 20% by weight of fatty alcohols having 12 to 22 carbon atoms, for example coconut oil alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, oleyl alcohol or stearyl alcohol in emulsified form.
- fatty alcohols having 12 to 22 carbon atoms for example coconut oil alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, oleyl alcohol or stearyl alcohol in emulsified form.
- Synthetic, branched alcohols are also suitable, for example 2-octyldodecanol, 2-hexyl-decanol, isostearyl alcohol, isohexadecyl alcohol.
- the hair dye preparations according to the invention preferably contain lower alcohols with 1 to 4 C atoms and / or lower glycols with 2 to 5 C atoms, for example ethanol, isopropanol, n-propanol, ethylene glycol, 1,2-propylene glycol, methyl glycol, ethyl glycol , Butyl glycol, diethylene glycol, dipropylene glycol or hexylene glycol.
- These lower alcohols or glycols are preferably present in the preparations in a total amount of 1 to 30% by weight contain.
- the hair dye preparations according to the invention also contain the additives customary in such oxidation dye bases for stabilizing the oxidation dye precursors; these are complexing agents, e.g. B. ethylenediaminotetraacetic acid, nitrilotriacetic acid, 1-hydroxy-ethane-1,1-diphosphonic acid or other organodiphosphonic acids in the form of their alkali salts, antioxidants, such as. As sodium sulfite, sodium bisulfite, hydroquinone or salts of thioglycolic acid or ascorbic acid, buffer salts, such as. B. ammonium sulfate, ammonium carbonate, ammonium citrate and ammonia or an alkanolamine to adjust a pH value of 8-10.
- complexing agents e.g. B. ethylenediaminotetraacetic acid, nitrilotriacetic acid, 1-hydroxy-ethane-1,1-diphosphonic acid or other organodiphosphonic acids
- sulfopone (R) T55 tallow fatty alcohol sulfate sodium salt, essentially alkyl chains of length C 16 and C 18 in a ratio of 30:70 ) were added to 8.0 kg of amine C1 at about 85 ° C.
- Triethanolamine was reacted with the double molar amount of propylene oxide analogous to regulation c2). 530.4 g (2 mol) of the product thus obtained were reacted with 4 portions of 343 g (1 mol) of Lanette (R) E and 40 g (1 mol) of NaOH. After the water had been stripped off in vacuo, the reaction time was 3 hours at 150 ° C. It was then worked up analogously to regulation a). 1205 g (85% of theory) of the amine C5 were obtained as product. The amine number of the product was 76.5 (calc. 78.8).
- Dehyton (R) K fatty acid amide derivative from coconut oil with Betaine structure of the formula
- first Texapon (R) N 25, Dehyton (R) K, oleic acid, propylene glycol and optionally amine (C) and / or amine (D) were mixed and heated in a water bath to approx. 80 ° C (mixture A) .
- the dye precursors were mixed and dissolved in 10 parts by weight of distilled water at 90 ° C. with the addition of 0.5-2 parts by weight of concentrated ammonia solution (mixture B).
- the stabilizer salts were also mixed and 0.2 parts by weight of concentrated ammonia solution were added.
- the Turpinal (R) SL was then added together with distilled water at 90 ° C.
- These hair dye preparations are low to medium viscosity liquids whose viscosities were determined with a Haake Rotovisko RV 12 viscometer at 20 ° C.
- formulations 1 to 3 After mixing one part by weight of formulations 1 to 3 with one part by weight of 6 percent by weight hydrogen peroxide solution, only formulations 2 and 3 showed fully satisfactory adhesion to 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3823843A DE3823843A1 (de) | 1988-07-14 | 1988-07-14 | Haarfaerbemittel-zubereitung |
| DE3823843 | 1988-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0428538A1 true EP0428538A1 (de) | 1991-05-29 |
Family
ID=6358638
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89907730A Pending EP0428538A1 (de) | 1988-07-14 | 1989-07-05 | Haarfärbemittel-zubereitung |
| EP89112273A Expired - Lifetime EP0351645B1 (de) | 1988-07-14 | 1989-07-05 | Haarfärbemittel-Zubereitung |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89112273A Expired - Lifetime EP0351645B1 (de) | 1988-07-14 | 1989-07-05 | Haarfärbemittel-Zubereitung |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5114428A (https=) |
| EP (2) | EP0428538A1 (https=) |
| JP (1) | JPH03506027A (https=) |
| KR (1) | KR900701247A (https=) |
| AT (1) | ATE85886T1 (https=) |
| DE (2) | DE3823843A1 (https=) |
| DK (1) | DK5791D0 (https=) |
| ES (1) | ES2046384T3 (https=) |
| GR (1) | GR3007144T3 (https=) |
| WO (1) | WO1990000386A2 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4022848A1 (de) * | 1990-07-18 | 1992-01-23 | Henkel Kgaa | Haarfaerbemittel-zubereitung |
