EP0428538A1 - Hair dye preparation - Google Patents

Hair dye preparation

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Publication number
EP0428538A1
EP0428538A1 EP19890907730 EP89907730A EP0428538A1 EP 0428538 A1 EP0428538 A1 EP 0428538A1 EP 19890907730 EP19890907730 EP 19890907730 EP 89907730 A EP89907730 A EP 89907730A EP 0428538 A1 EP0428538 A1 EP 0428538A1
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EP
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Patent type
Prior art keywords
wt
carbon atoms
amines
water
characterized
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
Application number
EP19890907730
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German (de)
French (fr)
Inventor
Horst Höffkes
Fritz Lange
Dieter Schrader
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.)
Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90Block copolymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/45Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/72Cosmetics or similar toilet preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair

Abstract

Des préparations liquides pour des colorants d'oxydation capillaires, qui contiennent des savons, des polymères cationiques hydrosolubles et des produits de base pour colorants capillaires dans un support aqueux ou aqueux-alcoolique, peuvent être stabilisées par des amines de structure (C), où R1 est un groupe alkyle avec 8 à 22 atomes de carbone, R2 est hydrogène ou un groupe alkyle avec 8 à 22 atomes, R3 est hydrogène et, si r = q = 0, un groupe alkyle avec 1 à 4 atomes de carbone, et m, n, o, p, q et r valent 0 ou des nombres jusqu'à 6. Liquid preparations for hair oxidation dyes, which contain soaps, water-soluble cationic polymers and raw materials for hair dyes in an aqueous or aqueous-alcoholic carrier can be stabilized by structural amines (C), where R1 is an alkyl group with 8 to 22 carbon atoms, R2 is hydrogen or an alkyl group with 8 to 22 atoms, R3 is hydrogen and, where r = q = 0, an alkyl group with 1 to 4 carbon atoms, and m, n, o, p, q and r are 0 or a number up to six.

Description

"Hair dye -Zubereitung"

The invention relates to a liquid preparation for oxidation. Such preparations consist of hair dye precursors and a carrier suitable for application to the hair carrier. Preferred carriers are creamy emulsions of the water-in-oil and aqueous or aqueous-alcoholic solutions of soap.

Such oxidative hair-bases based liquid, aqueous or aqueous-alcoholic solutions of soap form after addition of the necessary for the development of the oxidation dyes aqueous solution of the oxidizing agent from a viscous to gel-like, ready to use hair coloring preparation.

It is also known to provide hair dye preparations with an addition of water-soluble cationic polymers. Thereby, the hair cosmetic properties of the treated hair to be improved; simultaneously a hair-conditioning effect is obtained.

However, a problem prepares the manufacture of liquid preparations for oxidation with a content of soap and cationic polymers since such preparations to inhomogeneity and in some cases, already immediately after preparation or after prolonged storage in the formation of turbidities., precipitates and lees tend. Furthermore, losing the hair-conditioning effect of the product by interaction of the cationic polymer with the soap.

Oxidation hair preparations based liquid, aqueous or aqueous-alcoholic soap solutions provide on the other hand an advantageous packing shape, since it will form a viscous to gel-like coloring preparation after adding the aqueous solution of the oxidizing agent adhered when applied to the hair.

In order to be able to incorporate soaps and cationic polymers in hair dye bases, has been proposed in DE-OS 35 00877, to the stabilization of the formulations either dicarboxylic acids in the form of their water-soluble salts or amines

general formula (D)

use, in which R 1 is an alkyl group having 8 - 22 carbon atoms is and R 4 and R 5 are independently hydrogen or an acyl group of the formula R 6 COO- wherein R 6 is an alkyl or alkenyl groups having 1-21 C -atoms is, b = 2 or 3 and x and y is equal to 0 - 5 are, the sum (x + y) may be 2 to the 6th

Although the aqueous systems are stabilized with soap and cationic polymer by the said substances while preserving the avivierenden properties of cationic polymers, however, remains the disadvantage that relatively high concentrations, in particular of the amine must be used to provide the necessary to stabilize high viscosities to achieve.

