Hair dyes that improve colorfastness of dyed hair
A hair dye composition with branched and straight-chain saturated C15-C19 alkanes and esters of fatty acids enhances color fastness, addressing the issue of dye fading in semi-permanent and permanent dyes.
Patent Information
- Application Number
- JP2025505410
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2022-08-22
- Filing Date
- 2023-08-21
- Publication Date
- 2025-08-15
AI Technical Summary
Existing hair dyes suffer from poor color fastness, leading to fading with shampooing and water, especially in semi-permanent and permanent dyes.
A hair dye composition containing a mixture of branched and straight-chain saturated C15-C19 alkanes and esters of fatty acids, which enhances color retention.
The composition significantly improves the resistance of hair dye color to fading from shampooing and water, providing longer-lasting color.
Smart Images

Figure 2025526591000017 
Figure 2025526591000018 
Figure 2025526591000019
Abstract
Description
Detailed Description of the Invention
[0001] [Technical field] The present invention relates to the field of cosmetic compositions, in particular to the field of cosmetic compositions for dyeing hair.
[0002] [Background of the invention] Hair coloring is a specific area of the cosmetics field. Hair coloring is a common procedure, especially among women, and is carried out using hair dyes.
[0003] Hair dyes are classified according to their color resistance: temporary, semi-permanent, semi-permanent, and permanent. The first two classifications are based on pre-colored molecules. Temporary dyes work by dye deposition in the cuticle, while semi-permanent dyes penetrate slightly into the cortex, resulting in colors that typically last for up to six washes. Semi-permanent and permanent hair dyes are based on color precursors called oxidation dyes, which form the final shade through interaction with an oxidizing agent, which differs from the alkalizing agent used. Oxidative systems allow molecules to diffuse strongly into the cortex, promoting long-term color resistance.
[0004] Washing hair, especially with shampoo, can cause the color to fade. Semi-permanent hair dyes typically fade after 4-6 shampoos. Due to chemical fixation, permanent dyes last significantly longer against water and shampoo, but even permanent hair dye color resistance is not perfect.
[0005] Increasing the color fastness of hair dyes is highly desirable in the hair color market segment as customers desire to maintain consistent hair color and appearance over time.
[0006] [Summary of the Invention] The problem that the present invention aims to solve is therefore to provide a product that improves the color fastness of hair dyes applied to hair.
[0007] Surprisingly, it has been found that this problem can be solved by a hair dye composition according to claim 1.
[0008] It has been observed that when dyed hair is treated with a hair composition containing a specific mixture of branched and straight-chain saturated C15-C19 alkanes, esters of fatty acids, the color of the dyed hair lasts much longer, resistant to the undesirable effects of shampoo and water fading.
[0009] Further aspects of the invention are the subject matter of further independent claims. Particularly preferred embodiments are the subject matter of the dependent claims. [Brief explanation of the drawings]
[0010] [Figure 1] FIG. 1 shows a schematic diagram of a hair dye kit with one compartment. [Figure 2] FIG. 2 shows a schematic diagram of a hair dye kit with two compartments. [Figure 3] FIG. 3 shows a schematic diagram of a hair dye kit with three compartments. [Figure 4] FIG. 4 shows a schematic diagram of a hair dye kit having two compartments, one of which provides sufficient interior space to accommodate the entire hair dye composition. [Figure 5a] FIG. 5a shows a schematic diagram of the hair dye kit of FIG. 4 before mixing. [Figure 5b] FIG. 5b shows a schematic diagram of the hair dye kit of FIG. 4 after mixing. [Figure 6] FIG. 6 shows a schematic diagram of a hair dye kit having two compartments with a connecting region having a predetermined break point or region.
[0011] [Detailed Description of the Invention] In a first aspect, the present invention provides a method for producing a medicament for the treatment of a pulmonary arthritis, comprising: - a mixture of branched and linear saturated C15-C19 alkanes; - Ester of fatty acid and dextrin wherein the amount of branched saturated C15 to C19 alkane in said mixture of branched and linear saturated C15 to C19 alkanes is greater than 80% by weight, preferably greater than 90% by weight, most preferably greater than 92% by weight, based on the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0012] In this specification, "C x~y An "alkyl" group is an alkyl group containing x to y carbon atoms, i.e., for example, C 1~3 An alkyl group is an alkyl group containing 1 to 3 carbon atoms. An alkyl group can be straight or branched. For example, -CH(CH3)-CH2-CH3 is considered a C4 alkyl group.
[0013] In this specification, when the same symbol appears for a symbol or group in several formulas, the definition of said group or symbol given in relation to one particular formula also applies to other formulas containing the same symbol.
[0014] The term "UV filter" as used herein refers to a substance that absorbs ultraviolet light (UV light), i.e., electromagnetic radiation with a wavelength of 280 to 400 nm. A UV(A) filter is a UV filter that absorbs UV(A) light, i.e., electromagnetic radiation with a wavelength of 315 to 400 nm. A UV(B) filter is a UV filter that absorbs UV(B) light, i.e., electromagnetic radiation with a wavelength of 280 to 315 nm.
[0015] Liquid organic UV filters are liquid at ambient temperature (ie, 25°C).
[0016] Solid organic UV filters are solid at ambient temperature (ie, 25° C.).
[0017] As used herein, a "mixture of branched and linear saturated C15-C19 alkanes" means that the mixture contains different alkanes, each of which contains only 15, 16, 17, 18, or 19 carbon atoms, and does not contain any alkanes with fewer carbon atoms. Thus, such a mixture does not contain, for example, dodecane or isododecane. The mixture contains both branched and linear C15-C19 alkanes.
[0018] The term "shampoo," as used herein, refers to a hair care composition used to cleanse hair, i.e., remove oil, dirt, skin debris, dandruff, environmental pollutants, and other contaminant particles that gradually build up in the hair. The term shampoo also includes conditioning shampoos. Shampoo preparations according to the present invention are applied to the hair and then rinsed off with water and are well known to those skilled in the art.
