FI56316C - COMPOSITION FOR FAIR CONDITIONING OF HAIR - Google Patents

Description

ESr ^ l [B] {11) NOTICE) PUBLICATION

fUA LJ 1 ') UTLÄGGN INGSSKRIFT 9 0 J 1 0 • jtfäj! · C (45) Patent granted 10.) 1 1930 id6ri2f Patent (neddelnt (51) Kv.ik. * / Ii »t.ci. * A 61 K 7/13 §UQ | V | | __p | | _ ^ ND (21) P «t * nttlhakemu * - PuMtuMSknlni 2U6U / 73 (22) H * k * ml * pilvl — Antöknlngtdag 06.08.73 (23) Alkupiivt — Glltifhatsdag 06/08/73

(41) Tullut lulklsukil - Bllvft oftantllg 10.02.7U

National Board of Patents and Registration .... ...... ...,.

'(44) Date of designation of the contract and of the date of issue. -

Patent and Register AmBkrn Utlagd and Utl. $ Krfftan published 28.09.79 (32) (33) (31) Pyy ^ vtty etuolkau »—Bugint priority 09.08.72 USA (US) 278970 (71) Bristol-Ifyers Company, 3 ^ 5 Park Avenue, New York, NY 10022, USA (72) George Alperin, Stamford, Conn., Richard DeMarco, Danbury, Conn.,

This invention relates to hair dye compositions of the so-called semi-permanent type containing nitro dyes which: Designed to impart color to human gray hair and / or pigmented hair, semi-permanent dye compositions containing nitro dye differ from oxidative dye compositions in that the former are of the direct dye type and do not require an oxidizing agent to develop their color. after which x can be washed off relatively easily.They also differ from hair dye compositions containing alkaline dyes, which are characterized in that alkaline dyes containing the main color component are often unstable in water and cause skin staining.

Semi-permanent type hair dye compositions containing the above types of nitro dyes are widely used commercially both in home use and in hairdressing salons. They have gained widespread popularity because they are effective and easy to use. However, their use has often been associated with the disadvantage that, after their use, the hair tends to take a wet time. Furthermore, once the hair has dried out after using these dyes, the adaptability of the hair is a problem and the condition of the hair can be desired.

It has now been found that the above-mentioned disadvantages can be substantially eliminated by incorporating a hair-substantiating quaternary amine compound and an N-oxyalkylated long-chain fatty acid amide into said semi-permanent hair dye compositions, as described below. In particular, it has been found that the addition of both of these substances to said hair dye compositions gives products which, when applied to the hair, prevent the hair from tangling when wet and improve the combability of the hair. In addition, when the product is applied to the hair and the hair is dried, they are more adaptable. The hair has also been given a better shine and texture compared to hair that has been treated with products that do not contain this combination of substances.

Thus, the present invention provides hair color compositions which, after use, minimize hair tangling and incompatibility, and which improve the shine and texture of the hair.

The hair dye composition according to the invention is characterized in that it is of the semi-permanent type and contains a) an amount of nitroaminobenzene hair dye as a hair dye, b) a hair-substantiating quaternary amine of the formula r - R 1 + R-N-R 2 (1)

R X

wherein 12 3 i) R, R and R are alkyl groups having 1 to 3 carbon atoms, ii) R is a long chain hydrocarbon having 12 to 21 +, preferably 16 to 18 carbon atoms, and iii) X is an anion, or a mixture of such amines, and c) as a hair conditioner, a hair-substantial N-oxyalkylated fatty acid amide of formula 1. (2)

ö (A- °> yH

wherein i) R 1 is a long chain hydrocarbon having 12-21 + carbon atoms, ii) R 2 is hydrogen or (A'-O) H.,. ,. ,. ......

x, where A and A 'are the same or different divalent alkylene groups having 2-1 + carbon atoms, and x and y are equal or different integers from 1 to 100.