It was therefore the task of finding stabilizing substances whose use is already leading to lower concentrations to a high increase in viscosity of the formulation.

It has now surprisingly been found that certain amines having one of the amines of formula (D) different structure having the desired properties.

The invention is therefore a liquid preparation for oxidation, consisting of hair dye precursors and an aqueous or aqueous-alcoholic carrier containing soaps (A) and water-soluble cationic polymers (B), characterized in that it (the structure for stabilizing amines C )

4

in which R 1 is an alkyl group having 8 to 22 carbon atoms,

R 2 is hydrogen or an alkyl group having 8 to 22 carbon atoms, R 3 is hydrogen and, if r = q = 0, represents alkyl having 1 to 4 carbon atoms and m, n, o, p, q and r is 0 or figures to 5, containing.

Furthermore, it has surprisingly been found that a synergistic effect occurs in terms of viscosity build, when the said amines in combination with amines of the general structure (D)

are used, in which R 4 and R 5 are independently hydrogen or an acyl group of the formula R 6 COO- wherein R 6 is an alkyl or alkenyl group having 1-21 carbon atoms, b = 2 or 3 and x and y is equal to 0 - 5 are, the sum (x + y) may be 2 to the 6th

There are, therefore, those liquid preparations preferably for oxidation colorants which contain a combination of amines to stabilize (C) with amines (D).

Amines of structure (C) are already known from DE-OS 35 04 242 as surface-active substances. Evidence of stabili sierende effect for solutions that soaps contain, in addition canonical polymers of this publication are not to be found. The amines of the structure (C) are, for example hydroxyethyl-dialkylamines according to the teaching of said document in a simple manner by reacting, hydroxypropyl dialkylamines, Dihydroxyalkylalkylaminen or trihydroxyalkyl amines of sulfuric acid half esters of the formula R 7 - {[OC 2 H 4] t, [OC 3 H 6] z} -OSO 3 H, wherein R 7 represents an alkyl group having 8-22 C-atoms and t and z are each independently integers from 0 to 6 are not simultaneously with the proviso that t and z is 0 are available or their alkali metal or alkaline earth metal in the presence of strong bases. For the details of this manufacturing method is expressly made to the teaching of Scripture.

Furthermore, it is possible to add amines having terminal hydroxyl groups by the known processes at elevated temperature and pressure using conventional catalysts such as sodium methylate directly with ethylene oxide and / or propylene oxide to implement. The amines thus obtained in turn have terminal hydroxyl groups which may be further reacted if desired, for example with sulfuric acid half esters according to the method described above.

It is known to the skilled person that, in alkoxylation reactions such as the addition of n moles of ethylene oxide to 1 mol of a compound having one active hydrogen atom according to well known ethoxylation no single adduct, but a mixture of residual amounts of free starting compound and a number of homologous (oligomeric) adducts of 1, 2, 3, ... n, n ÷ 1, n ÷ 2 ... etc. Molecules of ethylene oxide per molecule is starting compound. The average degree of ethoxylation (n) is defined by the output quantities of compound having active hydrogen and ethylene. The distribution curve of the homolog mixture has a maximum in the range between n-3 and n + 3 as a rule. For more information on these points can be found, for example, in the journal Soap / Cosmetics / Chemical Specialties, January 1988, p 34.

Insofar as the products listed in this document were therefore prepared by addition of ethylene oxide and / or propylene oxide corresponding starting compounds and used without further fractionation of the product mixture are at the indicated degrees of alkoxylation respectively around the middle of alkoxylation of this product mixture.

Particularly good stabilizing effects show such amines in which R 1 is an alkyl group having 16 to 18 carbon atoms, R 2 is hydrogen or an alkyl group having 15 to 18 carbon atoms and R 3 is hydrogen or, where r = q = 0, methyl represents and m, o, r are numbers from 0 to 3 and n, p, q are numbers between 0 and 1.5 are. Usually, such amines show better stabilizing effects, their ethoxylation and / or propoxylation at the bottom of the pages given for the numbers m and r values ​​are.

