Two-part aqueous composition for oxidative coloration of hair

A two-part high aqueous-content system for oxidative coloration of hair utilizing an aqueous dye lotion formulation containing hydroxypropyl bisisosteramidopropyidimonium chloride conditioner, optionally with one or more surfactants, preferably a monomeric quaternary surfactant.

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Description
FIELD OF THE INVENTION

[0001] This invention relates to high aqueous-content hair coloring compositions with good thickening and conditioning properties without detrimental effects on the hair dyeing properties of the composition.

BACKGROUND TO THE INVENTION

[0002] When oxidation dyes of the type comprising primary intermediates and couplers are used in the dyeing of human hair, the procedure usually involves the use of a two part system. One part is the lotion formulation which contains a variety of ingredients, including the oxidation dye precursors, and forms a gel immediately prior to application to the human hair, when mixed with the second part which is the developer formulation containing a suitable oxidizing agent. The developer usually contains an oxidizing agent, such as hydrogen peroxide and as a consequence some of the natural melanin pigment of the hair may be initially destroyed. The precursors in the lotion penetrate into the hair and are oxidized to produce the desired color. Such systems will generally contain 50% or more of organic solvents and surfactants, and require relatively high levels of dye precursors to produce the desired color.

[0003] Several conditions are important for the procedures using oxidative dyes to work properly. These include the following.

[0004] 1. The formulations must be stable to insure a reasonable shelf life.

[0005] 2. The compositions formed by mixing the lotion and developer must have Theological properties whereby application, either by use of a brush or with the fingers, can readily distribute the dye throughout the hair mass and yet in the absence of stress, dripping or running from the hair during the color development period can be substantially avoided.

[0006] 3. The dye mixture, as applied to the hair, should allow rapid diffusion of the dye precursors from the dye mixture into the hair fiber.

[0007] 4. The mixture, while thick enough to stay in place during the color development period, should be readily rinseable from the hair with water.

[0008] 5. The mixture should preferably contain conditioning agents that leave the hair in a condition such that it is easy to detangle while wet and also feel smooth and be readily managed when dry.

[0009] 6. The lotion and developer should preferably, but not necessarily, have comparable viscosities in order to facilitate mixing.

[0010] 7. The dyeing effect should be rapid, with a dyeing time preferably under thirty minutes.

[0011] In conventional permanent hair dye products, the rheological properties have generally been attained by the use of a dye lotion containing a high level of surfactants and organic solvents to provide a thin lotion, which, on mixture with a highly aqueous developer solution of the oxidizing agent, forms a dye mixture with the desired gel-like consistency. The disadvantage of this approach is that the dye mixture still contains a high level of surfactants that tend to retard the diffusion of the dye precursors into the hair. The preferred surfactants in commercial products have been nonionic or anionic materials that do not provide any conditioning. The preferred conditioners for human hair are cationic surfactants that provide excellent conditioning but are incompatible with anionic surfactants.

[0012] There have been many efforts to produce oxidative hair dyeing compositions having the desired properties, listed above, while at the same time avoiding the aforesaid problems.

[0013] U.S. Pat. Nos. 3,303,213; 3,331,781; 3,436,167 and 3,891,385 describe the use, in hair treating compositions, of specific amphoteric surfactants such as the sodium salt of N-(N1,N1-dimethyl-aminopropyl)-N2-alkyl (fatty) asparagine wherein the “fatty” moiety is derived from the fatty acids of tallow. According to the patents, the amphoteric surfactant can be employed with organic solvents and any of a variety of cationic, anionic or non-ionic surface active agents. There is no indication of the use of quaternary ammonium salts in the compositions.

[0014] U.S. Pat. No. 4,402,700 describes hair dyeing compositions containing quaternary ammonium compounds and also cites the possible uses of amphoteric surfactants in the compositions. These compositions, however, require the uses of organic solvents and nonionic surfactants, and the amount of water in the compositions is less than 50%.

[0015] U.S. Pat. No. 4,532,127 describes hair coloring compositions containing oxidative dyes together with an oxidizing agent. The compositions require the presence of quaternary amine compounds containing two long chain alkyl radicals each having about 10 to 26 carbon atoms. Any of a variety of surfactants may be present in the composition that, although they have a high water content may contain organic solvents. The lotions of the patent contain di-long chain alkyl quaternary ammonium compounds in the presence of relatively large amounts of non-ionic surfactants. They are said to be superior to a comparison lotion containing a mono-long chain alkyl quaternary ammonium compound in combination with an amphoteric surfactant. The lotions of this patent suffer from the disadvantage of having high levels of surfactant thus inhibiting rapid diffusion of the dye precursors into the hair. Furthermore, di-long chain alkyl quaternary ammonium compounds are poorly biodegradable, particularly as compared to the mono-long chain alkyl quaternary ammonium compounds. The compositions disclosed are free of anionic surfactants and anionic polymers.

[0016] U.S. Pat. No. 4,663,158 describes hair conditioning compositions containing an amphoteric surfactant together with at least one quaternary cationic polymer such as poly(methacrylamidopropyl)trimethyl ammonium chloride. The compositions are acidic.

[0017] U.S. Pat. No. 4,563,188 discloses hair dyeing compositions containing specific para-phenylenediamine derivatives, which may contain any of several types of surfactants as well as organic solvents.

[0018] U.S. Pat. No. 5,137,538 describes oxidative hair dyeing compositions containing specific para phenylenediamines and N,N1-diphenylalkylenediamines. The compositions may be acidic or alkaline. They may contain organic solvents and anionic, cationic, non-ionic or amphoteric surfactants.

[0019] U.S. Pat. No. 4,362,528 refers to compositions said to be useful for hair coloring. These compositions comprise oxidative dyes together with any of a variety of cationic polymers. The hair is first treated with such composition and subsequently rinsed with a shampoo composition containing an anionic detergent.

[0020] U.S. Pat. No. 4,240,450 describes hair treating mixtures such as shampoos and hair coloring compositions, which may be oxidative. The compositions include cationic and anionic polymers that may be chosen from hundreds of such polymers, which are generically and specifically described.

[0021] U.S. Pat. No. 3,986,825 refers to a variety of hair coloring composition which may be employed with either oxidizing agents or reducing agents and which employ any of a wide variety of surfactant water soluble polymer additives together with anionic, cationic, nonionic or amphoteric surfactants.

[0022] U.S. Pat. No. Re. 33786 teaches that rapid dyeing with highly aqueous compositions can be achieved through the use of a certain acrylate copolymer viz an acrylate/steareth-20 methacrylate copolymer in the developer. A similar system employing a certain anionic copolymer of acrylic acid or methacrylic acid with their lower alkyl esters is disclosed in U.S. Pat. No. 5,393,305. Also, in U.S. Pat. No. 5,376,146 the use of a combination of anionic acrylic polymers, such as the copolymers of both RE 33786 and U.S. Pat. No. 5,393, 305, is disclosed. In U.S. Pat. Nos. 5,976,195 and 6,074,439 the use of anionic polymers containing at least one allyl ether unit is taught to improve gelling properties of such hair coloring compositions. Such polymers produce a thickening effect only when the developer is added to the alkaline lotion containing the color precursor. The disadvantage of the use of acrylate copolymers, or any other anionic polymer, as used in these patents is that they tend to deactivate quaternary ammonium conditioning compounds by complexation. Furthermore, products containing a simple aqueous acrylate system are difficult to rinse from the hair. Additionally, experience has shown that lotions and developers containing the specific anionic polymers of U.S. Pat. No. Re. 33786, U.S. Pat. Nos. 5,393,305, 5,376,146, 5,976,195 and 6,074,439 are generally difficult to formulate in that the viscosity of the resulting mixture is generally not readily controllable. Moreover, the rheology profile is such that high levels of polymer solids and the use of combinations of polymers are required to achieve cosmetically acceptable products. Another feature of the use of these suggested polymeric products is that they have a tendency to “dry”, creating an undesirable surface residue or film during manufacture. Additionally, such products containing these polymers generally do not possess sufficient long-term storage stability properties. A further drawback is that use of these suggested polymers is that a generally high level of polymer is required.