3 j b 3 K

It is previously known that the incorporation of certain quaternary amine compounds into hair dye compositions containing nitro dyes can disperse the ingredients in these compositions and facilitate the use of the dye. To illustrate this, U.S. Patent Nos. 3,119,867 may be mentioned; 3 63 * + * + 78 and 3 6 * + 2 * + 23. However, these patents did not address the problems addressed by this invention, namely the improvement of hair condition, adaptability, combability, etc., as described above. The quaternary amine compounds are used in these patents for a completely different purpose. It will be further apparent from the discussion below that these patents do not use the particular class of quaternary amine compounds found to be particularly advantageous for use in the present invention. Additionally, these patents do not disclose the use of the combination of quaternary amine compounds and N-oxyalkylated fatty acid amides characteristic of the present invention, nor do they disclose the advantages associated with the use of this combination.

U.S. Patent 3,369,970 also suggests that certain cationic surfactants may be included as a dispersant in a viscous mixture in which the powdery basic dye is finely divided in a viscous carrier. Surfactants mentioned in this patent include cationic agents such as cetyltrimethylammonium bromide, tetradecyltrimethylammonium chloride, and nonionic agents such as lauryl acid diethanolamide. However, this patent does not disclose or suggest the use of a nitro dye in the compositions described therein, which is an essential feature of the present invention. The disadvantages of using alkaline dyes are quite obvious from the description of U.S. Patent 3,369,970, e.g., instability, skin staining, etc. (see column 1, paragraph U). In addition, alkaline dyes tend to dye unevenly with greater color adhesion in certain parts of the hair shaft than in others. This patent also does not disclose the use of a combination of quaternary amine compounds and N-oxyalkylated fatty acid amides, which forms part of the present invention, nor the benefits derived from this use. Finally, the function of the combination of a quaternary amine compound and an N-oxyalkylated fatty acid amide in the compositions of the present patent is not disclosed at all in this patent.

^ u £ 3lt

Still previously, hair conditioner compositions are known in which certain quaternary amine compounds are present as hair restorers. Examples of this are U.S. Patents such as 3,155,591 and 3,272,712. However, these patents do not suggest that it would be possible or even feasible to advantageously include such quaternary amine compounds in a semi-permanent type nitro dye composition, or whether it would be possible to transfer a quaternary amine compound when to such a composition. Also, these patents do not mention the use of the quaternary amine compound used in this patent in combination with the N-oxyalkylated fatty acid amide used herein, nor the benefits thereof.

The hair substantive quaternary amine compounds used in the hair dye compositions of the invention have the above formula (1) R1 + R-N-R2 (1) '3

R X

12.3. ... ....

wherein R, R and R are alkyl radicals having 1 to 3 carbon atoms, preferably 1 carbon atom; R is a long chain hydrocarbon radical having 12 to 2 carbon atoms, preferably 16 to 1 carbon atoms, and X is an anion. The anion can be any of a wide variety of anions known to be capable of forming part of a quaternary amine compound. Examples of anions which X may represent in formula (1) include hydroxide (i.e., OH), halide (e.g., chloride, bromide, iodide, fluoride), sulfate, nitrate, -SO 2 CH 2, phosphate, acetate, sulfonate, etc. .

The present invention includes the incorporation of one or more quaternary amine compounds of formula (1) into said semi-permanent hair dye composition. In fact, some commercially available quaternary amine compounds useful herein are mixtures of compounds of formula (1), where, for example, the value of R for each such compound in the mixture is a hydrocarbon radical of 16 to 18 carbon atoms.

5, j o 3 11.

1 2 3 R, R and R in formula (I) may be the same or different alkyl radicals. They can be, for example, methyl, ethyl, n-propyl or isopropyl.

Examples of the meanings of the hydrocarbon radical R of the formula (1) which may be mentioned are lauryl, myristyl, n-hexadecyl, oleyl, n-octadecyl, n-octadecenyl, n-octadecadienyl, arachidyl, behenyl, lignoseryl mononyl nitrileyl. bromide and iodide, hexadecyltrimethylammonium chloride, octadecyltrimethylammonium chloride, octadecenyltrimethylammonium chloride, octadecadienyltrimethylammonium chloride, laurylmethyldiethylammonium sulfate, n-hexadethylamethylamethyliamethyldimethylamethylamide

The amount of the quaternary amine compound that can be included in the hair dye compositions of this invention will vary depending on the other ingredients contained in the composition and the desired result. In general, however, it will be present in an amount of 0.1 to 3.0% by weight of the total composition.