Regarding the terminal alkyl chains may be the amines to both uniform products, as well as mixtures. The latter will then be in the rule, if used as a source of these alkyl groups natural, renewable raw materials such as oils and fats. To show amines such as alkyl groups are a mixture of cetyl and stearyl groups in the ratio 1: 4 to 2: 1, such as can be obtained, for example vegetable or animal tallow, very good stabilizing properties. As part of the inventive teaching particularly preferred amines are therefore for example,

(Cetyl / stearyl-oxyethyl) -dihydroxyethyl-amine (C1),

Bis (cetyl / stearyl-oxyethyl) -hydroxyethyl-amine (C2), further compounds of the formulas

2

C

C16 / 18 H 33/37 is in the above formulas for mixtures of alkyl groups predominantly from cetyl (C 16 H 33) - and stearyl (C 18 H 37) groups exist.

Amines of the above formula (D) in which R 1, R 4, R 5, b, x and y have the meanings given above, are of primary fatty amines with 8-22 C atoms by addition of (x + y) Mol ethylene oxide or propylene oxide, for example according to DE-PS 552 258, accessible.

For this, both pure fatty amines and mixtures of fatty amines can be used. It is preferred to employ the amine mixtures obtained from natural fats and oils by known processes. As an example, reference is made to the cocoalkylamine. By addition of ethylene oxide or propylene to the above-mentioned fatty amines, alkoxylated fatty amines of general formula (D) can be obtained initially, in the R 4 and R 5 are hydrogen. These products can be obtained by esterification with carboxylic acids of the general formula R 6 -COOH, an alkyl group having 1-21 carbon atoms in the R 6, or methyl esters or acid chlorides of these carboxylic acids in the products of general formula (D), washing with wherein R 4 and R 5 R 6 COO-represents an acyl group of the formula. Numerous products of general formula (D) are commercially available. An addition product of 3 moles of ethylene oxide with a C 12 -C 14 fatty alcohol, for example, under the name Lowenol (R) C-243 sold. A bis (2-hydroxyethyl) -sojaalkylamindioleat under the name Lowenol (R) S-216- available. Other fatty amine alkoxylates under the names Araphen (R), Genamin (R), Marlazin (R) and Lutensol (R) commercially.

Suitable soaps (A) preferably water-soluble soaps of fatty acids are used. For this purpose, particularly useful fatty acids are those that 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 amounts of saturated linear fatty acids having 12 to 22 carbon atoms. Other preferred suitable liquid fatty acids are branched fatty acids, such as 2-hexyl-decanoic acid, 2-octyldodecanoic acid or isostearic acid.

For conversion of the fatty acids in water-soluble soaps are alkali metal hydroxides and alkali metal carbonates, ammonia, and mono-, di- and trialkanolamines having 2 to 4 carbon atoms in the alkanol group are suitable. Particularly suitable is oleic acid in the form of ammonium, mono-, di- and triethanolammonium.

As the water-soluble cationic polymers (B) are in principle all polymers in the molecular weight range of 1 000 to

3 000 000 in question, containing either free in the polymer chain or alkylsubetituierte amino groups or quaternary ammonium groups or carry bound to the polymer chain directly or via intermediate members primary, secondary or tertiary amino groups or quaternary ammonium groups. These amino groups or quaternary ammonium groups may be imidazole ring system also members of 5- or 6-membered ring systems, for example, the morpholine, piperidine, Piperazinoder. Numerous examples of such water-soluble cationic polymers are described in more detail, for example, 28 11 010, in DE-OS. In addition, numerous other water-soluble cationic polymers are known from the literature.