[0019] The term "hair conditioner" as used herein refers to a hair care composition that is applied after washing with a cleansing composition such as a shampoo. Conditioners make hair softer, more flexible, easier to comb, and impart other desirable properties to hair. Such hair conditioners can be leave-in or rinse-out products and are well known to those skilled in the art.
[0020] White is not considered a "color" herein.
[0021] The term "color fastness" refers to the resistance of the dye to being washed away with water when the dyed hair is washed with a detergent, typically a shampoo. Thus, improved color fastness means reduced removal of the hair dye from the dyed hair by washing / shampooing.
[0022] The term "hair dye composition" refers to a composition capable of dyeing hair, in particular human hair. However, it does not relate to color cosmetic compositions that contain pigments, in particular inorganic pigments such as iron oxides or carbon black.
[0023] [Mixture of branched and straight-chain saturated C15-C19 alkanes] The hair dye composition comprises a mixture of branched and straight chain saturated C15 to C19 alkanes.
[0024] Particularly suitable mixtures of C15 to C19 alkanes include those disclosed in WO 2016 / 185046, WO 2017 / 046177, WO 2018 / 109353 A1 and WO 2018 / 109354 A1 and WO 2018 / 172228 A1, among others.
[0025] Preferably, the mixture of branched and linear saturated C15-C19 alkanes has a bio-derived carbon content of 90% or more based on the total weight of the mixture of branched and linear saturated C15-C19 alkanes. Bio-derived chemicals are highly advantageous because such materials have a high degree of sustainability. Highly sustainable products or compositions are in high demand in the market.
[0026] The determination of the biobased content of natural range materials or biogenic carbonates is carried out in accordance with standards ASTM D 6866-12, Method B (ASTM D 6866-06) and ASTM D 7026 (ASTM D 7 026-04). Standard ASTM D 6866 is a standard for "Determining the Biobased Content of Natural Range Materials Using Radiocarbon and Isotope Ratio Mass Spectrometry Analysis", while standard ASTM D 7 026 is a standard for "Sampling and Reporting of Results for Determination of Biobased Content of Materials via Carbon Isotope Analysis". The second standard refers to the first standard in its first paragraph. The first standard is based on the determination of the biobased content of the sample. 14 C / 12The C ratio measurement test is described, and this is based on the reproducible standard material of the 100% original sample. 14 C / 12 The C ratio is compared with the C ratio to give the relative proportion of C of renewable origin in the sample. 14 It is based on the same concept as C dating.
[0027] It is further preferred that the composition has no aromatic hydrocarbons or only a small amount (less than 100 ppm, especially less than 30 ppm) of aromatic hydrocarbons relative to the total weight of the mixture of branched and linear saturated C15 to C19 alkanes.
[0028] The mixture of branched and linear saturated C15-C19 alkanes is produced by catalytic hydrogenation of a hydrocarbon biomass feedstock, in particular as described in detail in WO 2016 / 185046, and in particular as disclosed as Example 3 of WO 2016 / 185046.
[0029] It is preferred that the amount of linear saturated C15 to C19 alkanes in said mixture of branched and linear saturated C15 to C19 alkanes is less than 10% by weight, preferably less than 8% by weight, most preferably at least 5% by weight, based on the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0030] More preferably, the amount of C15 is less than 3% by weight, in particular less than 1% by weight, preferably less than 0.05% by weight, relative to the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0031] Preferably, the mixture of branched and straight-chain saturated C15 to C19 alkanes is a mixture of branched and straight-chain saturated C16 to C19 alkanes.
[0032] More preferably, the amount of branched saturated C16-C18 alkanes is more than 90% by weight, preferably more than 95% by weight, based on the weight of said mixture of branched and linear saturated C15-C19 alkanes.
[0033] More preferably, the amount of C15 alkanes is less than 5% by weight, in particular less than 2% by weight, based on the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0034] More preferably, the amount of branched saturated C17-C18 alkanes is more than 85% by weight, preferably more than 92% by weight, based on the weight of said mixture of branched and linear saturated C15-C19 alkanes.
[0035] More preferably, the amount of C17 alkane is between 15 and 20% by weight, based on the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0036] More preferably, the amount of branched saturated C18 alkanes is more than 50% by weight, preferably more than 60% by weight, more preferably more than 70% by weight, based on the weight of said mixture of branched and linear saturated C15-C19 alkanes.
[0037] More preferably, the amount of C18 alkanes is in particular 70 to 75% by weight, based on the weight of said mixture of branched and linear saturated C15 to C19 alkanes.
[0038] In other words, the mixture of branched and linear saturated C15-C19 alkanes preferably consists primarily of C18 alkanes, and most preferably consists primarily of branched C18 alkanes.
[0039] Since the hair dye composition comprises a mixture of branched and straight chain saturated C15 to C19 alkanes, said composition does not comprise lower alkanes, i.e. in particular does not comprise C12 alkanes, and in particular does not comprise C12 alkanes, nor C13 alkanes, nor C14 alkanes.
[0040] More preferably, the viscosity of the mixture of C15 to C19 alkanes at 20°C is 3 to 15 mPa·s, particularly 6 to 12 mPa·s.
[0041] The refractive index of the mixture of C15 to C19 alkanes at 20° C. is more preferably 1.40 to 1.48, particularly preferably 1.42 to 1.45, and most preferably 1.43 to 1.44.
[0042] More preferably, the mixture of C15 to C19 alkanes is the mixture of C15 to C19 alkanes commercialized as EMOGREEN (trademark) L19 from SEPPIC.
[0043] The amount of the mixture of branched and linear saturated C15-C19 alkanes is in the range of 0.015 to 12.0% by weight, in particular in the range of 0.5 to 11.0% by weight, preferably in the range of 1.0 to 10.0% by weight, more preferably in the range of 1.5 to 8.0% by weight, and even more preferably in the range of 2.0 to 6.0% by weight, based on the weight of the hair dye composition.
[0044] [Ester of fatty acid and dextrin] The hair dye composition further comprises an ester of a fatty acid and a dextrin.