As also mentioned above, another characteristic feature of the present invention comprises the incorporation of a hair-substantial N-oxyalkylated long chain fatty acid amide into said nitro-containing hair dye compositions together with the above-mentioned quaternary amine compound. Suitable N-oxyalkylated fatty acid amides for use herein are defined as hair-non-toxic compounds of the formula: R 5 U / R -C-N (2) n \

0 (A-0) H

y where a) R ** is a long chain hydrocarbon radical having 12-21 + carbon atoms, preferably 16-18 carbon atoms, b) R 1 is hydrogen or a radical (Α1-0) χΗ, where A and A1 are the same or different divalent radicals , having 2-U carbon atoms, and x and y are the same or integers from 1 to 100. By way of example, A and A 2 in formula (2) may be dimethylene (-CH CH-), trimethylene (-CH -CH -CH-), isopropylene CH 3 dd 2 2 2 (-CH 2 -CH-), tetramethylene (- Chg-C ^ -C ^ -Chg-). Further, R 1 in formula (2) may be lauryl, myristyl, palmityl, stearyl, behenyl, oleyl, linolyl, linolenyl, etc. The invention also includes the use of a mixture of an N-oxyalkylated fatty acid amide of formula (2) above. In fact, many such commercially available products can be utilized here.

In a preferred embodiment of this invention, the N-oxyalkylated fatty acid amide is of the polyoxyethylated type. These can best be described by the formula:

k. (CH CH O) H

R -C-Κζ * (3) 0 MCH 2 CH 2 O) yIi where R ** is as defined above in connection with formula (2), and x and y are numbers whose sum x + y is between Ho-100. These substances have the advantage that they are water soluble and tend to keep the product homogeneous.

More specifically, N-oxyalkylated fatty acid amides particularly suitable for the present purpose include: lauric acid monoethanolamide and diethanolamide; stearyl monoethanol and diethanolamide; palmityl monoethanol and diethanolamide; compounds of formula (3) wherein (a) R 1 = oleyl, x + y = 5; R = stearyl, x + y = 5, (c) R = palmityl, x + y = 5; (d) R = myristyl, x + y = 5; (e) R ** = linoleyl, x + y = 5> and mixtures thereof; also compounds of formula (3) wherein (f) R 1 = oleyl, x + y = 50; (g) R f = stearyl, x + y = 50; (h) R f = palmyl, x + y = 50; (i) R f = myristyl, x + y = 50; (j) R f = linoleyl, x + y = 50 and mixtures thereof. Ethomid HT-60 is an example of a commercial product suitable for use herein as an N-oxyalkylated fatty acid amide. It is prepared by ethoxylating tallow fatty acid amides with 50 moles of ethylene oxide. It can also be described as a mixture of amides of formula (3) above, wherein R 1 is (37 ~ 3%) oleyl, (2U-32%) palmityl, (20-25%) stearyl, (3-6%) myristyl and (2-3%) linoleyl, and the sum of x + y is about 50. Other fatty acid amides suitable for use herein include oleyl-CN (TCH 2 CH 2 O) 25H72; palmityl-N-C / ICI ^ C ^ O) ^ ^!; O-stearyl-C-N (CH2CH2O) 25i72; myristyl-C-N (CH 2 CH 2 O) iff 2;

Ö S

linoleyl-C-N / ICH CH_O) and mixtures thereof.

Ιί d d d? * d o τ 56316

The appropriate amount of N-oxyalkylated fatty acid amide used in the hair dye compositions of this invention will vary depending on the relative amounts of the other ingredients and the particular results desired. In general, however, it accounts for about 0.2 to 3.5% by weight of the total composition.