SUMMARY OF THE INVENTION

[0023] It is an object of this invention to provide stable hair dyeing compositions which avoid the aforesaid problems while at the same time providing high aqueous content, acceptable rheological profile, rapid dyeing permanent hair coloring systems having a minimized drying effect and improved storage properties, and exhibiting excellent conditioning properties. A further object of this invention is to produce such composition employing lowered levels of surfactant in the dyeing composition.

[0024] It is a further object of the invention to provide lotion and developer formulations which can be readily formed into a gelled mixture having an appropriate viscosity to remain on the hair for a sufficient period to achieve the desired hair coloring effect while still providing good conditioning characteristics.

[0025] It is yet another object of this invention to provide hair coloring compositions that provide enhanced conditioning benefits for the hair dyeing compositions, while decreasing the overall amount of conditioning agent employed in the compositions.

[0026] It is a still further object of this invention to a provide hair coloring composition which also impart a durable, more efficient coloring effect while maintaining a good conditioning effect to treated hair and which adds thickening benefits, particularly when employing monomeric quaternary compounds. A further object of this invention is to provide a hair coloring composition, which provides excellent wet feel and wet combing characteristics immediately after the dyeing mixture is washed from the hair.

[0027] The invention comprises a hair dyeing composition containing hydroxypropyl bisisosteramidopropyidimonium chloride (Schercoquat 21AP) as the primary conditioning material in a two-part aqueous hair dyeing composition. The invention also comprises a two-part hair aqueous dyeing composition comprising a lotion formulation containing oxidizable dye precursors and at least about 50% by weight water., and a conditioning effective amount of the Schercoquat 21AP conditioning agent.

[0028] This invention comprises a two-part system comprising aqueous, oxidative, hair coloring compositions (lotions and developers) for mixture with each other shortly before use to form a gel. The lotion comprises an aqueous alkaline composition having a pH of from about 7 to 11 and a water content of at least about 50% by weight, a tinctorily effective amount of oxidative dye precursors, and a hair conditioning effective amount of Schercoquat 21AP conditioning agent. The second part, i.e. the developer is an aqueous composition with a pH of from about 2 to about 6, preferably 2 to 3, containing a peroxide oxidizing agent.

[0029] The invention also comprises a kit or package of the developer and lotion formulations. A further aspect of this invention is the use of such two-part system for the oxidative coloration of hair.

[0030] One aspect of this invention comprises a high aqueous-content dye lotion formulation for use in a two-part composition for oxidative dyeing of hair, the dye lotion formulation comprising:

[0031] at least about 50% by weight water;

[0032] a tinctorial effective amount of at least one primary dye intermediate and at least one coupler for the formation of an oxidative dye; and

[0033] a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner.

[0034] A further aspect of this invention comprises a two-part aqueous composition for coloring and providing conditioning to human hair and which forms a gel on mixing of the two parts, the two-part aqueous composition comprising:

[0035] (a) an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner, and at least 50% by weight water; and

[0036] (b) an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water.

[0037] A still further aspect of this invention comprises a kit containing a two-part 15 aqueous composition, which forms a gel on mixing of the two parts for coloring human hair comprising separate first and second containers:

[0038] (a) the first container containing an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner, and at least 50% by weight water; and

[0039] (b) the second container containing an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water.

[0040] Yet another aspect of this invention comprises a method of coloring human hair which comprises contacting the hair with a mixture of a two-part aqueous composition which forms a gel on mixing of the two parts, wherein the two part aqueous composition comprises:

[0041] (a) an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyidimonium chloride conditioner, and at least 50% by weight water; and

[0042] (b) an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water; and

[0043] maintaining said contact until the hair is permanently colored.

[0044] An even still further aspect of the invention comprises a method for oxidative coloring of hair with a two-part dyeing composition comprising a first dye base lotion formulation and a second developer formulation, wherein the improvement comprises using as the dye base lotion formulation a formulation comprising:

[0045] at least about 50% by weight water;

[0046] a tinctorial effective amount of at least one primary dye intermediate and at least one coupler for the formation of an oxidative dye; and

[0047] a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner.

DETAILED DESCRIPTION OF THE INVENTION

[0048] The components in the aqueous first part of the compositions of this invention, i.e. the lotion, include water, the oxidizable dye precursors, a conditioning effective amount of Shercoquat 21AP conditioning agent and, optionally an anionic, nonionic, amphoteric or cationic surfactant or mixtures thereof, and particularly a monomeric quaternary compound. The water content of the composition is at least about 50% by weight and may be as high as 90% or higher and is preferably at least about 65% to about 85%.

[0049] The conditioning effective amount of the Schercoquat 21AP conditioning agent employed will generally be from about 0.1% to about 5% by weight, preferably about 1% to about 3%, and more preferably about 2%.

[0050] Unless otherwise specified the amounts of the various ingredients in the compositions of this invention are in percent by weight based on the total weight.

[0051] Suitable optional anionic surfactants include, for example, the following: the alkali metal, ammonium, or amine salts of alkyl sulfates, alkyl ether sulfates, linear alpha-olefin sulfonates, dialkyl sulfosuccinates, alkylamidosulfosuccinates, and alkyl taurates each having from about C12 to C18 alkyl or alkenyl groups. Particularly preferred are the salts of lauryl sulfates and lauryl ether sulfates the latter having an average level of ethoxylation of 1-3.

[0052] Amphoteric surfactants belong to the category of surface active chemicals that possess a positive and a negative charge in the same molecule and behave as a cation or an anion depending on the pH of the medium. In general, the positive charge is located on a nitrogen atom while the negative charge is carried by a carboxyl or sulfonate group. There are a large number of amphoteric surfactants that are suitable for use in this invention. They include, for example, the asparagine derivatives identified in the first three patents mentioned above as well as a variety of well-known betaines, sultaines, glycinates and propionates that may be represented by the following structural formulas: 1

[0053] In the formulas, R is an alkyl or alkylamido group containing from about 10 to about 20 carbon atoms, R, R1, R2 and R3 are alkyl or hydroxyalkyl groups, which may be the same or different, and contain up to about five carbon atoms and n is a positive integer up to about five.

[0054] Typical amphoteric surfactants that are suitable for use in this invention include: lauryl betaine, lauroamphoglycinate, lauroamphopropylsulfonate, lauroamphopropionate, lauroampho-carboxyglycinate, lauryl sultane, myristamidopropyl betaine, myristyl betaine, myristoamphoglycinate, myristyl propionate, stearoamphoglycinate, stearoamphopropionate, stearoamphopropylsulfonate, stearyl betaine, cocamidoethyl betaine, cocamidopropyl betaine, cocamidopropyl hydroxysultane, cocamidopropyl dimethylamine propionate, cocoamphoglycinate, cocoamphocarboxypropionate, cocoamphocarboxyglycinate, coco-betaine, cocoamphopropionate, cocoamphopropylsulfonate.

[0055] The anionic and amphoteric surfactants and mixtures of these surfactants for use in this invention may be selected from any of a number of known surfactants. The amount of such surfactants in the compositions is normally from about 0.5% to 15% by weight, preferably 2% to 8% by weight.