[0045] Dextrin is an oligomer of D-glucose. Its structure can be represented by the simplified structure shown below. [ka]
[0046] Dextrins have various average degrees of sugar chain polymerization, and therefore various molecular weights.
[0047] The dextrin of the ester of fatty acid and dextrin in the present invention preferably has an average degree of polymerization of sugar chains of 3 to 20, particularly 8 to 16.
[0048] The fatty acid of the ester of fatty acid and dextrin is preferably a C14 to C18 fatty acid, particularly a straight-chain C14 to C18 fatty acid, most preferably palmitic acid.
[0049] A particularly suitable ester of fatty acid and dextrin is dextrin palmitate, commercially available from Chiba Flour Milling as Rheopearl® KL2.
[0050] Dextrin has several hydroxyl groups that can be esterified.
[0051] Preferably, the average number of esterified hydroxyl groups in the ester of fatty acid with dextrin is greater than 2.5, preferably between 2.5 and 3.5, more preferably between 2.5 and 3.4, and most preferably between 2.5 and 3.2 per glucose unit.
[0052] In other words, preferably, essentially all of the hydroxyl groups of the dextrin are esterified.
[0053] More preferably, the molecular weight M of the ester of fatty acid and dextrin is n is between 8,000 and 16,000 Da, preferably between 9,000 and 13,000 Da, and more preferably between 10,000 and 11,500 Da.
[0054] The molecular weight Mn is determined in Daltons (Da) by SEC / GPC, in particular using polystyrene as standard.
[0055] Both fatty acids and dextrins are bio-derived. Bio-derived chemicals are highly advantageous as they make such materials or their products more sustainable. Sustainable products or compositions are in high demand in the market.
[0056] The amount of the ester of fatty acid and dextrin is preferably in the range of 0.01 to 15% by weight, particularly 0.1 to 12% by weight, preferably 0.2 to 8% by weight, more preferably 0.6 to 7% by weight, even more preferably 0.8 to 6% by weight, and most preferably 1.3 to 4% by weight, based on the weight of the hair dye composition.
[0057] In the hair dye composition, the ratio of the weight of the ester of fatty acid and dextrin to the weight of the mixture of branched and linear saturated C15-C19 alkanes is preferably less than 1, preferably in the range of 0.5 to 0.8, and most preferably in the range of 0.55 to 0.70.
[0058] In other words, the weight of the C15 to C19 alkane contained in the present composition is preferably greater than the weight of the ester of fatty acid and dextrin.
[0059] [Hair dye] Essentially, the present invention relates to any hair dye known to those skilled in the art. The hair dye composition comprises either a hair dye or a precursor to a hair dye.
[0060] [Semi-permanent hair dye] In a preferred embodiment, the hair dye is a semi-permanent hair dye.
[0061] Semi-permanent hair dyes are advantageous in that they are very easy to apply, suitable for regular use, and do not use oxidizing agents, making them a particularly gentle hair and skin dyeing method. However, the number of different shades of hair color is somewhat limited. Furthermore, semi-permanent hair dyes are not well suited to dyeing gray or white hair. Finally, semi-permanent hair dyes cannot be used to obtain a shade lighter than the actual hair color, so the coloring possibilities for people with naturally dark or black hair are limited.
[0062] Semi-permanent hair dyes generally include compounds with common chromophore systems in dye chemistry, such as nitro, azo, anthraquinone, triphenylmethane, triarylmethane, and azomethane, which can be used as disperse dyes, nitro dyes, cationic (basic) dyes, anionic (acid) dyes, and metal complex dyes (as described in Ullmann's Encyclopedia of Industrial Chemistry Vol. A 12, page 586, 5th, completely revised edition, 1989). Of particular interest are, for example, anthraquinone dyes, especially those containing dialkylaminoalkylamino (DAAA) groups. Specific examples include compounds available under the trademark ARIANOR® from Warner Jenkinson Ltd.: ARIANOR Straw Yellow, ARIANOR Mahogany, ARIANOR Steel Blue, ARIANOR Madder Red, ARIANOR Ebony, and ARIANOR Sienna Brown. Further very suitable anthraquinone dyes are anthraquinones with quaternary ammonium side chains.
[0063] Specific examples of nitro dyes are compounds selected from the group consisting of 2-((2-nitrophenyl)amino)ethan-1-ol (CAS: 4926-55-0), 4-((2-hydroxyethyl)amino)-3-nitrophenol (CAS: 92952-81-3), 2-((4-amino-2-nitrophenyl)amino)ethan-1-ol (CAS: 2871-04), N,N'-bis(2-hydroxyethyl)-2-nitro-p-phenylenediamine (CAS: 84041-77-0), and 2,2'-((4-((2-hydroxyethyl)amino)-3-nitrophenyl)imino)bisethanol (CAS: 33229-34-4), 2-nitro-p-phenylenediamine (CAS: 5307-14-2), and 4-nitro-o-phenylenediamine (CAS: 99-56-9).
[0064] Semi-permanent hair dyes are commercially available in a variety of chemical compositions and colors. Particularly suitable semi-permanent hair dyes are those implemented in commercial product lines selected from the group consisting of Revlon® Professional Nutri Color™ Filters from Revlon®, John Freida Violet Crush for Blondes from Kao Brands, Revolution Haircare Tones for Brunettes from Revlon®, Good Dye Young from Good Dye Young, Wella Color by You from Coty, and Syoss Color Glow from Schwarzkopf & Henkel.
[0065] [Permanent hair dye] In another preferred embodiment, the hair dye is a permanent hair dye.
[0066] Permanent hair dyes have the advantage over other types of hair dyes in that they offer the highest color fastness of any hair dye, have excellent color coverage, especially on white or gray hair, and offer the widest variety of colors and shades available. However, permanent hair dyes are somewhat aggressive due to the chemical oxidation and fixation process.
[0067] Typically, permanent hair dyes are produced by permanent hair color compositions. Thus, in this embodiment, the hair dye composition comprises at least three components from which the permanent dye is formed: (1) Primary intermediate agent, (2) a coupling agent, and (3) Oxidizing agent Includes:
[0068] The process for producing permanent hair dyes is usually carried out under basic conditions using alkalizing agents.