Particularly suitable are water-soluble homopolymers or copolymers (B1) having units of the general formula

in which R 8 and R 9 are alkyl groups having 1 to 4 carbon atoms or hydroxyalkyl groups having 2 to 4 carbon atoms, and χ (-) is a chloride, bromide, hydrogen sulfate, methoxysulfate, phosphate or acetate anion. Examples of 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, for example, from DE-OS 2 109 known 081st

Other particularly suitable cationic polymers are cellulose ethers (B2) of which the anhydroglucose units bear 1 to 3 substituents bonded via ether oxygen having quaternary ammonium groups. Such polymers are known for example from DE-OS 15 93 657th A Handesprodukt this structure is, for example Polymer JR (R) 400th

Preferably suitable are the polymeric quaternary urea derivatives (B3), as are known from US-PS 4,157,388. A commercial product of this type is Mirapol (R) A15, which consists of structural units of the formula allαemeinen

, wherein the average polymerization degree is about 5,

In the context of the teaching according to the invention such liquid preparations are preferred, which 1-30 wt .-% soaps (A), 0.5-10 wt .-% of water-soluble cationic polymers (B), 0.1-20 wt .-%, in particular 0.5-10 wt .-%, amines (C) and 0-20 wt .-%, in particular 0-5 wt .-%, amines (D).

The hair dye preparations according to the invention contain oxidation hair dye precursors in addition to the carriers specified components. As such, the known color bases or developer compounds and known modifiers or coupler compounds. The oxidation dyes are formed by oxi¬dative coupling of one or more developer components with one another or with one or more coupler components in the presence of an oxidizing agent. The developer substances primary aromatic amines with a further in the para or ortho position free or substituted hydroxy or amino group, diaminopyridine derivatives, heterocyclic hydrazone derivatives, 4-aminopyrazolone or Tetraminopyrimidine are usually used. So-called couplers, for example, m-phenylenediamine derivatives, phenols, naphthols, resorcinol or pyrazolones. The hair dye preparations of the invention may contain such oxidation hair dye precursors in an amount of 0.05 to 5.0 wt .-%, preferably from 0.2 to 2.0 wt .-%.

As a further aid hair dye preparations of the invention may contain synthetic anionic, nonionic, ampholytic or zwitterionic detergent raw materials in amounts up to 20 wt .-%. Suitable are, for example, linear alkyl sulfates having 12-18 carbon atoms in the alkyl group, alkyl polyglycol ether sulfates with a 12 - 16 C atoms in the alkyl group and 1 to 6 glycol ether groups in the molecule, fatty alcohol polyglycol ethers, obtained by addition 6 to 20 mol ethylene oxide onto C 10 -C 18 fatty alcohols are obtained, addition products by 6 to 20 moles of ethylene oxide with nonyl- or dodecylphenol, fatty alkyl dimethyl amine oxides, fatty acid mono- or diethanolamides, N-fatty alkyl-dimethyl-glycine, N-Fettalkylaminopropionsäure and other known surfactants.

In addition, hair dye preparations of the invention can contain 0 to 20 wt .-% fatty alcohols having 12 to 22 carbon atoms, for example coconut oil fatty alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, oleyl alcohol or stearyl alcohol in an emulsified form. Also suitable are synthetic, branched alcohols such as 2-octyl dodecanol, 2-hexyl-decanol, isostearyl alcohol, isohexadecyl.

Preferably, hair dye preparations of the invention contain lower alcohols having 1 to 4 carbon atoms and / or lower glycols having 2 to 5 carbon 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 used in an Menαe of 1 to 30 wt .-% in the formulations. The addition of these lower alcohols and / or polyols, the compositions remain fluid and easy to process at 20 ° C.

Only with the addition of an approximately equal amount of water or aqueous hydrogen peroxide solution, as this is done to develop the color just before application to the hair, then a thick gel-like forms until ready to use hair coloring preparation.

Besides the previously mentioned components hair dye preparations according to the invention also contain the usual in such oxidation dye bases additives to stabilize the oxidation dye precursors; these are complexing agents, such. As ethylenediaminetetraacetic acid, nitrilotriacetic acid, 1-hydroxy-ethane-1,1-diphosphonic acid or other organodiphosphonic acids in the form of their alkali metal salts, antioxidants such. As sodium sulfite, sodium bisulfite, hydroquinone or salts of thioglycolic acid or ascorbic acid, buffer salts, such. For example, ammonium sulfate, ammonium carbonate, ammonium citrate, and ammonia or an alkanolamine for adjusting the pH-Wertes- 8-10.