[0056] The amphoteric surfactants presently preferred for use in this invention are: cocamidopropyl betaine, coco-betaine, stearyl betaine, cocoampho-carboxyglycinate, cocoamphodipropionate, and stearoamphoglycinate.

[0057] The pH of the lotions of this invention will generally be from about 6.5 to about 11. It is preferred, however, that this pH be in the range of 8.5 to 10.5.

[0058] Any of a wide variety of alkaline agents can be used to adjust the pH of the hair coloring compositions. Ammonium hydroxide, because of its freedom from toxicity over a wide concentration range and its economy, is an acceptable alkalizing agent. However, there can be used in place of, or together with, ammonium hydroxide any other compatible ammonia derivative as an alkalizing agent, such as an alkylamine, for example ethylamine, or triethylamine; or alkanolamines, for example ethanolamine, diethanolamine, aminomethyl propanol, aminomethyl propanediol and trishydiroxymethyl aminomethane. Likewise, any other of the organic or inorganic alkalizing agents may be used, such as sodium or potassium hydroxide, sodium or potassium carbonate, sodium phosphate, sodium hydrogen phosphate, sodium silicate, guanidine hydroxide and the like. The preferred alkaline reagents are ammonium hydroxide, sodium carbonate and ethanolamine.

[0059] With the agents listed above, the selected pH will generally be achieved if the lotion contains from about 0. 1% to 10% by weight of alkaline agent.

[0060] The oxidative dye precursors employed in the practice of this invention comprise one or more primary intermediates together with one or more couplers. The selection of specific intermediates or couplers determines the ultimate color of the treated hair. Such selection is not a critical aspect of the practice of the invention.

[0061] A wide variety of primary intermediates can be employed in this invention including, for example:

[0062] p-phenylenediamine derivatives such as: benzene-1,4-diamine, 2-methyl-benzene-1,4-diamine, 2-chloro-benzene-1,4-diamine, N-phenyl-benzene-1,4-diamine, N-(2-ethoxyethyl)benzene-1,4-diamine, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, (2,5-diamino-phenyl)-methanol, 1-(2,5-diamino-phenyl)-ethanol, 2-(2,5-diamino-phenyl)-ethanol, N-(4-aminophenyl)benzene-1,4-diamine, 2,6-dimethyl-benzene-1,4-diamine, 2-isopropyl-benzene-1,4-diamine, 1-[(4-aminophenyl)amino]-propan-2-ol, 2-propyl-benzene-1,4-diamine, 1,3-bis[(4-aminophenyl)(2-hydroxyethyl)amino]propan-2-ol, N4,N4,2-trimethylbenzene-1,4-diamine, 2-methoxy-benzene-1,4-diamine, 1-(2,5-diaminophenyl)ethane-1,2-diol, 2,3-dimethyl-benzene-1,4-diamine, N-(4-amino-3-hydroxy-phenyl)-acetamide, 2,6-diethylbenzene-1,4-diamine, 2,5-dimethylbenzene-1 ,4-diamine, 2-thien-2-ylbenzene-1 ,4-diamine, 2-thien-3-ylbenzene-1,4-diamine, 2-pyridin-3-ylbenzene-1,4-diamine, 1,1′-biphenyl-2,5-diamine, 2-(methoxymethyl)benzene-1,4-diamine, 2-(aminomethyl)benzene-1,4-diamine, 2-(2,5-diaminophenoxy)ethanol, N-[2-(2,5-diaminophenoxy)ethyl]-acetamide, N,N-dimethylbenzene -1,4-diamine, N,N-diethylbenzene-1,4-diamine, N,N-dipropylbenzene -1,4-diamine, 2-[(4-aminophenyl)(ethyl)amino]ethanol, 2-[(4-amino-3-methyl-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, N-(2-methoxyethyl)-benzene-1,4-diamine, 3-[(4-aminophenyl)amino]propan-1-ol, 3-[(4-aminophenyl)-amino]propane-1,2-diol, N-{4-[(4-aminophenyl)amino]butyl}benzene-1,4-diamine, and 2-[2-(2-{2-[(2,5-diaminiophenyl)oxy]ethoxy}ethoxy)ethoxy]benzene-1,4-diamine;

[0063] p-aminophenol derivatives such as: 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 4-amino-2-hydroxymethyl-phenol, 4-amino-2-methyl-phenol, 4-amino-2-[(2-hydroxy-ethylamino)-methyl]-phenol, 4-amino-2-methoxymethyl-phenol, 5-amino-2-hydroxy-benzoic acid, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 4-amino-2-(2-hydroxy-ethyl)-phenol, 4-amino-3-(hydroxymethyl)phenol, 4-amino-3-fluoro-phenol, 4-amino-2-(aminomethyl)phenol, and 4-amino-2-fluoro-phenol;

[0064] o-aminophenol derivatives such as: 2-amino-phenol, 2,4-diaminophenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, and 2-amino-4-methyl-phenol; and

[0065] heterocyclic derivatives such as: pyrimidine-2,4,5,6-tetramine, 1-methyl -1H-pyrazole-4,5-diamine, 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol, N2,N2-dimethyl-pyridine -2,5-diamine, 2-[(3-amino-6-methoxypyridin-2-yl)amino]ethanol, 6-methoxy-N2-methyl-pyridine-2,3-diamine, 2,5,6-triaminopyrimidin-4(1H)-one, pyridine-2,5-diamine, 1-isopropyl-1H-pyrazole-4,5-diamine, 1-(4-methylbenzyl)-1H-pyrazole-4,5-diamine, and 1-(4-chlorobenzyl)-1H-pyrazole-4, 5-diamine.

[0066] The primary intermediates can be employed in the form of a free base or in the form of an acid additive salt thereof, such as, for example, as a hydrochloride, a hydrobromide, a sulfate or the like.

[0067] Suitable couplers include, for example, phenols, resorcinol and naphthol derivatives such as: naphthalene-1,7-diol, benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, naphthalene-1,5-diol, naphthalene-2,7-diol, benzene-1,4-diol, 2-methyl-benzene-1,3-diol, 7-amino-4-hydroxy-naphthalene-2-sulforic acid, 2-isopropyl-5-methylphenol, 1,2,3,4-tetrahydro-naphthalene-1,5-diol, 2-chloro-benzene-1,3-diol, 4-hydroxy-naphthalene-1-sulfonic acid, benzene-1,2,3-triol, naphthalene-2,3-diol, 5-dichloro-2-methylbenzene-1,3-diol, 4,6-dichlorobenzene-1,3-diol, and 2,3-dihydroxy-[1,4]naphthoquinone;

[0068] m-phenylenediamines such as: 2,4-diaminophenol, benzene-1,3-diamine, 2-(2,4-diamino-phenoxy)-ethanol, 2-[(3-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 2-mehyl-benzene-1,3-diamine, 2-[[2-(2,4-diamino-phenoxy)-ethyl]-(2-hydroxy-ethyl)-amino]-ethanol, 4-{3-[(2,4-diaminophenyl)oxy]propoxy}benzene-1,3-diamine, 2-(2,4-diamino-phenyl)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 4-(2-amino-ethoxy)-benzene-1,3-diamine, (2,4-diamino-phenoxy)-acetic acid, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 4-ethoxy-6-methyl-benzene-1,3-diamine, 2-(2,4-diamino-5-methyl-phenoxy)-ethanol, 4,6-dimethoxy-benzene-1,3-diamine, 2-[3-(2-hydroxy-ethylamino)-2-methyl-phenylamino]-ethanol, 3-(2,4-diamino-phenoxy)-propan -1-ol, N-[3-(dimethylamino)phenyl]urea, 4-methoxy-6-methylbenzene -1,3-diamine, 4-fluoro-6-methylbenzene-1,3-diamine, 2-({3-[(2-hydroxyethyl)amino]-4,6-dimethoxyphenyl}amino)ethanol, 3-(2,4-diaminophenoxy)-propane-1,2-diol, 2-[2-amino-4-(methylamino)phenoxy]ethanol, 2-[(5-amino-2-ethoxy-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 2-[(3-aminophenyl)amino]ethanol N-(2-aminoethyl)benzene-1,3-diamine, 4-{[(2,4-d iaminophenyl)oxy]methoxy}-benzene -1,3-diamine, and 2,4-dimethoxybenzene-1,3-diamine;