[0069] The oxidation mechanism involves three steps: 1) oxidation of primary intermediates, 2) reacting this primary intermediate with a coupling agent, and 3) Oxidation of the resulting compound with an oxidizing agent to form the final dye. Includes:
[0070] The oxidizing agent is typically hydrogen peroxide, and the alkaline environment is typically created by ammonia. The combination of hydrogen peroxide and ammonia lightens the natural hair and provides a "blank canvas" for the dye. The ammonia opens the hair shaft pores, allowing the dye to actually diffuse into the fiber. These dye intermediates and coupling agents form high molecular weight products through the oxidation and coupling reaction, which become trapped in the hair matrix and cannot be easily removed by washing.
[0071] [Primary intermediate agent] Primary intermediate agents are well known for use in hair coloring and are ortho or para substituted aminophenols or phenylenediamines, particularly those of the formula: [ka] (In the formula, R 11 and R 12 are each independently hydrogen, C 1~6 -C substituted with alkyl, or one or more hydroxy, methoxy, methylsulfonylamino, aminocarbonyl, furfuryl, unsubstituted phenyl, or amino-substituted phenyl groups 1~6 - alkyl; and R 13 , R 14 , R 15 and R 16 are each independently hydrogen, C 1~6 -Alkyl, C 1~6 - C substituted with alkoxy, halogen, or one or more hydroxy or amino groups 1~6 -alkyl) paraphenylenediamines.
[0072] Preferred primary intermediate agents are para-phenylenediamine, 2-methyl-1,4-diaminobenzene, 2,6-dimethyl-1,4-diaminobenzene, 2,5-dimethyl-1,4-diaminobenzene, 2,3-dimethyl-1,4-diaminobenzene, 2-chloro-1,4-diaminobenzene, 2-methoxy-1,4-diaminobenzene, 1-phenylamino-4-aminobenzene, 1-dimethylamino-4-aminobenzene, 1-diethylamino-4-aminobenzene, 1-bis(beta-hydroxyethyl)amino-4-aminobenzene, 1-methoxy- and 2,6-dimethyl-3-methoxy-1,4-diaminobenzene, 1-amino-4-hydroxybenzene, 1-hydroxyethyl-4,5-diaminopyrazole, 6-methoxy-2-methylamino-3-aminopyridine, and derivatives thereof, and acid or base salts thereof.
[0073] Particularly preferred primary intermediate agents are p-phenylenediamine, p-aminophenol, o-aminophenol, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2,5-diaminotoluene, salts thereof and mixtures thereof.
[0074] [Color coupling agent] Color coupling agents include, in particular, m-aminophenol, 2,4-diaminotoluene, 4-amino-2-hydroxytoluene, phenylmethylpyrazolone, (3-methyl-1-phenyl-5-pyrazolone), 3,4-methylenedioxyphenol, 3,4-methylenedioxy-1-[(beta-hydroxyethyl)amino]benzene, 1-methoxy-2-amino-4-[(beta-hydroxyethyl)amino]benzene, 1-hydroxy-3-(dimethylamino)benzene, 6-methyl-1-hydroxy-3[(beta-hydroxyethyl)amino]benzene, 1-methyl-2-hydroxy-4- ... 2,4-Dichloro-1-hydroxy-3-aminobenzene, 1-Hydroxy-3-(diethylamino)benzene, 1-Hydroxy-2-methyl-3-aminobenzene, 2-Chloro-6-methyl-1-hydroxy-3-aminobenzene, 1,3-Diaminobenzene, 6-Methoxy-1,3-diaminobenzene, 6-Hydroxyethoxy-1,3-diaminobenzene, 6-Methoxy-5-ethyl-1,3-diaminobenzene, 6-Ethoxy-1,3-diaminobenzene, 1-Bis(beta-hydrogen 6-(beta-hydroxyethyl)amino-3-aminobenzene, 2-methyl-1,3-diaminobenzene, 6-methoxy-1-amino-3-[(beta-hydroxyethyl)amino]-benzene, 6-(beta-aminoethoxy)-1,3-diaminobenzene, 6-(beta-hydroxyethoxy)-1-amino-3-(methylamino)benzene, 6-carboxymethoxy-1,3-diaminobenzene, 6-ethoxy-1-bis(beta-hydroxyethyl)amino-3-aminobenzene, 6-hydroxyethyl-1,3-diaminobenzene, 1 -Hydroxy-2-isopropyl-5-methylbenzene, 1,3-dihydroxybenzene, 2-chloro-1,3-dihydroxybenzene, 2-methyl-1,3-dihydroxybenzene, 4-chloro-1,3-dihydroxybenzene, 5,6-dichloro-2-methyl-1,3-dihydroxybenzene, 1-hydroxy-3-amino-benzene, 1-hydroxy-3-(carbamoylmethylamino)benzene, 6-hydroxybenzomorpholine, 4-methyl-2,6-dihydroxypyridine, 2,6-dihydroxypyridine, 2,6-Diaminopyridine, 6-aminobenzomorpholine, 1-phenyl-3-methyl-5-pyrazolone, 1-hydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,5-dihydroxynaphthalene, 5-amino-2-methylphenol, 4-amino-2-hydroxytoluene, 2-amino-3-hydroxytoluene, 2-amino-5-hydroxytoluene, 4-hydroxyindole, 4-hydroxyindoline, 6-hydroxyindole, 6-hydroxyindoline, 2,4-diaminophenoxyethanol, 1-naphthol, 2-naphthol, phenol, catechol, m-aminophenol, m- The compound is selected from the group consisting of phenylenediamines, phenols substituted on the amino group or benzene ring with at least one alkyl, hydroxyalkyl, or alkylamino group; catechols substituted on the amino group or benzene ring with at least one alkyl, hydroxyalkyl, or alkylamino group; m-aminophenols substituted on the amino group or benzene ring with at least one alkyl, hydroxyalkyl, or alkylamino group; m-phenylenediamines substituted on the amino group or benzene ring with at least one alkyl, hydroxyalkyl, or alkylamino group; and mixtures thereof.