The following examples are intended to illustrate the invention without limiting it in any.

Examples I. Herstel development of the amines (C) a) amine Cl

10.7 kg (72 mol) of triethanolamine were at temperatures of about 80-100 ° C under water jet vacuum portions 21 kg Sulfopon (R) T55 (Talgfettalkoholsulfat sodium salt, substantially alkyl chains of the length C 16 and C 18 in a ratio of 30 70, approximately 55% of active substance), and drained it. 46 kg (36.5 mol) of NaOH were added, after purging with nitrogen gas were first 5 hours then heated at 170 ° C and then cooled to 90 ° C.

After washing the product with hot water and removing impurities and by-products by Aniegen of

Vacuum at about 110 ° C were 12.5 kg amine C1 (99.7% d. Th.) Was obtained. The amine number of the product was 135.1 (calc.

136.0). bl amine C2

Weighing 8.0 kg 13.4 kg Sulfopon amine C1 are at about 85 ° C (R) T55 (Talgfettalkoholsulfat sodium salt, substantially alkyl chains of the length C 16 and C 18 in a ratio of 30: 70,

about 55% of active substance) were added. Was then distilled off at about 100 ° C and vacuum applied, the water present in the mixture. After addition of 0.8 kg of NaOH, the reaction time was 3 hours at 170 ° C and under nitrogen atmosphere. After washing the product with hot water and removing impurities and by-products by applying a vacuum at about 110 ° C, the yield of amine C2 94.2% d. Th. The amine number of the product was 84 (calc. 83.4). c) amine C3 c1) 10.4 kg (70 mol) of triethanolamine, 20 kg (58.3 mol) Lanette (R) E (sodium-cetyl-stearyl (1: 1) sulfate, min 90% of active substance) and. 2.8 kg of NaOH were reacted analogously to procedure a). 16.2 kg of the product were reacted provision b) with 14.9 kg Lanette E and 2.09 kg of NaOH. was the amine number of the product now obtained 84 (calc. 94). c2) 676 g (1 mol) of the product thus obtained were (shifted 0.2 wt .-% of sodium, based on the total amount of the starting materials amine C2 and ethylene oxide) in an autoclave with 5.1 g of sodium methylate solution. The mixture was then purged with nitrogen and evacuated at 100 ° C for 30 minutes. Then, at a temperature of 150 ° C 88 g (2 mol) of ethylene oxide pressed under a pressure of 5 bar .. After a reaction time of 30 minutes, the remainder of the ethylene oxide was removed at 75 ° C using vacuum. The yield of amine C3 was 755 g (99% d. Th.). The amine number of the product was 73 (calcd. 82). d) amine C4

746 g of triethanolamine were reacted analogously to instructions c2) in an autoclave with 440 g ethylene oxide in the presence of 2.9 g of sodium methylate as a catalyst at 150 ° C and a pressure of 5 bar. To 500 g (2.11 mol) of the product at 150-175 ° C in portions, a total of 1446 g (4.22 mol) Lanette (R) E and 169 g (4.22 mol) of NaOH were added in each case equivalent amounts. The resulting product was used in. further as a solvent so that the reaction mixture remained stirrable. After adding the final portion Lanette (R) E and NaOH was further reaction time at 175 ° C for 3 hours. It was then worked up as in a). The product was the amine d C4 in a yield of 85%. Th. Receive. was the amine number of the product 83.1 (calc. 82.1). amine C5

Triethanolamine was reacted analogously to instructions c2) with twice the molar amount of propylene oxide. 530.4 g (2 mol) of the product thus obtained were mixed with 4 portions each of 343 g (1 mol) Lanette (R) E and 40 g (1 mol) of NaOH implemented. After removing the water under vacuum, the reaction time Con t 3 hours at 150 ° C. It was then worked up as in a). As the product 1205 g (85% of theory c..) Of the amine C5. The amine number of the product was 76.5 (calc. 78.8).