| DE4120361C3 (de) * | 1991-06-20 | 1998-05-20 | Goldwell Gmbh | Haarfärbemittel |
| FR2714289B1 (fr) * | 1993-12-27 | 1996-01-26 | Oreal | Composition cosmétique contenant un mélange de polymères conditionneurs. |
| FR2717380B1 (fr) * | 1994-03-15 | 1996-04-26 | Oreal | Compositions cosmétiques contenant un mélange synergétique de polymères conditionneurs. |
| JPH0940534A (ja) * | 1995-07-27 | 1997-02-10 | Shiseido Co Ltd | 用時混合型の染毛剤組成物 |
| DE19754281A1 (de) * | 1997-12-08 | 1999-06-10 | Henkel Kgaa | Haarfärbemittel-Zubereitung |
| US6315989B1 (en) * | 1999-12-22 | 2001-11-13 | Revlon Consumer Products Corporation | Water in oil microemulsion peroxide compositions for use in coloring hair and related methods |
| DE10056909A1 (de) * | 2000-11-16 | 2001-05-17 | Wella Ag | Verwendung von auf den isoelektrischen Punkt von Haaren eingestellten Zubereitungen zur Konditionierung von oxidativ gefärbten Haaren |
| FR2817468B1 (fr) * | 2000-12-04 | 2005-05-06 | Oreal | Composition destinee a la teinture d'oxydation des fibres keratiniques comprenant de la gylcerine et un polyol different de la glycerine dans un rapport donne |
| US6986886B2 (en) * | 2000-12-13 | 2006-01-17 | The Procter & Gamble Company | Hair conditioning compositions and their use in hair coloring compositions |
| US7056351B2 (en) * | 2000-12-13 | 2006-06-06 | The Procter & Gamble Company | Oxidative hair dye composition containing polyakyleneglyco(n)alkylamine and a solid fatty compound |
| US7247606B2 (en) * | 2001-11-05 | 2007-07-24 | Cognis Corporation | Branched reaction products |
| JP2004262854A (ja) * | 2003-03-03 | 2004-09-24 | Kao Corp | 毛髪処理剤 |
| JP2004262855A (ja) * | 2003-03-03 | 2004-09-24 | Kao Corp | 毛髪処理剤 |
| DE102015219940A1 (de) | 2015-10-14 | 2017-04-20 | Henkel Ag & Co. Kgaa | Flüssige Haarfarbe mit optimierter Farbleistung und Pflege |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT365448B (de) * | 1975-07-04 | 1982-01-11 | Oreal | Kosmetische zubereitung |
| US4157388A (en) * | 1977-06-23 | 1979-06-05 | The Miranol Chemical Company, Inc. | Hair and fabric conditioning compositions containing polymeric ionenes |
| US4233164A (en) * | 1979-06-05 | 1980-11-11 | The Proctor & Gamble Company | Liquid fabric softener |
| FR2502949B1 (fr) * | 1981-04-02 | 1985-10-18 | Oreal | Procede de preparation d'une composition de teinture ou de decoloration des cheveux, composition destinee a la mise en oeuvre de ce procede, et application de la composition obtenue par le procede |
| JPS6039719B2 (ja) * | 1982-05-11 | 1985-09-07 | 花王株式会社 | 液体洗浄剤組成物 |
| DE3500877A1 (de) * | 1985-01-12 | 1986-07-17 | Henkel KGaA, 4000 Düsseldorf | Haarfaerbemittel-zubereitung |
| DE3504242A1 (de) * | 1985-02-08 | 1986-08-14 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung von tertiaeren etheraminen |
-
1988
- 1988-07-14 DE DE3823843A patent/DE3823843A1/de not_active Withdrawn
-
1989
- 1989-07-05 ES ES198989112273T patent/ES2046384T3/es not_active Expired - Lifetime
- 1989-07-05 EP EP89907730A patent/EP0428538A1/de active Pending
- 1989-07-05 WO PCT/EP1989/000771 patent/WO1990000386A2/de not_active Ceased
- 1989-07-05 JP JP1507468A patent/JPH03506027A/ja active Pending
- 1989-07-05 US US07/635,173 patent/US5114428A/en not_active Expired - Fee Related
- 1989-07-05 DE DE8989112273T patent/DE58903592D1/de not_active Expired - Fee Related
- 1989-07-05 AT AT89112273T patent/ATE85886T1/de active
- 1989-07-05 EP EP89112273A patent/EP0351645B1/de not_active Expired - Lifetime
- 1989-07-05 KR KR1019900700530A patent/KR900701247A/ko not_active Withdrawn
-
1991
- 1991-01-11 DK DK005791A patent/DK5791D0/da not_active Application Discontinuation
-
1993
- 1993-02-25 GR GR930400376T patent/GR3007144T3/el unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO9000386A2 * |
Also Published As
| Publication number | Publication date |
|---|---|
| ES2046384T3 (es) | 1994-02-01 |
| DK5791A (da) | 1991-01-11 |
| EP0351645B1 (de) | 1993-02-24 |
| KR900701247A (ko) | 1990-12-01 |
| DE58903592D1 (de) | 1993-04-01 |
| ATE85886T1 (de) | 1993-03-15 |
| JPH03506027A (ja) | 1991-12-26 |
| DK5791D0 (da) | 1991-01-11 |
| EP0351645A2 (de) | 1990-01-24 |
| WO1990000386A2 (de) | 1990-01-25 |
| DE3823843A1 (de) | 1990-01-18 |
| WO1990000386A3 (de) | 1990-03-22 |
| EP0351645A3 (en) | 1990-03-28 |
| US5114428A (en) | 1992-05-19 |
| GR3007144T3 (https=) | 1993-07-30 |
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| 17P | Request for examination filed |
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| XX | Miscellaneous (additional remarks) |
Free format text: VERFAHREN ABGESCHLOSSEN INFOLGE VERBINDUNG MIT 89112273.1/0351645 (EUROPAEISCHE ANMELDENUMMER/VEROEFFENTLICHUNGSNUMMER) VOM 15.10.91. |