[0075] Preferred color coupling agents are selected from the group consisting of resorcinol, 1-naphthol, 2-methylresorcinol, 4-amino-2-hydroxytoluene, m-aminophenol, 2,4-diaminophenoxyethanol, 3-methyl-1-phenyl-5-pyrazolone, salts thereof, or mixtures thereof.
[0076] [Alkalizing agent] Preferably, the permanent hair color composition contains an alkalizing agent. The term "alkalinizing agent" refers to an ingredient capable of imparting alkalinity (e.g., a pH greater than 7) to the oxidizing composition. Preferred alkalizing agents are ammonium hydroxide, metal hydroxides, alkanolamines, sodium silicate, metal carbonates, sodium metasilicate, and mixtures thereof. Suitable metal hydroxides and carbonates include hydroxides or carbonates of alkali metals and alkaline earth metals. Examples of such metal hydroxides include hydroxides of sodium, potassium, lithium, calcium, magnesium, etc. A particularly preferred alkaline earth metal hydroxide is sodium hydroxide. Preferably, the alkanolamine is selected from the group consisting of mono-, di- and trialkanolamines, such as monoethanolamine (MEA), diethanolamine (DEA), triethanolamine (TEA), 2-aminobutanol, aminoethylpropanediol, aminomethylpropanediol, bis-hydroxyethyltromethamine (=bis(2-hydroxyethyl)amino-tris(hydroxymethyl)methane), diethylethanolamine, diisopropanolamine, dimethylaminomethylpropanol, dimethylMEA (=2-(dimethylamino)-ethan-1-ol), isopropanolamine, methylethanolamine, mixed isopropanolamines, triisopropanolamine, tromethamine (=tris(hydroxymethyl)aminomethane) and mixtures thereof. A particularly preferred alkanolamine is monoethanolamine (MEA).
[0077] Most preferred are dye mixtures that include aqueous ammonia as the alkalizing agent in combination with a second alkalizing agent such as an alkanolamine.
[0078] Permanent hair color compositions are commercially available in a variety of chemical compositions and colors. Particularly suitable permanent hair dyes are those from commercial product lines selected from the group consisting of Schwarzkopf Brilliance from Schwarzkopf, chwarzkopf got2b Edelmetall from Schwarzkopf & Henkel, L'Oreal Preference Vivid Colors from L'Oreal, Revlon® Total Color™ from Revlon, Schwarzkopf Brilliance Gem Collection from Schwarzkopf & Henkel, Wella Professional Koleston Perfect Pure Naturals from Wella, Wella Koleston from Coty, Beautycolor Bela&Cor from Bonyplus, Miracle System from Josh Wood Colour, Garnier Nutrisse Ultra Creme Permanent Hair Dye from L'Oreal, and Hello!! Bubble Foam Color - Mise en Scene from Amorepacific.
[0079] The hair dye composition may contain further ingredients known to those skilled in the art from their knowledge of hair dye compositions. Examples of such additional ingredients are water, alcohol, especially C 10~22 alcohols, silicone oils, salts, especially sodium chloride, fragrances, oils, especially natural vegetable oils, surfactants, preferably anionic surfactants or nonionic surfactants or amphoteric or zwitterionic surfactants, especially alkyl sulfates, alkyl ether sulfates, alkyl sulfonates or alkylaryl sulfonates, stabilizers, and thickeners, especially cellulose or hydroxyethyl cellulose.
[0080] Preferably, the hair dye is a permanent or semi-permanent hair dye.
[0081] [Hair dye kit] Due to the necessary chemical reactions between the primary intermediate agents, the coupling agent, and the oxidizing agent to form the permanent hair dye, the hair dye composition is stored in different compartments prior to use or application of the hair dye composition.
[0082] Therefore, in a further aspect, the present invention relates to a hair dye kit 1 comprising, localized within a package 3, a hair dye composition 2 as described in detail above.
[0083] As mentioned above, in one embodiment the hair dye of the hair dye composition comprises: - Semi-permanent hair dyes and a mixture of branched and linear saturated C15-C19 alkanes, - Ester of fatty acid and dextrin Includes:
[0084] These components of the hair dye composition as well as their preferred embodiments have already been described in detail above.
[0085] In this embodiment, the complete hair dye composition is preferably contained in a single compartment package prior to use.
[0086] FIG. 1 shows a schematic diagram of such a hair dye kit 1 having one compartment 4. The compartment preferably protects the hair dye composition 2 contained therein from the environment and prevents leakage of the composition. Therefore, the compartment is preferably sealed against water and / or humidity and / or other liquid fluids, oxygen and / or light, and / or protects the composition from heat. The compartment 3 is preferably made of a polymer, metal, metal alloy, or composite material, particularly a metal-coated polymer foil or metal and / or metal-coated cardboard. The compartment preferably comprises a filling and / or dispensing means 8, such as a lid, a seal, a cap, a latch, or a cap, particularly a screw-on cap, or any means defining a predetermined break point or break area. The compartment may be flexible or solid. In this embodiment, the compartment 4 may be considered a package 3 for the hair dye composition 2.
[0087] As mentioned above, in another preferred embodiment, the hair dye of the hair dye composition is a permanent hair dye composition and the hair dye kit 1 comprises: - a mixture of branched and linear saturated C15-C19 alkanes; - esters of fatty acids with dextrin; - primary intermediate agents; - with a coupling agent; - with an oxidizing agent Includes:
[0088] These components of the hair dye composition as well as their preferred embodiments have already been described in detail above.
[0089] In this embodiment, the hair dye kit 1 is preferably a hair dye kit 1 in which the package 3 comprises at least two different closed compartments 4, wherein the mixture of branched and linear saturated C15-C19 alkanes, the ester of fatty acid with dextrin, and the primary intermediate agent are located in the first compartment 4a, and the oxidizing agent is located in the second compartment 4b.
[0090] FIG. 2 shows diagrammatically such a hair dye kit 1 having a package 3 with different compartments.