An essential component of the compositions of this invention is a direct coloring nitroaminobenzene dye. This generally gives the composition its character as a semi-permanent hair dye composition, which is largely due to its good affinity for hair when used at room temperature. There are a large number of previously known direct coloring nitroaminobenzene dyes which, either alone or in combination, may form the nitroaminobenzene color component of this invention. Reference may be made in this connection to the following U.S. patents: 2,750,326; 2,750,327; 2,983,651; 3 0U9 393; 3,088,978; 3,168 UU2; 3,088,877; 3,119,867; 3,088,878; 3 * + 88 138; 3 63¾ * + 78; 3 6 * + 2 1 + 23; 3,632,582 and 3,591,638. As the name implies, nitroaminobenzene dyes have a benzene ring substituted with both a nitro and an amino group. The benzene ring of such dyes may have more than one nitro group, for example up to 3 nitro groups, more than one amino group, for example up to 3 amino groups, and may further have 1 to 3 hydroxyl and 1 to 3 lower aliphatic radicals as substituents. Illustrative examples of lower aliphatic radicals which may be substituents on the benzene ring include alkyl and hydroxyalkyl. The amino group (or groups) may be primary or may be substituted with various aliphatic or aryl radicals to form secondary or tertiary amines. Examples of amino substituents include lower aliphatic radicals such as alkyls, hydroxyalkyls, carboxyalkyl, polyalkylene glycol radicals, etc. The arylamino substituent may be phenyl or substituted phenyl.

The preferred type of nitroaminobenzene dye can be represented by the formula: * · '' Λ 56316 NO2 (NR1R2) p (4) X (X) v 'n 1 2 wherein R and R are each independently hydrogen, a lower aliphatic group, e.g. containing 1- 8 carbon atoms, phenyl or substituted phenyl is an integer from 1 to 2; X is hydroxyl, nitro, chloro, lower alkyl or lower alkoxy or NR H; n is an integer from 0 to 1; and n + p is 1-3, preferably 1-2.

To further illustrate the nitroaminobenzene dyes suitable for use in the invention, the following may be mentioned: (1), N 1 -bis- (21-hydroxyethyl) -H 2 -methyl-2-nitro-p-phenylenediamine (2) N 1, N 2, N 2 - Tris- (2'-hydroxyethyl) -2-nitro-p-phenylenediamine (3) N- (21-hydroxyethyl) -2-nitro-p-phenylenediamine (4) N * (2'-hydroxyethyl) -2-nitroaniline N, N-bis (21-hydroxyethyl) -2-amino-5-nitrophenol (6) 2-nitro-p-phenylenediamine (7) 4-nitro-o-phenylenediamine (θ) 1-anilino-4-amino 2-nitrobenzene (9) 1-methylamino-2-amino-4-nitrobenzene (10) 1-ethylamino-4-amino-2-nitrobenzene (11) 1- (2 · -hydroxyethylamino) -2-amino-4- nitrobenzene (12) 1 - [R '- (2M-hydroxyethoxy) ethylamino] -4-amino-3-nitrobenzene (13) 1,4-bis- (2'-hydroxyethylamino) -2-nitrobenzene (14) 1- (2 *, 3, -dihydroxypropylamino) -4-amino-3-nitrobenzene (15) 1-methylamino-4-amino-2-nitrobenzene (16) 1-methylamino-4- [2r- (2n-hydrocyanate) oca i) ethylamino] -2-nitrobenzene (17) 5-nitro-2-aminophenol (18) 4-nitro-2-aminophenol (19) 2-nitro-4-aminophenol (20) 4-nitro-2- (2'-hydroxyethylamino) phenol (21) N- (p-nitrophenyl) glycine (22) N- ( 2-hydroxy-5-nitrophenyl) glycine (23) N- (2-hydroxy-5-nitrophenyl) glycine (23) 1-methylamino-2-nitro-4-propylaminobenzene (24) 1-methylamino-2-nitro-4 -hydroxymethylaminobenzene (23) 1-methylamino-2-nitro-4- (3'-hydroxypropylaminoaminobenzene (26) 1-methylamino-2-nitro-4- (2 ', 3'-dihydroxypropyl) aminobenzene (27) 1-methylamino 2-nitro-4- (4'-hydroxybutyl) aminobenzene

s 563U

(28) 1-hydroxymethylamino-2-nitro-4-methylaminobenzene (29) 1- (3'-hydroxypropyl) amino-2-nitro-4-methylaminobenzene (JC) 1- (2 *, 3'-dihydroxypropyl) amino- 2-Nitro-4-methylaminobenzene (31) 1-hydroxymethylamino-2-nitro-4-ethylaminobenzene (32) 1- (2'-hydroxyethyl) amino-2-nitro-4-ethylaminobenzene (33) 2-nitro-5- methoxy-p-phenylenediamine (34) 5-methyl-2-nitro-p-phenylenediamine (35) 5-chloro-2-nitro-p-phenylenediamine The concentration of nitroaminobenzene dye in the compositions of this invention varies depending on the desired color tone and the amount and nature of other components. All that is required is to use a color-effectively effective amount. Generally, this comprises about 0.01-3.0% by weight of the total composition.

In addition to the above components, the compositions of this invention may contain other components normally included in nitro-containing semi-permanent hair dye compositions. Thus, the major component is generally water, and thus the compositions are usually aqueous compositions. The amount of water in these compositions will vary depending on the type and amount of other ingredients. Usually, however, it accounts for 80-99.7% by weight of the composition.

The pH of the color compositions of the present invention can vary widely, e.g. about 2.5-11 · However, it is preferred that the color compositions of the invention be in the acidic range, and especially at a pH of about 4 → 5-6.5 · The pH of the compositions may be adjusted with any inorganic or organic acid or acidic salt suitable together with the composition. Examples of these acids or acid salts are: sulfuric, formic, acetic, lactic, citric or tartaric acid or ammonium sulphate, sodium dihydrogen phosphate, or potassium bisulphate. When citric acid is used in its weight composition, it may range from about 0.1 to 2.0, preferably from about 0.4 to 0.6.

When adjusting the pH of the composition, especially in the alkaline range, many different alkalizing agents can be used, e.g. ammonia, alkali or alkaline earth metal hydroxide, amines, etc. The amount of alkaline substance can vary widely depending on the colorant and the particular alkalizing agent used, and desired pH. For example, the amount of alkalizing agent may range from about 0.1 to about 2.0 weight percent, preferably from about 0.3 to about 1.2 weight percent of the composition.

However, the most preferred alkalizing agents are water-soluble organic amines with low volatility (b.p. above about 50 ° C) and less than about 12 carbon atoms, such as n-propylamine, isobutylamine, 2-ethylbutylamine, diethylamine, triethylamine. . Particularly preferred are the following; A) primary aliphatic diamines such as ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, diethylenetriamine, triethylenetriamine, 2,21-iminodipropylamine, 3,3'-iminodipropylamine, and bis-hexamethylenetriamine, B) alkanolamines such as ethanolamine, isopropanolamine, diethanolamine, diisopropanolamine, triethanolamine, triisopropanolamine, N-methyldiethanolamine, diisopropylethanolamine, dimethylisopropanolamine, 2-amino-2-methylpropane-1,3-diol, tris (hydroxymethyl) methylamine, etc., which may also have a phenyl substituent, e.g. N- (2-hydroxyethyl) aniline, N-methyl-N- (2-hydroxyethyl) aniline, N, N-bis (2- hydroxy) -ethyl) aniline, and C) heterocyclic amines such as morpholine, N-methylmorpholine, N-ethylmorpholine, N-hydroxyethylmorpholine, N-phenylmorpholine, piperidine, N-hydroxyethylpiperidine and piperazine.

The color compositions of this invention may also include a thickener, which may be one of those commonly used in hair coloring, such as gum arabic or a cellulose derivative such as methylcellulose, e.g. Methocel 60HG, or hydroxyethylcellulose, e.g. Cellosize QF-40, or acrylic polyunsaturated polymer, or , such as bentonite. The amount of this thickener can vary within wide limits, such as in the range of about 0.1 to 8.0% by weight, but preferably in the range of about 0.5 to 5% by weight.

The color preferences of this invention are, as mentioned above, generally aqueous compositions. The term "aqueous" as used herein in the usual general sense encompasses any aqueous composition suitable for use in the present invention, which includes actual solutions of a dye in an aqueous medium, either alone or in combination with other substances also dissolved or dispersed in an aqueous medium. "also includes all mixtures of dye and aqueous medium, either alone or in combination with other ingredients. The dye may be colloidally dispersed in the medium or may only be thoroughly mixed with it.

The term "aqueous medium" as used herein includes any medium containing water. Thus, the aqueous medium may be an aqueous alkaline, aqueous neutral or aqueous acidic medium. In addition, the aqueous medium may contain water and a solvent, e.g. ethanol. The latter can be used as a general solvent to promote the dissolution of dye or some other organic substance.