[0069] m-aminophenols such as: 3-amino-phenol, 2-(3-hydroxy-4-methyl-phenylamino)-acetamide, 2-(3-hydroxy-phenylamino)-acetamide, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 5-amino-2,4-dichloro-phenol, 3-amino-2-methyl-phenol, 3-amino-2-chloro-6-methyl-phenol, 5-amino-2-(2-hydroxy-ethoxy)-phenol, 2-chloro-5-(2,2,2-trifluoro-ethylamino)-phenol, 5-amino-4-chloro-2-methyl-phenol, 3-cyclopentylamino-phenol, 5-[(2-hydroxyethyl)amino]-4-methoxy-2-methylphenol, 5-amino-4-methoxy-2-methylphenol, 3-(dimethylamino)phenol, 3-(diethylamino)phenol, 5-amino-4-fluoro-2-methylphenol, 5-amino-4-ethoxy-2-methylphenol, 3-amino-2,4-dichloro-phenol, 3-[(2-methoxyethyl)amino]phenol, 3-[(2-hydroxyethyl)amino]phenol, 5-amino-2-ethyl-phenol, 5-amino-2-methoxyphenol, 5-[(3-hydroxypropyl)amino]-2-methylphenol, 3-[(3-hydroxy-2-methylphenyl)-amino]propane -1,2-diol, and 3-[(2-hydroxyethyl)amino]-2-methylphenol; and

[0070] heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, 6-methoxyquinolin-8-amine, 4-methylpyridine-2,6-diol, 2,3-dihydro-1,4-benzodioxin-5-ol, 1,3-benzodioxol-5-ol, 2-(1,3-benzodioxol-5-ylamino)ethanol, 3,4-dimethylpyridine-2,6-diol, 5-chloropyridine-2,3-diol, 2,6-dimethoxypyridine-3,5-diamine, 1,3-benzodioxol-5-amine, 2,6-bis(2-hydroxyethoxy) -3,5-diaminopyridine, 1H-indol-4-ol, 5-amino-2,6-dimethoxypyridin-3-ol, 1H-indole-5,6-diol, 1H-indol-7-ol, 1H-indol-5-ol, 1H-indol-6-ol, 6-bromo-1 ,3-benzodioxol -5-ol, 2-aminopyridin-3-ol, pyridine-2,6-diamine, 3-[(3,5-diaminopyridin-2-yl)oxy]propane -1,2-diol, 5-[(3,5-diaminopyridin-2-yl)oxy]pentane-1,3-diol, 1H-indole-2,3-dione, indoline -5,6-diol, 3,5-dimethoxypyridine-2,6-diamine, 6-methoxypyridine-2,3-diamine, and 3,4-dihydro -2H-1 ,4-benzoxazin-6-amine.

[0071] Preferred primary intermediates include:

[0072] p-phenylenediamine derivatives such as: 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 1-(2,5-diamino-phenyl)-ethanol, 2-(2,5-diamino-phenyl)-ethanol, N-(2-methoxyethyl)benzene-1,4-diamine, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, and 1-(2,5-diaminophenyl)ethane-1,2-diol;

[0073] p-aminophenol derivatives such as 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 4-amino-2-methoxymethyl-phenol, and 1-(5-amino-2-hydroxy-phenyl)-ethane-1 ,2-diol;

[0074] o-aminophenol derivatives such as: 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, and 2-amino-4-methyl-phenol;

[0075] heterocyclic derivatives such as: pyrimidine-2,4,5,6-tetramine, 1-methyl -1H-pyrazole-4,5-diamine, 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol, and N 2N2-dimethyl-pyridine -2,5-diamine.

[0076] Preferred couplers include:

[0077] phenols, resorcinol and naphthol derivatives such as: naphthalene-1,7-diol, benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen -1-ol, naphthalene-1,5-diol, naphthalene-2,7-diol, benzene-1,4-diol, 2-methyl-benzene-1 ,3-diol, and 2-isopropyl-5-methylphenol;

[0078] m-phenylenediamines such as: benzene-1 ,3-diamine, 2-(2,4-diamino-phenoxy)-ethanol, 4-{3-[(2,4-diaminophenyl)oxy]propoxy}benzene-1,3-diamine 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, and 3-(2,4-diamino-phenoxy)-propan-1-ol;

[0079] m-aminophenols such as: 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, and 3-amino-2-methyl-phenol; and

[0080] heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2 ,4-dihydro-3H-pyrazol-3-one, 1,3-benzodioxol-5-ol, 1,3-benzodioxol -5-amine, 1H-indol-4-ol, 1H-indole-5,6-diol, 1H-indol-7-ol, 1H-indol-5-ol, 1H-indol-6-ol, 1H-indole-2,3-dione, pyridine-2,6-diamine, and 2-aminopyridin-3-ol.

[0081] Most preferred primary intermediates include:

[0082] p-phenylenediamine derivatives such as: 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, and 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol;

[0083] p-aminophenol derivatives such as: 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, and 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol;

[0084] o-aminophenols such as: 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, and N-(4-amino-3-hydroxy-phenyl)-acetamide; and

[0085] heterocyclic derivatives such as: pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol.

[0086] Most preferred couplers include:

[0087] phenols, resorcinol and naphthol derivatives such as: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, and 2-methyl-benzene -1,3-diol;

[0088] m-phenylenediamine such as: 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2 ,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, and 3-(2,4-diamino-phenoxy)-propan-1-ol;

[0089] m-aminophenols such as: 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, and 3-amino-2-methyl-phenol; and

[0090] heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl -2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin -3-ol.

[0091] The primary intermediate(s) and coupler(s) in the aqueous lotion of the invention will normally be employed in equimolar quantities, each at a concentration of about 0.0005% to about 5% by weight, preferably 0.005% to 2.5% by weight.