[0091] The compartments 4, 4a, 4b may comprise loose compartments, i.e. compartments that are not fixed to one another by fastening means, which may be achieved for example by using individual bags or bottles as compartments.
[0092] In this case, these compartments are preferably enclosed in a package 3, which may for example mean transport or sales packaging. Such packaging is preferably a cover box, in particular made of cardboard, preferably coated cardboard, or made of a polymer. This cover board is preferably provided with the trade name, instructions or other information that is usually printed on the outer surface of product packaging.
[0093] The different compartments 4, 4a, 4b, 4c can all be made from the same material or from different materials. The size, i.e. the internal space (contents), of the individual compartments 4, 4a, 4b, 4c is preferably selected so that the respective amounts of each component of the hair composition correspond to the amounts required in the final hair dye product.
[0094] Preferably, the permanent hair dye composition comprises the following components: - a mixture of branched and linear saturated C15-C19 alkanes; and esters of fatty acids with dextrin; and - primary intermediate agents; and - Coupling Agent is contained in the first compartment 4a and the oxidant is contained in the second compartment 4b.
[0095] In one preferred embodiment, the volume of the interior space of one compartment is selected to be large enough to allow the entire amount of hair dye composition to be filled into that compartment.
[0096] An example of such an embodiment is shown schematically in Figure 4. In this example, some of the components of hair dye composition 2, in particular A mixture of branched and straight-chain saturated C15-C19 alkanes; and esters of fatty acids with dextrin; and - primary intermediate agents; and - Coupling Agent is stored in the first compartment 4a.
[0097] The second compartment 4b stores the remaining ingredients of the hair dye composition 2, in particular the oxidizing agent. The second compartment 4b is only partially filled with the respective ingredients of the hair dye composition, the compartment having a remaining (empty) volume capacity inside the second compartment 4b sufficient to accommodate the ingredients of the hair dye composition 2 stored in the first compartment 4a. The second compartment 4b preferably has filling and / or dispensing means 8, preferably a screw-on cap, as shown in Figure 4. The ingredients of the hair dye composition 2 are storage stable over long periods of time, in particular for several months.
[0098] Figure 5a shows the state in which the kit packaging 3 has been removed and the second compartment 4b opened by applying the filling and / or dispensing means 8, preferably by removing the screw cap, as shown in particular in Figure 3.
[0099] The first compartment 4a, e.g. a sealed polymeric bag or polymeric bottle, is also opened, e.g. by cutting or puncturing the wall of the first compartment with scissors, to provide access to the components of the hair dye composition stored in the first compartment 4a, which are added to the components of the hair dye composition stored in the second compartment 4b.
[0100] Figure 5b shows the situation of Figure 5a after the contents of the first compartment have been completely filled into the second compartment. The complete hair dye composition is now in the second compartment 4b. By closing the filling and / or discharging means 8, preferably by reattaching the screw cap, the different components can be easily mixed, for example by shaking, to form a permanent hair dye, with the aim of immediately using the permanent hair dye composition. At this point, the filling and / or discharging means 8 can be used again, preferably by removing the screw cap, and the composition will leave the second compartment 4b and be applied to the hair.
[0101] The different compartments may be connected to one another, in which case they are usually connected by means defining predetermined breaking points or breaking areas, which may be obtained in particular by molding a thin polymer layer and / or by weakening the material connecting the compartments, for example by holes, in particular a row of lines, which allow the connection between the compartments to be broken by a tearing force.
[0102] FIG. 6 shows a schematic diagram of a typical hair dye kit having two compartments with a connecting region having a predetermined break point or break area. The first compartment 4a and the second compartment 4b are connected to each other by a predetermined break point or break area 7. In this region, the material thickness is typically reduced and / or holes 6 are provided, as shown in FIG. 6. The material thickness and / or the number and size of the holes are typically selected to hold the two compartments 4a and 4b together. Applying a specific force to this region breaks the connection and separates the two compartments. This force is typically applied by a tearing action by the consumer or hairdresser, or by a cutting action with scissors or a knife. This embodiment has the advantage that the two compartments do not move loosely within the package 3 during storage and transportation, can be easily separated upon use, and are easy to handle.
[0103] [Resistance of hair dyes applied to hair] The hair dye composition is applied to hair, particularly human hair, and it has been observed that the hair dye composition detailed above enhances the color fastness of the hair dye applied to the hair.
[0104] It is difficult to express color. One method is to express color using the so-called Lab color space. The Lab method that is mainly used today is the CIE-L method proposed by the CIE in 1976. * a * b * In this expression, the parameter "L" or "L * " is the brightness, and the parameter "a" or "a * " and "b" or "b * " is the color-opponent dimension. The value of the parameter L or L* ranges from 0 to 100, and the parameters a and b or a * and b * The value is in the range of -100 to 100.
[0105] Therefore, the color change is either L or L * The change in the value of (= ΔL or ΔL * ), a or a * Change in the value of (=Δa or Δa * ), and / or b or b * It is defined by the change in the value of (=Δb or Δb*).
[0106] The theory behind it is somewhat complicated, but L or L * The lower the value, the darker the color will appear. * When the value of b increases, the red component is perceived as stronger. * As the value increases, the yellow component appears stronger.
[0107] Usually, when the color changes, the parameters L, a, or b, or L * , a * or b * Rather than only one parameter being varied individually, two or more of these parameters are varied simultaneously.
[0108] Therefore, ΔE or ΔE according to the following formula * The color difference expressed as
number
[0109] Evaluation of the benefits of the present invention is best realized by comparing the measured color of dyed hair before and after a shampoo and / or conditioning cycle.
[0110] As noted above, the hair dye compositions detailed above have been observed to enhance the color fastness of hair dyes applied to hair.
[0111] Therefore, in a further aspect, the present invention relates to the use of a mixture of branched and linear saturated C15-C19 alkanes in combination with an ester of a fatty acid and a dextrin in a hair dye to increase the color fastness of the hair dye applied to the hair.
[0112] More specifically, in one preferred embodiment, the hair dye is a semi-permanent hair dye, and in another preferred embodiment, a permanent hair dye.