II. Performance Testing

It was investigated preparations the following composition:

Component Parts by Weight

Oleic acid 1.5

Texapon (R) N 25 1 4.0

Dehyton (R) K 2 3.0

Polymer JR R 400 3 1.0

Amine (C) 4 see Table 1

Amine (E) 5, see Table 1

Propylene glycol 2.15

Dye precursors

resorcinol 0.24

4-chlororesorcinol 0.11 0.06 p-Aminophenolhydrochloriιd

2,4-dichloro-3-p-phenylenediamine 0.26 0.035 aminophencilhydrochlorid

Stabilizer components

Ammonium sulfate 0.75

Turpinal (R) SL 6 0.2

sodium sulfite 0.5

Sodium 0, 5

conc. Ammonia to pH 10

Water to 100

1 Texapon (R) N 25: C 12 -C 14 fatty alcohol + 2 ethylene oxide-sulfate,

(Wt .-% 28 in water) sodium salt (Fa. Henkel)

2 Dehyton (R) K: fatty acid amide derivative of betaine structure with the formula coconut oil

R-CONH- (CH 2) 3 -N + (CH 3) 2 -CH 2 -COO- (about 30 wt .-% in water) (Fa. Henkel)

3 Polymer JR (R) 400: Cationic cellulose derivative

(Messrs. Union Carbide)

4 amine (C): Compound C2

5 amine (D): cocoalkylamine + 2 ethylene oxide

accessible by addition of 2 moles of ethylene oxide cocoalkylamine example according to DE-OS 552 268

6 Turpinal (R) SL: hydroxyethane-1,1-diphosphonic acid (Henkel).

To prepare the Oxidationshaarfärbemittelzubereitung Texapon were first (R) N 25, Dehyton (R) K, oleic acid, propylene glycol and, optionally, amine (C) and / or amine (D) are mixed and heated in a water bath to about 80 ° C (mixture A) , The dye-precursors were mixed and destiliiertem in 10 parts by weight of water dissolved 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 added with 0.2 parts by weight of concentrated ammonia solution. Then, the Turpinal (R) SL added together with distilled water at 90 ° C the solution was treated with additional distilled water until it contained a total of 10 parts by weight water. A clear solution of the salts and of the complexing agent (mixture C). Well first mixture was C and then introduced with stirring in mixture B A mixture. Thereafter, 20 parts by weight of a 5 wt were -% solution of Polymer JR (R) 400 (corresponding to 1 part by weight of active substance) added with stirring, the viscosity of the mixture increased significantly. Finally, mixture was made up with distilled water to a total of 100 parts by weight.

This hair dye preparations are low to medium viscosity liquids having viscosities were determined using a viscometer Haake RV 12 Rotovisko at 20 ° C.

The results are shown in Table 1 below.

Table 1:

Recipe 1 Recipe 2 Recipe 3

Parts by weight of amine (C) - 5.4 5.4

Parts by weight of amine (D) 2.0 to 2.0

Viscosity (mPas) 700 2000 11100

Corresponding formulations containing neither amine (C) still contained amine (D), were not stable.

The results clearly show the stabilizing effect, which occurs through the use of amines of the invention (C) as a result of viscosity build. Furthermore, the synergistic effect in combination of these amines with amines of type (D) is evident.

After mixing, each of a weight part of the formulations 1 to 3 with a weight of 6 weight percent hydrogen peroxide solution, only the formulations 2 and 3 showed a fully satisfactory adhesion to the hair.

Claims

P atentanspr ü che
1. Liquid preparation for Oxidati-fnshaarfärbemittel consisting of hair dye precursors and an aqueous or aqueous-alcoholic carrier containing soaps (A) and water-soluble cationic polymers (B), characterized in that it contains for stabilization amines of structure (C)
in which R 1 is an alkyl group having 8 to 22 carbon atoms,
R 2 is hydrogen or an alkyl group having 8 to 22
C-atoms,
R 3 is hydrogen and, if r = 0 = q, a
represents alkyl group having 1 to 4 carbon atoms and
m, n, o, p, q and r are 0 or numbers to 6, comprising.
2. The liquid formulation of claim 1, characterized gekenrizeichnet that in addition to stabilizing the structure amines DD) are included in the R 4 and R 5 unahhängig one another are hydrogen or an acyl group of the formula R 6 COO- wherein R 6 is an alkyl or alkenyl group having 1-21 carbon atoms, b = 2 or 3 and x and y is equal to 0 - 5 are, the sum (x + y) may be 2 to the 6th
Liquid preparation according to one of claims 1 or 2, characterized in that as the soaps (A) fatty acids having 12-22 carbon atoms in the form of a water-soluble soap, more particularly oleic acid in the form of ammonium and mono-, di- or Triethanolammoniumoleat and as water-soluble cationic poly meres (B) a polymeric quaternary ammonium compound from the group of
(Bl) water-soluble homopolymers and copolymers having units of the formula alloemeinen
in which R 8 and R 9 are alkyl groups having 1-4 carbon atoms or hydroxyalkyl groups having 2-4 carbon atoms and X3 is a chloride, bromide, hydrogen sulfate, methoxysulfate, phosphate or acetate anion,
(B2) cellulose ethers of which the anhydroglucose units bear 1-3 bound via ether oxygen substituents containing quaternary ammonium groups,
(B3) polymeric quaternary urea derivatives containing units of the general formula
in the X has the abovementioned meaning, are included.
4. The liquid formulation of any one of claims 1 to 3, characterized in that
Results 1 - 30 wt .-% soaps (A),
0,5 - 10 wt .-% of water-soluble cationic polymers (B),
0.1 to 20 wt .-% Amine (C) and 0-20 wt .-% amines (D) are included.
5. The liquid formulation of any one of claims 1 to 4, characterized in that
Results 1 - 30 wt .-% soaps (A),
0,5 - 10 wt .-% of water-soluble cationic polymers (B), 0,5 - 10 wt .-% Amine (C) and
0 .- 5 wt .-% amines (D) are included.
6. Liquid preparation according to one of claims 1 to 5, characterized in that amines of the structure (C) are contained, wherein R 1 is an alkyl group having 16 to 18 carbon atoms, R 2 is hydrogen or an alkyl group having 16 , is methyl to 18 carbon atoms and R 3 is hydrogen or, where r = q = 0, and m, o, r are numbers from 0 to 3 and n, p, q are numbers between 0 and 1.5 are.
7. The liquid formulation of any one of claims 1 to 6, characterized in that lower alcohols with 1-4 C atoms and / or glycols are contained with 2-6 C atoms in a total amount of 1-30 wt .-% ,
B. Liquid preparation according to one of claims 1 to 7, characterized in that in addition anionic, zwitterionic and / or nonionic surfactants are contained in an amount of 1 to 20 wt .-%.
EP19890907730 1988-07-14 1989-07-05 Hair dye preparation Pending EP0428538A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE19883823843 DE3823843A1 (en) 1988-07-14 1988-07-14 Hair dye preparation
DE3823843 1988-07-14

Publications (1)

Publication Number Publication Date
EP0428538A1 true true EP0428538A1 (en) 1991-05-29

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EP19890112273 Expired - Lifetime EP0351645B1 (en) 1988-07-14 1989-07-05 Hair dyeing composition

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Country Link
US (1) US5114428A (en)
EP (2) EP0428538A1 (en)
JP (1) JPH03506027A (en)
DE (1) DE3823843A1 (en)
DK (1) DK5791D0 (en)
ES (1) ES2046384T3 (en)
WO (1) WO1990000386A3 (en)

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WO1990000386A2 (en) 1990-01-25 application
EP0351645A3 (en) 1990-03-28 application
DK5791A (en) 1991-01-11 application
ES2046384T3 (en) 1994-02-01 grant
DK5791D0 (en) 1991-01-11 grant
JPH03506027A (en) 1991-12-26 application
EP0351645A2 (en) 1990-01-24 application
US5114428A (en) 1992-05-19 grant
EP0351645B1 (en) 1993-02-24 grant
WO1990000386A3 (en) 1990-03-22 application
DE3823843A1 (en) 1990-01-18 application

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