[0092] It may be desirable in certain cases to include non-oxidative or direct dyes as a part of the hair color formulation to achieve different color effects. Examples of such direct or non-oxidative dye include, but are not limited to

[0093] Yellow/Orange dyes: Acid Orange 3, Disperse Orange 3, Disperse Black 9, HC Orange 1, HC Orange 2, HC Orange 3, HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 7, HC Yellow 9, HC Yellow 10, HC Yellow 11, HC Yellow 12, HC Yellow 13, HC Yellow 14, HC Yellow 15, 4-nitro-o-phenylenediamine, 2-nitro-5-glyceryl methylaniline, 4-nitrophenyl aminoethylurea, hydroxyethyl-2-nitro-p-toluidine, 3-methylamino-4-nitrophenoxyethanol, 2-amino-6-chloro-4-nitrophenol, 2-chloro-6-ethylamino-4-nitrophenol, Basic Yellow 57, Solvent Orange 45, 4-nitro-m-phenylenediamine, Natural Orange 6, 2-hydroxyethylamino-5-nitroanisole, 2-amino-3-nitrophenol, 6-nitro-o-toluidine, N-ethyl-3-nitro PABA, N-hydroxyethyl-2,6-dinitro-p-anisidine, 6-nitro-2,5-pyridinediamine, and 4-chloro-5-methyl-2-nitrophenol;

[0094] Red-Orange/Red dyes: HC Red 1, HC Red 3, HC Red 7, HC Red 10, HC Red 11, HC Red 13, HC Red 14, 2-nitro-p-phenylenediamine, 3-nitro-p-hydroxyethylaminophenol, 4-hydroxypropylamino-3-nitrophenol, 4-amino-3-nitrophenol, picramic acid, N-(2-hyroxyethyl)picramic acid, Basic Red 76, Disperse Red 17, N-methyl-3-nitro-p-phenylenediamine, 2-chloro-5-nitro-N-hydroxyethyl-p-phenylenediamine, 4-amino-2-nitrodiphenylamine-2′-carboxylic acid, and 4-amino-4′-dimethylamino-2-nitrodiphenylamine-2′-carboxylic acid;

[0095] Violet dyes: Disperse Violet 1, Disperse Violet 4, HC Blue 2, HC Blue 6, HC Blue 9, HC Blue 10, HC Blue 11, HC Blue 12, HC Violet 1, HC Violet 2, N,N′-bis(2-hydroxyethyl)-2-nitro-p-phenylenediamine, 2-nitro-4-[bis(2-hydroxyethyl)amino]diphenylamine, and Basic Violet 14;

[0096] Blue dyes: Disperse Blue 1, Disperse Blue 3, Basic Blue 7, Basic Blue 9, Basic Blue 26, Basic Blue 17, Basic Blue 99; and

[0097] Brown/Black dyes: Basic Brown 16, Basic Brown 17, and Acid Black 1.

[0098] The choice of these dyes for inclusion in a high aqueous-content dye lotion formulation of this invention will be based upon the stability of the resulting alkali lotion formulation when the dye is included.

[0099] The presently preferred cationic polymers are quaternary polymers of diallyldialkylammonium salts in which the alkyl groups are the same or different and contain from 1 to 5 carbon atoms such as Merquat 100 (Calgon) or copolymers of the above with acrylic acid sold under the names Merquat 280 and Merquat 295, such as those described in U.S. Pat. No. 4,772,462. Surprisingly, it has been observed that the copolymers of diallyldialkylammonium salts with acrylamide, such as that sold under the name Merquat 550, are unsuitable for this purpose.

[0100] Other useful polymers include Onamer M (Onyx) a polydimethylbutenyl chloride end-capped with hydroxyalykl groups of the formula:

R3N[CH2CH═CH—CH2N(CH3)2]CH2CH═CH—CH2NR3

[0101] where R3 is a hydroxyalkyl group having 1-5 carbon atoms, preferably 2.

[0102] Quaternized polyvinylpyridine where R is alkyl or hydroxyalkyl having 1-5 carbon atoms and X is an anion such as chloride, bromide sulfate or alkylsulfate of the formula: 2

[0103] and polymethacrylamidopropyltrimethylammonium chloride 3

[0104] are also useful.

[0105] Especially preferred are monomeric quaternary compounds such as soytrimonium chloride.

[0106] The surfactants are generally employed in an amount of from about 0.1% to about 5% by weight.

[0107] The viscosity of the completely formulated lotion of the invention, when it is ready to mix with the developer, is from about 1 cps to about 5000 cps, preferably 1 cps to 500 cps.

[0108] The lotion may contain organic solvents to assist in dissolving the dye precursors. However, it has been observed that in the compositions of this invention, the organic solvent content should be kept at a minimum. More solvent than is necessary to dissolve the precursors may have the effect of retarding diffusion of the precursors into the hair for reaction. Accordingly, the organic solvent content of the lotion may be from 0% by weight to about 5% by weight.

[0109] Typically useful solvents include alcohols containing up to three carbon atoms such as ethanol and isopropanol, polyhydroxy alcohols such as propylene or hexylene glycol and lower alkyl ethers thereof such as ethoxy ethers.

[0110] Other conventional agents often employed in hair coloring compositions may be employed in the lotion or in the developer. These include, for example, fragrances, coloring agents and chelating agents. Antioxidants such as sodium sulfite, erythorbic acid, and ascorbic acid may also be included to inhibit premature oxidation.

[0111] The oxidizing composition or developer employed in the invention is an acidic aqueous composition, which comprises the selected oxidizing agent together with one or more anionic polymers, which are insoluble in water.

[0112] The preferred oxidizing agent for use in the developer of the invention is hydrogen peroxide although other peroxides may be employed. These include, for example, urea peroxide, melamine peroxide, perborates and percarbonates such as sodium perborate or percarbonate. The concentration of peroxide in the developer may be from about 0.5% to about 40% by weight, preferably 0.5% to 30% by weight. If the preferred hydrogen peroxide is employed, the concentration will be from about 0.5% to about 15% by weight, preferably 3% to 13% by weight.

[0113] An anionic polymer may be used in the developer. It should be stable to the peroxide oxidant, insoluble in the developer and, when the developer is mixed with the lotion, assist in the formation of a gel in which the anionic polymer is soluble. The anionic polymer preferably employed in the developer solution is an acrylate/beheneth-25 methacrylate copolymer commercially available from Rohm and Haas, Philadelphia, Pa. under the name Aculyn® 28. Although Aculyn® 28 can be employed as the sole anionic copolymer in the developer solution of this invention, other additional anionic polymers, such as for example a copolymer of acrylic or methacrylic acid with their lower alkyl esters (Aculyn® 33) or nonionic thickeners, can also be added to the developer solution as long as their addition does not adversely effect the advantages of the use of Aculyn® 28 polymer's performance.

[0114] The concentration of anionic polymer in the developer is from about 0.1% by weight to about 6% by weight, preferably about 0.5% to 4% by weight, most preferably about 1% to 3%, generally about 1.5% by weight. The developer solution will generally contain at least 70% by weight of water, preferably about 75 to 95% or more water.

[0115] The developer and/or the lotion may also contain from 0 to about 0.2% by weight of a stabilizer such as phenacetin or ethylene diamine tetracetic acid (EDTA); from about 0 to 0.10%, preferably about 0.001% to 0.01% by weight of an antifoam agent such as simethicone; from about 0 to about 2%, preferably about 0.1% to 0.5% by weight pH buffer, such as for example edidronic acid; and from 0 to about 5%, preferably about 1.5% to 3% of any suitable conditioners, emulsifiers and/or surfactants, particularly conditioners, emulsifiers and surfactants such as PEG-50 tallow amide conditioner, Oleth-2, Oleth-5, Oleth-10 and oleyl alcohol emulsifiers, and C12-C15 Pareth-3.

[0116] The viscosity of the developer as prepared for mixture with the lotion is from about 1 cps to about 5000 cps by weight, preferably 1 cps to 500 cps by weight.

[0117] It is desirable but not essential that the viscosities of the lotion and the developer be close to each other. If the difference in viscosities is too great they will be difficult to mix. On shaking the thinner solution will agitate well, but the thicker component will be more difficult to agitate and the rate of blending will be slowed down. One of the significant advantages of the developer solution of this invention is it ability to sheer down (sheer down due to thinning) when the developer solution is dispensed from a squeezable bottle. However, the mixture then recovers its viscosity once applied to provide a non-drip product attribute that is require for a cosmetically acceptable hair dye product.

[0118] The pH of the developer is from about 2 to about 6, preferably 2.5 to 4.5, most preferably 2 to 3. Any of a variety of non-toxic acids or buffers may be employed to maintain pH. Etidronic acid and phosphoric acid are the most preferred.