[0113] In a further aspect, the present invention provides a method for producing a composition comprising: a) applying to the hair the hair dye composition detailed above; b) washing the dyed hair; The present invention relates to a method for dyeing hair, comprising the steps of:
[0114] Typically, step b) is performed only after waiting a certain period of time following step a). During this time between steps a) and b), typically 5 to 60 minutes, especially 30 to 45 minutes, the hair dye has a chance to better coat and / or penetrate the hair.
[0115] In particular, if the hair dye is a permanent dye, it is recommended to mix the hair dye composition thoroughly before applying the final hair dye composition to the hair in step a) so that the components of the hair dye composition are homogeneously dispersed and certain portions of the components such as the primary intermediate agent, coupling agent and oxidizing agent can react to form the permanent hair dye.
[0116] It is preferred that the hair is further treated with a conditioner, and therefore that after step b), step c) followed by step d) are preferably carried out in the above method. c) applying a hair conditioner to the dyed and washed hair obtained from steps a) and b); d) Washing the conditioned dyed hair obtained from step c).
[0117] Hair conditioners and compositions thereof are well known to those skilled in the art.
[0118] [Example] The following examples are provided to further illustrate the compositions and effects of the present invention. These examples are illustrative only and are not intended to limit the scope of the invention in any way.
[0119] [Experiment Series 1: Semi-permanent hair dye] [Hair dyeing with semi-permanent hair dyes] A lock of hair (Kerling Nr. 826204 KT dicht, European hair, recovered from excessive bleaching, color 10 / 0, length: 120 mm) was dyed using a hair dye composition according to Table 1 according to the instructions on the packaging of the semi-permanent hair dye, Revelon Professional® Nutri Color™ Filters 200 Violet ("200 Violet") or Revelon Professional® Nutri Color™ Filters 190 Blau ("190 Blau") or Revelon Professional® Nutri Color™ Filters 740 Light Copper ("740 Light Copper").
[0120] Revelon Professional® NutriColor™ Filters 190 Blau contains the semi-permanent hair dye HC blue No. 16 (=dimethyl-[3-[[4-(methylamino)-9,10-dioxoanthracen-1-yl]amino]propyl]-propylazanium bromide).
[0121] Revelon Professional® NutriColor™ Filters 200 Violet contains the semi-permanent hair dye HC blue No. 16 and Basic Violet 2 (= 4-[(4-amino-3-methylphenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]-2-methylaniline hydrochloride).
[0122] Revelon Professional® NutriColor™ Filters 740 Light Copper contains the semi-permanent hair dyes Basic Brown 17 (=[8-[(4-amino-2-nitrophenyl)azo]-7-hydroxy-2-naphthyl]trimethylammonium chloride) and Basic Red 76 (=[7-hydroxy-8-[(2-methoxyphenyl)azo]-2-naphthyl]trimethylammonium chloride).
[0123] The hair dye compositions were prepared by mixing dextrin palmitate, and / or a C15-C19 alkane, and / or water with a stock solution of a commercial hair dye (i.e., 190 Blau, 200 Violet, or 740 Light Copper) in a beaker under stirring at 70° C. The compositions in Table 1 were cooled to room temperature under stirring before further use.
[0124] Each hair was treated with 1 ml of each hair dye composition for 5 minutes. The tresses were rinsed with warm water (38°C) for 30 seconds and allowed to dry overnight at room temperature. Three tresses were prepared for each sample.
[0125] [Table 1]
[0126] [Shampoo for hair dyed with semi-permanent hair dye] For each shampoo / wash cycle, the dyed hair tresses were washed with 0.5 ml of shampoo per tress according to the composition in Table 2 for 30 seconds, followed by a 30-second rinse with warm water (38°C). This procedure was repeated four times, for a total of five shampoo / wash cycles for the tresses. At the end of each shampoo / wash cycle, the tresses were allowed to dry overnight at room temperature.
[0127] [Table 2]
[0128] [Color Measurement] L of hair bundle * a * b * Values were measured before the first shampoo / wash cycle (i.e., "after 0 cycles") and after each shampoo / wash cycle (i.e., "after 1 cycle," "after 2 cycles," etc.) using a Konica Minolta-CM 600d color measurement device. Each of the three hair tresses was placed side by side and measured using a L * a * b * The values were measured 25 times and the average values are reported in Tables 3, 5 and 7. The ΔL values shown in Tables 4, 6 and 8 * , Δa * , Δb * , ΔE * The color change, denoted as *, is calculated from the initial value and the color measurement after each shampoo / wash cycle.
[0129] [Table 3]
[0130] [Table 4]
[0131] [Table 5]
[0132] [Table 6]
[0133] [Table 7]
[0134] [Table 8]
[0135] [Experiment Series 2: Dyeing hair with permanent hair dyes] [Hair dyeing with permanent hair dyes] A lock of hair (Kerling Nr. 826204 KT dicht, European hair, recovered from excessive bleaching, color 10 / 0, length: 120 mm) was dyed using the respective hair dyeing composition according to Table 9 according to the instructions written on the packaging of the permanent hair dye, Igora Royal permanent color cream 0-89 red violet or Igora Royal Metallics 5-26 Lightbrown Ash Chocolate.
[0136] [Table 9]
[0137] Hair dye compositions were prepared by mixing the respective amounts of dextrin palmitate, and / or C15-C19 alkane, and / or water shown in Table 9 into a stock solution of the color cream components of a commercially available hair dye (i.e., CP Igora red or CP Igora LB) (including primary intermediate agents and coupling agents) in a beaker under stirring at 70° C. The compositions in Table 9 were cooled to room temperature under stirring before further use.
[0138] Next, the composition thus prepared was mixed with the developer component (containing hydrogen peroxide as an oxidizing agent) of each commercially available hair dye in a plastic beauty bowl according to the instructions attached to the commercially available hair dye, and mixed with a hair color brush. The mixed solution was then allowed to stand for 5 minutes.
[0139] Each hair tress was then treated with 1 ml of each hair dye composition prepared as described. After 30 minutes of exposure, the tresses were rinsed with warm water (38°C) until the water ran clear. The tresses were then allowed to dry overnight at room temperature. The tresses were cut into alternating 1.0 cm widths. Three tresses were prepared for each test.