11 563 16

Typical color compositions belonging to the various categories as described above are shown below:

Table I

Acidic compositions

General area, $ Affordable area, #

Nitroaminobenzene color 0.01-3.0 0.2-0.4

Quaternary amine 0.1-3.0 1.5-2.0 N-oxyalkylated acid amide 0.2-3 »5 2.0-3.0

The pH of the thickener 0.1-8.0 1.5-2.0 is adjusted to 3.0-7.0 4.5-6.5

Water qs to 100

When citric acid is used in the compositions of Table I, it is generally used in the range of about 0.1 to 2.0% by weight, preferably about 0.4 to 0.6%.

In this case, sufficient alkali can then be added to adjust the pH of the composition to a defined range.

Any of the above dyes, surfactants, alkalis, thickeners, acids, and combinations thereof may be used in the proportions specified in the table above.

Alkaline compositions:

Alkaline compositions are similar to the above acidic compositions, except that the alkali is in excess of acid and is added until a pH of 7-11, preferably 8.0-9.0, is reached.

The color compositions used in this invention can be prepared by conventional hair color preparation methods. Thus, they can be prepared by dissolving or suspending the dye in water at the desired concentration. Water-miscible organic solvents, e.g. ethanol, can be used to facilitate the dissolution of the dye, in which case the dye can first be dissolved in a solvent and then diluted with water. Dispersion of the various ingredients can also be facilitated by heating the composition to temperatures ranging from 40 to 110 ° C, either before or after dilution with water.

The compositions of this invention may also be in the form of aerosols.

In this case, the nitro dye composition described above containing a quaternary amine compound and an N-oxyalkylated fatty acid amide is included in the aqueous phase concentrate. Any propellant well known in the art can be used in this form of the invention.

These compositions can be applied to the hair by methods commonly used in the art. For example, when applied to living hair on a human head or elsewhere, the compositions may be applied to the hair with a brush, sponge, aerosol can, or other method of contact, such as pouring the composition directly into the hair until completely moistened.

The reaction time, i.e. the contact time of the color composition with the hair, is not critical and can vary within the wide range used in hair coloring, such as from about 1 minute to about 2 hours. Preferably, a time of about 5 minutes to about 60 minutes is used, and most often 10-30 minutes. The staining temperature can vary within wide limits, as is common in the art. Thus, the staining temperature may range from about room temperature, e.g. from about 20 ° C to about 60 ° C, preferably from about 20 ° C to about U 5 ° C.

The following examples are presented to further illustrate the invention.

The compositions shown in Table II below were prepared using the following method: The dyes were first placed in a vessel, and then sufficient organic solvent, e.g., ethyl alcohol or diethylene glycol monoethyl ether, was added to the dye to completely wet it to form a paste. The quaternary ammonium compound or compounds, N-ethoxylated fatty acid amide or amides, alkali (monoethanolamine or diethanolamine) and citric acid were then added to the paste. About 70% of the water was then added preheated to about 70 ° C, and the mixture was stirred until a uniform solution was obtained. To this was then added a thickener (methylcellulose) and the resulting mixture was stirred again for one hour, keeping the temperature between 65-70 ° C. The perfume and the rest of the water (at room temperature) were then added to 100 #, and the mixture was stirred for 10 minutes. The fragrance was only added to make the product more pleasant.

It can be omitted from these compositions without any effect on their effectiveness.

v '»'" · - * 1 13 bb316 '

Table II

Eeia · E.sip. First · First ' Esia.First · Ex.

N, N-bicyclo (2'-hydroxyethyl) -123456 7 8 N, N-methyl-2-nitro-p-phenylenediamine 0.4 0.4 0.¾ - - - —— —— —— n \ n * N, N-tris (2'-hydroxyethyl) -2-nitro-p-phenylenediamine - - · - 0.4 0.4 0.4 - - N - (2'-hydroxyethyl-4-nitro-p- [phenyl] diamine 0.01 0.01 0.01 0.01 0.01 0.01 0.16 0.004 l -anilino-4-amino-2-nitronobenzene 0.01 0 <01 0.01 0.01 0.01 0 <01 0 <12 0> 0C4 N, N-bis (2'-hydroxyethyl) -2-olno-5-nitrophenol 0.07 0> 07 0.07 0.07 0 <07 0t07 0tl5 0> 040 N (2'-hydroxyethyl) -2-nitro-ΡΦ aniline 0.06 0.06 0.06 0.06 0.06 0.05 0.13 0.060

Ethyl alcohol 5 * 0 5 · 0 5 * 0 - - -

Diethylene glycol monoethyl ether - - - 5 · 0 5 · 0 5 · 0 5 «0 5 · 0 - Hexadecenyltrimethylammonium chloride 2.0 - 1.0 2.0 - 1.0

Octadecenyltrimethylammonium chloride ““ 1 * 8 0 · 9 - 1.4 0 · 9 1 · 5 1 · 5

Oktade kad ier.yltriaethyl liammoniurachloride - - - - - - 1 · 5 1 * 5

Ethoxylated (50 moles of EtO) oleyldiethanolamide 2.0 2.0 - - 1.5 1.0 2.5 2.5

Ethoxylated (50 moles EtO) palmityl diethanol 2 amide - - 2.0 2.0 0.5 1.0 - -

Monoethanolamine 0; 4 0.4 0.4 - - - -

Dietano added to me - - 0.71 0.71 0.71 0.? 1 0.71

Citric acid 0.5 0.5 0.5 .0.5 0.5 0.5 0.5 0.5

Ketylselhilose * 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0

Fragrances 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1

Water q.s. · 100 ^ iksi

14 S63H

* Here and elsewhere, methylcellulose has the following characteristics: methoxyl content $ 28-30, viscosity as an aqueous solution of $ 2.0 at 20 ° C 2700-3700 cps, average molecular weight 86,000.

The color compositions in Table II are applied to human hair (hair may be dry or slightly damp) evenly throughout, ensuring that no spot is left without. The compositions are allowed to remain on the hair for 10-30 minutes, then rinsed thoroughly from the hair with water. The hair is then allowed to dry.

The compositions of Examples 1-6, when applied to gray hair as described above, stained them brown. In addition, the combability of the hair when wet was greatly improved. After the hair dried, it was found that their general condition had greatly improved as the hair became more adaptable and obtained a better shine and texture.

The composition of Example 7, when applied to gray hair, dyed these auburn and acted as in Examples 1-6 as a rinsing agent and conditioner. When used on medium brown or dark brown hair, it gives a color tone and also acts as a hair softener and conditioner as in Examples 1-6.

The composition of Example 8, applied to gray hair as described above, dyed these to a light shade and acted as a hair softener and rehabilitative as described in Examples 1-6. When applied to light brown or light hair, it gives them a color tone and acts in the same way as in Examples 1-6 as a hair softener and rehabilitative.

Claims (3)

15 S6316 Hair dye composition comprising nitro hair dye, hair straightener and hair conditioner, characterized in that it is of the semi-permanent type and contains a) a hair dye coloring amount of nitroaminobenzene hair dye, b) R 2 hair as a hair dye from R 1) '3 R ° X wherein 12 3 i) R, R and R are alkyl groups having 1 to 3 carbon atoms, ii) R is a long chain hydrocarbon having 12 to 2 * +, preferably 16 to 18 carbon atoms, and iii) X is an anion, or a mixture of such amines, and c) as a hair conditioner, a hair-substantial N-oxyalkylated fatty acid amide of formula h / r5 R -C-IT (2) S NA- °) yH wherein i) R is a long chain hydrocarbon having 12 to 21 * carbon atoms, ii) R 1 is hydrogen or (Α'-O) χΗ, wherein A and A 'are the same or different divalent alkylene groups having 2 to 1 * carbon atoms, and x and y are equal or different integers from 1 to 100. Composition according to Claim 1, characterized in that the N-oxyalkylated fatty acid amide is of the polyoxyethylated type of the formula k / (CH 2 CHO) h R -C-N- (2 2 x (3) S (CH 2 CH 2 O) y H). . wherein R is as defined in claim 1, and x and y are integers whose sum x + y is of the order of 1 * 0-100. Composition according to Claim 1 or 2, characterized in that it contains, by weight, about 0.01 to 3.0% of nitro dye, about 0.1 to 3.0% of quaternary amine compound and about 0% by weight of the total weight of the composition. , 2-3.5% of my N-oxyalkylated fatty acid! slide.