[0119] The lotion solution of this invention can be prepared in the following manner. Water is heated to about 50° C. to about 60° C. and the buffering agent added. Combine in a premix the conditioner and all emulsifiers and surfactants, and heat the premix to about 78° C. to about 80° C. Slowly add the heated premix to the heated buffered water solution and mix for approximately 20 minutes until a substantially uniform solution is obtained. Cool the solution with DI water and add the primary intermediate(s) and coupler(s), to the solution at a temperature below about 40° C. Then individually add the thickeners and antifoam agents to the solution and mix the resulting solution until essentially uniform.

[0120] The lotion and developer are mixed just before application to the hair. On the hair, they form a stable gel with enough consistency and body and a viscosity of about 6,000 to about 30,0000 cps to remain on the hair during the complete coloring period without dripping or running. The resulting mixture exhibits the ability to ‘sheer down” during mixing to allow the developer/polymer solution to intermingle easily with the dye base components in the lotion, during which time the polymer is neutralized with a portion of the alkali, already present in the lotion composition, and thickening occurs. The primary intermediate and coupler, i.e. the dye precursors diffuse rapidly into the hair together with the oxidizing agent. The dyes form within the hair fiber and, since they are large molecules, remain in the hair so that the color change is permanent. The term “permanent” means that the dye does not readily wash out of the hair with ordinary shampoos. The color achieved with the products of this invention is so stable that it may survive as many as 20 shampoos without noticeable change. Moreover, the use of the Schercoquat 21AP conditioner results in improved color uptake compared to previously used conditioners and permits a reduction in the total amount of active ingredients employed in the compositions as demonstrated in the Examples appearing herein after. The use of Schercoquat 21AP conditioning agent in the lotion formulation of the two-part hair dyeing compositions of this invention provides excellent wet feel and wet combing characteristics immediately after the dyeing mixture is rinsed from the dyed hair. Additionally, the chemical nature of Schercoquat 21AP is such that the conditioning benefits provided do not interfere with the conditioning benefits provided by other ancillary products typically applied post-coloring, such as aftercolor conditioners or treatments. The compositions of this invention produce a hair dye system that has excellent stay-put and application properties, and provide the opportunity to more efficiently deliver conditioning materials resulting in improved product performance.

[0121] At the end of the coloring period, the composition is washed from the hair with an ordinary water rinse followed by a shampoo.

[0122] The compositions of this invention may be separately provided in a kit or package form ready for mixing by the user, either professional or personal, to initiate the dyeing process. It is preferred to mix them in a mixing vessel for subsequent application to the hair as the gel forms.

[0123] The kit provided in accordance with this invention comprises those containers. In the most convenient form, there will be two containers, one containing the lotion, the other the developer. Particularly when a solid oxidant is employed, it may be convenient to package the developer in separate containers one with the oxidizing agent the other with the anionic polymer in water. With both embodiments of the invention, the ingredients in the aqueous composition of the first container will include the dye precursors and the Schercoquat 21AP conditioning agent.

[0124] The method of the invention comprises applying the dyeing mixture containing the Schercoquat conditioning agent to the hair to be colored and allowing it to remain in contact with the hair until the desired hair color has been attained after which the composition is removed from the hair as described above.

[0125] The following non-limiting example is given by way of illustration only.

EXAMPLE

[0126] Dye base lotions this invention (Formulations A, B C and D) was prepared from the following ingredients. 1 FORMULATION A Ingredient Wt. % D.I. water 58.8420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Monoethanolamine 4.5000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 3.4000 Schercoquat 21AP 2.0000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0127] 2 FORMULATION B Ingredient Wt. % D.I. water 58.8420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Aminomethylpropanol 3.0000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 3.4000 Schercoquat 21AP 2.0000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0128] 3 FORMULATION C Ingredient Wt. % D.I. water 58.8420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Ammonium hydroxide 6.0000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 3.4000 Schercoquat 21AP 2.0000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0129] 4 FORMULATION D Ingredient Wt % D.I. water 58.8420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Monoethanolamine 3.0000 Ammonium hydroxide 3.0000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 3.4000 Schercoquat 21AP 2.0000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0130] A further base lotion formulation of this invention (Formulation E) was similarly formulated from the same ingredients as follows. 5 FORMULATION E Ingredient Wt. % D.I. water 56.4420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Monoethanolamine 4.5000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 6.8000 Schercoquat 21AP 2.0000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0131] For comparison purposes a similar lotion formulation (Formulation F), without the Schercoquat 21AP conditioner of this invention present, was prepared from the same ingredients as follows. 6 FORMULATION F Ingredient Wt. % D.I. water 58.4420 Hexylene glycol 15.6000 C11-15 Pareth-9 4.5300 Monoethanolamine 4.5000 Dilinoleic acid 3.6000 Soytrimonium chloride and propylene glycol 6.8000 Oleamide MIPA 1.5000 Fragrance 1.0000 p-Aminophenol 0.6870 Oleth-10 0.6800 Erythorbic acid 0.5000 Citric acid 0.5000 Resorcinol 0.4950 m-Aminophenol 0.3820 p-Phenylenediamine 0.2920 1-Naphthol 0.1820 EDTA 0.1000 Oleth-2 0.1000 Sodium sulfite 0.1000 Cyclomethicone I 0.0100

[0132] As examples of developer solutions useful with the dye lotion formulation of this invention there may be mentioned developer solutions G and H prepared from the following ingredients. 7 Solution G Solution H Ingredient Wt % D.I. water 82.9740 82.9740 Disodium EDTA 0.0400 0.0400 Etidronic acid 0.0800 0.8000 PEG-50 tallow amine 1.0000 1.0000 Oleth-2 1.0000 1.0000 Oleth-5 1.0000 1.0000 Oleyl alcohol 0.3000 0.3000 Stereth-21 2.0000 2.0000 Hydrogen peroxide 5.6000 2.0000 Aculyn ®-28 6.0000 — Simethicone 0.6000 0.6000

[0133] Developer solution G was mixed with each of the three lotions Formulation A, E and F and each of the resulting mixtures were each applied to bleached hair, piedmont hair and gray hair and color uptake measurements taken on a calorimeter. The shade used was a medium neutral blonde (7N). The Minolta 3700d spectrophotometer employed for the measurements uses reflected light from a surface and gives results in terms of the CIE (International Commission on Illumination) tristimulus values. These values are subsequently transformed mathematically into the L*a*b* color space, wherein the magnitude of changes in hue and intensity of color correspond closely with those perceived by the human eye. L*, being achromatic, ranges from black (L*=0) to white (L*=100); this term is called “metric lightness” and is a measure of how light or dark a color is, relative to a matching shade of gray. Hue is measured in terms of the chromaticity coordinates a* and b*, where a* indicates redness (a*>0) and b* indicates yellowness (b*>0). The values of a* and b* can be plotted with a* as the x-axis and b* as the y-axis to give quantitative color information: “metric chroma” is the length of a line from the origin (a*=0, b*=0) to the point of a sample reading while metric hue angle is the angle between the a* axis and the metric chroma line. Metric chroma indicates the strength of a color response (i.e., the extent to which a color differs from its matching shade of gray). Metric hue angle quantifies hue in degrees, with larger values indicating more yellow hues and smaller values indicating more red (or less yellow) hues.

[0134] The readings for Formulation F were taken as the baseline and the readings for Formulations A and E were compared thereto to determine the &Dgr;E as indicative of the color uptake efficacy of the Schercoquat 21AP conditioner. &Dgr;E is defined by the following formula:

&Dgr;E={square root}{square root over ((L*f−L*i)2+(a*f−a*i)2+(b*f−b*i)2)}

[0135] where e L*f, a*f and b*f are the values for the formulation of this invention and L*i, a*i and b*i are the baseline values for Formulation F.

[0136] The results of the measurements and &Dgr;E calculation were as follows. 8 Formulation L* a* b* &Dgr;E 7N bleached hair A 17.56 1.75 1.41 2.34 E 17.29 1.81 1.74 2.39 F 19.41 2.32 2.72 7N piedmont hair A 29.20 6.05 13.53  3.48 E 41.66 5.88 14.42  0.89 F 19.41 2.32 2.72 7N gray hair A 28.68 3.02 6.47 1.36 E 26.88 2.97 6.08 2.67 F 28.91 3.24 7.79

[0137] Conditioning, visual coloration and viscosity results were also evaluated for the three formulations and the following results were observed. 9 Conditioning results Formulation A Formulation E Formulation F Wet stage Better Best Good (feel and comb) Color result Slightly More Less Intense intense intense Mixed viscosity (cps) 13,104 31,200 15,600

[0138] The results indicate that the Shercoquat 21AP conditioner can provide improved conditions effects without inhibiting the dyeing effect and also indicates that the same or improved results can be obtained with less active ingredients. For example, Formulation A is able to obtain improved results over Formulation F even though the amount of soytrimonium chloride has been reduced from 6.8% to 3.4% and the total amount of Schercoquat 21AP and soytrimonium chloride is only 5.4%. Formulation E compared to Formulation F shows that the use of Shercoquat 21AP along with the soytrimonium chloride synergistically improves the performance of a formulation containing the soytrimonium chloride conditioner.

[0139] Illustrative of typical lotion formulations of this invention containing dye components and Shercoquat 21AP conditioner are those which may have the following exemplary components in the indicated amounts, although it will be recognized that this is merely an exemplary formulation and formulation with other components are within the scope and spirit of this invention. 10 General Preferred Ingredient Function Range (%) Range (%) Water solvent 50-90 65-80 Propylene glycol solvent  0-10 2.-5  C11-C15 Pareth-9 surfactant 0-6 2-3 C12-C15 pareth-3 surfactant 0-5 2-3 Ethanolamine alkalinity agent  0-15 3-6 Oleth-10 emulsifier .0.-8   1-3 Oleth-2 emulsifier 0-8 1-3 Sodium sulfite antioxidant .1-1  .1-.5 Erythorbic acid antioxidant .1-1  .1-.5 EDTA chelating agent .01-.5  .05-.2  Cyclomethicone antifoam .01-.2  .01-.05 Citric acid buffer 0.-.2 .01-.05 Ammonium hydroxide (28%) alkalinity agent  0-17 .2-.7 Steareth-21 emulsifier 3-6 1-3 Lauryl alcohol emulsifier 3-6 1-3 Laureth-23 emulsifier 3-7 1-3 Ceterayl alcohol emulsifier 4-7 1-3 Dilinoleic acid fatty acid  1-10  3-35 p-Phenylenediamine dye 0-5 .05-2   Resorcinol dye 0-5 1-3 Mica pearling agent 0-2 .1-1  Hexylene glycol solvent  0-20 .3-8  Ethoxydiglycol solvent  .0-10  2-5 Cocamidopropyl betaine surfactant 0-5 1-3 PEG-150/stearyl/SMDI thickener 0-5 1-3 copolymer Oleamide MIPA co-emulsifier 0-4 1-2 Soytrimonium chloride/ conditioner 0-7 2-4 propylene glycol Schercoquat 21AP conditioner .1-5  1-3 Behetrimonium chloride conditioner 0-6 1-3 Polyquaternium-22 conditioner 3-7 3-7 Linoleamidopropyl conditioner 0-6 1-3 dimethylamine

[0140] Each solution, i.e., dyeing lotion formulation and developer solution formulation is packaged in a separate container for use as a dyeing kit. Upon discharge of the developer solution from a squeezable container and mixing with the dye base lotion, a n desired thickening occurs to provide a non-drip dyeing product with excellent conditioning properties.

[0141] With the foregoing description of the invention, those skilled in the art will appreciate that modification may be made to the invention without departing from the spirit thereof. Therefore, it is not intended that the scope of the invention be limited to the specific embodiments illustrated and described.

Claims

1. A high aqueous-content dye lotion formulation for use in a two-part composition for oxidative dyeing of hair, the dye lotion formulation comprising:

at least about 50% by weight water;
a tinctorial effective amount of at least one primary dye intermediate and at least one coupler for the formation of an oxidative dye; and
a conditioning effective amount of hydroxypropyl bisisosteramidopropyidimonium chloride conditioner.

2. A dye lotion formulation of claim 1 wherein the conditioner is present in the lotion formulation in an amount of from about 1 to about 3% by weight.

3. A dye lotion formulation of claim 1 wherein the conditioner is present in the lotion formulation in an amount of about 2% by weight.

4. A two-part aqueous composition for coloring and providing conditioning to human hair and which forms a gel on mixing of the two parts, the two-part aqueous composition comprising:

(a) an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner, and at least 50% by weight water; and
(b) an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water.

5. A two-part aqueous composition of claim 4 wherein

(a) the aqueous lotion first part has a pH of from about 7 to about 11 and contains from about 0.005% by weight to about 5% by weight of the at least one primary dye intermediate and the at least one coupler for the formation of oxidation dyes, a conditioning effective amount of at least about 0.1% by weight of the hydroxypropyl bisisosteramidopropyldimonium chloride conditioner; and
(b) the aqueous developer second part has a pH of from about 2 to about 6 and contains from about 0.5% by weight to about 40% by weight of the peroxide oxidizer.

6. A composition of claim 5 wherein:

a: the pH of the lotion is from 9.0 to 10.5, the primary dye intermediate and the coupler content is from 0.005% to 2.5% by weight; and
b: the pH of the aqueous developer is from 2.5 to 4.5, the peroxide oxidizer content is from 0.5% to 30% by weight hydrogen peroxide, and the water content is from about 70% to about 95% by weight.

7. A composition of claim 5 wherein the developer contains from about 0.5% to about 15% by weight of hydrogen peroxide.

8. A composition of claim 6 wherein the developer contains from about 3% to about 13% by weight of hydrogen peroxide.

9. A composition of claim 4 wherein the aqueous lotion first part additionally comprises a monomeric quaternary surfactant.

10. A composition of in claim 6 wherein:

the lotion formulation additionally comprises one or more surfactants selected from the group consisting of lauryl betaine, lauroamphoglycinate, lauroamphopropylsulfonate, lauroamphopropionate, lauroamphocarboxyglycinate, lauryl sultane, myristamidopropyl betaine, myristyl betaine, myristoamphoglycinate, myristyl propionate, stearoamphoglycinate, cocamidoethyl betaine, cocamidopropyl betaine, cocamidopropyl hydroxysultane, cocamidopropyl dimethylamine propionate, cocoamphoglycinate, cocoamphocarboxypropionate, cocoamphocarboxyglycinate, coco-betaine, cocoamphopropionate, cocoamphopropylsulfonate and soytrimonium chloride; and
the primary dye intermediate is selected from the group consisting of 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol. 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane -1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol; and
the coupler is selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-o, 2-methyl-naphthalen-1-o, 2-methyl-benzene -1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan -1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino) -2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.

11. A kit containing a two-part aqueous composition, which forms a gel on mixing of the two parts for coloring human hair comprising separate first and second containers:

(a) the first container containing an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner, and at least 50% by weight water; and
(b) the second container containing an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water.

12. A kit according to claim 11 wherein:

(a) the first container containing the aqueous lotion first part has a pH of from about 7 to about 11 and contains from about 0.005% to about 5% by weight of the at least one primary dye intermediate and the at least one coupler for the formation of oxidation dyes, a conditioning effective amount of at least about 0.1% by weight of the hydroxypropyl bisisosteramidopropyldimonium chloride conditioner; and
(b) the second container containing the aqueous developer second part has a pH of from about 2 to about 6 and contains from about 0.5% to about 40% by weight of the peroxide oxidizer.

13. A kit of claim 12 wherein:

a: the pH of the lotion is from 9.0 to 10.5, the primary dye intermediate and the coupler content is from 0.005% to 2.5% by weight, and the content of the conditioner is from about 1% to about 3% by weight; and
b: the pH of the aqueous developer is from 2.5 to 4.5, the peroxide oxidizer content is from 0.5% to 30% by weight hydrogen peroxide, and the water content is about 70% to about 95% by weight.

14. A kit of claim 12 wherein the developer contains from about 0.5% to about 15% by weight of hydrogen peroxide.

15. A kit of claim 13 wherein the developer contains from about 3% to about 13% by weight of hydrogen peroxide.

16. A kit of claim 12 wherein the aqueous liquid lotion first part in the first container additionally comprises a monomeric quaternary surfactant.

17. A kit of claim 13 wherein:

the lotion formulation additionally comprises one or more surfactants selected from the group consisting of lauryl betaine, lauroamphoglycinate, lauroamphopropylsulfonate, lauroamphopropionate, lauroamphocarboxyglycinate, lauryl sultane, myristamidopropyl betaine, myristyl betaine, myristoamphoglycinate, myristyl propionate, stearoamphoglycinate, stearoamphopropylsulfonate, stearyl betaine, cocamidopropyl dimethylamine propionate, cocoamphoglycinate, cocoamphocarboxypropionate, cocoaphocarboxyglycinate, cocobetaine, cocoamphopropionate, cocoamphopropylsulfonate, and soytrimonium chloride; and
the primary dye intermediate is selected from the group consisting of the primary intermediate is selected from the group consisting of 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol. 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol -1-yl)ethanol; and
the coupler is selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, 2-methyl-benzene -1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan -1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.

18. A method of coloring human hair which comprises contacting the hair with a mixture of a two-part aqueous composition which forms a gel on mixing of the two parts, wherein the two part aqueous composition comprises:

(a) an aqueous lotion first part comprising: a tinctorially effective amount of at least one primary dye intermediate and at least one coupler for the formation of oxidation dyes, a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner, and at least 50% by weight water; and
(b) an aqueous developer second part comprising: an oxidizing effective amount of a peroxide oxidizer, at least about 70% by weight water; and maintaining such contact until the hair is permanently dyed.

19. A method of claim 18 wherein:

(a) the aqueous lotion first part has a pH of from about 7 to about 11 and contains from about 0.005% to about 5% by weight of the at least one primary dye intermediate and at the least one coupler for the formation of oxidation dyes, and a conditioning effective amount of at least about 0.15 by weight of the hydroxypropyl bisisosteramidopropyldimonium chloride conditioner; and
(b) the aqueous developer second part has a pH of from about 2 to about 6 and contains from about 0.5% to about 40% by weight of the peroxide oxidizer.

20. A method of claim 19 wherein:

(a) the pH of the lotion is from 9.0 to 10.5, the primary dye intermediate and the coupler content is from 0.005% to 2.5% by weight, the hydroxypropyl bisisosteramidopropyldimonium chloride conditioner content is from about 0.1 to about 5% by weight; and
(b) the pH of the aqueous developer is from 2.5 to 4.5, and the peroxide oxidizer content is from 0.5% to 30% by weight.

21. A method of claim 19 wherein the developer contains from about 0.5% to about 15% by weight of hydrogen peroxide.

22. A method of claim 20 wherein the developer contains from about 3% to about 13% by weight of hydrogen peroxide.

23. A method of claim 19 wherein the aqueous lotion first part additionally comprises a monomeric quaternary surfactant.

24. A method of claim 20 wherein:

the aqueous lotion first part additionally comprises a surfactant selected from the group consisting of lauryl betaine, lauroamphoglycinate, lauroamphopropylsulfonate, lauroamphopropionate, lauroamphocarboxyglycinate, lauryl sultane, myristamidopropyl betairie, myristyl betaine, myristoamphoglycinate, myristyl propionate, stearoamphoglycinate, stearoamphopropionate, stearoamphopropylsulfonate, stearyl betairie, cocamidoethyl betaine, cocamidopropyl betaine, cocamidopropyl hydroxysultane, cocamidopropyl dimethylamine propionate, cocoamphoglycinate, cocoamphocarboxypropionate, cocoaphocarboxyglycinate, cocobetaine, cocoamphopropionate, cocoamphopropylsulfonate, soytrimonium chloride; and
the primary dye intermediate is selected from the group consisting of the primary intermediate is selected from the group consisting of 2-methyl-benzene-1,4-diamine, benzene-1,4-diamine, 2-(2,5-diamino-phenyl)-ethanol, 1-(2,5-diamino-phenyl)-ethanol, 2-[(4-amino-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol, 4-amino-phenol, 4-methylamino-phenol, 4-amino-3-methyl-phenol, 1-(5-amino-2-hydroxy-phenyl)-ethane-1,2-diol, 2-amino-phenol, 2-amino-5-methyl-phenol, 2-amino-6-methyl-phenol, N-(4-amino-3-hydroxy-phenyl)-acetamide, pyrimidine-2,4,5,6-tetramine and 2-(4,5-diamino-1H-pyrazol-1-yl)ethanol; and
the coupler is selected from the group consisting of: benzene-1,3-diol, 4-chlorobenzene-1,3-diol, naphthalen-1-ol, 2-methyl-naphthalen-1-ol, 2-methyl-benzene-1,3-diol, 2-(2,4-diamino-phenoxy)-ethanol, 2-(3-amino-4-methoxy-phenylamino)-ethanol, 2-[2,4-diamino-5-(2-hydroxy-ethoxy)-phenoxy]-ethanol, 3-(2,4-diamino-phenoxy)-propan-1-ol, 3-amino-phenol, 5-amino-2-methyl-phenol, 5-(2-hydroxy-ethylamino)-2-methyl-phenol, 3-amino-2-methyl-phenol, 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and 1H-indol-6-ol, and 2-aminopyridin-3-ol.

25. In a method for oxidative coloring of hair with a two-part dyeing composition comprising a first dye base lotion formulation and a second developer formulation the improvement comprising using as the dye base lotion formulation a formulation comprising:

at least about 50% by weight water;
a tinctorial effective amount of at least one primary dye intermediate and at least one coupler for the formation of an oxidative dye; and
a conditioning effective amount of hydroxypropyl bisisosteramidopropyldimonium chloride conditioner.

26. The method of claim 25 wherein the conditioner is present in the lotion formulation in an amount of from about 1 to about 3% by weight.

27. The method of claim 25 wherein the conditioner is present in the lotion formulation in an amount of about 2% by weight.

28. The method of claim 25 wherein lotion formulation has a pH of from about 7 to about 11.

Patent History
Publication number: 20030005526
Type: Application
Filed: May 15, 2001
Publication Date: Jan 9, 2003
Inventors: Stephen Casperson (Milford, CT), Zubaida Khan (Stamford, CT), Kue-Yick Lee (Stamford, CT)
Application Number: 09855301
Classifications