[0140] Using the color measurement method described below under "Color Measurement," measure the color of the dyed hair strands and determine the initial L * , a * b * The value (i.e., "after 0 cycles") was determined.
[0141] [Shampooing / Washing Hair Dyed with Permanent Hair Dyes] For each shampoo / wash cycle, the dyed hair tresses were washed with 0.5 ml of shampoo according to the composition in Table 2 per tress for 30 seconds, followed by rinsing with warm water (38°C) for 30 seconds. This procedure was repeated 10 times, resulting in the tresses being shampooed / washed a total of 10 times in each shampoo / wash cycle. At the end of each shampoo / wash cycle, the tresses were allowed to dry overnight at room temperature.
[0142] [Color Measurement] L of hair bundle * a * b * The values were measured before the first shampoo / wash cycle (i.e., "after 0 cycles") and after each shampoo / wash cycle (i.e., "after 1 cycle," "after 2 cycles," etc.) using a Konica Minolta-CM 600d color measuring device. Each of the three hair tresses was placed side by side and measured using a L * a * b * The values were measured 25 times and the average values are reported in Tables 10 and 12. The ΔL values shown in Tables 11 and 13 * , Δa * , Δb * , ΔE * The color change, denoted as *, is calculated from the initial value and the color measurement after each shampoo / wash cycle.
[0143] [Table 10]
[0144] [Table 11]
[0145] [Table 12]
[0146] [Table 13]
[0147] The results in Tables 3-8 and 10-13 show that the hair dye compositions of the present invention (i.e., 1, 2, 3, 4 and 5) exhibit significantly greater color fastness of hair dyed with semi-permanent or permanent hair dyes, respectively, compared to the comparative hair dye compositions (i.e., Ref. 1-Ref. 15).
[0148] This improved color fastness is highly advantageous to the end consumer, as the hair color remains visually more consistent for a longer period of time, thereby extending the time between hair colorings. [Explanation of symbols]
[0149] 1 hair dye kit 1 Hair dye composition 2 packages 3 compartments 4a First compartment 4b Second compartment 4c Third compartment 4 Consolidation area 5 holes 6 Predefined breaking points or areas 7 Filling and / or Discharge Means
Claims
1. a mixture of branched and linear saturated C15-C19 alkanes; - Ester of fatty acid and dextrin wherein the amount of branched saturated C15 to C19 alkane in said mixture of branched and straight chain saturated C15 to C19 alkanes is greater than 80% by weight, preferably greater than 90% by weight, most preferably greater than 92% by weight, based on the weight of said mixture of branched and straight chain saturated C15 to C19 alkanes.
2. 2. A hair dye composition according to claim 1, characterized in that the amount of linear saturated C15-C19 alkane in said mixture of branched and linear saturated C15-C19 alkanes is less than 10% by weight, preferably less than 8% by weight, most preferably more than 5% by weight, relative to the weight of said mixture of branched and linear saturated C15-C19 alkanes.
3. 3. A hair dye composition according to claim 1 or 2, characterized in that the amount of branched saturated C18 alkane is more than 50% by weight, preferably more than 60% by weight, and even more preferably more than 70% by weight, relative to the weight of said mixture of branched and linear saturated C15-C19 alkanes.
4. 4. A hair dye composition according to any one of claims 1 to 3, characterized in that said ester of fatty acid with dextrin has an average number of esterified hydroxyl groups per glucose unit greater than 2.5, preferably between 2.5 and 3.5, more preferably between 2.5 and 3.4, most preferably between 2.5 and 3.
2.
5. The ester of fatty acid and dextrin has a molecular weight M of 8,000 to 16,000 Da, preferably 9,000 to 13,000 Da, more preferably 10,000 to 11,500 Da. n A hair dye composition according to any one of claims 1 to 4, characterized in that it has
6. A hair dye composition according to any one of claims 1 to 5, characterized in that it is a permanent hair dye.
7. A hair dye composition according to any one of claims 1 to 5, characterized in that it is a semi-permanent hair dye.
8. 8. The hair dye composition according to any one of claims 1 to 7, characterized in that the amount of said mixture of branched and linear saturated C15-C19 alkanes is in the range of 0.015 to 12.0% by weight, in particular 0.5 to 11.0% by weight, preferably 1.0 to 10.0% by weight, more preferably 1.5 to 8.0% by weight, even more preferably 2.0 to 6.0% by weight, based on the weight of the hair dye composition.
9. 9. The hair dye composition according to any one of claims 1 to 8, characterized in that the amount of said ester of a fatty acid and of a dextrin is in the range of 0.01 to 15% by weight, in particular 0.1 to 12% by weight, preferably 0.2 to 8% by weight, more preferably 0.6 to 7% by weight, even more preferably 1.3 to 4% by weight, based on the weight of the hair dye composition.
10. A hair dye kit (1) comprising a hair dye composition (2) according to any one of claims 1 to 9 located within a package (3).
11. the hair dye is a permanent hair dye; a mixture of branched and linear saturated C15-C19 alkanes; - esters of fatty acids and dextrin; - a primary intermediate agent; a coupling agent; - oxidizing agent A hair dye kit (1) according to claim 10, characterized in that it comprises:
12. The package (3) comprises at least two different sealed compartments (4), wherein the mixture of branched and linear saturated C15 to C19 alkanes, the ester of fatty acids with dextrin, and the primary intermediate agent are located in the first compartment (4a); and A hair dye kit (1) according to claim 11, characterized in that said oxidizing agent is located in the second compartment (4b).
13. Use of a mixture of branched and straight chain saturated C15-C19 alkanes in combination with an ester of a fatty acid and dextrin in a hair dye to enhance the color fastness of the hair dye applied to the hair.
14. 14. Use according to claim 13, characterized in that the hair dye is a permanent hair dye.
15. a) applying a hair dye composition according to any one of claims 1 to 9 to the hair; b) washing the dyed hair; A hair dyeing method comprising: